Lost Bet (3,020)

The best and newest lost bet videos

Kyle Shows Sparrow his Bird after the Strip Freeze is Over

Kyle Shows Sparrow his Bird after the Strip Freeze is Over

XHamster 3 years ago

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the household acco

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the household acco

XHamster 1 year ago

The real winner of this Strip Rock Scissors Paper game is Falco

The real winner of this Strip Rock Scissors Paper game is Falco

XHamster 1 year ago

Sandy - Habla French?

Sandy - Habla French?

Eporner 1 year ago

They turn every Party Cups game into a flirtatious adventure

They turn every Party Cups game into a flirtatious adventure

XHamster 5 months ago

My Husband Lost a Bet and Now One of His Friends Owns My Pussy He Detonates Me and Fills Me with Milk

My Husband Lost a Bet and Now One of His Friends Owns My Pussy He Detonates Me and Fills Me with Milk

XHamster 5 months ago

Wife Pay Debit Poker

Wife Pay Debit Poker

XHamster 2 years ago

Enchanting hon pays for cuckold's failure in gambling

Enchanting hon pays for cuckold's failure in gambling

XGroovy 4 years ago

Lost Bet at the Libertine Club Misschaudexxx Squirts Like Crazy!

Lost Bet at the Libertine Club Misschaudexxx Squirts Like Crazy!

XHamster 2 weeks ago

Violet fiery red hair and Sophie wild Strip on Spades game

Violet fiery red hair and Sophie wild Strip on Spades game

XHamster 1 year ago

He Lost the Bet or did He?

He Lost the Bet or did He?

XHamster 4 months ago

The Strip Freeze Loser Ends up Strapped to the Cross

The Strip Freeze Loser Ends up Strapped to the Cross

XHamster 3 weeks ago

Hanna and the Dare

Hanna and the Dare

XHamster 1 year ago

MILF loses the bet and has to let the guy fuck her ass

MILF loses the bet and has to let the guy fuck her ass

ZBPorn 5 years ago

Anissa Miller Cuckold Husband Lost Bet And Had To Let His

Anissa Miller Cuckold Husband Lost Bet And Had To Let His

IcePorn 2 months ago

Neighbor's wife fucks to pay for husband's lost bet

Neighbor's wife fucks to pay for husband's lost bet

XHamster 3 years ago

CABEZON LOST THE BET AND NOW HIS FRIEND IS GOING TO FUCK HIS STEPMOTHER

CABEZON LOST THE BET AND NOW HIS FRIEND IS GOING TO FUCK HIS STEPMOTHER

PumpMilf 2 years ago

Stepmom made a bet she might regret

Stepmom made a bet she might regret

XHamster 2 years ago

The Strip Freeze Loser Ends up Strapped to the Cross

53% HD 1:01 / 23:07

The Strip Freeze Loser Ends up Strapped to the Cross

FapHouse 3 weeks ago

Sexy short-haired blonde milfs playing a naughty strip game

Sexy short-haired blonde milfs playing a naughty strip game

XHamster 4 weeks ago

Stepmom Lost the Bet and Now Has to Do Anal for Her Stepson

56% 1:01 / 27:52

Stepmom Lost the Bet and Now Has to Do Anal for Her Stepson

FapHouse 2 years ago

Hot - Lets Try Anal - Mae Olsen - Cutie Loses a Bet For An

Hot - Lets Try Anal - Mae Olsen - Cutie Loses a Bet For An

Vidzx 5 months ago

The winner gets to examine and announce the cup sizes

The winner gets to examine and announce the cup sizes

XHamster 11 months ago

Big Tit Babe Creampie!

Big Tit Babe Creampie!

XHamster 4 months ago

Who Knew a Yoga Ball with Handles Could bring Such Joy?

Who Knew a Yoga Ball with Handles Could bring Such Joy?

