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How I started dressing

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By *ekyllChris OP   Man
3 weeks ago

Lincoln

So iv had a couple of people ask how I started so here it is

I’d been seeing this girl (this is about 30 years ago when I was 20) for a few months and things where quite good, so I decided to her a sexy bra and undies set, nice Lacey black set from m&s.

Gave them to here one night in a bag, she peaked in and looked very impressed with them, jokingly I said I was going to surprise her and wear them, she looked at me not sure if I was serious or not but her reply was “oh kinky”

So a couple of weeks go past and I’m home before her, so I thought I know I’ll surprise her, put the lingerie on under my normal clothes.

She gets home, we sit on the sofa and starting kissing and cuddling, after a bit I open her blouse and start playing, she slides her hand in my jeans, well the look was magic “you wearing my underwear?” She asks, “have to look and see” I replied

She quickly pulled down my trousers and just sat looking (im thinking oh hell at this point) but after a bit she starts rubbing my stocking clad legs and giggles (result!) she gets on the floor between my legs pops my cock out and starts sucking my cock while rubbing legs, this goes on for a bit before we both strip off, I go to take the lingerie off and she’s like “don’t you dare!” So I start playing with and I never felt her so wet in the time we’ve been together! Needless to say we had some great fun 😍😍😀😀

She really got into and started buying lingerie for me to wear, very happy times

Hope you all enjoy and like it

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By *ichelle999TV/TS
3 weeks ago

colchester

Oh you're so lucky how I'd like your life xx

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By *alkbimMan
3 weeks ago

Falkirk

Lovely

I didn’t start till I was 33

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By *esley 60TV/TS
3 weeks ago

PERTH

You lucky guy

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By *ekyllChris OP   Man
3 weeks ago

Lincoln


"Oh you're so lucky how I'd like your life xx"

It was very good, a lot of years ago now though

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By *dlegs2024TV/TS
3 weeks ago

Northampton

Love to hear how people got started! You’re very lucky to have this opportunity! Personally I was a teenager when I started wearing my mums like most. I was lucky she had stockings suspenders and basques so I was hooked right from the start! 😜

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By *ATMANMan
3 weeks ago

BIRMINGHAM

I started at a meeting a few years ago. We had been playing for a while before he asked if he could dress me up, of course I said yes.

He put stockings, suspenders and french knickers on me then produced a pair of high heels which I put on. He got so excited seeing me like that, he lifted my legs onto his shoulders, pulled the knickers to one side and fucked me stupid till he filled me with cum.

I loved it and have been dressing when I can ever since.

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By *ediumsized2Man
3 weeks ago

Taplow

id love someone to dress me then fuck me senseless

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By *elfbot56Man
3 weeks ago

Telford


"I started at a meeting a few years ago. We had been playing for a while before he asked if he could dress me up, of course I said yes.

He put stockings, suspenders and french knickers on me then produced a pair of high heels which I put on. He got so excited seeing me like that, he lifted my legs onto his shoulders, pulled the knickers to one side and fucked me stupid till he filled me with cum.

I loved it and have been dressing when I can ever since."

I don't dress, but if someone said that they would fuck me if they could dress me up first, then I'm not going to say no if it means I get a good fucking.

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By *obbsCDMan
3 weeks ago

Truro

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By *illgossardTV/TS
3 weeks ago

Abergavenny

I've just read a book called men in bras by Vernon Coleman.

Interesting the many reasons people give for becoming interested in dressing up.

I started very young enjoyed pretending the a girl before I discovered wanking.

As I become that age I developed the fetishist desire to dress up fully.

It wasn't until I was 24 that I started introducing actual men into the dressing up games.

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By *ivaTV/TS
3 weeks ago

Bristol

Mine was on my second meet on here. Older guy i met for the first time and he was the first guy to fuck me. He asked if I wanted to try on some lingerie. I said why not and he produced a basque, stockings and a pair of panties. I put them on and sat on his cock.

Never looked back. I've now got a fair amount of sexy dresses,skirts,stockings and suspenders, tops,bras and thongs. I'm always on the lookout for new stiff.

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By *harlotte39cdTV/TS
3 weeks ago

rochester

I started as a teenager with mum's and sisters, then girlfriends as I got older, progressing to buying my own, I love being dressed and girly

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By *ylonAlisonTV/TS
3 weeks ago

BURY

As many have before me I started with mother's and sister's things. However I was first introduced to full dressing by two older women who also introduced me to sex in my late teens. I have been dressing whenever I can since then. Had a bit of a break when first married as I wasn't sure how she would take, turned out she wasn't to bothered by my desire to dress and led to many interesting experiences

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By *seableMan
3 weeks ago

Halesowen


"As many have before me I started with mother's and sister's things. However I was first introduced to full dressing by two older women who also introduced me to sex in my late teens. I have been dressing whenever I can since then. Had a bit of a break when first married as I wasn't sure how she would take, turned out she wasn't to bothered by my desire to dress and led to many interesting experiences "

I'd love to hear how that happened with the two older ladies.

I imagine they must have been confident, strong types?

It's not something an average woman would ask a guy unless they could read his mind?

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By *enni1990Man
3 weeks ago

Leeds

Nice

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