Some of the Str8 guys I've been with

[drdivo]

Just a few stories about some of the straight guys I've been with that are notable..

The cutest and shortest story there was a co-worker who was very cute in a dorky kind of a way. He and I were chums from work, and would occasionally go out for a drink. One night, we were at an English Pub drinking beer, and he asks me if I'll play darts with him.

I of course do NOT play darts. He says "c'mon, it will be fun." "I'm not anywhere near that straight that I play darts." "If you beat me, I'll let you fuck me."

So, now I'm a dart player.

Seriously, I smoked him in the dart game. Who knows if he was intentionally playing off of his game, or whether I was just motivated, but it was great - I smoked him. Two out of three games.

Of course, then he won't have anything to do with putting out. So, for a few weeks around the office I'm calling him "The welcher."

"Welching on what bet?" So I'd tell ANYONE who asked. He spent a number of weeks with a red face. So cute. His ears would turn red when he blushed.

One night, he comes over, and he says "let's have some drinks. I need to get drunk so I can pay up on that bet and you can shut up." Well, allrighty then!

After some serious vodka consumption, we go up to the bedroom, he gets down and naked in no time, and we're laying on the bed. He has a nice, big low hanging dick with seriously large nuts. Shaved up and ready for action, but he's as limp as a linguine.

Oral, manual stimulation - nothing gets his motor running. He gives an effort to giving me a blowjob, but isn't worth a shit at it. He's still a nice guy. I let him off of the hook on the butt torture, since he's clearly NOT into sex with another man at all.

But it was fun.

 

[drdivo]

Then, there was the guy back .. oh, nearly ten years ago now.

I had just broken up with Joel, the man with the 18" biceps. I also had, for reasons I can only partially explain, re-subscribed after many years to CompuServe.

One late weekday night, I'm flitting about the CompuServe local chat lines, and I see this guy hanging out there who's clearly looking for sex. With a woman. So, I say "how's your hunt going?" Blah, blah. Pleasant conversation, but he's all "I'm straight, and not interested in sex with a man." That's cool - we're just talking. He's at the office, and it's something like 10:30 at night.

"I can't find a woman at all to blow me. I'm so damned horny!" Well, sorry Charlie, I can't hook you up with a woman, but I can understand what you're saying about being so horny. I'd love to suck a nice cock about now.

"Is it true that men are better at sucking dick than are women?" Cha-ching! We have a winner.

A few sentences later, and he's asking for directions. He has to leave his SMALL CHILD BEHIND at the office, as he's sleeping on the office sofa - he has to act quickly.

Amazing.

So, this guy of course had no online picture. He had described himself, though and he shows up at the door - short-ish, balding, very accountant looking. Nice enough.

He comes in, gets his clothes off and HOLY MOTHER OF GOD - he has the body of a triathelete and the cock of a porn star! Mary francis.

Well, I had no trouble at all working on THAT hose. Nor did I have any trouble playing with his ripped, lean, tight, fuzzy body. Holy cow!

He came explosively - never touched me, of course, but he was quite happy with the results. "you know this was just a one time thing; we can never do this again."

Sure sure.

How many days before he emails again and wants to get together? Less than a week. Over the next year, he was a regular visitor, and he got VERY into the idea of taking it up the butt. Once, I nearly had the head of my cock in his hole, and he shot all over himself. Even had him sucking dick a few times.

Eventually, he left his wife and met another woman - he sent me a nice email and told me that he wouldn't be coming back around.

Pity that.

 

[drdivo]

Growing up, I of course had a few male friends with whom I played around. All of them, pretty much, got married, had kids and went the way of surburban heterosexuality.

About twenty years ago, one of my good friends from high school surprised the daylights out of me. I had gone home to visit during a summer, and he and his wife, to whom I had introduced him, were on my regular schedule to hang out with when I was back home.

He's super handsome, great lean body, furry, big dick. I always regretted that we only toyed around a few times as teens.

So, we're in my car, heading back toward his house after going somewhere for some thing simple, and he's talking about how he's sexually unsatisfied in his marriage. He wants more. I'm listening thinking "yadda yadda" when suddenly my brain hits the brakes hard. "You mean, you're wanting sexual experiences with another MAN?"

