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I Was Caught Wearing Girls Clothes

Personal Stories, Advice, and Support 1,596 People

    Caught Wearing Thong - I've been wearing womens underwear for about 7 years and I'm straight, I just think their comfyer than boxers One my best friends of my best friends knew I...
    Luisgarcia10 Luisgarcia10 18-21, M Jul 16, 2012

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    Caught By Mom - One day when everyone was gone I went into my moms room and put on her bra and thong. Then I went into my sisters room and put on her yoga pants. Right when I was...
    ffzby13 ffzby13 18-21, M 6 Responses Oct 20, 2012

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    Almost! - I was alone at home dressing up, when i was putting up my make-up.. i heared the door bell ring, and knocking on the window next to my door, i checked really quick, it...
    GirlyBoyy GirlyBoyy 18-21, F Nov 24, 2012

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    Panties = Penis - It all started at school I was wearing panties and little did I know we were going swimming today and I had to change with another boy, when we got there we were...
    jamiecarter jamiecarter 18-21 Sep 23, 2012

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    Caught.. - I remeber i was 12 years old and had put on the tights of my momwhen she wasnt home, so i felt so great that i went to her closet again and put on a mini skirt and a bra...
    GirlyBoyy GirlyBoyy 18-21, F 3 Responses Nov 23, 2012

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    Birthday Supprise - It was my birthday and i only had to work half a day. my wife new that i would be be home around noon. when i got home my wife met me at the door and told me to...
    DeeDee1966 DeeDee1966 41-45, T 22 Responses Nov 14, 2009

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    Caught By My Neighbor Part 2 - She then walked up behind me and reached around the front of the dress and grabbed the bulge that my **** was making in the front my dress and said...
    allwrappedupinit allwrappedupinit 51-55, M 17 Responses May 2, 2011

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    Holiday Dressing - I was caught by my next door neighbor while putting on my stepmoms wedding dress. I was 14 and spending the summer with my dad and step mom when...
    MarciasX MarciasX 36-40 9 Responses Jul 5, 2009

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    Everyday - Well, I could be caught every day, if the guys in the gym locker room were paying attention that is. I am a confirmed panty wearer. I prefer Vanity Fair Body Caress...
    TBurke99 TBurke99 51-55, M 2 Responses Jun 12, 2012

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    Mom Caught Me In Her Bra And Panties - When I was about 7 years old, I became fascinated by my mom’s sexy underwear. While she was doing chores or getting ready to go out or to...
    barbarascampbell barbarascampbell 41-45, T 8 Responses Jun 11, 2011

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    Oops!!! They Lurk In Dark Corners.... - So, I was out of town for work last night. Had a late dinner with a customer and did not get into my hotel till about 10PM.   I did not...
    alexhawke alexhawke 36-40, M 1 Response Jun 6, 2013

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    Sisters Catches Me Dressed - I have been secretly wearing my sister 's clothes since my early teens, and have always had the thought of what a thrill it would be to get caught...
    20nik 20nik 18-21, M 37 Responses May 9, 2012

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    First Few Times - 1st time caught , I wasn't dressed. My parents found my stash hidden in my closet. After they blew up, they took everything and locked it in their closet till I...
    ve5wil ve5wil 36-40, M 1 Response Oct 9, 2013

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    Caught In Terror - I will start out telling that this is a true story, happened yesterday morning. It was about 9am and I was still in my sleepwear lounging around without a care...
    squeekers2 squeekers2 56-60, M Apr 30, 2013

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    Mom Figured It Out - I was10 years old and I was a shy kid did'nt have many friends so me and my mom spent alot of time together.My dad was always out of town working and my...
    AL38DD AL38DD 31-35, M 5 Responses Feb 24, 2012

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    Caught By Sister - Today i was wearing red riding hood costume and having fun. So when my sister came home i was in her room. So i hid in her closet. So she was in the living room...
    GirlTillTheEnd GirlTillTheEnd 16-17, T 2 Responses Oct 16, 2013

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    High Heels and Hot Pants - It happened when I was still living at my parents. They went away for the weekend so I dressed myself up. on the saturday morning I came down stairs...
    Heellover Heellover 36-40, M 9 Responses Aug 3, 2009

