So i posted this pic to a cd group page on FB when i joined and i must admit the toxic level of some of the members who are not cd,tv is off the scale. The worst post i had was some guy who put a picture of a pig in makeup on my feed. Needless to say i reported it but for my own confidence and safety i left that group. So please all be aware of the probability of meeting people like this on media platforms. Love to all stay safe

I randomly wrote this one night years ago because someone asked me 'tell me your story'. btw...this is when my life got good!

I've somehow basically moved into my partner's (Female) apartment as I was sleeping there atleast five days a week, being so busy working, I was ignoring and not thinking about my true desires and the days
passed. We worked opposite times so either she would be alone at home for 12
hours, or I would be alone in the apartment for 12 hours... In the alone time... I know what I want
and i'm alone in an apartment with a ridiculously large collection of womans clothes, lingerie and
makeup, many of her sex toys... This is where my experimentation developed and my passion
to be a woman was definite. A year goes by and we eventually moved to my house which was in the middle of nowhere on a quiet farm land, we knew no-one.

Anyway a few years later we split up on good terms, I'm unsure whether she was suspicious or not, either way it would have never worked as we wer too different. She finally moved out of my house, she was so organised with everything, all the bags, boxes were labelled, stacked and ready to be loaded into a van...

But she left some large boxes and bags in the spare room which she did say 'Its all for the bin unless I want it'... Then she went, that was it, my house is mine again

I decided to check in the boxes a couple of days after and it was full of her clothes, makeup,
lingerie, accessories, shoes, bags, jackets, perfume, eyelashes... Absolutely everything that I
would ever need and pretty much all the exact stuff I'd been using when I was alone, so maybe she
knew about me? Maybe she knew that deep down I was a girl? Anyway I stayed there for two years, built up my collection of clothes toys etc.., built up my confidence and happiness, met a few people as a girl, had a few around, I had the pure freedom to wake up get dressed up, do my make up and be myself, spend the day as myself and go to bed being myself with no worries.


Haha that was my story what I wrote years ago for someone online such happy times though when it all worked out!

Anyway love you all

#crossdresser #truth #fem #cd #happy #sissy

Just thought I would give more of my pics .As had lovely comments and fills me with more confidence as always horny girlies x.

(A New CD Deal Made)

Paul who is a CD under a different name got in touch and said he was interested in having me round to have some fun and practice with a CD for the first time, But he said there is a slight issue, he went on to say that he was slightly large and quite hairy which he new was not good.. He also sent me the usual Co CK pictures as seems to be the normal thing lol
Anyway, annoyingly his co CK was very nice about 6" the same as me but thicker and the skin as ll the way back just how I like it, which was very frustrating as I'm not going near that all Hairy, so what to do.
I sent a proposal to Paul of my Conditions which allow him the opertunity to learn and possibly enjoy me at the same time, I was firm but he has the option to say no
He can choose what I wear or don't wear, he can play with his hands on me, if he wants to suck me then once started he must finish and most importantly no mess or waste, now the final thing was for his benefit if he chooses to, If after he has fed from me 3 times, I will allow him to Fu CK my Ass Pus sy in any position he likes...
Why 3 times you may ask, well it's all about commitment to his CD, showing he will work to get his pleasure learning his self control with Oral Skills in a Clean, Respectful and Submissive way, not questioning anything, at the end getting what he wants and needs..
I left the decision with him and to my suprise he was still very keen, I said did he want this over 3 different visits or just one longer 3hr visit, I did warn him he will be working much harder on a single long visit, but he said one visit was much better for him to organise so a date was set......
I dropped my wife off at 9am and left for Doncaster, I arrived just after 10:20am that gives me at least 3hrs possibly 4 if needed.
Paul let me in and we had a good chat and look through my bag of goodies, he grabbed my Cheerleader outfit with Black Stockings Tights and matching Red Stilettos, I grabbed my sheer Thong and he was happy for me to get ready, which I did, I put on a mask and Wig to help him get used to me.
We re-capped my rules and he was happy with that.
I stood in front of him and let him fondle me all over, which he seemed to enjoy, squeezing my Ass seemed popular with him and rubbing hands up and down my legs, he stood behind me and ran his hands down my chest to the top of my legs then reached with his right hand and played with my Co CK, which was starting to get hard now, this was making him even more excited, he turned me round and slipped my co CK out of my thong, it was inches away from his face, he looked up at me, I said are you sure this is what you want, he just lent forward and slid my co CK into his mouth.
He paused and said, I really need your Ass, I just smiled and said you know what you need to do.
He continued sucking, up and down my shaft, gaining more confidence and skills the more he sucked, I could tell he was learning from my reactions, which is great, saves me having to keep telling what to do.
He asked me to sit on the bed edge and lie back, he said can you hold your knees apart, so I spread my legs and held my knees, he got down on his knees and realised my coc k will bend all the way forward to allow him to continue sucking, it was rock hard in this position, he went for it big time, sucking as hard as he could, I'm surprised I lasted another several minutes at this pace, he knew I was getting close, I sat up keeping my legs Spread watching him carefully as I started to moan, I could not hold it any longer and Shot my load of juice into his mouth, he paused momenterrily looking at me then Swallowed it all down, I said that was really good well done, needless to say over the next 2 hours he made sure he got his next 2 Feeds which he did and very well too.It was my turn now, so after popping to the bathroom and using my Dousch then getting cleaned up I went back and asked him how he wanted me.
He said can I lie on the bed on my front with my legs closed and Straight, I handed him the lube which he used on himself, he got on top and Slid his thick coc k deep into my Ass, he was really enjoying thrusting deep into me and out again, then back in, unfortunately for him the enjoyment was too much and after a few minutes and lots of moaning he paused and pushed as deep as he could, I could feel his warm juice fill my Ass..
I said that felt great, you did really well today.
We settled and cleaned up and he was very keen to meet up again asap.....

