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r/CruelCheatingStories

49,713 subscribers
Post your most fucked up and cruel cheating/cuckold stories! Tell us why and how you became a worthless cuck and we'll help to tear you down to the level you deserve. The meaner, the better.. Captions not allowed anymore only stories

Moderators

Updated Mar 20, 2024
u/Sabrina_Wolfe Active
Added 2 years ago
Also moderates: r/Gooned_Captions, r/Breed_My_Wife, r/not_cheating_captions, r/mini_snaps
u/Statistical_Variance Active
Added 2 years ago
Also moderates: r/Mean_Captions, r/shemalecaps, r/Trauma_Sluts

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

New Top (24hr) Top (Week) Top (Month)
to r/CruelCheatingStories by swedensoursaucy
1 week ago
My girlfriend (24) went to a high schooler’s (18m that she worked with) cabin party and let him blow her back out.
to r/CruelCheatingStories by dezzicky2
2 weeks ago
Old friends and no opportunity unmissed M22 F19
to r/CruelCheatingStories by Seeker_YS
2 weeks ago
Ladies, What's the Most Fucked Up thing You've Done?
to r/CruelCheatingStories by UrSweetDollx
2 weeks ago
god given body [F18] ^^
to r/CruelCheatingStories by fiveelevenplusone
2 weeks ago
M27 I fucked my Roommates M25 girlfriend F23
M
to r/CruelCheatingStories by ParticularFee3403
1 month ago
Loosing control and mind on Indian muslim Aunt figure
in Muslim, India
to r/CruelCheatingStories by Chucknterri
1 month ago
When our good friend spent the night with my Hotwife on our marriage bed [MMF]
MMF
to r/CruelCheatingStories by MrAlphaCuck
1 month ago
Was supposed to get cucked not cheated on…
to r/CruelCheatingStories by purdueburner123
1 month ago
I [20M] cheated on my GF with a girl [21F] I met online who goes to the same University as me
to r/CruelCheatingStories by EvilDom33
1 month ago
I[M32] Fucked My Ex-Fiance's[F29] Best Friend.
to r/CruelCheatingStories by odd_pleasures
2 weeks ago
How cruel is too cruel?
to r/CruelCheatingStories by cumandgo71
1 week ago
Unaware husband/boyfriend stories
to r/CruelCheatingStories by SluttyLittleSnake
1 month ago
A story from the past
to r/CruelCheatingStories by naughtyisfun
1 month ago
Ruining a faithful wife
to r/CruelCheatingStories by Nopethanksbutthanks
1 month ago
My [M28] Fiance [f26] cucked me on FaceTime last night
to r/CruelCheatingStories by naughtyisfun
2 months ago
Holiday cheating continues at home
to r/CruelCheatingStories by samwisespamgees
2 months ago
Cheating in the mall parking lot
to r/CruelCheatingStories by StraightTwink2077
2 months ago
I cheated on my girlfriend again and again for over a year, and I can't get enough of it
to r/CruelCheatingStories by naughtyisfun
2 months ago
Cheating on Holiday
to r/CruelCheatingStories by donttellher31
2 months ago
I (33M) had sex with a young single mom before picking my wife up from her show.
to r/CruelCheatingStories by naughtyisfun
2 months ago
Size Matters - Friend’s GF
to r/CruelCheatingStories by FunTrouble2242
2 months ago
fucked my friend from hs.
to r/CruelCheatingStories by naughtyisfun
2 months ago
What he doesn’t know won’t hurt him
to r/CruelCheatingStories by chosenn-yek
2 months ago
When I [M29] destroyed her [F34 fiancee] in their bed
to r/CruelCheatingStories by ggdreamgirl
2 months ago
I (25F) Tasted Another Woman (19F) On My Boyfriend’s (22M) Cheating Cock Last Night