Tanbbottom

Please keep going.

Great story and sexual development. Love Katie 's roommate's and can't wait to see what they think up after getting the straight guy give a blow job.

Great job. Hard for more Nate adventures!

All the best in adjusting. With time I hope the numbness lifts and you find great support.

Looks like Matt has made the transition to bb slut. How many more times before he opens up to be the cum dump for an orgy?

Very hot!!! I'm looking forward to more.

Every cum dumps dream!

Very hot awakening of straight to bi ... or more?

Nice development!

Fuckin hot man. Great writing. Can't wait to see where this goes!

Great story, keep it coming

Fuckin hot start!

I'm hooked. More please. Must be gift giving yet to cum.

I would have gone into the bathroom with him. Taken his piss enima then had him fuck me full of cum. When he said he didn't have a condom I'd have responded "Fuckin A man, give it to me bareback!" Great little story. Thanks for sharing. Looking forward to hearing more.

Yup! Definitely want to hear more of your piggy adventures.

Glad you got your fantasy fulfilled. Nothing like an outdoor fuck and breeding.

Very hot. Thanks for sharing.

Great story. Thanks. Looking forward to more.

This is great! Keep it cumming 💦💦💦 up Ben's soon not to be negative ass!

Moderator's Note: This story contains brief mentions of straight/bi sexual content. If that will distress you, please do not read it. What started as me at 19 being hit on and paid by matronly women for sexual favors changed in one encounter when I was 23. This particular life changing night everything seemed as usual. An older well healed woman entered the bar. She sent me a drink. We engage in mutual flirting. She offered me a crisp new $500 bill, asks if I was okay with kink and we head off together to her place. Turned out she was from out of town, staying at a high end hotel. It's not 'til we get to her room that I start to realize I've drifted into something I hadn't counted on. This is what she'd meant when she asked if I was into kink. Maybe I should have asked more questions. The room was set up as a sex dungeon. Fuck bench, sling, St. Andrews Cross, straps, whips and a tonne of stuff I had never heard of or seen before. She ordered me to strip and stand facing the cross. My arms were lifted and strapped to the cross. My legs were spread and strapped to the floor. I thought this strange but decided to be a good sport. That's when the bathroom door opened and a naked 40 year old 6 ' 5" muscular man entered the room. He was already sporting an 11" erection. She introduced me to her husband and informed me she really liked to watch him have a good time. In case I hadn't figured it out I was to be his good time. I considered protesting but realized in my current position I didn't have much bargaining power. He started by nibbling at my ear and whispering things he liked about my body. Blonde hairy bubble butt, broad tanned shoulders, well developed hairy chest, six pack and substantial cock. I was interested to notice that as he began to kiss and lick my neck my dick began to respond. I love sex so why not just go with the flow? Besides, it wasn't like I had a choice. Every cell in my body tingled as he kissed his way down my spine. When his tongue entered my hole I was so hard I feared I might blow my wad. I began to think, 'this might not be so bad after all. ' He worked my hole for ten minutes before he stood and moved in to hug my back. His fingers traced my chest and played with my nipples. I could feel his erect cock between my legs and brushing against my taint. His wife brought him a bottle of lube and he began working lube into my ass. One finger, two fingers, quitting at four penetrating