Yes.

Who wouldda thunk it?

That evening, while his wife is entertaining the kids, he tells her that he and I are going to go for a walk in the field across the street from the house. How it was he explained to her that we were taking a tarp is beyond me. A few minutes later, he and I are naked under the stars on this smelly old canvas tarp, getting it on.

No kissing, of course, just world class oral.

Shortly after that, they moved to Florida, and I flew out there one holiday weekend for a visit. That first night, I'm sleeping in the kids' room and he comes in after his wife's fallen asleep. He wants to get after it. He also wants to try bottoming for the first time - do I have any lube? HELL no. What was I thinking? I'm now a far better boy scout when I travel. We used COUNTRY CROCK straight out of the 'fridge. Let me tell you how well THAT worked out - NOT. It was fun, though.

Over the next ten years, I've visited him many times, though divorce, his late attendance of med school, and we've had GREAT sex - in fact, he frequently was anxious for a visit so that he could get some more. He LOVED sucking cock. In fact, he was so cum hungry, that he's keep right on sucking after I'd unloaded. I would practically have to run lock the bathroom door to keep him off until my dick was not as sensitive.

He was very open to bottoming, but we never could quite hit the stride until I was there for my mom's funeral at the end of the 90s. He surprised the daylights out of me by having shaved off ALL of his body hair (which was quite a project, I assure you.) The morning sex involved him rolling over on his belly, and I finally got inside his sweet runner's butt.

He was finishing med school, and I had no further reason to go up there, and we've unfortunately drifted apart.

But, every once in a while, I come across the pictures he took of himself naked in a field, and reflect on how great old friends can be.

 

[drdivo]

About a year ago, I was still working from home, and saw an ad on Craigslist for a guy who wanted his first time being a bottom.

I shot him a message, it was as I was drinking my first cup of coffee, and he wrote me right back. He sent me a pic of his butt and of his cock, and I sent him directions.

He showed up a few minutes later - about 30, Cajun boy, 6'1", dark hair, dark eyes, beefy. Holy cow, breakfast meat is served!

We went straight at it - I fucked the snot out of him for about an hour - he sucked dick like a champ, and when it was all done, he tells me he's never before been with a man, ever. He works in retail, and EVERYONE he works with is gay, and pesters him about whether he's uncertain in his sexuality.

He wasn't, until he was listening to the Playboy channel on XM radio, and heard some guys calling in talking about anal penetration and how much they liked it.

He decided he needed to try it out.

Every morning for the next week.

Married, of course, and he got good and scared I guess, when I told him some friends of mine had been to his store, and had mentioned that they'd seen this really cute guy there, and as they described him I realized that they were talking about my guy.

I made the mistake of telling him that cute story, and never heard from him again.

 

[drdivo]

Right after graduate school, I worked for a real estate developer. We had a guy working for us as a store manager, who was big, beefy and smokin' hot. Married. Nice guy. His wife was a nice girl. They invited me out to their house in the squinty-eyed far suburbs north of town.

I went out there. After all, he was a nice guy and she was a nice girl. And they had a nice house. I get there, it's bar-b-cue, and beers. And there's a friend of theirs, who's solomente. Just divorced. Male. Manly male. Mid 30's (I was 26.)

Smelled manly. Made manly jokes. Broad shouldered and beefy.

We all had way too much to drink, so they insisted that I should stay over on the sofa. They were nice people. Thoughtful. Their friend, of course, had the guest room already.

The friend heads off to said guest room, and I fall into the sofa in a drunken stupor.

Not long afterward, I awoke in that "I'm still mostly drunk, but now my head's pounding" phase of post-passing out. I wander over to the bathroom. Piss. The guest room door's open. I peer in .. it's dark. The guest is clearly lying on the bed, naked.

I used to be a big chicken. Now I just call it "having discretion and giving people respect." I don't enter. He says something like "hey." I say "hey" back. Toddle off back to the sofa.

I'm lying there in a haze, and he materializes next the sofa. Still naked.