XHamster 3 years ago

He Lost His Wife in a Bet with His Friends

62% 0:39 / 22:28

He Lost His Wife in a Bet with His Friends

FapHouse 2 years ago

Degenerate Loser Husband Loses His Gorgeous Wife's Pussy To The Mafia Playing Poker

Degenerate Loser Husband Loses His Gorgeous Wife's Pussy To The Mafia Playing Poker

XHamster 2 weeks ago

The naked Strip Profanagrams losers face a tantalizing challenge

The naked Strip Profanagrams losers face a tantalizing challenge

XHamster 2 months ago

Milfcandy: Samantha Loses at Pool and Takes Long BBC

Milfcandy: Samantha Loses at Pool and Takes Long BBC

XHamster 1 year ago

She Lost the Bet on PS5 - Now Stepmom's on Her Knees

She Lost the Bet on PS5 - Now Stepmom's on Her Knees

XHamster 7 months ago

He Lost a Bet and Now He Has to Share His Wife with His Best Friend!

He Lost a Bet and Now He Has to Share His Wife with His Best Friend!

XHamster 7 months ago

My Chinese cum dumpster bet she could make me cum in 10 minutes. She lost the bet.

My Chinese cum dumpster bet she could make me cum in 10 minutes. She lost the bet.

XHamster 1 year ago

Hubby Lost a Bet Watched His Black Friends BBC Fuck Me From Behind

Hubby Lost a Bet Watched His Black Friends BBC Fuck Me From Behind

XHamster 6 days ago

Our Foursome Is Back to Play a Strip Boomsticks Game

67% HD 0:39 / 27:06

Our Foursome Is Back to Play a Strip Boomsticks Game

FapHouse 1 year ago

Chunky Mature MILF Cheat and Swallows Cum

Chunky Mature MILF Cheat and Swallows Cum

XHamster 4 months ago

Tits and Pussies Exposed as Zahara, Sheri, Bex, and Piper Play a Strip Game

Tits and Pussies Exposed as Zahara, Sheri, Bex, and Piper Play a Strip Game

XHamster 3 years ago

Strip O'Connell has Never Looked Better, Watch Whitney, AJ, Alexis, and Tony Strip

Strip O'Connell has Never Looked Better, Watch Whitney, AJ, Alexis, and Tony Strip

XHamster 3 years ago

I relieve my pain with the juicy pussy of the rola, her huge ass makes me forget my pain

I relieve my pain with the juicy pussy of the rola, her huge ass makes me forget my pain

XHamster 3 weeks ago

Agent bribes a man to fuck his BBW wife in front of him

Agent bribes a man to fuck his BBW wife in front of him

XGroovy 3 years ago

The Sure Thing - Hawt mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

The Sure Thing - Hawt mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

BigTitsLust 1 year ago

The Sure Thing - Hawt mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

The Sure Thing - Hawt mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

FreePorn8 1 year ago

A Stranger Came Into My Tent and Ask Me To Give Her A Creampie

A Stranger Came Into My Tent and Ask Me To Give Her A Creampie

Amateur8 3 years ago

Big-boobed lesbian MILFs in a wild strip high card game

Big-boobed lesbian MILFs in a wild strip high card game

XHamster 2 months ago

Neighbor's Wife Fucks to Pay for Husband's Lost Bet

69% 1:01 / 16:11

Neighbor's Wife Fucks to Pay for Husband's Lost Bet

FapHouse 3 years ago

Our Foursome Is Back to Play a Strip Boomsticks Game

Our Foursome Is Back to Play a Strip Boomsticks Game

XHamster 4 weeks ago

Sexy couples stripping game, lose and get naked!

Sexy couples stripping game, lose and get naked!

XHamster 3 years ago

Frenique and Lytta - Hard Double Trampling and Ballbusting

69% HD 1:01 / 8:33

Frenique and Lytta - Hard Double Trampling and Ballbusting

FapHouse 4 months ago

Husband Lost a Bet so His Older Black Friend Gives Creampies Me

Husband Lost a Bet so His Older Black Friend Gives Creampies Me

XHamster 1 month ago

Fucked my gf's bff in anal after saw her walking out the shower with a vibrator

Fucked my gf's bff in anal after saw her walking out the shower with a vibrator

XGroovy 3 days ago

BBW chick lost a bet and had to let him fuck her ass POV

BBW chick lost a bet and had to let him fuck her ass POV

XGroovy 3 months ago

He Lost His Wife in a Bet with His Friends

He Lost His Wife in a Bet with His Friends

XHamster 2 years ago

Amazing Threesome in the Middle of Yoga Class 2 Big Asses Ends with a Hard Cock Inside

Amazing Threesome in the Middle of Yoga Class 2 Big Asses Ends with a Hard Cock Inside

XHamster 3 weeks ago

Whoever has the Best Memory Keeps on their Clothing in this Game

Whoever has the Best Memory Keeps on their Clothing in this Game

XHamster 3 years ago

Bet you can't last one stroke, stepbro!

