What have you done with your str8 best friend?

[BIMICHAEL4FUN]

I'm sure this thread has been on here before, but I couldn't find it...What is the most "adventurous" thing you've ever done with your str8 best friend?

I am bi and my best friend was my roommate for a couple of years before we were both married. He is str8 and almost homophobic, but always seems sexually comfortable in our apartment. He didn't know at the time that I am bi. He always assumed that I was str8 and wasn't attracted to him (he was a HOTTY, and I'd have loved for him to fuck me!). Our relationship progressed both as friends and sexually the longer that we were roommates.

The first time that we ever did anything sexually together was not too long after he moved into my apartment, during an evening of drinking a lot of beer. One of our mutual friends was also at the apartment (a very close friend of my roommate and I had met him through my roommate). He was also str8 and engaged at the time. We were all pretty drunk, and Andrew, my roommate, decided to plug some str8 porn into the DVD player. As we were watching the DVD, he was making comments about the dicks on the porn stars, such as how big the guy's dick was, or that his own dick was bigger. James, our friend that was visiting, was ribbing Andrew about the fact that he had a tiny dick, and that he would have to prove it if he was going to keep making these kinds of comments. Andrew stood up, immediately pulled down his shorts and boxers, and simply said, "jealous?" James replied by saying "hell no" and pulled out his own cock, which was still soft, but was bigger than Andrew's. Not to be outdone, I did the same. James had the biggest soft dick in the room, so I was making comments that I was a grower, not a shower, and I bet that my dick is bigger than yours when it's hard. So, we all started jerking our dicks, getting hard for the comparison. I was correct and I won this round. Then Andrew commented that it wasn't the size of the dick, but it's power that mattered. He said that he could shoot his load farther than we could. So...we went into the dining area where there was no carpet and proceeded to jerk off together, to see who could shoot the fartherest. Of course, this resulted in some debate because there was no clearly defined location where each of us was standing when we shot our loads, so it was really impossible to tell who won. What was important to me was that I had been able to see my hotty roommate and our sexy friend jerk off and shoot their loads across our dining room.

This was simply the first of our "sex games" together. Please share your experiences. I'll share more of mine later.

 

[dwnsth]

The furthest I ever went with my best friend was laying in the same bed and jacking off. It progressed over a period of time, but the most we'd ever do is pop in a str8 vid, get naked laying next to each other and work out a load. Looking back, I know he would have gone farther if I had made the move. Damn.

 

[ryan1989]

he jacked me and i sucked him

 

[Channing Lover]

my best friend....a straight mormon boy. Totally hot, but off limits.

but we do get naked in front of eachother all the time. We're on the swim team together and our lockers are next to eachother so comfortable with mutual nudity.

 

[jayxx2]

i posted this one before, but since it was asked for...

A college buddy and I are on a trip (name of the country withheld), we were actually staying in a pretty nice hotel, pools, big beds, tv, etc. etc. After travelling around for a couple weeks, we strayed into the conversation of: "You know there isn't really a lot of relief, around here." (neither of us were the, 'lets grab a hooker' type - too disgusting) So one night back at the hotel room I am flipping channels and come across Fashion TV's hot model competition. I am sure he's 100% str8 so I figure this is going to drive him nuts, and low and behold within a few minutes he is sporting a medium sized rise in his boxer-briefs. Being 150% in the closet I just look over and say, "Can't you point that thing somewhere else?" He shouts back, "Well what am I suppossed to do with it!" I tell him to take care of it and he proceeds to his bed in front of the t.v. he throws a sheet over his torso and begins the obvious maneuvers of removing his boxers and going at it, knees up head focused. Not to be outdone, I jump to my bed, and do the same. I'm pretty hung so I make it more than apparent that the tent on my sheet is dam big. When I look over and say, "how's it going" he just says, "Keep your eyes Front!", not wanting to ruin the moment I glace over as best I can and begin to shoot the biggest load I've had in a month. After 30 seconds he just kind of rolls over and says, "I'm done."
I figure that would be the end of it, but the next night, after travelling around he is hunting for the same program on the T.V. This time he finds it, gets into the same position and starts up a good conversation while I follow suit. Things like, "Holy Shit, her ass is soo tight!" etc. etc. Instead of the "Eyes Front!" from the night before, he grabs a bottle of hand-lotion and lubes himself up, then leans across his bed and offers me the bottle - all the while I am stroking like a mad-man. Just knowing he is beside me is enough to make me pop, let alone anything else. I make some type of comment like, "I thought you uncut guys didn't need lube." (From previous convo's I had learned he was one of the few in our circle of friends who was uncut). He just mutters, "Everything helps". After a minute or two I lean over and pass min some kleenex, he thanks me and begins the final lap to the end. Again I blow a huge load over myself and soon after we just head to sleep.
I wish I could tell you it escalated from there, but the following night we had to go. I am quite sure that if we would have continued it would have been just a matter of time before we would have jerked eachother off, but . . . that's not how fate had planned it I guess.