"You want to suck my cock? Come in here, then."

Well, chicken's one thing, but an invitation's another.

Long story short, it was a lovely cock to suck, and I licked his butt like there was no tomorrow. He moaned in all of the right places, and shot a huge wad. I got nothing out of the deal, except for another notch in my bedpost.

Some months later, he called me up. "We should get together and have some drinks or something." Revisited the blowjob/salad tossing scene. It wasn't quite as much fun; never heard from him again.

 

[drdivo]

A few years back, I somehow got talking to this guy on Yahoo - he lived here in town, blah, blah, he's straight but gay friendly. We talked for a few months; he was a computer programmer, so he was always online. He had girlfriend issues, job issues, I was always there for him to talk to.

He was cute, too - dark hair, 5'9"ish, nice build, very handsome face. Always talked about how everyone thought he was gay, but he wasn't. Didn't even have any curiosity about it.

After this time has passed, he tells me he actually is VERY curious about anal penetration. He really wants to find out what it's like. In the shower. Under the pounding, hot water. Um .. Okay. Why now? Well, it seems that he's developed a level of confidence in me, and he knows that I'm unacquainted with his circle of friends, so there's a high discretion factor going. And, he likes me.

He decides he's going to come over. He shows up, and he's WAY cuter than his pictures would have let on. He's just so nervous. We sit there, and have a couple of drinks - he's a Crown Royal boy (I ran out and got some while he was driving over. It was worth it.)

So, finally, he asks if we can take a shower. He peels out of his clothes, talking about non-sexual things, and I start the hot water. He steps into my big garden tub, and lets the water soak him down. Now, he's got nothing to say.

He's facing away from me, and into the water's stream. I reach around him, grab the soap, and gently lather him up. He moans a little bit. I massaged his neck and shoulder muscles, and he's now very relaxed. He turns around and he's rock hard.

He's not really very interactive, he's just wanting this experience. I reach underneath his tight little ball sac, and finger the entrance of his hole, and he starts to twitch violently. I grabbed the lube (I knew we were going to be doing this, so I made sure the shower was already equipped) and spun him around to face the tile wall.

He grabbed that wall over his head and I lube up his virgin hole. Slowly worked some lube into his hole and his thighs and buttocks were twitching. Got a finger deep inside of him, and started to massage his prostate. His dick was jumping up and down, and I figured it was time to get down to brass tacks.

A few seconds later, I was sliding into his untested ass. I got almost fully inside of him, and his cock unloaded all over the cold shower tile. I fucked him hard into that tile, slamming into his tight butt while he groaned and screwed his eyes more tightly shut.

He had told me he wanted to feel cum dripping from his butt and down his thigh, so after I shot, I pulled out of the condom very carefully, leaving it inside of him and gave him his entire wish.

As with most straight guys, he talked about wanting to get together again from time to time, but his life wasn't really set up for it. We did hook up a few more times, but mostly, he wanted a jack off support partner online for those few times he was alone and thinking of being in my shower.

 

[greenlight711]

Beyond hot. Loving the stories.

 

[drdivo]

Just over four years ago, I was a manhunt subscriber. I was only beginning to snap to the notion that very hookup website has the same guys vying for the same things, looking for a man that they'll never find.

And, of course, I found the never man there. He had only a crotch and belly picture and his stats - including a statement that he was a bottom. His stats are dreamy, 6'3", broad shoulders, tiny waist, ripped abs, beautiful body hair. I shot him a message. There was no reply, but he had read my message. Over the next few months, I'd send him a message that said hey, how's it going, you look hot, the usual. I don't even remember anymore if I pulled out the wit and humor.

He started sending back terse replies. I was chatting with a "buddy" who was also on Manhunt, and he told me that he had run into this guy at a sex party, and that he was way hotter in person than he was on the 'hunt.

After at least a couple of months exchanging messages back and forth, he wants to come over during the day for a good drilling. He makes it clear that he won't touch me, kiss, suck dick, nothing. Just lube me up, and stick it in, please.

