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Ever want to approach/hookup with a straight friend...

DMICS

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Or acquaintance?

- Did you go through with it?
- How did you bring it up?
- End result?
 

Diangelo88

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Yup, this guy I met who became a close friend, I had my doubts about him being gay or not.
One time, he came into my house and we went out partying with some of my closest friends, among one of them was a girl that knew I'm bi and this other guy who is gay too though masculine... so we all went out, had fun and drank a lot... then we all came back to my house and my friend had sorta figured out that my partying group was an open minded one though nothing over the top happened.
I walked this friend of mine out and helped him get a taxi, while we were waiting he asked me about it and I asked him too since we were kinda closer now because of alcohol... told me a bunch of stuff though long story short, he isnt gay... was worth a shot though.
 

DMICS

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^ These scenario's always come up when drunk it seems. I'm encountering this situation right now and it's EATING me to ask him.
 

Jay0173

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I have had numerous occasions where I've been tempted to hook up with a straight friend, and in my teen years, actually succeeded. Those were certainly some very interesting years let me tell you.
 

Daniel.Alvarez76

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This has always been a fantasy, but unfortunately not all dreams come true.

Daniel
 

bigsal

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I too have experienced two or three episodes. Partial approaches, simulated by heterosexuality.
Things went more or less well.
But all damn short stories. :dreaming:
 

Armpit Licker

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i want to, but i simple do not have the guts to tell him what i am, and what i have for him, for fear of humiliation, rejection, destruction of our friendship and most of all, social ostracizing.

i've been into him for 2-4 years now (i was unclear in the first 2 years), and i know that my feeling for him are candid, but i don't know, i'm really at war with myself :(
 

Bartimeaus

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Well my bestfriend is straight and I told him i kinda had a crush on him. and he was okay with it, but really not interested. Anyway, one night I was staying at his and he got a bit to drunk and was lying on his bed next to me. Eventualy he rolled over and started cuddling up to me saying he was sorry he was striaght. After about 10 inutes I though he was asleep so I got up to go sleep on the couch and he reached up and pulled me into a kiss then went back to sleep. Long Story short, I just slept in the bed with him. (And at one point he cuddled up to me, and I could feel something long hard and thick pressing into my back)
 

Askani

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Well my bestfriend is straight and I told him i kinda had a crush on him. and he was okay with it, but really not interested. Anyway, one night I was staying at his and he got a bit to drunk and was lying on his bed next to me. Eventualy he rolled over and started cuddling up to me saying he was sorry he was striaght. After about 10 inutes I though he was asleep so I got up to go sleep on the couch and he reached up and pulled me into a kiss then went back to sleep. Long Story short, I just slept in the bed with him. (And at one point he cuddled up to me, and I could feel something long hard and thick pressing into my back)

Even though I had a few successful attempts... the type of guy u mentioned are the worst -.- it's not that it "couldnt" happen, they just wont let it happen(in a normal, not "I'll pretend it never happened tomorrow" way that'll make u end up having more than just the hots for him)
 

Cren0ble

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Well I had one attempt at work....haha how funny that everything happens at work mainly. I was at pharmaceutical factory working, and there was one bioengineer that I had the hots for...he was so hot as always he came to the factory to make some tests....and then I couldn´t wait anymore...I asked some things via email and talked a few times around and came to conclusion that it didn´t hit off. Now I work at financial sector and there is one guy I still think is hot, I could rip off his clothes and make a move in the conference room or xmas party, but has 2 children but still he is hot and tall. But all we say every day is HI, around the coffee machine and look at each other...but I respect his wife
 

brmstn69

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Have had it happen many times, but they usually approach me sooner or later. All I have to do is hint that I'm open to the idea and discrete...
 

DMICS

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Well, I did it tonight. Didn't go so great, while I wasn't expecting him to be "down" I really felt he was level-headed enough that it wasn't going to be "weird". From my end it wasn't but it's a toss up if our friendship is affected down the line, which I hope doesn't happen.

Would also hope he values our friendship so much that he keep it between us.
 
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personalhalo

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i'm really jealous of people who have the guts to just approach the guy and just say what's been in your mind. i've always thought about using an anonymous text message or email to just test the waters so to speak, but my plan literally just stops there. what happens if the guy says he'd be interested, i still don't know. i'm just to afraid of the consequences of a REJECTION, even if it's anonymous

... and yes i'm a bit of a wuss
 

logan222

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I've actually fooled around with two of my straight best friends. I have three male best friends. I roomed with one in college for 2 years.

