Anal Freak
I don't know when I first became attracted to the idea of fucking a woman in the ass. Maybe it came from watching pornos or surfing the Net too much with my dick in my hand but ever since I stuffed my cock into a chick's tight asshole for the first time, I've been an anal freak. Well, the term 'freak' is probably a little excessive, 'anal connoisseur' maybe?
My first was Ariel, a girl I dated in college. She had tried it before with another guy and didn't like it, but after begging her for about a month to try it with me she gave in and we did it. As it turned out it took us forever to get her to relax her sphincter enough to get my cock inside, but I was hard the whole time in anticipation. When I finally got the whole thing in it was one of the most amazing feelings I've ever had.
Her ass was tighter and hotter than her vagina and the feel of her body and the expression on her face was unforgettable. It was like she was concentrating as hard as she could to please me, and accepting the trust she'd placed in me not to hurt her (as thrusting unexpectedly would) made me feel very special. It was a good experience all around. She loved it and for the three months that we dated I fucked her in the ass about every other time we made love.
That was actually a long time ago. I've had lots of girlfriends since then but I haven't dated any that loved it in the ass as much as Ariel. I learned to curb my desires and settled for vanilla sex until about a month ago when I discovered an Internet dating service.
I realized that I could find babes that were into anal sex and my life hasn't been the same. It's how I found Caroline and she's more than I ever dreamed of. On top of having an incredible body she's so into anal she begs me for it and I can fuck her ass as hard as I want. It's like she has two pussies. The only downside is that she's married, but I'm still only 22. I'm not looking for a wife, fucking around is just fine by me.
We have a routine going that works perfect. I go to college and I have a spare early in the afternoon three times a week. It never fails. Every spare I'm over at her house having amazing sex in her bedroom or out by her pool. We're the same age and her husband is in his early forties, I think to her he's a sugar daddy. I know one thing's for sure, he's not fucking her very often because she's always up for sex, and every time we do it we get kinkier and kinkier.
She was a little shy at first online, especially getting her to talk about anal sex, but once she came around it was like we'd been lovers for years. She's introduced me to her collection of love toys and I've helped her use at least two dozen already. I think I've done enough experimenting now to know that I like sex without toys the best, but I'm not about to make a big fuss over shoving a vibrator in her ass while I fuck her pussy (or vice versa). I'm just happy to be with her for a wild ride.
Once I got the chance to fuck a chick like Caroline I broke up with my current girlfriend. She was squeamish about anything going near her ass and it seemed unattractive. Dumping my steady girlfriend created a bit of a problem, getting laid three times a week isn't enough. It's a good thing a one night stand is easier to find online than a girlfriend. I'm not sure if anyone would believe me if I told you about some of the wildest times I've had with women who only wanted one night stands, but I'll save those stories for another time.
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