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First time dressing CD tvts

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By *issyforyou OP   TV/TS
over a year ago

Durham

I don't know what experiences others had but mine started as a joke and a dare at home drinking with girlfriend and freinds and it was her stuff I put on for a laugh utill one of her freinds said ahhhh he's got a hard on and my girlfriends face was in shock but a nice tured on type of shocked face

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By *athytvsubTV/TS
over a year ago

Bulwell, Nottingham

Enjoy it, now you know you love it you won't be able to stop xx

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By *ayleigh1968TV/TS
over a year ago

Romford

Most definitely enjoy it, you will find ladies clothing so much more comfortable and sexy.

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By *assysaz40Man
over a year ago

chorley

I wear lingerie very addictive next come the chastity stage

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By *issyforyou OP   TV/TS
over a year ago

Durham

Was looking to hear about how others got into it x

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By *ornyfella58Man
over a year ago

thirsk

I tried wifes for fun and got a big hardon on cum in her stuff

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By *xxxx2023TV/TS
over a year ago

dirleton

Playing dares with a friend for me too

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By *ittlemissizzyTV/TS
over a year ago

Newcastle

Went out in public for the first time in girly gear loved it, loads of people eyeing me up

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By *iM4kinkMan
over a year ago

San Antonio


"I tried wifes for fun and got a big hardon on cum in her stuff"

That's what happened to me, except i started cam chatting with people too. At first it was women men and couples, then just men and couples. Then i very soon realized that these three particular men were the only people i would chat to anymore. Two were much older than i, i was mid to late twenties and they were both mid to late 50's. But they were both quite built and fit, and both were very well hung. They were both VERY cool and experienced with younger "toys". Experienced in guiding their young playmates, or shall i say training them. The third was working in that direction as well, the Dominant direction. And soon we had all been having fun for several weeks. Then i was finally convinced by the two older Dom's that i would be better under their private guidance plans.

Oh my god did they have me trained and obedient in no time. i mean they had me eager, eager to please, eager to be dirty enough to keep the older men's attention, and did i ever luv it. Cross dressing, in depth plunges into all kinds of kinks and submissive behaviors and appetites...

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By *andy57TV/TS
over a year ago

york

Mine all started with a doctors and nurses party. When we got home had the most amazing sex from then on no looking back. When sue my wife told her best mate val yhat was it a first gull weekend of me dressed by them taught to walk in heels how to sit and how to do my makeup

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By *urabriteMan
over a year ago

stafford

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By *idechickTV/TS
over a year ago

here and there ; )

No turning back now

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By *inkyfuntimesMan
over a year ago

Northampton


"No turning back now "

Not a chance!! Lol x

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By *nly1meMan
over a year ago

here there n everywhere

Come on girls wanna see ya sexy dressed x

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

I've dressed on and off since I was a child really!! It feels unbelievably good!!I'm a single "straight" male and haven't been able to have any fun whilst dressed yet I'm not sure if I've found the right person to have fun with or maybe I just like the dressing element of things even though I'm incredibly hard even thinking about it!!

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By *irst timersCoolCouple
over a year ago

Newcastle under lyme

I dressed as a teenager and then when I was with my first wife I dressed again without her knowing I used to wait until she had gone to work in winter then dress like a slut and walk around the block flashing my stockings to drivers x

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By *avey997TV/TS
over a year ago

East London

I started as a teenager. Was a very exciting day when I found my mums lingerie.

Stopped when I moved out and lived on my own but then rekindled when I started living with me ex. We tried strap on play once but never really continued then with my current girlfriend it all took off again. She loved me in her panties and locking me in chastity. We bought a selection of strap ons and toys and really went for it.

Once she pegged me while I was wearing stockings but she was never that keen on doing it again. I think she might be worried she’d like it too much, so I dress in her lingerie privately when I get the chance and have to make use of the suction cup dildos

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By *issyforyou OP   TV/TS
over a year ago

Durham

Well I now have a girlfriend thays kinky and she likes being dominant so I of course played along whe she dared me to put stuff on well told me to soon as she know I would she's pushed it and loves it so been lucky and been dressing fully now

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By *issyforyou OP   TV/TS
over a year ago

Durham

Hey her liking it it's the best when they think they are getting a power buzz and you really want too lol then next step is to let her fuck others and she will come out of shell and really get into it lol

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By *oodymonsterMan
over a year ago

Near Shrewsbury

Fashion show fir older sis

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By *hastity_roseTV/TS
over a year ago

Nowhere

Careful what you wish for . I see it as a curse or I wish I’d started sooner and lived by it x

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By *issyforyou OP   TV/TS
over a year ago

Durham


"No turning back now "
I don't want to turn back next on the list is bbc

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By *issyforyou OP   TV/TS
over a year ago

Durham


"Careful what you wish for . I see it as a curse or I wish I’d started sooner and lived by it x"
too late

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

I was introduced to sex by a much older woman who also introduced me to the pleasures of cross dressing. Like many, once started couldn't stop

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

I started when quite young, I used to watch my mother putting her nylons on while wearing gloves so not to ladder them. I started to put on her girdle and nylons when alone in the house, such a thrill.

When I started going out with my wife in the late sixties, she still wore stockings, she also wore a girdle because mini skirts were in, and the girdle let her put her stockings higher, so not to show her stocking tops.

Sadly, then tights were the norm, and I had to coax her at times to wear stockings, she thought tights were more comfortable to wear.

I was working night shift, so one morning before she went to work, it was winter time. She asked if it was cold during the night in the shipyards, I told her one of the guys wore his wife’s tights or stockings to keep warm, I saw a wee glint in her eye, I said he sometimes wore her panties as well. Next thing she gives me a pair of her see through panties and said put them on, which I was delighted to do.

She came home at lunch time and I fucked her wearing her panties.

My wife worked at Playtex, so she started buying me suspenders at first, we would buy stockings when we were out shopping. We would then buy skirts and high heels, she got the bra’s and suspenders from Playtex when they had sales on for the workers.

Maybe once a week, I would dress up in stockings and suspenders, skirt and heels, and come down into the living room, I would get her to dress the same, we would have great fucks. She once said to me, she wouldn’t mind if I went with someone, so long as it wasn’t a woman, so I said you wouldn’t mind me having sex with a man, she said yes, but I never tested that option, well I did, but she didn’t know.

Sometimes I’d be waiting on her all dressed up when she finished early on a Friday, I was by then buying lots of stuff online, more sexier stuff.

I went to a club in Glasgow called Violate, I had some great experiences in there, sadly I should have coaxed her to come with me, but I never did.

I used to say, let’s go out in the car dressed, but she would say, no you go, eventually we did go. It was dark, so had to watch I didn’t get spotted by the neighbours, but I managed it with a long raincoat on, covering most of my stockinged legs. I fucked her the car dressed like a slut. She’s not into sex now, we’ll sometimes I can get her going. I just wish I’d got her to Violate, a couple of good stories from visiting there, but that’s another story altogether.

Steph.

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By *ednesday 2023TV/TS
over a year ago

Stortford


"I was introduced to sex by a much older woman who also introduced me to the pleasures of cross dressing. Like many, once started couldn't stop "

I think that's a story I'd like to hear more about!

For me, I'd always used knickers and stockings to wank, but one day, I really wanted to try some heels, a lucky find of some strappy size 9 heels in Primark, and as soon as I stood up in them, I knew I wanted to dress completely and more!

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