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‘bet’ stories

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First Time Tied

She gets more than she bargained during a poker game.

by storm_usmc in BDSM 11/10/2007
H
4.51
157.6k
46
13
93
0

BabySitter's Bet

She made a bet that she knew she would win.

by Ashson in NonConsent/Reluctance 06/01/2021
4.45
50.3k
45
4
83

Are You a Wife?

Seducing a young lady at a party.

by Ashson in NonConsent/Reluctance 10/29/2018
4.26
105.8k
45
8
85
0

Strip Dice!

Game of strip dice leads to wild foursome.

by BradentonLarry in Group Sex 03/03/2006
H
4.58
160.8k
45
5
94
0

Handcuffs

Molested while camping.

by Ashson in NonConsent/Reluctance 10/17/2016
4.05
101.1k
45
11
68
0

It's Not Supposed to be Fair

A bet on whether a slave can cum while in chastity.

by lightfuseandrun in BDSM 06/29/2021
4.39
47.3k
45
8
102

Poker Night

Wife sits-in for poker game and it becomes strip poker.

by JoandD in Exhibitionist & Voyeur 08/29/2022
4.34
42k
45
4
112
0

The Unfair Bet!

A bet is made, One party seems to have the upper hand!

by Smithers1575 in Fetish 11/13/2022
4.06
41.2k
45
10
104

Winner Takes All: Round 02

Frank's story continues in round 2.

by CoreyStreber in NonConsent/Reluctance 06/17/2017
H
4.61
42.5k
44
6
65

Fucking My Roommates Ch. 01

Roommates are off limits right? Wrong.

by fms9612 in NonConsent/Reluctance 06/27/2019
4.34
70.9k
44
6
77
0

Mission Impossible

Are the rumors about his wife true?

by Winterfrog in Loving Wives 06/08/2005
3.8
212.6k
44
109
57
0

My Husband

One woman challenges another.

by Ashson in Loving Wives 07/07/2014
4.2
89.8k
44
18
66

Ashley Blows the Pizza Guy

A young co-ed plays a sexy game with her friends.

by swingerjoe in Erotic Couplings 11/06/2014
4.42
63.5k
43
4
67
0

The Bet

Bet leads to unexpected surprise in Cancun.

by SweetVibes in Loving Wives 10/23/2008
3.81
157.4k
43
0
63
0

The Bet

Sometimes a bad bet ends up with a positive outcome!

by ragal2 in Incest/Taboo 02/22/2023
4.48
39.3k
42
4
149
0

The Witch's Assistant Ch. 01

A young man loses a bet to a Witch.

by RoseB in Transgender & Crossdressers 07/06/2020
H
4.54
37.1k
42
8
76
0

Ravenswood Sluts Ch. 02

Frank services the delivery girl and solves a bet.

by TLMorgan in Erotic Couplings 11/04/2013
4.45
68.9k
42
4
51

Jessica Alba - Hole in One

Jessica makes a risky bet while playing golf.

by Noj in Celebrities & Fan Fiction 08/02/2023
H
4.64
14.3k
42
6
76

A Bet I Might Regret

I make a bet with my girlfriend, with a surprising result.

by Ftray in BDSM 12/12/2021
4.43
41.7k
42
14
84
0

Side Bet Bluff Ch. 12

Negotiations, admissions, and even physical confrontations.

by statsultan in BDSM 09/25/2010
0
60.4k
42
0
44

No Chance?

Loss of innocence.

by urban_legend555 in NonConsent/Reluctance 07/02/2012
4
87.2k
42
4
58
0

Multitasking

Girlfriend has a hard time multitasking during a threesome.

by RabbleLaid in Fetish 12/10/2023
4.06
16.1k
41
5
95
0

Competitive Family Ch. 01

Tina wants to make a bet, and Elrik cannot decline it.

by Neradark in Incest/Taboo 02/12/2024
H
4.52
17.4k
41
3
98
0

A Friendly Bet

A bet with a friend leads to a revelation about his wife.

by cdog21 in Exhibitionist & Voyeur 02/15/2024
4.21
22.9k
41
11
89
0

The Seduction of Veronica Ch. 03

Karen wins the bet as Veronica succumbs to BBC.

by sissyhusband2022 in Interracial Love 01/06/2022
4.4
29.8k
40
1
66

End of Year Bonus

Loser of feud is degraded.