Hmmm, a fairly recent bunch of postings from the same member, all of which seem to be inflicting "her" own personal Male Gaze on others and criticising those of us who don't (much like 99% of cisgender women don't) look like the polished, Photoshopped and airbrushed models on the front of glossy magazines... Not a hint of help or advice in HOW to meet "her" Male Gaze, only negativity... Troll or just lacking in confidence in her own femininity? Perhaps the absence of any pics of herself is a clue...?

Confidence gone again, I wish I didn’t feel like such a freak

Click‑click, curtain call, pavement runway — turn the volume up and let these heels do the talking. Red dress swaying, glossy heels tapping a rhythm that turned the pavement into my encore. If confidence had a soundtrack, this is it — loud, proud, and unapologetically dramatic. Turn the volume up and feel every step.

Thanks everyone for your thoughtfulness. Back to my blue room but you’ve all given me such confidence x needless to say I won’t be wearing this outfit out!

Grace in my pose, confidence in my soul
Too real to be ignored

At 65, I've spent decades as a transvestite sissy crossdresser, keeping my feminine side tucked away like a guilty secret for most of my life. Skirts, stockings, heels, and lacy things brought me a private thrill and a soft kind of peace, but they also came with shame and isolation. Then volunteering stepped in first in drab male clothes at a local charity shop and quietly cracked the door open to something more. Over time, the idea of exploring crossdressing while volunteering became a gentle, thrilling possibility that blended my two worlds: giving back to the community while letting my sissy self breathe a little in public. Crossdressing and volunteering intersect in beautiful, sometimes nerve wracking ways. Many of us in the crossdressing community already love charity shops and thrift stores they're treasure troves for affordable feminine clothes, vintage dresses, silky blouses, and heels that fit just right without breaking the bank. Shopping there "en drab" (in male presentation) is common and relatively low-pressure; staff rarely bat an eye at a man browsing the women's section, especially if you're polite and purposeful. But taking the next step volunteering while presenting as your feminine self feels like leveling up. It turns the shop into a stage where you can practice being seen, contribute meaningfully, and feel the quiet joy of service wrapped in the fabric that makes you feel most alive. Sorting donations, steaming garments, arranging displays tasks that already feel creative and domestic become even more satisfying when you're doing them in a skirt or blouse that matches the very items on the rails. There's a special little rush when you handle a pretty dress that might have been perfect for your own collection, knowing it's going to help someone else while you get to embody your softer side in a purposeful setting. For many of us older sissies, volunteering offers a gentle way to ease into public expression without the intensity of a full "night out." Charity shops tend to attract kind, community minded people older volunteers, mums, young folks gaining experience, and all sorts in between. The environment is often forgiving and focused on the work rather than on you. Conversations flow naturally over pricing or styling, and you can let your feminine mannerisms show a bit more without forcing anything. It builds confidence the same way my early drab shifts did: through small interactions, teamwork, and the satisfaction of helping keep good clothes out of landfill while raising funds for worthy causes. Of course, it's not without its layers. Some days you might worry about being read, or about awkward questions, or simply about whether the team will accept you. Experiences vary some places are wonderfully inclusive, especially those with ties to causes or progressive areas, while others might feel more traditional. Starting small helps: perhaps a short shift, a subtle feminine touch, nail polish, a unisex but feminine top, or even volunteering at events or organizations where crossdressing is more normalized. I've heard of crossdressers volunteering at community fundraisers, helping at pride related drives, or even