My First Gay Experience (from a straight man)

Discussion in 'Sex With a Large Penis' started by UncutScot7.5, Jul 28, 2007.

  1. UncutScot7.5

    UncutScot7.5 New Member

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    So this happened two nights ago and I’ve been wanting to write about it ever since. It’s really detailed but I thought that was important to give a clear picture of the experience. (It may even be kind of hot for some people too… maybe)

    I’ve been living in California for a while now and made some good friends. Two of whom, are this beautiful, spunky young lady with lots of famous fabulous friends and the other part of threesome is our gay friend (I hate saying that, but it’s for id purposes here only) who is atypically unfabulous, totally athletic and shy (trust me it’s rare in los angeles as oppose to the east coast). They’ve both been great friends and I’ve always had a crush on my ladyfriend though I knew we’re not really dating compatible (she’s a little too wild/open relationshipy)

    Getting to the point. The three of us were hanging out and my guy friend was saying he always knew he was gay and never even kissed a girl or found them attractive. At this point my lady friend pulls up her shirt and shows off her boobs (still wearing bra) and says “really you don’t like these!” We laughed and she kept asking questions and sexual tension kind of kept building. “Tell you what, I’ll be your first girl.” Kind of nervous laughter. And he’s getting embarrassed and says that of course not cause he won’t be turned on. At one point I interject and say “What am I filming it?” and she thinks for a moment and asks my friend “What if he was in it too?” We both feel really nervous and I can’t tell if he’s turned on by the suggestion but I know I’m turned on by her. We don’t really know how serious things are. We’re not drunk, but have had a few. She says she’s never had a threesome and has always wanted to so why not in a safe situation with friends? We’re still laughing about it so she says “tell you what lets just play a little and see what happens.”

    I had been in a ménage a tois twice before my life: once with two women. Once with a woman and another man. But that time with the other man we had no contact between us. With this time I wasn’t sure how it was going to go.

    We then start by taking turns taking off a piece of clothing at time. She first. Then my friend. Then me. She takes off her bra and has near perfect breasts. She says we have to take off our underwear first before she does and so he goes first. He seems nervous and is not really too big. He’s in really great shape and is a good looking guy though. I go next in full “shower” mode about six inches flaccid. I could tell she wasn’t really expecting this. I’m know I’m not giant or anything, but she smiled and laughed and clapped her hands for just a second. I think she was just throwing me in there at first to get to help our friend loosen up but now she seemed more excited. She said “okay then” and slid off her underwear. She was completely shaved (not really my favorite) but she was absolutely gorgeous naked.

    Note: it should also be noted that we had just gone a few days before to get tested for STD’s. we’re all big advocates for constant testing and hope everyone out there does the same. Be safe!

    Next, she go the ball rolling and she kissed both of us. Next she started playing with both of us. I knew my friend was feeling weird about looking at me, so I told him not too worry. At this point we both get hard. He seems to be a bit over five inches and I’m getting hard at 7.7L, 7.1circ, and a 2.7 w. At this point we go back to her bedroom and she lays him down on the bed and starts giving him oral. He is nervous, but aroused, and probably kind of confused? I know he’s not becoming straight in the process or anything, but it’s his first experience like this. At one point she asks me to come over and tells me to start jerking him off as “I suck his balls” she was being very direct now. I basically just said fuck it and went for it. It was the first time I had touched another guy’s penis, certainly while erect. He was circumsized so I tried to be gentle. It was warm and hard and I felt like my hand was big for it, but maybe it’s just cause I’m only used to my own.

    She came up and was like “next try things on me.” She layed down and had him kiss her breasts and he kept laughing. Last she asked him to try touching her. His reaction “wow, it’s really warm… and slippery.” He tried oral for about one second and came up “ah! Weird! Just weird!” we laughed, but then she told me to show what to do. I didn’t like being so scientific about it so I tried to be sexual and passionate, she kind of got into it and then stopped it before it went on too long.

    Next she brought him up to start having sex with him. He awkwardly positioned himself and kept looking at me if what I was doing was right. She helped guide him in and he was like “oh weird!” and “am I really doing it? it’s like, glides!” he was more in a state of surprise than enjoyment. She turned it doggystyle on him and then asked me to come forward cause she wanted to try “fingercuffs” I laughed at the chasing amy reference. And after a couple minutes my friend was like “okay I’m done” and now I think I’m about to have sex with her and she says that I should try fucking my friend. I don’t know what to make of it, but my friend says “hey we’re the ones doing all the opposite stuff!” she laughed and looked at me and said “next time we’ll try something with one of my girlfriends” it wasn’t like this was a bribe or anything and I certainly wasn’t thinking about it like that, but she then started being very sexy and I was kind of into the whole thing so far and curious, so I said “fuck it” once again and decided to try it.

