I remember that my ventures into anal play started fairly early on in my sexual awakening. Around age 13 or so I remember being in the shower and sticking some things up my butt. It felt really wild!

For many years I fought myself over it being "wrong" or "bad" but I couldn't help myself, I felt deeply compelled to explore it. Today I am significantly more at peace over the whole thing... as might be evident from the fact I have posted my experiences for the whole world to see. :)   

I think the first thing I ever stuck up my butt was a rectal thermometer. Which is logical because it was something that Mom had done several times before when I had been ill (before oral thermometers?) But then I dropped it in the tub and broke it... that was the end of that one.

I remember being 18, and my first experience playing around with my (first) girlfriend. Ok, actually, she was playing around with me. She was tickling me in her bed and I had rolled onto my tummy to hide my hard-on. She had managed to get her hands inside my sweat pants and touching my butt cheeks. In seconds I ejaculated in my pants. I was SOOO embarrassed! Butt play has always been very erotic to me.

The farthest we ever got was mutual masturbation. We broke up 3 months later and I had no sexual contact until 3 years later, when I had my first experience with a guy.

I wanted to be fucked really bad. Here I was almost 22, still a "virgin!" We talked quite a bit before doing anything. Most of it was me asking questions, "What is it like?" "How do you do it." etc. He was much more experienced than I. But by time we got together to have sex, I had all my questions answered. Something I was (and am) extremely grateful for!

I had my first 'taste" of oral sex... I was not amused. How am I supposed to breath!? This would take some adjusting to. We swapped and he got me off orally. It was ok... but I wanted to be fucked!

Next he penetrated me. He was very careful and very slow. I was laying on my tummy, and he lay on top of me. WOW! This felt GREAT! Absolutely incredible! Magnificent! Oh my God! What a wonderful feeling!

He was worried it was taking too long and would hurt me... but I was simply enjoying it! I didn't want it to end! After quite some time, he orgasmed and collapsed on top of me. Wow. It was beautiful!

After a bit we took turns and I penetrated him. It was neat... but nowhere near as good as having him inside of me.

This was then the last experience I would have with being penetrated for over 10 years. Needles to say, you can imagine I yearned for it. The most amazing experience I had ever had, and then no activity.

But after this experience I did focus more on exploring with dildos. My first dildo was a stick sanded smooth and varnished. It wasn't great, but it was a start. It took many years before I worked up the courage to actually buy a real dildo via mail order (it was SO worth it!)

I bought a small anal exploration kit that had 3 increasing sized butt plugs and a vibrating dildo. WOW! This became a regular part of my masturbation. It took things to a whole new level of intensity! Orgasms were really powerful!

Years later I got married and kinda put my anal exploration on the back burner, exploring other things. But after my marriage ended (I think it was the day after she left :) I began exploring with renewed vigor! It was really then that I let go of a lot of my fears around anal play and could enjoy it more completely.

Today, anal sex and personal anal exploration are a part of my regular activities. Being penetrated (being a "bottom", "receiving," "being entered,") is still my favorite part of sexual play. After quite a bit of attention to my letting go of the hangups I had about anal play (dirty, messy, bad, evil...) it is now a very free, healthy and enjoyable part of my life.

My goal in these pages is to share my experiences so that you may find the same anal enjoyment that I do.