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I Was Caught Having Sex While Crossdressed

Personal Stories, Advice, and Support 17 People

    I was seven months pregnant with my first child. My husband and I had driven up the coast and attended church and then had a nice, romantic dinner overlooking the beach. On the...
    lostworlds lostworlds 46-50, F 2 Responses Apr 6

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    My wife and i thought we had the house to ourselves for the evening. Right in the middle of having sex my stepson walked in the house and saw us.
    celticwolfMRD celticwolfMRD 41-45, M a week ago

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    Haha I do remember once walking in on my mum and dad having sex when I was around 20. Wasn't expecting the kitchen table to be used in that way but never mind.
    SalinNY SalinNY 46-50, F 4 Responses 3 days ago

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    I dont know why i guess i was embarressed here i was 18 all my friends are having sex, talking about their first times. So when it came my turn i just made it up a story about me...
    smores19 smores19 18-21, F Mar 24

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    I remember once when me and my ex-husband were making love on the sofa as we thought we had the night too our selfs. All I remember was my daughter and her boyfriend at the time...
    SalinNY SalinNY 46-50, F 6 Responses 5 days ago

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    A night out as Rhonda had me visiting a local establishment where a band was playing that I follow. I was a friend, and she is very acceptable of my crossdressing. I was...
    SweetRhonda SweetRhonda 51-55, T 4 Responses Apr 8

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    Hi, i would like to find a couple who is interested in helping me convince my wife to join in on couples play and swinging. I know that she would enjoy it, and has an extremely...
    Eha8584 Eha8584 26-30, M 4 Responses Mar 24

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    The uncertainty is exciting. I will go for drives in a skirt nylons shoes and a blouse with no make up or wig. Then I will go into stores like corner store or a coffee shop or the...
    Brandie1960 Brandie1960 41-45, M 3 Responses Apr 9

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    I got caught wearing my Mum's panties when I was 14, I was wearing a pair of her silky purple briefs. I used to wear them so much and then put them back. I was walking around the...
    LucyTG LucyTG 26-30, T 4 Responses Mar 19

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    I think every chick likes to be with other girls now and then, especially when you're going through an oral sex drought with the boyfriend. I cheated last weekend after some beers...
    Purplesloths Purplesloths 18-21, F 4 Responses Mar 25

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    Sex would be great right about now. Who lives in Maryland on here?
    VGod888 VGod888 18-21, M Mar 18

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    I am looking for girls to have sex with and it's terrible bc 1 I can't find a girl 2 I live in Cranston and 3 idk I'm at the right place lol
    DaveP13 DaveP13 18-21, M Mar 24

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    Tonight I got caught by my girlfriends best friend, do to panty lines. Who would of guess that is a dead give away
    tellmesomething1 tellmesomething1 22-25, M 2 Responses Mar 25

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    I do,I just like being with both.I like having the difference of the 2.
    sexyheatherb sexyheatherb 31-35, F 4 Responses 3 days ago

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    I got caught by my ex wearing hers she made me take pics and videos and then she made me get diapers and a pink bow for my head
    Subsissy42 Subsissy42 41-45, M 1 day ago

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    I probably shouldn't be admitting this, but I need to express it. So mostly everyone that knows me on here knows that I cheated on my fiancé and I've been pretty torn up about...
    rajasaeed rajasaeed 26-30, F 9 Responses Mar 23

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    I got to see this when I was in my teens babysitting for my sister. I woke up middle of the night and went downstairs for a drink as I got near the living room I could hear noise...
    Mchard55 Mchard55 51-55, M 1 Response Mar 24

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    I haven't been intimate with anyone for a year perhaps more. I can't so this single ****. I should've been smarter when I was young. What does an atheist scream when they ******?
    AnonymousPet AnonymousPet 31-35, M Mar 25

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    I love to ********** while driving
    rob77242 rob77242 46-50, M Mar 25

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    This happened when I was 15. I'd finished rugby training (night training after school) and went into the shower room for a shower. To set the scene, it was a communal shower with...
    Zacey Zacey 31-35, M 1 Response Mar 22

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    I was at a party and a group of us were playing kings cup, one of the cards was a dare card. Soon enough I got the dare card and my friend got to dare me. She dared me so I had to...
    Markhill111 Markhill111 22-25, M Mar 25

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    today I went to my friend's house we went outside and did random thing but I fell in a lot of mud so I went inside to take a shower I didn't know anyone else was home so I didn't...
    deleted deleted 26-30 4 Responses Mar 26

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    since i was 12 i liked wearing high heels because they make me feel as a girl but once i was in my bathroom and my mom was doing something in my room but i didnt notice and she...
    Girlyprincess1401 Girlyprincess1401 18-21, M 1 Response Mar 30

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    I was 13 and spending a couple of weeks with my grandma and aunt's house for during the summer. they had gone to the store and left me to watch TV. I decided to explore my aunts...
    sissyroni sissyroni 51-55, M 1 Response a week ago

