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I Cross Dressed For An Older Man

Personal Stories, Advice, and Support 15 People

    Dressing Up Like A **** For An Older Man

      When I was younger and living at home I used to look through my parent drawers sometimes to see if I could find anything interesting. Once while I was doing this I found some of my mom's lingerie and became curious about how it would feel to wear it. I tried it on and...
    curtainrod curtainrod
    26-30, M
    May 17, 2010

    The Real Estate Agent

    I was home alone in women's clothes when the doorbell rang. I answered it and it was a real estate agent that wanted to give me a valuation on the house. I invited him in and he looked me up and down and grinned and said do you dress like that all the time at home. I said yes sir...
    cathycd1 cathycd1
    36-40, M
    1 Response Jul 17, 2011
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