He knocks on the door (sometimes being self-employed at home has some advantages) and I open to find a tall, distinguished, model-handsome man wearing an immaculately pressed suit and shirt, french cuffs, beautiful tie, mirror finish shoes. His legs go all the way to the floor (but if you knew where they started, you'd understand why I was so impressed.) His shoulders are football player quarterback, and his waist not a centimeter bigger than 32 inches. Salt and pepper hair, tan, blue eyes.

He comes inside, strips down, and we did just as he asked. He looked like a sack of loose cash on the bed - just a dream come true.

About every six weeks or so, he sends a note on Manhunt, and comes by for a good drilling. He gets a little more interactive as the visits pass. He starts telling me his sexual fantasies; he wants to be fucked by four or five guys in succession, but only if I'm there to hold him and talk to him.

He wants the usual - one man in the throat while the other is in his ass. He wants to watch me fuck another guy -- not participating, just watching.

I go to Mardi Gras, and buy him a big, fat dildo Our sexual interaction has started to be extremely rewarding. He decides he wants to suck dick for the first time (so he says) and he's DAMNED good. He gets a little more daring, more comfortable. He starts bragging about his cooking skills, and says he's going to make dinner for me.

About then, I find the spot that has him cum all over himself through just anal stimulation. We start finding the orgasms coming for him three, four, six times in a session. He wants to try blindfolds, bondage, dildos, vibrators...

I move from my apartment into a large house with a pool. The master suite is huge. He starts coming over and wanting to have a few drinks before we start to the bedroom. We start talking for a half hour, then an hour, then two.

He tells me that he's got a certain job, that he's not married - I know it's all a fib. I know he's married, and I suspect he's got a particular type of job. Just a feeling.

He asks me about getting tested and being sexually exclusive.

And still, he's committed to my not knowing his name, his phone number .. only that anonymous Yahoo email address. He doesn't answer my emails unless he's horny. Given the balance of the circumstance, I object. He promises to be more attentive. We start talking about taking trips out of town together.

Now, it's been nearly four years of seeing him every few weeks. It's very clear that nothing's ever going to develop from this association. The sex has gotten so good that it can bend light. He's very passionate - while we're having cocktails, he likes to snuggle on the sofa. Make out. He's on the verge of agreeing to go to Dallas for a weekend together.

It was his birthday this week - hadn't heard from him in ten weeks. I had had the epiphany that I'd rather have someone just like him but gay and available and wanting to be with me, rather than wanting to be with me when he could slip away from work for a few hours.

So, I've sent away the perfect man - well, perfect visually, just not the actual man you could have a relationship with.

And, if you're shopping on Manhunt - that's as much as you can hope for.

 

[Charmander]

Hottttttttttt

 

[drdivo]

This one doesn't really qualify as a Str8 guy I've BEEN with, but ..

Among my conversions to the dark side, I was talking to a guy who was an aircraft mechanic in Memphis. Ran across him on Yahoo in a chatroom. He had a picture of his hard cock on his profile, so I had to tell him how good it looked. Of course, I got the complete disclosure package - I'm not gay, I'm not interested, blah, blah.

Well, I'm an airplane whore too, so I talked to him about airplanes for a good long while. Months.

He'd ask a few questions about sex with men, or whether I was having any luck. His questions got pretty graphic at times. He suggested he wished we lived closer, because he could engage in any investigation of his broadening curiosity.

He went dark for a few weeks. Finally one day, he popped back online. I asked him where he had been .. he tells me his wife has thrown him out, and things have been very difficult.

Why? What happened?

Well, he was at home during the day, and the neighbor, who he described as hot, manly and married, dropped over for some heterosexual and manly reason. They started talking about computers, and so my buddy shows the neighbor the picture. "Can you find someone to hook up with on that computer?" "Sure, here, let me show you my online profile."

Which, you will recall, had a picture of my buddy's naked body and hard cock on it.

It seems that just a few minutes later, my buddy was naked with the neighbor and riding his cock on the den floor. Right then, his wife strolled in the door unexpectedly.

I never heard from him again, but it was very interesting that his trip to the dark side got him nabbed the first go-round.

