r/sissycaptions • • 1h ago

Sissy Caption Experimenting with a friend! NSFW

• Upvotes

r/sissycaptions • • 2h ago

Sissy Caption Become the office sissy! NSFW

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22 Upvotes

r/sissycaptions • • 3h ago

Sissy Caption It's not gay if I make you cum in a condom... NSFW

131 Upvotes

r/sissycaptions • • 9h ago

Sissy Caption You love being feminine 💜 NSFW

109 Upvotes

r/sissycaptions • • 12h ago

Games You've Summoned The Locktober Succubus 😈 NSFW

990 Upvotes

r/sissycaptions • • 14h ago

Sissy Caption The bet with friend NSFW

171 Upvotes

r/sissycaptions • • 16h ago

Sissy Caption After The Final Whistle NSFW

75 Upvotes

r/sissycaptions • • 16h ago

Sissy Caption It's only gay if you like it sissy NSFW

377 Upvotes

r/sissycaptions • • 16h ago

Games Choose Your 1 Sissy Wish 🍆😈🍑 (Sissy Games) NSFW

907 Upvotes

r/sissycaptions • • 17h ago

Sissy Caption I need to make a living NSFW

61 Upvotes

r/sissycaptions • • 17h ago

Chastity Caption Chastity Exception NSFW

114 Upvotes

r/sissycaptions • • 17h ago

Sissy Caption Sissy couldn't stop leaking NSFW

112 Upvotes

r/sissycaptions • • 20h ago

Games Choose your curse sissy! NSFW

1.8k Upvotes

r/sissycaptions • • 22h ago

Sissy Caption A sissy with a reputation can get all the cock they want NSFW

201 Upvotes

r/sissycaptions • • 22h ago

Sissy Caption Weekend tasks Part 1 💜 NSFW

83 Upvotes

r/sissycaptions • • 23h ago

Animated/Toon/Hentai Just Like Lisa NSFW

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21 Upvotes

r/sissycaptions • • 23h ago

Games How do you spend your money sissy? NSFW

852 Upvotes

r/sissycaptions • • 1d ago

Games Choose your special item sissy NSFW

1.7k Upvotes

r/sissycaptions • • 1d ago

Sissy Caption You told yourself it was just nerves NSFW

150 Upvotes

r/sissycaptions • • 1d ago

Sissy Caption A draw is a draw. Perhaps we need to try again? NSFW

98 Upvotes

r/sissycaptions • • 1d ago

Sissy Caption Found some old OC captions. NSFW

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44 Upvotes

r/sissycaptions • • 1d ago

Sissy Caption Would you take the job? NSFW

1.1k Upvotes

r/sissycaptions • • 1d ago

Sissy Caption Doesn't feel gay, right bro? NSFW

69 Upvotes

r/sissycaptions • • 1d ago

Sissy Caption Losing a bet never felt soo good NSFW

223 Upvotes

r/sissycaptions • • 1d ago

Games Sissy Choices - How Much Do You Want? NSFW

1.6k Upvotes