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‘betting’ stories

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Ashley Always Wins

Matt's new sporty friend wants her ass licked.

by lfullback in Anal 06/23/2013
4.46
169.6k
204
13
295
0

Jen & Me: Sis-In-Law Rewards

The pursuit (and capture) of his sister-in-law.

by Tx Tall Tales in Erotic Couplings 06/27/2001
H
4.66
390.8k
141
14
227
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The Bet

Bored siblings relieve their boredom by playing a game...

by themadscribbler1970 in Incest/Taboo 05/13/2022
H
4.51
92.9k
128
17
271

My Wife Wouldn't...

Gil bets that he Tony can't seduce his wife.

by thecarolinadreamer in Loving Wives 01/13/2018
4.16
150.9k
103
83
171
0

You Betcha! Ch. 01-02

A bro and sis stuck in lockdown play games.

by SevMax2 in Incest/Taboo 05/07/2020
4.26
64k
100
4
205

Bet Your Sweet Ass Ch. 01-02

A brother and sister put their asses on the line.

by SevMax2 in Incest/Taboo 06/16/2020
4.34
71k
100
4
175

Bad Bet on Football

Wife is a poor gambler.

by Crukshenk in NonConsent/Reluctance 06/17/2021
4.04
64.9k
83
8
137
0

Last Days

Doing a military chick in the ass during the end.

by justsomeguy41 in Anal 02/02/2019
4.37
65.2k
80
7
124
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Are You Game? Ch. 01

Friends take NFL betting to new extremes.

by 2ndAlias in Gay Male 02/23/2008
4.31
131.7k
67
5
97

Turtle Bay Golf Ch. 01

Layover on the beach with golf partners and a stranger.

by Travel Girl in Group Sex 02/16/2006
H
4.69
141.5k
62
24
82

Countdown

Ana's vacation takes a turn as she joins into a risky game.

by BrazenlySalacious in Exhibitionist & Voyeur 10/07/2022
H
4.72
19.1k
56
8
119
0

The Bet

Confidant woman makes a bet with a coworker, Who wins?

by GFXNaughtystories in NonConsent/Reluctance 02/09/2019
4.01
77.6k
52
6
96
0

My Little Sister’s Visit Ch. 07

Air Hockey Showdown.

by loerics in NonConsent/Reluctance 10/10/2021
4.31
17.8k
30
1
53

Indecent Betting

When wife becomes the subject and object of a bet.

by P4U in Loving Wives 01/22/2007
3.72
201k
22
10
39
0

The Things You Do For Family! Ch. 01

Jen gambles with grandads affections.

by foldedpaper in Incest/Taboo 03/25/2010
4.09
82.3k
22
2
54

Heather the Willing

A blowjob she didn't want to give.

by entrapped69 in NonConsent/Reluctance 03/09/2009
3.26
91.9k
22
0
32
0

We Suck!

Convincing two female friends they have something to prove.

by ukstockinglvr in Group Sex 08/07/2013
4.17
55.4k
21
1
30
0

Guessing Game

Wife has to guess who is doing what.

by williwhy in Loving Wives 06/07/2005
4.08
254.6k
21
12
40
0

Unexpected Offer Too Good To Ignore

An athlete full of himself looking for a night of sex.

by moreandmore in Erotic Couplings 02/07/2023
H
4.52
9.5k
21
35
38
0

Race to the Bottom

Athletic girls bet it all and one comes up short.

by jujou2006 in Fetish 10/21/2017
3.7
39.9k
20
4
34
0

Well-Earned Commission

A salesman suprises his colleagues and earns a bonus.

by ukstockinglvr in Exhibitionist & Voyeur 07/25/2013
H
4.66
52.7k
20
0
34
0

Paying Off a Bet to my Wife Ch. 01

He didn't think losing a bet would turn him into a play toy.

by Muskogeebound in NonConsent/Reluctance 07/13/2020
4.05
32.4k
19
6
40
0

Volleyball

Beach volleyball is a spectator sport.

by Ashson in NonConsent/Reluctance 07/22/2016
4.37
56.5k
16
4
35
0

Poker in the Rear

Tyra goes an extra mile to pay her rent and makes new friend.

by stephenchapman in NonConsent/Reluctance 11/14/2018
4.16
22.8k
16
4
32
0

Curiosity Turning Her Whore Ch. 01

Girl having sex with boyfriends friends and later others too.

by finely_crafted in Group Sex 03/06/2020
4.25
19.2k
16
4
37
0

Careful What You Bet On Ch. 04

Enemies begin strip-wrestling match.

by babydollmiranda in Loving Wives 05/10/2005
4.26
78.8k
15
12
22

The Brookhaven Book Club - Pt. 03

Alina and Poppy face their challenges.

by PickFiction in Exhibitionist & Voyeur 03/20/2022
H
4.79
8.1k
15
1
25

Betting to Bedding - Pt. 01

Betting with new roomate leads to fun.