assisting in thrift based events where dressing up adds to the fun and visibility. The mental health side is profound. Volunteering already combats loneliness, builds purpose, teaches skills, and creates real connections benefits that feel amplified when you're expressing your authentic self. For a sissy crossdresser like me, it bridges the gap between private indulgence and public living. That hidden part of me stops feeling like a shameful secret and starts feeling like a valid contribution to the world. The social aspect eases isolation in a way therapy alone never quite could; you're valued for your helpfulness, your eye for display, your patience with customers. And yes, there's that extra layer of thrill spotting a gorgeous bargain while wearing something pretty yourself, or feeling the swish of a skirt as you move between racks. Looking back, exploring crossdressing in volunteering has been one of the most rewarding paths for many of us. It doesn't demand you "come out" dramatically; it lets you integrate gradually, at your own pace. Some stay fully en femme for shifts and find warm acceptance. Others mix presentations or keep it subtle. Either way, it fosters growth: more confidence, better social skills, a deeper sense of purpose, and often a surprising amount of quiet support from people who simply see a kind volunteer doing good work. If you're a fellow crossdresser reading this whether you're 25 or 75 consider it. Start by shopping at charity shops to build familiarity, then explore volunteering opportunities. Talk to managers openly if it feels right; many are pragmatic and welcoming when you frame it as wanting to contribute.

Work done so my chosen outfit for a coffee and bit of shopping with my neighbour
#confidenceisgrowing #girlytime

Well, that inspires confidence.

Think I need to meet more girlies/admirers, having less and less confidence in myself atm and probs just I need a re-set and a bit of fun. Can be vanilla or spicy; I’m a woman of many talents

Just some thoughts from myself.

im getting deeper into crossdressing lately. mostly due to encouragements i got on this site, so thank you everyone for making me feel like im not alone, and what im doing is not really all that wrong.

my next step will be doing makeup. but i guess it would take time to master it. i will probably try then to maybe go out at night something, at least to take a walk around another neighborhood.

when i started crossdressing it was for pure arousal (i guess it starts like that for most of us). dont get me wrong, there is still plenty of arousal to go around when i dress up. but lately, i found that what im enjoying the most is the comfort of woman clothes, and confidence i gain from wearing it. but most of all, i caught myself enjoying the "little things" while i dress up.

even though it's a chore to shave my legs, i really love doing it. i love the scent of body lotion when i apply it, and how soft and shiny my skin feels and looks. even though that doing my toenails takes forever and my back hurts, i really love doing it. i love that i naturally started to tiptoe around the house when i switch between my shoes. i love how i cant decide what to wear even though i have dozens of dresses. i love how i naturally cross my legs when i sit down. i fell in love in the feeling of my long hair waving and sliding across my bare back. i love the feeling when i comb my hair while looking myself in the mirror. i love playing around with a lock of my hair to keep my hands busy and adjusting it constantly over my ear. i love the feeling of wearing tights to bed to take a nap. i like how sad it makes me to see my tights get a run in them. i love to use my finger to adjust the strap on my heels. right now, im wearing some super soft opaque tights, casual bodycon dress, some casual white lingerie, some really nice heels and it is the best, most comfortable feeling to just sit like that in my chair, writing this.

my point is, dressing up makes me feel good. but little things along the way makes me feel really great.

cant wait to cross my legs in front the mirror, to tackle challenge of make up, and top it off with some nice jewelry.

i know, really long one. but i really wanted to say this. what "little things" do you enjoy the most?

