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Fulfilled [m]y ulti[m]ate fantasy last night (Xpost /r/totallystraight and /r/gaystoriesgonewild) | 2016

Superbowl sunday... man that's always gonna have a whole new meaning for me. This is sort of a short tale but I'm gonna do my best to make it intersting.

So I work at a bar around my house, like literally a 30 second walk, and I'm out to all my regulars who come in. I'm a bigger guy and lacking in confidence because of it so I almost never put myself out there when a cute guy comes through the bar (which is rare since it's a biker bar and bears aren't really my thing.) One night, my favorite regular comes into the bar and he's got this drop dead sexy, tall, skinny country boy with him. I am drawn to him, fully knowing he's straight, but without a doubt sating the thirst of my parched eyes with this tall drink of hot damn. His every feature is just calling for me, and having been out for almost 10 years now, I am resisting my every urge to just reach over the bar mid sentence and take him right there.

He gets super drunk, leaves a $20 tip, and gets ready to leave. He mentions in passing that he rode his bike to the bar and when I asked him where he lives I was shocked he rode his bike. It was a straight shot down the road, but still about 7 or 8 miles in ice, bullshit, and freezing cold wind. I felt bad and offered him a ride home, bike and all, to which he originally declined, but finally relented. I took him home, leaving the bar only briefly because I still needed to clean it, and as we were driving he was practically begging me to come inside and watch a movie with him. Now, I have a huge surplus of straight guys as friends and we watch movies, hang out, and shit together all the time, but this felt different from the get go. I told him to let me clean the bar and that I would be back. I finished cleaning the bar around 4, texted him, but he didn't respond. He fell asleep and I beat myself up over the lost chance thinking he would never talk to me again once he realized, sober, in the morning what he was trying to do. He texted me the next morning, saying he was sorry for falling asleep, and things have been pretty quiet for a few weeks.

Last night, I'm at my friend's house watching the game and I think to text him (we'll call the guy Jay for story's sake) just to make small talk. Jay texts back and I can tell he's a little drunk. The conversation goes from super innocent to the more ambiguous "come lay on my new bed" and I'm rock hard sitting on the couch. I'm desperately searching for an excuse to ditch and when I finally get one, I am practically soaring to the house he was at to pick him and take him home.

We get to his house, awkwardly shuffle past his dad who was awake, and end up in his tiny little room. He puts on a movie I've already seen, but I don't give a single fuck. He gets in the bed and things don't move anywhere fast. He's timid, I can tell. He hasn't done anything like this before. The hottest thing in those moments was how he subtly tried inching closer and closer to me. I'm keeping it together pretty well, all things considered. I never dreamed I would be some guy's experiment into his more secret fantasies. Finally, one movie ends and he gets up to change the movie. I get a bright idea.

I lay my arm right across where he's going to have to lay down. One of two things happen I figure, he'll tell me to move and I know where I stand, or he lays on my arm. Oh boy, does he fucking lay down. He leaps at my move and just buries his face in my chest and wraps his sinewy, wired, muscly arm around me in return. I'm fucking rock hard again. After cuddling for the first fifteen minutes, I finally make him take off his shirt and I give him a back massage. He is absolute putty for the next five minutes in my fingers. I had so much control it was ecstasy. His warm skin and muscles were all brand new sensations to my fingers which coursed over his flesh with intimate, exotic excitement. It was taking every bit of my self control to keep from ripping off his pants and taking his cock in my mouth, but I wasn't sure how much of this he was comfortable with yet, and I wasn't about to press my chances. Be bold, I kept telling myself, he's into it.

I strip my shirt and bring him close to cuddle again only this time I don't just lay there. I rub my fingertips along every last fucking inch of his exposed body. I caress his frame like a sculpter might his smooth, finest masterpiece, and I feel him relax under my fingers. I once read that great sex is the result of intimacy, and even after having it with my past boyfriends, this is somehow the best of them all. He takes off his pants, I shed mine, only boxers separating our dicks, and he shoves his ass right into my cock.

I reach around his tatted up side, gently rubbing my fingers around the "V" of his pelvis, and whisper "I'm not making any moves without permission." He says, "Go for it," and without a single hesitation further, I grip his raging hard dick and stroke it some. He lets out a soft moan. I slither under the covers and rip his boxers off his body. He's got an average sized cock, but it was a fucking slender and gorgeous, cut piece of meat. I took the whole thing in my mouth all the way, feeling it hit the back of my throat and making me gag. I felt like his bitch, and I was loving every second of it. He started to go a little soft and I took the next bold step. I shoved a finger in his asshole. He went rock hard in a second and started humping my face as I gently massaged his prostate with my finger. Fuck it was so hot. It wasn't too much longer and I could feel him tense up. He was about to cum. I whispered to him, gripping his shaft, and he loosed a cumshot worthy of only the greatest pornstars. It smacked his chin , splattered his chest, and just drenched his stomach, all in about 11 spurts. I, still rock hard, crawled up to him and grabbed the back of his head, making out with him, letting the cum from his chin get caught in my beard. He kissed me back fiercely. We laid there, sweaty and spunk covered for a while before he finally wiped off, got dressed, and had a cigarette outside, leaving me horny as fuck and swimming in want for more. He came back inside, said goodnight, and passed the fuck out. I waited till I heard him snoring and took care of business for myself, loosing an equally comparable cumshot that I didn't bother to clean up because I was exhausted at this point and finally satisfied.

We woke up this morning and things were a little awkward. I didn't know how much of the night we would regret since he was pretty drunk when I sucked him off, but we left the house, I took him to game stop and Burger King, and we went our separate ways. I'm hoping this isn't a one time thing because it was without a doubt the best thing to ever happen to me sexually. Fucking "straight" guys out there need to break through your timidity, you could have as much fun if you just ask ;)

TL;DR - Bear totally cashed in on a "straight guy who wanted cuddles and head.

Edit 1: I fixed up some commas and deleted a word here and there. I'm riding on four hours of sleep because of this story so the writing honestly isn't the best. Rereading it definitely makes me need to spank it again :p