Jump to content

Ex-Daddybear's Goodbye Gift...


Recommended Posts

When I was still dating my ex, an older daddybear type who definitely opened my eyes to many new facets of sex that I found thrilling, kinky, nasty or scary (and all the more thrilling for being kinky, scary or nasty), he would bring over some DVDs or VHS cassettes (and his VCR, since I didn’t own one) of his favourite porn, and we’d watch them together. It was a kind of litmus test, I think – he’d watch my reaction (and my dick) to see what new discoveries he could show me and expand my horizons and sexual appetite. This was how I learned I had a thing for bears, and how he convinced me to visit a glory hole (and suck my first anonymous cock), and how he got me to try handcuffs, and get spanked, and all sorts of other things. His favourites were always pretty much a reflection of us – older hairy types (usually burly rather than gym-muscular) and younger smaller types (or otter types), but definitely the big older stud fucking the younger fella. Preferably bareback.

All of this turned my on like crazy, and most of the time we wouldn’t make it to the end of the cassette or DVD because I’d go down on him, and that’d lead to him fucking me, and pretty much ended our viewing session until we were sweaty and sticky. When he showed me his copy of “Dawson’s 20 Load Weekend” we had some pretty hot fucking sex thereafter, and the entire time he was plowing me, his beard was at my ear. “You’d like that, wouldn’t you?” he’d say, grabbing my waist and ramming himself home, “Getting fucked over and over, fucking filled to overflowing, eh?” God it got me hot. After that video he showed me the video “What I Can’t See.” In that one, a blindfolded guy gets fucked by random studs, and holy crap that was even more of a turn on. When my daddybear fucked me during that movie, he covered my eyes with my shirt first (pulling it over my head half-way) and this time his voice added another layer “You’d like that, wouldn’t you?” he said again, adding “Getting fucked by strangers? Anonymous studs fucking your ass, eh?” I blew a massive load that night.

Over the days and weeks that followed, he teased confessions out of me. Yes, I found both videos incredibly erotic, and yes, I had to admit the thought of being fucked by some stranger was definitely hot. Yes, being blindfolded would make it even hotter, but it must have been obvious that I was a freaked out as much as I was turned on. He understood my attraction/aversion struggle, and teased me over and over again, showing me more scenes, fucking me and talking nasty to me, and bringing the discussion around again and again, nudging a little further every time. Soon we were talking not just about anonymous blindfolded sex with strangers, but without condoms, and that was a topic that – at first – had me totally freaked out (but rock hard, as he’d point out, often with his finger up my ass). When I finally voiced my real concern – “What about, y’know, the danger?” – I hadn’t even really managed to say it out and out – what about the fact I was negative? He just nodded, but while he was fucking me that night, during which I was wearing a blindfold, he whispered in my ear "Yeah, you don’t know who I am, do you? Just some random dick up your ass. You can’t even see me. You don’t know anything about me. For all you know, I’m about to fill you with dirty cum. Admit it – the thought of the risk turns you on.” I shot all over my stomach while he fucked me, his hairy stomach sliding over my load while he rammed in deep and unloaded. I was even more confused – and aroused – after that. Then came my birthday.

I should mention here that my daddybear was a graphic designer, more or less, as his job. He’d make me sexy posters sometimes, or take pictures of me and do things to the image – putting my face on the body of a guy getting gangbanged, for example. He was good at it, and at least once a month there’d be some sort of picture in my in-box or a printout on my bed. I still have them. My birthday was coming, and he had a surprise for me. We’d been fucking – I think I was handcuffed to the bed rail - and, for leverage, he’d been doing me doggy style. Affterwards we’d lay down in the bed and he’d reached under it for my present. It came in a large tube – it was basically a poster, though there was a blindfold and a sharpie in the tube as well. When I unrolled it, it said, at the top “Happy Birthday!” and at the bottom there were two rows of four guys, each cut off around the neck and knees, naked. They were all more or less my 'type': big guys, some hairier than others, some more gym-strong than burly-strong – a mix of studs that definitely made me grin. Beneath the “Happy Birthday!” and above the eight graphics, however, was a box of text.

It led with “Your Birthday Spit-roast Surprise!” To paraphrase, it said that for my birthday, my daddybear had arranged for eight possible hook-ups with guys I’d never met. Each of the men pictured below (though without faces), had seen all sorts of pictures of me, and even watched one or two of the videos the daddybear had taken of himself fucking me or me sucking him and were definitely interested in fucking me – bareback – and dumping a load in me while I was blindfolded and sucking the daddybear’s dick. That’d be my birthday party. I stared at my daddybear, and my dick got rock hard, even though we’d just fucked. “Seriously?” I asked. He nodded remarking “You just gotta pick one. I’d love to watch your ass get tagged by any of those fuckers.” He gave me the marker, and made a circling gesture. Then, he leaned in, and whispered in my ear. “And maybe one of those studs isn’t entirely sure about his status.” I immediately started shaking. And got hornier. And more excited. And aroused. And afraid. Everything all at once. My birthday was in four days.