Wish I had the confidence to go out dressed as a woman

A small set from yesterday.
Not chasing perfection here. Just sharing where I’m at right now.
Confidence looks different depending on the day.

#crossdresser
#genderexpression
#femmeenergy
#softconfidence
#selfexpression
#quietmoments
#personal
#lgbtq

Thought for the day:

“The problem with the world is that the intelligent people are full of doubts, while the stupid ones are full of confidence.” —Charles Bukowski

I met a really wonderful man last night We met at one of my favorite places in San Diego’s Hillcrest neighborhood—Baja Betty’s. It’s a spot I go to often and one of the few places where I feel completely safe being my true self as a trans woman, where I can relax, let my hair down, and just be me.

We started talking and somehow time just disappeared. The conversation flowed so easily, and we kept discovering how much we had in common. He’s older than me—I’m 47 and he’s 76—and honestly, it feels kind of perfect. I don’t have “daddy issues,” but I am very drawn to older men. I love the calm confidence, the grounded, paternal energy, and the way they make me feel cared for and protected.

What makes it even more special is how beautifully complementary we are. In public, he’s very masculine—confident, composed, and steady. In private, he’s a crossdresser, which he shared with openness and trust. That balance, that shared understanding of gender expression and vulnerability, made me feel seen in a way that’s rare.

I’m trying not to get ahead of myself—we did just meet—but there was definitely a spark A sense of comfort, attraction, and mutual understanding that felt natural and exciting. We just fit. I’m really hoping this sweet beginning turns into something meaningful.

http://chrissyinsd.hotviber.com/

#sissy #sissyboy #sissies #sissyboys #sissygirl #sissygirls #femboy #femboys #femman #gurl #crossdresser #crossdressers #crossdressing #tgirl #shemale #shemalechrissy #sissychrissyinsandiego #chrissyinsd #trans #transgirl #transwoman #transfemale #transgender #lgbt #queer #gay #dancing #twerking #pantyboy #meninpanties #dress #menindresses #gaydate #gayboyfriend #loveislove

Good evening, sweets

I want to take a moment to clarify something important about myself, honestly and openly. Deep down, I do wish that I could transition and live fully as a woman one day. That desire is real and has been with me for a long time. However, at this stage of my life, I also have to be realistic. Because of my age, potential medical and surgical risks, the complexities of hormone therapy, and the fact that so many people in my everyday life know me and relate to me as male, I don’t believe a full public transition is something I can truly pursue.

So for now—and likely for the foreseeable future—my feminine side expresses itself in more private ways. Crossdressing, embracing my sissy identity, and allowing myself to feel soft, feminine, and girlish happens in specific spaces and safe arenas, like this website. It’s not about shame; it’s about boundaries, safety, and navigating the world as it is, not as I wish it could be.

That said, I want to be very clear about one thing: I do love being perceived as feminine and being treated like a girl. Emotionally, relationally, and romantically, that’s where my heart lives. Because of that, I am not looking for a fellow sissy, crossdresser, or trans girl as a romantic partner or spouse. I respect them deeply, and I’m absolutely open to friendship and community with them—but romantically, I want to be the girl.

In a relationship, I want to be the feminine partner. In a marriage, I want to be the bride.

I am attracted exclusively to men—very masculine men. Broad shoulders, solid chest, bear-like body hair, a deep voice, confidence, and a take-charge presence all make my heart flutter. I’m drawn to strength, grounding energy, and masculinity that feels protective and assured. That dynamic matters to me, both emotionally and romantically.

Thank you for taking the time to hear me out and understand where I’m coming from. I believe clarity is a form of kindness—to myself and to others.

