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Crossdressing

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

Would be nice to hear how people got started and how long they've been dressing for etc.

What got you started and when did you first dress?

How long you been dressing?

Your first encounter having fun dressed?

I used the Snapchat gender swap filter, and thought I look cute which resulted in me dressing.

I started last year, very part time.

Not had any fun yet dressed.

Feel free to share your stories

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By *ilk and all things niceTV/TS  over a year ago

secret bunker

First thing I ever tried on was a satin wrap mini skirt .. I was 14

My whole body twitched including my eyes when I made a mess

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By *oredcouple1TV/TS  over a year ago

kirkcaldy

Mums undies for me, i was about 14, i would put them on whenever i could, my first orgasm was wearing little panties, nylon stockings and a mini skirt

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

It was a liberated ex who got me into dressing, she liked her lovers in lingerie

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By *urvyJadaTV/TS  over a year ago

Bury

From about the age of 4. It's more gender dysphoria than just a sexual kink.

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By *achel SmythTV/TS  over a year ago

Farnborough

I think if you do a Forum search ... this is a question that was asked only a few days ago xx

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By *tokehornypairMan  over a year ago

stoke on trent


"First thing I ever tried on was a satin wrap mini skirt .. I was 14

My whole body twitched including my eyes when I made a mess "

mmm nice x

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

an ex got me started after i said the colour of some lingerie she asked me about when shopping one day didnt suit me.

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By *exyangietgirlTV/TS  over a year ago

edinburgh

The first time I ever came I was dressed in stockings, girdle, heels, petticoat, bra, and blouse. Such a turn on!

XX

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By *pertureTV/TS  over a year ago

New Ferry, wirral in stockings and sussies

was around 14, always looking in mums catalogs at the women in stockings basques etc, and got the urge to dress like that, started with stuff i found in the laundry basket and it excalated from there.

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By *eannaTV/TS  over a year ago

Cwmfelifach, nr Newport


"was around 14, always looking in mums catalogs at the women in stockings basques etc, and got the urge to dress like that, started with stuff i found in the laundry basket and it excalated from there."

Like this to start with and progressed to fully dressing up and shaving, then meeting at selected clubs and finally going out

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By *aulaxd2020TV/TS  over a year ago

dudley

I’ve been dressing on and off for about 35years, mainly in undies stockings etc, I started dressing fully about 10yrs ago and first went out in public 9yrs ago I love the social side of going out more than anything and have made loads of friends

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By *ammm123Man  over a year ago

ryhl

I'm currently watching mature Crossdressers wank on porn

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By *ressed4FunTV/TS  over a year ago

Maidstone

Hi, have to confess... For me it is all sexual, an alter ego for me and my sexy ts partner to explore with so fabulous fun. All starting with a hot pair of heeled boots, and some surprising tingles that were all to obvious to us both.

Love the feminity and sexuality of all ladies, but also the pleasures of the men we meet. Roll on the fun starting for a again

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

Started at a young age, stealing tights ect. It was no more than bottom half for many years until more recently when I started buying all my own clothes.

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By *ust RachelTV/TS  over a year ago

Eastbourne

I started off dressing after looking at the women in the catalogues, especially the sexy lingerie. I wore my older sisters and mums stuff, then progressed to buying my own clothes. In senior school I would often go to school in a pair of knickers, in winter I would put a bra on under my jumper.

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

About 12 for me

Wanking into sisters knickers

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By *obbi_sutherlandTV/TS  over a year ago

Dornoch

Been dressing for decades.

Started young, in bathroom, sneaking things out of dirty laundry basket, tights, knickers bras, slips.

Progressed over the years.

These days have multiple outfits, more female shoes and boots than male!

Make up, jewellery, toys galore.

Wigs, false boobs etc. All in the dress up kit.

Always been a sexual thing for me, never gender dysphoria.

I get very very sub when dressed.

And very slutty.

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By *loverleaf_1974Man  over a year ago

Milton Keynes

A lace trimmed satin slip caught my attention at a young age- the feeling of it next to my skin was electrifying. This started an obsession with lingerie, centred on stockings, accompanied by delicate lace, silk and satin naturally. Borrowing items from unsuspecting relatives and neighbours became a regular occurrence and one I’m not proud of to this day.

