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I Have Had Bi and Cross Dressing Experiences From a Early Age

Personal Stories, Advice, and Support 127 People

    My First Experance

    Since I was about 8 yrs old or so, started by wearing my mothers pantyhose and loved it. I grew up with only my mother and enjoyed it when I would be home alone it would give the chance to dress up and have fun. Then had a friend that would come over (same age) but couldnt come...
    CrystalD69 CrystalD69 36-40, M 6 Responses Jul 21, 2008

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    Twins

    My twin brother and I used to take panties and other clothes from our mother and sisters.  one of us would then get dressed and we would fool around.  It was so hot being dressed that I still do it some today.
    bifootlover bifootlover 26-30, M Dec 1, 2009

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    Twins

    My twin brother and I used to take panties and other clothes from our mother and sisters.  one of us would then get dressed and we would fool around.  It was so hot being dressed that I still do it some today.
    bifootlover bifootlover 26-30, M Dec 1, 2009

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    Twins

    My twin brother and I used to take panties and other clothes from our mother and sisters.  one of us would then get dressed and we would fool around.  It was so hot being dressed that I still do it some today.
    bifootlover bifootlover 26-30, M Dec 1, 2009

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    Unwanted Compulsion

    I am now 49 years old, divorced, with an 11 year old son.When I was young, before kindergarten I think, my sister and I were playing with an older neighbor boy on the merry go round in our back yard. He was native american. At some point he had promised my sister (a year older...
    ronniesecret ronniesecret 41-45, M 2 Responses Feb 27, 2011

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    Pretty In... Blue :d

    I was four, and had a twin sister with a dominating personality, who is older by about ten minutes. We were playing together and she wanted to play dress up. That sounded like fun, but I'm a boy! I only live with girls, so we had no boy clothes for me to dress up in. My twin said...
    xXxAnonymousxWriterxXx xXxAnonymousxWriterxXx 18-21, M 3 Responses Jun 28, 2011

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    Related Experiences

    I've been cross dressing for many years & would love to meet other cross dressers, and chat with other dressers possibly in the uk or female. admirers of cross dressing males
    mick69x mick69x 51-55, M Apr 18

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    i want to start cross dressingg anyone in north England message me
    prodemonz prodemonz 13-15, M 1 Response Apr 20

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    I was at work . As a nurse. On a nightshift . A summers morning just about full light . Myself and another nurse were checking on a very poorly patient . In a bay of 6 beds . He...
    laird laird 61-65, M Apr 25

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    A couple days ago I had sex. For those who have read my other experiences you'll know I was raped in the past. I thought I would have never have been able to be close with someone...
    Secrets27 Secrets27 13-15, F 2 Responses 23 hrs ago

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    I lost my mum to it when I was 16, dad got it but I'm remission now but sadly lost wife to at age of 34. It's taken away those who I've deeply loved but everyone dies from...
    Widower1 Widower1 31-35 4 Responses Apr 14

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    I had numerous grand mal seizures between age 18-20.
    Roseeey Roseeey 22-25, F 1 Response a week ago

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    i have had my faith in people restored by my professor in college. He started teaching my class three years ago. I wait for his lecture from one week to the other. he is the main...
    candles700 candles700 22-25, F 2 days ago

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    I HAVE HAD A FRIEND FOR 25 YEARS. HE HAS AN IQ OF OVER 150. HE ALSO HAS SCHIZOID PERSONALITY DISORDER, BI POLAR TYPE 2 AND PTSD AMOUNGT SOME OTHER YET UNIDENTIFIED NEUROLOGICAL...
    cavedweller2 cavedweller2 36-40, F 2 Responses Apr 21

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    Put to sleep. When I was told some years ago I would have to have a general anaesthetic for a hernia operation, I was very upset. I’d been knocked out for an operation when I was...
    macmann macmann 56-60, M Apr 14

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    Put to sleep. When I was told some years ago I would have to have a general anaesthetic for a hernia operation, I was very upset. I’d been knocked out for an operation when I was...
    macmann macmann 56-60, M Apr 14

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    I have had six surgeries in my life one as a child and four as an adult - never scared as I have had good surgeons but always ask for a good pain medication for about a week- I...
    blonde10 blonde10 36-40, F 3 Responses Apr 17

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    59 years old and I have had 6 heart attacks since 2003. The first heart attack I had came on slowly over a few days with symptoms I excused as probably being heart burn because the...
    keltech keltech 56-60, M 1 Response Apr 19

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    some bromances need to come to an end. I have had three dudevorces. The first one was quite painful, but he was a douche and didnt understand my mood disorder. The other two...were...
    MrHeartaFire MrHeartaFire 41-45, M 1 Response Apr 20