The next three days were a mess – I was up and down about making a decision. I pulled out the poster and stared at it a few times, and when I came home on the night before my birthday, the poster was pinned up over my bed, and the marker was on my pillow. One of the guys was incredibly hairy – the hairiest guy I’d ever seen. You could barely see his nipples on his chest. He was a bear in shape as well – thick chested, with a bit of a gut, and a thick cock nestled in the pubic hair. I circled that one with the sharpie, and barely slept at all that night. I knew my daddybear would check my apartment while I was at work the next day, and that when I got home.... I jerked myself off thinking about it, even as I felt my stomach ache with worry.

When I got home, sure enough, he was there. We had a slice of cake, and then he brought out the blindfold, checked his watch, and grinned at me. “Time for your party.” We both stripped and settled on my bed, legs spread. I crawled between his legs and started to suck his cock. After a while he tied the blindfold on me, and instantly my hearing seemed to be in overdrive. He got up, leaving me on the bed, and moved around the room for a while, leaving me there, aroused and completely at a loss and helpless. I heard him moving things, and assumed it was at least one camera – he liked to take pictures of us, like I said. Then he came back to the bed, and I went down on him again. A short while later – which felt like an eternity of sucking on his hard cock while my stomach turned in knots – I heard my apartment door open, and my entire body shook. My ex put his hands on my head, and held me down on his dick while I heard someone come into the room, undo his belt and strip, and then felt the bed shift behind me. The stranger I’d picked never said a word. He ate my ass for a while, slurping and licking at my hole and making me moan and writhe and shift from being terrified to being turned on to being totally aroused – nothing makes me hornier than having a bearded mouth rim my pucker – and between this stranger’s attention, the dick in my mouth, and my daddybear’s commentary, I was soon so incredibly turned on I was up on my hands and knees, pushing my ass into the stranger’s face.

Blindfolded, every other sensation went crazy. The man’s hands on my ass and waist seemed incredibly rough, his breathing seemed loud. My daddybear’s precum tasted incredible. His voice seemed to fill the room “He’s gonna fuck you raw, birthday boy,” my daddybear said, and I nearly came on the spot, moaning around his dick. When the stranger’s hairy arms pressed into my sides and he guided his cockhead into my hole, I did come, shooting all over my sheets and moaned like crazy while the daddybear fucked my throat. I heard the guy laugh behind me – a low chuckle, and then he pushed himself home. As soon as his dick was inside me, it seemed as if I was being electrocuted. I buzzed, shivered and writhed. Four hands held me tight and two dicks fucked me at both ends. The lack of lube – though there was plenty of spit – made my ass tight and raw against the thick cock up my hole, and my daddybear’s balls started to tighten almost the moment the man behind me was inside me. He came pretty soon after, too – though he kept his dick in my mouth and soon grew hard again while I sucked and slurped up his cum.

I moaned, grunting, and basically throwing myself back on the anonymous cock that was fucking me. The man was so hairy – I could feel his thighs and arms and, when he leaned forward, his stomach and chest, and the sensation had me half-way to another orgasm. He wasn’t exceptionally rough, but he wasn’t gentle, either – it was a strong man’s fuck, and I felt every thrust. When he gripped me and let out a low series of grunts, I knew he was cumming. The anonymity of the situation - that I didn’t know this guy’s status – hit me and it was the most intense moment of my life. When he came the series of liquid bursts up my ass seemed so hot I actually yelped, my daddybear’s dick popping-out of my mouth. I reached down and jerked my dick and shot in moments. Total mindfuck.

The big hairy stud (who I never actually saw) got off the bed shortly after that, withdrawing his dick out of my ass only after his load had completely blown up my ass. I heard him dressing as my daddybear and the other guy spoke to each other: “Yeah, that’s what he wanted for his birthday, all right.” “Fuck yeah, you filled his ass, didn’t you?” “You liked that, didn’t you boy? You liked his cock up your ass?” I squirmed, aware I was naked, dripping spunk from my ass and my chin, and that the man who’d just fucked me, who I had not yet seen, and I didn’t know, was watching the scene. Then I heard him zip-up, buckle his belt, and then I heard him leave. My daddybear fucked my face until he came again, and then told me to stay put while he moved around the room, fingered my ass a few times, and pushed his cummy finger to my lips for me to taste, and then eventually he let me take off the blindfold. He picked up the sharpie, and went to the poster, still naked. “This guy knows he was clean,” he said, and scratched off one of the studs I hadn’t picked. I realized he was going to tell me, one by one, and watched him intently. The reality that the guy fucking me might have given me more than a load hit me again, and I shook while – achingly slowly – my daddybear crossed off stud after stud, saying “Clean,” or “Neg.” He, of course, left the last two choices to include the guy I’d picked and one other, and then, with a malicious smirk, crossed off the guy I’d just let fuck me raw and said, “Clean.” He drew a question mark on the other guy. My whole body flushed. Then my daddybear rolled me over, got hard again, and fucked me with the other guy’s cum as lube.

