Penny Barber - MILF vs Cowgirl

Penny Barber, Cheyenne Jewel - MILF vs Cowgirl (Ultimate Surrender)

Today we are getting down to the wire. We have the Cheyenne Jewel who is a beautiful, muscular Cowgirl ranked 2nd in our Big Ten tournament. She is taking on Ultimate Surrender's favorite Bratty MILF, Penny Barber. Penny Barber has a brutal Giftwrap maneuver that most girls can not seem to figure out. Cheyenne Jewel has a bull like ability to push girls over and overpower them. Both of these beautiful wrestlers have fine asses and they use their asses to hold each other down. One wrestler takes the lead after ripping and orgasm on the mat from her opponent. The winner fucks the loser with the biggest dildo our strap on can handle. Loser is humiliated with hand gags, fisting, orgasm denial, hair pulling, spanking face sitting and ass smothering. The loser is fucked so hard in the ass, her asshole is left gaping open.

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Video from Penny Barber,Cheyenne Jewel in Kink (MILF vs Cowgirl)

Pictures from Penny Barber,Cheyenne Jewel in Kink (MILF vs Cowgirl)

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More scenes from Penny Barber,Cheyenne Jewel

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Savannah Fox in 2 Butt sluts get Fisted and Fucked

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Cheyenne Jewel in Petite Rookie Sarah Brooke vs Muscle ...

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Cheyenne Jewel in Young, Natural Rookie put it all on ...

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Moka Mora in Hot Spoiled Princess and Anal Step-Mommy ...

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Cheyenne Jewel in Busty RedHead take on Big ass Red He ...

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Cheyenne Jewel in Big 10 Summer Tournament Finale. Mus ...

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Cheyenne Jewel in 3 orgasms on the Mat during wrestlin ...

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Cheyenne Jewel in muscle Goddesses Battle on the mats

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Charlotte Cross in TSAnal immigration Brutality.

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Rizzo Ford in Little rookie abused and fucked until he ...

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Cheyenne Jewel in The most Orgasmic Match of the seaso ...

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Cheyenne Jewel in Darling and Cheyenne Jewel meet on t ...

Cheyenne Jewel - Ultimate Surrender

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Cheyenne Jewel in Very first gangbang for a horny grou ...

Cheyenne Jewel - Hardcore Gangbang

Mia Li in Orgasmic Wrestlers meet on the mats. It's in ...

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Cheyenne Jewel in Fiery Red Head in Bondage, Tormented ...

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Nerine Mechanique in Electroslut Tied, Teased, Fisted, ...

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AJ Applegate in Bachelorette Party Debauchery. Future ...

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Angel Allwood in Team Tarrasque vs Team Darling eps. 4

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Penny Barber in Full-Time Dominance and Submission: Sl ...

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Lea Lexis in Pre-Season Tag Match up with all our Brat ...

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Cheyenne Jewel in Season 12 team Captains Meet in Semi ...

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DragonLily in MILFs Mom's I'd Like to Fight: Mini-tour ...

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Gaia in The Masochist Meets the Porn Star

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Daisy Ducati - Ultimate Surrender

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Cheyenne Jewel in Mistress Kara is Back and After the ...

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Bella Rossi in Masquerade Orgy with Nine Slaves,100 Ho ...

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Darling in Darling and Bella Rossi takeon Penny Barber ...

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Penny Barber - Ultimate Surrender

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Penny Barber in Big Tittied Babes Penny Barber and Hol ...

Penny Barber - Ultimate Surrender

Wenona in Season 11 Tag Team Prelim Syd and Rilynn Rae ...

Wenona - Ultimate Surrender

Cheyenne Jewel in Phoenix Marie Dominate Cheyenne Jewe ...

Cheyenne Jewel - Whipped Ass

Syd Blakovich in Summer Vengeance Finals: REDEMPTION. ...

Syd Blakovich - Ultimate Surrender

Penny Barber in Hot MILF, Tight Bondage, Mind Blowing ...

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Cheyenne Jewel in Summer Vengeance Match up 3rd meets ...

Cheyenne Jewel - Ultimate Surrender

Cheyenne Jewel in One of the greatest Battles on US ma ...

