First Time Same Sex Play

Discussion in 'Bisexual' started by Antarez15, Oct 26, 2014.

  1. Antarez15

    Antarez15 Members

    Messages:
    4
    Likes Received:
    4
    Hi all, new here. Wanted to find a place to talk about personal issues, like my first time having sex with another man. I'm 51 and have had fantasies for many years. How do you get past the nervousness? do you just jump right in? I'm open minded and would like to try everything, I'm just curious what to expect etc.. I'll be trying this out some time this week as I have a guy or two that are interested, I have a feeling I'll love it but I'm still nervous as hell.

    Thanks
     
  2. MrDown4NEThing

    MrDown4NEThing Members

    Messages:
    52
    Likes Received:
    10
    Welcome and hope it works out. I haven't had an encounter but I look forward to hearing about your adventures. How did you find the guys to hookup with? I want to try but really nervous about meeting random ppl online and I don't really have the confidence to approach sum1 in person.
     
  3. averageguy6

    averageguy6 Average Ordinary Guy

    Messages:
    630
    Likes Received:
    332
    [SIZE=10.5pt]Well I didn’t jump right in, that’s for sure. I was so nervous the first time but the guy I was with had lots of experience and I think that’s how I got through it.[/SIZE]


    [SIZE=10.5pt]I’m only into oral with men. So when I went to his palace. We sat and talked and then he sucked me off and then we talked a bit more he could see I was nervous and told me I didn’t have to do him. [/SIZE]
    [SIZE=10.5pt]So the next time I sucked him first.[/SIZE]

    [SIZE=10.5pt]Now that I have more experience I usually have the other guy suck me first because I know I will suck him after. As with most men once you cum the sexual interest drops like a rock.[/SIZE]
     
  4. j17435

    j17435 Member

    Messages:
    340
    Likes Received:
    217
    In my profile and when messaging the very first guy, I was up front about being new and nervous.
    The guy was okay with that and seemed genuinely interested in being "the first".
    I chickened out and canceled on him the first time.
    He was completely understanding about it, which I took as a good sign. If he had gotten angry, I wouldn't have gone through with it.
    I actually met him a couple weeks later.
    I went to his place, we chatted for a bit and I had a few sips of scotch to calm down.
    He put no pressure on me at all.
    After maybe 10 or 15 minutes, I said okay, I'm ready, we stripped and got into bed.
    He had me stroke his cock and did likewise to me.
    I asked if I could suck him, he said of course.
    Once I had his cock in my mouth, I really wasn't nervous any more.
    We also did a little 69, but I was really more interested in sucking him and having him cum in my mouth, which he did.
    I thought it went well and I didn't regret anything.
    That was 2 years ago.
    Since then, I've had only a handful of encounters with a few more guys. It's been mostly oral, but have had anal twice (as bottom) and tried rimming a number of times.
    I liked all of it. I still consider myself relatively inexperienced though and state that in my profile.
    However, I no longer need the scotch and my only nervousness is about meeting someone new, not the sex itself or knowing what to do.
    HTH
     
    4 people like this.
  5. bicalgary

    bicalgary Members

    Messages:
    5
    Likes Received:
    8
    My first time was very nerve wracking. I was shaking when i rang his condo buzzer but was committed. Once inside we sat on the couch and he immediately grabbed my crotch and started missing me. I decided on the spot to do whatever he wanted (safe play of course). We got naked and he guided my face to his dick. I sucked for a while then he took me by the hand and led me to the bedroom. I was still crazy nervous. We kissed some more, then he flipped me over. He lubed me up and fucked me in multiple positions for about 20 min. I left right after he came. I was still shaking on the drive home, but I was very proud of myself. My ass felt weird and full of lube. He called me the next day to see if I was OK,m because he knew it was my first time. Went back again the next night and spent the night with him. I think it was a perfect first time.
     
    John1971, rookie67 and jmadre like this.
  6. SMcDaniel001

    SMcDaniel001 Members

    Messages:
    220
    Likes Received:
    127
    I was very nervous with my first guy. It was a Craigslist ad and the dude was coming to my house. He was more experienced than I was but he was obviously nervous as well. I had originally planned on letting him bareback me but chickened out when the time came. He slipped on a condom and I lay back missionary style with me legs on his shoulders. He had a nice size cock but the condom ruined a lot of the feel. He got inside me and pumped and grinded for a very short time until he started moaning. He came inside me wearing the condom.

    It was no big deal. Wish it had lasted longer.
     