by TheDarkCloud in NonConsent/Reluctance 01/26/2012
4.2
73.5k
40
4
61
0

A Girlfriend Shared

Barry's girlfriend pleasures his inexperienced friend.

by davion2308 in Erotic Couplings 09/01/2008
4.34
113.6k
40
7
67
0

Choices

Robert ignored Tina, so she got his attention.

by Storyhacker in NonConsent/Reluctance 11/26/2011
3.91
71.4k
40
19
59
0

A Bet's a Bet

Co-worker's learn a college secret, and push limits.

by misterthickcock in Erotic Couplings 06/02/2011
H
4.58
124.4k
39
5
70
0

Love and Betrayal Ch. 01

Prenuptial night.

by K8will in NonConsent/Reluctance 08/06/2020
3.29
32.1k
39
20
70

A Wager Gone Wrong

Wife's commitment to marriage & her integrity is tested.

by CatherineH in Loving Wives 01/19/2007
3.55
216.7k
38
32
67

Cousins with Benefits Ch. 01

Because Futbol.

by TheMadSonneteer in Incest/Taboo 07/26/2014
H
4.52
59.6k
38
8
56
0

College Hazing

A college cheerleader loses a bet and has to auction herself.

by AlexClayton in BDSM 02/14/2022
4.43
61.2k
38
7
117
0

Mechanical Bull Ride

Stacy takes a ride on a Mechanical Bull in a crowded bar.

by luke_stcy in Exhibitionist & Voyeur 09/12/2019
4.37
40.2k
38
0
64
0

Poker Night

When Kay runs out of cash, she puts her man in the pot.

by ChatLuvver64 in Group Sex 04/17/2016
4.35
57.6k
37
3
60
0

Barbarian Collects Bar Bet

Stuck up waitress pays off husbands gambling bet.

by BeardedBarbarian in NonConsent/Reluctance 09/29/2016
3.97
58.9k
37
5
62
0

Strip Poker Gone Wild

A story of his wife, her best friend, and him.

by threesomedreamer in Group Sex 04/17/2007
4.24
222k
37
3
75

Never Bet with Your Ego

Man lets his ego dictate and makes a bet he may regret.

by ShinyPaul in Loving Wives 05/31/2016
3.91
63.5k
37
13
59

Alistaire Too Ch. 02: Bridget & Petra

Bridget and her ambiguously lesbian girlfriend.

by Publius68 in Group Sex 06/03/2022
H
4.89
84k
37
8
68

Hot, Nerdy Coworker Bets Her Body

Your nerdy coworker bets her body on a game of MtG.

by Lookingformybluesky in Audio 02/08/2023
H
4.69
24.4k
37
7
94
0

Hong Kong Story 01

Newlywed Jill thinks she's smart enough to win all her bets.

by Ooshnafloot in NonConsent/Reluctance 05/22/2022
4.4
24.7k
37
1
92

A Tale of Surrender and Humiliation

Cocky womanizer & a confident co-ed clash. Winner takes all.

by SmutBot in NonConsent/Reluctance 04/07/2023
4.41
30.6k
37
4
95
0

Overcoming Burnout

A bet between two superheroes becomes much more.

by NoTalentHack in Sci-Fi & Fantasy 05/25/2023
H
4.79
8.7k
36
24
67
0

Commando

A young woman goes shopping comando style.

by Ashson in Exhibitionist & Voyeur 02/23/2013
4.34
120.8k
36
5
66
0

The Toy's Lost Bet

Neither of them thought things would go quite this far.

by The_Shadowrise in NonConsent/Reluctance 04/10/2021
4.46
34.4k
36
8
81
0

Wrestling Match

A wrestling match and the loser pays.

by Psishadow in Lesbian Sex 06/01/2018
4.19
69.7k
36
5
64
0

Bad Bets

A girl puts her ass on the line for some bets.

by justsomeguy41 in Anal 01/31/2019
4.1
61.8k
36
12
61
0

The Summer with Aunt Brandy Ch. 02

Brandy gives Kyle a way out.

by RainyDayFun01 in Incest/Taboo 08/07/2021
4.44
26.6k
36
6
59

Never Have I Ever

How do you know if you've never tried it?

by CaffeineFetish in First Time 09/20/2016
4.48
80k
36
8
57
0

AMA - The Boyfriend Ch. 081-090

Robbie's fiance tries to make amends for abusing a MC app.

by BreakTheBar in Mind Control 02/09/2023
H
4.88
28k
36
12
65

Switching Sides

A geek bets a lesbian that he eats pussy better.

by Mystery_M in Erotic Couplings 12/21/2008
4.49
88.6k
35
21
58
0

Busty Space Pirates Ch. 06

Not forgotten, the buxom crew is still out there..

by GeorgeTasker in Sci-Fi & Fantasy 01/08/2011
H
4.61
77.7k
35
20
45

Boxing Match

MILF is the prize in an underground boxing match.

by quale in NonConsent/Reluctance 07/30/2012
3.65
95.8k
35
8
62
0

Lost Bet Gone Right?

