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Thread: In what ways did your mom encourage your crossdressing?

  1. #26
    Gold Member Cynthia Anne's Avatar
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    Didn't happen! No encouragement at all! More like discouragement is what I received!
    If you don't like the way I'm livin', you just leave this long haired country girl alone:

  2. #27
    Junior Member ricci's Avatar
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    Not really encouragement, although that would have been great. I used to wear my mothers pantyhose under my clothes while we both watched TV. I would secretly take my socks off and hide my pantyhosed feet under an afghan we would have on the couch. I just loved the risk of getting caught! Of course I got caught and she didn't like it at all. She told me to never wear them again. But that didn't stop me from doing it again and again. Eventually I had a talk with her and told her that I simply like to wear womens clothes, that it wouldn't stop and convinced her that I wouldn't wear them out of the house. I asked her if she could get me pantyhose. She said she would think about it. The very next day on my bed was two newly washed old pairs of hers! Every now and then I would get a couple of pairs. I was so excited to have my own pantyhose given to me by my mother. Eventually I would just wear my pantyhose around the house with a long t-shirt when it was only the two of us at home.

  3. #28
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    aww cute ricci. your mom was accepting

  4. #29
    Paula Paula_56's Avatar
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    I was a latch key kid, and started dressing Mom's clothes around 8 years old. I became very good at covering my tracks but not good enough. I got caught a few times and told to stop it, called a sissy, what's the matter with you etc... By the time I reached middle and high school, she had to be aware what was gonig on. It really blew up when I ruined some of her more expensives clothes becasue I was getting so much bigger. A beating by my Dad, and a Man-up regiemine followed, a year latter she caught me again. rolled her eyes and shook her head. After that I began to notice clothes that fit me in her closet. So I naturally wore those, there were about 6 dresses, some shoes, and lingerie on a shelf in the fromt of th walk-in closet, looking back, as I grew in size so did the clothes.

    When I came back from the Air Force on leave that section was empty. Mom never said anyting but I guess this was her way of dealing with it. I wonder if she was sympathtic or just wanted me out of her clothes??

  5. #30
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    My mom said I was suppose to bea girl. Melissa was suppose to be my name. She used to threaten to paint my fingernails becase I wouldn't cut them and after the first time finding my stash she didn't tell dad of any of the other incidents.

  6. #31
    Junior Member ricci's Avatar
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    Quote Originally Posted by seanmuscle View Post
    aww cute ricci. your mom was accepting
    I really wouldn't call it accepting. It was more toleration. I think she only gave them to me to keep me from going out and buying them myself.
    So the encouraging to wear was to stay home, wear all you want to satisfy your need, but don't leave the house.

  7. #32
    New Member Jenn M's Avatar
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    When I was about 14 I got caught for about the 3rd or 4th time. Mom would go out on Sat. mornings to get her hair done and that would be my time to dress. She came home early one Sat. and caught me again. She said since you like this so much I will get you some of your own things but you will not be able to stay home alone anymore. So every Sat. I would go to the hairdresser with her and she told all the ladies why I was there. At first in was just in girls jeans and a sweater but little by little I was more girley. Heard things like isen't he sweet or how cute he is etc. Was not allowed to go to the barbers has to have my hair trimed by Mom's hairdresser. It seemed like she enjoyed having me as her daughter!
    Jennifer Marie

  8. #33
    Junior Member JillyNylonz's Avatar
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    Mom must have noticed that any nylons she threw into her bedroom trash were "liberated" within the day. She never seemed to mind and once even threw out a perfectly good garter panty, with all the removeable garters still attached! Now any woman in the early 1960's would have saved the garters for spares, so from that point on I think she let me know!

  9. #34
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    so cute. Have any other Cds been raised like a girl in addition to the clothes?

  10. #35
    New Member AllisonME's Avatar
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    When i was little and my mom was painting her nails, she would let me pick out a color and paint my own nails. I just had to take it off before my dad came home.

  11. #36
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    My mom understood the nature of crossdressers

    I was dressed in my older sisters panties lacy socks and party dress with maryjanes when I was about 4 or 5 , with my sister and her little friends all laughing
    My recolectionof the event was that I was at the same time both humiliated and arroused .

