Sinful Simon

[denVERScub]

Laughter floated through the comic store through the back room’s open door, meeting my ears and distracting me from the invoice I was reviewing with the store owner. Another laugh transported me back to the first boy I’d fucked in the rec center lockerroom after summer swimteam practice, almost 15 years ago. As soon as the owner signed the form, I excused myself and went searching for the boy whose chuckles got my cock hard. Near the far end of the store, I found three teen boys wearing baseball gear(showing off some firm bubble butts, tight waistlines and broad, if still developing, shoulders), presumably on their way home from practice. They were so engrossed in the adult magazine section they didn’t notice me sneak around the corner where they couldn’t see me.

“Holy shit dude, look at those tits! That bitch is fucking hot bro. You gotta get this for me man,” said the shortest boy, who was a good six inches shorter than my 6’2”. By his begging, I guessed only one of the boys was old enough to buy the plastic wrapped mag, even though they each looked about 15-16. Before the other two could respond, one of their cell phones rang, and the tallest boy, who was probably within an inch of my height, retrieved it from his bag.

“You here? K, be right out,” He hung up and turned to the middle boy, who I’d put at 5’10”. “You sure you don’t want a ride simon? My mom’s CRV can probably hold your bike.”

“No thanks bro, I wanna hit up sports authority on the way home and return the speedo my mom got me since my swim coach said we can wear trunks now.” Simon responded, fist bumping his teammates as they picked up their bags and made their way to the door. He watched them go out the door before picking up another plastic wrapped magazine, reaching down and adjusting his bulge. He tried peeling the adhesive edge back to sneak the magazine out of its wrapper, and I took the opportunity to turn the corner, causing him to drop the mag and almost bolt.

“Here you go bro,” I said, picking up the nudie mag and handing it back to him. “Nice choice, you got a lot of gangbang porn?”

My attitude put him somewhat at ease, and I had to stifle a giggle when he responded by saying he usually preferred anal. His tone told me he was trying to save face, so I went with it and showed him a magazine that specialized in girls getting fucked up the ass by HUGE cocks. His eyes got wide and his pants tented even more, which reflected in my knakis.

“You gonna get that one?” My question shocked him out of his trance, and he blew it off.

“Nah man, I only brought enough to get the x-men collection I want.” He handed me the magazine again and I asked which collection. As it turns out, Simon is a huge comic book geek who’d rather be spending his summer reading about super heroes, than in the pool and on the diamond. He was careful to keep his comments as masculine as possible, but once I expressed my own interest and started explaining my collection at home, his teen-thug jock boy persona began to fail as we discussed comic book mythology. It was almost an hour later when we separated to check out, but ‘mysteriously’ I ended up behind him in line, making it easy to ensure he saw the two anal themed magazines I purchased. As we walked through the first set of doors on the store’s airlock, we realized the sunny afternoon had given way to a downpoor. We both ran out, me to my truck, him to his bike, and I waited a moment before taking advantage of this added stroke of luck.

“You wanna lift bud?” I yelled out my open window as he tried in vain to keep his balance on the bike. Defeated, he dismounted and wheeled along side me, sticking his drenched head in the window.

“I don’t know man, I live pretty far and I am supposed to exchange something near my house, I’d feel bad taking you out of your way.” His words protested, but he was already shivering, so I suggested he wait at my house a few blocks away till the rain let up. Despite his false maturity, I could see him worrying about going with a stranger. “You can dry your clothes and check out my comic collection.”

The appeal of my comic books got him to toss his bike in the truck bed and hop in the cab beside me. Two minutes of me trying not to stare at his almost see through baseball uniform and we were already at my house. I parked on my circular front drive instead of pulling around back to the garage, knowing we’d both get soaked. Even better, the muddy ground caused us both to slip getting his bike from the truck to the covered porch, leaving most of our lower bodies a complete mess.

Inside, I asked that he strip off his muddy clothes before tracking it all over the house, and was down to my briefs before he could argue. He stripped tentatively down to his support shorts, but I made sure not to look as I tossed the clothes in the washing machine and showed him to my guest suite to use the shower, promising I’d leave some loaner clothes on the bed for when he got out. I accidentally set the anal mags down to get out some towels before heading to my room to shower as well.

After the fastest shower I’d ever taken, I tied my smallest towel around my waist, check out my firm calves and thighs, my hefty bulge, my slightly hairy 4 pack leading to my slab pecs, up past my firm jawline to the top of my 6’2” head, well framing my caramel eyes with my black wavy hair. I raced back to the guest room with my flimsiest pair of shorts and an extra-large white cotton wife-beater slung over my buff shoulder and bicep, bursting into the bathroom to find the exact sight I’d been hoping for: Freshly showered Simon on the toilet, his legs spread wide. My cock stiffened slightly in the moment before he realized I’d come in, catching his one hand between his legs with two fingers rubbing the edge of his tight ass, while his other hand rapidly stroked his young 7 inch cut cock. Once he saw my “shocked” face, he grabbed the open magazine showing a petite blonde girl being double fucked by a pair of Italian men who looked kinda like me.

“sorry man, here’s the clothes, didn’t mean to interrupt,” I made a big show of not looking, knowing the large clock on the wall in front of Simon concealed a camera which had caught every minute of his shower and the jack off show following. I shut the door behind me, sure he’d be too embarrassed to continue. Right on schedule, he rushed out into the living room as soon as he could pull on the shorts and tee shirt. His hard on was clearly outlined in the thin cotton, and his firm chest was still wet enough to make the shirt transparent.

I assured him not to worry about and showed him to my office and massive collection of comic books. Over the next hour we worked him into being comfortable, which was just enough time for the rain to let up. I worried I’d taken too much time making him feel at ease, but he was in no hurry to leave, especially when I mentioned a funny movie a friend sent me featuring some comic heroes fucking. I put on the video and we watched for a while, laughing at the cheesy plot lines in the beginning, growing quiet when the scene evolved into wonder girl getting gang banged by batguy, supermale, cycocks, and Iron rod. I had slowly worked myself to full mast out of Simon’s sight, waiting for him to turn to me.

“Holy shit man,” Simon said when he finally caught sight of my dick. I jumped and apologized, ‘not realizing’ what was going on below my waist. In a dramatic attempt to cover my hard drooling uncut 9 inches, I tried tugging the towel over it, but alas that unfastened it from my waist, leaving me naked. Simon openly gawked, his cock hard under the shorts, leaving a wet spot, and his mouth aghast, making me wish I could shove my cock in without scarring him off. Instead I bent over and exposed my smooth tight butt cheeks, winked my fuzzy hole at him, while retrieving the towel and dashing into my connecting bedroom before nudging the door almost totally shut.

“Sorry about that bro, just gimme a minute to throw on some clothes and I’ll drive you home man.” I yelled as I whipped out some lube, and got in the exact right position behind the door so anyone peeking through could clearly watch me in the full length mirror. A few loud strokes to be sure he knew what was happening, and the light beneath the door was blocked by Simon’s shadow. I began stroking faster and harder, keeping my face and body in the mirror while trying to ‘keep quiet,’ until the shadow began moving too. He was stroking now, I was sure of it, which was all it took for my balls to tighten, aiming my dick head towards my pecs and letting loose my thick creamy cum in 3 gigantic geysers across my chin and chest, with some smaller shots coating my lower abs, cock and the floor at my feet.

That night once Simon left, I confirmed my suspicions and shot another load watching his shower/stroke show in the bathroom and his repeat performance with giant cum shot standing just outside my bedroom door. After denying myself the glances when he was there, I thoroughly memorized every inch of his naked form, from his slim, toned legs to his shelf-like butt, to his fuzzy balls and pubes surrounding his gorgeous pink cock with a slight right-curve, up his treasure trail and six pack to the beginnings of muscly chest and shoulders, over firm well-formed biceps, topped off by his round cheeks, strong brow, blue eyes and dark brown buzzed hair. The only signs of his youth were the baby fat on both sets of cheeks, which were smooth and rosy, on his face and behind. Watching him panic and shoot all over the plant by the door was almost as hot as when he got a finger into his hole in the shower.

After I got dressed and brought Simon his clothes, we talked about the upcoming work I would be doing cataloging my comics and entering them into a database for insurance purposes. Since Simon really wanted to read some of the rare books I had, but I had a no lending policy, he agreed to come by a few days after practice each week and help me catalog, reading them at my house. A few days into our plan, I was called to work when he was supposed to arrive, so I decided to leave a key for him. This allowed me to begin his education.

Over the following month, I managed to have Simon catch me balls deep in a blond bitch, titty fucking a redhead from the grocery store, and eating out and feeding my cock my cock to a Hawaiian college girl I sometimes hook up with. Each time I’d make sure to be in the thick of it right when he usually arrived, playing in open areas of the house where he could hide and watch me fuck, then sneak out, and come back once I’d bid the girl goodbye. My hidden cameras confirmed he was enjoying the shows, providing me plenty of fodder for jack sessions. After six weeks, I had a threesome on the kitchen table with a married couple I met online, making sure to listen for the creak of the front door to begin the countdown of ten minutes of tag teaming the wife before I was sure Simon would be close to cumming, and sneaking my cock into the ass of the husband. We hadn’t discussed it online before-hand, but I knew by how he moaned when I fingered him, that he needed my cock in his hole. It was during these sessions I also made sure that he saw my partners and I taking hits from a glass pipe filled with tina, and encouraged them to tell me how much they loved it and how much hotter it made the sex. Finally, after some more couple sessions where I’d fuck, suck and feed the guy, I invited over a 24 year old bodybuilder I’d met online who had a very specific fetish. So a week before his last day, Simon snuck in the front door, down the stairs and down the hall way until he was outside my media room. When he looked inside, I’d love to have seen his reaction.