As our relationship started to get rocky – he loved to fuck around, as did I, and inevitably I started to realize we were more fuckbuddies than boyfriends, and was young enough for that to make me feel bad sometimes – he’d get a little meaner sometimes. That turned me on, and made our sex life all the more enjoyable, even as it made everything else a bit more confusing for me. Eventually, when he’d had enough of me being alternately clingy and avoiding, he broke it off, though before the week was out, he was over and fucking me, though he made it clear that it was just sex. A month or so later, we weren’t seeing each other more than once a month, but again it was to have sex that was getting all the rougher – he would fuck me with very little lube, and I found I really enjoyed that, especially when he’d talk dirty to me. Then he got offered a job in B.C. and he mentioned he would move in about a month. The second tube arrived about a week after that. It was pretty much like the first one, but with a few major differences.

First, instead of “Happy Birthday!” at the top, it had a picture of me being spit-roasted by the daddybear and the hairy guy. Although the photograph only showed them from the shoulders down, I knew it was them. (On the other hand, I was shown in full, including the blindfold). Second, at the bottom of the poster were photographs of four guys instead of eight who were depicted on the birthday poster. Again, they were burly hairy guys, and again, the photograph was from the chest-down to each guy's dick. Of course all four guys were all pretty much exactly my type. Third, the text in the middle of the poster read “Break-up pimp fuck!” and invited me to pick one or two of the guys from the four, and I’d get fucked good (twice, if I picked two). My ex-daddybear would show up, help me set up, and then let the guy (or guys) in to have fun with me. It’d be his goodbye present to me. Fourth: there was a mailing label with the sharpie and fresh new blindfold. Fifth: he had included a handwritten note: “Three of the guys are sure they’re neg.”

To say that I was even more a mix of arousal and conflict would be understating it. If I picked one guy, there was a one-in-four chance I’d be getting more than a good fuck. Was I even considering it? God yes I was! But if I picked two guys? That was insane.... Except there were two guys there on the poster who really turned my crank: one was guy who, like the guy who had fucked me a few months ago, was very hairy. The other was just the perfect mix of what looked like a blue-collar type or a former wrestler who’d started to get soft around the edges – still damned strong – I got the impression he had no chest hair at all. I drove myself crazy for days, made my decision, wrapped up and mailed the tube, and then drove myself even crazier waiting. My ex-daddybear called me to tell me what night he’d be over, and my stomach re-tied itself in knots.

I ended up choosing both guys. My soon-to-be-gone ex-daddybear came over, had me strip, put on the blindfold, and handcuffed me to my headboard. He awkwardly stood between my arms and I heard him put the poster up over my bed, pinning it in place. Then he stepped out from where my arms were cuffed, and got off the bed. Again, I heard him moving about the room, and finally he leaned in close to my ear and said, “You’re the best fuckboy I ever had. I’m glad you let me set up a proper goodbye for you.” When he kissed me, I got so hard I moaned, and he laughed, slapping my ass, and then pulling away. “I’ll be back when they’re done,” he said, and with that he left.

I didn't have long to wait. Judging from the hair I could feel on the first guy’s thighs and chest, I figured it was the hairier stud who came in first, rather than the one I was calling “the former footballer” in my head. He was verbal, and chuckled when he came into the room. “Damn, that’s a sweet view,” I remember him saying. When he crawled onto the bed and poured lube into my ass, he rubbed his finger up and down against my pucker and told me he “Couldn’t wait to ride that boy ass ragged.” I groaned, and made little animal noises. He delivered on his promise. I don’t know if my ex-daddybear told him that I’d enjoyed a rough fuck or not, but my hands were gripping the headboard and I was letting out yelps and groans and moans while this stranger fucked me with what I think was honestly the roughest fuck I’ve ever had. He was brutal, and between that and not knowing anything about him – especially his status – my body was in overdrive. I didn’t come while he fucked me – though despite his rough thrusts I stayed very hard – but I was swearing and pushing back to meet each angry thrust of his cock. When he came in me, he said, “Yeah, take that, boy! Take it!” and the phrasing had me so terrified – and turned on – that I pretty much yowled. The noise was a cross between begging and crying out in fear. He laughed, slapped my ass, thrust a few more times for good measure, and then pulled out. He dressed, fingering me a few times or slapping my ass a few more times, and then with a very casual “Thanks, boy,” he left.

