It's not gay if you dress up as a girl, right? <3
![It's not gay if you dress up as a girl, right? <3](/thumbs/7f/d4/UniqueDarkseagreenOregonsilverspotbutterfly.jpg)
Your bully caught you dressed up and turned you into his cock loving sissy slut.
![Your bully caught you dressed up and turned you into his cock loving sissy slut.](/thumbs/89/63/RoastedWhiteMoose.jpg)
I just dressed up for him it
![I just dressed up for him it](/thumbs/60/02/LoyalOvalGypsymoth.jpg)
A good sissy always dresses up to take her daddy's cock
![A good sissy always dresses up to take her daddy's cock](/thumbs/0c/7d/LightsalmonMindlessDuck.jpg)
Your high shcool bully made you dress up like a girl..
![Your high shcool bully made you dress up like a girl..](/thumbs/5c/12/IndolentKnowledgeableAsianconstablebutterfly.jpg)
Dress up "joke"
![Dress up "joke"](/thumbs/45/b1/SaltyWhimsicalLynx.jpg)
Please hmu if you are into creating sissy captions. I have a lot of material (pics, vid) of me dressed up that you can use ?
![Please hmu if you are into creating sissy captions. I have a lot of material (pics,](https://external-preview.redd.it/vaeV9UbtyycC-DACX90wkcxH9X6Yb0kQIQUJAAdGeyg.jpg?width=320&crop=smart&auto=webp&s=3b4fb8e6c74b8e86c884615711a4c9949500d1c2)
Sometimes playing dress up has itโs rewards
![Sometimes playing dress up has itโs rewards](/thumbs/a3/87/ExhaustedLovingZenaida.jpg)
He convinced you to dress up for fun, and what fun you had
![He convinced you to dress up for fun, and what fun you had](/thumbs/18/3d/PoliticalCreamyYosemitetoad.jpg)
It's fun to play dress-up!
![It's fun to play dress-up!](/thumbs/a6/23/MinorVirtualPikeperch.jpg)
Dress up and find your Daddy
![Dress up and find your Daddy](/thumbs/fa/f6/FixedConstantLeafhopper.jpg)
A Good Sissy will dress up for her Daddy
![A Good Sissy will dress up for her Daddy](/thumbs/f2/18/UnwieldyFancyPtarmigan.jpg)
The end of Halloween doesn't mean you stop dressing up
![The end of Halloween doesn't mean you stop dressing up](/thumbs/d8/d3/RapidJuvenileSlug.jpg)
Dressed up for BBC
![Dressed up for BBC](/thumbs/f4/49/HeartfeltWebbedIraniangroundjay.jpg)
I shoud be more careful when i dress up as a sissy
![I shoud be more careful when i dress up as a sissy](/thumbs/05/10/ItchyVerifiableNeedletail.jpg)
I realized this after I started dressing up at home...
![I realized this after I started dressing up at home...](/thumbs/53/bf/SwelteringTomatoGuanaco.jpg)
Caught playing dress up
![Caught playing dress up](/thumbs/c8/6b/DrearyIntentionalApatosaur.jpg)
You love an excuse to dress up
![You love an excuse to dress up](/thumbs/b0/e5/FrillySuperbUtterfly.jpg)
Dressing up results
![Dressing up results](/thumbs/05/e4/GhostwhiteUnknownNilgai.jpg)
Where all that Dressing up Leads to
![Where all that Dressing up Leads to](/thumbs/2c/85/PlaintiveLightgreyYearling.jpg)
I would love to dress up like my goon buds favourites so we can practice like this
![I would love to dress up like my goon buds favourites so we can practice like this](/thumbs/d6/dc/ScaryImaginativeFinch.jpg)
Dress up and wait for daddy ๐
![Dress up and wait for daddy ๐](/thumbs/ac/4f/KnobbyShinyLimpkin.jpg)
My Vegas trip was not what I imagined it would be... luckily, it was still pretty damn good! I never thought we do this at a bachelor party, but hey, when life gives you lemon, you dress up, right? Or something along the lines!
![My Vegas trip was not what I imagined it would be... luckily, it was still pretty](/thumbs/1c/57/SubtleJumpyBluemorphobutterfly.jpg)
Maybe I am liking this because I am dressed up like a girl, I'm not gay.
![Maybe I am liking this because I am dressed up like a girl, I'm not gay.](/thumbs/b3/70/MediumgoldenrodNeatBilby.jpg)
Son catches Dad dressed up in lingerie [RP]
![Son catches Dad dressed up in lingerie [RP]](/thumbs/83/84/BlanchedalmondTintedHake.jpg)
FREE You prank your friend by dressing up but after a couple drinks he rails your fat ass
![FREE You prank your friend by dressing up but after a couple drinks he rails your](/thumbs/18/dd/IgnorantWorthyLizard.jpg)