In the middle of the room I stood in my black boots, black latex jockstrap/shirt, leather gloves, and full cape and cowl. On his knees in front of me was the 24 yr old in red boots, red and blue jock, blue butt plug, red leather harness and red cape emboldened with a yellow ‘S’ and deep throating my cock. I’d pushed the furniture to the back of the room, creating a vast space for a super fuck, and plenty of hiding spots behind couches for Simon. Once I removed his “kryptonite” plug, Superman ended up getting fucked for almost a full hour before I pulled out and came on his ass and cape, but I couldn’t tell if Simon had stayed to watch or left. When I kicked out the super cum bucket, I expected Simon to show up just as he usually did, but instead I received a text telling me he forgot something and needed to go home early. I panicked that he was disgusted and gone for good, so I ran to my computer and checked the feed. Just as I thought, he came in, started watching, then slid into the room behind the couch where the cameras couldn’t see. Right after I blew on superlad, Simon slipped out the door, up the stairs and was gone. I was certain he was never coming back.

The next day, I’d just gotten done working out and drove home to find Simon already in the house working. He informed me that baseball was over for the season and he would be there by noon for the last five days of our arrangement. An hour later he’d finished his work for the day and decided to go home early. I guess that meant he was not okay with what happened and wanted to get it done as fast as possible. I almost called it quits, but decided to check out the hidden cams just in case. A smile spread over my face as the tapes revealed Simon digging through my stuff until he found the butt plug and costumes, before lubing the plug, and slowly sliding it into his hole. And beginning to jerk. Hard. He was about to cum right as I arrived, and quickly shoved the costumes back in the closet, pulled up his briefs and shorts and dashing back into the office. I fast-forwarded and then hopped to my bedside drawer to verify what I thought was true. The butt plug was still in his ass! I whipped out my cock and came all over my self.

The next day I put my final plan into action. With only four days to go, I told him I wanted to thank him for all his help by buying his ticket to the comic con that weekend in town. He practically flipped out, throwing his arms around me before he remembered his manly bravado and socked me in the arm as he pulled away. After that I made sure I was around every minute of every day (except a few for him to sneak the butt plug back in my drawer). This all led up to the last day, which would hopefully guarantee me some leverage. When he arrived that afternoon, I was in the living room getting head from a college guy I’d met at the gym, watching some anal gangbang porn and working a big, pink dildo into his bubble butt. But this time, I “heard” him arrive and made the college boy scramble to get dressed, while Simon, freaked he’d get caught watching, ran up the stairs to the office. I proceeded to tell the college boy I’d fuck him back at his dorm room if he’d wait outside for me to toss the dildo in my room and give my “assistant” some instructions for the day. College boy reluctantly agreed since I was providing the drugs, and I went upstairs and through the hall door into my bedroom, leaving the dildo, porn dvd and lube on my bed, and poorly covering them with a towel. I then opened the door to the office and I told him I was running out for a few hours, but I had a surprise for him for the comic con. I proceeded to disappear into my closet and brought out two garment bags. I unzipped them and his eyes widened

Inside were full costumes for batman and robin. The batman suit was just a fully clothed version of the one I’d worn a week before, complete with utility belt and skin tight body suit. The robin suit was comprised of small boots, speedo style briefs, tight tunic, butt length cape, black wig and face mask. I could see his cock pulsing under his bball shorts, so instead of waiting for a thank you, I tossed it on the bed somewhat near the dildo and told him to try it on before I got back to be sure it fits, and otherwise just enjoy reading comics, since the work was done.

I drove the college boy to his dorm and fucked him for ten minutes until he came, and then made some excuse and headed back to the house. Parking around the corner I snuck in through the side gate and into the gardening shed, where I had set up my laptop and a comfy chair the night before. After being gone for 30 mins I was hoping he’d be well into enjoying the goodies I left for him. Simon didn’t disappoint. When the screen went on, it took a minute for me to scroll through the cameras in the house until finally I found him.

Splayed out on my bed, Simon was decked out in the full robin outfit, except the speedo-like cod piece was discarded on the floor. He stroked his cock hard before sliding on the finishing touch with the wig and the mask. He hopped up and crossed to the mirror, sucking the dildo and stroking while checking himself out. He paused for a moment as he walked over, inserting the dvd into the dvd player, and starting a bi-bareback gangbang flick. Once it passed the fbi warning, he made his way back to the mirror, picking up something along the way and started lubing up the dildo. He then pressed the suction cup of the dildo to the mirror and turned around, shoving whatever was in his hand into his mouth. My cock threatened to rip my shorts open when Simon finally managed to work the tip of the dildo into his hole. Once the head popped in, I could tell he was in pain and pulled away quickly. Little did he know his ass had stronger suction than the suction cup and the dildo came off the mirror with him. He hobbled to the bed and was about to pull it out but he lost his balance and ended up taking it further, spitting out the unidentifiable scrap in his mouth.

“Oh fuck, fuck, FUCK!” he yelled loud enough I turned down the speakers in case anyone was walking past the house. He tried pulling the dildo out again, and this time he discovered the pleasure it could provide. His dick throbbed and leaked some precum on my bedspread when he got it most of the way out, so he started reinserting it and took the cloth back in his mouth. 5 minutes later he had resuctioned the dildo to the top of my dresser and bounced like he had springs in his ass. He was obviously getting close, which caused him to pull the cloth from his mouth and hold it to his nose as he stroked and galloped.

“Fuck yeah, fuck my hole while I make her my bitch. Does that ass feel good sir? Cause your cock is gonna make me cum in her fucking pussy. Can I shoot in her pussy sir? Please sir? I want to shoot my sperm in her pussy sir. I can’t hold it anymore sir, I am blowing my sperm in her slit sir. Here is cums bitch, Here it…UHHH…FUCK…TAKE MY CUM…” From the slit of his cock a giant load shot out, dousing his entire costume and forcing him backwards against the wall behind the dresser. My load was almost as big but it went where most of my jerked loads went, into a bottle I had been slowly filling with my tina-laced cum, then refrigerating for use on Simon’s ass, hopefully. While he was recovering, I squinted at the screen and finally identified the thing that Simon had been sucking/sniffing. It was a pair of panties from the Hawaiian slut. After one of our sessions, I used them to soak up my jizz and wipe down her cunt and ass, but then when we were getting dressed we couldn’t find them. I figured they were somewhere in my collection of cumrags, but it was incredibly hot knowing Simon had them all this time, sucking on my dried cum.

I gave Simon enough time to get out of the costume, shower, get everything back in order, and sneak the buttplug into his bag. When I pulled up a few minutes later, he was just throwing the costume in the dryer, assuring me it fit perfectly. We sat down and went over our plans for the next day, deciding we would meet at 8 Saturday morning in normal clothes, then take a train into the city for the convention, and change when we arrived. Since we wanted to schedule our time at the convention carefully, we pulled up the website and discovered there were events well into that night, including a dark knight forum on the roof of the hotel, a costume party at 10pm and a contest at midnight.

“We gotta enter Mr. Torelli, our costumes are awesome,” He said, sounding younger and younger every time we saw another cool event.

“Simon, you can call me Steve, and I wish we could but the last train leaves at 7,” I put my hand around his shoulders and squeezed, sympathetically. “So we’re outta luck unless you are okay with staying overnight. If we got a couple rooms, that would allow us to stop by Sunday morning for the artists’ brunch, and still be back Sunday afternoon or evening at the latest.”

“That would rock Mr. To- Sorry, Steve, but I don’t know if I can. I need to check with folks while I’m on summer vacation,” Simon said, trying to keep up the ambiguity we’d had since our first meeting. I was pretty sure he was still in high school, but we live in a college town and he always tried to make it sound like he was only living at home until school started back up. I’d met his parents once when they came to pick him up one day, which was probably planned for their peace of mind. Still, Simon played it off like a champ, telling me “I don’t need a car at school so I let them provide the ride over the summer so they feel useful.”

“Well let me know as soon as you get permission and I’ll book the rooms,” knowing we’d be sharing one room that I booked weeks ago before they all filled up.

“I don’t need permission, I just have to be sure they aren’t planning anything that includes me tomorrow night or Sunday morning. I’ll call them right now and let them know I’m gonna be out. Be right back,” Simon said, walking out of the office and down stairs into the kitchen. I clicked on the hidden camera to hear him tell his parents.

“Mom? Tomorrow after comic con, Jerry and his dad are gonna stay for the Sunday morning events and invited me to go….I know it’s last minute but we can all stay in the city with Jerry’s aunt…They told me she is happy to host all of us and we can take the train back Sunday night…You don’t need to pick me up, I’ll bike home…No I won’t be too tired mom, I swear…I’ll be fine at practice…Please, if I promise to get plenty of sleep and get a ride so I can be at swim practice on time? Please!... Thank you! Ok, I’ll make sure they can drop me off Sunday night…Um I don’t know if I can stay at Jerry’s Sunday night too…I know it is way closer to practice but I’ll have been with them the night before, plus Jerry doesn’t always go to practice…Ok, I’ll ask, but if not I’ll ride my bike. Ok, see you at home…like an hour…love you too, bye.”

Simon’s phone call told me enough to know his parents thought he was going with a friend from school. It also told me they would be totally fine not seeing him until Monday after his swim team practice. Most importantly, it meant I had Simon by the balls.

“I told them we were going, they just asked me to ask you if it is cool for me to stay over Sunday if we get back too late for me to bike home,” he informed me as he returned to the office with his costume from the dryer.

The next morning Simon texted me asking if I could pick him up a few blocks from the station at his friend Jerry’s house, so I brought our outfits, picked him up and marked down one more lie he told his folks for my blackmail. I told Simon to wear something comfy so we could just sleep in it after we changed from our suits, so I was happy to see he was in some loose shorts and a baggy t-shirt with flip flops. Once we got on the train, we talked about the upcoming day and I began the last step in Simon’s corruption, beginning with some water bottles filled with a vodka punch, with clips to attach them to our utility belts. Simon didn’t want to seem uncool, so he took a big gulp and almost coughed up a lung on the train. Once we got to the convention center I told Simon to get our passes while I checked us into our rooms. Simon never questioned me when I told him the hotel screwed up and put us in one room instead of two and they were full up. He just swigged from his bottle and followed me up there to change.