    1 person likes this.
  7. highlivin229

    highlivin229 Members

    Messages:
    13
    Likes Received:
    7
    I was 31 the first time I had sex with a man. He was the boyfriend of my neighbor, and they'd had a fight. He was in my apartment, talking about his problems with his bf while drinking a beer with me, when I realized he had the hots for me. He was a good-looking guy, in his early forties, trim and in shape; he worked as the maitre d' at a very high-end restaurant, so he looked always sharp and well put-together. (This was in Manhattan, so you can imagine what it was like.)

    We were talking, and I realized that he wanted me. We'd always gotten along. He knew I was straight, because he'd met my girlfriends when we'd hung out. But I also realized he'd probably wanted me for a while. I'd noticed him eyeing me before, and being extra nice to me. I'd thought he'd been doing that to get his boyfriend jealous. But as we were now alone, I realized he was genuinely attracted to me.

    So I let him kiss me while we were in the kitchen of my loft. It didn't excite me that much, so I gestured for him to go down on me. He got on his knees and gave me a great bj, probably the best ever, which really got me hard. I very nearly came. I told him to stop. He did, and looked up at me, asking me if I'd ever done this before. I shook my head, but then told him, "I don't take cock." He assented, but I think he figured he'd have me eventually. Anyway, we went to the bedroom, got naked, and I penetrated him anally. He was a natural bottom. I'd done anal with some girlfriends, but never with a man. While I was in him, I tried to give him a reach around—but it was a lot harder than I thought! :) So I told him to jerk himself while I did him. I think the stimulation of me doing him set him off, because he came almost immediately, way before I did.

    The part that I liked, though, came at this point. After he came, he was a lot more like a woman. I kept on doing him, and he felt more pliant, more welcoming than ever. He was very encouraging and sweet, and he egged me on to do him as hard as I wanted to, which I did. In fact I think I might have hurt him a little bit, but he only grunted a little bit but didn't tell me to stop. In fact he encouraged me even more. When I finally came, it was an incredibly intense orgasm. He was super encouraging, super accepting, holding me in not only until I'd shot my wad, but until I'd gotten soft again. (We did it bareback, which was the only fly in the ointment, as I was worried I might have caught an STD. I didn't, nor did he.)

    We cuddled, but then I told him I was sleepy, so he left.

    We had a few more encounters, always on the sly from his bf. As he was a bottom, I always took him, sometimes a little bit roughly. He said that he liked it rough, and liked that I was uncut, and said that he loved giving me blow jobs. But he always wanted me to suck him off in return, which I refused to do. I just found it disgusting; still do. And the idea of being taken anally has never appealed to me, even though I love being rimmed.

    Anyways, I think we must've done it four or five more times, but eventually, he got frustrated with my unwillingness to give him the release he expected (and probably needed). At most, I'd jerk him off while we kissed; once I let him hump me between my thighs while we faced each other, kissing until he came. I always tried to get him off quickly (and probably not very satisfyingly), because I loved fucking him after he had cum.

    I have had sex with other men, but exclusively in the context of cuckold relationships, where I've been the bull. This was the only true same-sex encounter I've ever had, and I have fond memories of it. The man was kind and sweet, and whenever I think of his blow jobs, I get hard at the memory.

    But all in all, I'm indifferent to sex with other men. I don't have sexual fantasies or sexual desire for men. My relationship with this man was more an experiment. When I have sex with cucks, it's much more about the domination and the dynamic with the hot wife than it is about having sex with a man.

    There's only been one time when I've been sexually attracted to a man, and he was really not much more than a boy: An intern at my firm, barely 19, who looked like a delicate girl I'd known in high-school. I was briefly sexually attracted to him—but when I realized that he reminded me of this girl I'd once known, my sexual attraction towards him dropped to zero.

    So there you have it.
     
  8. charles-smythe

    charles-smythe Members

    Messages:
    113
    Likes Received:
    46
    ...relax...you'll love it...when he cums pull back so his cockhead is on your tongue...this way you get the taste...
     
    1 person likes this.
  9. webxplorer

    webxplorer Members

    Messages:
    12
    Likes Received:
    9
    interesting subject. It also made me hard. I've posted a recently on some gay sex topics and that got me hard too. I'm married and in my 40s. I've never been with a man, but I have had an affair with a woman. I think I'm a little bored, horny and over porned. I've chatted with some other married guys and even traded cock shots and stroked off while doing it. I'm really just curious about cock and new sensations, I don't fantasize about kissing or snuggling and I don't get turned on by guys I meet in reality. I think the taboo is a big part of it, I don't really get turned on by gay porn when I've viewed it, I general like straight porn. I don't know if I ever will have the nerve to try it, and I wonder if I did if I would even like it or go through with it. Then there's the risk of being caught, of meeting up with a freak or blackmailer, of STDs etc.

