Challenge

Pages: NEXT ►

Order by: Popular Date Relevance

Whitney Stevens

Frog-tied is not for just any model, because it..

Added: 2026-01-13 Rating: n/a

Suntan Stevie Smith chained to sybian in breast bondage Sexuallybroken

Today is all about multitasking. Deepthroating..

Added: 2026-01-13 Rating: n/a

Selina Part 6

Part welcome Selina to Part. Selina arrives for..

Added: 2026-01-13 Rating: n/a

Dyke Pub 4- Raw T-Shirt Contest!

Everyone’s a winner at the annual humid..

Added: 2026-01-13 Rating: n/a

Teaching Report Day Trio Of 4

Instructing Report Progress Review: The previous..

Added: 2026-01-13 Rating: n/a

Emily Addams 48h in Restrain bondage Hell – A real Challenge for a Youthfull Slave Pt 4

All the models that we shoot are superb lookin..

Added: 2026-01-13 Rating: n/a

Veruca James fettered & chained, facefucked with brutal Sexuallybroken

Veruca James only LOOKS new met and innocent...

Added: 2026-01-13 Rating: n/a

Candice - 1080P

Candice and conor became stepsiblings during the..

Added: 2026-01-13 Rating: n/a

Billie Star & Daisy Lee - The Crazy Dialogue - 1080p Part 3

For this scene of "The Insane Interview", Billie..

Added: 2026-01-13 Rating: n/a

Billie Star & Daisy Lee - The Naughty Interview - 1080p

Starlet this vignette of "Star Lee Interview",..

Added: 2026-01-13 Rating: n/a

Wonderful Bad Girl Tamed By Chain

Girl. Handsome lends his special fashion of..

Added: 2026-01-12 Rating: n/a

Jailhouse Manmeat Slut- Judge Mia Li Dual Stuffed!

After sentencing 5 lawyers to a life behind..

Added: 2026-01-12 Rating: n/a

Sky High Lesbo Penalty Part 6

Part damsels challenge to earn their stewardess..

Added: 2026-01-12 Rating: n/a

Huge-titted California Blond Courtney Gets Arched Fucked & Challenged! Part 6

What do you do with a scorching suntan stunner..

Added: 2026-01-12 Rating: n/a

Day 5 For Beretta Will She Be The Ideal Sub Part 1

Beretta’s final challenge! Expecting to secure..

Added: 2026-01-12 Rating: n/a

The Heist- Dani Daniels Thrilling Sadism & masochism Video

Jaw-dropping Dani Daniels in her most powerful..

Added: 2026-01-12 Rating: n/a

Sin City Lesbos Part 1

2 smoking super hot blonde bad backside breezies..

Added: 2026-01-12 Rating: n/a

Faye Runaway

Fresh to WB, Faye did not runaway from our firm..

Added: 2026-01-12 Rating: n/a

Nailing Her Feet In Tom S Fresh Bastinade

We proceed checking the girls' limits by..

Added: 2026-01-12 Rating: n/a

Timid Enjoy Part 6

Bashful Shy is a Bashful starlet and covergirl..

Added: 2026-01-12 Rating: n/a

Unstoppable Mona Wales get the Pubs practice on the oral pleasure Sexuallybroken

It is time. Time for Mona Wales to to attempt a..

Added: 2026-01-12 Rating: n/a

Vai Squirts Everywhere!

Vai is a beautiful local lady who has that..

Added: 2026-01-12 Rating: n/a

Mugur & Mona Blue in Tied By Enjoy Part 1 1080p

Uber-cute blonde Mona Blue wins a game of..

Added: 2026-01-12 Rating: n/a

Sgt Major Comes back Predominant Serena Blair Part 6

Comes back back Comes back Predominant and..

Added: 2026-01-12 Rating: n/a

Jaelyn Fox

Jaelyn Fox is supah ultra-cute and luvs to have..

Added: 2026-01-11 Rating: n/a

Beretta - Challenged With Wanton Ferocity Part 5

What do you do to one of Kink’s roughest..

Added: 2026-01-11 Rating: n/a

Charlotte Sins- Beginner Takes a Machine Pounding

Delicious Charlotte Sins has an v-card about her..

Added: 2026-01-11 Rating: n/a

Ruth tied and corset gagged

Venezuelan girl Ruth Medina is indeed getting..

Added: 2026-01-11 Rating: n/a

Domestic Assfucking Cougar Teaching Syren De Mer Day One Part 5

Rectal Cougar Syren de Mer is taught in domestic..

Added: 2026-01-11 Rating: n/a

Maia Davis Vs Fap Hit

Strike blond Maia gets to learn what her..