As soon as we got the door open, I pressed his Robin suit into his chest and began undressing. Simon followed suit, until he realized he would have to get naked.

“Shit Steve, I gotta change into the bottom part in the john, I forgot to wear undies…I’m not sure they’d even fit anyway,” Simon moved towards the door but I stopped him.

“Damn Simon, you’d better show me how they look, cause you can’t go commando if they will show too much.” With that I yanked down his shorts and tossed him the briefs. He slid them up his legs sheepishly, confirming they would give away every detail. “Shit. Well I guess you’ll have to wear your shorts.”

“No way Steve, that will look like crap. There’s gotta be something I can do to obscure my…you know,” he pleaded. I smirked inside and offered another suggestion.

“Well I guess you can wear the thong I was going to wear under mine since my suit has a separate lining for the cod piece,” I said with my most disdainful voice, not wanting him to realize I’d been wearing it since yesterday in preparation.

“Fuck, if you don’t mind, that sounds way better than my shitty shorts,” Simon slid off the bottoms again and stood, naked from the waist down, robin from the waist up. I had only changed into the top half of my outfit so far, so Simon had no choice but to wait as I peeled off my sweats and then removed my thong. I pretended not to notice Simon staring at my thick soft uncut monster and balls, which I had trimmed and fluffed in advance for his viewing pleasure. He slid took the thong and slid it up his legs, disheartened to find it was too big after stretching over my meat and butt. Good thing it was adjustable, which allowed me to reach between his legs and pull the elastic cords through the clasp until it was tighter, and the clasp was pulled up against his hole, to help stimulate him throughout the day.

Fully decked, we hit the convention and had a blast, meeting writers, pencilers, inkers, some b-movie and tv stars and stopping every 10 minutes so another geek could get a photo with us. Through every bit of it, Simon never left my side, seeming to take pride in all the attention we received as the dynamic duo. By the time we hit the party that night, I had almost forgotten my original goal. That is, until, we started prepping for the costume contest. There were five categories. Best Costume, Best hero, best villain, best duo, and best team. Once Simon heard that the results would be based on audience response, he insisted we start working the crowd, which was mostly men.

Not too surprisingly, a lot of guys loved our look, a few even trying to convince me to sneak off and fuck them in the bathroom or let them take Simon aside and blow or fuck him. I kept them away, but did get a couple numbers, while Simon downed shot after free shot offered to him by his fans. When the contest began, we were quickly moved from the first round to the second and into the finals for Best Duo. The results were close, but we got second place and a $50 gift certificate to a comic store, with first going to Mystique and Rogue (it’s hard competing with hot chicks in blue paint and skin tight spandex in a room full of nerds). As we left the stage, we were approached by a huge muscly guy dressed as bane asking if we’d like to join him and some friends and compete for best group. I wanted to get Simon upstairs, but Bane’s bulging arms, chest and crotch swayed me. Turns out he’d gotten a collection of seriously impressive costumed villains, including the Joker, Penquin, two-face, Catwoman (in full leather) and Riddler. We killed the closest competition and each of the group ended up leaving with $100 gift cards. We said our good-byes, but Bane stopped us and told us that the gay bar across the street was holding a naughty contest in 15 minutes. I said no, but Simon cut me off, asking what the prize was. When he discovered first prize was a signed copy of sin city, he dragged me over there.

Somehow with the wig and the mask, the bouncer didn’t card Simon, waving us through and groping Simon’s ass as he passed. Inside we were outmatched by tons of guys in nothing but speedos and body paint, but Simon wouldn’t give up without a fight, dragging me into the bathroom and finding a stall, he stripped off the shirt and tunic, pulled off his speedos and showed me his new look in just his (my) thong, belt, boots, cape, mask and wig.

“Wow Simon, you sure you are okay going out there like that?” I prayed he’d say yes.

“Shit Steve, who cares if some fags wanna perv on me if we win right?” Simon slurred slightly. “But you gotta do it too Steve, so they can see your huge dick.” He laughed and began pulling at my suit, which got a chuckle from me before I pushed him back onto the seat and slowly stripped away the uniform until I was left in my boots, cowl, gloves, belt and cape. Simon was a little too drunk to care about playing macho and sat staring at my junk while I put the cod piece and utility belt back on. Suddenly he realized how long he’d been looking and pushed past me back into the main area of the bathroom.

“Wish mine was bigger, then we’d win for sure,” Simon said, reaching into the thong to try and make his cock look as big as possible. I almost reached over to help him get it up, but remembered myself and where we were in the nick of time. We made our way back out onto the dance floor and check our unused costume pieces at the coat check, where a gigantic drag queen dressed as wonder woman told us we were missing something. She proceeded to whip out a fat black magic marker and draw the Robin ‘R’ on Simon’s chest, and the batman symbol on mine, with amazing skill. We gave her a huge tip, and she returned the favor by sliding the magic marker down the back of Simon’s thong so it was rubbing against his hole like a dick head waiting to fuck.

“There you go sweety, just let Batman move the marker around every few minutes till you go up there and you’ll be saving the day in no time,” She smiled and waved us off to flirt and convince the guys to vote for us. Simon finally awoke to the reality of his outfit as we hit the crowd and every guy we met took the opportunity to squeeze my hardening cock and grab his ass. Before I knew it, Simon had his ass firmly against my hip, moving the marker with each step, which did a fine job of stimulating his hole. We got across the stage just in time to start the contest and it was a good thing. Looking down, Simon was now almost totally hard and his ass was bright red from pinches, slaps and grasping hands. When our turn came up, Simon almost chickened out, but the crowds roar in response to my obvious 9 inch hard on and his dripping semi and firm cheeks got him to strike a couple poses and even do a handspring off the stage when we exited. Simon and I enjoyed some free drinks while votes were tallied, but sadly we lost to some naked avengers. Second place was our choice of $100 bar tabs or a set of leather gear including a jockstrap, harness, wrist cuffs and a mask. Simon jumped at the bar tab, but I told him we’d had enough and took the leather gear instead.

Back at the hotel, half dressed to where we weren’t indecent, Simon was bouncing off the walls talking about all the insane stuff we’d done and how he’d never get to sleep. In the elevator, a sexy scarlet witch had her hand down the pants of a ripped Hulk, obviously okay with us watching the two of them get started. By the time we reached our mutual floor, she was on her knees sucking his dick and groping Simon and I. At the Hulk’s room, she whispered something to him and then asked if we’d like to come inside. I looked at Simon and he looked equal parts excited and terrified, so I told her we had to hit the room first, get cleaned up and we’d head back when we were ready. She stroked us each once, and headed into the room behind Hulk, revealing another three or four people having sex on the king bed in the middle of the suite.

As the door shut, I turned to see if Simon had changed his mind and wanted to join them, but he was already half way down the hall to our room. When we got inside, he started ranting about how hot she was and how much he wanted to plow her full of his semen.

“So lets go back and fuck her,” I sat beside him on the bed and put an arm around him, rubbing it up and down his bare arm. “We can tag team her Robin.” That got a smile out of him.

“I don’t know if I can Mr. Torelli . I tried doing it with this girl from school and my friend Eric, but I got weirded out having another dude around,” Simon sighed as I slid my hand under his cape and rubbed his lower back. “Having other dicks around just makes me nervous; wondering if they’re bigger, if they’re gonna try something with me, if-“

“Slow down Simon, you don’t need to explain it, you’re not with your friends or some coach who talks down to you. I understand exactly what you mean, that’s why you need to call me Steve. Sounds like you are stuck in your head when you should be stuck in some pussy. I think I have the solution if you think you can handle it,” I slid my free hand into the carry on sitting next to me, pulling out my zipper bag containing my pipe, favors and lighter.

“I don’t do drugs Steve.” Simon frowned and looked away.

“That’s cool, some people can handle them, some can’t. I bet most boys your age aren’t ready for this stuff, but then maybe you should wait to try the sex stuff until you can feel ready to handle a woman and not be distracted by the men around you.” Simon turned and looked at me like I betrayed him somehow.

“I can handle a woman, Steve, I’m not a fuckin virgin!” Simon’s words said he was defiant of my assessment, but his voice rang of self doubt.

“Even so Simon, you won’t be able to step outside your box and take control of those feelings until you can understand the difference between sex and nasty, no holds barred fucking, or between experimenting with something and becoming a drug addict or picking up a girl and seducing a woman. You should wait until you gain the necessary age and experience.” At that point I stood up and stripped naked, before sliding a robe on, but leaving it hanging open. “I’m gonna head over and get some pussy, maybe even fuck scarlet witch in her ass, if you can handle it you could come watch.”

I turned and picked up a room key, sliding it, my phone, the tina, pipe and lighter into the robe pocket and reached for the door before I heard Simon say wait.

“I’d be down to try it, but only a little.” Simon walked over to me and held out his hand. I passed him the pipe which he looked at for a moment before realizing he didn’t know how to light it. I took it back before he got embarrassed and told him to inhale when I said go. I filled it with a big bowl of crystal and lit the underside, until smoke started swirling.

“Go.” He sucked in for a long time, using his full lung capacity from swimming until he couldn’t inhale anymore. Suddenly he coughed loudly and exhaled a giant cloud of smoke. Once he’d regained his composure I showed him how it was done and then did it again for him, instructing him to blow it in my mouth when he was ready to exhale. He handled it like a champ on that round and blew a large cloud to me. I did the same back to him and we continued like that for a few minutes until he seemed to be feeling the high.