I’m never more aroused than when wearing lingerie and find myself perpetually frustrated as my home life allows me precious little time to indulge in my ultimate turn-on. Fully fashioned stockings with a 6 strap suspender belt matched with delicate knickers; heaven. I’ve lost count of the times I’ve binned my secret lingerie stash for fear of it being found, only to restock a few weeks later. It’s an obsession and addiction.

I’ve used dressing services over the years, but never like what I see in the mirror. I do however love showing on cam how excited lingerie makes me and have managed a few great shows in the chat rooms here.

It’s amazing how such little nylon and material can make me feel!

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

For me it started with shoes.

I've had a high heel fetish since school so about 15 years ago I bought a pair of black patent leather 4" heels on eBay. Oh the excitement as I opened the box still lives with me! I progressed to stockings and underwear then skirt and blouse, wig etc.

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By *lldaybreakfastMan  over a year ago

leeds

Had a meet on here where the guyliked people looking at his wifes underwear. I tried some on and i was hooked

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By *enbobjimMan  over a year ago

Wallasey

I dabbled through puberty but then nothing at all till my 40s started stroking in ex knickers then wearing moving on to tights or stockings. I look ridiculous I know, not feminine at all but I love the feel. Will it progress who knows

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

I was about 13, started by trying on my older sister's heels, quickly progressing onto her stockings, knickers, bras, skirts etc.. I stopped for a long time when I started getting girlfriends and married. Got the urge to start again when a guy i was camming with asked me to put my wife's stockings on. It was such a turn on i had to keep doing it xx

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


"A lace trimmed satin slip caught my attention at a young age- the feeling of it next to my skin was electrifying. This started an obsession with lingerie, centred on stockings, accompanied by delicate lace, silk and satin naturally. Borrowing items from unsuspecting relatives and neighbours became a regular occurrence and one I’m not proud of to this day.

I’m never more aroused than when wearing lingerie and find myself perpetually frustrated as my home life allows me precious little time to indulge in my ultimate turn-on. Fully fashioned stockings with a 6 strap suspender belt matched with delicate knickers; heaven. I’ve lost count of the times I’ve binned my secret lingerie stash for fear of it being found, only to restock a few weeks later. It’s an obsession and addiction.

I’ve used dressing services over the years, but never like what I see in the mirror. I do however love showing on cam how excited lingerie makes me and have managed a few great shows in the chat rooms here.

It’s amazing how such little nylon and material can make me feel!"

I've thrown away my heels and lingerie too in a fit of guilt but the urge to dress makes me buy more

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


"A lace trimmed satin slip caught my attention at a young age- the feeling of it next to my skin was electrifying. This started an obsession with lingerie, centred on stockings, accompanied by delicate lace, silk and satin naturally. Borrowing items from unsuspecting relatives and neighbours became a regular occurrence and one I’m not proud of to this day.

I’m never more aroused than when wearing lingerie and find myself perpetually frustrated as my home life allows me precious little time to indulge in my ultimate turn-on. Fully fashioned stockings with a 6 strap suspender belt matched with delicate knickers; heaven. I’ve lost count of the times I’ve binned my secret lingerie stash for fear of it being found, only to restock a few weeks later. It’s an obsession and addiction.

I’ve used dressing services over the years, but never like what I see in the mirror. I do however love showing on cam how excited lingerie makes me and have managed a few great shows in the chat rooms here.

It’s amazing how such little nylon and material can make me feel!

I've thrown away my heels and lingerie too in a fit of guilt but the urge to dress makes me buy more "

Haven't we all!

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By *wofurrowMan  over a year ago

South Lincs and hotels

When I first moved into our first place with gf now wife of 25 years

But now our girl has turned 18 I just can’t do it in the house anymore but would love a flowery dress stockings red shiny shoes with a nice red wig to have away from there !!

