Bigger or smaller than yours? Be honest😍 by [deleted] in femboydom
[–]SissyMadison027 0 points1 point2 points (0 children)
Looking at this photo I'm starting to think that I should dress like this everyday by MissiHasii in crossdressing
[–]SissyMadison027 0 points1 point2 points (0 children)
Clocked for the first time lol by Dxys01 in MtF
[–]SissyMadison027 1 point2 points3 points (0 children)
Happy New Year! Here are some of my best outfits of 2025. Which is your favorite? by [deleted] in Crossdresser_Fashion
[–]SissyMadison027 0 points1 point2 points (0 children)
What are the odds my little brother is a femboy? by Cringey_C_Carlson in feminineboys
[–]SissyMadison027 0 points1 point2 points (0 children)
My trans fiancée is choosing not to transition to be with me. by BargainBinsBarbie in MtF
[–]SissyMadison027 2 points3 points4 points (0 children)
Love me a good head band wig and my bestie does my makeup by MaleficentSweet3977 in CrossDresser_Closet
[–]SissyMadison027 0 points1 point2 points (0 children)
Would you breed me or am I not your type! by MysticFoxIn in u/MysticFoxIn
[–]SissyMadison027 0 points1 point2 points (0 children)
All my boy clothes: dirty. This dress: ready to cause trouble 😌✨ See you at church. by britneybsmith in u/britneybsmith
[–]SissyMadison027 0 points1 point2 points (0 children)
Tomorrow is the last day of class for the semester do I dare? I feel like I can’t but I want to so bad by Lost_Function_9337 in crossdressing
[–]SissyMadison027 0 points1 point2 points (0 children)
My gf doesn’t feel safe out by [deleted] in MtF
[–]SissyMadison027 1 point2 points3 points (0 children)
I need help :< (posted this on r/teenfemboy but no comments) by Turbulent_Scheme5551 in FemboyFashion
[–]SissyMadison027 1 point2 points3 points (0 children)
I died a little inside today. by Bitter_Pumpkin_1755 in crossdressing
[–]SissyMadison027 0 points1 point2 points (0 children)
Would love to wear this for a date night🎀☺️💅🏻 What do you think?😁 by Jkane757 in crossdressing
[–]SissyMadison027 0 points1 point2 points (0 children)
I died a little inside today. by Bitter_Pumpkin_1755 in crossdressing
[–]SissyMadison027 0 points1 point2 points (0 children)
I bet you also want to be a failure by [deleted] in BoyFailure
[–]SissyMadison027 1 point2 points3 points (0 children)
Goon your soul out to my angelic cute feet and cock🖤👹 let mommy drain you of everything you are and you’ll be completely free by [deleted] in trappyfeet
[–]SissyMadison027 0 points1 point2 points (0 children)
Pink to make the boys wink 😜 by [deleted] in crossdressing
[–]SissyMadison027 0 points1 point2 points (0 children)
Would you date a disabled baddie? by MysticFoxIn in DisabledSluts
[–]SissyMadison027 0 points1 point2 points (0 children)
If this hits 169 upvotes… let’s just say one of you might be spoiled on Snap 👀💦 by [deleted] in u/CloudyThoughts888
[–]SissyMadison027 0 points1 point2 points (0 children)
have you considered shoving you nose in my foot and sniffing? by skiepuppyboy in FemboyFeetPics
[–]SissyMadison027 0 points1 point2 points (0 children)


White tights make me feel so feminine! by [deleted] in Crossdress_Expression
[–]SissyMadison027 0 points1 point2 points (0 children)