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    one time I was laying on my bed listening to music and I was just wearing a tshirt and one of my vstrings and apparently my boyfriend came over and my mom just told him I was in my...
    annabanana95 annabanana95 18-21, F 1 Response 10 hrs ago

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    This morning !! the bin man got an eyeful LOL
    kirstyisback kirstyisback 36-40, F 4 hrs ago

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    I hear her and her bf doing it a lot
    tonya13 tonya13 13-15, F 1 Response Mar 19

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    Yes, I like all race and gender.
    uzuri84 uzuri84 26-30, F Mar 22

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    i know its weird but it turns me on to no end
    Hemanwar Hemanwar 18-21, M 2 Responses Mar 23

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    I love the sounds of wet coochie and a female moaning. Makes me wet makes me want to *******
    Luvumolder Luvumolder 36-40, F 6 Responses Mar 28

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    with my sheep. lol making him tickle me aggressively first.
    KortneeAnne KortneeAnne 22-25, F 2 Responses Mar 29

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    Amateur **** is my favourite to play too
    36EGirl 36EGirl 31-35, F 15 Responses Apr 2

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    Show me what you have guys/girls you never know I may just send something back... ;)
    littlebears littlebears 22-25, F 2 Responses Apr 3

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    I can't stop thinking about a erotic encounter with another woman I am In a relationship with a man right now but I have these fantasies about women.
    Jenniferparis Jenniferparis 26-30, F 3 Responses Apr 5

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    Look at mycrox-d.com Lingerie for crossdresser
    fercrox fercrox 46-50, M Apr 6

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    But the number of sick, disgusting, perverted pictures has made me think otherwise.
    gogogirl7 gogogirl7 36-40, F 15 Responses Mar 21

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    Psychology Today has a couple of recent articles regarding "Does Sexless marriage justify adultery". The articles are reasonable and informed and the comments worthwhile. They...
    hl42 hl42 51-55, M 2 Responses 2 hrs ago

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    Make that, that I used to live in a marriage that was becoming a sexless marriage. Today would have been our second anniversary. The story is complicated, but to make it short, she...
    soundtrackforantarctica soundtrackforantarctica 26-30, M 8 Responses Mar 25

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    Thought this was worth a read. Not applicable to all but still interesting. A lack of sexual interest in women is a big topic Fotolia_49866286_XS Peter and Andrea are teachers...
    HusbandOfOne HusbandOfOne 41-45, M 13 Responses Apr 10

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    So i talked to my Husbands father after my mom insisted plus she and him are really good friends and apparently my mom had told him everything already and he wanted to talk to me...
    amantgenereux amantgenereux 26-30, F 7 Responses Mar 22

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    Normal.... There are many stories on here about after leaving marriages and having normal relationships. Well I haven't left my marriage yet. I have talked to a lawyer and...
    jencpa jencpa 31-35, F 12 Responses 6 days ago

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    How people get into sexless marriages A friend of mine who is in her late forties is being chased by a widower in his late fifties who wants to marry her. He seems to be very...
    Mettamomma Mettamomma 61-65, F 17 Responses Mar 18

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    well,,i dream of having sex,,but I also dream of ************ more it seems,,most of my dreams are me getting caught with my pants down playing with myself,,then I wake up hard and...
    hornykc1 hornykc1 36-40, M 1 Response Mar 18

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    I realized today, I messed up. Now let me finish and explain how. In the last 4 years, 1 month and 25 days since I got married, I slowly allowed myself to stop living my life. At...
    LynxKitty LynxKitty 36-40, F 11 Responses Apr 8

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    Seriously need advice :(....Soo I'm new at this... I'm 23 years old.. Got married really young, have 2 babies, one of which was born this year. I've been married for 5 years. My...
    missme90 missme90 22-25, F 11 Responses 2 days ago

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    One time while having sex I got surprise anal... It was an interesting experience.
    nordicgirl nordicgirl 18-21, F 11 Responses Mar 23

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    For folks new to my story, I've been the one who has been refused sex for ~10 years, and now I'm currently building a social support network for myself. Overall, I am making steady...
    Xaeth Xaeth 36-40, M 7 Responses Mar 31

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    Hi, it's Dakota again. I've already told my story of being raped by my uncle and three strange men last summer, just after I turned 14. One of the men was killed in a bad drug deal...
    mouthdakota mouthdakota 18-21, M 12 Responses Apr 4

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    Hi, it's Dakota again. I've already told my story of being raped by my uncle and three strange men last summer, just after I turned 14. One of the men was killed in a bad drug deal...
    mouthdakota mouthdakota 18-21, M 1 Response Apr 4

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    Hi, it's Dakota again. I've already told my story of being raped by my uncle and three strange men last summer, just after I turned 14. One of the men was killed in a bad drug deal...
    mouthdakota mouthdakota 18-21, M Apr 4

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