“Now you see how to do it, I want you to keep hitting it while I go see if they are still up for guests down the hall.” I handed him the pipe, encouraged that he desperately went for it, and stepped into the hall. Instead of going down to the orgy, I paused and pulled out my phone, texting the hottest of the men I’d met that evening, including bane. I let them all know I was about to break in a virgin bottom who got high and drunk and would be loaning out his hole to any top with a big cock, big load and big need to breed his virgin hole. Once I got some responses, I stepped back inside, explaining that they were taking a break but would come down and get us when they started again.

“Shit, they had to take a break now Steve? I’m horny as fuck on this stuff,” Simon was stroking his hard dick through the thong, but had removed the rest of his costume except for the mask. I started to chub up watching him switch between smoking and stroking while wearing a mask and thong and nothing else. I took the opportunity to pull out my laptop and bring up some bi porn featuring a woman getting her ass double fucked, but eventually leading to some man on man once we were warmed up.

As he handed me the pipe I handed him my carry on and told him to see what he could find inside to help out with his lack of pussy. Inside he found a fleshlight, my big pink dildo, poppers, and some cock rings. He needed no instruction once he’d figured out the purpose of the fleshlight, working his cock in without even using the lube. I almost corrected him but decided it would be fine if it made his dick soft since I wasn’t planning on using that part of his body at all.

Within minutes the tina really took over and his dick got soft. He tried everything to get it hard again, but was having no luck. Finally I was ready to complete my weeks of work, and show this wanna-be jock just how much of a bottom boy he was born to be.

”One surefire way to get hard again is with this,” I lifted the dildo and towards him. “Just lube it up and slide it in and you’ll hard in no time.”

“No thanks Steve, I am not into that gay shit,” he punctuated the sentence by hitting the pipe and turning so I didn’t have as good a view of his cock.

“We both know that’s not true don’t we Simon?” I reached over and grabbed his hand, causing him to twist back towards me. “I know you’ve been using my toys to get your rocks off, so why don’t you drop the bullshit and take this dildo up your ass.”

His face went ashen and he stuttered, trying to find an explanation for my disappearing/reappearing toys, but drawing a blank. I twisted his arm slightly making him lie back on the bed, and slid the lubed dildo between his legs, before placing his hand on it and giving him a look that said the rest was up to him. His cheeks regained color and rushed to a bright pink as he began to realize he couldn’t hide his shame from me. Tentatively he worked the dildo between his cheeks, before I took pity on him.

“Don’t be ashamed Sy, it’s just a toy, and you’ll come to find out most men enjoy toys sometimes. I bet every guy you know has put something up his hole at some point just to see if it feels as good as they say. So stop messing around and sit on that big rubber dick.” Simon couldn’t make eye contact with me as he raised his body up, set the dildo upright and worked his hole down over it. Whimpers and porn music were all you could hear in the room as he gradually worked 5, 6, 7, and finally all 8 inches into his tight virgin sphincter. As promised, his cock began to re-harden and before I knew it, he was bouncing up and down, drool flying from his slack mouth as both hands worked his hard cock. When he wasn’t looking I switched the lube bottle for the bottle of my tina-laced cum, then told him he’d better lube it up again unless he wanted to hurt himself. Still ignoring me, he intensely watch the daisy chain on the screen as he rose off the dildo and began to relube it.

“What the hell?” he jumped as my lubed fingers slid in to replace the dildo, flying off of them. “What do you think you are doing man?”

“Just making sure you’re lubed correctly. If you don’t know how to do it you could rip you hole or even burn yourself on that thing. Friction will do that.” I stood as I replied, spinning him around and bracing his shoulders with one arm as I inserted my fingers again. “Stop being such a baby.”

“Jesus! Take your fuckin fingers out of my ass Steve. I don’t like dudes, and I don’t need any help with my ass.” Simon struggled against me, but less now that I found his prostate and started to milk it.

“Seems to me you do, otherwise you’d know how to get it lubed for a dong or stolen butt plug.” Mentioning the stolen butt plug shut him up and eased his struggles even more. “bend forward a little and take a swig from that water bottle in my bag while I grab a crystal to put up there.”

He did as he was told, bending until his ass trapped my hand between my crotch and where it was inside his hole. I took a big crystal from my baggie and proceeded to slide it in between two fingers, before working in a third. He complained of a burning sensation, which I explained to be from the tina in his ass, before suggesting another swig from my water bottle filled with gatorade and ghb to promote obedience. Every minute or so he’d try in vain to escape my grip, even as my fingers made him moan and sign. I knew the g was in full effect when he leaned back and let his whole body rest against my thighs, crotch and chest. Like a good trainee, he followed my movements as I walked us over to the bed and laid us down on our sides so we were still in contact from knee to shoulders. I took a second to check that his eyes were closed before switching the porn to a new video and reaching out to take over masturbating his dick, which barely got a “no” before he gave in and let me do as I pleased. He was finally ready for the final step. Without removing my fingers from his hole I maneuvered the head of my dick until it was in line with his tight hole. In one movement I pulled out the four fingers I had in him, and replaced it with the head of my cock.

“Stop! Don’t Steve! Get your fucking dick away from my asshole!!!!!!” Instead I rolled my weight over his trashing drugged body until he was trapped and began the slow decent into virgin territory. “Get off me faggot!!!”

“Before you call me a faggot I think you need to look at the computer screen and decide just how bad you want me to make things for you.” He raised his head as I said this, thrashing for another moment until it dawned that the video was of him dressed as robin, riding the dildo and begging an imaginary top to allow him to cum in a fictitious pussy. The thrashing started again, this time with desperate cries of terror.

“Now based on what we can see here, the only faggot in this room is the mama’s boy with a dick up his ass and a fetish for being controlled by a big dominant man. It makes sense I guess, the idea that you might become a real man one day if you let enough of them plant the seed deep inside you and hope it grows you a set of balls. Until that day, I’m going to make your wish come true by forcing in the other half of my hard dick-“

“Other half?!?!” Simon began struggling more.

“Yep, only got 5 inches so far, 4 and a bit to go before my balls touch that hole. And for interrupting me…” I shoved two of the four inches in that very second making him cry like a wounded animal. “SO SHUT UP and thank me for providing your hole with a continuous source of pleasure and nutrients until you graduate to fucking a woman, instead of being one. Now tell me the truth, you never really fucked a girl, did you?”

“No, I fucked my last girlfrie” simon was cut off by the rest of my cock pounding home.

“Alright! Please sir, you’re right, I never have. I tried but I came before I got inside her. That’s why I was so afraid, because you’d see that I didn’t deserve to come here and lied to you about my age and experience.”

“Please Simon, I saw that the first day we met when you couldn’t keep your fingers off your hole for five minutes while you showered. You never need to worry about lying to me about what you are boy, because I see through you and know what you need even when you don’t. So hang on and pray to whatever you believe in, cause I am breaking you in right now.” The following fuck session lasted over 90 minutes, with Simon transitioning from screaming to crying to moaning to begging for more, to cumming, over and over in different orders. I ended up shooting three huge loads inside his hole, in every position I could force him into, before I finally took pity and pulled out to let him recuperate. Funny thing was he asked me to put it back almost immediately. I popped a Viagra and gave him some hits from the pipe and the g bottle before agreeing, at which point I laid back and watched as he rode me to another orgasm for each of us.

Collapsing on my chest, his breathing ragged and sweat dripping off his sexy body, he begged me not to tell anyone about what we’d done and told me how ashamed he was when he woke up night after night imagining sucking my cock or letting me fuck his hole. He admitted all the times he’d watched me fuck my various gals and guys and even admitted to doing some things I was unaware of. My dick began to harden inside his hole again when he told me about stealing a discarded condom from my trash can, emptying the load from it the next day onto a cucumber and fucking the cum into his hole in the bathroom at baseball practice, then eating the cucumber. His repressed desires were spilled one by one before he finally stopped and looked at me for some sign that I thought he was evil or dirty. Instead I had him suck me clean while I explained that I’d videotaped the entire session and would send it directly to his house unless he continued to act as my cum dumpster during the school year. He began crying again and begged me not to, so I pulled him to his feet and wrapped him in a towel, donned a rode, grabbed the goodies and began dragging him towards the elevator.

“You think I am punishing you, but you need to accept that I know what’s best for you.” As the elevator doors closed, I spun him around, slipped my cock out from my robe, under his towel and pierced his hole, eliciting a squeal. “Just give in so you can stop worrying about what you think you know and can see what is right here.” I pulled out as the doors opened on the lobby level, and texted Bane as I led him into the darkened pool and Jacuzzi area. Once inside the cedar steam room, I bent him over and tied his hands to the bench, lit the pipe and made him take a series of hits before sliding back inside him. He relaxed as my cock slipped past his inner sphincter, and even whispered thank you. Behind us a door creaked, causing him to stiffen again, because he couldn’t see the three handsome well hung men crowding into the space around us. Bane was a good inch longer and much bigger around than my hung cock, and his two friends, while average height and trim, were almost as impressively endowed. I stepped aside while they lubed up and took hits from the bowl. At the last second I remembered what was in my pocket and pulled out my phone to record the destruction of any last iota of will and defiance, not to mention the last time Simon would ever turn down a cock in his ass. Still it is fun to watch the videos of his gangrape and remember a time before he became a drug-addicted cum-hungry bottom slut.

[RawRider76]

Hot fucking story got two loads outta me. Nice.

[rawemobttm]

damn hot fucking story =)

[hollywood_32]

So fucking hot!!!

[pghpigbtm]

Great story DenVERScub. Hope to see more stories from you soon.

[Redrt66]

I thought it would be appropriate to comment this weekend to bring this story up to the forefront - considering that ComicCon is going on right NOW.

Imagine all those hot guys in tight superhero outfits walking around San Diego and what they are actually doing once the seminars end this evening....

Love your plot development and twisted turns. Your themes of chem seduction are a big influence on my own writing. KEEP THIS STORY GOING! I want to know what Bane (and other hot super-villains) do to Simon!