    Then at age 14 I started growing breasts as part of puberty and a very attractive MILF whispered in my ear at a party (so close I could smell her perfume)
    "you should be wearing a bra sweetie your tits are bigger than mine" .

    Again I was both embarrassed and arroused , so about a week or so later .................
    I was home alone and as I walked past the open door to my older sisters bedroom , there on the floor was a sexy

    black lacecup underwire bra and I picked it up and I knew I would put it on right then so off with my tshirt
    As I got my self adjusted into those lace cups , (it fit me like I was measured for it) , I was changed forever into a crossdresser .

    Seeing the LLPG also on the floor close by, I took it also, and wore it for two days , then put them in the laundry.
    Since they were missed , they were examined and showed "seminal evidense" (so to speak) and my mom made me promise not to wear my sisters things again.

    She then went out and bought me my own black lace underwire brassiere 36B , a black pantygirdle with lace trim, and a slip for me to wear at home
    the only instructions being "don't wear them in front of your father , and not to school .

    It was many yrs before I changed to all panties all the time however.

  12. #37
    Member Mrs Roads's Avatar
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    I don't think my mom ever encouraged me directly. But when I was very young she had said to me that I'm so pretty that I should have been born a girl A few of my aunts also said the same thing to me - that I was too pretty to be a boy - facially, if I had grew my hair long, I definitely could have passed myself off easily as a girl (all I need was some lipstick and pig tails . Even though I pretended to get mad, deep underneath I was very happy and excited. This was also about the same time I started to experiment with cross dressing by sneaking into my mom's wardrobe and trying out the bra, panties, high heels (nearly broke my ankle that first time trying to walk in them hehehe).

    PS You're lucky to have real breast IMO - I'm way to lean with like maybe 8% body fat (I'm a long distance runner and tri-athlete on my spare time - gals that do this are generally very flat chested), so unless I start taking female hormones or get surgical implants it ain't happening for this gal. As such, I ordered very costly synthetic breasts from Realbreast.com - I got myself the pair of DD
    Last edited by Mrs Roads; 08-07-2011 at 11:32 AM.

  13. #38
    Member Mrs Roads's Avatar
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    Quote Originally Posted by tammie View Post
    I was dressed in my older sisters panties lacy socks and party dress with maryjanes when I was about 4 or 5 , with my sister and her little friends all laughing
    My recolectionof the event was that I was at the same time both humiliated and arroused .

    Then at age 14 I started growing breasts as part of puberty and a very attractive MILF whispered in my ear at a party (so close I could smell her perfume)
    "you should be wearing a bra sweetie your tits are bigger than mine" .

    Again I was both embarrassed and arroused , so about a week or so later .................
    I was home alone and as I walked past the open door to my older sisters bedroom , there on the floor was a sexy

    black lacecup underwire bra and I picked it up and I knew I would put it on right then so off with my tshirt
    As I got my self adjusted into those lace cups , (it fit me like I was measured for it) , I was changed forever into a crossdresser .

    Seeing the LLPG also on the floor close by, I took it also, and wore it for two days , then put them in the laundry.
    Since they were missed , they were examined and showed "seminal evidense" (so to speak) and my mom made me promise not to wear my sisters things again.

    She then went out and bought me my own black lace underwire brassiere 36B , a black pantygirdle with lace trim, and a slip for me to wear at home
    the only instructions being "don't wear them in front of your father , and not to school .

    It was many yrs before I changed to all panties all the time however.
    ========================
    Girl - I can definitely relate to that. CD is a very sexually arousing experience for me too. I noted in one of my post that when I found my dad's Penthouse stash I was about 12 then, and my first thought was wanting to look like the woman in the centrefold, and more importantly to feel what she (appeared) to be feeling and experience sexuality from her perspective because I felt that some how, sexuality from a women's view seems so much more erotic and sensual - from that point forward a large part of me wished I was born a girl. So I found myself needing to capture that feeling and experience in a very bad way, and CD for me was the answer - putting on a sexy pink or red thong, thigh highs, skimpy bra, hot pants or short-shorts, and getting my face prettied up and placing on my long haired to transform into Ms Roads is indeed a very erotic and sensuous experience

