Chicago Cuck
@cuckinthemaking.bsky.social
Newly cucked and posting my adventures and things I find interesting. NSFW profile!
Reposted by Chicago Cuck
Is it weird I like filming my husband getting some? #OutNow @wombatdaddy.com
November 5, 2025 at 9:33 PM
Is it weird I like filming my husband getting some? #OutNow @wombatdaddy.com
Now our coworker sends my hubby texts to meet him in the restroom stall and my hubby goes running. Sucked his dick there no hesitation. I bet they message all the time! 🔥
November 20, 2025 at 4:04 PM
Now our coworker sends my hubby texts to meet him in the restroom stall and my hubby goes running. Sucked his dick there no hesitation. I bet they message all the time! 🔥
Reposted by Chicago Cuck
My boyfriend's new lover said I would have a better view if I lay down on the floor. So, when I lay down, he put his foot on my face while he fucked my boyfriend.
November 20, 2025 at 10:37 AM
My boyfriend's new lover said I would have a better view if I lay down on the floor. So, when I lay down, he put his foot on my face while he fucked my boyfriend.
Reposted by Chicago Cuck
There’s no better sight than watching my boyfriend get fucked by the bull in our bed. That’s what paradise looks like
November 20, 2025 at 11:13 AM
There’s no better sight than watching my boyfriend get fucked by the bull in our bed. That’s what paradise looks like
After a little lull my hubby is at it again! Told me during lunch today that he ran into a coworker he slept with a year or so ago in the bathroom. They were next to each other in the urinal and and both started showing each other their hard dicks.
November 17, 2025 at 7:31 PM
After a little lull my hubby is at it again! Told me during lunch today that he ran into a coworker he slept with a year or so ago in the bathroom. They were next to each other in the urinal and and both started showing each other their hard dicks.
Reposted by Chicago Cuck
Lucky day for me whenever my roommate forgets to slam his door while making love with my bf. Honestly. I haven't slept with my bf in months ever since the night we played truth and dare with my roommate, and I dared them to kiss each other
November 17, 2025 at 3:58 PM
Lucky day for me whenever my roommate forgets to slam his door while making love with my bf. Honestly. I haven't slept with my bf in months ever since the night we played truth and dare with my roommate, and I dared them to kiss each other
Reposted by Chicago Cuck
November 16, 2025 at 6:04 PM
Reposted by Chicago Cuck
That’s the only gift you’re getting cuck.
For Christmas, my bf is buying me my first cage so I can be a good cuck who can watch giant cocks like this breed his pussy. #GayCuck #GayCuckoldLife #GayCuckoldMind #GayCheating #Chastity
November 13, 2025 at 11:33 PM
That’s the only gift you’re getting cuck.
Reposted by Chicago Cuck
Reposted by Chicago Cuck
I want to watch… I really want to watch
November 5, 2025 at 6:52 PM
I want to watch… I really want to watch
Reposted by Chicago Cuck
November 6, 2025 at 6:29 PM
Reposted by Chicago Cuck
My husband passionately fucking his ex while I sit there and jerk my pathetic cuck dick 🥵
November 3, 2025 at 5:42 PM
My husband passionately fucking his ex while I sit there and jerk my pathetic cuck dick 🥵
Reposted by Chicago Cuck
Breeding his boyfriend while he strokes and watches
📸: @TheChaserJock on Twitter/X
📸: @TheChaserJock on Twitter/X
October 28, 2025 at 10:03 AM
Breeding his boyfriend while he strokes and watches
📸: @TheChaserJock on Twitter/X
📸: @TheChaserJock on Twitter/X
Reposted by Chicago Cuck
My best friend hadn't hooked up with anyone in a long time and needed some relief, so I lent him my boyfriend to cum inside.
August 6, 2025 at 9:04 AM
My best friend hadn't hooked up with anyone in a long time and needed some relief, so I lent him my boyfriend to cum inside.