 

[drdivo]

Yeah, I seem to be the top converter of straight men to the dark side. I'm cooking up some more stories here...

 

[drdivo]

Dean was a guy I met back before internet hookups on a telephone service; you called in, you listened to a stream of people's recorded messages .. "32 year old bottom guy looking for blond husky top guy .. " blah blah.

Just so you know how things worked in the days before splashy flash internet websites with pictures stolen from porn websites covering for married guys trying to cheat on the "down low.. "

Dean was my age, he was about 5'6", dark hair, pretty eyes, bouncy and cute. A divorced father, he repeated the statement "I'm not gay" about five times an hour. But, he was a lot of fun.

I remember him wandering out of the bedroom to take a drink from the bathroom tap, bending down to swallow from the running stream into the sink, whipping his head back and forth .. his perfect, round ass beckoning.

Unlike most "not gay" men, he was almost as interested in socializing with me as he was in having his puddy pounded. He liked sleepovers. He was willing to come hang out at "gay night" at the Mexican restaurant on Mondays.

The first time he joined our big table on a Monday night, he was all cocky - telling my co-workers that he "wasn't gay," and he and I weren't dating. I just looked at him out of the corner of my eye - "yeah, right." He was still carrying on about having been married and all. I told him to follow me to the men's room.

Monday nights at the restaurant are PACKED; we had to edge our way through the crowd over Abercrombie clones to reach the bathroom. The whole way to the bathroom he was blathering about he didn't know what I wanted from him. We walked into the bathroom, and I pointed him into the single stall. He said "I'm not having sex in this busy restaurant."

Big talker.

I closed us into the stall, and seconds later I had him sucking my cock. After he had me fully worked up, I pulled him up off the john, spun him around, dropped his jeans and suited up. Seconds later, his jabbermouth was silenced by my jamming my cock into his "not gay" hole.

We went back to the table, and he was still cocky and vibrant, but he'd given up the "I'm not gay" line.

We went out for a few months. Then, he stopped answering phone calls. A few months after that, I heard from him again. He had met a woman, and they had been dating a while. He had moved to a new house. He wanted to get together "just for sex."

I drove over to his place, and fucked him in the powder room facing into the mirror. Spent the night. Fucked him in the morning, and made him late for work.

Saw him a few more times, and then back off the face of the earth.

A few more months, and he's back. It's my birthday, which is always a big party - he was my date - my dad, my sister, best friend from college, friends from Dallas, San Antonio, about 75 people in my townhouse. He's Captain Cocky. After a few cocktails, I decided it was time to show him again who was boss.

So I said "we're going upstairs." He said "you are not fucking me while this party is going on. There is no way." I started upstairs, he followed right along mouthing off the whole way into my bedroom. We walked in past the big platform bed, with him telling me the whole way "we are not having sex.." Famous last words.

Seconds later, behind the locked bathroom door, he's naked on his hands and knees while I grind my cock into his prostate as hard as I can. He's moaning and bellowing like he's being gutted out. I shot all over his back, got up, pulled my clothes back on and walked out, leaving him there kneeling in a pool of his own cum, with mine dripping around his love handles.

Since then, I've not seen him again, except here and there on internet websites. He was on gay.com for a while, and I had a great conversation with him ... he said he would love to date me. Then, he went out of touch again and I haven't heard from him since.

 

[drdivo]

Further to my ongoing series on the str8 man cummeth .. how could I have forgotten D?

Again, when I was working from home, there were frequent daytime opportunities (married men go
home to their wives after work.) I had been talking to some fast yapping married guy who worked downtown, just up the road from me

He was always wanting to get together, and he was sporting some attractive pictures, but you know how that goes.

It's not always the way it really is.

I had been resisting his insistent banter for some weeks, and he suddenly busts loose with "I have a friend..."

Seems he'd been talking to another married guy who had no experience at all, and who wanted to try it.

And said married guy had no pictures. Well, I was feeling randy that day, so I agreed to have 'em both over.

The downtown guy showed up first. Pictures say a thousand words, and this guy's words were "liar."

