Awkward Straight Guy Hookup Stories

My straight buddy and I passed out on his bed in college after a bunch of us were drinking tequila. I woke up before he did and noticed he had a chub, so I started feeling him him and as he got harder and thicker, I slipped his cock from out under his shorts and went to town. As he was about to cum, he tried to pull away, but I reached underneath, clamped down on his cheeks, and buried my mouth on him until he shot.

His gf walked into the room about 10 minutes later so they could walk to class. I don't think she noticed anything, but damn was the atmosphere awkward in the room. True story.

Especially Sexy Tale!

Got me all HOT 'n Bothered. Well told and totally believable. Did you 2 ever get it on again? All my straight buds that I 'accidentally' fucked kinda went our separate ways, feeling totally awkward around each other because I was supposed to be straight too back then, too chicken shit to come out.

More! More!

OP, here's a hint... your friend isn't straight.

Congrats on being a rapist r1

My gym trainer and I hung out and he knew I dated guys but, wasn't sure about my sexuality. He is also a musicain so even though he's hot ass rocker he has and artsy sensitive side. He had a brief crush on me and he used to smoke weed and got drunk a couple of times when I had guys around that liked me...when we were alone a confessed to having a "man crush" on me and asked if we could experiment. I wasn't sure but, I remembered my first gay love affair...a really well known dark haired actor (I'm not spilling but, he has a deep sexy voice and went from comedy to drama and sometimes seems sad and dark but, he's not...sexually he's fine with himself but, the biz execs threw around threats and blackmail lies...and we needed to work...he's in love again and all is sweet) anyway, my first was a guy that taught me freedom...sex as a celebration...passion....and we would spend 3 days in a row naked at my house or his...just fucking, sucking, biting....and tasting etc....So, my bud said, dude...you have the most amazing ass...if anyone spent a lifetime doing glutes in the gym....no one has that fucking perfect of an ass...I'd give up chicks tap that...and he wanted to taste my sperm (don't ask) Well, yeah, at first it was awkward but, I had no problems getting wood...I tapped him first...and he got his first taste of me...we screwed around as Fuckbuddies and then it was over. I was a guest star on a show recently and it was an Arc...so....guess who was the on set fitness coach...man, we both look good....according to him. Nah, he;'s hotaf...and he blushed when complimenting me....max

I don't believe a word.

[R8] that doesn't matter to me. However, I don't believe you not believing my word. I think you do believe...and wish it had been you. just sayin' Sorry, B...I won.

[quote] He was really embarrassed. I made him shower with me an wash it off. That led to proper fooling around until we checked out.

I don't care if this is an EST, at least it's modeling proper behavior -- making awkward straight guy wait until he's sober and owning it.

R1 Rapist!

OP’s story got me hard!

OP’s story has more holes than his head.

You didn’t know where he lived, yet you drove across country to meet him...where? The bar?

You carried him up to the room like some gay fireman?

You picked a local motel that had amenities such as toothbrush and toothpaste available at likely 3 in the morning?

One thing about the Kinsey study that is rarely spoken of. Rates of being exclusively gay are in the single digits to 10%. However rates of bisexuality in men is 30 to 40 percent.

A “straight” kid that looks like Nate from Euphoria I met on Grindr. He wanted to dress up in lingerie. I was like“whatever”. After doing it twice, I guess he decided he didn’t like it. He doesn’t really seem to like gay sex - but wants to experiment with stuff up his ass and doing things that a “straight” college kid could never do with someone his age. It’s so interesting - because I honestly don’t think he is really gay. But in today’s sexually fluid time, he is willing to experiment with a lot. It’s honestly more intriguing than sexy - but he is so hot, I feel it’s a crime to turn him down.

Hmm, that all sounds like a bit much to be honest, R15.

r15 Your boy was probably sexually abused as a child and he's "acting out". This is textbook behavior. Enjoy it while it lasts. And if he starts whimpering during sex and calling you "Daddy", I'd finish (of course), and get the hell out of there.

I worked at a Pizza Inn way back in the early 80s and one night this couple was in there and the guy got really drunk off draft beer and acted like such an ass his girlfriend left him sitting there . He was really good looking ,in the navy and very fit , so as it was close to closing I kept plying him with beer and flirting outrageously . I only lived a few blocks away so after I got off he came back to my place and boy,was he drunk . We get naked ,and I could tell it was his first time at the rodeo ,he was so unsure and hesitant . All during sex he kept saying "I shouldnt be doing this" but kept right on .He even sucked my dick for a while . We both get off and pass out ,and about 6 am Im awakened by him screaming "Oh my god,oh my god , what did I do ?!?" He hurriedly dressed,asked me to call him a cab ,the whole time telling me if I mentioned it to anyone (like I knew a soul he did ) he'd kill me . It was very awkward ,wich was a shame because he was hot and a great fuck . Sucked a pretty good dick too .

Good one, R18. I was turned on reading that but then I felt back for him at the same time. But then I kept getting hard anyway.

Rolling my eyes at the armchair psychologist at r17.

r18 My dick has no conscious and therefore enjoyed your story and laughed maniacally at your bicurious victim, you seductress!

Fiction

R11 & R12 are the bump bitches here, bumping a thread with only 8 replies after over 3 years.

I bet a blowjob on the outcome of a chess game once. I'm not a great chess player, but I'm better than the other guy was.

[bold] The One That Will Hopefully Resemble A Really Good NIFTY Archive Story But Will Generally Disappoint [/bold]

With all the places on the net to get off, why do so many assholes come here for their jerk off material/fantasies.

I have wondered that myself many times R26.

Some just want kink and some want what they think are going to be "true stories" but never are, sort of like the "Grindr trick/hidden cam" porn online.

You would hope they would be able to at least invent a good story if they were going to commit to more than a sentence or two on here, but they can't. Hence R25

Did you give or receive R24?

Received (the blowjob, and more besides)

The Kinsey scale is the real deal, r14. I've hooked up with many married men and it isn't something I actively sought out. Many guys go out of town and will hook up with men.

[quote] I remembered my first gay love affair...a really well known dark haired actor (I'm not spilling but, he has a deep sexy voice and went from comedy to drama and sometimes seems sad and dark but, he's not.

Michael Keaton?

Bill Murray?

Buster Keaton?

I know someone who is a registered sex offender for doing exactly what R1 did.

r31 Wilfred Brimley.

R34 he should be. That's nasty.

My college roommate was a drinker who got very horny after his nights of imbibing. One night he asked me if I would massage his shoulders, since he had a headache. I jumped at the chance. A few nights later, he asked me to give him a massage. He was lying on the bed in his briefs, so I proceeded to rub his back. His groaning let me get a bit bolder and I started rubbing his legs, just below the ass. Then, I rubbed his cheeks through the underwear. He turned over and I could see that he had a raging hard-on. I really wanted to touch it, but was too nervous. So, I began massaging his chest. Well that did it - he took my hand and placed it on his cock and started moving it up and down. I started doing it on my own and he took off the underwear, allowing me to give him a handjob. After he came, it was like nothing happened. This ritual lasted for a while until it eventually ended up with me sucking him off. We did this for two years, even after he started fucking a girlfriend. Eventually, she was impregnated by another guy, so I became his only source of " relief." I remember those days fondly. I just wish I had had the nerve to let him fuck me.

Hot, R37.