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I Was Caught Wearing A Bra

Personal Stories, Advice, and Support 183 People

    The Next Time

    My son 40 years old was doing some remodeling in our house. My wife was away on vacation. Iwas sitting in front of my laptop just surfing. I had the door to our bedroom closed but not locked. All of the sudden the door pops open and in comes my son. I am sitting here in...
    gneena gneena
    70+, F
    3 Responses Apr 15, 2010


    I was in a Lane Bryant store close to my house. I had on a lacy 44 D bra. I was looking to see if there were any that I did not have or want. When I am shopping I am like a hubcap. I go everywhere but see nothing. So I finished ad I had not chosen anything. I was about to leave...
    gneena gneena
    70+, F
    2 Responses Nov 24, 2009

    Almost Caught Wearing Breast Pumps In Public

    Today, I was almost caught in the street wearing breast pumps under a bra! This must rate as one of the kinkier cross-dressing stories, but here it is. I love to wear a bra, but even more, I love to have my nipples sucked. To encourage “sissy suckers” and make myself bigger...
    vastsea vastsea
    36-40, T
    2 Responses May 12, 2013

    Andy Caught Wearing A Bra

    Hi my name is andy s. I have been a cross dresser since I was 6. I hid this passion for womens clothes till I was caught wearing a bra by a girl.who had a crush on me in high school. Her name was Melissa , and she taunted me for years till I had a nervous breakdown . Melissa w...
    Seggie18 Seggie18
    Jun 9, 2012

    I Was Caught At Work Wearing A Bra

    I wear a bra, panties and tights under my suit everyday for the past 5 years maybe longer. I was working on a big project at work and have been working closely with a female co worker for about 2 months now. We were good friends and started work at this company the same day...
    Keliegh Keliegh
    41-45, M
    2 Responses Oct 8, 2012

    I Have Worn Some Pretty Bras To Work, Previously Un-noticed.

    I have worn some pretty bras to work for the past ten years. Of course no one else ever noticed (well except for one middle aged woman about eight years ago, but that is another fun story). Well about three weeks ago I was working late in our construction trailer and was...
    dustywhitney dustywhitney
    51-55, T
    3 Responses Nov 24, 2012

    Seen Wearing A Bra And Using Two Breast Pumps

    I have slowly been getting into cross-dressing, and until I found this site I thought it was actually quite daring merely to wear a bra and stockings in bed. Now, I don't just like to wear bras, I want to fill them with my own boobs and to be seen with the results in public. And...
    vastsea vastsea
    36-40, T
    Apr 19, 2013
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