Cheyenne Jewel - Ultimate Surrender

Penny Barber in Summer Vegeance Match up. Syd Vs Penny ...

Penny Barber - Ultimate Surrender

Penny Barber in Rounds 1-4 Tag Team Finale. Wrestling ...

Penny Barber - Ultimate Surrender

Nerine Mechanique in Bailey's Redemption

Nerine Mechanique - Upper Floor

Lorelei Lee in One Good Submissive and One Bratty Slut ...

Lorelei Lee - Electro Sluts

Penny Barber - Ultimate Surrender

Penny Barber in Round 2 Tag Finale. Darling and Bella ...

Penny Barber - Ultimate Surrender

Cheyenne Jewel in Summer Vengeance 3rd meets 8th in a ...

Cheyenne Jewel - Ultimate Surrender

Penny Barber in Tag Team finale Round 1 Bella Wilde an ...

Penny Barber - Ultimate Surrender

Bella Rossi in SV S10 9th meets 5th. Two Voluptuous We ...

Bella Rossi - Ultimate Surrender

Cheyenne Jewel in Full Match July Tag TEam Match-up Ev ...

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Pink in Anal Slave Barks to Come while House Slave Ear ...

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Cheyenne Jewel in Round 1 July Tag match. The Bellas o ...

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Syren de Mer - Upper Floor

Penny Barber in Summer Vengeance wrestlers ranked 10th ...

Penny Barber - Ultimate Surrender

Bella Rossi in June Tag Match. Daisy Ducati get's a ni ...

Bella Rossi - Ultimate Surrender

Penny Barber in Anal Slave Meets the Household, and a ...

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Bella Rossi in Round 3 June Tag Match Bella Rossi and ...

Bella Rossi - Ultimate Surrender

Penny Barber in Smart Ass Anal Slave Girl Gets an Atti ...

Penny Barber - Upper Floor

Bella Rossi in Isamar Dominates round 2 for Team Night ...

Bella Rossi - Ultimate Surrender

Bella Rossi in Dragon Vs Nightmare Tag match on the Ro ...

Bella Rossi - Ultimate Surrender

Cheyenne Jewel in Semi Final bout!! Two wrestlers tied ...

Cheyenne Jewel - Ultimate Surrender

DragonLily in Biggest loser Gang Bang. Darling gets fu ...

DragonLily - Ultimate Surrender

DragonLily in Biggest Loser Face-sit Match for 2 losin ...

DragonLily - Ultimate Surrender

DragonLily in Round 3 The Elites are on the mat for on ...

DragonLily - Ultimate Surrender

DragonLily in Round 2 Tag match Leg Scissors Galore

DragonLily - Ultimate Surrender

DragonLily in 4 Elite Wreslters on the mats for the gr ...

DragonLily - Ultimate Surrender

Cheyenne Jewel in Round 4 April Tag match. Nightmare i ...

Cheyenne Jewel - Ultimate Surrender

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Penny Barber in Welter Weight Semi Finals Penny Barber ...

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Cheyenne Jewel in Round 2 Tag Match Nightmares elite w ...

Cheyenne Jewel - Ultimate Surrender

Yasmine Loven in Super Voluptuous Welter Weights battl ...

Yasmine Loven - Ultimate Surrender

Cheyenne Jewel in Nightmare not pleased with loss come ...

Cheyenne Jewel - Ultimate Surrender

Penny Barber in 6 girl Orgy! Losers sex fight each oth ...

Penny Barber - Ultimate Surrender

Penny Barber in Match 1 round 3 Nightmare vs Dragon NO ...

Penny Barber - Ultimate Surrender

Penny Barber in Match 1, Round 2 Nightmare vs Dragon

Penny Barber - Ultimate Surrender

Penny Barber in Season 10's First Tag Team Match: Team ...

Penny Barber - Ultimate Surrender

Beretta James in Time for Prize Round. Winner gets the ...

Beretta James - Ultimate Surrender

Beretta James in Round 3, Team Blue vs. Team Yellow. I ...

Beretta James - Ultimate Surrender

Cheyenne Jewel in All Natural babes, Cheyenne Jewel vs ...

Cheyenne Jewel - Ultimate Surrender

Beretta James in Round Two, Chaos on the Mats, Berrett ...

