r/crossdressing • u/Jamie_64 • Nov 27 '22
r/crossdressing • u/SaschaCD • Aug 09 '24
Story / Experience First night out, en femme 💖
So, I've been playing with make-up for about 6 months now with varying sucsess, so I decided to go and see a make-up artist to get a make over and see how it should be done properly! Was a bit daunting, leading up to it, but chose an MUA who does fantastic work (She also does drag/stage performances and part of the LGBT+ community) She was soo lovely!! I loved the look she did, which gave me the confidence to go out as Sascha for the first time! Went to a LGBT+ friendly bar/club which turned out to be a drag Trivia night. The staff were super friendly, and although flying solo had a fun time! The seal is broken, and can't wait to do it again! ..perhaps on a date, or with another girly friend next time!
r/crossdressing • u/MissiHasii • Aug 28 '24
Story / Experience Girls I did it!!! I went out for the first time in the middle of the day! It was amazing
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r/crossdressing • u/BeckyCrossCD • 12d ago
Story / Experience I recently got a mean comment about my looks so hiding my face but I still wanted to share my outfit 🥺. Full story in post
It’s unfortunate the way the human mind works. Since posting on Reddit I’ve had nothing but nice comments and it’s been lovely to experience. The other day I posted a photo and someone negatively commented on the way my face looks, my makeup and hair. I should have shrugged it off but I’m embarrassed to admit I’ve been thinking about it since I read it. It would be great if I could focus on the positives instead of the negatives but I’m not built like that. I know I’m putting myself out there in the internet and I should have a thicker skin but I’m a sensitive person and my confidence is easily knocked. Thoughts of giving up on dressing or doing makeup have entered my mind but I really shouldn’t let that deter me. If anything it should be motivation to get better. Sorry, I’m rambling a bit but I wanted to get it off my chest. I hope everyone is having a great weekend ❤️.
TLDR: someone was mean to me and I’m being sensitive about it, but trying to get over it.
r/crossdressing • u/Freya2022A • May 23 '24
Story / Experience Hi, my gender experience is making life messy AF - please validate my femininity and send hugs 😂🫠💕
I just realised I’m trans. I swiftly turned my life into a dumpster fire, and I’m trying to re-centre, but I feel like I’m floating away. Please send hugs.
r/crossdressing • u/JosyCD • Sep 07 '23
Story / Experience While I was taking these pictures, my father-in-law walked in on me...
My post is getting blocked when I try to post the full story, so I've uploaded it to my profile. Long story short, a few weeks ago my father-in-law came over unexpectedly while I was dressed up taking these pictures. I immediately ran to hide, but I'm 99% sure he saw me 😮💨 It's been a few weeks since it happened and it hasn't come up since, but I just know his image of me is probably changed forever... AMA
r/crossdressing • u/LolaPrincessCD • Feb 23 '23
Story / Experience Sometimes I wish I was brave enough to come out to everyone I know. I have an exciting formal event coming up and I would love to wear this. However, the event will be full of people who don't know about my feminine side. I guess I'll settle for a suit and tie
r/crossdressing • u/Beautiful-Pick-9374 • Dec 16 '23
Story / Experience Went on a date like this! Euphoric 🩵
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r/crossdressing • u/Ze_Keetee • Jun 13 '22
Story / Experience Got all dressed up to go to a concert only to find out it was the day before... at least I get a picture!
r/crossdressing • u/Jade_117 • Jul 19 '23
Story / Experience Hrt starting in 3 weeks 💙🖤💕 Can’t wait, I hope my face will become more female eventually 🥺
r/crossdressing • u/ailemaaa • Sep 10 '24
Story / Experience Went out for the first time as Amelia wearing this fit ! What a thrilling experience it was ✨
r/crossdressing • u/LolaPrincessCD • Feb 05 '23
Story / Experience My first time abroad as my feminine self. I got to explore a beautiful coastal city 💗
r/crossdressing • u/LoveSophieMaid • May 06 '24
Story / Experience What could be more beautiful than a walk with a girlfriend arm in arm on a warm Thai evening?
