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r/sissycaptions

476,130 subscribers

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

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Epilepsy Warning Sissy Caption Memes (Not Caption) Animated/Toon/Hentai Good Sissy Keeper of Captions Pansexual Faggot Caption Bad Sissy Race Play Caption Chastity Caption Obvious Cis-female Race Play Bisexual Incest Games (Not Caption) Incest Caption Faggot/Fag Slur in Caption Transgender Request to be Captioned Faggot Faggot Quality Post Straight Caption Request Hall of Fame Post Bottom/Taker POV Low Effort Caption Chastity Sissygasm view more
Filtering for posts by u/kyliesinsxxx
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to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for Congrats on your new job sissy! image
Congrats on your new job sissy!
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for Anyone else spending their Easter like this? image
Anyone else spending their Easter like this?
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for It’s amazing what blackmail, chastity, and hypno can achieve image
It’s amazing what blackmail, chastity, and hypno can achieve
Chastity Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for Sissies make the best roommates for alpha jocks image
Sissies make the best roommates for alpha jocks
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for Getting attention from older men >>>>>>>>>> image
Getting attention from older men >>>>>>>>>>
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for Maybe telling him about your blackmail kink was a bad idea… image
Maybe telling him about your blackmail kink was a bad idea…
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for TRUE caption story: I sucked my mechanic for a discount! image
TRUE caption story: I sucked my mechanic for a discount!
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for I didn’t even have to say who “they” were, did I? image
I didn’t even have to say who “they” were, did I?
Sissy Caption
to r/sissycaptions by kyliesinsxxx
9 months ago
Preview thumbnail for Meeting your dad’s boss on Grindr: more risky than it sounds image
Meeting your dad’s boss on Grindr: more risky than it sounds
Sissy Caption