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

From the age of about 3 or 4 ish, used to play dress up in mums clothes until Dad put a stop to it. Wanting to be a girl was a thing for me before i even knew what sex was tbh, i remember lying in bed wishing Genies were somehow real lol

Remember trying on heels from the dress up box in reception

Dressing properly (as in not just being a HPW but wearing wigs, learning makeup ect) i guess from the age of around 20/21 when i lost ALOT of weight and it became alot easier to find clothes that actually fit

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By *urabriteMan  over a year ago

stafford

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

First time in my mothers tights as a joke with a friend at about 10 but enjoyed it , first dressed meet about 5 years ago in a hotel with another tv and it blew my mind, before covid met regular with other tvs for full dressed gay sex

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

I had my first ever orgasm aged about 12 in a full length emerald green satin nightie with white lace trim. I’ve been hooked ever since.

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By *dresserTV/TS  over a year ago

nantwich

Hi all, my sister's black corselette and matching stockings I use to get a twinge in my undies when walked in the bedroom and the lingerie just thrown on the bed mmm x

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By *ust looking 24TV/TS  over a year ago

Oldham

In teens mums lingerie then moved on to mums mrs stuff

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

I think.i was about 10yrs old when I put on my sister's brownies uniform

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

1st thing was my mother's bra on the bathroom floor. Was hooked. Next time I was home alone I was in the drawer trying bras and knickers on. Progressed to my sisters lingerie which was much sexier. Then her dresses, skirts etc lol x

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By *adame 2SwordsWoman  over a year ago

Victoria, London

Used to run a dressing service, though packed up now and sold almost 400 glittery dresses etc.

My form teacher at 10 yo was a cross dresser. 6ft tall plus heels, full make up, mega legs, smoked cigars, with the temper of Lily Savage. We only ever did art as I remember!!!

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

From the age of 4 I wanted to wear a dress and for many years that is what I wanted from Santa

The idea was officially beaten out if me. But I stil hankered

Age of 10 I wore a skirt while no one was looking. Wow I wanted more

Age of 15 I wore my mothers satin slips and babydoll while she was not looking

Left home and it progressed

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

My two older girl cousins use to make me wear there panties and bras.

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

My earliest memories are sneaking tights out of the laundry basket or rummaging through my mums top drawer to find tights to try on. Can remember that feeling of excitement I got from slipping them on and running my hands over my legs. Progressed onto her skirt suits and silky blouses with the same results. At a young age I always thought I was the only boy in the world who wore his mums things, thinking there was something wrong with me.

Throughout my teens I resisted (mostly) my urges, believing I could stop, how wrong I was. Fast forward 20+ years and I've since been to makeover services, spent nights out at clubs making friends just like me, realising my fetish will never leave me

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

Someone dared me to wear lingerie a few weeks ago. I was surprised at how much I enjoyed it, and how wrong it felt.

I definitely identify as a male, but I find that I enjoy the role playing that comes alone with dressing this way x

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By *arex2Couple  over a year ago

Bradford

This....

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By *issyfaggotfayeTV/TS  over a year ago

Bolton

My 1st flash of stockings was by my best schoolmates sister. She was fastening up her suspender clips as I walked by her bedroom door. The smile she gave me was what lead me to stealing her fishnet stockings within within week after that experience. I went to the woods and stripped naked, rolled them onto my legs then fantasised about being caught, tied to a tree and used and abused. I cum twice, it turned me that much. Within the month I was ruffling through the Mum's drawers when I found her lingerie. A skimpy white satin basque with matching g-string and stockings I was about to steal when a voice from nowhere said "what are you doing in here?!!?!" I froze!!! He forced the truth out of me telling me he'd tell all of my schoolmates and even ring the police, so I had no choice but to tell him. He took me to the bathroom where he continued to chastise me. He saw the stockings barely poking out of my pocket. "What are they?!" So I took them out. "Anything else?!" He said. So I took out the basque etc. "What the hell are you gonna do with THAT?!?!" his voice was more angry.

So I told him "I like to wear this kind of stuff" that's when his body language changed. "Put it on then!" He said. So I did. As I rolled up the stockings, I got instantly hard. Then the basque, then the g-string. He was touching himself. He undine his pants to reve§ over and told me to suck him good or I'd be in trouble, so feeling like I dare not let him down I went for it. He made me kneel on the toilet seat then had his wicked way with me. I knew then that I was supposed to be a cock whore. He continued to keep me as his little slut for 7 months after that. I loved it.