[whorepig]

Keep this story going, as I have always said a little Miss T really helps to make us relax accept what we truly are and get on with it, love cock up my mancunt

[Guest]

Great story. I will be back to read this one again.

[RotzBBengel]

Oh my fucking God!!! This is better than anything I've ever read on BZ before. And to think that I missed out on it for so long - I could (and would) have jerked off to this story sooo many times...

 

Any plans to write a continuation? Pleeease?!?

[lvbbcumnhole]

Hot story!  Makes me wish I was that young boy.

[Bttm2go]

Great story. Thanks for posting.

[Bruisemyguts]

This is the best story that I've read on this sight, and one of the best XXX died stories that I've read anywhere!

[KCCumDump]

What an amazing story, I wish I would have been broken in like Simon

[Guest]

On 6/26/2014 at 5:29 PM, denVERScub said:

Laughter floated through the comic store through the back room’s open door, meeting my ears and distracting me from the invoice I was reviewing with the store owner. Another laugh transported me back to the first boy I’d fucked in the rec center lockerroom after summer swimteam practice, almost 15 years ago. As soon as the owner signed the form, I excused myself and went searching for the boy whose chuckles got my cock hard. Near the far end of the store, I found three teen boys wearing baseball gear(showing off some firm bubble butts, tight waistlines and broad, if still developing, shoulders), presumably on their way home from practice. They were so engrossed in the adult magazine section they didn’t notice me sneak around the corner where they couldn’t see me.

“Holy shit dude, look at those tits! That bitch is fucking hot bro. You gotta get this for me man,” said the shortest boy, who was a good six inches shorter than my 6’2”. By his begging, I guessed only one of the boys was old enough to buy the plastic wrapped mag, even though they each looked about 15-16. Before the other two could respond, one of their cell phones rang, and the tallest boy, who was probably within an inch of my height, retrieved it from his bag.

“You here? K, be right out,” He hung up and turned to the middle boy, who I’d put at 5’10”. “You sure you don’t want a ride simon? My mom’s CRV can probably hold your bike.”

“No thanks bro, I wanna hit up sports authority on the way home and return the speedo my mom got me since my swim coach said we can wear trunks now.” Simon responded, fist bumping his teammates as they picked up their bags and made their way to the door. He watched them go out the door before picking up another plastic wrapped magazine, reaching down and adjusting his bulge. He tried peeling the adhesive edge back to sneak the magazine out of its wrapper, and I took the opportunity to turn the corner, causing him to drop the mag and almost bolt.

“Here you go bro,” I said, picking up the nudie mag and handing it back to him. “Nice choice, you got a lot of gangbang porn?”

My attitude put him somewhat at ease, and I had to stifle a giggle when he responded by saying he usually preferred anal. His tone told me he was trying to save face, so I went with it and showed him a magazine that specialized in girls getting fucked up the ass by HUGE cocks. His eyes got wide and his pants tented even more, which reflected in my knakis.

“You gonna get that one?” My question shocked him out of his trance, and he blew it off.

“Nah man, I only brought enough to get the x-men collection I want.” He handed me the magazine again and I asked which collection. As it turns out, Simon is a huge comic book geek who’d rather be spending his summer reading about super heroes, than in the pool and on the diamond. He was careful to keep his comments as masculine as possible, but once I expressed my own interest and started explaining my collection at home, his teen-thug jock boy persona began to fail as we discussed comic book mythology. It was almost an hour later when we separated to check out, but ‘mysteriously’ I ended up behind him in line, making it easy to ensure he saw the two anal themed magazines I purchased. As we walked through the first set of doors on the store’s airlock, we realized the sunny afternoon had given way to a downpoor. We both ran out, me to my truck, him to his bike, and I waited a moment before taking advantage of this added stroke of luck.

“You wanna lift bud?” I yelled out my open window as he tried in vain to keep his balance on the bike. Defeated, he dismounted and wheeled along side me, sticking his drenched head in the window.

“I don’t know man, I live pretty far and I am supposed to exchange something near my house, I’d feel bad taking you out of your way.” His words protested, but he was already shivering, so I suggested he wait at my house a few blocks away till the rain let up. Despite his false maturity, I could see him worrying about going with a stranger. “You can dry your clothes and check out my comic collection.”

The appeal of my comic books got him to toss his bike in the truck bed and hop in the cab beside me. Two minutes of me trying not to stare at his almost see through baseball uniform and we were already at my house. I parked on my circular front drive instead of pulling around back to the garage, knowing we’d both get soaked. Even better, the muddy ground caused us both to slip getting his bike from the truck to the covered porch, leaving most of our lower bodies a complete mess.

Inside, I asked that he strip off his muddy clothes before tracking it all over the house, and was down to my briefs before he could argue. He stripped tentatively down to his support shorts, but I made sure not to look as I tossed the clothes in the washing machine and showed him to my guest suite to use the shower, promising I’d leave some loaner clothes on the bed for when he got out. I accidentally set the anal mags down to get out some towels before heading to my room to shower as well.

After the fastest shower I’d ever taken, I tied my smallest towel around my waist, check out my firm calves and thighs, my hefty bulge, my slightly hairy 4 pack leading to my slab pecs, up past my firm jawline to the top of my 6’2” head, well framing my caramel eyes with my black wavy hair. I raced back to the guest room with my flimsiest pair of shorts and an extra-large white cotton wife-beater slung over my buff shoulder and bicep, bursting into the bathroom to find the exact sight I’d been hoping for: Freshly showered Simon on the toilet, his legs spread wide. My cock stiffened slightly in the moment before he realized I’d come in, catching his one hand between his legs with two fingers rubbing the edge of his tight ass, while his other hand rapidly stroked his young 7 inch cut cock. Once he saw my “shocked” face, he grabbed the open magazine showing a petite blonde girl being double fucked by a pair of Italian men who looked kinda like me.

“sorry man, here’s the clothes, didn’t mean to interrupt,” I made a big show of not looking, knowing the large clock on the wall in front of Simon concealed a camera which had caught every minute of his shower and the jack off show following. I shut the door behind me, sure he’d be too embarrassed to continue. Right on schedule, he rushed out into the living room as soon as he could pull on the shorts and tee shirt. His hard on was clearly outlined in the thin cotton, and his firm chest was still wet enough to make the shirt transparent.

I assured him not to worry about and showed him to my office and massive collection of comic books. Over the next hour we worked him into being comfortable, which was just enough time for the rain to let up. I worried I’d taken too much time making him feel at ease, but he was in no hurry to leave, especially when I mentioned a funny movie a friend sent me featuring some comic heroes fucking. I put on the video and we watched for a while, laughing at the cheesy plot lines in the beginning, growing quiet when the scene evolved into wonder girl getting gang banged by batguy, supermale, cycocks, and Iron rod. I had slowly worked myself to full mast out of Simon’s sight, waiting for him to turn to me.

“Holy shit man,” Simon said when he finally caught sight of my dick. I jumped and apologized, ‘not realizing’ what was going on below my waist. In a dramatic attempt to cover my hard drooling uncut 9 inches, I tried tugging the towel over it, but alas that unfastened it from my waist, leaving me naked. Simon openly gawked, his cock hard under the shorts, leaving a wet spot, and his mouth aghast, making me wish I could shove my cock in without scarring him off. Instead I bent over and exposed my smooth tight butt cheeks, winked my fuzzy hole at him, while retrieving the towel and dashing into my connecting bedroom before nudging the door almost totally shut.

“Sorry about that bro, just gimme a minute to throw on some clothes and I’ll drive you home man.” I yelled as I whipped out some lube, and got in the exact right position behind the door so anyone peeking through could clearly watch me in the full length mirror. A few loud strokes to be sure he knew what was happening, and the light beneath the door was blocked by Simon’s shadow. I began stroking faster and harder, keeping my face and body in the mirror while trying to ‘keep quiet,’ until the shadow began moving too. He was stroking now, I was sure of it, which was all it took for my balls to tighten, aiming my dick head towards my pecs and letting loose my thick creamy cum in 3 gigantic geysers across my chin and chest, with some smaller shots coating my lower abs, cock and the floor at my feet.

That night once Simon left, I confirmed my suspicions and shot another load watching his shower/stroke show in the bathroom and his repeat performance with giant cum shot standing just outside my bedroom door. After denying myself the glances when he was there, I thoroughly memorized every inch of his naked form, from his slim, toned legs to his shelf-like butt, to his fuzzy balls and pubes surrounding his gorgeous pink cock with a slight right-curve, up his treasure trail and six pack to the beginnings of muscly chest and shoulders, over firm well-formed biceps, topped off by his round cheeks, strong brow, blue eyes and dark brown buzzed hair. The only signs of his youth were the baby fat on both sets of cheeks, which were smooth and rosy, on his face and behind. Watching him panic and shoot all over the plant by the door was almost as hot as when he got a finger into his hole in the shower.

After I got dressed and brought Simon his clothes, we talked about the upcoming work I would be doing cataloging my comics and entering them into a database for insurance purposes. Since Simon really wanted to read some of the rare books I had, but I had a no lending policy, he agreed to come by a few days after practice each week and help me catalog, reading them at my house. A few days into our plan, I was called to work when he was supposed to arrive, so I decided to leave a key for him. This allowed me to begin his education.

Over the following month, I managed to have Simon catch me balls deep in a blond bitch, titty fucking a redhead from the grocery store, and eating out and feeding my cock my cock to a Hawaiian college girl I sometimes hook up with. Each time I’d make sure to be in the thick of it right when he usually arrived, playing in open areas of the house where he could hide and watch me fuck, then sneak out, and come back once I’d bid the girl goodbye. My hidden cameras confirmed he was enjoying the shows, providing me plenty of fodder for jack sessions. After six weeks, I had a threesome on the kitchen table with a married couple I met online, making sure to listen for the creak of the front door to begin the countdown of ten minutes of tag teaming the wife before I was sure Simon would be close to cumming, and sneaking my cock into the ass of the husband. We hadn’t discussed it online before-hand, but I knew by how he moaned when I fingered him, that he needed my cock in his hole. It was during these sessions I also made sure that he saw my partners and I taking hits from a glass pipe filled with tina, and encouraged them to tell me how much they loved it and how much hotter it made the sex. Finally, after some more couple sessions where I’d fuck, suck and feed the guy, I invited over a 24 year old bodybuilder I’d met online who had a very specific fetish. So a week before his last day, Simon snuck in the front door, down the stairs and down the hall way until he was outside my media room. When he looked inside, I’d love to have seen his reaction.