Kisses,
Chrissy

http://chrissyinsd.hotviber.com/

#crossdresser #sissy #sissyboy #crossdressers #sissies #shemale #ladyboy #femboy #femman #femboys #crossdressing #gurl #trans #transgirl #transwoman #transgender #tgirl #gay #lgbtq #nsfw #adultsonly #adultcontent #sissygirl #transfemale #tgirl #model #modeling #gay #bi #lgbtq #queer #genderfluid #pantymodel #panty #panties #meninpanties

My First Crossdresser Makeover, Finding Confidence at Sensual Passions

I finally took the leap and booked my first professional makeover with Sonia at Sensual Passions, and it turned out to be one of the most transformative experiences I’ve ever had.

What started as pure nerves quickly became something empowering and deeply personal. Seeing myself reflected back in the mirror, not as a stranger but as me, was an emotional moment I’ll never forget.

Sonia’s approach made everything feel safe, respectful, and affirming — I’d recommend it to anyone who’s ever thought about trying a makeover but felt too nervous to take that first step.

I shared the full story (with all the details and reflections) on our site here:
https://crossdressed.co.uk/sensual-passions-my-first-crossdresser-makeover/

How was your first makeover experience? What did it make you realise about yourself?

About “Shemale Chrissy”

Hello everyone, I want to introduce myself and share a little bit of my story with you. This is a space where I can express who I am—openly, honestly, and without shame. I’m still exploring parts of my identity, learning more about myself every day, and I hope to find friends, support, and maybe even a sense of belonging along the way.

I want to clarify that I mean no offense to biological women. I deeply respect the struggles and experiences they have faced and continue to face. I acknowledge that I will never fully understand what it feels like to be a woman from birth, nor can I claim to have experienced that journey firsthand.

That said, I’ve always felt more feminine than masculine and genuinely enjoy being perceived as a woman. Given my age, I don’t believe I can—or want to—fully transition or live as a woman full time. In truth, I may simply be a crossdresser who expresses their femininity in ways that make them feel whole. What matters to me is being able to embrace and live that side of myself authentically, even if it isn’t “traditional.”

I also want to be honest about the terms I use to describe myself. I sometimes refer to myself as a “sissy” or a “shemale,” among other words. I mean no offense by these labels—they’re simply part of how I’m exploring my identity and finding language that fits me. Sometimes I use filters or soft edits in photos—not to trick anyone—but to help me live out a personal dream or fantasy, even just digitally. It’s for me, a way to see myself as I’ve always imagined.

I like showing off and receiving compliments on my body. Growing up, I never really got that kind of positive attention, and expressing this side of me now is both empowering and healing. Recently, I’ve also realized that I want to showcase this part of myself more openly—perhaps even as a model. For me, this isn’t just performance; it’s a way to claim my identity and celebrate my femininity with confidence.

Yes, some of the content I create and share is adult or pornographic in nature. I understand that’s not for everyone, and I respect that. But for me, it’s an expression of pride, sensuality, and self-love.

More than anything, I’m here to find friends, support, and community—to connect, share experiences, and network with people who understand or want to learn.

Thank you for your understanding and support. #crossdresser #shemale #sissy #lgbtq #nsfw #crossdressing #gay #trans #gurl #bio #transgirl #tgirl #transwoman #transgender

To all you lovely ladies out there. Thank you for your love and support. You all have boosted my confidence in myself 10 fold. You have been so supportive and I am so so grateful to all of you. Stay strong and beautiful ladies.

Hello beautiful people! I’m Kirsty—I’ve been dressing for years (mostly in private), but I’m finally stepping out of the shadows to join this amazing community. Time to embrace the fun and friendship properly!

I’d love to:

Swap tips on fashion, makeup, or confidence boosts

Chat about the little joys (or challenges) of dressing

Connect with kindred spirits—tell me about YOU!

No pics from me yet (baby steps!), but I’m all for cheering each other on. So… what’s your go-to outfit that makes you feel unstoppable? Or just say hi—let’s be friends!

Your true self is never something to hide. it’s something to celebrate. Wear what makes your heart feel free, stand tall in your own beauty, and remember: confidence is the most stunning thing you can ever put on.

Image courtesy of Freepik

Thank you for all the recent comments and friends requests, you are all very kind, I lack confidence and you all have helped lift me, i think today i will let the Cat out of the bag again, it's been too long,
Thanks again,
Cat

Feeling careless enough to go out dressed up... But could use the female companionship to give me the confidence to actually step out.. Any ladyz in the indiana/Ohio area wanna do something this weekend.. club or dinner?