Added: 2026-01-11 Rating: n/a

Pristine Brink - Part 3 The Ass Dragon

Brink part 3 of 4 elias is growing more heavy..

Added: 2026-01-11 Rating: n/a

ASGMax Exeter Hill School Sequence 3 Challenged

Kai Park brings the letters into the bedroom..

Added: 2026-01-11 Rating: n/a

Hogtied and Kittled - Ashley Graham

It's time for another Frogtied Challenge! This..

Added: 2026-01-10 Rating: n/a

Jessi Palmers Ponytail Hog-tie

Jessi. Beautiful guiltless face with mammary..

Added: 2026-01-10 Rating: n/a

Scarlet Banks Spunks To Tied like a hog

Beautiful Scarlet is a rough slut and Claire..

Added: 2026-01-10 Rating: n/a

Demand Fulfilled- Phat Boob Milf Restrain bondage Predicaments

Gorgeous large jug light-haired Holly Heart is..

Added: 2026-01-10 Rating: n/a

Huge boobed blond Rain DeGrey aggressively deepthroated Sexuallybroken

They do not come much more anxious a biotch then..

Added: 2026-01-10 Rating: n/a

Polar opposites - dual updates today

Brynn can fuck like a champion but she can not..

Added: 2026-01-10 Rating: n/a

College Of Submission- Kristen Scott Day 1

Welcome to the 2nd installment of Kink’s..

Added: 2026-01-10 Rating: n/a

Spanking finest gig pt. 291

The only thing keeping her on the platform is..

Added: 2026-01-10 Rating: n/a

College Of Subjugation Day 2- Victoria Voxxx

Today is a fresh day, and it’s time to test..

Added: 2026-01-10 Rating: n/a

Camryn Smooch Part 1

Smooch highly sexual Smooch Part is a hot Part..

Added: 2026-01-09 Rating: n/a

Curvaceous hottie Mia Li is suspended upside down in a straightjacket Sexuallybroken

Mia Li is spunky, anxious and enjoys to fuck...

Added: 2026-01-09 Rating: n/a

Buxom Japanese Mia Li chained to sybian saddle and throatboarded Sexuallybroken

Every time Mia Li displays up, she always gives..

Added: 2026-01-09 Rating: n/a

ooming Mellanie Monroe made to adore BBC, penalizing bj Sexuallybroken

Mellanie Monroe is as giant and sweet as they..

Added: 2026-01-09 Rating: n/a

Anguish Mega-bitch Capitulates To Public Ass-Pounding

Not new to BDSM, Cassandra is prepped for a..

Added: 2026-01-09 Rating: n/a

Dark-hued Diamond is the maid that everyone wants

This magnificent mega-slut is going to make..

Added: 2026-01-09 Rating: n/a

Andrea Samu has the brilliant assets for railing weenie

Andrea Samu is going to make you blow so..

Added: 2026-01-09 Rating: n/a

Sarah Jain heads nasty in a ebony armbinder

Supah fit Sarah Jain said she was up for a..

Added: 2026-01-09 Rating: n/a

Prime Punishment- Kendra Spade Stretches To Lea Lexis' Powerful Handling

Kendra Spade has a wish she can’t shake…to..

Added: 2026-01-08 Rating: n/a

Insane Breezy Cant Stop Nailing Herself

Welcome hot blonde babe Cameron Dee. Eager to..

Added: 2026-01-08 Rating: n/a

India Summers Principles Of Servitude Day One

The Cougar is the most difficult subject to..

Added: 2026-01-08 Rating: n/a

Spanking hottest episode pt. 234

The only thing keeping her on the platform is..

Added: 2026-01-08 Rating: n/a

Domme After Hours- 4 On One Gonzo Shibari Group sex

Domina Sabien DeMonia ambles to her basement..

Added: 2026-01-08 Rating: n/a

SaeRock - Too Tiny Too Late

Unnecessary to say, the challenge is accepted..

Added: 2026-01-08 Rating: n/a

Brooke Johnson- Exhausting Contraption Restrain bondage

Johnson Tool Restrain bondage brings you the..

Added: 2026-01-08 Rating: 100%

Darling And Claire Adams

Darling is notorious as a supah flexible, supah..

Added: 2026-01-07 Rating: n/a

Cali vs. The Ziptie Anchors

One ziptie is a challenge, several a..

Added: 2026-01-07 Rating: n/a

Amateur Challenge Winner is Back for Her Fuckbox Reward

Lizzy Rose is the tasty ginger dame who wowed..

Added: 2026-01-07 Rating: n/a

Lola vs. Her Intensity Troubles

With strenuous thunderstorms destroying her..

Added: 2026-01-07 Rating: n/a

Vanna - 1080P Part 6

Vanna gets to have fun the imperious one in our..

