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I Tricked Into Crossdressing By A Friend

Personal Stories, Advice, and Support 61 People

    Mom Made Me Do It

    When is was in Jr high I was home sick 1 daymom was at her coffee group i seen a pair of her stockings lying out tried them on and she came home so punishment was to wear garter belt bra panties stockings 24/7.for 2 months even out to dinner and to all my school classes including...
    saberina58 saberina58
    56-60, M
    Dec 31, 2012

    The Party

    It wasn't the usual Halloween party that I was dressed for but a simple masquerade party .. or so I was told. Apparently my love in GF Margy made a bet with four other women that they could make their men dress in female finery for the party. I have no idea what the stakes were...
    amandatrane amandatrane
    56-60
    Feb 14, 2012

    A TV friend of mine called

    and invited me to a lunch and coffee meeting (S)he was planning at a local restaurant. Of course I thought she meant we'd all be dressed! I was the only one she didn't tell not to dress as she was curious about whether I would or not. LOL so there I was the only obvious gurl in...
    amandatrane1 amandatrane1
    51-55, T
    Dec 25, 2015
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