my hole. His fingers were removed and I noticed she was lining up his naked cock. Sex with matrons beyond menopause had never required condoms. I'd grown quite fond of the freedom. But this was a different matter. I was resigned to the fact I wasn't leaving this dungeon without taking my first dick up the ass; but, I sure as hell would do everything I could to protect my health. I stayed calm and asked nicely that he use a condom. She slipped a $500 bill into my hand and asked; "Will this do?" Staying calm I responded; "No. He needs a condom to enter my sacred space. " She smiled at me and placed another $500 into my hand. When I shook my head he placed a ball muzzle in my mouth strapping it around my head. She said "Final offer " and placed two more bills of the same value in my other hand. A total of $2500 for one nights work and the fact I really didn't have a choice. I moaned my acceptance and nodded my approval. She handed her husband poppers and he fed them to me one nostril at a time. My head began to swim and my ass began to relax to the pressure from his cock head. More poppers for both of us and his mushroom head popped inside my ass ring. At this very moment warm lips wrapped around my cock. A sweet young twink had arrived without me noticing. She introduced me to her newest sex toy. "I peg him on a regular basis. Tonight he's being served raw meat. Yours. " He gave a great blowjob which helped distract me somewhat from the pole sliding deeper and deeper into me. Her husband finally bottomed out and the fucking began. I had never felt so full and the sensation I could split in two. Despite the discomfort I was not hating this. In fact I was very turned on by the [banned word] act of a raw cock in my ass and a guys mouth working my straight cock. It was then that I realized I was meeting each of "hubbies" in strokes with an equal and opposite push back of my ass. I was not just getting fucked bareback, I was actively participating. "I bought you the man, breed him. " crooned the matron. The twink pulled his mouth off my cock and managed to fit between me and the cross. My cock went into his eager ass hole. In this flash I was in my first of many raw fuck trains. Within a couple of minutes the husband was growling; "Fuuuuuuccck ... yoouuuu .... straight gigilo .... pumping my load deep in your fuckin guts. Take ... my ... fuckin ... load .... Arrrr!" I didn't feel the cum, but I did feel the ongoing contractions. I was very pleased with myself for bringing him to such a massive release. He pulled out far too soon for my liking. His massive tool was replaced almost instantly by the twinks 5 incher. Within four or five strokes I could feel the blast of every shot painting my guts and mixing with "Hubby's". I was then released from all bondage and led to the fuck bench. The twink's ass was waiting for me to finish what we had started. As I entered him and started to fuck something entered my rear portal. The patron was pegging me with a strap on. She did so for about five minutes until her husband was back in me on the verge of another massive climax. As he blasted in me I loaded the twink with one of the most explosive orgasms of my life. We three men went to the shower where Hubby bred the twink as I pumped a load into Hubby. The second door from the bath led to a luxurious room with a massive hot tub and three king size beds. The matron watched and instructed each of her men to breed me yet again. When room service arrived with two carts brimming with food she insisted that the two bell hops drop trou and dump two more fresh loads into my ass. 6 loads from four guys all in one night for my virgin straight ass. My sex escort career switched gender lanes in one life changing experience.