that's my .02 cents

 

[jktoooo]

my story (or lack of) is boring in comparison to these others.
but My "straight" friend and tennis practice partner (whom knows I'm same sex attracted- I hate the word "gay") always makes innuendo's to me. ... always!

anyway, he does a lot of dirty talk to me, not directly "come suck me" but like one time he said "i'm gonna show you my dick and your gonna wanna suck it."

Anyway, just at his house one day, we're sitting their teasing each other back and forth. then I get the upper hand in joking with him, and he says "okay, that's it,! then he charges after me in his bedroom, tackles me to the ground next to his bed.

LOL!

he pinned me to ground, he was on top of me and wouldn't let me out. I got rug burns because of that --- LOL. that's pretty much it, but it was funny.

He's NOT the type of guy to just tackle a friend of his, I think in a way he sees and treats me like he would a girlfriend but it doesn't go beyond that because I'm already with someone (of 12 years) and I wouldn't allow it to. But it's fun to have him as a friend.

 

[Desire]

i have my best with me every 3rd class..all i do is laugh at him for being to funny..and i stare..and stare..but i cant do nothin..i kno its stupid...becuase i dont kno how i really feel about him, sometimes i daydream on pushing him against da wall and fuck him rite there...but i find that kind of odd, and strange..

 

[jktoooo]

sounds kinda hot actually!
he must be attractive!

 

[BIMICHAEL4FUN]

Over time, my roommate & best friend, Andrew, became comfortable being naked in the house when I was there. Although we had separate bedrooms, we both slept naked. When he first moved in, he would wrap a towel around his waist when he got out of the bed to go to the bathroom or to the kitchen for a drink of water. I noticed that after the incident that I described in the post above, he stopped doing this, and would walk from the bedroom to the bathroom/kitchen naked. I suppose that he figured that since I'd already seen him naked, hard, & shooting his load, that there was nothing that he needed to hide anymore.

Our relationship grew to a new level one night when we went out "clubbing" and looking for women to hook up with. We drank a lot at the club, danced with a lot of women, but didn't have any luck finding anyone to take home. When the bar announced last call, he simply said "fuck the girls...we've got each other.' I thought it was just his way of saying he was disappointed that he wasn't going to get laid that night, but that we were still good friends. When we got home, we both removed our sweaty clothes and were wearing just our underwear (he in boxers, me in boxer briefs). He got us both a beer from the fridge and popped in a str8 porn video.

During the first sex scene on the video, I started rubbing my dick through my boxer briefs, making no effort to hide what I was doing. He almost immediately started doing the same. We were both visibly hard in minutes. I decided to push the envelope a little bit and commented that it sucks that we didn't find any women tonight since I was horny as hell. The next scene that came onto the video had 3 guys fucking one sexy woman (no bi action though...this was a str8 video). I told him that I thought that this was very hot and asked if he's ever had group sex before. He said that he had and asked me the same. We proceeded to ask each other a lot of "what have you done" types of questions...groups, anything with a guy, etc. He admitted to jerking off with other guys and to kissing a guy that was in drag that he didn't realize was a guy. This conversation eventually switched to a "what have you not done that you would like to do" series of questions. Andrew said that he had never done anything more with a guy than he had previously admitted, but he had always wondered what it would be like. I didn't admit to being bi at this point but did tell him that I had both given blow jobs and received them from men. He asked me what it was like, and I told him that my worst blowjob from a man was better than my best blowjob from a woman...maybe because they were doing to me what they wanted done to themselves.