    My friend took a few moments to get turned on, which she assisted him with and then I went for it. There’s no other way to describe it other than that. I went for it. His butt was kinda muscular and I am used to very soft ladies’ butts. I was remarkably amazed how different it felt. I had anal sex before he was really seeming to crunch his muscles on and off and it felt very very tight. He didn’t want to use lube and said he liked the friction. It felt like death grip and I just wasn’t feeling it too much and didn’t know I should do it (Like what pace, or aim, or anything) and it was strange to hear grunting manly voices when you’re used to laidies, but he was actually pretty into it (maybe it was because she was jerking him off a bit as he was bent over). After a bit, we kinda both agreed it was enough. She tried to finish him and was sucking him off and then looked at me and said, well you’re one away and you should try everything once. I agreed and for literally thirty seconds I gave him oral. I was really unsure what to do, I just tried to keep my teeth as far away as possible. She took over and finished jerking him off. He sat down to the side.

    At this point I thought things were finished, but she said “okay this is what tends to happen to my friend” And me and her laid down on the bed and started making out. She was really into it. We were all over each other, kind of forgetting where we were and everything that happened and started having hard sex. Halfway through she said “oops one last thing I wanted to try!” after a few moments of her coxing him, this led to our friend coming over and she asked him to take her anally to try being “double stuffed” we took a few moments got everything arranged and did it for like 3 minutes before she said “yeah, that’s not as great as I thought it would be” and it went back just to us. We really got into again and after a long while she finally came ( I had been holding on desperately) and she had such a great cum face and yelling. I finally let it go and came so amazingly hard. We collapsed in a heap. And that’s how it ended.

    We caught our breath.

    And then things were weird. But not too weird. In the heat of anticipation and excitement we were like in this backward logic place for the past couple of hours. We were trying anything and were totally getting rushes from the experimentation. Now it was regular life again and we were three friends who all just had sex with each other. (the “getting a rush” phenomenon is why I think so many people cheat, because they get caught up in that sexual rush and then just give in and they can’t think)

    But this was not like that at all. Because this was really okay. We did nothing wrong nor ever felt like were doing anything wrong. So we started addressing the feeling and talking about it.

    We talked for an hour about sex identity in our culture and it ended up being a surprisingly meaningful conversation. Experimentation is not that bad. He didn’t feel any more straight after and I don’t think a felt any “more gay”. We were still attracted to what we were attracted to. Who knows it may have some ramification for me later in life that I don’t feel now. But I’m still the same. I imagine there’s someone out there who would now say I’m gay forever! Or that I was bi-sexual. But I don’t feel like I am. If anything I feel even more comfortable with my sexuality having now tried other possibilities. But I really don’t know. What do others think about this? I haven’t spoken to either of them since that night I really do appreciate the thoughts. Thank you.
     
  2. EXUSER

    EXUSER New Member

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    Wow...
     
  3. UncutScot7.5

    UncutScot7.5 New Member

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    oh yeah and I absolutely swear this happened for all you people who think that someone can find any value in lying on this site. because there is none.
     
  4. EXUSER

    EXUSER New Member

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    Haha, 69 posts...anyway...that must have been something.
     
  5. zac4u

    zac4u New Member

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    hey scot that was great to read enjoyed it a lot like u iam mainly stright but do have gay fellings
     
  6. diamond

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    ehm.....I am going to finish myself off now..thank you very much....

    In all seriousness that was so hot...good for you!!!
     
  7. PornForPatric

    Gold Member

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    Congratulations on trying something new and giving it 100%. A good policy both in and out of bed.
     
  8. wingnut84

    wingnut84 New Member

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    That was the hottest shit I've ever read.
     
  9. chavous

    chavous New Member

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    Good For You Go For Some More Ass This Weekend But Use Lube. It Makes Like A Velvet Glove.
     
  10. CUBE

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    Cool of you to be open minded. I think this gals agenda leads her to do this type of thing once before...not the moves of a first timer. I hope you touch base with your gay friend and make sure he is cool and comfortable with you. If he is a shy guy...he may be thinking about this more than you know. Cheers
     
  11. TheYoungBoi

    TheYoungBoi New Member

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    Wow... Sounds like another day in Southern California uncutscot. I too have had quite a few events like this...