Lost bet leads too some cum swapping fun.

by Hotelroom in Group Sex 08/05/2021
4.42
44.1k
35
12
76
0

Mugged in the Park

She tried to mug him as he walked through the park.

by Ashson in NonConsent/Reluctance 11/30/2020
4.4
23.6k
35
3
60

A Sunday Bet

A football bet has uncharted consequences for Sean.

by Othersyde in Gay Male 10/21/2012
4.16
81.2k
35
6
51
0

The Making of a Cuckold Slave

My lover and I turn my husband into a cuckold slave.

by biggie79uk in Loving Wives 07/04/2020
3.42
61.6k
35
3
69
0

Two are Better Than One Ch. 01

A bet with Olivia.

by ragal2 in Mature 10/10/2023
H
4.74
23.9k
35
5
90

High Score

A wife will do anything to win the bet.

by JoHoly in Loving Wives 12/29/2020
3.27
56.7k
35
17
88
0

The Bet: Repercussions YES

They never thought about the repercussions.

by NylonDreams in NonConsent/Reluctance 09/10/2021
H
4.54
29.1k
34
29
82
0

Don't Bet With Me

Sharon and Paul don't like each other - until the bet.

by JudeWrites in Erotic Couplings 08/17/2009
H
4.6
86.1k
34
2
63
0

The Blue Dress Ch. 01

Harry introduces Barbara to exhibitionism.

by WesternMovieFan in Exhibitionist & Voyeur 02/25/2006
4.36
96.7k
33
8
65

Aunty in the Park

I fool my mate into thinking I fuck a strange woman.

by Harvey_32 in Incest/Taboo 06/22/2016
4.2
44.7k
33
3
66
0

The Loft Game: Barney

Chips wants in. It takes more than just asking.

by chasten in Exhibitionist & Voyeur 10/25/2020
H
4.82
36.5k
33
9
70
0

Jess Succumbs Pt. 04

I take my Jess to the mall, will she do as she's told?

by jaysmusings in Loving Wives 12/04/2021
4.37
23.1k
33
4
93

Charlotte F/F

Lora turns from loathing her best friend to worshiping her.

by EggWhites in BDSM 10/06/2022
4.05
23.2k
33
3
57
0

Stagecoach

It's boring on a stage coach.

by Ashson in NonConsent/Reluctance 06/02/2013
4.3
96k
33
7
53
0

It All Started With A Bet....

A cheerleader got him to streak.

by SXY_Hot_Mamma in NonConsent/Reluctance 11/09/2005
0
167k
33
4
55

Winning an Unexpected Bet Ch. 02

First shift back at work together after the bet.

by madmartigan37 in First Time 09/14/2017
H
4.63
34.2k
33
9
43

Baseball Bet Leads to Naked Fun

My cock comes out in the stands, and that’s just the start.

by Whiskeyandbeer5754 in Exhibitionist & Voyeur 09/02/2020
H
4.71
29.6k
33
3
80
0

Side Bet

A new wife loses more than money in Vegas.

by Drackman in Loving Wives 12/18/2007
3.77
127.9k
32
0
49
0

Brad Loses a Bet

Pete is there when Brad loses a bet with Wanda (bi)

by MVP6 in Gay Male 09/06/2022
4.41
21.3k
32
6
67

The AMFOP

Adult male fan of princesses preys on married woman.

by Jordan45 in Loving Wives 06/06/2023
3.31
10.3k
32
15
70
0

The New Workmates

After work drinks gets out of hand

by Dustinweller69 in Loving Wives 03/31/2023
2.7
26.4k
32
17
54
0

Slutrification Ch. 01

Monique loses a bet with her boss.

by bigdaddysmooth in Novels and Novellas 07/30/2006
4.13
113.3k
32
1
56

Naive Teacher in Winston Ch. 13b

Sausage size bet and naked lesbian art.