I knew that he had worked as a stripper before in a club that had both men and women strippers both of which were totally nude. I figured that more had happened in the dressing rooms of the club than he was admitting. I asked him what he meant at the club when he said "fuck the girls...we've got each other." He answered by saying that it was a phrase that he and an old buddy used to say on disappointing nights when they weren't able to hook up with any women. I replied that the comment confused me because I knew he wanted to get laid, so I wasn't sure exactly what he meant when he said "we've got each other." He said that he didn't mean anything at the time except that we were good friends and we'd be sexually disappointed together, but (to my surprise) he then added that he was so horny he couldn't stand it, and had always been curious what a blowjob from a man would feel like. He said, I'd be willing to suck you off if you blow me first. Shit, I thought, this is too good to be true. Trying not to look too excited, I quickly agreed but told him that I'd beat the shit out of him if he didn't hold true on his promise.

I moved over in front of the sofa he was sitting on and grabbed his hard dick through his boxers. Then I pulled his boxers down and tossed them to the side. I then moved to my knees and took his dick into my mouth. After a few minutes, I could tell he was about to blow his load, so I pulled off of his dick just in time for him to blow his load all over his chest.

"My turn," I announced and stood in front of him. He removed my boxer briefs and reluctantly took my dick into his mouth. I told him to relax and just do what his girlfriend usually did to him that turned him on. He proceeded to give me one of the best blowjobs I'd ever received. I told him repeatedly that there was no way this was the first blowjob that he'd ever given. After several minutes, I pulled my dick out of his mouth, positioned myself in front of him, and blew my load across his chest. "Shit," he said almost immediately, "this was hot. This gives 'fuck the girls...we've got each other' a whole new meaning!" We were both still drunk, so I told him that I couldn't agree more, and that I wasn't gay, but that anytime we're horny and can't find a woman to fuck that I'd be willing to repeat tonight's activities. "Me too," he replied. "I'm not fucking gay either, but you don't have to be gay to enjoy a good blowjob from anybody." I didn't really respond as I just wanted to enjoy the moment.

We both sat naked on separate sofas in the living room, caressing our own dicks, both still hard, drinking beers, and watching the rest of the porn video.

This was one hot night, but things continued to develop to a new level over time...I'll share more later...

 

[jktoooo]

nice story!
thanks for sharing!

 

[Blueboy369]

Um........That was HOT!!!!!!!!

 

[tweetymp]

Nothing better than going out with a buddy and picking up a girl or two, taking them home and banging the shit out of them. Getting laid, and seeing your buddy get it too is fantastic!

 

[BIMICHAEL4FUN]

We did that on multiple occasions....When we picked up girls at the club and brought them back to the house, we did our best to keep all of the action in the same room...whether that was the living room, one of our bedrooms, or in the hot tub...Of course, it's always great to bang a hot woman, but being able to watch Andrew to the same, and knowing that I could suck that hot sexy cock of his when the women weren't available made it even better!

 

[silpmn]

I actually would never want to do anything with my friends...it just seems too gross and weird.

But, my best friend (ever since we were born, and still are) and I used to jerk off all the time when we were going through puberty. We would watch porn and jerk off together. But it never went far at all...we never even saw each other naked.

We would just jerk off under sheets or if we were on bunk beds we wouldn't need sheets.

I never really even had a desire to see him...and I still don't. I dunno what it is, it's part of my whole sexual confusion thing lol.