    Glad to know me and my friends aren't the only.
     
  12. UncutScot7.5

    UncutScot7.5 New Member

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    Of course I can't be sure if she had never done something like that before, but I realize the way I wrote it made her seem very direct. Maybe it was because I was trying to burn through the event as quickly as I could in writing it, but she also did have many moments of what seemed like genuine curiousity too. So really I'm not sure.

    Thanks for all the nice comments though!
     
  13. Mem

    Mem
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    It doesn't make you gay or bi anymore than it made the gay guy be str8 or bi after being with a woman. Some guys say that if you ever had a dick in your mouth you re gay, but they are just insecure.
     
  14. B_Think_Kink

    B_Think_Kink New Member

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    I think that is fabulous. I would have a private chat with the gay friend to make sure he isn't shaken up about it, and maybe hangout with him. Don't give him the gay vibe, but just make sure he is still ok about it. From the way you described it... he sounded really awkward about it.

    Awesome though, congrats :)
     
  15. bstexas

    bstexas Member

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    great scot! as others have stated before, sex with a friennd sometimes messes up a friendship. however, in your case, sounds like you three were just having fun, experimenting and being just totally open minded and cool. no one was trying to have a "relationship" that eventually goes bad. yes, it was a hot description of the situation, but even beyond that, I hope you talk to the others soon and keep your great friendship thriving.
     
  16. B_RedDude

    B_RedDude New Member

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    Great story dude! (and well-written); liked your comments about the "rush"
     
  17. Meniscus

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    When you say that you weren't feeling it to much, do you mean that you weren't really into it, or that you literally weren't feeling much?

    I've only topped another guy a few times and, to my surprise and disappointment, I found that I didn't like it that much, because I can't feel much of anything. Were you using condoms or did you forgo them because you'd been tested for STDs just a few days before? If you were wearing a condom, you may have discovered why a lot of gay men don't like using them, because they reduce sensation for the top so much. If the condom wasn't a problem, you may have discovered why some gay men don't really care for the "top" position in anal sex.

    That's why some gay guys prefer to bottom. It's not that they are passive or submissive or more feminine (some bottoms are anything but), it's that they find the anal stimulation way more pleasurable than topping.

    Oooh, there's a thought. Maybe you're a bottom? Seriously. I understand that as a straight guy you're not attracted to men and therefore uninterested in having another man's dick in your ass, but it's quite possible that you'd enjoy the sensation. There are a few gay-for-pay porn stars who are eager bottoms. For straight guys, you can always try "pegging" (i.e., having a woman penetrate you with a dildo).

    Somehow, if you ever decided you wanted to try it, I don't think you'd have difficulty finding someone to help you out.
     
  18. UncutScot7.5

    UncutScot7.5 New Member

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    I actually grabbed breakfast with guy friend this morning. We hung out like normal and at a certain point he asked me "you're cool with everything that happened right?" I was so relieved cause I thought he was trying to avoid it and I was getting nervous about asking him about it. And so I said of course I was. And just like that, it was fine.

    I'm actually going to probably see my lady friend tonight with a bunch of people and I'm sure it will be fine. I'm just curious about whether or not she told people. Sometimes she does, sometimes she doesn't with her experiences.
     
  19. bstexas

    bstexas Member

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    Hey ... glad you guys talked and are cool with it. And as far as word getting out; well, it happened and you can't deny it. So if you are questioned by anyone, why not be straight about it (no pun intended). Just say yall were having a cool time experimenting and you are great friends. Nothing else. If people start suggesting other things, laugh it off as people being dope. It's your body and friends, enjoy and experiment how you want. It's not like all of your other friends are monks, right?
     
  20. simcha

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    First off, you are an excellent writer. That was so hot the way you described your experience.

    I've never tried to have sex with a woman and a guy before. Hmm... Maybe that would work for me. I've tried to have sex with women, before I came out, and it was always a disaster for me. I even thought I hated kissing until I kissed my first guy then, WOW!

    Maybe if there were a hot guy like you there I could maybe keep it up for a woman. Maybe I should change my percentages to 99% Gay and 1% Straight. It's not like I've never looked at a very butch lesbian and had sexual thoughts... Hmmm. A butch woman and a guy at the same time, now that just might work. (Really considers changing the percentages):biggrin1:
     
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