It has been suggested that the nerve wiring and pleasure centres are distributed around the entire pelvic region in women and even that no two women are alike. Certainly the regions that respond sexually are not as localised as with men. Much more research needs to be done, but it is difficult to make progress when the whole issue of pleasure is entirely subjective and personal.
So who was the first guy you let have anal sex with you, Jocelyn? Did you do it because the guy you were with wanted to do it? Or did you ask him to do it with you?
I think I remember your post about the first time you tried anal sex, and it was with your brother, correct? I think you said your boyfriend wanted to have anal sex with you, but you wanted to try it with someone else so that you would know if you were going to like it or not.
Everyone is different. Size matters. Both her and him. I have a friend who uses a small anal toy on herself and when I first put a fingert back there, I knew why. She was tiny and tight and even with lots of lube and practice she struggles to get two fingers up her bum although she does like the feel of them in there. Fucking her back there would be a challenge and it would probably hurt both of us. Another friend just needs a little stretching and lube and then she can take it back there. She also prefers one of those lube injectors that I can slide up her bum and squirt lube deep inside so that once I'm in, the whole shaft is lubed up. She also enjoys sitting on a suction cup dildo once she's had some fucking and that's a pretty good size. Fun to watch it disappear into her!
My first few times were not great. It took a partner that really knew what he was doing, then I figured it out and it became awesome
The first time I did it to my wife she was hooked and it became our usual closing act. The first time I was on the receiving end of a guys cock, I was hooked and have enjoyed getting my butt pounded ever since.
My first 3-4 times were with guys in high school. All were bad. They had no control and pounded away until They either came prematurely or I made them stop. Then I met and older guy who fingered my hole until I was relaxed and ready. Then, with a lot of lube and a relaxed stroke, I was enjoying it so much that I didn't realize I was face down, sucking my thumb. That's when I fell in love with anal.
One of my friends who still trying to do full anal likes to be touched down there. I do it when I give her oral. She's on her back with her legs spread and I'll lick her pussy and clit for a long while while playing around her little hole. But if I push fingers into her asshole, she needs to be on her belly. Usually with a pillow under her hips. She loves that position for anal play and says that she feels exposed and a little helpless. When she finally lets me fuck her in the ass, which will happen someday, she wants to be in that position when she takes it. Works for me!
One of my favorite times was on vacation my wife found two guys to bring back to our hotel. My wife and I on the bed on our hands and knees one guy fucking her the other guy fucking me while we gazed into each others eyes. The guy reached around and made me cum then kept fucking me till she came and both the guys came. We slept well that night.