 

[de_dragon]

Im bi and at the time (around 12) my best fried was straight but always questioned. At the time, we just figured out we both watch porn. and i showed him by best sites and he showed me mine. At that age, kids who watched porn was kinda rebellious. And we also figured out that we both masturbate. We would occasionally watch porn together but when either of us wanted to masturbate, one would step out of the room and cum and then it's the other person's turn. Then he came to my house. And we were talking about how asian are suppose to have small dicks. I at that time was 5'5 and he was 5'2. He said, oh your dick must be way bigger then me because ur so much taller. Well we were watching porn we were both wearing boxers. We could see each other's erection. (clearly mine was bigger). He asked me if I was circumsized (at that time, we were in health and we learned alot of new vocab). I said, "i dunno if i am or not," (I clearly knew i was ). He was like, well show me and i'll tell u. I said only, if u show me first. then we went on about who was going first and all. I was like, you know what, I'll show you, whatever, I dropped my pants and showed my 4 incher (i was 12!) and then i was sort of stroking it. then he still wasn't convinced so i tackled him and pulled his boxers off. He has his hard on 3 incher lol. Then we were masturbating. then he was like, emm.. soo I'll suck ur cock if u suck mine, oh wait he said i'd have to wash it, cuz he was scared of Shemgma. Lol health class. Stupidly i refused and said no. so we both just jacked off. I feel so dumb now, i should of said yes.

 

[PaulADA5]

Nothing but I would. I would probably do just about anything he asked. LOL.

 

[morgaes]

French kissing... but *she's* a girl xD

 

[BIMICHAEL4FUN]

A few weeks after Andrew told me to "fuck the girls...we've got each other," and proceeded to exchange blow jobs with me following a night on the town, he went out with a couple of his other friends. I had worked a 14 hour shift and was exhausted, so I decided to stay home for the night.

I took a shower right after Andrew left to go downtown, then threw on a pair of boxer shorts, pulled a beer out of the fridge, and relaxed on the sofa to watch a game of hoops. I was pretty tired so it didn't take long to get a buzz, but I think I drank 4-5 beers by the time I fell asleep on the sofa.

I was still out cold when Andrew got home. I was awakened when I heard him stumbling into the house and kicking off his shoes, but I closed my eyes quickly and was going to simply go back to sleep on the sofa. I heard the refrigerator door open and a cap pop off of a bottle...beer, I presumed.

I don't think that Andrew realized that he had woke me up. He plugged in a porn video, then stripped down to his boxers, kicked back on the love seat, and starting drinking his beer. I was laying on my back on the sofa in my boxers, hoping that I wouldn't get a visible hard on while hearing my roommate watching porn and getting himself aroused.

A few minutes later, I felt Andrew's hand on the outside of my boxers. He was standing beside the sofa, starting to rub my cock through my shorts. Then, he pulled the waist band of my boxers below my dick, giving him better access. I kept my eyes closed, wondering how far he'd go it he thought I was asleep.

My dick got hard pretty quick. Andrew then moved to his knees and bent to take my cock into his mouth. I must've started moaning or something, because Andrew said something like "oh, shit," when he realized that I was awake. I calmed him quickly by running my hand through his hair and holding his head against my hard throbbing dick. He kept sucking my dick until I blew my load onto my chest.

Now, "let me return the favor" I said as I sat up on the sofa. He stood in front of me and I pulled his boxers to the floor. I took his dick into my mouth, and as I started sucking his cock, I took each cheek of his ass in a separate hand and started massaging his ass. I worked my fingers closer to his ass hole and started playing with the rim of his ass as I continued sucking his dick in and out of my wet mouth. A few minutes later, I slid one finger into his tight, probably virgin ass. It was a matter of seconds later when Andrew blew his hot load into my mouth.

"Don't ever feel guilty about waking me up for something like that, Andrew. I don't think I could ever be too tired for good sex, from a sexy woman or from my best friend. And, as you've said before, fuck the women, we've got each other. If we weren't there for each other, we'd either have to jerk off or both go to bed horny."

Andrew just smiled, as we were both cleaning the cum off our bodies, and we sat down naked on separate sofas, drinking one last beer before calling it a night...

 

[ysmotv]

Ah, these are always my favorite stories.

They get me so horny.

