r/sissycaptions

▲ 283 r/sissycaptions+2 crossposts

u/inusna — 2 hours ago

▲ 208 r/sissycaptions+6 crossposts

I want someone to find me like this

u/SissyStoriesOne — 3 hours ago

▲ 85 r/sissycaptions+4 crossposts

Now you're where you belong

u/SissyStoriesOne — 2 hours ago

▲ 904 r/sissycaptions+6 crossposts

Time for your wellness therapy🩺

u/littlequaere — 6 hours ago

▲ 23 r/sissycaptions

Who pleads guilty ? 🫣💕

u/Xx_LilyJagger_xX — 1 hour ago

▲ 1.2k r/sissycaptions+4 crossposts

You can do 1 and still be considered straight which level you choosing?

u/ComfortableOk652 — 7 hours ago

▲ 126 r/sissycaptions

Cum Eating Instructions

u/dank_karan_johar2 — 4 hours ago

▲ 45 r/sissycaptions+5 crossposts

Doesn't count if you're drunk ;)

u/SissyStoriesOne — 2 hours ago

▲ 555 r/sissycaptions+6 crossposts

You need a new place to move sissy

u/BitterSecret_Stories — 7 hours ago

▲ 444 r/sissycaptions+7 crossposts

sissy bud likes to dress up like a girl.. 😳

u/mias2bad4u — 8 hours ago

▲ 99 r/sissycaptions+7 crossposts

Public Outing and Lingerie Shopping

u/Rezewreze — 5 hours ago

▲ 58 r/sissycaptions

Size bet ended badly 🤤

u/Sissy__Candy — 4 hours ago

▲ 123 r/sissycaptions+7 crossposts

Time for your next lesson 💜

u/Big_Kangaroo7795 — 6 hours ago

▲ 1.2k r/sissycaptions+12 crossposts

Bro jerked off next to you & you couldn't resist

u/Caption4Blowjob — 12 hours ago

▲ 322 r/sissycaptions+2 crossposts

Truth or dare got a little out of hand... He did this to you infront of all your friends

u/Lanky_Finance_6091 — 10 hours ago

▲ 28 r/sissycaptions+2 crossposts

The Weed Deal!

u/Onedollarsissy — 3 hours ago

▲ 934 r/sissycaptions+7 crossposts

Sissy Gets Manhandled By Real Man 😈🍆🍑 (Sissy Captions)

u/Suspicious-Cut5540 — 13 hours ago

▲ 139 r/sissycaptions+3 crossposts

What are you looking for Sissy?

u/Squeeze_Please010 — 9 hours ago

▲ 36 r/sissycaptions+11 crossposts

Public Outing and Lingerie Shopping (Beyond) Chapter 1

u/Rezewreze — 5 hours ago

▲ 991 r/sissycaptions+1 crossposts

It's time for a test sissy 🥵💯

u/BitterSecret_Stories — 18 hours ago