  14. #39
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    Quote Originally Posted by AllisonME View Post
    When i was little and my mom was painting her nails, she would let me pick out a color and paint my own nails. I just had to take it off before my dad came home.
    Ya I see a lot of moms doing that. so cute

  15. #40
    Member SweetIonis's Avatar
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    My mon encouraged me be kicking butt! One time my mother slapped me so hard my face went on the other side of my head! LOL!
    I said, damn, I want to kick butt like mom!!!! LMAO!

    JK
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    Click here to experience the Ionis Supernova!

    “Our senses enable us to perceive only a minute portion of the outside world.”

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  16. #41
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    Well I guess it all started when I was only a couple days old when my
    mom dressed me in that little white dress to bring me home from the hospital.

    Orchid

  17. #42
    male lesbian girlygirly's Avatar
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    Quote Originally Posted by ricci View Post
    Not really encouragement, although that would have been great.
    1) I was the baby of the family and got all the hand me downs.

    2) I had two big sisters. At least she was nice enough to let me wear boys underwear or I might have been demanding to wear sundresses instead of jeans once I was old enough to have a shot at all the sexy ones.

  18. #43
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    Quote Originally Posted by Karren Hutton View Post
    Since I could remember my mother said I was supposed to have been a girl.
    I don't know if it was my case but it could be. If it was mentioned I can't remember. So it wasn't something that she used to bring up often.

    Quote Originally Posted by Karren Hutton View Post
    I start to crossdress at 7.... Right after she gave birth to my sister. Coincidence?
    I can't say for sure when I started but I have very early memories of me wearing my mother panties when nobody was looking. My younger brother was born when I was 4. I wonder if that was the trigger.

    Quote Originally Posted by Suzy Satin View Post
    By having such nice shapewear, lingerie, and two closets full of nice clothing. And mostly for when I was sick, but not super sick, leaving me home alone from school while she and did workded all day. If she only knew what went on in her bedroom on those days.
    My mother did have nice lingerie too, and I spent time home alone, a lot when I was a teenage, even whole weeks after I got 15. And she stashed some of her old clothes in my room because I had a couple big drawers that I was not using. Panties, slips, a couple wonderful negligees, pantyhose...

    I can't believe my mother did this to me!!!!!!! D

  19. #44
    70's Supermodel RiverdanceGirl's Avatar
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    I had always been attracted to tights/pantyhose. One day my mum had left a black pair on her bedroom floor. I really am not sure what happened but the next thing I remember is I was wearing them and I put my blue polyester pants and white knitted socks on over the top. I was so proud to be wearing the tights and they felt just as good as I had expected, so I went downstairs to show my mum, pulling up my pantleg. She thought it was funny and told me to go and show my dad. I don't really remember his reaction but he didn't get angry or say anything bad. That night I asked if I could sleep in the tights, and I was allowed to without any recriminations. However, in the morning they were hanging on the radiator next to my bed and I don't remember taking them off. My mum realised that some boys are interested in women's clothing (I'd mentioned previously that I wondered what it would be like to have hair curled in curlers and she said she'd do it for me but I backed out at the thoughts of going to school that way), and that if she denied me the experience of 'dressing up' she'd just be reinforcing it in me. So she gave me a big old box of her clothes to be worn only when my dad was not at home. My dad for all his sins never ever pushed me into sports or any of the overtly manly things, but I suppose that the sight of his son in a Pucci dress, pantyhose and high heels, earrings and jewelery too, was a bit much for him. He never ever put me down for my crossdressing though, and my mum was very tolerant. I would run home from school every day and get into a dress and tights. Sometimes I'd sneak out and ride my bike that way, only on the back. My neighbours must have seen but nothing was ever said. When everyone had gone to bed I would dress up again. It was a wonderful time. A couple of years later we moved to a new neighbourhood and I was told that I'd had lots of fun with it, but it was a new life and there were to be no more women's clothes for me. Of course that didn't stop me and when I was home alone I did the full thing. Except for a wig. My mum had a Cher wig, but I couldn't get it to work for me so it was everything but the hair. She knew I'm sure. Would often say that with legs like mine I should have been born a girl and that she knew I'd always wanted a female body. Mild mannered teasing and fair enough since her lingerie drawers must have constantly looked like there'd been a tornado in them. And it was true, I had always wanted a female body. When I hit puberty the tolerance was gone, but there was a lot of pressure from the church my parents were attending at the time. I refused to stop and they weren't happy but they didn't throw me out. Like so many others, it became a don't ask don't tell situation. Fast forward many more years. My dad passed away in 2005 but my mum is fine with my crossdressing and knows that I have always wanted to be female.

