‘bet’ stories

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April's a Bitch

Dan gets revenge on April with an April Fool’s trick.

NEW
4.01
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The Bet

He bets a young woman, that she'll beg for him to take her.

4.4
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20
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Jessica Alba - Bet Your Ass

Jessica makes another bet to even the score.

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5
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College Guys Undermine My Authority

Supervising college students leads to humiliating situations.

4.02
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A Friendly Bet

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

4.18
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70
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Competitive Family Ch. 01

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

4.49
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Multitasking

Girlfriend has a hard time multitasking during a threesome.

4.03
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Dare Dice - The Threesome

College student plays a game with a Co-Ed and her boyfriend.

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Lola's Friendsgiving First

Lola loses a bet on the Cowboys.

4.12
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The Worst Bestie

Evil best friend crushes Dan and Beth's love.

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81
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The Loft Game: Scotty

Things get not so rosey, and Ethan comes for a visit.

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Lost a Bet [M4M]

Lot bet leads you to sucking his cock.

4.43
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I Lost the Bet

A game, a risky bet. It came as a punishment.

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From Soccer to Sucker Pt. 12

Jake falls deeper into Valeria's clutches.

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The Bet Ch. 01

A friendly rivalry turns into something more.

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Tip Your Delivery Guy

A tale of Owen's youth, when he delivered... pizzas.

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Andy loses a bet

Andy loses a bet and his wife steps in.

3.83
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The Joystick Joust

Gamers' intense rivalry escalates unexpectedly.

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Bet Lost Brought Us to the Worst Ch. 01

We lost a bet at the beach and end up in gilrs sex fantasies.

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Teaching Intent Ch. 05: Daisy

A teacher stumbles upon a student’s secret online profile.

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Too Good To Be True Ch. 23

Tamora confronts Tom, and joins the Harem.

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Jessica Alba - Hole in One

Jessica makes a risky bet while playing golf.

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The New Tenant Pt. 04

A bet leads to another sleepover.

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My Wife and the Cross-Country Team

Coach's joke offer leads to unexpected encounter with team.

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Naked at All Female Office: Day 00

Naked in the office where you are the only man.

4.44
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Sodomy on the Sofa

I dated Tiffany before Mark did… (bi)

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Juliette's Time to Shine

Juliette preps for her CEO Town Hall.

4.13
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Trey and the Lost Bet

Trey loses a bet and has to go streaking.

4.44
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The AMFOP

Adult male fan of princesses preys on married woman.

3.25
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Juliette Makes Her Move

Juliette invests in revenge to humiliate Jessica.

4.48
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The Bet Aftermath

Juliette deals with the aftermath of the pool table bet.

4.08
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Naive Teacher in Winston Ch. 13b

Sausage size bet and naked lesbian art.

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Five Mums Ch. 09 - A Train Ride

Jay & his mum ride the I train and win a bet.

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4.6
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11
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Juliette's Pool Table Tricks

Juliette's Rival Discovers Her Secret.

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4.55
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13
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My Best Friend Meets My New Husband

Companion piece - The guys make different choices.

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Overcoming Burnout

A bet between two superheroes becomes much more.

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A Dangerous Bet Ch. 01

Mary’s husband makes gamble with intense consequences.

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40
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Winner Takes All: Round 03

Frank's story concludes in Round 3.

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12k
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Poker Night at Dino's

Trying to impress a girl taking her to poker night.

3.79
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10
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A Tale of Surrender and Humiliation

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

4.42
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The New Workmates

After work drinks gets out of hand

2.68
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The Trial - Prequel

He finds the pleasure from becoming a women.

4.48
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College - Parents Weekend

Two College Men, Their moms, and Their friends.

4.46
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131
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Femdom Policy

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

4.03
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23
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Wanna Bet? Ch. 01

Annie plays hostess for hubby's poker night.

4.22
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51
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101
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The Bet

Sometimes a bad bet ends up with a positive outcome!

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148
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Upping the Stakes

Ashley bets she can handle five strokes of the cane.

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AMA - The Boyfriend Ch. 081-090

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

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Hot, Nerdy Coworker Bets Her Body

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

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From Soccer to Sucker Pt. 04

Jake is made to keep up another part of the deal.

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At the Lake Ch. 02: The Next Morning

The truth is reviled about Beth and Lacys plan.