Bet you can't last one stroke, stepbro!

Some.Porn 3 months ago

Football Bets Pay Out, My BBC Friend Lost

66% HD 1:01 / 25:48

Football Bets Pay Out, My BBC Friend Lost

FapHouse 4 months ago

Nesse Smile's Interracial Cuckold Challenge: Husband's Bet Leads to Bareback BBC

Nesse Smile's Interracial Cuckold Challenge: Husband's Bet Leads to Bareback BBC

XHamster 2 months ago

Lost bet! Strapped up and screwed all trio crevasses! Alexandra Wett

Lost bet! Strapped up and screwed all trio crevasses! Alexandra Wett

PornDR 1 year ago

WIFE PAYS A BET BY SUCKING A COCK

WIFE PAYS A BET BY SUCKING A COCK

XHamster 1 year ago

Girlfriend accidentally turns you into cuckold after bet gone wrong

53% HD 1:01 / 10:28

Girlfriend accidentally turns you into cuckold after bet gone wrong

FapHouse 5 years ago

Stepmom Loses A Bet - Jane Cane, Shiny Cock Films

Stepmom Loses A Bet - Jane Cane, Shiny Cock Films

XHamster 1 year ago

A thrilling strip Wheel of Torment blast from the past

A thrilling strip Wheel of Torment blast from the past

XHamster 9 months ago

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the household acco

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the household acco

Dafreeporn 1 year ago

Men's Spa: The Spa Girl Who Lost A Bet, Has To Fuck Him Raw 3

Men's Spa: The Spa Girl Who Lost A Bet, Has To Fuck Him Raw 3

XHamster 7 months ago

I Lost a Bet Over Huge Dildos and Ended up with a Broken Condom

63% HD 0:39 / 18:55

I Lost a Bet Over Huge Dildos and Ended up with a Broken Condom

FapHouse 2 weeks ago

Struggling Big Bouncing Boobs Babysitter Hogtied Bound and Tape Gagged

Struggling Big Bouncing Boobs Babysitter Hogtied Bound and Tape Gagged

XHamster 1 year ago

Stepmom consoles stepson after breakup

Stepmom consoles stepson after breakup

Eporner 4 years ago

Trace and Stunning New Girl Helena in Strip Frenzy

HD 1:01 / 22:14

Trace and Stunning New Girl Helena in Strip Frenzy

FapHouse 2 days ago

A strip game revealed this teen's hairy bush

A strip game revealed this teen's hairy bush

XHamster 1 year ago

The final strip game loser, left in just her bra

The final strip game loser, left in just her bra

XHamster 2 months ago

Married redhead loses bet and has to masturbate coworker until the end.

Married redhead loses bet and has to masturbate coworker until the end.

