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My ex-Daddybear's parting gift (Part One)...


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 appetites to include.

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 “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. “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’d tease confessions out of me. Yes, I found both videos incredibly erotic. 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 – me 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, and 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 bedrail and he’d been doing me doggy style for leverage – and afterwards 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 said.

He nodded. “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 confused. 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.”

I got naked, and he got naked and settled on my bed, legs spread, and I crawled between them 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 precome 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. I shot 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 was like being electrocuted. I buzzed, shivered, 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 was moaning, 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 it was coming. The realize of just how anonymous this was – how 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 coming out of my mouth. I reached down and jerked my dick and shot in moments. Total mindfuck.

The big hairy stud I never saw got off the bed shortly after that – pulling his dick out of me only after his load had completely blown up my ass, and then I heard him getting dressed. The entire time, my daddybear kept speaking.

“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 was squirming, aware I was naked, dripping spunk from my ass and my chin, and that a man was watching me who’d just fucked me and I didn’t know who he was. He got dressed – again I head his zipper, his belt – and then he left.

My daddybear fucked my face until he came again, and then told me to stay put while he moved around the room. He 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 intent. 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.

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