I understand. Would luv a partner that appreciates and whores me out. If he also likes to offer his ass, that would be fine. Getting off on watching each other get bred. Heaven

It really wasn't a question as he stepped right on board and the boat rocked to announce his arrival. I had hardly pulled out of the Marina attendant I had just finished breeding and this new guy was already looking through the hatch with a view of my bare ass. I'm an exhibitionist so was not the least bit flustered to turn full frontal and invite him in. The first guy, who turned out to be an employee of the new arrival was mortified. He dove to cover his privates with the first piece of clothing he could grab. My shirt. The big hairy bear turned out to be the harbour master. When the redhead had mentioned I was at my boat the harbour master decided to bring the last of the paperwork for my signature. He seemed totally unfazed by the scene he had walked into. I signed and initialed everything. Being quite partial to big hairy bears I asked if he'd like to join in the fun. "Hu? I wonder?" He said. "Wife won't do blow jobs and I hear you gay guys are great at them. Maybe I'll give that a try." He was already opening his fly. I invited him to sit and he fished out a large thick veiny cock. When I bent to take it in my mouth I felt the other guy finger my hole. I asked the harbour master if he minded if we continued and he just said; "sure, carry on. " The guy in backs idea of carrying on was to plunge into me balls deep. I went back to work with my mouth. The bear's cock had grown to eleven inches and was thicker than a pop can. It was more than a mouthful. I couldn't fit much more than it's huge head in my mouth. His moans made it clear I was doing a good enough job. Meanwhile I was enjoying a good pounding from the rear. The bear curious of the wet sounds from the fuck reached back and fingered my ass ring stretched around the other guys pistonning dick. "Fuck man! You are pretty wet back there. Is that lube or cum?" The other guy spoke; "Cum sir. He's got a few loads in there." "Damn! I've never fucked a guy before. Mind if I take a turn?" The other guy had already pulled out before I had time to say; "I'd be disappointed if you didn't. Just one thing. You're substantial, so please take it slow. " The bear stripped as I bent over the bunk. My sloppy ass resisted his entry. The harder he pushed the more determined I grew. I took deep breaths, relaxed my ass and pushed back equal to his force. This turned out not the wisest approach. When he popped through my ring he plunged in about six inches. I'd been fucked by bigger, but not often. They had never entered so fast. I thought I'd pass out from the pain. I placed my hand on his fur covered belly to indicate I needed some time. The other guy then moved in to eat out his boss's ass. From the bear's immediate reaction this was another first. The distraction kept him busy and gave my ass time to adjust. With my encouragement he slowly began working in and out of me gaining depth with each in stroke. I was now finding the pain exquisite. The other guy stood wrapping his arms around the bear. His fingers played with the bear's nipples. The bear was moaning from sex heaven. Having bottomed out in me he picked up the pace and said; "Fuck, this feels amazing. I had no idea. You know what? In for a penny in for a pound. You may as well slide that thing poking at my hole in. ... Wait. Do either of you guys have a condom? ... No? Shit! ... Fuck it. Fuck me. Just shove on in." The look of pain on his face was massive. In spite of that he encouraged; "I'm okay, don't stop" and very soon; "Fuckin God, Jesus Christ that feels fantastic!" The three of us got quite a groove on for the next five minutes. The harbour master spoke to the guy fucking him; "You gotta try taking it up the ass man. Let me fuck you for a little. You wanna give it a try?" The guy behind pulled out, turned and bent over. The harbour master pulled out of me turned and asked; "You sure you're okay without a condom.?" "Yeah, I uh, I think so sir." As the bear's cock began to enter he said; "You think so! You already have a load in here don't yah?" "Um. Uh ...Yes sir. " As he finished pushing in I stood, entered the bear's big hairy ass and waisted no time pounding at full throttle. It was not long before I was gifting the bear with his first ever load. He immediately turned and confronted me; "You fuckin faggot! You just came in my ass didn't you? God damn, I didn't want it to go that far." "You said in for a penny." "Fuck. Maybe so but I didn't want you to cum in me. Fuck, fuck, fuck!" "Why don't you punish me with your fuckin huge cock? Tear up my ass and fill me with your baby makers." "I'll punish you alright. " With no mercy he drove his big thick cock up my ass and pounded like a pile driver. I couldn't conceal the pain with my face. But it was the kind of pain I love. Before long he drove in deeper than ever and started to convulse. One, two, three ... eight massive convulsions before they reduced to full body shudders. That's when the other guy moved in on the bear's ass with his mouth. More shudders ensued. "Holly fuckin Mother of God! I have never exploded like that in all my days. " When the bear pulled away the other guys mouth went directly to my ass. I couldn't tell if he was pushing cum in or sucking cum out. Probably a combination of both and it felt great. With no words he stood, entered me and was blasting the fourth load of the day into my grateful guts. I was happy to spend the rest of the afternoon sitting on the deck in my skimpy speedo soaking up the sun. I kept replaying what had just happened as all their precious man fluids marinated and soaked into me. This was a fantastic start to a fuckin great sailing season.

