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Teagan Presley: Photo spread and interview with one of Digital Playground's hottest starlets. More»
5-27-2003


Butthole Virgin

The first time I had anal sex I wasn't expecting it. In fact, I had never really been too interested in it. It seemed a bit gross. But I had a new girlfriend who was really sexy and very sexually experienced. We were having sex, she was on top of me, fucking me, when all of a sudden she pulled me out of her pussy and put me into her ass. I was shocked. It felt great. I'm still with her and she's still the best partner I've ever had.

Tom G., LA, CA


Beans, Beans, the Magical Fruit

I'm a guy who normally loves anal sex. The funny thing is, my latest boyfriend was technically an anal virgin. It took a pretty long time before he let me convince him to try it. We got him used to the feeling by starting out with my pinky in his asshole the first time, my middle finger the next, then two fingers and so on. So our first time together "making love" was going to be a pretty big deal. We went to a nice Mexican restaurant and split a pitcher of margaritas. There was soft music, poetry and later on a moonlit stroll on the beach. So when we finally got back home, we were ready. There was kissing, hugging, playing and then, well, you know. I entered him carefully and took my time. Pretty soon, he was moaning and sweating, I knew he was totally into it. I pulled out and there it was. A bean on the tip of my cock. A bean! What kind of bean was it? Fava? Lima? I wasn't sure at first but then it hit me, of course, a pinto bean. I couldn't help but laugh. My boyfriend didn't find it as funny though, he was totally embarrassed. He refuses to have anal sex ever again, so I feel like a jackass for having been so insensitive. But come on! It was funny.

Louis D., SF, CA


Surprise, surprise

I really wanted to try anal sex but I was too afraid to talk to my new girlfriend about it. What if she thought it was gross and turned her off to me completely? But it was a fantasy I'd had for such a long time. I'd watched it in porn over and over again, those are still my favorite scenes. I was obsessed with it. So one night in the middle of sex, I flipped her over and just started gently teasing her asshole with my pinky finger. She moaned, so I pushed it in and out a bit. She kept breathing hard and making noise like she liked it, so I began to tease her asshole with the tip of my dick. All of a sudden, she reaches back, grabs my hips and just pulls me into her ass! She goes, "Stop teasing me and just fuck me up the ass!" I couldn't believe it. But it felt as good as I had always imagined, nice and tight. So afterwards she tells me she likes anal sex more than regular sex, it's like her favorite thing. I felt stupid for just not having asked her in the first place.

Rusty B. DT, MG

Doing the Butt Top of the Guide

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