  20. #45
    Member Michaela42's Avatar
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    When I was younger (Until high school) she did everything to Discourage my dressing. Whenever I would help myself to things that she had placed in the charity bag she would find them and give me lectures about how it was not proper and all that. She even went as far as calling me a fairy once. That really hurt.

    But now that I am older she seems to be more accepting about my dressing. We sometimes talk about fashions and transgender issues. Hell, just last weekend she asked me if I had any experience with a certain makeup at the store and she even took my advice! I am also her go-to confidant on all matters of fashion, though that is mainly just questions about age appropriateness, but it is progress!

  21. #46
    Junior Member gerigirl's Avatar
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    Hmmm,

    Responses to this thread are quite interesting and the psychologists may have a field day with my take on this.

    My mother never encouraged my cross dressing though she did occasionally facilitate my repeated Halloween excursions. When I was criticized for my lack of Halloween creativity - all I ever asked to "be" for Halloween was a girl - she would defend me by saying: "There is nothing wrong with Geri dressing as a girl. When I was young we were so poor that all my brother and I could do for Halloween was trade clothes. He went as a girl for years and I went as a boy." I wish I would have had the opportunity to ask my uncle about this, but sadly he died before I could.

    But I think there is something deeper in my relationship with mom. I am the oldest of 4. I have three brothers and my mother tells the story that before I was born both she and my father were desperate for a boy baby. It took years for my mother to conceive and leading up to my birth my parents and extended family turned out all manner of "old school" Catholic Hocus Pocus. When I was born apparently there was great rejoicing as they believed their prayers were answered. As time went on, the story goes, all they wanted was that each subsequent pregnancy produce a girl. Sometimes, in the telling of this story there is such an air of exaltation at the beginning and so much disappointment as it comes to an end when the story of my last brother's birth is described. The story can be a long one because 14 1/2 years separate me and my youngest brother. My brothers are lucky THEY didn't develop a complex after hearing this tome repeatedly. I hated the story from the first time I can remember hearing it at around 7 or 8, after brother #2 was born and there were plans in the works for child #3. I have never felt like the golden boy that my mother says they wanted. There must have been some mistake. I should have been a girl. In fact I came to feel that somehow I was exceptionally cheated. During my religious education I used to get angry that God made such a mistake by listening to all of them - even that he was persuaded or coerced to make an "imperfect adjustment" to me before my birth.

    As I cast off my religious perspective I came for a time to a place where I wondered whether my distaste for the expectations that go along with this story may have somehow affected my desire to be the girl my mother always wanted. Was it some sort of strange unintended reverse psychology that made me a transsexual? Well I might have believed this true until I started listening more closely to other stories my mother still tells about me as a very young child. She has all these stories about how I was always attached to girls and women, how I wanted girl toys, only wanted to play with girls, do girlish activities, only invite girls to my birthday parties, etc. "Oh we were so afraid he was gay, but we bought him the doll anyway." : ends one very popular story. Thing is though, events in many of these stories take place long before the desire for a girl child or the frustration was expressed about my brothers was even a reality.

    So in a way these latter stories about my girlishness have come to doubly reinforce my certainty about being trans. In a way it is like "reluctant testimony and I am now grateful for it.
    Last edited by gerigirl; 08-14-2011 at 02:23 AM.

  22. #47
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    Quote Originally Posted by gerigirl View Post
    Hmmm,

    Responses to this thread are quite interesting and the psychologists may have a field day with my take on this.

