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Guys when was tthe first time you wore women's clothes?

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By (user no longer on site) OP     over a year ago

The first time I wore ladies clothes was my first ffm they wanted to dress me up and it all got very naughty from there and I kind of like it xxx

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By (user no longer on site)  over a year ago

I wore a dress and stockings to work a few times because it pleased me to do so, word got about and HR dispatched an operative to find out whether I'd be needing toilet facilities of my own which was very inclusive and rather nice really I didn't take then up on the offer, tempting as it was!

Mike

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By (user no longer on site) OP     over a year ago

Cool I like that hr getting worried lol x

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By *ust RachelTV/TS  over a year ago

Horsham

I used to wear knickers to school, I didn't think I could get way with the skirt and blouse.

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By *tirluvMan  over a year ago

the right frame of mind -London

Pre primary nativity play

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By (user no longer on site) OP     over a year ago

Ha ha stirlove great answer

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By *cutebum9Couple  over a year ago

wallsend

Male half early teens in my bedroom

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By (user no longer on site)  over a year ago

Never done it

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By *ewBurtonMan  over a year ago

Derby

This afternoon xx

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By *bi_scotlandTV/TS  over a year ago

Glasgow

I was 11, possibly 12.

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By (user no longer on site)  over a year ago

13 but more recently since partner enjoys dressing me

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By (user no longer on site)  over a year ago

The one & only occasion was by accident. I ssw a pair of black leather trousers in a charity shop among the mens stuff,when I tried them on I realised they were womens as the zip was the wrong way round & the pockets were very small,needless to say I didn't buy them.

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By *illy_the_tvTV/TS  over a year ago

hoorn, Netherlands

When I was a very young kid, didn't know what I was doing, just that I liked it

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By *cutebum9Couple  over a year ago

wallsend

Male here always loved dressing and now since met my knee partner 5 years ago lucky enough to have a wife who understands and loves seeing and helping me dress up

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By *icole FanningTV/TS  over a year ago

Navan

I must’ve been around 13 or 14

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By *lice AgainTV/TS  over a year ago

Bristol

My mother used to be a costume maker. So as a pre-teen/teen boy I was always the model.

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By *lice AgainTV/TS  over a year ago

Bristol

So in response to the OP's question.

Around 7/8.

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By *ini1275Man  over a year ago

stoke on trent

Loving this thread xx

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By (user no longer on site)  over a year ago

Few montg back when she dressed me got wig now too

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By (user no longer on site)  over a year ago


"Loving this thread xx"

me too x

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By (user no longer on site)  over a year ago

Was about 14 stole some of my best friends mums nylons and ever since I been wearing nylons on and off

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By (user no longer on site) OP     over a year ago

Loving this thread guys x

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By (user no longer on site)  over a year ago

I'm not sure on the age maybe early 20s.

Me and a lass I was seeing used to wear each others underwear, I'm not even sure who suggested it.

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By (user no longer on site)  over a year ago

Apart from borrowing familes first proper time was school play

First proper time for me was when went to dressing service i heard about on late night chat show

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By (user no longer on site)  over a year ago

First time was when a guy brought his used S/d’s panties to a car meet. Pretty pervy I know , but I put them on at his request and frankly never looked back.... that was 10 years back and I still get seriously turned on wearing girls underwear ..... especially underwear which I oughtn’t be wearing

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By (user no longer on site)  over a year ago

All through my 20's used to buy PVC and leather dresses and skirts from ebay! Great fun

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