In the middle of the room I stood in my black boots, black latex jockstrap/shirt, leather gloves, and full cape and cowl. On his knees in front of me was the 24 yr old in red boots, red and blue jock, blue butt plug, red leather harness and red cape emboldened with a yellow ‘S’ and deep throating my cock. I’d pushed the furniture to the back of the room, creating a vast space for a super fuck, and plenty of hiding spots behind couches for Simon. Once I removed his “kryptonite” plug, Superman ended up getting fucked for almost a full hour before I pulled out and came on his ass and cape, but I couldn’t tell if Simon had stayed to watch or left. When I kicked out the super cum bucket, I expected Simon to show up just as he usually did, but instead I received a text telling me he forgot something and needed to go home early. I panicked that he was disgusted and gone for good, so I ran to my computer and checked the feed. Just as I thought, he came in, started watching, then slid into the room behind the couch where the cameras couldn’t see. Right after I blew on superlad, Simon slipped out the door, up the stairs and was gone. I was certain he was never coming back.

The next day, I’d just gotten done working out and drove home to find Simon already in the house working. He informed me that baseball was over for the season and he would be there by noon for the last five days of our arrangement. An hour later he’d finished his work for the day and decided to go home early. I guess that meant he was not okay with what happened and wanted to get it done as fast as possible. I almost called it quits, but decided to check out the hidden cams just in case. A smile spread over my face as the tapes revealed Simon digging through my stuff until he found the butt plug and costumes, before lubing the plug, and slowly sliding it into his hole. And beginning to jerk. Hard. He was about to cum right as I arrived, and quickly shoved the costumes back in the closet, pulled up his briefs and shorts and dashing back into the office. I fast-forwarded and then hopped to my bedside drawer to verify what I thought was true. The butt plug was still in his ass! I whipped out my cock and came all over my self.

The next day I put my final plan into action. With only four days to go, I told him I wanted to thank him for all his help by buying his ticket to the comic con that weekend in town. He practically flipped out, throwing his arms around me before he remembered his manly bravado and socked me in the arm as he pulled away. After that I made sure I was around every minute of every day (except a few for him to sneak the butt plug back in my drawer). This all led up to the last day, which would hopefully guarantee me some leverage. When he arrived that afternoon, I was in the living room getting head from a college guy I’d met at the gym, watching some anal gangbang porn and working a big, pink dildo into his bubble butt. But this time, I “heard” him arrive and made the college boy scramble to get dressed, while Simon, freaked he’d get caught watching, ran up the stairs to the office. I proceeded to tell the college boy I’d fuck him back at his dorm room if he’d wait outside for me to toss the dildo in my room and give my “assistant” some instructions for the day. College boy reluctantly agreed since I was providing the drugs, and I went upstairs and through the hall door into my bedroom, leaving the dildo, porn dvd and lube on my bed, and poorly covering them with a towel. I then opened the door to the office and I told him I was running out for a few hours, but I had a surprise for him for the comic con. I proceeded to disappear into my closet and brought out two garment bags. I unzipped them and his eyes widened

Inside were full costumes for batman and robin. The batman suit was just a fully clothed version of the one I’d worn a week before, complete with utility belt and skin tight body suit. The robin suit was comprised of small boots, speedo style briefs, tight tunic, butt length cape, black wig and face mask. I could see his cock pulsing under his bball shorts, so instead of waiting for a thank you, I tossed it on the bed somewhat near the dildo and told him to try it on before I got back to be sure it fits, and otherwise just enjoy reading comics, since the work was done.

I drove the college boy to his dorm and fucked him for ten minutes until he came, and then made some excuse and headed back to the house. Parking around the corner I snuck in through the side gate and into the gardening shed, where I had set up my laptop and a comfy chair the night before. After being gone for 30 mins I was hoping he’d be well into enjoying the goodies I left for him. Simon didn’t disappoint. When the screen went on, it took a minute for me to scroll through the cameras in the house until finally I found him.

Splayed out on my bed, Simon was decked out in the full robin outfit, except the speedo-like cod piece was discarded on the floor. He stroked his cock hard before sliding on the finishing touch with the wig and the mask. He hopped up and crossed to the mirror, sucking the dildo and stroking while checking himself out. He paused for a moment as he walked over, inserting the dvd into the dvd player, and starting a bi-bareback gangbang flick. Once it passed the fbi warning, he made his way back to the mirror, picking up something along the way and started lubing up the dildo. He then pressed the suction cup of the dildo to the mirror and turned around, shoving whatever was in his hand into his mouth. My cock threatened to rip my shorts open when Simon finally managed to work the tip of the dildo into his hole. Once the head popped in, I could tell he was in pain and pulled away quickly. Little did he know his ass had stronger suction than the suction cup and the dildo came off the mirror with him. He hobbled to the bed and was about to pull it out but he lost his balance and ended up taking it further, spitting out the unidentifiable scrap in his mouth.

“Oh fuck, fuck, FUCK!” he yelled loud enough I turned down the speakers in case anyone was walking past the house. He tried pulling the dildo out again, and this time he discovered the pleasure it could provide. His dick throbbed and leaked some precum on my bedspread when he got it most of the way out, so he started reinserting it and took the cloth back in his mouth. 5 minutes later he had resuctioned the dildo to the top of my dresser and bounced like he had springs in his ass. He was obviously getting close, which caused him to pull the cloth from his mouth and hold it to his nose as he stroked and galloped.

“Fuck yeah, fuck my hole while I make her my bitch. Does that ass feel good sir? Cause your cock is gonna make me cum in her fucking pussy. Can I shoot in her pussy sir? Please sir? I want to shoot my sperm in her pussy sir. I can’t hold it anymore sir, I am blowing my sperm in her slit sir. Here is cums bitch, Here it…UHHH…FUCK…TAKE MY CUM…” From the slit of his cock a giant load shot out, dousing his entire costume and forcing him backwards against the wall behind the dresser. My load was almost as big but it went where most of my jerked loads went, into a bottle I had been slowly filling with my tina-laced cum, then refrigerating for use on Simon’s ass, hopefully. While he was recovering, I squinted at the screen and finally identified the thing that Simon had been sucking/sniffing. It was a pair of panties from the Hawaiian slut. After one of our sessions, I used them to soak up my jizz and wipe down her cunt and ass, but then when we were getting dressed we couldn’t find them. I figured they were somewhere in my collection of cumrags, but it was incredibly hot knowing Simon had them all this time, sucking on my dried cum.

I gave Simon enough time to get out of the costume, shower, get everything back in order, and sneak the buttplug into his bag. When I pulled up a few minutes later, he was just throwing the costume in the dryer, assuring me it fit perfectly. We sat down and went over our plans for the next day, deciding we would meet at 8 Saturday morning in normal clothes, then take a train into the city for the convention, and change when we arrived. Since we wanted to schedule our time at the convention carefully, we pulled up the website and discovered there were events well into that night, including a dark knight forum on the roof of the hotel, a costume party at 10pm and a contest at midnight.

“We gotta enter Mr. Torelli, our costumes are awesome,” He said, sounding younger and younger every time we saw another cool event.

“Simon, you can call me Steve, and I wish we could but the last train leaves at 7,” I put my hand around his shoulders and squeezed, sympathetically. “So we’re outta luck unless you are okay with staying overnight. If we got a couple rooms, that would allow us to stop by Sunday morning for the artists’ brunch, and still be back Sunday afternoon or evening at the latest.”

“That would rock Mr. To- Sorry, Steve, but I don’t know if I can. I need to check with folks while I’m on summer vacation,” Simon said, trying to keep up the ambiguity we’d had since our first meeting. I was pretty sure he was still in high school, but we live in a college town and he always tried to make it sound like he was only living at home until school started back up. I’d met his parents once when they came to pick him up one day, which was probably planned for their peace of mind. Still, Simon played it off like a champ, telling me “I don’t need a car at school so I let them provide the ride over the summer so they feel useful.”

“Well let me know as soon as you get permission and I’ll book the rooms,” knowing we’d be sharing one room that I booked weeks ago before they all filled up.

“I don’t need permission, I just have to be sure they aren’t planning anything that includes me tomorrow night or Sunday morning. I’ll call them right now and let them know I’m gonna be out. Be right back,” Simon said, walking out of the office and down stairs into the kitchen. I clicked on the hidden camera to hear him tell his parents.

“Mom? Tomorrow after comic con, Jerry and his dad are gonna stay for the Sunday morning events and invited me to go….I know it’s last minute but we can all stay in the city with Jerry’s aunt…They told me she is happy to host all of us and we can take the train back Sunday night…You don’t need to pick me up, I’ll bike home…No I won’t be too tired mom, I swear…I’ll be fine at practice…Please, if I promise to get plenty of sleep and get a ride so I can be at swim practice on time? Please!... Thank you! Ok, I’ll make sure they can drop me off Sunday night…Um I don’t know if I can stay at Jerry’s Sunday night too…I know it is way closer to practice but I’ll have been with them the night before, plus Jerry doesn’t always go to practice…Ok, I’ll ask, but if not I’ll ride my bike. Ok, see you at home…like an hour…love you too, bye.”

Simon’s phone call told me enough to know his parents thought he was going with a friend from school. It also told me they would be totally fine not seeing him until Monday after his swim team practice. Most importantly, it meant I had Simon by the balls.

