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First Time Anal
I’m kind of an old guy (53). Growing up, the Internet was science-fiction so no Porn Hub, You Porn, or any of the other half million sites out there to spank your shit too. About all I had ready me for my first sexual experiences were ancient copies of my dad‘s Playboy magazines and the occasional set of tits in an R-rated movie. So by the time I started fucking, I had never seen an asshole before in my life, not even my own (I mean, what was I going to do, use a mirror and stare at it all day long? No thanks). Even after fucking a few checks and eating pussy, I never gave their assholes any thought at all. That is until the first one offered hers to me. I had heard of anal sex, or “but fucking”, but mainly in an Eddie Murphy stand up routine involving Mr. T. So when my girlfriend at the time was face down, ass up and ready for me to sodomize her, before sticking it in, I studied it for a minute or so, completely fascinated. I spread her big ass cheeks to get a better look. Then I inserted both of my thumbs and opened her up as much as I could. She asked me what I was doing back there, so I told her “nothing” trying to sound confident and well-versed in all things ass. I gave it a little lick, which she really liked, then I positioned my cock head just right, held onto her wide hips, and plunged it in. She screamed bloody murder, jumped off my cock and curled up in the fetal position whimpering. I was horrified and just sat there still kneeling with a raging hard on, stunned. She yelled at me that I stuck it in too fast, and never trusted me with ass stuff again. But I’ve been fascinated by women’s assholes from that day forward.
Feb 16
I was 12 when it was done to me by an adult male
My first time anal was with a very good friend of mine. We had sucked each other’s cock a few times before he asked. I couldn’t wait to give it to him. There is something so sexy about that hot cream coating your insides.