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My Story Of Crossdressing

This my story of crossdressing the first time was I was about 8 years old. The girl across the street and I use to play show me yours I’ll show you mine, touch mine, and I’ll touch yours.

One summer day she had pool that we were swimming in. We went into her basement to do it. I took off my trunks she took off hers. So, I put on hers and she put on mine. When I pulled, the shoulder straps up my nuts went up into my body my dick pressed to my belly. I touched me down there, there was nothing to feel just like when I was touching her down there. Man it felt so good. The next time I put on woman’s underwear it was my mom’s. I put on her panty gridle and long-lined bra. That went on for a couple of years. Then, when I got my first job, I started buying panties and bras. I would ware panties to work. Then I found out about douche.

I started douching my ass out ounce a week. Then I tried maxi pads, the next was tampons up my ass. I used to put a tampon in me and put on panties, then put on a maxi pad and go to the mall. Then I started wearing pantyhose. One time I got some coke. I found my aunties 1 peace bathing suit. I was 30 years old. When I started doing coke, I use to get pure rock. I would crush it up there would be small rocks and bigger rocks. The small rocks were cock rocks, the bigger rocks were ass rocks. With the small rocks, I would put in my dick the big rock, I would out up my ass I would have a tampon in my record for tampons in me is 10 Whole have a bra on I would put clamps on my nipples and ball sack with tampon up my bum I’ve put a lot things up my ass all toys never a dick has been in me. I’m not gay. I’m put beer bottles up my bum I’ve fingered my bum, my ex put her finger in my bum. After we broke up my finger went up my bum. One year living as woman. I would tampon my ass. With a tampon up MY ass I will jack off.

 

6 Comments


  1. im a man a love to crossdresser i use tampons and i douch,i love to use coke and drink when i crossdresser

  2. Coke, crossdressing, putting on make-up, doing my nails, hair, and having sex with Black Men. There’s no better feeling than that.

  3. I have been wearing tampons and pads for years. Almost every day. I switch back and forth between the Tampax super and the Ulta. I change about every six hours or so. Need to keep a clean one inside me. Of course, I have a pad on at the same time. Love the Always long maxi. Try some fake blood inside. It’s so hot to pull a soaked tampon out and see a little spotting on my pad from leakage. It all just feels so feminine. Love feeling like a woman.

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