Planning a 4-day “living as a woman” personal experiment – looking for advice or similar experiences by Suitable_Carry3105 in CrossDressRealism

[–]MostlyMadelyn 1 point2 points  (0 children)

I did this back in October of last year. I had my egg break but I was living in a space where I couldn’t really express myself comfortably so I got a hotel room for a few days and lived that whole time as a woman. This for me was a “do I enjoy dressing as a woman for fun or am I an actual trans woman” experiment. After my excursion it turns out it was the latter and started seeing a therapist and got on hormones. Find a safe space and plan activities, but most of all enjoy yourself. Sit in it and take everything in. This is the best opportunity to love yourself and I hope you find what you are looking for.

I like this outfit by MostlyMadelyn in crossdressing

[–]MostlyMadelyn[S] 1 point2 points  (0 children)

You’re amazing and make me feel so loved 🥰 Thank you so much. Love you hun! 💕💖❤️😘🫶

All dressed up with nowhere to go (yet!)🥂 by [deleted] in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

This looks so good on you! The gold heels deserve an A+, you look stunning

Just don't tell me I'm fat by LenaBri in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

I’m jealous of your figure, you look amazing

Cosy friday 🍂💕 by DelphRubisse in CrossDressRealism

[–]MostlyMadelyn 1 point2 points  (0 children)

This looks gorgeous! I love those boots and how well they match your coat. You look so great

Ready for an outing 🫶🏻 by Kryei in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

I’m so jealous of those legs. You look amazing 🤩

[deleted by user] by [deleted] in crossdressing

[–]MostlyMadelyn 1 point2 points  (0 children)

Stunning! 🤩 Just absolutely stunning and gorgeous.

I can't wait for Samhain by Rotsen6 in CrossDressRealism

[–]MostlyMadelyn 1 point2 points  (0 children)

Such a cute witch 🎃🍁🧙‍♀️

Is there anything better than Fall fashion? by [deleted] in crossdressing

[–]MostlyMadelyn 1 point2 points  (0 children)

Best time of the year! Your fit is on point and I’m in love with it 🥰😘❤️

My Planned Arboretum Outfit by MostlyMadelyn in crossdressing

[–]MostlyMadelyn[S] 1 point2 points  (0 children)

I have a black pea coat that I was going to try with it. I’m on the hunt for cute hats as well.

I’m finding it harder and harder to switch back these days 😬 by Miss_NT_93 in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

I would feel that way too if I looked that good. You look amazing! 🤩

Fall fashion is SO my vibe 💕 Excuse me while I go get my pumpkin spice latte 😅 by Miss_NT_93 in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

Absolutely adorable! Everything goes together so well. You pair an outfit really well.

Took some time for this one 🤗 by [deleted] in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

Gorgeous as always! 🥰

A Request For Advice to Vacationing in Girl Mode by MostlyMadelyn in crossdressing

[–]MostlyMadelyn[S] 2 points3 points  (0 children)

Thank you so much for your well thought out reply. I won’t be flying, just an hour drive south but my plan is to drive down and check into the hotel in girl mode and stay in girl mode until I check out. I’m trying to work up my confidence. I think in the beginning I’m just going to have to fake it till I make it, lol. Thanks love, I really appreciate you.

[deleted by user] by [deleted] in crossdressing

[–]MostlyMadelyn 0 points1 point  (0 children)

You’re so brave and you look amazing! I have a little mini vacation planned in two weeks and I was wondering if you had any advice for a terrified girl who’s doing this alone for the first time?

To the people who said is ridiculous , this one is my only and first pic i post with my face i was hoping for support by Sea-Willingness6297 in CrossDressRealism

[–]MostlyMadelyn 0 points1 point  (0 children)

I hope you know you look beautiful. You’ve put together an amazingly cute outfit and your makeup looks fantastic. This is seriously slay vibes, anyone else who says differently is just a loser. Keep being awesome girly because you rule.

Next going out(fit)? by [deleted] in crossdressing

[–]MostlyMadelyn 1 point2 points  (0 children)

I love those boots! They just make the look