It felt like ages before the door to my apartment opened again. I knew this guy was the former footballer, and I could feel the cum from the other guy leaking out of my sore hole. Unlike the first guy, he didn’t speak. He fingered me for a while, which made me groan and twist on his finger since my ass was sore, and then he lined himself up and shoved in. He wasn’t as rough as the first guy – though my ass was so sore it didn’t matter, it still ached and burned – but he had more stamina by far. He gripped my waist and just fucked me. It felt like an hour went by (though it turned out it was closer to twenty minutes) – he changed his tempo a few times, and whenever he’d speed up, I’d groan and moan and push back against him, thinking this was it – but then he’d slow down and take more time. I didn’t speak to either of the two men who fucked me, but I made a lot of noise – I yelped and groaned and moaned and both seemed to like that. The former footballer reamed my ass until he finally pushed forward and buried his load so deep up my roughly fucked pucker that I saw stars. I felt his sweaty chest against my back, and nearly fell off my knees. My dick ached with the need to release. In my head, I was doing the math of the risk, and what my ex-daddybear had said came back to me saying “Admit it – the thought of the risk turns you on.” Damn he knew me. I desperately wanted to cum.

The guy left, and I crouched there, ass in the air, on my knees, blindfolded and cuffed to my headboard, while I waited. A while passed, and then my ex-daddybear came into the apartment. He moved around – I imagined he was taking down his cameras again, if he’d set them up before. Eventually I felt him climb onto the bed, and then awkwardly put first one leg, then the other, between me and the headboard. He crouched, pushing his ass against my face. “Eat my ass while daddy marks your poster for you,” he said. I licked at his hairy ass, and listened. “Daddy’s gonna put X’s through the guys who know they are neg,” he said. I head the sharpie squeak on the poster. “That’s one,” he said, and I buried my tongue up his ass. He groaned in satisfaction. I was wild at that moment – so desperate to see – so terrified to know. He pressed back against my face, and I heard the sharpie squeak again. “That’s two.” I licked at him, sucked at him, loved the taste of his sweaty ass. I was going to miss him something fierce. The sharpie squeaked a third time. “That’s three,” he said. He shifted awkwardly, turning around, and I felt his dick enter my lips. I sucked him off, one last time, and he shot his load all over my face, then made me lick his sticky dick clean.

He climbed out from where my arms were cuffed, and spent a little longer gathering and cleaning up, then I heard him move around more. Then I heard the click of the light switch and he said “I’ve turned off the lights,” he said, close to my ear, and “I’m going to undo your cuffs, and then I’m going to leave. You don’t take your blindfold off until you count to one hundred, you got it?” “Okay,” I answered. It was the last thing I’d say to him before he left. “Good boy,” he said. Those were the last he said to me.

He unlocked the cuffs, and then, true to his word, he left. I counted to one hundred, pulled off the blindfold, and – hands shaking, each still looped in a cuff with the other end not attached to the headboard, I turned on my lamp.

At first, I was confused. I looked up at the poster, and instead of the “X” marks he’d said he’d cross through the guys who were neg, I saw that on all four of the guys from which I’d chosen, there were phone numbers written instead, along with the words: “Call them when you want more, fuckboy.” He must have written that before he’d come over, given that I’d only heard short squeaks from the sharpie – only enough to cross out, not enough to write phone numbers. But what....?

Then I looked up, remembering the note he’d written. “Three of the guys are sure they’re neg.” At the top of the page, where there was the picture of me getting spitroasted the first time, he’d put three X’s through me, himself, and the hairy fucker who’d plowed me. Those were the three guys who were sure they were neg. I felt cum leak out of my ass, and my whole body shivered. I grabbed my dick, and jerked off into the sheets, looking at the former footballer’s phone number.

Edited by Hotload84
  • Like 1
  • Upvote 1
Link to comment
Share on other sites

  • 2 weeks later...

Create an account or sign in to comment

You need to be a member in order to leave a comment

Create an account

Sign up for a new account in our community. It's easy!

Register a new account

Sign in

Already have an account? Sign in here.

Sign In Now
×
×
  • Create New...

Important Information

By using this site, you agree to our Terms of Use, Privacy Policy, and Guidelines. We have placed cookies on your device to help make this website better. You can adjust your cookie settings, otherwise we'll assume you're okay to continue.