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Free porn pictures 10 25 50 100 150 results per page   Search for: Filter by: Any size Small Medium Large Huge Anytime Today This week This month  Gallery Name   Images   Quality   Added    Lost his wife to a pool shark    5   2025-06-12  Her over confident husband got hustled at the pool hall, and now he has to watch as his wife gets used like a cumdumpster destroying this cocky assholes confidence! wives housewife housewives lost bet debt cucked cuckold cuck Fuckitigiveup <385 fans>   Trying to act defiant     39   2025-03-15  Women trying to act like they are in control (but aren’t) whether they lost a bet, got blackmailed, caught by surprise, or forced it’s all the same to me, they hate it I love it! wife wives housewife housewives degrade degraded degrading... Fuckitigiveup <385 fans>   Bet captions 5 (Won and lost wagers)    12   2024-10-27  POV captions where you made a bet with a woman (or they did with each other) and this is the result. Enjoy. Comments welcome! skyrunner15705 <1,105 fans>   Girl lost bet / nude embarrassed girls    85   2024-10-21  Nude women in public penom <91 fans>   Bet captions 4 (Won and lost wagers)    12   2024-06-15  POV captions where you made a bet with a woman and this is the result. Enjoy. Comments welcome! skyrunner15705 <1,105 fans>   Bet captions 3 (Won and lost wagers)    12   2024-02-17  POV captions where you made a bet with a woman and this is the result. Enjoy. Please comment to continue your interaction with the girls skyrunner15705 <1,105 fans>   Bet captions 2 (Won and lost wagers)    12   2023-11-12  POV captions where you made a bet with a woman and this is the result. Enjoy. Please comment to continue your interaction with the girls skyrunner15705 <1,105 fans>   The Black Bird Casino    15   2023-08-06  What happens in Vegas, stays in Vegas, and what happened was your wife made a bet her check book couldn't cash...fortunately, her ass could. spartan_fucker <3,357 fans>   Bet captions (Won and lost wagers)    12   2023-04-21  POV captions where you made a bet with a woman and this is the result. Enjoy. Please comment to continue your interaction with the girls skyrunner15705 <1,105 fans>   Misc. Captions 39    12   2023-03-17  Mostly POV captions where you are going to get some. Comments appriciated. :) skyrunner15705 <1,105 fans>   Friend won bet to play with wife     5   2022-11-24  Cdp8784 <277 fans>   Random Humiliation Captions    16   2021-12-27  *** THIS IS FOR FANTASY ONLY!!! I DO NOT CONDONE DOING THIS NOR DO I RECOMMEND IT!!! *** *** SORRY FOR ANY SPELLING OR GRAMMAR MISTAKES. IT'S HARD TO MAKE THESE AND MASTURBATE AT THE SAME TIME. ENJOY!! *** lillcuckloser1 <3,196 fans>   Misc. Straight Captions 4    24   2021-06-09  skyrunner15705 <1,105 fans>   Fantasy - ebony wife loses bet to friend    6   2021-04-27  fantasy of ebony wife having to pay for a bad bet tristanwoo <279 fans>   Random Humiliation Captions    6   2021-03-18  *** THIS IS FOR FANTASY ONLY!!! I DO NOT CONDONE DOING THIS NOR DO I RECOMMEND IT!!! *** *** SORRY FOR ANY SPELLING OR GRAMMAR MISTAKES. IT'S HARD TO MAKE THESE AND MASTURBATE AT THE SAME TIME. ENJOY!! *** lillcuckloser1 <3,196 fans>   Lost Bet Captions    13   2020-12-05  *** THIS IS FOR FANTASY ONLY!!! I DO NOT CONDONE DOING THIS NOR DO I RECOMMEND IT!!! *** *** SORRY FOR ANY SPELLING OR GRAMMAR MISTAKES. IT'S HARD TO MAKE THESE AND MASTURBATE AT THE SAME TIME. ENJOY!! *** lillcuckloser1 <3,196 fans>   Lost Bet Mini Set    7   2020-11-28  *** THIS IS FOR FANTASY ONLY!!! I DO NOT CONDONE DOING THIS NOR DO I RECOMMEND IT!!! *** *** SORRY FOR ANY SPELLING OR GRAMMAR MISTAKES. IT'S HARD TO MAKE THESE AND MASTURBATE AT THE SAME TIME. ENJOY!! *** lillcuckloser1 <3,196 fans>   Mean Sister Fantasies - 1    10   2020-05-30  Fantasies I had about my sister nervousken <948 fans>   Susie unhappy about being on film nude    26   2020-02-06  woolybooger112 <779 fans>   Subs caught, exposed, and punished    23   2019-12-05  Subs are stripped, photographed, forced to service others, and publicly punished. pinnacle4 <1,334 fans>   The Bet An Interracial Fantasy Story NOT MINE--FOUND    42   2018-12-21  There was a user, thedoctor9, who had uploaded a TON of stories on here. Since this user has been gone longer than a year, I guess they're not coming back. I really liked a lot of their stories! My Girlfriend's First Black COCK was a huge series. THERE... John_Dylan2 <625 fans>   Lost bet    20   2018-08-19  Voluptuous Lisa lost a bet and had to spend time nude with her friends. Slavonija17 <477 fans>   ex wife susies juicy cunt    9   2018-08-09  they have half the money and all the pussy woolybooger112 <779 fans>   Guys who lost a bet to a real BITCH    42   2018-06-13  Making a bet with wife, girlfriend or rival can be most embarrassing when the female winning the bet is a real bitch. rorb38305 <467 fans>   Friends make a bet: winner poses with loser    35   2017-10-23  When 2 friends make a bet, the loser must strip and validate the forfeit by posing alongside the winner. rorb38305 <467 fans> 1 | 2 | :: next ::