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‘lost bet’ stories

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30 DaysAll Time

A Walk of Shame

A story of a walk I had to take when I lost a bet.

by AnEmbarrassedMan in Transgender & Crossdressers 04/13/2021
3.46
21.2k
12
7
18
0

Luna vs. The Camp Ch. 02

Luna and co. visit the ranger station.

by Cream_Caramel in Exhibitionist & Voyeur 09/13/2018
H
4.59
17.5k
12
6
20

Strip Game Addicts Ch. 11

Amy "studies" with Suzie to win a bet against Samantha.

by Cream_Caramel in Exhibitionist & Voyeur 12/27/2018
H
4.7
20k
12
7
21

Sara's Comeuppance

It's Sara's turn to get her kit off.

by RussetMoose in Exhibitionist & Voyeur 10/29/2012
3.96
71.8k
11
4
26
0

Master's Ante

Man uses woman as poker bet.

by ak_lovepaddles in NonConsent/Reluctance 12/20/2001
4.01
142.1k
11
0
22
0

Kicking the Habit

A bet over quitting drinking leads to a summer of nudity.

by Gaius8666 in BDSM 06/14/2016
4.29
37.5k
11
2
35
0

Regression Therapy

Back to School Memories.

by AlexanderT in Loving Wives 07/25/2021
3.62
17.5k
11
14
20
0

Lost Bet

Subbie girl completes another highly sexualised task.

by ThisWillBeFun in Exhibitionist & Voyeur 01/04/2023
4.15
20k
10
0
45

Sarah - After Playing Pool

Sarah is always on the losing side of the wager.

by Emjanss in Exhibitionist & Voyeur 11/30/2023
4.43
10.7k
9
3
30
0

Cariny Ch. 02: Cariny's Best Client

Cariny loses at strip poker, playing 'for keeps.'

by BobbieKayeCutie in Exhibitionist & Voyeur 04/04/2019
4.42
14.1k
9
0
15

My Older Naked Entertainment

I beat an older dude in bowling and he entertains us.

by sxyht138 in Gay Male 06/28/2023
4.25
6.8k
9
2
16
0

Naked Tennis Ball Target

She exposes her naked rear to tennis ball serves.

by intentando in Exhibitionist & Voyeur 10/24/2023
4.27
15.4k
9
4
26
0

Sandrine's Bet Ch. 06

Sandrine completes satisfying her bet.

by BONNIEBREA in NonConsent/Reluctance 02/07/2014
4.46
40.5k
8
25
14

KR: Hannah on the Kingsroad - Ch. 01

Traveling musician enslaved to her rival by the king.

by Hogwheels in NonConsent/Reluctance 04/18/2018
3.9
19.1k
8
3
19
0

Femdom Policy

A new law, a lost bet, and public humilation.

by Nalith in Mind Control 03/03/2023
4.03
17.5k
8
2
24
0

Lady Gambler

Wealthy lady bets all on cards.

by zorro4l in Loving Wives 11/30/2022
3.33
20.4k
8
8
28
0

Rita & Rhiannon's Bet Ch. 01

Rita encounters an old friend.

by BONNIEBREA in NonConsent/Reluctance 02/24/2011
4.05
46.9k
8
1
33

My First Time Playing Squash

Ryosuke takes me swimming, then we play squash.

by EmiTsuruta in Exhibitionist & Voyeur 04/14/2023
4.27
7.5k
8
1
22
0

Rita's Bet Ch. 02

Rita begins to pay off the bet she lost to Rhiannon.

by BONNIEBREA in NonConsent/Reluctance 01/17/2011
3.53
67.1k
8
2
12

A Separate Life

Can pain be holistic? Cyd thinks so. Beth does too.

by J_Melquiades in Lesbian Sex 02/17/2017
0
10.9k
7
0
11
0

Right on Cue

Rivalry between two pool hustlers comes to a climax!

by LewDaxx in Exhibitionist & Voyeur 11/12/2021
H
4.57
12.6k
7
0
23
0

Rita's Bet Ch. 03

The end of Rita's humiliating bet payoff finally arrives.

by BONNIEBREA in NonConsent/Reluctance 01/18/2011
3.86
72.5k
7
8
12

Rita's Bet Ch. 01

A cheerleader makes a bet with an old friend.

by BONNIEBREA in NonConsent/Reluctance 01/16/2011
3.86
119.6k
7
8
42

A Gamble Too Far

College girl loves cards a bit too much and learns a lesson.

by jujou2006 in Fetish 11/03/2017
3.87
39.5k
7
1
18
0

Tennis in the Park

In a park, I change & play tennis with Ryosuke & other guys.

by EmiTsuruta in Exhibitionist & Voyeur 04/29/2023
H
4.65
14k
6
2
25
0

Bill's Lost Bet

Lost bet made him take a long walk - naked.

by ilng19 in Exhibitionist & Voyeur 11/22/2002
3.42
61.5k
6
0
10
0

Sandrine's Bet Ch. 04

Sandrine makes a choice.

by BONNIEBREA in NonConsent/Reluctance 01/29/2014
H
4.52
43.7k
6
7
14

Strip Game Addicts Ch. 08.1

John runs into further trouble as he gets home.

by Cream_Caramel in Exhibitionist & Voyeur 03/15/2016
4.24
23.5k
6
7
13

A Grand Slam

A bet on the Rugby.

by kinkygirl in Exhibitionist & Voyeur 04/18/2005
4.28
75.5k
6
1
15
0

Superbowl Bet and Payoff

A sub agrees to be punished only to win bet and become dom.

by will4play2 in BDSM 04/01/2020
3.65
12.6k
5
0
9
0

Sandrine's Bet Ch. 05

Danielle continues her dominance of Sandrine.