One time, I walked in on him completely naked. He was about to masturbate, and it got really uncomfortable for him. He pretended to take a nap in the middle of the time he always watched his TV show. I knew he was upset, so I went up to him and told him that it was okay, that everyone does it. I told him he could be comfortable with me. I got naked in front of him to make things even and he felt better. He has the top bunk once, and was complaining of back problems. I offered to give him a massage. I was feeling pretty frisky and I massaged lower and lower. Laughing, he said, "You might as well just massage my butt." I laughed it off too and trying to play it off as a joke, I massaged his butt and he said it felt really good. I was massaging his butt for a few minutes until I said that the material on his underwear was bothering my hands. He didn't want me to stop, so I suggested he take off his underwear. He was hesitant at first, but I could tell he really wanted to. I was like, "Come on, I've already seen you naked anyway." He agreed and let me slide his underwear off. He had a REALLY nice ass. It was big and round with only a little bit if hair on it. It was so amazing to massage his butt. He was completely naked on my bed and I was massaging his great ass! He kept complimenting me on the massage and he made comments like, "I've never been naked in front of someone." I was like, "If you're uncomfortable, I could put your underwear back on." But he said it was fine. He said it made him feel free to be naked like that and that the massage felt better with him completely naked. When he turned around to put his underwear back on, he did a really good job to cover up his dick and I really wanted to see it. Gently moving his hand, I was jokingly saying, "Haha, lemme see your dick!" He didn't want to show it to me, but then he was like, "Heck, whatever, you've already seen me naked anyway." He showed me his dick and she was rock hard! I was like, "What the...why are you hard?" He said he's very sensitive and gets hard when people touch him in sensual places. He felt weird of him being completely naked with a boner in front of me and hinted at how he wanted to see my dick too. I showed it to him, and he was excited to know that we had the same dick size. I had much bigger balls than him, but he was worried I would have a bigger dick than mine. He told me to just take off all my clothes so he'd feel more comfortable. I was nervous. I was never naked in front of anyone else either, but it felt so naughty that it almost felt right. I did and we ended up lying in bed naked with our bodies touching. He said, "Let me return the massage for you." He massaged me and it felt really good! I was also never massaged before. It was really weird though because we pretended it wasn't gay. We wouldn't even bring up that it was totally gay! We both thought the other one was straight.

This turned into a tradition. We would very often, when we were roommates, get naked and lie together. He would massage each other and touch each other. I loved touching his ass. It was so nice! It took me a few weeks to touch his dick. It felt too "gay" to touch his dick and we were stupidly pretending that we weren't gay for each other. It felt glorious to touch another guy's dick. His dick was about the same size as mine. We would jerk each other off sometimes. I would lick his nipples. He worked out and had a nice beefy chest, so I loved to play with his chest. Sometimes, I would lick his nipples and then lick all the way down toward his dick, but I would stop once I reached the pubic hair. Again, we were stupidly pretending this wasn't gay and licking near the dick would be "too gay." Eventually, however, I did lick the shaft of his dick, but I never sucked it. It was like a "gay heaven" to room with him.

One time, he came back from his shower (we had communal showers in the dorms). He was only wearing his towel. I was also in my towel and I was about to go shower. As I was about to open the door, he pulled me towel off and turned off the light. That night was so hot! We spent a lot of time fooling around. We would kiss near and around our lips, but never on the lips (again, "too gay").

Once we moved to an apartment, things died down a bit because we spent an entire summer without doing this. Things got back together when he was taking a shower. He called me to come inside. He asked me if I could bring him some toilet paper. He was in the tub, but the water wasn't on. Laughing, I was like, "Are you taking a crap in the bathtub?" He was naked and I could only make out the flesh-colored skin silhouette of his body through the grainy glass door. He said he was shaving and that he cut himself. "Shaving in the tub?" I asked. He was embarrassed to admit that he was shaving his balls, but I got it out of him. I said, "If you need help, I can always help out." He knew that I shaved my own balls, so he asked me if I could, but later. One day a few weeks later, he asked me to shave his balls. He was like, "What's the best way to do this?" I was like, "I don't know, I just do this while I'm in the shower." This was awkward because we hadn't been naked in front of each other for longer than the whole summer. He eventually said that we should just do it in the shower. He got completely naked and I was amazed at how much hotter he had gotten. He spent the summer working on his beach body and it definitely showed! I was still with my clothes on and I was trying to shave him with him in the tub. The angles were uncomfortable so he suggested I come inside too. I was like, "Nah, I don't want to get my clothes wet." We did have the water running to rinse off the razor on his skin. He was like, "Come on, we've seen each other naked before." I agreed and I shaved him up. He asked if I could shave his butt too, and I agreed. His butt looked phenomenal shaved! I even shaved his crack so he had to get in the doggy style pose with his asshole facing me. I really couldn't believe that he was THAT comfortable with me, but it was hot. After I finished shaving him, we were both wet already and he said thank you and leaned in toward me to hug me. When I tried to push myself off from the hug, I felt his hard dick jab at me and he forced me back into the hug. We did a lot of fooling around in the shower since then on. He would get hard really easy and I wouldn't, so he would move his ass on top of my cock until it got hard. That's the hottest thing that's ever happened to me! He would move it good! Really good! He asked me to do the same thing and I did. We did other stuff but we never fucked or sucked. Just general fooling around.

Eventually, he joined a frat and moved with some other people after 2 years, but I spent 2 great years to full around with him. I have so many hot stories of things we did. Til this day, he's "straight," but I have my doubts. For one, my computer was broken one day and I asked if I could log into his. When I turned on his computer, his Yahoo! Messenger logged on automatically and some guys IMed him. His screen name was muscle butt boy or something like that. The guys that IMed him were talking about exchanging pics. I noticed his friend list was full of gay-sounding guy screen names. My roommate was really obsessed with muscle and fitness and that sort of stuff, but I didn't think he exchanged photos with other guys like that. When I told him about it, he said it was a friend of his that used his computer to log onto his Yahoo! Messenger account, but he sounded nervous.

Now, he's told me that he had a girl suck his dick and recently he lost his virginity to some girl he met at a party. I feel like he might be bisexual, but I don't know.

For the second friend I fooled around with, I'll save that for a later time. I've already written a novel here with the first guy. lol
 
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