Behold, for I am the HeadScarf Shrouded Sissy Crossdresser.

This was about 4 years ago!
#throwback #Thursday #crossdress #trans

Lovely sissy dress

Good night sweets!

#sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #sissychastity #malechastity #chastity #chrissyinsd #vag #prostheticvagina #fakevagina #fakevaginapanties #fakepussy #fakepussypanties #pussypanties #genderaffirming #genderidentity #HRT #boycitty #clitty #fakeclitty #panty #panties #pantymodel

A new burgundy slightly metallic sheen very very stretchy and extremely clingy boho mini dress I picked up... it's so unforgiving lolol I'm definitely going to have to shape myself up to be completely comfortable wearing it...

I wrote a new erotic story!: https://original.adult-fanfiction.org/story.php?no=600110836

#erotica #eroticliterature #sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #sissychastity #malechastity #chastity #chrissyinsd #vag #prostheticvagina #fakevagina #fakevaginapanties #fakepussy #fakepussypanties #pussypanties #genderaffirming #genderidentity #HRT #boycitty #clitty #fakeclitty #panty #panties #pantymodel

I wrote a new erotic story!: https://original.adult-fanfiction.org/story.php?no=600110836

#erotica #eroticliterature #sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #sissychastity #malechastity #chastity #chrissyinsd #vag #prostheticvagina #fakevagina #fakevaginapanties #fakepussy #fakepussypanties #pussypanties #genderaffirming #genderidentity #HRT #boycitty #clitty #fakeclitty #panty #panties #pantymodel

I just love being is Satin Dresses

Happy to be Dressed

Chubby Crossdresser

Just lazing around today. What are you all up to?

#sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #sissychastity #malechastity #chastity #chrissyinsd #vag #prostheticvagina #fakevagina #fakevaginapanties #fakepussy #fakepussypanties #pussypanties #genderaffirming #genderidentity #HRT #boycitty #clitty #fakeclitty #panty #panties #pantymodel

Good afternoon!

#sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #sissychastity #malechastity #chastity #chrissyinsd #vag #prostheticvagina #fakevagina #fakevaginapanties #fakepussy #fakepussypanties #pussypanties #genderaffirming #genderidentity #HRT #boycitty #clitty #fakeclitty #panty #panties #pantymodel

So to crossdress.

I have to be honest this is what i ache to wear,an antique Victorian dress from the 1860s made of soft silk,with soft petticoats over a huge hoop and wear a victorian ladies style wig mmmmmm

Any other cross dressers near St helens Merseyside UK or can travel who fancies a holiday meeting tonight?

One of my favourite dresses bit warm for this heat but lovely in winter with a cardie or shawl around my shoulders I love the details on this.

Satin dresses are the best

Full outfit
Proudly a Cross dresser

Lots of clothes to try on this past weekend it’s been amazing to be Nicky for so long! Old dress which I didn’t really like top half off but I think with new top it looks pretty good even if I do say so myself and feels so much better in my block heels x

Visited Fallout 4 Commonwealth Wasteland wearing my Vault-Tec Pip-Boy, favorite modest nightie and dressing gown and comfortable plaid slippers in the desolate environment of post-nuclear Massachusetts following the Great War of 2077, which devastated North America with nuclear strikes between the United States and China.

Pics of me in one of my favourite dresses! I never want to take it off while feeling the layers gently rub against my legs

After my live chat with Lisa and Danielle, here's the naughty dresses I showed them

I am so in love with this dress as well,its so beautiful to hold and wear,so lovely to sit down with the very full skirt looking huge around me while looking at my red shoes mmmmm

Might try and do a live chat tonight, if it works I'll be talking about anything to do with cross dressing xx

I love this photo of me in my lovely purple bridesmaid dress,it is such a lovely material to feel and it has a beautiful enormous full skirt,it was lovely feeling the layers against my legs while feeling the huge full skirt!

Oh my dears i am looking at this picture of this old victorian dress and im shaking with passion imagining what it felt like and what it was like to wear with petticoats over a hoop

I'm in St helens Merseyside and I'm feeling very horny right now I'm dressed up feminine and I would love to have someone to share the experience with and have fun xxx

Morning everyone! Im just doing what i normally love doing on a monday! Looking at old victorian dresses online and aching to feel them and wear them with petticoats over a hoop

the wife and i just had a discussion about my crossdressing, its not goin to good, i'll keep you posted

Finally have my own space again. I can dress when ever l want

I would love to tell my wife i crossdress but i know she wouldn't accept that im a crossdresser because all the things shes said about crossdressers she seen on tv and she definitely wouldn't like that im bisexual .

Just found out my wife on holiday all for 5 days week even though i think the world off her i won't be able to crossdress for 5 days my urge get so strong its going to be very frustrating.

Would love a trip to Paris and weekend of dressing in gorgeous clothes and lingerie

Just added a NEW very Naughty Pic on this Groups Chat.... Join for Free... Wait for acceptance from Andrea

https://www.crossdressing.co.uk/groups/CD_Andrea

Happy Pride, Everyone !!!

Well...what a lovely, surreal day! Rhiann's first Pride! As a straight guy, I usually don't 'celebrate' Pride as such myself...though I'm not particularly against it either. Live & let live, right?

However, I decided that Rhiann deserved to attend a Pride and set out...in my home town no less...where everybody knows me...as Rhiann 🫣

The response was amazing! I was told I had great legs and awesome hair many times (tbh...the red wig got more compliment than I did, actually!) and felt really loved!

