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r/cuckoldsissys

6,205 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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to r/cuckoldsissys by amyokayffs
5 months ago
Preview thumbnail for Looking for a nice boy to fuck be in front of my pretty sissy princess ❤️ maybe she can help clean up after? 😈 nsfw image
Looking for a nice boy to fuck be in front of my pretty sissy princess ❤️ maybe she can help clean up after? 😈 nsfw
to r/cuckoldsissys by chaoticpossum94
9 months ago
Preview thumbnail for First time posting , hope you enjoy ☺️ image
First time posting , hope you enjoy ☺️
to r/cuckoldsissys by amyokayffs
10 months ago
Preview thumbnail for Looking for someone who wants to fuck my pretty sissy and I 😈 image
Looking for someone who wants to fuck my pretty sissy and I 😈
to r/cuckoldsissys by MrAnonymousDickTV
11 months ago
Preview thumbnail for Need a cuck to lube my cock and direct it inside of their wife's/gf's pussy NEPA/NJ/NYC area image
Need a cuck to lube my cock and direct it inside of their wife's/gf's pussy NEPA/NJ/NYC area
in New York City
to r/cuckoldsissys by UseLong4876
11 months ago
Tall skinny feminine sissy boy cuckold wanna be
to r/cuckoldsissys by JayHilliard
10 months ago
Preview thumbnail for new to this sub image
new to this sub
to r/cuckoldsissys by amyokayffs
10 months ago
Preview thumbnail for What if I told you my sissy had the same outfit 🐰 come and fuck this bunny butt while she watches? image
What if I told you my sissy had the same outfit 🐰 come and fuck this bunny butt while she watches?
to r/cuckoldsissys by LindaCD81
3 months ago
Preview thumbnail for Can't stop shaking image
Can't stop shaking
to r/cuckoldsissys by No_Day9712
4 months ago
I want my teenage daughter to cuckold me and turn me into a to her sissy faggot
to r/cuckoldsissys by No_Day9712
4 months ago
I want my teenage daughter to cuckold me and turn me into a to her sissy faggot
to r/cuckoldsissys by congo-bbcbull
1 year ago
24M Monster Cock Congo Bull here, packing a 9inch long veiny BBC. Showing off this thick dick now, praise and worship this BBC. Watch me spurt loads of cum. Looking for BBC Lovers, Cock worshippers, Sissies, femboys, sizequeens, MILFS, Snowbunnys, Anal Sluts. Message me now on kik - badkek69
to r/cuckoldsissys by Tall-Construction453
4 months ago
First Chasity
to r/cuckoldsissys by Fun_Excite
11 months ago
Pennsylvania 33f bi 38bi curious. Seeking to kneel hand in hand husband and wife regularly as he owns and trains us together
in Pennsylvania
to r/cuckoldsissys by huliohuli
1 year ago
Preview thumbnail for Mistress reminds me I'm no longer a man in her eyes image
Mistress reminds me I'm no longer a man in her eyes
to r/cuckoldsissys by frigg99
1 year ago
Preview thumbnail for I guess this why am a cuck 😵‍💫 image
I guess this why am a cuck 😵‍💫
to r/cuckoldsissys by Difficult_Ad_9144
4 months ago
Fairly new and shy Sissy (26) Thinking about dressing up ‘n taking a walk, late at night, for the first time
to r/cuckoldsissys by amyokayffs
10 months ago
Preview thumbnail for Look at my baby 🥰 are you gonna let her suck your cock like that? image
Look at my baby 🥰 are you gonna let her suck your cock like that?
to r/cuckoldsissys by Cassiehack666
1 year ago
Preview thumbnail for Cuck me to my gf image
Cuck me to my gf
to r/cuckoldsissys by amyokayffs
10 months ago
Preview thumbnail for looking for someone to fuck me while sissy watches, then stretch out her cute ass too 💕 image
looking for someone to fuck me while sissy watches, then stretch out her cute ass too 💕
to r/cuckoldsissys by Hope2BeCuckolded
1 year ago
Preview thumbnail for Getting my first BBC was amazing!!! I see why the wives love it so much! #BBC #BNWO #cuck image
Getting my first BBC was amazing!!! I see why the wives love it so much! #BBC #BNWO #cuck
in BBC
to r/cuckoldsissys by No_Day9712
4 months ago
Preview thumbnail for I want my ex gf to Cuckold me and turn me into her permanent sissy faggot image
I want my ex gf to Cuckold me and turn me into her permanent sissy faggot
to r/cuckoldsissys by Correct-Doubt-7361
1 year ago
Preview thumbnail for Suck my girl cock while I laugh at your shrimp 😈🫶🏻 Sna🅿️chat Houseofkitty 👈🏻 image
Suck my girl cock while I laugh at your shrimp 😈🫶🏻 Sna🅿️chat Houseofkitty 👈🏻