I was about eight when I tried on my sister's panties. From there I graduated to skirts and dresses. She caught me going at it when I was about 12 or 13, laughed, and then decided to help me out with my fetish. Although she always held it over me, she never refused me complete access to her clothes while we were still living at home. That was more than 30 years ago. Would that all crossdressers had such enlightened relatives!
2007-02-07 07:06:19
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answer #1
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answered by Viki 3
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I started around 9ish and that was over 40 years ago and I still Crossdress and loved every second of it.
2007-02-06 11:08:35
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answer #2
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answered by Anonymous
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I was 10 when I wore my first skirt. It was my sister's school uniform. I dressed off and on for the next 25 years or so, becoming more and more frequent as the years went on. I finally started transitioning around 2 years ago and have never been happier.
2007-02-06 09:56:52
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answer #3
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answered by Melissa S 4
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I think I just answered another question for you, but if you are into cross dressing it usually begins at an early age. Most males show indications of this in childhood. And unless the person is traumatized by negative reactions, it continues through adulthood too. It is a natural desire for about one in every five straight men. Just make sure you are in a safe environment and get the support of people who care for you.
2007-02-06 08:19:28
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answer #4
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answered by Isis 7
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I started when I was 15, so 30 years or so I guess. Have the best times while dressed!
2007-02-06 10:25:33
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answer #5
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answered by cd_aimee 3
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I'm not strictly speaking a cross dresser (at least I've not worn anything feminine for 15+yrs).
However I was first caught trying on my mother's clothes when I was a toddler - mebbe 4 yrs old!
2007-02-06 07:53:54
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answer #6
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answered by unclefrunk 7
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I started when I was 12 and I'm now 43 and still dress. I never intend on stopping. It's the best and if you try going bi while dressed you'll be hooked on that.
2007-02-06 10:40:33
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answer #7
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answered by Nascar 5
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About 11. I wore my sisters cheerleading outfit. Short pleated skirt and all. 40 years later I'm still doing it. I have a tennis outfit now. Yes short and pleated !! Just love those pleats.
2007-02-06 12:45:26
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answer #8
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answered by Me 3
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I started when I was 11 years old. I am 24 now. (And I can't see myself stopping any time soon!) lol
2007-02-06 09:19:58
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answer #9
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answered by gurlygirlhottie 3
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started at 24, still do it at 33. want to take it beyond the privacy of my own home soon. considerring trannsexual therapy..
2007-02-06 17:06:43
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answer #10
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answered by Jeff 4
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