Beretta James - Ultimate Surrender

Beretta James in Round One Cheyenne Jewel and Sahara R ...

Beretta James - Ultimate Surrender

Cheyenne Jewel in The Wrangler takes on Turbo with a l ...

Cheyenne Jewel - Ultimate Surrender

Tina Horn in Penny The Tarrasque Barber vs Tina profes ...

Tina Horn - Ultimate Surrender

Katie Summers in BIG TITS on the mat!! Pinned, Helples ...

Katie Summers - Ultimate Surrender

Penny Pax in Tag Team Rd 3 - Tits vs Ass

Penny Pax - Ultimate Surrender

Penny Pax in Sept. Tag Team Match-Up!! Fierce Fight, F ...

Penny Pax - Ultimate Surrender

Aiden Starr - Whipped Ass

Penny Pax in Breast Fest! Hot 4-way action and it's Pe ...

Penny Pax - Ultimate Surrender

Penny Barber in Summer Vengeance Tournament: One Match ...

Penny Barber - Ultimate Surrender

Kaylee Hilton in Now You're Fucked! Winners Sexually D ...

Kaylee Hilton - Ultimate Surrender

Kaylee Hilton in June Tag Team Rd 3: The Final Round

Kaylee Hilton - Ultimate Surrender

Kaylee Hilton - Ultimate Surrender

Penny Barber in Summer Vengeance Tournament: 15 vs 8 - ...

Penny Barber - Ultimate Surrender

Kaylee Hilton in June Tag Team Match Up Part 1: Four F ...

Kaylee Hilton - Ultimate Surrender

Bryn Blayne in May Tag Team Match-up: Round 4 Clash of ...

Bryn Blayne - Ultimate Surrender

Bryn Blayne in May Tag Team Match-up: Round 3 Clash of ...

Bryn Blayne - Ultimate Surrender

Bryn Blayne in May Tag Team Match-up: Round 2 Clash of ...

Bryn Blayne - Ultimate Surrender

Bryn Blayne in RD 14 of May's Live Tag Team Match: Tot ...

Bryn Blayne - Ultimate Surrender

Penny Barber - Water Bondage

Penny Barber in Veteran vs Season 9 Rookie: Who will e ...

Penny Barber - Ultimate Surrender

Audrey Rose in Veteran returns to show the new rookies ...

Audrey Rose - Ultimate Surrender

Isis Love in BATTLE OF THE CHAMPIONS!: 5 girl brutal o ...

Isis Love - Ultimate Surrender

Isis Love in ROUND TWO OF THE BATTLE OF THE CHAMPIONS: ...

Isis Love - Ultimate Surrender

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Isis Love - Ultimate Surrender

Cheyenne Jewel in Semi-Final match up: Loser is totall ...

Cheyenne Jewel - Ultimate Surrender

Cheyenne Jewel in Alien Pussy Eaters and Other Robots

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Kiki Koi in 6 girl massive orgy from hell The losers a ...

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Cheyenne Jewel - Ultimate Surrender

Cheyenne Jewel in Beautiful Brunette Reduced to a Thre ...

Cheyenne Jewel - Public Disgrace

Jessie Cox - Upper Floor

Jessie Cox - Upper Floor

Cheyenne Jewel in Final Exam-muscles and sparky

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Kait Snow - Upper Floor

Cece Stone in Two tough street girls go head to head i ...

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Cheyenne Jewel in Day 5 sparky and muscles

Cheyenne Jewel - Training Of O

Cheyenne Jewel in Day 4 - muscles and sparky

Cheyenne Jewel - Training Of O

Aiden Starr in First time fisting, check. First anal o ...

Aiden Starr - Whipped Ass

Emma Haize in Day 2 February's Final 2 Slaves

Emma Haize - Training Of O

Emma Haize - Training Of O

Cheyenne Jewel in Pain slut, destroyed with pleasure. ...

Cheyenne Jewel - Hog Tied

Cheyenne Jewel - Upper Floor

Cheyenne Jewel in How intense can multiple jammed orga ...

Cheyenne Jewel - Hog Tied

Cheyenne Jewel - Wired Pussy

Penny Barber - Sex and Submission

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