XHamster 5 months ago

Milfcreek - All Vanessa scenes

Milfcreek - All Vanessa scenes

XHamster 1 year ago

The Betrayed Lover

The Betrayed Lover

Dafreeporn 2 months ago

Neighbor's Wife Getting Fucked in the Ass to Pay Husband's Lost Bet

52% 0:39 / 35:27

Neighbor's Wife Getting Fucked in the Ass to Pay Husband's Lost Bet

FapHouse 3 years ago

The Maids Make Mess

The Maids Make Mess

Some.Porn 7 months ago

I Lost My Bet on Team

51% VR 1:11 / 24:15

I Lost My Bet on Team

VRPorn 1 month ago

I've lost another bet and I'm getting fucked outside without a condom

I've lost another bet and I'm getting fucked outside without a condom

XHamster 1 year ago

Step Mom, I Bet Your Ass And I Lost - Carrie Ann

Step Mom, I Bet Your Ass And I Lost - Carrie Ann

XHamster 8 years ago

Chunky Mature MILF Cheat and Swallows Cum

77% HD 1:01 / 30:57

Chunky Mature MILF Cheat and Swallows Cum

FapHouse 5 months ago

Playing Strip Torange she still wears it through

Playing Strip Torange she still wears it through

XHamster 2 weeks ago

Shy Luna is ready to shed her inhibitions in this strip Simon Says game

Shy Luna is ready to shed her inhibitions in this strip Simon Says game

XHamster 1 year ago

A Stranger Came Into My Tent and Ask Me To Give Her A Creampie

A Stranger Came Into My Tent and Ask Me To Give Her A Creampie

MatureTubeHere 4 years ago

He Lost a Bet and Now He Has to Share His Wife with His Best Friend!

65% HD 1:01 / 22:15

He Lost a Bet and Now He Has to Share His Wife with His Best Friend!

FapHouse 2 years ago

Husband You Lost a Bet Now Your Friend Fucks My Soles

Husband You Lost a Bet Now Your Friend Fucks My Soles

FapHouse 3 weeks ago

The Strip Torange game intensifies as one of the girls faces a losing streak

The Strip Torange game intensifies as one of the girls faces a losing streak

XHamster 7 months ago

3 Busty Girls Play Strip Rock-Paper-Scissors

3 Busty Girls Play Strip Rock-Paper-Scissors

XHamster 3 years ago

Adira Allure’s husband gambles her ass in a bet, and loses. But he loves watching her in action

61% 4K 1:04 / 33:08

Adira Allure’s husband gambles her ass in a bet, and loses. But he loves watching her in action

Private 3 months ago

A Breasty, Playful mother I'd like to fuck Playing to Get U Hard

A Breasty, Playful mother I'd like to fuck Playing to Get U Hard

SortPorn 8 months ago

step Dad loses Superbowl Bet - step Son Scores step Moms ASS HUGE ANAL CREAMPIE!

Premium HD 21:00

step Dad loses Superbowl Bet - step Son Scores step Moms ASS HUGE ANAL CREAMPIE!

Sheer 4 years ago

Cocky Criminal Loses Your Bet and Gets Fucked Rough

60% 0:39 / 15:10

Cocky Criminal Loses Your Bet and Gets Fucked Rough

FapHouse 1 year ago

Friend's Wife Lost the Football Bet

Friend's Wife Lost the Football Bet

StiefMutter 1 month ago

Stepmom Loses A Bet - Jane Cane

Stepmom Loses A Bet - Jane Cane

XHamster 4 years ago

Raquel, Helena, and Star Engage in a Tantalizing Battle of Earth and Fire

Raquel, Helena, and Star Engage in a Tantalizing Battle of Earth and Fire

XHamster 3 months ago

Fulfilling Bet After the Party

Fulfilling Bet After the Party

XHamster 2 years ago

My Wife lost a wager, so that babe had to let my ally and me to screw all her holes

My Wife lost a wager, so that babe had to let my ally and me to screw all her holes

Amateur8 6 months ago

Alexandra Wett's Lost Bet: Tied Up and Fucked in All 3 Holes for a Rough Anal Creampie

Alexandra Wett's Lost Bet: Tied Up and Fucked in All 3 Holes for a Rough Anal Creampie