by potatoHead42 in Exhibitionist & Voyeur 05/30/2023
H
4.76
23.3k
32
37
51

Trey and the Lost Bet

Trey loses a bet and has to go streaking.

by Psndeviant in Exhibitionist & Voyeur 06/10/2023
4.47
15.3k
31
2
61

Poker Night

Friend's girlfriend suggests a game of poker.

by Drunks in Group Sex 09/19/2005
4.39
171.3k
31
2
68
0

Lost a Bet

He loses her to another man and she wins.

by nasty_rachel in Loving Wives 04/23/2009
3.81
119.3k
31
0
44

Lost Bet

Lost bet leads to sex.

by dmoney4114 in Gay Male 02/25/2016
4.32
75.5k
31
7
49

Naive Teacher: Side Story - Lukas

Winston Stories: How a son saw his mom’s shaved pussy.

by potatoHead42 in Incest/Taboo 06/19/2022
4.46
21.1k
30
4
82

Jessica Alba - Bet Your Ass

Jessica makes another bet to even the score.

by Noj in Celebrities & Fan Fiction 03/06/2024
H
4.97
8.5k
30
3
55

The Bet

College coed is introduced to pee play on a dare.

by peebudy in Fetish 07/10/2010
0
102.6k
30
10
46
0

A Present and a Deal Ch. 11

If he wins a bet with mom he can show his friend the sextape.

by DaviBlack in Incest/Taboo 04/27/2012
4.43
71.7k
30
9
40

Brad's Road Trip Ch. 09

A friend gives Brad his girlfriend to win a bet.

by SpotInTheSand in Erotic Couplings 09/30/2012
H
4.78
56.7k
30
3
38

Mother Starts Dating Ch. 03

Son overhears an interesting conversation.

by experimentalstories in Incest/Taboo 05/17/2015
3.81
34.4k
29
0
33

Checkmate

A bet is lost.

by dandanger in BDSM 10/03/2017
4.44
68.1k
29
8
55
0

Paying off the Gambling Debt

Wife loses bet & must do as husband asks.

by Tigerhawk in Loving Wives 05/31/2003
4.21
175k
29
5
66
0

Testing

He bet her a guy couldn't make her cum. She wanted to test.

by MatthewVett in Gay Male 06/23/2015
4.4
41.3k
29
4
46
0

My Best Friend Meets My New Husband

Companion piece - The guys make different choices.

by WhyNotUs in Transgender & Crossdressers 05/26/2023
H
4.74
17.6k
29
10
53

The Skin Ball Ch. 01

A bet could cost a sorority their clothes.

by Wonderstorm in Exhibitionist & Voyeur 06/08/2003
4.26
103.2k
29
1
73

Fun in the Library

A lucky gent meets an assistant with talented socked feet.

by sexualrelief7191 in Fetish 10/12/2013
4.48
45.8k
29
8
37
0

The Blind Fold

Karen loses two Super Bowl bets.

by Dr_Bull in Group Sex 02/23/2010
4.26
131.4k
28
3
65
0

The Obstacle Course Bett

A training session with Emily Bett Rickards turns into a bet.

by RTM in Celebrities & Fan Fiction 02/22/2017
H
4.55
16.7k
28
1
45

It's a Deal Ch. 01

A bored Milf on her day off decides to play a game.

by PvtNomad in Exhibitionist & Voyeur 03/17/2020
4.3
34k
28
2
67
0

Sore Loser Ch. 03

After another bad bet, Ami has a reluctant ride in store.

by AmiKerrigan in NonConsent/Reluctance 08/06/2016
4.49
59.4k
28
2
36

The Purple Challenge Ch. 01

There is an interesting competition at a local bar.

by BeltBuckle in Gay Male 04/20/2020
4.39
18.7k
28
6
52

Daring Exposition

After losing a bet a girl is exposed at her surprise party!

by bluueboy in Exhibitionist & Voyeur 06/23/2015
4.17
76.3k
28
0
60
0

I Lost a Bet to My Friend

After losing a bet over the game I shared my beloved.

by Norwayadventure in Group Sex 06/21/2016
3.67
80.7k
28
4
52
0

For Just One Day Pt. 01

Nikki loses a bet to Kate. Now she has to pay up.

by blondsubles in Lesbian Sex 02/22/2017
4.22
49.3k
28
4
44
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