I even walked into my regular drinking spot - VERY surreal - but everybody just accepted Rhiann, told me I looked awesome and poured my drinks like nothing was different! Great People

I also got to meet the lovely Sometimes_Amelia and she met my friends, my lovely fiancée and had a great time.

Thank You Barnsley Pride. See you next year xx
#pride #crossdresser #feminine #crossdressing #outonthetown

This divine satin dress was donated to the charity shop on Saturday and I couldn't resist trying it on, it went back into stock when I realised the price that it was tagged at for sale. I'm just a volunteer who has worked here the longest and seen prices constantly rising. What the Manager thinks items are worth far exceeds what I'm prepared to pay, but she's the one who has to make a profit for the charity to justify her wages.

I'll be dressed all day today if anyone wants to pop round xx

These pics shouldn't get me in trouble. That isn't a real vag, obviously. I just wish I was a real biological female from birth so since I am not one and since I can't afford the gender affirming surgery, for now I wear this prosthetic vagina to look and feel female. Yes, I know, they're still not even close to the real thing, but the look alone helps me with my gender affirmation and identity.

Two pics are edited with a filter as the woman I want to be, one shows me naturally, as the ugly man I still am.

#sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #sissychastity #malechastity #chastity #chrissyinsd #vag #prostheticvagina #fakevagina #fakevaginapanties #fakepussy #fakepussypanties #pussypanties #genderaffirming #genderidentity #HRT #boycitty #clitty #fakeclitty

Off to a cider festival with wifey, little black dress, tan tights and 3 inch heeled boots. Hair up as it’s hot. Xx

Sitting on the sofa dressed up x
#pvcskirt petticoat #stockings #suspenders

The Pink Satin Parcel

The parcel arrived on a rainy Saturday morning, wrapped in plain brown paper packaging with nothing to hint at what was inside. I carried it quietly upstairs before anyone else noticed. It wasn't an expensive purchase or some rare collector's item just a vintage satin nightdress from an eBay listing that I couldn't stop thinking about.
I carefully unfolded the tissue paper.
There it was.
A beautiful sissy pink satin nightie, soft and unmistakably vintage. The faded label still read UK 32–34, although the seller had suggested it was more comfortable for a 30–32. It measured a generous sixty inch bust and fifty inches long. Delicate lace trimmed the neckline, and a tiny satin bow sat in the centre, giving it an unmistakably feminine charm.
It looked as though it had stepped straight out of the late seventies or early eighties.
The listing had been wonderfully over the top. It described "special Saturday nights," satin that whispered over the skin, and invited the buyer to imagine slipping into it after a long, stressful week. Part of me laughed at the dramatic sales pitch.
Another part of me couldn't stop reading.
There was something oddly familiar about it.
When I was young, I always found myself fascinated by the contents of my mum's bedroom drawers. Tucked neatly away were satin nighties, lace trimmed slips, and other beautiful garments that seemed to belong to a mysterious grown up world. I never touched them, but I often wondered what they felt like. The colours, the fabrics and the elegance stayed in my memory long after childhood had passed.
Over the years that curiosity never completely disappeared.
Eventually I accepted that I simply enjoyed feminine clothing. Wearing it wasn't about pretending to be someone else. It was about exploring a softer side of myself that I'd hidden away for far too long.
That's why I clicked Buy It Now.
For the next couple of days I found myself checking the tracking number far more often than I cared to admit. Every update made me smile. It felt strangely exciting knowing that this little piece of vintage femininity was making its way towards me.
When it finally arrived, I slipped the satin nightie over my head.
The fabric settled around me with surprising grace, cool and silky against my skin. It flowed almost to my ankles, and the lace rested gently around my shoulders. As I looked in the mirror, I couldn't help smiling.
I wasn't trying to become anyone else.
I was simply allowing myself to enjoy something I'd been curious about for most of my life.
The satin shimmered softly whenever I moved, and for the first time I understood why garments like this had once been treasured. They weren't merely nightclothes. They were a quiet ritual a way of ending the day with comfort, elegance and a little touch of luxury.
I made myself a mug of tea, picked up the novel waiting on my bedside table, and climbed beneath the duvet.
The satin moved gently as I settled into the pillows.
Outside, the rain tapped softly against the window.
Inside, everything felt peaceful.
The vintage style listing had promised anticipation, dreams and imagination. It had exaggerated, of course but not entirely.
Sometimes all it takes is a simple vintage nightdress to reconnect with a forgotten part of yourself. As I switched off the bedside lamp, wrapped in soft pink satin and surrounded by silence, I realised I wasn't chasing a fantasy.
I was simply embracing a side of myself that had been waiting patiently for many years to be welcomed home.

I'm looking for discreet fun ASAP, yeah a hotel meeting if anyone is interested in meeting up with me mid week, yeah I will pay for the room, we can have a few drinks relax and then have fun dressing up together xxx

I'm in St helens Merseyside and looking for discreet fun, yeah a hotel meeting, like to have a few drinks relax and then have fun dressing up together and, yeah I want to be a woman xx

Anyone want to chat with this lovely lady I love dressing up and being a lady it feel so good

Just enyoy in my feminine side
#crossdresser #crossdressing #lingerie #highheels

It's Friday! And so t bathe, shave, get sweet-smelling inside and out, dress up and makeup, and off to the Dungeon!
I wonder who i'll meet, and will they be fun?