“I told them we were going, they just asked me to ask you if it is cool for me to stay over Sunday if we get back too late for me to bike home,” he informed me as he returned to the office with his costume from the dryer.

The next morning Simon texted me asking if I could pick him up a few blocks from the station at his friend Jerry’s house, so I brought our outfits, picked him up and marked down one more lie he told his folks for my blackmail. I told Simon to wear something comfy so we could just sleep in it after we changed from our suits, so I was happy to see he was in some loose shorts and a baggy t-shirt with flip flops. Once we got on the train, we talked about the upcoming day and I began the last step in Simon’s corruption, beginning with some water bottles filled with a vodka punch, with clips to attach them to our utility belts. Simon didn’t want to seem uncool, so he took a big gulp and almost coughed up a lung on the train. Once we got to the convention center I told Simon to get our passes while I checked us into our rooms. Simon never questioned me when I told him the hotel screwed up and put us in one room instead of two and they were full up. He just swigged from his bottle and followed me up there to change.

As soon as we got the door open, I pressed his Robin suit into his chest and began undressing. Simon followed suit, until he realized he would have to get naked.

“Shit Steve, I gotta change into the bottom part in the john, I forgot to wear undies…I’m not sure they’d even fit anyway,” Simon moved towards the door but I stopped him.

“Damn Simon, you’d better show me how they look, cause you can’t go commando if they will show too much.” With that I yanked down his shorts and tossed him the briefs. He slid them up his legs sheepishly, confirming they would give away every detail. “Shit. Well I guess you’ll have to wear your shorts.”

“No way Steve, that will look like crap. There’s gotta be something I can do to obscure my…you know,” he pleaded. I smirked inside and offered another suggestion.

“Well I guess you can wear the thong I was going to wear under mine since my suit has a separate lining for the cod piece,” I said with my most disdainful voice, not wanting him to realize I’d been wearing it since yesterday in preparation.

“Fuck, if you don’t mind, that sounds way better than my shitty shorts,” Simon slid off the bottoms again and stood, naked from the waist down, robin from the waist up. I had only changed into the top half of my outfit so far, so Simon had no choice but to wait as I peeled off my sweats and then removed my thong. I pretended not to notice Simon staring at my thick soft uncut monster and balls, which I had trimmed and fluffed in advance for his viewing pleasure. He slid took the thong and slid it up his legs, disheartened to find it was too big after stretching over my meat and butt. Good thing it was adjustable, which allowed me to reach between his legs and pull the elastic cords through the clasp until it was tighter, and the clasp was pulled up against his hole, to help stimulate him throughout the day.

Fully decked, we hit the convention and had a blast, meeting writers, pencilers, inkers, some b-movie and tv stars and stopping every 10 minutes so another geek could get a photo with us. Through every bit of it, Simon never left my side, seeming to take pride in all the attention we received as the dynamic duo. By the time we hit the party that night, I had almost forgotten my original goal. That is, until, we started prepping for the costume contest. There were five categories. Best Costume, Best hero, best villain, best duo, and best team. Once Simon heard that the results would be based on audience response, he insisted we start working the crowd, which was mostly men.

Not too surprisingly, a lot of guys loved our look, a few even trying to convince me to sneak off and fuck them in the bathroom or let them take Simon aside and blow or fuck him. I kept them away, but did get a couple numbers, while Simon downed shot after free shot offered to him by his fans. When the contest began, we were quickly moved from the first round to the second and into the finals for Best Duo. The results were close, but we got second place and a $50 gift certificate to a comic store, with first going to Mystique and Rogue (it’s hard competing with hot chicks in blue paint and skin tight spandex in a room full of nerds). As we left the stage, we were approached by a huge muscly guy dressed as bane asking if we’d like to join him and some friends and compete for best group. I wanted to get Simon upstairs, but Bane’s bulging arms, chest and crotch swayed me. Turns out he’d gotten a collection of seriously impressive costumed villains, including the Joker, Penquin, two-face, Catwoman (in full leather) and Riddler. We killed the closest competition and each of the group ended up leaving with $100 gift cards. We said our good-byes, but Bane stopped us and told us that the gay bar across the street was holding a naughty contest in 15 minutes. I said no, but Simon cut me off, asking what the prize was. When he discovered first prize was a signed copy of sin city, he dragged me over there.

Somehow with the wig and the mask, the bouncer didn’t card Simon, waving us through and groping Simon’s ass as he passed. Inside we were outmatched by tons of guys in nothing but speedos and body paint, but Simon wouldn’t give up without a fight, dragging me into the bathroom and finding a stall, he stripped off the shirt and tunic, pulled off his speedos and showed me his new look in just his (my) thong, belt, boots, cape, mask and wig.

“Wow Simon, you sure you are okay going out there like that?” I prayed he’d say yes.

“Shit Steve, who cares if some fags wanna [banned word] on me if we win right?” Simon slurred slightly. “But you gotta do it too Steve, so they can see your huge dick.” He laughed and began pulling at my suit, which got a chuckle from me before I pushed him back onto the seat and slowly stripped away the uniform until I was left in my boots, cowl, gloves, belt and cape. Simon was a little too drunk to care about playing macho and sat staring at my junk while I put the cod piece and utility belt back on. Suddenly he realized how long he’d been looking and pushed past me back into the main area of the bathroom.

“Wish mine was bigger, then we’d win for sure,” Simon said, reaching into the thong to try and make his cock look as big as possible. I almost reached over to help him get it up, but remembered myself and where we were in the nick of time. We made our way back out onto the dance floor and check our unused costume pieces at the coat check, where a gigantic drag queen dressed as wonder woman told us we were missing something. She proceeded to whip out a fat black magic marker and draw the Robin ‘R’ on Simon’s chest, and the batman symbol on mine, with amazing skill. We gave her a huge tip, and she returned the favor by sliding the magic marker down the back of Simon’s thong so it was rubbing against his hole like a dick head waiting to fuck.

“There you go sweety, just let Batman move the marker around every few minutes till you go up there and you’ll be saving the day in no time,” She smiled and waved us off to flirt and convince the guys to vote for us. Simon finally awoke to the reality of his outfit as we hit the crowd and every guy we met took the opportunity to squeeze my hardening cock and grab his ass. Before I knew it, Simon had his ass firmly against my hip, moving the marker with each step, which did a fine job of stimulating his hole. We got across the stage just in time to start the contest and it was a good thing. Looking down, Simon was now almost totally hard and his ass was bright red from pinches, slaps and grasping hands. When our turn came up, Simon almost chickened out, but the crowds roar in response to my obvious 9 inch hard on and his dripping semi and firm cheeks got him to strike a couple poses and even do a handspring off the stage when we exited. Simon and I enjoyed some free drinks while votes were tallied, but sadly we lost to some naked avengers. Second place was our choice of $100 bar tabs or a set of leather gear including a jockstrap, harness, wrist cuffs and a mask. Simon jumped at the bar tab, but I told him we’d had enough and took the leather gear instead.

Back at the hotel, half dressed to where we weren’t indecent, Simon was bouncing off the walls talking about all the insane stuff we’d done and how he’d never get to sleep. In the elevator, a sexy scarlet witch had her hand down the pants of a ripped Hulk, obviously okay with us watching the two of them get started. By the time we reached our mutual floor, she was on her knees sucking his dick and groping Simon and I. At the Hulk’s room, she whispered something to him and then asked if we’d like to come inside. I looked at Simon and he looked equal parts excited and terrified, so I told her we had to hit the room first, get cleaned up and we’d head back when we were ready. She stroked us each once, and headed into the room behind Hulk, revealing another three or four people having sex on the king bed in the middle of the suite.

As the door shut, I turned to see if Simon had changed his mind and wanted to join them, but he was already half way down the hall to our room. When we got inside, he started ranting about how hot she was and how much he wanted to plow her full of his semen.

“So lets go back and fuck her,” I sat beside him on the bed and put an arm around him, rubbing it up and down his bare arm. “We can tag team her Robin.” That got a smile out of him.

“I don’t know if I can Mr. Torelli . I tried doing it with this girl from school and my friend Eric, but I got weirded out having another dude around,” Simon sighed as I slid my hand under his cape and rubbed his lower back. “Having other dicks around just makes me nervous; wondering if they’re bigger, if they’re gonna try something with me, if-“

“Slow down Simon, you don’t need to explain it, you’re not with your friends or some coach who talks down to you. I understand exactly what you mean, that’s why you need to call me Steve. Sounds like you are stuck in your head when you should be stuck in some pussy. I think I have the solution if you think you can handle it,” I slid my free hand into the carry on sitting next to me, pulling out my zipper bag containing my pipe, favors and lighter.

“I don’t do drugs Steve.” Simon frowned and looked away.

“That’s cool, some people can handle them, some can’t. I bet most boys your age aren’t ready for this stuff, but then maybe you should wait to try the sex stuff until you can feel ready to handle a woman and not be distracted by the men around you.” Simon turned and looked at me like I betrayed him somehow.

“I can handle a woman, Steve, I’m not a fuckin virgin!” Simon’s words said he was defiant of my assessment, but his voice rang of self doubt.

“Even so Simon, you won’t be able to step outside your box and take control of those feelings until you can understand the difference between sex and nasty, no holds barred fucking, or between experimenting with something and becoming a drug addict or picking up a girl and seducing a woman. You should wait until you gain the necessary age and experience.” At that point I stood up and stripped naked, before sliding a robe on, but leaving it hanging open. “I’m gonna head over and get some pussy, maybe even fuck scarlet witch in her ass, if you can handle it you could come watch.”

I turned and picked up a room key, sliding it, my phone, the tina, pipe and lighter into the robe pocket and reached for the door before I heard Simon say wait.

“I’d be down to try it, but only a little.” Simon walked over to me and held out his hand. I passed him the pipe which he looked at for a moment before realizing he didn’t know how to light it. I took it back before he got embarrassed and told him to inhale when I said go. I filled it with a big bowl of crystal and lit the underside, until smoke started swirling.

