SissyJulie's blog post - The story of how I became bi and a crossdresser.

When I was in the 7th grade (I can't remember how old I was) me and a friend of mine, David would watch HBO softcore, you know, and we would jerkoff. My bed was right in front of the tv so we would just lay on the bed and jerk. We eventually started jerking each other off. One day we were looking for porn under my parents bed and found a good sized tub of my mom's lingiere. Cut to the chase, we started playing dress up. We sucked each other a couple of times and tried to have sex, but it hurt to bad (no lube). That was my only male sexual experience until October of 05 when my myspace profile was up. A guy messaged me, we talked he is a professional masseuse, my parents were out of town. I painted my toes and shaved my legs, dick, and butt. He came over and gave me a really good massage. When he was massaging my legs while I was on my tummy, he would do this thing where he would massage from my feet to my ass, his hands would then spread open my ass and he would slighty pull too so I was really spread. I knew he was doing it just to see my hole. It made me so hot. Then, when I was on my back and he was down around my crotch, he began to lightly run his finger over my butthole. At first he acted like his fingers just brushed over it when his hands moved back and forth. I would move my hips up and moan to let him know that I liked it. After a bit of teasing me, he started pushing his middle finger in as far as it could go. In and out, in and out. Of course I got rock hard. He lightly grabed it and started jerking me off. I quickly came all over my tummy. We then moved to my room where we looked at some porn on my puter. We shot the shit and the porn started to take effect. He put his hand in my sleep pants and began pulling on me again. This time he leaned over and sucked me till I was fully hard again. He had me take off my pants and scooch down in the chair so my ass was just about hanging off. He started sucking me and fingering me again. Every once and awhile he would eat my ass a little. I sucked him some, but his cock wasnt very nice so i didnt enjoy it. He wanted to fuck me, but I just wasn't ready. Don't get me wrong, I own a 7 in. dildo and I love having it inside me. You can see in the pictures, so it's not like I couldn't have taken him. I just didn't want him to take my ass cherry.

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