    That being said, I've had intense fantasies about stroking and rubbing hard ons together with a another man, about sucking and being sucked by another man, about sucking a thick cock and pulling it out to stroke off a big load onto my face... I've masturbated while imagining being face down / ass up and getting fucked bareback by a well hung man, I cry out and talk dirty to him until he pumps me full of his semen. Afterwards I feel a little guilty and go on with my day.

    Is this common? Should I try it to find out?
     
  10. averageguy6

    averageguy6 Average Ordinary Guy

    Messages:
    630
    Likes Received:
    332
    You may regret it later in life if you don’t give it a try. Even if you only try oral or top.
     
    1 person likes this.
  11. webxplorer

    webxplorer Members

    Messages:
    12
    Likes Received:
    9
    I guess I can always try but what if I like it and start wanting cock regularly?
     
  12. Bi-G

    Bi-G Members

    Messages:
    63
    Likes Received:
    31
    If you like it, and not doing any harm to anyone then why not... sucking a big fat juicy cock is amazing...
     
    2 people like this.
  13. alexmc69

    alexmc69 Members

    Messages:
    4
    Likes Received:
    5
    It was the tail end of a full moon party in Thailand when I was 26... I was smoking a joint by myself on the beach as the sun came up and a young Thai guy asked if he could join me. Moments later he shocked me by asking if I wanted to go home with him; I was even more shocked at myself when I said yes!

    I had fantasised about sucking a cock for a few years but never did anything about it in my home town. I was on holiday by myself on the far side of the world... No one would ever find out!

    So he took me home and we did EVERYTHING! I felt like a porn star as we sucked and fucked for hours. The part I will remember forever? As I left he shook his head in disbelief, saying "you made me cum 7 times!"

    Every time in my mouth...

    I've only given head a couple of times since then, unfortunately. To this day it remains my hottest sexual experience!
     
  14. lickandsuck

    lickandsuck Members

    Messages:
    41
    Likes Received:
    31
    My first time with a guy was disappointing. He came over we made out and I sucked his penis then he started to RIM me. I flipped him on to his back and sat on his ok sized penis and rode him like crazy for a couple minutes and till he pushed me up to cum. I really wanted to experience having the swelling and filling. That was that. I like to bottom and that seems common where I'm from. My best experience came from meeting a guy through craigslist( unfortunately it had to come down to that) he came over and we chatted then I felt him though his pants. We worked eachother over pretty good but no as*pounding at first. About a week later he came back and after I got him stiff I slid him in and made him c*m. Again it was on me not in me but oh wow it was satisfied with the experience. We have hooked up one other time and while it was good he really wanted to pound me and I couldn't take it comfortably and wanted to turn over but he wanted to pin me down ans rail me. He got close to orgasm took off the condom and came on my hole and then dipped his head in a couple time to finish. I liked it and plan on getting to meet someone with a bigger penis that will not pull out the first throb and well we will have a good time
     
    svbill and jmadre like this.
  15. lickandsuck

    lickandsuck Members

    Messages:
    41
    Likes Received:
    31
     
  16. lickandsuck

    lickandsuck Members

    Messages:
    41
    Likes Received:
    31
    That's what first got me was the wondering what a nice cock and a hot finish was like. I would find myself imaging being with a guy sometimes two and taking it good. Then I started fingering myself and eventually got a woman I was seeing peg me. That's when I knew that I wanted to feel the real thing. For me its not the kissing snuggling its the making each other feel good. I love giving orgasms.
     
    1 person likes this.
  17. koda209

    koda209 Members

    Messages:
    15
    Likes Received:
    14
    My first time was when I was only fifteen. The details are not important any longer. I met a guy who invited me into his home and we ended up sucking each other off. I remember enjoying the feeling of his cock in my mouth, the taste of his flesh and the smell of his crotch and when he finally shot his load, I could tell it would take doing it several times before I would really enjoy it.

    It was sometime in 1968 after I returned from Vietnam that I began to wonder how it felt for a woman to have a man fuck her and found myself in a gay bar, talking to a really nice guy. We went back to his home and he introduced me to anal sex, several times that night. I also sucked him off a few times and he sucked me off as well.

    In 1984, while married to my second wife, she convinced me to swap with her boss and wife. At one of those weekends, at another guy's home, my wife said she wanted to watch while I was gang banged in both ends. Three and a half hours later I was dripping from both ends. Both my ass and stomach were full of cum.

    Now thirty some odd years later, at 69 years old, I'm longingly looking back on those days and wanting to feel those wonderful cocks exploring my body, but the lady I'm living with gets a tad jealous at the thought of me giving my self to another man, or anyone else for that mater...
     
    2 people like this.

Share This Page

  1. This site uses cookies to help personalise content, tailor your experience and to keep you logged in if you register.
    By continuing to use this site, you are consenting to our use of cookies.
    Dismiss Notice