My boat has been in the water for about a month but the Marina was closed with Covid shutdown. They surprised us by opening the Marina today so I just hung out on the boat this afternoon while surfing Grinder and Scruff. Had some nice chats but nothing looked promising. I need to let you know it had been 4 months with no action for me. I've been going squirrelly this week since I had my shot over 2 weeks ago. Finally saw a fuck buddy on Scruff. He said he needed a blow job. I said I would happily oblige. He's about 55, short cropped grey hair, handsome face, tanned and muscular build. His cock is about 6 inches, but after 4 months I wasn't going to get to picky. Checking the site lines for folk on other docks from inside the cabin we quickly stripped and played with each other's nipples. He's far more a nipple man than me. Soon I was on my knees sucking on his cock. After a while he asked how my ass was. I said "hungry". He mounted me bareback. I had to tell him to go slower, it had been so long. Once he was inside there was no pain. He laid in a good fuck and I moaned my appreciation. After a few minutes and adjustments he really laid in a pounding. I could hear his breathing shift and knew he was close. I grabbed his balls and stroked his raw cock going in and out of my hole. This took him over the top and his seed is marinating in my ass as I type this. Great way to christen the boat and break my long dry spell.

Luv this story!

I don't know how they timed it so well. The redhead must have sent a secret signal somehow. His workmate must have stepped on the boat as the redhead stepped off by the small amount the boat rocked. He was half undressed before even entering the cabin. His looks would probably not turn many heads but he was a fit enough guy. He didn't speak, just kept undressing. His 6 inch cock was already fully hard when he released it from his underwear. I had gotten off the bed and nelt down to take his cock in my mouth. Something about his energy sent the message 'let's go' so I plunged it in full length. With his pubic hair tickling my nose I heard his pleasured moan. He took hold of my hair, pulled me off and up onto my feet. He spun me around, bent me over the bow bunk, and quicker than I had taken it into my mouth he was balls deep in my hole. With no hesitation he was pistonning in full fuck. It seemed clear this would be nothing more than a pump and dump for him. Which was more than okay with me. He had one hand on my hip and the other reached around my neck and started choking me. The more vicious his fuck the tighter the choke hold got. Thankfully it didn't take long for him to climax. I felt all five spurts pump inside and imagined them mixing with the fiery redhead's cum. He needed no time to recover his breath. He was out of my ass, pulling me up and turning me around in a flash. Only then did he speak as he lay down on his back. "Now you've been fully serviced it's time for my tip. And I want more than the tip of your cock up my arse. I can give what I just gave you to the Mrs. at home. I can't get the fucking from a flesh and blood cock like you're about to give me." His legs were already lifted. I grabbed a gob of soft butter from the counter and greased his hole and my eight inch pole. I suspect he gets a strap-on at home because his ass lips practically sucked my cock in. "Fuck me hard man. It's been over six months since this hole was used by a man." I didn't need further encouragement. He was a great fuck pushing his ass onto me and milking my cock every step of the way. It was not long until I was ready to unload. I considered saying something but remembering his choke hold I changed my mind. I fully realized how fucking into this I was when a bellow escaped as I pumped him full of my load. I wasn't even able to catch my breath before I heard his astonished voice. "What the fuck man?! You came in my ass! I didn't give you permission to do that! What the fuck!" "Man you were milking my cock. What did you expect?" "I expected you to give me some warning and choice. Not just blast who knows what into me. Fuck man!" As he said this he whipped some cum dripping from his hole and sucked it off his fingers. "Fuck man. You better get down there and clean that up. Suck as much of your god damn cum out of me as you can faggot." He made it sound like a degrading chore. I was never happier to oblige when I saw how clean he was. I rimmed his hole savoring every drop I licked up. Then I planted my lips around his ring and sucked out and swallowed every drop I could manage to get out. With the butter the taste was a bit strange but not bad. When we both stood he took my face with both hands and gently pulled me in for a passionate kiss. When the kiss was broken he said; "Thanks Mr. C. That was a fantastic tip. I was just joshing with you about loading my guts. Loved it. I hope your neck doesn't bruise. Forgive me. I don't get to play rough at home." "Permission to come aboard?"; boomed a deep strong voice from the dock.