Nevertheless, the hornies were firmly in control, but I wasn't holding out to much hope that the next arrivee was going to be much better.

So, downtown guy and I started playing around some. SOME. There's a knock at the door. I walk over and answer it, naked.

"you're late."

In jaunts an early 30s, dark haired, boyish faced guy with a bunch of baggy clothing hiding the goods. His hair is nearly shoulder length. He's pretty damned hot.

He strips down, revealing a nicely toned, perfectly smooth swimmer's body. The only hair aside from his head was a neatly trimmed bush around his meaty member.

He joins us on the bed, and it's clear he's nervous. So, Mr. Mann and I fondle his body, deliver a little oral relaxation. He gets more into it.

A few minutes later, he's sucking Mr. Downtown smarty pants, and his butt is poking up in the air, so what's a man to do?

"Cover me, I'm going in."


"You're going to let him fuck you?"

"yeah, seems like it" D moans, then quickly refocusing his oral attentions on the Liar.

He was tight. I mean, he was TIGHT. Like "ow, that's tight" tight. He didn't get off. Mr. Mann lasted some 20 1/2 seconds and blew his snod all over D's face, and I was all about shooting all over his back.

They suited up and headed out. I go back to work in my den/office. I'm actually working, the hornies somewhat unsatisfactorily handled for the day.

A new Yahoo IM pops up. "Hey."

It's D.

"Hey back."

"You busy?"

"No, not busy busy, just doing some work."

I feel like we have some unfinished business, and I want to come back over and take care of it."

"Uh, okay."

Half hour later, he jaunts back in the door, his long brown hair swinging behind him.

Now comes the sexing. That boy's legs were up in the air and I was drilling a well in no time. His dick is ROCK hard, and he's totally into this new paradigm.

He spent two hours on the repeat, making sure he was trying everything.

Over the next year, he was back at least once a week. It was just sex; there was no big discussion, no friendship to speak of. He'd come through that door with his swagger, and drop trou. He's another man whose G-spot I've found; I could fuck him just right and his balls would unload all over everywhere while he clutched the duvet cover for dear life - "look ma, no hands."

All good things must come to an end, though. He decided that he couldn't keep it up. He felt too guilty about the wife. He thought about doing some swinger sex with her, but a few weeks ago I unexpectedly heard from him, and mine was the last cock to cross his Rubicon since he was last with me nearly three years ago.

 

[TygreBryte]

Those are hot, interesting, cool stories. thanks for spending the time at the keyboard.

 

[Apollux]

Cumm inducing all the way !

 

[Candyapple]

Your stories are great - you have a really vivid imagination and you write very well! They're super-hot!!!! You might get more response to them if you post them in the Gay Stories subforum, though.

 

[drdivo]

Not one of these stories is invented in any detail...

 

[evilmonkey]

great stories - got me hot!

 

[Candyapple]

Not one of these stories is invented in any detail...

LOL, how did I guess you'd say that?

 

[drdivo]

Oh, because it's true. The guy from post #8 emailed last night just as I was about to leave from work. Mind, this is the guy whom I busted this last week in his string of lies told to protect his identity (which is why his official nickname is Secret Agent Man.)

When I sent him a birthday card ON his birthday, but to his anonymous email address using his nome de plume, I figured that may end it for good.

Nope.

He showed up last night with a bottle of goose and two bottles of tonic, and said "I never have brought anything over, and I'm always drinking your liquor."

We had a couple of drinks and talked in the usual way, about home improvements, investments, parents .. skirting around the dangerous topics. Then, there were two hours of sex.

Normally, after we've finished, he showers and he's out of here like a scalded cat.

Last night, he lingered around for a half hour, bantering and flirting - asked me about meeting him away from town for a night or two, again with the coming over and cooking us dinner..

I'm beginning to half expect him on my doorstep some rainy and empty night, carrying suitcases and telling me that his wife and he have ended it.

I feel like an Ann Landers column. At least, my expectations are dialed down to zero.

Your assertion that I'm sharing my imagination and that my defense of my truthfulness has inspired me with two more tales just recalled of str8 guys who've given up the ass in my bedroom. I'll work on those today.