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    Walmart. - My wife and I just returned from Walmart where the sales girl noticed my pantyhose, thong and then my bra. My wife was in the grocery department, while I was shopping...
    sherrynpantyhose2k4 sherrynpantyhose2k4 51-55, T 32 Responses Aug 10, 2011

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    Caught And Excited Continued From Caught And Excited - When I finally came into contact with my crush at school she acted as is nothing had happened, But just as I was deciding how...
    MAXINE1313 MAXINE1313 18-21, M 4 Responses Apr 18, 2013

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    Caught And Blackmailed ,Yes And No - Since Karen discovered my cross dressing secret things have progressed- At one point she had me dress up for her and we did my makeup...
    MAXINE1313 MAXINE1313 18-21, M 3 Responses May 9, 2013

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    I Caught Wearing Girls Clothes. - When i was a boy 10 years old i started wearing girls clothes then in my bedroom my brother seen my in a dress, wig, patyhose, and high heels i...
    Princess1137 Princess1137 61-65 1 Response Jan 18, 2013

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    Cristina's Sissy-***** - My step sisster had tons of clothes laying around her room, and me I just loving stealing some and sleeping in them. I love wearing her tight panties all...
    girlydimpale girlydimpale 18-21, M 12 Responses Aug 18, 2012

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    Oops Payback - I was about 6 or 7 when my mom saw me putting on peds (nylon socks) and said I looked cute. So I didn't think any thing about it until my dad saw me in them. Then...
    boomer58 boomer58 46-50 5 Responses Jan 20, 2013

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    Caught In The Woods - I was caught when I was out in the woods by my house when I was 15. I went back there wearing a pair of pantyhose under a pair of tight silky pink running...
    der12333 der12333 36-40, M 25 Responses Aug 6, 2010

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    Caught By Czn And Pay F0r It !! - when i was 13 i was n0t get permission from my mother to crossdress fully i used t0 dress secretly.. one day my mother and sisters were not at...
    lesban lesban 18-21, M 3 Responses Oct 2, 2012

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    The Land Lady And Me - I was in my 20’s and living with an older woman as a lodger. She was a nurse with a two bedroom flat and I had the tiny “box” room. When...
    SusanMarina SusanMarina 26-30 12 Responses Feb 13, 2010

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    By My Friends Wife - She always suspected that i fancied her husband and that he was bi as well but nothing prepared her for this. We had been seeing each other for a while...
    vicky71x vicky71x 36-40, T 8 Responses Sep 29, 2009

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    Caught By My Neighbor Part 1 - Before I left my Moms house to live on my own I used to watch our neighbors house for them when they went away on vacation. My Mom would send me over...
    allwrappedupinit allwrappedupinit 51-55, M 11 Responses May 2, 2011

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    Caught Again - It was a nice pleasant evening so I went up the hill in my car and as it was quite dark I picked up Ken and we went for a drive up the hill.I was just wearing...
    lucy1000 lucy1000 56-60, M 12 Responses Oct 30, 2012

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    Caught In the Countryside - It was a sunny day and I wanted to go for a walk outdoors dressed but because i was still quite nervous about being caught I thought I would take a...
    deleted deleted 26-30 7 Responses Jun 28, 2009

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    Laid By The Carpet layers - I have just moved into a new house and things are pretty chaotic at the moment with boxes everywhere as we wait for various tradesmen to deliver and/or...
    fardon fardon 46-50 1 Response Jul 19, 2012

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    My Two Step Sisters. - They love dressing me up and playing with me, their both really sexy. The only time I get to see them naked is when their wearing stapons ready to play with...
    girlydimpale girlydimpale 18-21, M 5 Responses Sep 30, 2012

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    Caught Wearing Stockings And A Skirt - I used to go to my best friends house and always wore my stockings we were sat in his lounge drinking and after a while I had to go to the...
    lucy1000 lucy1000 56-60, M 3 Responses Sep 11, 2012

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    Caught Wearing Pantyhose -      It was the Friday before Valentines Day, I stopped in Kohl's and decided to buy a new slip and heels.  Actually the ones Im wearing in my...
    luvpantyhoseNJ luvpantyhoseNJ 41-45, M 17 Responses Feb 24, 2010