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ENFasis on Ricky Ch. 01

Ricky isn't careful enough.

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He's Gonna Let Me

He fucks his girl in front of him.

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The Anniversary Vacation Pt. 05

We finalize the new terms and get started.

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The Dwarf and the Hotel Pool

One short man is determined to get into the hotel pool.

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Jackie's Sexy Adventures: The Bet

She learns not to bet her ass against an obnoxious coworker.

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125
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A Bet with My Wife

Wife takes bet too far, I retaliate.

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Geoffrey's Gift

A short story about Geoffrey's Gift.

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The Unfair Bet! Ch. 02

The next morning another bet is made.

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Losing the Bet

A girl loses a bet to her boyfriend, so she owes him some...

4.19
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39
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Squirrely

Golfing bet goes wrong when wife finds out.

2.96
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The Unfair Bet!

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

4.06
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10
99

Mom Sits on My Lap in the Car

A son shares a car seat with his mother.

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4.57
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515
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Pool Party: A Bad Bet

A game of pool has lifelong consequences.

4.3
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268
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A Bet's a Bet

Two straight friends make a bet.

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4.7
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The Bet Pt. 01

A sissy make a bet with high stakes.

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4.7
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71
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Sexual Awakening Post Nasty Divorce

A party-girl helps me realize the fun of guilt free sex.

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4.66
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26
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Charlotte F/F

Lora turns from loathing her best friend to worshiping her.

4.04
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29
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52
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One Last Bet

A couple holds a party at the end of their marriage.

4.03
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Brad Loses a Bet Pt. 02

She made him suck cock. Will he resist this time? (bi)

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4.6
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25

Fiery Passion Pt. 04

Shea raises the stakes in the competition with Trey.

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2
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A Lost Bet, She'll Pay on Her Knees

A lost bet with the boss, has Carmen on her knees.

4.38
22.7k
20
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49
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Brad Loses a Bet

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

4.41
20.6k
32
6
66

Mission Lesbian Orgy Pt. 01

I put a show for the girls at my school, making a bet.

4.28
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14
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32
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Poker Night

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

4.34
40.4k
44
4
111
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The Steelers Win! The Steelers Win!

It was a typical Football night until...

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Day One

I visit the neighbor, who had plans for me. Shame on me.

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16
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28
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How I Became a Breeding Bull Ch. 17

Brick continues dominating Tracy thru BDSM party.

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4.73
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11
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18

Snooker

They tried to hustle him at snooker.

4.46
8.5k
9
4
21
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Slave Day Pt. 01

Carissa loses a bet to Kevin, and becomes his slave tonight.

4.27
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23
0
53
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Camping with my Futa Bully Ch. 06-12

A young man's very confusing vacation...

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Camping with my Futa Bully Ch. 01-05

A young man's very confusing vacation...

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4.7
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112
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Naive Teacher: Side Story - Lukas

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

4.46
20.1k
30
4
77

Flash in the Night

A surprise for everyone at the monthly poker game.

3.82
20.1k
14
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33
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Alistaire Too Ch. 02: Bridget & Petra

Bridget and her ambiguously lesbian girlfriend.

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4.89
80.1k
34
8
62

Hong Kong Story 01

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

4.42
24.2k
37
1
92

My Wife's Big Mouth

Hockey mom loses wager and pays in pussy.

3.81
134.8k
279
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466
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The Bet

My friend makes an unusual bet.

4.38
25.9k
20
7
46
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I Was Not Late

Showing up late comes with a punishment...

3.6
17.5k
2
2
5
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A Little Friendly Competition

A woman makes a bet with her two gay friends.

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18.5k
17
0
36
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The Bet - Quit Smoking, Win My Body Ch. 01

If old college friend gives up, in 3 months he can fuck her.

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4.73
11.2k
8
0
37

Brother's Incestuous Bet Ch. 05

The brother and sister's naughty bet reaches its finish!

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4.76
42.8k
62
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92

Brother's Incestuous Bet Ch. 04

Sean's little sister is dripping in passion!

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4.71
37.9k
60
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88

Brother's Incestuous Bet Ch. 01

A brother and sister make an incestuous bet!

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4.54
193.5k
218
11
631

Seduction Training

Seduction is just another form of sales.

4.36
7.7k
10
1
32
0
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