by Tepin in Erotic Couplings 01/22/2023
H
4.58
13k
14
3
43

The Game

Three Vegas couples get together to play cards.

by SearchingDOM in Group Sex 04/09/2022
3.77
19.9k
13
2
22
0

Oh Yeah? Wanna Bet

Betting with her husband lets a repressed woman experiment.

by Boobytrap73 in Erotic Couplings 03/12/2024
H
4.54
11.4k
13
6
27
0

Oh Those Day Games

A day at the ballpark.

by LP1957 in Loving Wives 08/12/2017
3.27
26.2k
10
20
17

Oh Those Day Games Pt. 03

Karen's perspective of the day.

by LP1957 in Loving Wives 08/25/2017
3.25
14k
8
14
9

Niqab Gagged

I lost a bet with Ahida, but I didn't expect the result.

by oggbashan in Transgender & Crossdressers 03/16/2021
4.09
16.3k
8
2
12
0

Sally Playing Games Ch. 02

The game moves on.

by olejimr in Loving Wives 10/30/2007
4.2
57.3k
7
2
12

The Bolry Lottery Machine

The way the bolry lottery machine(s) works.

by newcardforit in NonConsent/Reluctance 02/03/2020
3.47
20k
7
2
20
0

Book Club Ch. 03

Book club makes another trip.

by Qraz in Exhibitionist & Voyeur 09/21/2021
3.95
5.7k
7
2
15

A Romantic Dinner for Two

A night out alone turns into more than they bargained for.

by necouple69xxx in Erotic Couplings 12/06/2011
4.42
29.3k
6
1
13
0

Jack’s Place

Sometimes everything rides on a friendly game of eight ball.

by The_Technician in BDSM 02/01/2013
4.3
30.1k
6
2
12
0

Oh Those Day Games Ending

The end to a long day at the ballpark and at home.

by LP1957 in Loving Wives 09/13/2017
2.99
18.1k
6
11
9

Checkmate Ch. 01

Rival chess teams compete, with sexual forfeits.

by Kitty9Tail in BDSM 10/05/2019
3.89
12.3k
6
2
17

It's a Journey Not a Destination Ch. 05

Big things are happening for Isabel.

by Chris_Tee in Transgender & Crossdressers 01/27/2023
H
4.9
3.3k
5
0
7

Auto Erotica Ch. 04

Someone is after Aileen; just who is Patrick, really?

by madam_noe in Non-Erotic 09/05/2007
H
4.74
20.6k
5
2
6

The Villa Ch. 06

A homecoming and a bet.

by HunterShambles in Incest/Taboo 05/17/2015
4.43
16.6k
5
1
7

Checkmate Ch. 02

Rival chess teams compete in matches, with high stakes.

by Kitty9Tail in BDSM 10/06/2019
4.08
9.9k
4
6
7

Being Jim Ch. 05: The Toe Job

Jim accepts a challenge and earns respect.

by Frodov in First Time 08/17/2020
H
4.64
3.6k
4
1
6

Damn, My Buddy is a Sub! Ch. 02

Unplanned events at a buddy's house get even better.

by Watcherdownsouth in Fetish 11/19/2009
4.48
28.3k
4
2
5

Strippers and Prostitutes Ch. 09

‘Dana’s’ 25th Celebrations

by Scorpius1945 in Novels and Novellas 12/28/2013
H
4.54
15.6k
4
0
9

Stranger in Town

A pool game bet goes so wrong it's just right.

by jreality in Erotic Couplings 04/09/2012
4.29
27.9k
4
3
7
0

TLC - A Season to Remember

Biz owner hires a new secretary that loves football.

by ADailyGrinder in Erotic Couplings 11/02/2006
H
4.57
30.5k
3
4
12
0

The Dice Game

A daring game in which some like each other.

by MVP6 in Gay Male 01/05/2021
4.42
10.4k
3
2
13
0

Captain Emrah Jackson Ch. 19

Cara finally finds what she has been searching for.

by Vector900 in Sci-Fi & Fantasy 10/20/2021
H
4.71
3.6k
3
1
10

A Bet Between Friends Ch. 02

You make another bet for hot sex.

by Lady Jayne in Erotic Couplings 03/15/2005
4.35
65.8k
3
2
8

Taking Care of Business Ch. 03

A romp with Rebecca.

by MatureWomenLover in Erotic Couplings 01/17/2012
H
4.58
19.6k
2
0
5

Wayne's Super Heinz

Wayne’s organised an outing, but has he an ulterior motive?

by Tonyspencer in Non-Erotic 07/07/2021
H
4.59
2.7k
1
5
6
0

The Game

Gambling can be a risky venture for JJ...

by jujou2006 in BDSM 11/04/2017
3.62
17k
0
2
2
0

Tale of the Gun Bunnies Ch. 01

Astral Fight Club where people stake their futures.

by mrbadkitty357 in Non-Erotic 09/14/2011
3.43
7.6k
00
2
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