8 XXX : first time crossdresser

First time dressing up in over a year. Enjoy the huge album.

imgur.com category @sarasadieCD

So here's right before my first time feeling a real man inside me :)

imgur.com category @SissyCDChristie

First Time going wild :P you guys want more?

imgur.com category @Sam_89

British girl, first time posting here.

imgur.com category @Nicole_tv_playgirl

Long time listener, first time caller...

imgur.com category @EarthWithoutArt

First time Album! Happy to CD

imgur.com category @Shrewcat

First Time on going wild :P

imgur.com category @[deleted]

First time posting

imgur.com category @latinocross

First time here... I wore a nice dress for the occasion. And a skirt

imgur.com category @My_Twig

From my first time (ever) dressing - the obligatory booty shot

imgur.com category @TVClaireB

First time doing this, do you people think I'm pretty?

imgur.com category @PlushSnake

Do you like me? It's my first time

imgur.com category @ninabethnisker

First time trying this alone, be nice:)

imgur.com category @[deleted]

Need someone to fuck me! But be gentle, it's my first time (posting) :P

imgur.com category @LikesPantiesAndMaths

Long time lurker... First time post!!! Lmk what you think :D

imgur.com category @Alexiswears

First time posting & home alone cd(: message me :3

imgur.com category @closetxdresser

First time fully dressed! Nervous, but I hope u like!

imgur.com category @[deleted]

First time here! Dressed and Undressed ;)

imgur.com category @littleblackdress54

First time, trying to be nice. Nervous

imgur.com category @nereasub

First time posting :)

imgur.com category @sissyjanna

First time dressing up!

imgur.com category @Lilytrap

First time posting. Be nice please.

imgur.com category @[deleted]

First time cross-dressing [19/m]

imgur.com category @[deleted]

My first time - In a really short skirt

imgur.com category @vilelily

first time ;) can't wait to get fucked

imgur.com category @elizacrumpets

First time dressing in a month D:

imgur.com category @sissyjanna

Hello GWCD! First time here! Hopefully not the last. Do I pass muster?

imgur.com category @azncd

inexperienced shy cd, kinda new to dressing up but love it :3 first time posting here let me know what u think (: x

imgur.com category @shysissyjennax

First post and first time dressing. Be nice (or mean ;))

imgur.com category @Kassandrasissy

First time in my girlfriends underwear.. I feel so sexy..

imgur.com category @[deleted]

First time in this sub... hopefully I'm welcome

imgur.com category @ginaaaa_w

New Here! First time post:)

imgur.com category @SanaTeeS

First time posting hope you guys like it :D

imgur.com category @Janicelmao

First time posting, single pegging pic of myself riding gf's strap on.

imgur.com category @kinkyandbi

I finally did it! I shaved for the first time! YAY!

imgur.com category @sissyago

First time posting! Feeling slutty tonight...

imgur.com category @LustyLazuli

First time posting, let me know what you think

imgur.com category @WantingPunctuation

New here! First time dressing - how do I look?

imgur.com category @stephiexo

First Time Posting Here

imgur.com category @TheThr0wAwayAcc0unt

First Time Going Wild

imgur.com category @BritneyStyles

Actually not the first time i've posted, probably not the last.

imgur.com category @SpaceSwitch

First time posting, here is me in some of my outfits

imgur.com category @krissygirl

First time wearing a wig. What do you think?

imgur.com category @Croptopsissy

first time posting, so give me compliments ;)

imgur.com category @[deleted]

First time posting! I'll be back later with more ;)

imgur.com category @Lylacourt

So the first time I've used something other than my fingers for play time! Do you think I'm ready for the real thing?

imgur.com category @lucy_cd

First time posting :) Little scared!

imgur.com category @MagnoliaAmoure

First time, and nervous

imgur.com category @SomeAvailableAltName

First time posting

imgur.com category @gprf92

First time posting here. Please be gentle with me >.<

gfycat.com category @[deleted]