| Gallery Name |
Images |
Quality |
Added |
Tricked Convinced Blackmailed and Bets Bondage 3
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14 |
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2025-09-06 |
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Tricked Convinced Blackmailed and Bets Bondage 2
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11 |
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2025-05-08 |
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Erotic Captions 19
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9 |
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2025-02-12 |
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Erotic captions from a woman's perspective
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Bet captions 6 (Won and lost wagers)
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12 |
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2025-02-08 |
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POV captions where you made a bet with a woman and this is the result. Enjoy. Comments welcome!
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Tricked Convinced Blackmailed and Bets Bondage
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44 |
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2025-02-03 |
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The Queen's Failed Gambit
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83 |
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2024-10-13 |
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She's the university's champ player. Untouchable and so bored of the other students, that she only plays for money. All her earnings are usually quickly blown on vices, cigs, and more...
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Grok Goes To The Pool Hall v1
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79 |
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2024-09-25 |
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Generated by Grok on X. Ever felt like shooting some pool on a Saturday night so you and your wife or girlfriend go to the local pub or pool hall and shoot a bit? Maybe she gets a little drunk and loses a couple bets. Maybe you lose a couple bets and...
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Winning the Bet 16
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20 |
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2024-02-12 |
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nAnother gallery of women doing what it takes to be winners and make the guys losers. Hope you like them, please comment on any favourites. Thanks Repetermoore
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Gay Sissy Stuff #62
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10 |
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2023-12-24 |
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Hey, it's been a while, but I hope you guys enjoy this small batch of kinky sissy captions
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Winning the Bet 15
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20 |
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2023-08-22 |
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Another gallery of women doing what it takes to be winners and make the guys losers. Hope you like them, please comment on any favourites. Thanks Repetermoore
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Bound POV Captions (consentual)
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12 |
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2023-07-22 |
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The woman in front of you is bound. What happens next is up to you. Continue the interaction in the comments.
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Misc. Captions 43
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12 |
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2023-07-08 |
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Captions in which you get the girl. POV. Please leave comments to continue the conversations.
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Misc. Captions 42
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12 |
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2023-06-16 |
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Captions in which you get the girl. POV. Please leave comments to continue the conversations.
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Winning the Bet 14
|
20 |
|
2023-03-02 |
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nAnother gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Hotwives and Couples Compilation #13
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83 |
|
2022-11-01 |
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Another compilation of my previous captions featuring Hotwives and Couples in 'the lifestyle'. It doesn't HAVE to be about cuckolding. You just need an understanding husband and a horny wife.
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Misc. Captions 34
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12 |
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2022-10-29 |
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Comments welcome :)
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Misc. Captions 33
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12 |
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2022-10-10 |
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Comments welcome :)
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Misc. Captions 29
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12 |
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2022-08-16 |
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POV caps with women. Comment to continue the conversation with them.
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Misc. Captions 29
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12 |
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2022-08-06 |
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POV Captions. Enjoy! Please comment/message
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Misc. Captions 25
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12 |
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2022-06-23 |
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Please comment/message. Enjoy!
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Misc. Captions 24
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24 |
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2022-05-28 |
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Please comment/message. Enjoy!
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Petits jeux en famille, tu joues tu perds ;-)
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11 |
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2022-05-05 |
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Toujours un plaisir de jouer avec vous mesdames surtout quand vous perdez...
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Misc. Captions 23
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24 |
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2022-04-30 |
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Women who want to have sex with you, who are presumed to be a straight man. Comments/messages welcome and appreciated.
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Misc. Captions 22
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24 |
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2022-03-26 |
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Comments, DMs, and requests are all welcome and appreciated.
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Misc. Captions 21
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24 |
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2022-03-05 |
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Comments, DMs, and requests are all welcome and appreciated.
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Misc. Captions 17
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24 |
|
2021-12-26 |
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Please comment and/or message me. Requests to caption are welcome and I won't post pictures of yous if you wish.
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Misc. Captions 16
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24 |
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2021-12-10 |
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Please comment and/or message me. Requests to caption pics that you own are very welcome and I won't post them publicly if you wish.
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Misc. Captions 15
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24 |
|
2021-11-13 |
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Please comment and/or message me.
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Winning the Bet 12
|
20 |
|
2021-10-16 |
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Another gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Misc. Captions 14
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24 |
|
2021-10-16 |
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Captioned pictures where you are going to end up with the girl(s). Reasons vary wildly, so if the first isn't to your taste, keep going. Enjoy! Please comment and send messages. Requests welcome. All captions are mine, though pictures are not. I'll...
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Misc. Captions 11
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24 |
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2021-08-29 |
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Captions between a girl (or girls) and you. Various topics, from her just being horny, blackmail, bondage, getting paid, attraction, etc. Please leave comments, I find them encouraging (and sometimes arousing). Also, if you have an attractive woman you...