    My mother never encouraged my cross dressing though she did occasionally facilitate my repeated Halloween excursions. When I was criticized for my lack of Halloween creativity - all I ever asked to "be" for Halloween was a girl - she would defend me by saying: "There is nothing wrong with Geri dressing as a girl. When I was young we were so poor that all my brother and I could do for Halloween was trade clothes. He went as a girl for years and I went as a boy." I wish I would have had the opportunity to ask my uncle about this, but sadly he died before I could.

    But I think there is something deeper in my relationship with mom. I am the oldest of 4. I have three brothers and my mother tells the story that before I was born both she and my father were desperate for a boy baby. It took years for my mother to conceive and leading up to my birth my parents and extended family turned out all manner of "old school" Catholic Hocus Pocus. When I was born apparently there was great rejoicing as they believed their prayers were answered. As time went on, the story goes, all they wanted was that each subsequent pregnancy produce a girl. Sometimes, in the telling of this story there is such an air of exaltation at the beginning and so much disappointment as it comes to an end when the story of my last brother's birth is described. The story can be a long one because 14 1/2 years separate me and my youngest brother. My brothers are lucky THEY didn't develop a complex after hearing this tome repeatedly. I hated the story from the first time I can remember hearing it at around 7 or 8, after brother #2 was born and there were plans in the works for child #3. I have never felt like the golden boy that my mother says they wanted. There must have been some mistake. I should have been a girl. In fact I came to feel that somehow I was exceptionally cheated. During my religious education I used to get angry that God made such a mistake by listening to all of them - even that he was persuaded or coerced to make an "imperfect adjustment" to me before my birth.

    As I cast off my religious perspective I came for a time to a place where I wondered whether my distaste for the expectations that go along with this story may have somehow affected my desire to be the girl my mother always wanted. Was it some sort of strange unintended reverse psychology that made me a transsexual? Well I might have believed this true until I started listening more closely to other stories my mother still tells about me as a very young child. She has all these stories about how I was always attached to girls and women, how I wanted girl toys, only wanted to play with girls, do girlish activities, only invite girls to my birthday parties, etc. "Oh we were so afraid he was gay, but we bought him the doll anyway." : ends one very popular story. Thing is though, events in many of these stories take place long before the desire for a girl child or the frustration was expressed about my brothers was even a reality.

    So in a way these latter stories about my girlishness have come to doubly reinforce my certainty about being trans. In a way it is like "reluctant testimony and I am now grateful for it.
    Aww sad but interesting story. At least your mom was honest and not hiding that she wanted a daughter. Other CDs have stories of moms role? I keep getting the feeling CDs are tied into their moms behaviors and attitudes towards them. Want to hear more.

  23. #48
    Junior Member Meredy's Avatar
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    I mainly grew up with my mom, sister, and female cousin.

    My sister and cousin dressed me up two or three times when I was young, but my mom never did or encourage me to.

    In my teens, a few times she found various article of clothes from all three of them hidden in my dresser, and confronted me on it, which I denied and swore it was not me. One time she even asked me if this was what I wanted and offered to buy things for me. But being in the late 70's-early 80's and desperatly trying to deny my "perversion" I told her, "No, it is not me.. I'm being framed."

    I wish I had or could have accepted myself earlier.

  24. #49
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    My mother wanted a girl when I was born. When I was fourteen, my mom wanted to dress me as a girl. Man I wanted to do that but was afraid of having some problems (if you know what I mean). But in reality I could not imagen what I would have loved more than wearing a bra, panties, stockings, slip and a dress. But then there was the issue of shame attached to my pleasure of wearing those things. I have been in the closet until this day. And I love getting wet and baptizing myself in the tub. I do not understand my enjoyment.

  25. #50
    Just a Girl! Mikka's Avatar
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    My mother did not encourage me or ever let on that I was raiding her closet. She must have known especially in the summer during my early teen years when I would stay home by myself and wear her clothes all the time. I could have never put everything back correctly where I found them. Mother probably knew but never said anything except for her comments on what nice legs I have and that most women would kill for legs like mine.

    Mikka

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