Early Humping

Posted by: Author: Age: 58 Posted on: 0 comments
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I have contributed stories before about masturbating and dressing in womens clothing. Recent stories about humping brought back this memory.

 

When I was a young teen, my mother ran a shop that bought and sold used clothing. Naturally, we all moaned and groaned when it was time to help at the store, but I secretly loved the chance to find some item of female clothing I might like to try on.



I had been cross-dressing since I was younger, upon reaching puberty, discovered that it was a sexual turn-on for me. Just the thought of trying on a cute skirt or dress was enough to make me hard and horny. I found many opportunities over the years to dress in many different things while I still lived at home.



From early on, I discovered the joy of humping. My earliest masturbation experiences centered around humping and I continued to use it as my favorite technique into college. When I could, however, the best humping was when I could wear a skirt or dress.



I loved nicer skirts such as tweeds or nubby fabrics that were lined in a smooth, slippery, silky material. I would wear silky panties and, usually, a nylon half slip. These things I would have stolen from a box of donated clothing or even from my mom's dresser or closet. I hid them behind my bed and would wait until everybody was asleep at home before retrieving my treasures.



I loved pulling on the slip first to enjoy the cool silky feeling of the material on my hard cock. That was just heavenly! Next, I would pull the skirt up and reach under it to smooth the slip. Just feeling how they slid together over my hard cock was truly divine!. Finally, pulling my panties up my legs and up my skirt completed it for me.



I would lie down on my bed and begin to hump the mattress through the material. Sometimes I would lie on a pillow to give me something to hump against. At times, I would put a second half slip on the pillow to add to the fun! It was so slippery and silky that it took a while to build up enough friction to make me have a wonderful orgasm. I would edge for as long as I could before I finally began to shoot my hot load onto the sheet or onto something else that I had brought in for the purpose.



Sometimes I would make a great mess in the clothing that I had purloined and sometimes I could avoid 'messing the dress'. Either way, it was amazingly satisfying and the guilt was delicious!



I am sitting at my desk sharing this memory dressed in a cute skirt and top, bra, panties, garterbelt and stockings. Naturally, I have a silky half slip under my skirt as well. My cock seems to enjoy the pretty lingerie as much today as it did when I was 13.



I have a large collection of womens clothing now and enjoy it frequently. I would love to read stories by other crossdressing masturbators here on ST. I know that there are many who share my passion for feminine clothes!

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