“Go.” He sucked in for a long time, using his full lung capacity from swimming until he couldn’t inhale anymore. Suddenly he coughed loudly and exhaled a giant cloud of smoke. Once he’d regained his composure I showed him how it was done and then did it again for him, instructing him to blow it in my mouth when he was ready to exhale. He handled it like a champ on that round and blew a large cloud to me. I did the same back to him and we continued like that for a few minutes until he seemed to be feeling the high.

“Now you see how to do it, I want you to keep hitting it while I go see if they are still up for guests down the hall.” I handed him the pipe, encouraged that he desperately went for it, and stepped into the hall. Instead of going down to the orgy, I paused and pulled out my phone, texting the hottest of the men I’d met that evening, including bane. I let them all know I was about to break in a virgin bottom who got high and drunk and would be loaning out his hole to any top with a big cock, big load and big need to breed his virgin hole. Once I got some responses, I stepped back inside, explaining that they were taking a break but would come down and get us when they started again.

“Shit, they had to take a break now Steve? I’m horny as fuck on this stuff,” Simon was stroking his hard dick through the thong, but had removed the rest of his costume except for the mask. I started to chub up watching him switch between smoking and stroking while wearing a mask and thong and nothing else. I took the opportunity to pull out my laptop and bring up some bi porn featuring a woman getting her ass double fucked, but eventually leading to some man on man once we were warmed up.

As he handed me the pipe I handed him my carry on and told him to see what he could find inside to help out with his lack of pussy. Inside he found a fleshlight, my big pink dildo, poppers, and some cock rings. He needed no instruction once he’d figured out the purpose of the fleshlight, working his cock in without even using the lube. I almost corrected him but decided it would be fine if it made his dick soft since I wasn’t planning on using that part of his body at all.

Within minutes the tina really took over and his dick got soft. He tried everything to get it hard again, but was having no luck. Finally I was ready to complete my weeks of work, and show this wanna-be jock just how much of a bottom boy he was born to be.

”One surefire way to get hard again is with this,” I lifted the dildo and towards him. “Just lube it up and slide it in and you’ll hard in no time.”

“No thanks Steve, I am not into that gay shit,” he punctuated the sentence by hitting the pipe and turning so I didn’t have as good a view of his cock.

“We both know that’s not true don’t we Simon?” I reached over and grabbed his hand, causing him to twist back towards me. “I know you’ve been using my toys to get your rocks off, so why don’t you drop the bullshit and take this dildo up your ass.”

His face went ashen and he stuttered, trying to find an explanation for my disappearing/reappearing toys, but drawing a blank. I twisted his arm slightly making him lie back on the bed, and slid the lubed dildo between his legs, before placing his hand on it and giving him a look that said the rest was up to him. His cheeks regained color and rushed to a bright pink as he began to realize he couldn’t hide his shame from me. Tentatively he worked the dildo between his cheeks, before I took pity on him.

“Don’t be ashamed Sy, it’s just a toy, and you’ll come to find out most men enjoy toys sometimes. I bet every guy you know has put something up his hole at some point just to see if it feels as good as they say. So stop messing around and sit on that big rubber dick.” Simon couldn’t make eye contact with me as he raised his body up, set the dildo upright and worked his hole down over it. Whimpers and porn music were all you could hear in the room as he gradually worked 5, 6, 7, and finally all 8 inches into his tight virgin sphincter. As promised, his cock began to re-harden and before I knew it, he was bouncing up and down, drool flying from his slack mouth as both hands worked his hard cock. When he wasn’t looking I switched the lube bottle for the bottle of my tina-laced cum, then told him he’d better lube it up again unless he wanted to hurt himself. Still ignoring me, he intensely watch the daisy chain on the screen as he rose off the dildo and began to relube it.

“What the hell?” he jumped as my lubed fingers slid in to replace the dildo, flying off of them. “What do you think you are doing man?”

“Just making sure you’re lubed correctly. If you don’t know how to do it you could rip you hole or even burn yourself on that thing. Friction will do that.” I stood as I replied, spinning him around and bracing his shoulders with one arm as I inserted my fingers again. “Stop being such a baby.”

“Jesus! Take your fuckin fingers out of my ass Steve. I don’t like dudes, and I don’t need any help with my ass.” Simon struggled against me, but less now that I found his prostate and started to milk it.

“Seems to me you do, otherwise you’d know how to get it lubed for a dong or stolen butt plug.” Mentioning the stolen butt plug shut him up and eased his struggles even more. “bend forward a little and take a swig from that water bottle in my bag while I grab a crystal to put up there.”

He did as he was told, bending until his ass trapped my hand between my crotch and where it was inside his hole. I took a big crystal from my baggie and proceeded to slide it in between two fingers, before working in a third. He complained of a burning sensation, which I explained to be from the tina in his ass, before suggesting another swig from my water bottle filled with gatorade and ghb to promote obedience. Every minute or so he’d try in vain to escape my grip, even as my fingers made him moan and sign. I knew the g was in full effect when he leaned back and let his whole body rest against my thighs, crotch and chest. Like a good trainee, he followed my movements as I walked us over to the bed and laid us down on our sides so we were still in contact from knee to shoulders. I took a second to check that his eyes were closed before switching the porn to a new video and reaching out to take over masturbating his dick, which barely got a “no” before he gave in and let me do as I pleased. He was finally ready for the final step. Without removing my fingers from his hole I maneuvered the head of my dick until it was in line with his tight hole. In one movement I pulled out the four fingers I had in him, and replaced it with the head of my cock.

“Stop! Don’t Steve! Get your fucking dick away from my asshole!!!!!!” Instead I rolled my weight over his trashing drugged body until he was trapped and began the slow decent into virgin territory. “Get off me faggot!!!”

“Before you call me a faggot I think you need to look at the computer screen and decide just how bad you want me to make things for you.” He raised his head as I said this, thrashing for another moment until it dawned that the video was of him dressed as robin, riding the dildo and begging an imaginary top to allow him to cum in a fictitious pussy. The thrashing started again, this time with desperate cries of terror.

“Now based on what we can see here, the only faggot in this room is the mama’s boy with a dick up his ass and a fetish for being controlled by a big dominant man. It makes sense I guess, the idea that you might become a real man one day if you let enough of them plant the seed deep inside you and hope it grows you a set of balls. Until that day, I’m going to make your wish come true by forcing in the other half of my hard dick-“

“Other half?!?!” Simon began struggling more.

“Yep, only got 5 inches so far, 4 and a bit to go before my balls touch that hole. And for interrupting me…” I shoved two of the four inches in that very second making him cry like a wounded animal. “SO SHUT UP and thank me for providing your hole with a continuous source of pleasure and nutrients until you graduate to fucking a woman, instead of being one. Now tell me the truth, you never really fucked a girl, did you?”

“No, I fucked my last girlfrie” simon was cut off by the rest of my cock pounding home.

“Alright! Please sir, you’re right, I never have. I tried but I came before I got inside her. That’s why I was so afraid, because you’d see that I didn’t deserve to come here and lied to you about my age and experience.”

“Please Simon, I saw that the first day we met when you couldn’t keep your fingers off your hole for five minutes while you showered. You never need to worry about lying to me about what you are boy, because I see through you and know what you need even when you don’t. So hang on and pray to whatever you believe in, cause I am breaking you in right now.” The following fuck session lasted over 90 minutes, with Simon transitioning from screaming to crying to moaning to begging for more, to cumming, over and over in different orders. I ended up shooting three huge loads inside his hole, in every position I could force him into, before I finally took pity and pulled out to let him recuperate. Funny thing was he asked me to put it back almost immediately. I popped a Viagra and gave him some hits from the pipe and the g bottle before agreeing, at which point I laid back and watched as he rode me to another orgasm for each of us.

Collapsing on my chest, his breathing ragged and sweat dripping off his sexy body, he begged me not to tell anyone about what we’d done and told me how ashamed he was when he woke up night after night imagining sucking my cock or letting me fuck his hole. He admitted all the times he’d watched me fuck my various gals and guys and even admitted to doing some things I was unaware of. My dick began to harden inside his hole again when he told me about stealing a discarded condom from my trash can, emptying the load from it the next day onto a cucumber and fucking the cum into his hole in the bathroom at baseball practice, then eating the cucumber. His repressed desires were spilled one by one before he finally stopped and looked at me for some sign that I thought he was evil or dirty. Instead I had him suck me clean while I explained that I’d videotaped the entire session and would send it directly to his house unless he continued to act as my cum dumpster during the school year. He began crying again and begged me not to, so I pulled him to his feet and wrapped him in a towel, donned a rode, grabbed the goodies and began dragging him towards the elevator.

“You think I am punishing you, but you need to accept that I know what’s best for you.” As the elevator doors closed, I spun him around, slipped my cock out from my robe, under his towel and pierced his hole, eliciting a squeal. “Just give in so you can stop worrying about what you think you know and can see what is right here.” I pulled out as the doors opened on the lobby level, and texted Bane as I led him into the darkened pool and Jacuzzi area. Once inside the cedar steam room, I bent him over and tied his hands to the bench, lit the pipe and made him take a series of hits before sliding back inside him. He relaxed as my cock slipped past his inner sphincter, and even whispered thank you. Behind us a door creaked, causing him to stiffen again, because he couldn’t see the three handsome well hung men crowding into the space around us. Bane was a good inch longer and much bigger around than my hung cock, and his two friends, while average height and trim, were almost as impressively endowed. I stepped aside while they lubed up and took hits from the bowl. At the last second I remembered what was in my pocket and pulled out my phone to record the destruction of any last iota of will and defiance, not to mention the last time Simon would ever turn down a cock in his ass. Still it is fun to watch the videos of his gangrape and remember a time before he became a drug-addicted cum-hungry bottom slut.

Fucking amazing.