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    I have had enough... Of people who are homosexual, refusing to accept it and deeming it as 'wrong' and 'weird' to feel the way they're feeling all because their religion tells...
    Skin0Man1 Skin0Man1 18-21, M Apr 9

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    I have had so many precog dreams. I try to concideration them a blessing though the vibrancy and detail of dreams is normal for me, it's nearly impossible for me to distinguish...
    StygeanHugh StygeanHugh 31-35, F Apr 20

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    I wonder but it's probably 0 people because well who would have a crush on me, I'm ugly but I have had crushes that will never love me back haha I love the fact I'm ugly and going...
    ItsJustRebecca ItsJustRebecca 13-15, F 6 days ago

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    Well, I was 9 or 10 and I was home alone. I had one job from my mom: fold up our clothes(me and my sisters). I was on the last thing and it was a pair of pink, green, and white...
    AndreaW02 AndreaW02 18-21, T 1 Response Apr 22

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    My Husband came out to more off our friends this past weekend with mixed results. A few of his male friends could not understand her wanting to dress and act like a female and the...
    karenpat karenpat 26-30, F 6 days ago

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    I like to write crossdressing fiction stories
    beautifulOwendi beautifulOwendi 18-21, M 1 Response Apr 5

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    I want to meet another cross dresser
    mick69x mick69x 51-55, M Apr 14

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    I finally to my sister and she is very happy for me & is quite willing to supply me with what ever I need fem wise. so if you are a cross dresser with a sister tell her as she will...
    mick69x mick69x 51-55, M 2 Responses Apr 18

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    My heart has been teaching me lots of lessons lately. He's been in the spot light for awhile now by going through the roller coaster journey of his own. A while ago, exactly a...
    StrongWoman9 StrongWoman9 26-30, F 6 days ago

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    I lost my mum to lung cancer the very same day that my first child was born. After throwing myself wholly into being a mother and wife, I have never grieved for her. My son was...
    mommabear13 mommabear13 26-30, F 2 Responses 11 hrs ago

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    So, my cousin and I have always been close. His grandmother married my mom's step-dad, but did so early enough that we basically grew up together. He was my best friend for the...
    gotmytightpantson gotmytightpantson 18-21, M 2 days ago

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    I love to get washed and shaved in the morning. Then I don the outfit for the day. Usually I wear bra, panties, garter belt and nylons. I will then cover my self up with loose...
    prettyboy1953 prettyboy1953 61-65, M 4 Responses Apr 11

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    It was horrible. When I was between the ages of 16 to 17 in 2011 in my first year of sixth form I had a crush on this girl. I liked her because she actually seemed interested in me...
    ZemaLDFM ZemaLDFM 18-21, M 2 Responses Apr 15

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    This is an actual experience? Ep was really thorough when making these experiences lol
    YouCantEscapeMyDemons YouCantEscapeMyDemons 13-15, M 1 Response Apr 12

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    I have been smoking weed for years and me and boyfriend will have a couple of spliffs in the night just to chill and rerelax, until one night we had 4 spliffs and I was laying on...
    sian123 sian123 18-21, F Apr 21

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    There's a room in my house that used to be mine. I've never had a restful nights sleep in that room, constant nightmares and eery atmosphere. I would constantly try to stay awake...
    goshgollydolly goshgollydolly 22-25, F 2 Responses Apr 22

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    We'd been married and trying for 6 years. I was so happy that January. It was the worse thing I've ever been through... ...the following year we lost my uncle suddenly in his...
    teadiva teadiva 31-35, F 1 Response 12 hrs ago

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    I guess it was more of a chemical pregnancy but I do believe I was pregnant. I had two positive tests with first morning urine, got a blood test and it was negative, and then two...
    Ginkofishin Ginkofishin 18-21, F 1 Response 1 hr ago

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    Tonight I got off work early at 9 PM and called my mom to pick me up. She didn't answer after calling 3 times, and I couldn't call my stepdad because he's away on a trip, so I just...
    babyllove21 babyllove21 18-21, F 6 Responses Apr 18

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    It was her 22nd birthday yesterday and she is now the same age as me. I meant to write this story yesterday but that never happened. Many times have I shared the story about the...
    Orchards Orchards 22-25, M Apr 15

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    I have a friend who is super self conscious about her weight and appearance..she has been tearing me down a lot recently. I wonder if she even realizes that she does it? I found a...
    oyeabunstyle oyeabunstyle 26-30, F a week ago

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    I know that history always repeats itself, but some things I just don't understand. Every single time I end up getting close to a person they either drift away from me, or backstab...
    lizcosmo1997 lizcosmo1997 18-21, F 3 Responses 6 days ago

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