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By *nlyDesiCandiTV/TS  over a year ago

Newcastle

I was 3-4. My cousins dressed me up as a bride and always thought I made a prettier girl than my sisters - I blame my long eye lashes. But it was all very secretive and forbidden.

I properly started dressing when I was 19.

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

When I was about 7 or 8 some mates and me found a load of discarded stockings on a building site. We all tried them on for a giggle, at that age we didn’t really know what we were doing from a sexual point of view, and I found then feeling ‘nice’. Fast forward 20 years or so when I was slitting up with my first wife, and she had left a lot of her old lingerie in the spare room. I started to try everything on while she was off out, and on nights she stayed away I stayed dressed all night. It Became a thing from then on, now I live on my own I have my own heels, stockings, suspenders and knickers with a couple of skirts. Love wearing them for sex but there aren’t many Ladies or M/F Couples who are into that it seems, certainly none who will meet me unfortunately.

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By *r3sureMan  over a year ago

Mold

It's a sexual thing for me and I was about 13/14 I used to play with myself wearing my mothers tights and my friends mother used to look sexy in tights and knee high boots and I often wanted to wear her stuff I still think about her now, then when I was in my 20's I helped a friend move house and some of his girlfriends stockings were in a box to be thrown so some of them came home with me, later when I was with a girlfriend I asked could we have sex with me Wearing some of her lingerie and we'd have sex from time to time with me wearing her lingerie

Now single I've a few things of my own but I haven't a want for going out in public fully dressed

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

when i was about 14yrs used to wear mums girdle and stockings. then would look in wash bins for worn knickers... (still do lol)

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By *olly_AmberTV/TS  over a year ago

Live Sussex, Work London


"From about the age of 4. It's more gender dysphoria than just a sexual kink. "

Same

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By *ecretpantyTV/TS  over a year ago

lisburn


"I started off dressing after looking at the women in the catalogues, especially the sexy lingerie. I wore my older sisters and mums stuff, then progressed to buying my own clothes. In senior school I would often go to school in a pair of knickers, in winter I would put a bra on under my jumper."

I also when to school in panties.

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By *ictoriaathomeTV/TS  over a year ago

Huddersfield

Mid 30s when I started, few things left in house after I split from the wife, she always looked good in them so I tried them on. As you all can imagine it was a massive surprise to see how much it turned me on, so I looked for bigger kicks and went all the way to full dressing from heels t wigs and everything between.Makeup is a struggle but the rest works well.

Found my bi side and had great experiences.

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

Purely sexual for me, my gilf fuck buddy loves dressing me in lingerie she buys specially for me and we are now experimenting with ever more naughty sex toys and perversions.all legal i must add lol.

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By *amiee89TV/TS  over a year ago

derry

From a very young age I always remember being jealous of my cousin that I hung around with because she was a girl and I wasn’t. So playing houses at 4 or so I always wanted to be the mummy getting to wear the dresses and plastic princess heels but I’d a rarely got my way. So growing up I always suppressed the feeling to I was about 17 when I breaking up with gf at the time she had bin liners of clothes in my car that were for the dump/charity shop. I used to house for a relative at the time when they went on holidays so first night there alone I tried everything on I felt like I was dressing wrong my whole life. I then took all the clothes to the charity shop and went straight out to start buying my own as I didn’t want anything belonging to her in my life I didn’t even lift anything that I owned from her house being thran is a while thing lol. Progressed to wigs n makeup and now I’d like to transition fully eventually. Wasn’t easy getting to where I am a lot of purging happened in between

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

I was aware from about 4 or 5 that I loved the look of nylon, my mother’s friends would visit her and I’d be fascinated by their legs and the sheer nylon they wore. First tried on my mum’s stockings and suspenders when I was 10 then took every opportunity to try them on in my teens when everyone was out. Was always such a thrill. That thrill still remains now, just with my own sheer nylon stockings, 6 strap suspender belt and heels with the odd outfit too of course.