 

[ysmotv]

Heres one of my favorite stories:

When I got home from school, I was completely stressed out and so I went upstairs to my room to do what I always do when I'm stressed out. ;-) I started off slow, just calmly rubbing my hard cock to get relaxed. I am 6 and a half inches with a lot of hair around my dick, armpits, and legs. I play soccer at school so I'm pretty fit and I guess I'm pretty good looking.

So it had been maybe 5 minutes and all of a sudden my brother opens the door with some of my clothes. He saw me and just started laughing. My family isn't as open as some other's that I have heard about on this site, so my brother rarely sees me naked and I have never seen him. I was trying to cover up, but he just shut the door and came and sat on my bed. "It's alright dude, everyone does it, you don't have to be embarrassed! In fact, I could use a good wank right now!".

I could not believe what happened next. My brother has blond hair (the only one in my family) and is extremely athletic. He took off his shirt revealing a perfect six pack and then took off his shorts. His dick is the biggest one I have ever seen (he told me later it was just under 10 inches) and it was already sticking out through the hole in his boxers. He took them off, showing off his giant dick and tons of blond pubic hair. I couldn't help myself and kinda let out a little gasp. "Don't worry, your already looking good for your age, and I bet you haven't stopped growing!" At this point I was more horny than embarrassed so I started to stroke myself too.

I couldn't stop staring at his cock! After about 45 seconds he stopped and said, ok let's stop for a minute. I asked him why and he started to tell me about edging and how it can lead to a more powerful orgasm. Again he started to wank, this time picking up the pace with bigger and faster strokes. With his left hand he started to play with his balls and rubbing his pubic hair. I was so freaking horny seeing my brother with his huge cock in his hand and with his balls in the other, it was all I could do to stop from shooting. Out of nowhere, he then reached over and started to play with my balls. He said, "It feels better if you have another person do it." So he took my hand off my own cock and put his hand on it.

He started to jerk my cock and told me to grab his. I could barely get my hand around it and was shaking I was so horny. I started to stroke it slowly and then speed up. I took my other hand and began to rub all over his muscles and tight chest. "Oh my God this feels SO good!" he kept saying over and over. We stopped again for about 2 minutes. Then right when we started up again he told me to lie on my back. He spread my legs apart and lubed up his finger with some lotion. "Are you ready for the most powerful orgasm of your life little bro?" he said. He didn't even give me a chance to say anything before sticking his finger up my ass and jerking me as hard and fast as he could. His hand was covered with my pre-cum as it came pouring down my cock as he pulled his finger in and out of my tight ass. I tried to say something but all I could do was moan as I was in extreme pleasure.

I knew I was about to cum, but I couldn't tell him or stop myself. My cock tensed and I felt like every muscle in my body turned rock hard as the most powerful orgasm I had ever had rocked through my body. I felt the cum shooting and gushing out of my dick and it covered my face, chest, stomach, and my brothers hand and legs. I probably shot about 6 huge ropes of cum before it slowed down and started to flow a little out of my penis. "Oh my God that was so awesome..." I said still kinda dazed from my orgasm. My brother then scooped my cum off my chest and stomach and put it on his own cock. "Now its your turn" he said.

So I got up next to him and used my own cum to slide my hand up and down his huge cock. I lubed up my finger and stuck it in his hairy ass and I could tell he was in heaven. He started moaning my name as I stroked harder and harder. His balls were bouncing all over and kept hitting my hand as I went up and down. He just kept moaning and saying "Cameron....Cameron..." All of a sudden, I felt his dick get really hard and could feel his ass closing around my finger. I didn't get my head out of the way in time and a thick rope of my brothers cum hit me all over my face and chest. The rest drenched his own chest and abs. The ropes just kept going and going! Must have been 8 or 9 in all. I had never seen someone cum like that.

We just sat there for a minute, covered in each other's cum. He then plainly said, "Let's shower." We walked to the bathroom and I think our dad might have seen us as we went by his room. Maybe I'll write later about my shower experience with my brother and his thick hairy cock. =)

Hope you enjoy this, and maybe even get a nice wank from it! ;-)