by BONNIEBREA in NonConsent/Reluctance 02/02/2014
4.39
36.5k
5
2
11

Lost Race: A Story in 3 Lengths

Short foot story told in 3 different word counts.

by LilithDeVil in Fetish 07/09/2020
4.45
8k
5
5
7
0

The Gray Man Ch. 44 - Bianca

Gray breaks a bitch realtor.

by Pelicanspen in NonConsent/Reluctance 03/13/2024
H
4.72
6k
4
1
10
0

Roberta & Patrick's Bet Ch. 04

Roberta risks a night of anal to try to explore her dom side.

by BONNIEBREA in Loving Wives 08/16/2010
4.09
46.2k
4
11
7

Roberta & Patrick's Next Bet Ch. 02B-2

Roberta finishes paying off the bet she lost.

by BONNIEBREA in Loving Wives 09/22/2010
4.24
41.7k
4
4
7

Rita & Rhiannon's Bet Ch. 03

Rita finishes the story of her initiation.

by BONNIEBREA in BDSM 02/26/2011
4.37
31.1k
4
0
5

Roberta & Patrick's Bet Ch. 05

Roberta risks a night of anal to try to explore her dom side.

by BONNIEBREA in Loving Wives 08/17/2010
4.16
40.4k
4
8
8

Rita & Rhiannon's Bet Ch. 04

The story of Rhiannon's initiation. A strip poker game.

by BONNIEBREA in Exhibitionist & Voyeur 02/27/2011
4.32
42k
4
0
12

Sandrine's Bet Ch. 02

Sandrine and Danielle up the stakes.

by BONNIEBREA in NonConsent/Reluctance 01/17/2014
4.4
40.3k
4
4
12

Lisa & The Bet

He grants wayfarer access to his wife.

by impulse in Erotic Couplings 11/14/2003
4.08
50.1k
4
1
12
0

Roberta & Patrick's Next Bet Ch. 01

Patrick suggests a new bet.

by BONNIEBREA in Loving Wives 09/18/2010
3.78
63.2k
4
0
20

Rita & Rhiannon's Bet Ch. 05

Rhiannon pays her bet. Love the next morning.

by BONNIEBREA in Lesbian Sex 02/28/2011
H
4.58
27.9k
3
1
6

Rita & Rhiannon's Bet Ch. 08

Lena takes charge. Rita finishes paying her bet.

by BONNIEBREA in NonConsent/Reluctance 03/03/2011
H
4.52
32.8k
3
1
8

Two Teachers, Two Students Ch. 02

After school activities continue.

by skip.69 in Incest/Taboo 10/21/2004
3.78
269.4k
3
3
7

Roberta & Patrick's Next Bet Ch. 02A-1

Roberta wins again and surprises Patrick .

by BONNIEBREA in Loving Wives 09/19/2010
4.11
53.7k
3
4
7

A Different Kind of Sex Toy Ch. 47

Cassie wins a wager and the pets gather for a sex party.

by Bamagan in Mind Control 12/05/2023
0
3.2k
3
0
8

Rita & Rhiannon's Bet Ch. 07

Rita shows up to pay off her bet. An unexpected event.

by BONNIEBREA in BDSM 03/02/2011
H
4.53
27.2k
3
0
4

Alison's Adventures in Marriage Ch. 04

Alison participated in a game of poker.

by Alisonwonder in BDSM 01/07/2024
H
4.56
7.4k
3
0
13

Roberta & Patrick's Bet Ch. 03

Roberta risks a night of anal to try to explore her dom side.

by BONNIEBREA in Loving Wives 08/15/2010
4
42.8k
3
4
6

Rita & Rhiannon's Bet Ch. 02

Rita tells about her cheer squad initiation.

by BONNIEBREA in Exhibitionist & Voyeur 02/25/2011
4.19
46.2k
2
3
12

Sandrine's Bet Ch. 03

Sandrine begins to pay off her obligation to Danielle.

by BONNIEBREA in NonConsent/Reluctance 01/23/2014
4.42
47.5k
2
3
10

Teachers, Students and Pupil Ch. 02

More goings on between the four after school.

by SKIP69 in Group Sex 03/06/2003
4.11
54.4k
2
2
5
0

Technique

He's always happy to help a fellow enthusiast.

by Saucyminx in Humor & Satire 03/06/2005
3.54
20k
2
6
5
0

I Was Not Late

Showing up late comes with a punishment...

by jujou2006 in BDSM 05/02/2022
3.63
17.8k
2
2
5
0

Catherine Blanchard at The Casino R

Catherine Blanchard discovered in the worst way how bad luck.

by zorro4l in Exhibitionist & Voyeur 07/31/2021
3.98
10.6k
2
0
14
0

Rita & Rhiannon's Bet Ch. 06

Rita & Rhiannon make their bet. Rita meets Lena.

by BONNIEBREA in NonConsent/Reluctance 03/01/2011
4.19
20.5k
1
2
3

Roberta & Patrick's Bet Ch. 02

Roberta risks a night of anal to try to explore her dom side.

by BONNIEBREA in Loving Wives 08/14/2010
3.85
51.1k
1
3
5

Roberta & Patrick's Next Bet Ch. 02A-2

Patrick finishes paying off his lost bet.

by BONNIEBREA in Loving Wives 09/20/2010
4.22
44.2k
1
2
4

Emancipation Ch. 08: Bet, peep show

More confessions, street sex.

by LitEroCat in Exhibitionist & Voyeur 03/08/2007
H
4.5
31.1k
00
2

Roberta & Patrick's Next Bet Ch. 02B-1

Roberta loses and begins paying off her bet.

by BONNIEBREA in Loving Wives 09/21/2010
4.24
62.7k
0
3
3
12
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