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

20 for me, started wearing my gfs clothes when we started living together. Last couple of years it’s intensified to wig, makeup etc xx

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

I started in my twenties when I was on honeymoon. In the hotel whilst my wife was in the shower I saw her skimpy black panties on the bed, was naked at the time and tired them on. She thought it was amusing and I kept them on that evening when we went to the Theatre. I was constantly getting hard with the feel of them. Progressed to stocking suspenders and bras, nighties. Really turned my on, even walking through a lingerie dept used to give a stiffy, but never progressed beyond lingerie

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By *elfastpantyguyMan  over a year ago

Belfast

It started in my early teens when I discovered the laundry basket in a friends house were filled with his mums and sisters underwear. I started just wanking in them then took some home and wore them. It was such a huge turn on wearing and the feeling of the material on me. I've never done the whole wig and makeup as I just don't think I'm feminine enough although I'd love to meet an experienced cd/TV to maybe find a look that suits me

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By *atietvsheffTV/TS  over a year ago

Sheffield

I’d say it was around 13-14, first my mums then my sisters, panties, bras, tights from mum and the odd dress, after a couple of years of just the odd items my sister being 18 at the time started wearing lingerie and stockings presumably cos she had started dating guys and she was more my size than mums so her clothes fitted perfect. When she got married she dropped her wedding stuff on of the way to her honeymoon so during the next week while I was alone in exam study I put all her lingerie on which she has brought to mums as it was on the way from the hotel the wedding was at, to the airport. So her lingerie, her wedding stockings, wedding dress, blue garter , veil, and cream high heels. I used mums make up and soon I was a bride and to this day it is the most feminine I have ever been and felt the only thing missing was the bride losing her virginity in her wedding outfit. After that it was mainly mums and then my fiancé/ex wife’s until I started to buy more of my own, divorce, several purges between new G/F’s and 44 years on I’m still loving everytime I can be Katie

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By *lice AgainTV/TS  over a year ago

Bristol

Mum was well into am-dram.

I was a costume dummy.

I got trussed into corsets and period costume at the age of 13-14.

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By *iveittoher300Man  over a year ago

Southampton


"Mums undies for me, i was about 14, i would put them on whenever i could, my first orgasm was wearing little panties, nylon stockings and a mini skirt"
wonderfully naughty

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By *iveittoher300Man  over a year ago

Southampton


"The first time I ever came I was dressed in stockings, girdle, heels, petticoat, bra, and blouse. Such a turn on!

XX"

how old were you?

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By *iveittoher300Man  over a year ago

Southampton


"I'm currently watching mature Crossdressers wank on porn "
me too

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

I only started about a year and a half ago? Only dressed a handful of times? Bit something tells me of I started earlier i would have had my fair share of cock lol

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

[Removed by poster at 08/03/21 15:40:23]

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By *obbi_sutherlandTV/TS  over a year ago

Dornoch

Really missing the opportunity to dress due to covid.

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By *ip7Man  over a year ago

caister

Only just started putting on stockings and panties ,lockdown boredom ,will carry on experimenting as enjoying the feel

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

Done it years ago. Be nice to try it again and get some help with it

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

I don't fully crossdress but just love to wear nylons. Feels so naughty to do it. First started at about the age of 15 and has come and gone in frequency over the years. Love it tho

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By *olly_AmberTV/TS  over a year ago

Live Sussex, Work London

You can probably spot those that dress because of gender dysphoria and those dress for kicks.

I can remember trying feminine clothing from 4 or younger. I remember being upset I couldn’t be Snow White in the school play. I’ve still never been Snow White to this day. I dress as my gender identity not to turn myself on.

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By *ndreacdxxxxTV/TS  over a year ago

Derby

Hi, answers to your sexy question

- Seeing sexy underwear and stockings in magazines, imagining certain people wearing them

- 20 years plus

- it’s in the forum, in a public lay-by in a phone box not pre arranged, a random stranger ??

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By *amantha TSWoman  over a year ago

Swindon


"What got you started and when did you first dress?"

Mid 20's - it was an experiment in escapism to try an overcome a phobia. Thing is as Lynette the phobia isn't an issue, as my male self it still is.


"How long you been dressing?"

Around 14/15 years now on and off.


"Your first encounter having fun dressed?"

House party at Club Naughty. Say no more!

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