I'm not a good person to comment on your question but I will mention a few thoughts anyway. I'm not a good person to comment because I crossdress and already love gay sex. I think it's great and, for me, it would actually be hot if I had a girlfriend and she wanted to see me getting fucked. I love gay sex but I would never tell someone that didn't actually think they would like it that they should try it. However, he might just feel you are testing him or that he doesn't want to admit to you that he might like to try it. He might feel that it threatens his masculinity. You might break the ice by asking him if he would fuck another guy for you rather than getting fucked. It might be less of a leap to get him to be fucked if you had already watched him fucking another guy. You might get a video that has a scene of a guy fucking a Transexual or a pretty Crossdresser and see if it gets him hard. He might feel a little differently about fucking someone like that and, after doing so, eventually give you your fantasy. Just don't try to force him to do something that he is resisting. Even if he found that he liked it, he might resent the fact that he felt forced. Don't hold out on him. You would only be depriving yourself as well as him.
I have no idea if you can choose to be gay and enjoy sex with the same gender. I started out haveing sex with girls and couldn't imagine it being better. I never even thought about it with other guys. Somewhere along the way, I started wanting it with other guys and am now totally gay. Was it some latent predetermined thing that surfaced? Was it some physical, hormonal or psychological thing that changed? I have no idea. It didn't start out as a choice that I made, it was a craving that developed over a relatively short span of time. Whatever it was, I am gay now and choose to be so in the sense that it is what I like and want to be.
I have tried them a few times as a Bottom but I have never fucked a guy using them. I think they worked alright but seemed a hassle to use. If it works better for the guy fucking you then I guess it would be worth it. Personally, I prefer a guy to use a condom when he fucks me. What I really like, as I now am, is to be in a long term relationship and not use any type of protection. I love taking his load up my ass when he fucks me.
I cross dress, I suck cock and I love, love, LOVE getting fucked. I started out having sex with girls but found guys were even better! I love sex with guys but I would love it with a sexy Transexual even more, if she could still get hard. Not only would I like to have a pretty "Shemale" Lover, I would love to be one myself! I don't wish that I could be a REAL girl. I'm gay and sex just wouldn't be the same. It's not just a fantasy that turns me on to think about. If I could be one I would DEFINITELY go through with it! It doesn't matter how other people think about it or what they like. It's what I would want. To each their own.
I can't seem to get over my gag reflex so, when sucking, six or seven inches is best because I like to be able to get his whole cock in my mouth. Although I would like to try a longer one, because I love it deep, eight inches is the longest I have taken up my butt. I'll settle for a longer one and not be able to get the whole thing in my mouth because longer ones feel better in my ass. They all feel great but I like a guy that is long and just a little bit on the thin side for his length. I'm not into pain and, although I like to be stretched enough to really feel him in me, I like it to be comfortable when I'm getting fucked. If it hurts it's distracting and tends to make my own cock go soft. Real cocks are easier to take than dildoes, even the soft silicone jelly type. I have tried to take a soft and flexible twelve-inch dildo up my ass but never make it past the bend or 'second gate' about eight inches in. It hurts and I don't want to damage myself. I would love to have a really long guy see if he could get it past that point and if the real thing would work better. I think it would be awesome to feel stuffed so full, not to mention what a turn on it would be to know he was shooting his load so deep inside me!
I am circumcised and every guy that I have been with has been also. I would like to try an uncircumcised guy just to see what it was like. To be truthful though, I think I prefer circumcised. I think a hard cock looks so sexy with the skin all tight and shiny. Also, I love the feeling of a cock as it slides back and forth through my ring as I being fucked. I don't know, because I have never been fucked by a guy that wasn't circumcised, but it seems like it would detract from that feeling. It seems like his loose skin would sort of stay in place with his cock moving inside it and I wouldn't feel that sliding feeling as his cock slips in and out of my ass.
I love bareback porn, especially when they cum inside. I have had two long term relationships; one in the past and one now with my current partner. When I'm in a relationship I bareback and I always have him cum in me bareback as deep as he can. I often put a butt plug in when he pulls out and keep his load in me for as long as I can, It really turns me on to know what I have inside me!
Ya, definitely planned. I had been looking for the right guy for a couple of years to do it with for my first time. I cross dress and it took a while to find a guy that was interested in a Sissy. I got so horny that I had only been sucking him for about a minute when my cock touched his leg. That's all it took to make me cum! I didn't finish him off with my mouth. He put me on my back, put my legs over his shoulders and took my cherry. He fucked me for a long time before he came and even made me cum again without my cock being touched just from fucking me!
I have to agree with Milik_the_Red; I'm not interested in my own cum. For some reason it seems sort of gross to me. However, tasting my own cum while kissing after being sucked off doesn't bother me if it's not a snowball I don't think that normal applies to this. Everyone is different. I do like swallowing a load when I suck a guy off. That doesn't happen too often though. When he cums I like to take his load in my ass.
I love it deep but there is that moment of relief when I am needing it bad and I feel the head of his cock finally popping inside me ass. I do love it, after he has been fucking me a while and I'm all loose and opened up, when he pulls out and I get to feel him as he starts to slide it back in me again. When he starts to cum it's another matter. I always want him to ram it in me as deep as he can get it and pump his load deep inside me!
Deep? All cocks feel good in my ass but, the deeper they go the better. The biggest cock that I have had up my ass is about eight inches and it was soooo good. I don't know what a longer one would feel like but I sure would like to find out!
It feels great if a guy wants to suck me but, if I had to choose between giving or receiving, it would always be me doing the sucking. The same thing goes for anal. If a guy needs fucked once in a while, I'm more than happy to do it to him. However, I love getting fucked and it wouldn't matter at all to me if I never topped as long as I get to be fucked!
I pretty much figured it the first time I sucked a cock. The first time I actually got fucked I knew without a doubt!
It feels great to have my cock played with during sex but, I can almost always cum from being fucked without it ever being touched. If he lasts long enough I can have an anal orgasm even if I have already cum and gone soft.
Both for me too! It's because I'm horny but sex is always better if you know that your partner is really into it and feeling good too. A cock in my mouth, the feel and taste, is great but it's mostly a psychological turn on. It lacks the physical sexual turn on of having his cock up my butt.
Six days. My Buddy lives an hour away and he had yard chores to do this weekend.
