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Overview [Show All] [Hide All]    Older Stuff  Cuckold Caps - Unknowing Hotwife  Cuckold Caps - Friendzoned  Cuckold Caps - Cucked by your Ex  Cuckold Caps - Awakening  Cuckold Caps - Bully  Cuckold Caps - Cheating to start  Cuckold Caps - Oblivious  Cuckold Caps - Misc  Cuckold Regret Captions - 19   Renting a Room w/ Haley Spades - Cuckold Captions   Cuckold Regret Captions - 18   Settling Down w/ Jessie Rogers - Cuckold Captions   Money Problems w/ Vitoria Beatriz - Cuckold Captions   Demoted w/ Maggie Green Part 2 - Cuckold Captions   Cuckold Regret Captions - 17   Reclaimed w/ Natasha Nice - Cuckold Captions   Demoted w/ Maggie Green - Cuckold Captions   'Fuck-a'Fan' w/ Cotton Candi - Cuckold Captions   Cuckold Regret Captions - 16   Cuckold Regret Captions - 15   Cheating Wife Worries - Cuckold Captions   Cuckold Regret Captions - 14   Your GF's Half Baked Plan w/ Mandy Majestic - Cuckold Captions   Cuckold Regret Captions - 13   Cuckold Regret Captions - 12   Cuckold Regret Captions - 11   Wife comes out of her shell w/ Holly Jayde - Cuckold Captions   Cuckold Regret Captions - 10   Cuckold Regret Captions - 9   Rebel Rhyder's New Job - Cuckold Captions   Past and Present w/ Codi Vore - Cuckold Captions   Cuckold Regret Captions - 8   Choose Your Own Adventure  Cuckold Caps - Requests  Cuckold Caps - Size Queen  Cuckold Caps - Outta Your League  Cuckold Caps - Slutty Confession  Cuckold Caps - Friend Encourage  Cuckold Caps - Asking Permission  Cuckold Caps - Falling in Love  Cuckold Caps - Long Distance Cuckold Caps - Misc We cuckolds/wannabes don't always fit under nice labels.  Gallery Name   Images   Size   Added   Rating    Cuckold Regret Captions - 19    8  Large  2025-04-23    Renting a Room w/ Haley Spades - Cuckold Captions    11  Large  2025-03-14    Cuckold Regret Captions - 18    8  Large  2025-01-13    Settling Down w/ Jessie Rogers - Cuckold Captions    17  Large  2025-01-05    Money Problems w/ Vitoria Beatriz - Cuckold Captions    15  Large  2024-12-29    Demoted w/ Maggie Green Part 2 - Cuckold Captions    13  Large  2024-12-28    Cuckold Regret Captions - 17    8  Large  2024-11-08    Reclaimed w/ Natasha Nice - Cuckold Captions    15  Large  2024-10-03    Demoted w/ Maggie Green - Cuckold Captions    19  Large  2024-10-02    'Fuck-a'Fan' w/ Cotton Candi - Cuckold Captions    13  Large  2024-10-01    Cuckold Regret Captions - 16    8  Large  2024-09-30    Cuckold Regret Captions - 15    8  Large  2024-09-26    Cheating Wife Worries - Cuckold Captions    8  Large  2024-09-26    Cuckold Regret Captions - 14    8  Medium  2024-07-26    Your GF's Half Baked Plan w/ Mandy Majestic - Cuckold Captions    12  Large  2024-07-22    Cuckold Regret Captions - 13    8  Large  2024-07-20    Cuckold Regret Captions - 12    8  Large  2024-07-19    Cuckold Regret Captions - 11    8  Large  2024-07-17    Wife comes out of her shell w/ Holly Jayde - Cuckold Captions    14  Large  2024-07-16    Cuckold Regret Captions - 10    8  Large  2024-06-24    Cuckold Regret Captions - 9    8  Large  2024-06-20    Rebel Rhyder's New Job - Cuckold Captions    17  Large  2024-06-19    Past and Present w/ Codi Vore - Cuckold Captions    16  Large  2024-06-17    Cuckold Regret Captions - 8    8  Large  2024-05-22   :: prev ::   | 1 | 2 | 3 | 4 | 5 | 6 | 7 |  :: next ::