I Almost Caught In A Dress

Personal Stories, Advice, and Support 239 People

    A few days ago I decided to go out

    and do some shopping for a new pair of boots. It is getting close to winter, and I need a new pair of black ones. As a cross dresser I always try to go out in an outfit that is appropriate for the place I am heading to. in this case it was the local mall and several...
    RandiHill RandiHill
    51-55, M
    2 Responses Oct 30, 2014

    Today I was out shopping

    and I had went to Victoria secrets and was trying on somethings next thing I know I see one of my old teachers from my high school and he winked and blew kisses at me
    thickpantieboi4 thickpantieboi4
    26-30, M
    1 Response Jan 30, 2015

    Caught In A Dress

    I love to crossdress and wear a dress. Last month I dressed and was driving to the consignment shop to do some shopping.  I didn't have anything in particular I was looking for but have found panty girdles, half slips, dresses, shoes and jewerly there. This visit I did not...
    jml2000 jml2000
    61-65, M
    Jan 5, 2013

    A few days ago I decided to go out

    and do some shopping for a new pair of boots. It is getting close to winter, and I need a new pair of black ones. As a cross dresser I always try to go out in an outfit that is appropriate for the place I am heading to. in this case it was the local mall and several...
    RandiHill RandiHill
    51-55, M
    1 Response Oct 30, 2014

    3 Girls, 2 Friends, 1 Close Call

    I moved into my new house and my sister found some new friends. After moving boxes my sister decided to have a slumber party. I was not told since she was outside. I loved to cross dress at the time and had to wait until everyone was gone to dress. I had ran into my room and...
    LetsMine LetsMine
    26-30, T
    1 Response Nov 24, 2013
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