Just popped on for a minute or two to say, how wonderful and beautiful everyone on this site is. I love and respect all you gals.
I have only been on for short time and I feel part of something for the first time in a long time.
To anyone having doubts or worries or just lacking confidence to wear what you want to wear deep inside, just be yourself.
Look at my profile and think to yourself well if they can do it they so can I.
Every single person I have encountered or talked to has been wonderful. Some have been intoxicating.
Just wanted to say thank you all. And Chloe you are the best “Supergal” for running this site for us all.

Newly divorced. Helen is my alto ego. Some clothes but not many. I also need more lingerie. Plan to start using make up when I move to Hull.
Have bi feelings, but still need more confidence.
Like most girls, I have a rubber friend who keeps me company when I am lonely and in the mood

The happiness of being a man who wears women's clothing is a celebration of freedom of expression and authenticity. By embracing borderless fashion, you allow yourself to explore new identities and styles that reflect who you really are. Fashion is an art form and every piece you choose is a statement of confidence and individuality.
Dress to feel good and show the world that true happiness lies in being true to yourself.

I am a passionate advocate for self-expression and authenticity, and I believe that true confidence comes from embracing who you are. I wear feminine clothes not merely as a choice but as an integral aspect of my personality and a celebration of my individuality.

A Crossdresser's Creed
I believe I was preordained to experience the wonder, ecstasy, and occasional pain of exploring my feminine side. I do not ask why I do what I do, I ask why should I not?

The figure I see in my mirror is not an image, it is my true inner self. The makeup I apply is not a mask, it is the countenance of that self.

I embrace both the arousal and tranquility my dressing brings on. Experiencing pleasure is not a sin.

If I am driven to purge, I acknowledge the folly of doing so. The road to destiny does not allow detours.

The Pink Fog is my Nirvana. I allow it to totally envelop me.

And when I meet my maker, I know what I will say with pride, gratitude, and confidence:
"Hi. I am a crossdresser. And you made me so."

So i found out my step brother has been taking the mickey out of me behind my back, he found it highly hilarious to say to my younger in a pub full of people "is Amy coming tonight " now I'm not trans, i enjoy crossdressing and when i told my family it was in complete confidence and trust and he just flaunts it around like a joke letting people I've never even met about this side of my life! Im so angry because its not HIS secret, not HIS truth to tell its mine!!!!

Confidence is a funny thing.
You can have confidence, gain confidence, build confidence, and be given confidence.
But when you lose confidence, it can be a very difficult thing to get back.
Stay safe everybody and look out for each other

Had the courage to go to boots and have a colour match session and she did some make up booked in for a full make up session in feb. Cant wait. thank you all for your kind comments you have given me the confidence to become who i have always felt inside.

My 4th walk out publicly fully dressed x I actually walked in Main Street full of people, it felt great, I’m growing in confidence each time xx

Been away having a crisis of confidence so I thought I’d share some old pics xx

There's beauty in being true to yourself.
#Confidence #SelfLove #BeYourself

I’ll spare you another shot of my legs, I just want to say…

Thanks. To all of you. Thanks for liking my pics, giving me confidence. thanks all for the messages and chats, they have all meant something to me and taught me something. I feel like I’m
Finding myself.

There’s some good girls on here. Happy tranny Christmas xxx

Feeling confident and comfortable today in my favorite thigh-high stockings and lingerie. #Crossdressing #Confidence #LingerieLover

With the year coming to a close, did anyone fulfill their new year's resolutions? For me it was an epic fail. 1 eat healthy - fail, chocolate hobnobs taste too good. 2 exercise - too much like hard work. 3 get better at make up - despite watching a gazillion videos and buying lots of products I still looked awful. 4 - go out dressed in the daytime - well I struggled to find a suitable outfit and I just couldn't find the confidence to do it.
Well that's my list. Think I will give it a miss next time.

So this last weekend was a big first step, and a major confidence boost. The last few weeks I've been wearing nail polish in public with lots of positive feedback. So I went shopping this weekend and tried on several items. I didn't buy but the fear of judgment I expected wasn't there. No even a sideways glance when I went to the dressing room.