JuicyVid 1 month ago

A pizza delivery in a thrilling Strip Panty Hoes encounter

A pizza delivery in a thrilling Strip Panty Hoes encounter

XHamster 11 months ago

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the household acco

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the household acco

Lesbian8 1 year ago

Neighbor's Wife Fucks to Pay for Husband's Lost Bet

66% 0:39 / 16:11

Neighbor's Wife Fucks to Pay for Husband's Lost Bet

FapHouse 3 years ago

Stepsister-in-law Loses Bet, and Gives Me Her Ass Squeeze at Home-milf Anal

61% HD 0:39 / 9:57

Stepsister-in-law Loses Bet, and Gives Me Her Ass Squeeze at Home-milf Anal

FapHouse 5 months ago

The Sure Thing - Hot mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

The Sure Thing - Hot mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

Amateur8 1 year ago

Husband Lost Bet Huge Tits Massed by Another Man

Husband Lost Bet Huge Tits Massed by Another Man

XHamster 3 weeks ago

Milf Executive Handcuffed Submissive-Monica Jade MP4

65% HD 0:10 / 9:24

Milf Executive Handcuffed Submissive-Monica Jade MP4

LoyalFans 1 year ago

Man seduces busty blonde into cheating with him while boyfriend watches

Man seduces busty blonde into cheating with him while boyfriend watches

Fucker 7 months ago

Chunky Mature MILF Cheat and Swallows Cum

Chunky Mature MILF Cheat and Swallows Cum

XHamster 5 months ago

3 Hot Chicks and one stud are having a good time!

3 Hot Chicks and one stud are having a good time!

XHamster 3 years ago

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the… Clip 1

The Sure Thing - Sexy MILF Autumn J Cooper at Sex Over 50 confronts her step-son about the missing funds from the… Clip 1

XHamster 1 year ago

A strip game showdown of Rock Paper Scissors

A strip game showdown of Rock Paper Scissors

XHamster 1 year ago

Smoking Stepsis Lost A Bet And Had To Fuck A Dildo Infront Of Me

Smoking Stepsis Lost A Bet And Had To Fuck A Dildo Infront Of Me

Boobse.com 3 weeks ago

18-year-old College Girl Loses Bet and Gives Me an Excellent Blowjob That Sucks Her Well (real Homemade)

18-year-old College Girl Loses Bet and Gives Me an Excellent Blowjob That Sucks Her Well (real Homemade)

XHamster 2 weeks ago

Curvy Busty MILF Gets Spit-roasted And DP-ed By 2 Guys After Losing a Poker Game

Curvy Busty MILF Gets Spit-roasted And DP-ed By 2 Guys After Losing a Poker Game

MyLust 2 years ago

Stepmom is no good at betting, has to take his big pool cue

Stepmom is no good at betting, has to take his big pool cue

ZBPorn 4 weeks ago

Big-booty MILF Lets Her Neighbor Drill And Fill Her Anus With Cum To Pay Him Back For the Lost Bet

Big-booty MILF Lets Her Neighbor Drill And Fill Her Anus With Cum To Pay Him Back For the Lost Bet

AnySex 2 years ago

A Modern Twist on Spin the Bottle with Two Horny Couples

A Modern Twist on Spin the Bottle with Two Horny Couples

XHamster 3 weeks ago

The one who loses takes off his clothes, okay?

The one who loses takes off his clothes, okay?

XHamster 2 days ago

Friend fucks his friend's wife after losing a bet - Angerl Cruz & Blaze Rager

Friend fucks his friend's wife after losing a bet - Angerl Cruz & Blaze Rager

XHamster 9 months ago

Three Hot Lesbians Playing Strip Rock Paper Scissors

Three Hot Lesbians Playing Strip Rock Paper Scissors

XHamster 3 months ago

Natalia, Lucretia, Zayda, and Ashley make Bouncing on Balls Look Good

Natalia, Lucretia, Zayda, and Ashley make Bouncing on Balls Look Good

XHamster 3 years ago

The Sure Thing - Hot mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

The Sure Thing - Hot mother I'd like to fuck Autumn J Cooper at Sex Over fifty confronts her step-son about the missing funds from the household acco

MatureTubeHere 1 year ago

She Losses Bet caz of Huge Dildos Has To Fuck Real Dick and Eat Ass

She Losses Bet caz of Huge Dildos Has To Fuck Real Dick and Eat Ass

XHamster 6 months ago

Milfcandy: Samantha Loses at Pool and Takes Long BBC

65% HD 1:01 / 21:41

Milfcandy: Samantha Loses at Pool and Takes Long BBC

FapHouse 1 year ago

1 2 3 4 5

3,020 results found

Narrow your search

lost bet games lost bet anal lost bet wife wife lost bet mom lost bet lost bet blowjob

Categories Pornstars

Parents

Xxxmilfs.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Xxxmilfs.com. All rights reserved.

© 2026 Xxxmilfs.com. All rights reserved.