Trophy girlfriends come at a cost and at CruelGirlfriend.com that's especially true! Cruel Girlfriends are Femdom Goddesses - as heartless as they are beautiful. Cruel Girlfriends are experts in humiliation - they will feminize you, lock you in chastity and then cuckold you... and that's only the beginning. CruelGirlfriends use every one of your submissive fetishes against you to blackmail you into a life of servitude. Cum Eating Instruction, Forced-Bi, Small Penis Humiliation, Financial Domination. Do you still want a Cruel Girlfriend, loser?
2026-01-04
Popular Girl Vs Loser
2026-01-02
Fagpologise To All Girls
2025-12-29
Condoms Are For Cucks
2025-12-28
Year End Sex-Life Appaisal
2025-12-26
Sexual Debt - Pussy-Free Tax
2025-12-22
Suck Him While I Spill The Betrayal
3 brand new clips added every week
2025-12-21
Chastity Gets You Replaced
2025-12-20
Nanny-Cam: Feminization Or Ruined Reputation!
2025-12-19
Fussy Eater Training: From Food-Snob to Slop-Guzzling Loser
2025-12-15
Blush In Pigtails For My Real Man Sissy!
2025-12-14
Goon To The Cruelty You Prejac Sexual Failure
2025-12-12
Botched
More than 1,500 full-length humiliation clips from over 100 snarky Cruel Girlfriend femdom brats inside!