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    Caught Wearing Girl'S Clothes - I was dressed in girls clothes and went shopping at J C Penneys. I don't pass but I was having too much fun. I walked by the intimate apparel...
    jml2000 jml2000 56-60, M 6 Responses May 16, 2013

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    She Finally Caught Me. - During this time was when I was getting alot of my cding done.  As my mom was spending alot of time with her new boyfriend.  So I got alot of...
    pantyhoseslut pantyhoseslut 22-25, M 48 Responses Nov 29, 2009

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    Caught And Excited - I have a big crush on a girl in my school, she's not like any other girl, She always is dressed pretty, as a girl should be, Recently , she can to school...
    MAXINE1313 MAXINE1313 18-21, M 7 Responses Apr 6, 2013

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    I Let Aunt Patty Know - I was 13 and my mom got a job working 3rd shift on the weekends. I was not happy about it because I knew I could'nt dress up and spend time with my mom...
    AL38DD AL38DD 31-35, M 2 Responses Mar 2, 2012

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    First Time Caught - I started wearing panties at a very young age, my mother neither approved or disapproved, however panties always seemed to find their way into my drawers. ...
    billiepa billiepa 51-55, M 16 Responses Jun 20, 2010

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    Asked To Baby Sit For Neighbour - I was 17 and my neighbour wanted to go out with the girls. She was a single mum of one so I said I would do it for her. My neighbour was really...
    Reddevils56 Reddevils56 31-35, M 2 Responses Jun 12, 2012

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    Petticoated Paradise Lost - After all the close calls growing up, wearing a half slip in bed and mom wanting to pull the covers down, and so forth, I finally was caught. And it...
    Kim1girl Kim1girl 56-60, T 22 Responses Mar 10, 2013

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    Caught Wearing Moms Swimsuit - When I was about 14 my dad caught me wearing my moms 2 peice swimsuit. He asked me why I had her swimsuit on and I told him I just wanted to see how...
    steffiecd steffiecd 51-55, T 9 Responses Apr 17, 2012

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    Uh Oh - One day when I was 16 my parents left home to go drop my sister off at college in Georgia. I saw this as the perfect opportunity to crossdress since the baby sitter only...
    Loverb0y Loverb0y 22-25, M Nov 20, 2012

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    Nails - I wasnt caught wear clothes but one day wen i was younger, I was just painting my nail. I really love to paint my toes mostly because only I can have them painted in public...
    Dyboy44 Dyboy44 26-30, M Sep 11, 2013

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    My Cousins Outfits - ever since i can remember i've always liked to wear girls clothes. one day when i was 15, i was at my aunts house to help do some chores and the family left to...
    valtv valtv 22-25, T 5 Responses May 21, 2009

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    My Sisters School Uniform -  i was about 9 and i thought my sisters uniform was the hottest thing i had ever seen i had been borrowing her panties from time to time but i...
    jarviscooper jarviscooper 36-40, M 23 Responses May 9, 2009

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    Caught, But Not Caught - My wife was at her parents last week, so I went for it big style. I thought I had cleared up all evidence but she found a thong in the bed sheets and a...
    Heellover Heellover 36-40, M 3 Responses Aug 6, 2012

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    Caught - i was in Junior high school (13 years old) and was home after school alone. It was a spring day, so i ******** down and was running around the house naked with a huge...
    Slimbidude Slimbidude 46-50, M 4 Responses Apr 22, 2013

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    Caight By Grandma - One day i was at my grandmas house and i was wearing my sisters panties and i was helping around her house. So when i was moving boxes i bent over and my...
    GirlTillTheEnd GirlTillTheEnd 16-17, T Sep 14, 2013

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    Caught By My Friends Sister And Her Friends - I started crossdressing when i was little and loved it from the start. The rush of the frilly dresses and makeup and everything just...
    girlyboy9710 girlyboy9710 18-21, M 19 Responses Jun 6, 2012

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    Caught By Mom's Friends - This is a hard story to tell never shared it with anyone!! I was about 13yrs old. My mom had a couple of her friends over. I went to my room to "play...
    christypvcsissy christypvcsissy 36-40, T 12 Responses