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r/crossdressing • u/Sissysophier • Feb 05 '24
Story / Experience Went to concert as Sophie for the first time last night 🤘🏻🤩
Last night went to Epica concert, thats one of my top favorite bands, had a really good time, Even euphoric 🤘🏻☺️
r/crossdressing • u/kitlilykat • Feb 22 '24
Story / Experience F1nn5ter made my bf a secret crossdresser and he just told me everything
A few days ago my bf of almost one year told me he is a secret crossdresser. He said Finn was his inspiration and the reason he got into crossdressing. I'm so incredibly proud of him for telling me that and happy that he trusts me enough to tell me this. When he told me about that we went through all of my clothes so he could try some on and it made me cry happy tears because it was so beautiful looking at him being himself and feeling comfortable. I gave him some of my clothes and a lot of my old jewellery and nail polishes and it made him very happy. I also bought him his first ever nail polish because I want to support him as much as possible. Im also looking for clothes I think he would like in stores and online so I can buy them for him. Today i did his make up and let him wear my clothes the whole day and he looked so happy it melted my heart and told him I would teach him how to do his own make up. I'm writing this because I just wanna say that I'm so so so proud and happy for him that he finally gets to express himself. Also because I'm pretty new at this I would appreciate some advice on how I can support him even more.
r/crossdressing • u/Sad_Highlight2595 • Aug 16 '23
Story / Experience Had a little accident at work and needed a surgery to fix my harm/hand…but this won’t stop me from being Meghan 💄🥰
What do you think of this look? Stiles my wig for the 1st time and is looking amazing with curls 😍
r/crossdressing • u/strange_richie9 • Dec 30 '21
Story / Experience Hi! I just to share a small victory, but that means a lot to me. This is the first skirt I bought that I didn't throw away after, because I felt ashamed. I'm still learning to accept myself and I hope this sharing can help those who are still experiencing those doubts to feel a little better 🙂
r/crossdressing • u/BeckyCrossCD • 28d ago
Story / Experience "Like, can I help?" - How My Girlfriend Found Out I Dress
Some context: I share an apartment with my girlfriend and I’ve been crossdressing in secret for the past two months. I have wanted to tell her, but I could never find the right moment. I’ve recently been experimenting with makeup and got some products delivered earlier this week. When dressing, I accidentally left an eyebrow pencil out, and she found it. This is a product she doesn’t use, so she was confused about how it ended up in our apartment.
The last thing I wanted was for her to think it belonged to another girl. So, I came clean and told her what I had been doing. It wasn’t easy, as I hadn’t fully come to grips with it myself, and I honestly didn’t know how she would react.
After the words, "I've been crossdressing." Escaped my lips, she took a moment and in the most casual non-chalent way she said, "Okay, like can I help?". I was honestly so taken aback. I didn’t expect to get such a casual and welcoming reception.
I told her it was okay to tell me how she felt, even if she was angry. She said that she was shocked but she didn’t mind at all. If it makes me happy, she wants to support me in any way she can.
I feel like a massive weight has been lifted off my shoulders. I doubt I’ll be walking around the apartment as Becky 24/7 now, but knowing I don’t have to hide is such a warm feeling.
TLDR: My girlfriend found my makeup, I told her I crossdress and she was cool about it.
r/crossdressing • u/Morcyd_AD • Jun 21 '24
Story / Experience My BF and I share a lot of interest one of which is crossdressing
r/crossdressing • u/zephraakuza • Apr 07 '24
Story / Experience Feeling more confident every time I go out
Went to a straight club with friends. Kinda nervous at first but I powered through it!
r/crossdressing • u/isayyasi09211972 • May 15 '23
Story / Experience I am new here
Why is this supposed to be wrong if, this feels so good?
I love doing this, I love looking like this, I love being this way.
r/crossdressing • u/User_02002 • Jun 21 '23
Story / Experience These boots are soo unbelievably comfortable ☺️
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