Reposted by Chicago Cuck
Being denied the pleasure other men can have with my husband - the ultimate bliss for a cuck. 🥰
#gaycuck #gaycuckmind #gaycucklife #gaycuckolding
#gaycuck #gaycuckmind #gaycucklife #gaycuckolding
October 27, 2025 at 7:17 AM
Being denied the pleasure other men can have with my husband - the ultimate bliss for a cuck. 🥰
#gaycuck #gaycuckmind #gaycucklife #gaycuckolding
#gaycuck #gaycuckmind #gaycucklife #gaycuckolding
Reposted by Chicago Cuck
Watching my friend pin my thick, furry, muscle-stacked boyfriend to the bed and fuck him deep… I should’ve been jealous, but fuck—I was too busy getting hard
October 22, 2025 at 7:02 AM
Watching my friend pin my thick, furry, muscle-stacked boyfriend to the bed and fuck him deep… I should’ve been jealous, but fuck—I was too busy getting hard
Reposted by Chicago Cuck
Isn't it nice to know how much of a boost of confidence it brings to fuck another man's husband?
And how much nicer it is if the husband gets pleasure from this?
Three satisfied people. Win-win-win.
Welcome to the #gaycuckmind. 😊
#gaycuckolding #gaycucklife #gaycuck
And how much nicer it is if the husband gets pleasure from this?
Three satisfied people. Win-win-win.
Welcome to the #gaycuckmind. 😊
#gaycuckolding #gaycucklife #gaycuck
October 24, 2025 at 3:20 PM
Isn't it nice to know how much of a boost of confidence it brings to fuck another man's husband?
And how much nicer it is if the husband gets pleasure from this?
Three satisfied people. Win-win-win.
Welcome to the #gaycuckmind. 😊
#gaycuckolding #gaycucklife #gaycuck
And how much nicer it is if the husband gets pleasure from this?
Three satisfied people. Win-win-win.
Welcome to the #gaycuckmind. 😊
#gaycuckolding #gaycucklife #gaycuck
Reposted by Chicago Cuck
I really love watching a stranger slide his big cock up into my boyfriend & watch the guy show me what a dirty little whore my boyfriend is for him, raming his big thick cock bareback into my baby making him whimper & moan like a little bitch. It really makes me want to serve that top too😈
October 22, 2025 at 11:23 AM
I really love watching a stranger slide his big cock up into my boyfriend & watch the guy show me what a dirty little whore my boyfriend is for him, raming his big thick cock bareback into my baby making him whimper & moan like a little bitch. It really makes me want to serve that top too😈
Reposted by Chicago Cuck
Cuckolding - maybe the only fetish that includes furniture. 😂
Or who else gets a boner from a chair in a hotel room?
#gaycuckolding #gaycucklife #gaycuck #gaycuckmind
Or who else gets a boner from a chair in a hotel room?
#gaycuckolding #gaycucklife #gaycuck #gaycuckmind
October 19, 2025 at 6:08 AM
Cuckolding - maybe the only fetish that includes furniture. 😂
Or who else gets a boner from a chair in a hotel room?
#gaycuckolding #gaycucklife #gaycuck #gaycuckmind
Or who else gets a boner from a chair in a hotel room?
#gaycuckolding #gaycucklife #gaycuck #gaycuckmind
Spent the last 45 mins in a group chat with my hubby and a new bull who found this page. I had to sit silently as they chatted back and forth, flirting and talking about how I should be treated. I was referred to by both of them as “cuck” the whole time 🔥🔥
October 18, 2025 at 4:20 AM
Spent the last 45 mins in a group chat with my hubby and a new bull who found this page. I had to sit silently as they chatted back and forth, flirting and talking about how I should be treated. I was referred to by both of them as “cuck” the whole time 🔥🔥
Reposted by Chicago Cuck
Bf: Hey baby, I'm going to the supermarket. Need anything?
Me: Yes babe, I need you to take at least an hour there.
#blacked #bigblackcock #bnwo
Me: Yes babe, I need you to take at least an hour there.
#blacked #bigblackcock #bnwo
October 17, 2025 at 7:40 PM
Bf: Hey baby, I'm going to the supermarket. Need anything?
Me: Yes babe, I need you to take at least an hour there.
#blacked #bigblackcock #bnwo
Me: Yes babe, I need you to take at least an hour there.
#blacked #bigblackcock #bnwo
