I'm straight, but not after tonight...maybe?
I'm a straight male (err, maybe bi...don't really want to label it), who's still going to be with women, but I'm contemplating having an intimate night with a stranger I met and talked to online, then met in person. I confess...I've had sexual desire for a man to receive anal from one for a night (maybe more, I dunno). I've experimented with guys in my early early 20s (31 now) where i was the top...never penetrated them though, just humped him naked, between his buttcheeks.
But for years my desire to receive has collested into talking to and meeting a gay man (nothing done yet, just talk), and agreeing to meet tonight.
I'm nervous still, but I know I want to do it eventually. I agreed we can meet at his house (he only lives about 3 blocks away!). What I'm nervous about is: once I've crossed that line, and insertion has been made, there's no taking it back...but I can't take the extremely high desire inside to have this guy f*** my butt!!
He made me feel more comfortable with trying it, by telling me we can hang together tonight, maybe cuddle, fondle each other a bit (I want my butt felt on for sure, maybe anal massage), and see where it goes...
I'm sure I want to at least go cuddle..see what it's like being the one held from behind, and having my butt and thighs rubbed all over, and for him to put it between my cheeks..I might let him put the head in ;-)
Should I just do it, let it happen?
I was at scout camp and this kid talked me into letting him jack me off. First time for to cum. After that I started jacking off about everyday. I was approached by another kid and blackedmailed me into sex with him or he would tell everyone I was gay. I gave in and he had one thing on his mind. He fucked me like a jack rabbit and unloaded in me. So 13 or 14 then and I'm 60 wanting to be fucked again. I got lucky once and did it to a guy but I'm still horny for a ass fu king.
I'm a bisexual male in my 40's and my first real sexual experience with a man was unbelievable. He is gay and I'm married and we have been friends for several years. Anyways, one day I went to his house to visit because my wife was out of town and the plan was just to hang out. The next thing I know we are drinking wine naked and making out and taking turns sucking each other's cocks. As the day wore on he eventually had me bent over on the living room couch with his fat cock pumping my ass. OMG..! Best feeling ever! Since that night he and I have been meeting on a regular basis so he can fuck my ass.
My recommendation is to enjoy it and let this guy fuck your ass. You'll love it.
Let me know how it turns out.
I think it's time for you to take that step. Hopefully, you'll suck his cock a lot when you get there --- with him easing lubed fingers into your ass to stretch you out a bit. Once you're loose, suck him hard, and let him ease his cock head into your ass ---- then you can start wriggling backward ... easing his big cock into your ass until he is balls deep. Then you two can start fucking like you mean it --- letting him cum deep in your ass. Rest... and repeat.