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Misc. Captions 10
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24 |
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2021-08-10 |
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These are captions of a girl or girls and yourself. I hope you enjoy them. If you do, please leave comments replying to the girls, taking the next steps, or whatever you like. I love to read them. (All captions are mine, but all pictures were found on...
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Winning the Bet 11
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20 |
|
2021-07-08 |
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Another gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Misc. Straight Captions 4
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24 |
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2021-06-09 |
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Sexting Captions - Old Caps 4
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5 |
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2021-04-09 |
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Sexting Captions - Old Caps 3
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5 |
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2021-03-30 |
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Sexting Captions - Old Caps 2
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5 |
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2021-03-22 |
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Sexting Captions - Old Caps 1
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5 |
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2021-03-16 |
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Winning the Bet 10
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17 |
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2021-03-04 |
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Another gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Interracial Captions 25
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12 |
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2021-01-11 |
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Another grab bag of interracial
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Sexting Captions - Cat's Away 2
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5 |
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2020-10-06 |
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Sexting Captions - Cat's Away
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5 |
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2020-09-30 |
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A bbc sissy story - your sisters black boyfriend
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70 |
|
2020-09-27 |
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Lost bet bbc sissy story
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8 |
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2020-09-25 |
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Mixed captions - Incest , public nudity, pregnant etc.
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12 |
|
2020-06-01 |
|
Mixed captions, probably not very good. I'd welcome any feedback as my english is a bit pants.
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Winning the Bet 9
|
20 |
|
2020-05-18 |
|
Another gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Humiliate My Pet Bitch - DM requests
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11 |
|
2020-03-28 |
|
My pet lost a bet and needed a punishment, so I'm putting her out to be Humiliated. Comment and Message me requests for her too
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ME BUNNY
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6 |
|
2020-03-25 |
|
Playing in my house with friends I lost the bet ... And they made me dress like a bunny .... With two different outfits ....
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Outdoor Exposed Subs Captioned
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18 |
|
2019-10-19 |
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Submissive women exposed to the world.
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Winning the bet 7
|
20 |
|
2019-09-04 |
|
Another gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Interracial Captions 16
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12 |
|
2019-07-27 |
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Interracial Captions 15
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12 |
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2019-07-15 |
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Julie and Laura - Lesbian Caption Story
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17 |
|
2019-05-29 |
|
Laura is a lesbian. Julie is dating Laura's brother, but loses a bet and has to make out with Laura. It's her first time with any kind of lesbian experience. It goes very well for both of them . . .
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Teen Interns Strip and Humiliate Office Staff (story)
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22 |
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2019-05-27 |
|
Summer interns methodically gain control of a company by exposing all managers and forcing their complete submission
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Thot Experiment part 8
|
17 |
|
2018-12-29 |
|
Samuel doubles down on the bet
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Paris perdus
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8 |
|
2018-09-13 |
|
Il est des paris agréable àgagner mais d'autres qu'on aime bien perdre aussi ;-)
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Winning the bet 5
|
20 |
|
2018-07-03 |
|
Another gallery of women proving that they have what it takes to be a winner. They will do what ever it takes to win the bet, hope you enjoy them, please comment on any that you particularly like. Thanks Repetermoore
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Captions I Made 6
|
8 |
|
2017-11-20 |
|
It's been almost two-years exactly since I posted some captions!!! Enjoy :)
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Friends make a bet: winner poses with loser
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35 |
|
2017-10-23 |
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When 2 friends make a bet, the loser must strip and validate the forfeit by posing alongside the winner.
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Lost Bet - Sissy Caption Story
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8 |
|
2017-09-24 |
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Sissy/femboy/trap captions. Alex finds out what his or should I say her new real in life is after losing a bet to his friend Tom.
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Rivals make a humiliation bet, Session 1
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14 |
|
2017-09-12 |
|
Two rivals make a "no holds barred" bet. The winner will absolutely humiliate her naked rival
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bet loser must choose
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14 |
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2017-08-09 |
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These females made the ultimate bet with a rival male that they can not stand. Losing the bet they have had to endure 30 minutes of humiliating poses, doing whatever the winner orders. Now they face the reality that for the final payoff they must...
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Immune to Their Charms [Chastity] [Bet]
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3 |
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2017-07-20 |
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Coworker tests his willpower.
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Housework - How to do it right :)
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1 |
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2017-04-05 |
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She lost a bet, here is her picture for all to see. First time nude on the net :)
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Winning the bet 2
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20 |
|
2016-10-10 |
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First gallery on this theme for a long time, women teaching men that they are determines to win the bet. Please comment on any that you porticularly like. Hope you enjoy them. Repetermoore
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Femdom Captions
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4 |
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2016-06-08 |
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Femdom captions.doing myself. and i try to do captions about challenge and games!
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Various captions 23
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20 |
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2016-01-27 |
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Another collection of various captions, some funny I hope. Some are themes that have whole galleries elsewhere, there are a few SPH in here too i Hope you enjoy them please comment on any that you particularly like. Always happy to hear how people...
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Lost bet to coworkers. Fake my wife
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3 |
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2016-01-20 |
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Liz Lost a bet at work and had to wear a panthers jersey. I wish her coworkers made a more risque bet with her involving her being used.
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Captions for KingSanford93
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7 |
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2015-09-21 |
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Tom turns into Vickie at the hands of his new roommate Kenyatta.
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captions i've made 6 (none of me here)
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13 |
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2015-05-22 |
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Bets Dares and Games Captions 6
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15 |
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2015-05-02 |
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Lost Bets
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7 |
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2015-03-05 |
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Women pay the price 6
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20 |
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2014-12-23 |
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Repetermoore
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Women pay the price 5
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20 |
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2014-12-01 |
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Another gallery of women paying the price for there waster boyfriends and husbands using them as bargaining chips for there stupid plans. nothing can compete with a stupid woman who thinks her partner loves her while he uses her a s a whore. Repetermoore
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Women pay the price 3
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20 |
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2014-09-28 |
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More women being used to pay debts for their fathers husbands and boyfriends who know their real value. Fucked, abused, betrayed. sold. pimped and mistreated because their men needed them. Repetermoore
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Women pay the price 2
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20 |
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2014-09-10 |
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Another gallery full of wives and girlfriends who have been let down by their partners and get used and abused to cover for their loved ones. Repetermoore
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TG Caption - World Cup
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4 |
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2014-07-17 |
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Various captions 4
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20 |
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2014-07-09 |
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A few more captions, the ones that mention Sue are from surprisesues profile check it out you won't be disappointed. The others are from here so thanks to the original uploaders. Repetermoore
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Bets, Dares etc. Captions - Good Idea, Bad Idea
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6 |
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2014-06-17 |
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Hi, I got inspiration for this small set from watching old episodes of animaniacs. Not to sure how well they actually work though. Constructive feedback would be most appreciated
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Winning the bet
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20 |
|
2014-05-29 |
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A collection of captions of women winning a bet, it may be that the guy feels like he has won too. Repetermoore
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Bets Dares and Games captions 5
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21 |
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2014-01-15 |
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Another gallery of girls playing daring games, losing bets and performing forfeits. Enjoy!
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Bets Dares and Games captions 4
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10 |
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2013-11-22 |
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More girl paying up on lost bets, dares and games
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Bets Dares and Games captions 3
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12 |
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2013-11-08 |
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More girls losing bets and games and doing dares
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Bets Dares and Games captions 2
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10 |
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2013-09-24 |
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A few more captions of girls participating in bets dares and games. Enjoy!
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Captions I made 4
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15 |
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2013-08-24 |
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Another round of captions I made using my pictures. Feel free to repost them anywhere and everywhere. I hope you like them :)
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Bets Dares and Games Captions - Winners and losers
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9 |
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2013-08-13 |
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You know how it is with bets and dares, sometimes you win, sometimes you lose, and sometimes even when you lose, you win.
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Dares and Lost Bets Captions IV
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8 |
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2013-08-11 |
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Christerii
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5 |
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2013-07-25 |
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Christeri lost a bet
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Caption request from rikkusguardianrp
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6 |
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2013-07-22 |
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Caption request from my good friend rikkusguardinrp to change this sexy ninja from ninja gaiden, into a kinky girl
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Rare Breed
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27 |
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2013-06-27 |
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Furies stories. 1- kissin' cousins. 2- anniversary present. 3- a friendly wager.
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Lost Bets and Humiliation Captions
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9 |
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2013-05-16 |
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Some captions of humiliating bets and other situations for sluts to find themselves in. Let me know if you have any recommendations :)
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Captions I Made 3
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15 |
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2013-05-04 |
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I made another set of captions with my pics. Hope you like them :)
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Dares and Lost Bets Captions III
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17 |
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2013-04-21 |
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One more set of dare and lost bet captions for now. My next set will probably explore something different
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Dares and Lost Bets Captions II
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9 |
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2013-04-20 |
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Just a few more dare and lost bet captions. Enjoy!
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Dares and Lost Bets Captions
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10 |
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2013-04-18 |
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A small selection of dare and lost bet captions.
This is my first attempt at creating captions, so positive comments and constructive criticism is most welcome.
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A Bet Gone Wrong!
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4 |
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2013-04-09 |
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A boy makes a careless wager with a sexy girl, which backfires with serious consequences...
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moms and sisters lost bets
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15 |
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2013-01-03 |
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i like comments
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In The Country [ Incest Brother Sister ]
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32 |
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2012-12-31 |
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incest hentai manga
brother and sister wander around the countryside. The sister loses a bet to her horny brother
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My ENF Captions 15 The Bet Your Pussy Party
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20 |
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2011-10-25 |
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I ran across this great gallery in marlon560's profile. I originally just chose picture 47 and did that caption. But then I wondered, were there were enough other pictures to maybe do an entire set? I really wanted to try and set up the situation....
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