Added: 2026-01-07 Rating: n/a

Guinevere Huney - Ultra-kinky In Lubricant - 1080P Part 2

Guinevere Huney gets to have fun the..

Added: 2026-01-07 Rating: n/a

Scanty Little 80's Woman

Calico makes her first appearance at WhippedAss..

Added: 2026-01-07 Rating: n/a

Fresh Meat- Lumi Ray

Lumi is a cocky ash-blonde who salutes any..

Added: 2026-01-07 Rating: n/a

Devaun- Woman Next Door Survives A Frogtied Old-school Shoot

Devaun is back, and back with a vengeance. After..

Added: 2026-01-07 Rating: n/a

Erin Everheart is a tall, magnificent red-haired..

Added: 2026-01-07 Rating: n/a

Forging A Slave

This is not a joke. It is for real. Just look at..

Added: 2026-01-07 Rating: n/a

Jamie Huxley And Mark Davis Part 4

Jamie Mark is very aroused about her first-ever..

Added: 2026-01-06 Rating: n/a

Platinum-blonde Princess Is Demolished In Disruptive Predicament Bondage

Dylan has is back and sexier then ever. She has..

Added: 2026-01-06 Rating: n/a

Ryder Rey- Strapped And Tormented For The First-ever Time Part 5

Ryder is a cute youthful cockslut that wants to..

Added: 2026-01-06 Rating: n/a

Big-titted Bella Rossi trussed to a bed, vibrated to climax Sexuallybroken

Bella Rossi is one of a kind. She will take..

Added: 2026-01-06 Rating: n/a

Tatted AVN winner Bonnie Rotten strapped up with fierce gasping Sexuallybroken

The one, the only Bonnie Rotten. This endowed..

Added: 2026-01-06 Rating: n/a

Cali vs. The

When I asked Cali if she had any off the hook..

Added: 2026-01-06 Rating: n/a

AVN award winner India Summer mummified & suspended Sexuallybroken

India Summer is an AVN award winner, and..

Added: 2026-01-06 Rating: n/a

Tory Lane And Holly Wellin

Holly Wellin is one of those nymphs who can take..

Added: 2026-01-05 Rating: n/a

Cortney Weiss - Come Get It Hd - 720P Part 2

Cortney Weiss gets to have fun the superior one..

Added: 2026-01-05 Rating: n/a

Chanel Preston sexually disgraced, tag teamed by pink cigar Sexuallybroken

Chanell Preston is built to fuck. She is a high..

Added: 2026-01-05 Rating: n/a

Krissy Leigh Part 3

Part comer Part Part suffers a highly hard sesh..

Added: 2026-01-05 Rating: n/a

Darling Gets Pulverized On Camera For The Very first Time At Kink!

Darling flashes up for her Public Disgrace..

Added: 2026-01-05 Rating: n/a

Very first Time With Electrosex- Hannas Introduction

Scene 1: Sweet, youthfull and innocent, Hanna..

Added: 2026-01-05 Rating: n/a

Justine Wants To Be My Favorite Electroslut!

Gig 3: Justine is trying truly rock-hard to..

Added: 2026-01-04 Rating: n/a

Of Virginity and Dirt

Folks, sesh #2 of Rebel's Contrast Series is..

Added: 2026-01-04 Rating: n/a

Inescapable Copper Violates Lea Lexis

Scene 3: I enjoy getting to know girl’s..

Added: 2026-01-04 Rating: n/a

Hairy man Lotus And Faith Leon

Meet Faith; naturally pretty, only Nineteen..

Added: 2026-01-04 Rating: n/a

Violet - 1080P Part 9

Violet gets to play the domineering one in our..

Added: 2026-01-04 Rating: n/a

Yenifer Chacon - 1080P Part 2

Yenifer Chacon is in the mood for some more..

Added: 2026-01-04 Rating: n/a

Mark Davis And Dana Dearmond Part 4

Dana DeArmond luvs pain. And luvs to be..

Added: 2026-01-04 Rating: n/a

Valentina - 1080P Part 4

Valentina gets to have fun the domineering one..

Added: 2026-01-04 Rating: n/a

Anna De Ville Takes Unending Spear In All Her Slots

Anna DeVille is introduced with the takedown..

Added: 2026-01-03 Rating: n/a

100 Milks Compete Elitepain

The first-ever extract of this ‘Challenge’..

Added: 2026-01-03 Rating: n/a

May Thai Lexi Dona Lil' Whim - Accidental Lesbian Rubdown -

Rubdown needs a fatter challenge, so we called..

Added: 2026-01-03 Rating: n/a

Paige Owens- Shoveling Her Buttons

Owens arrives prepared and asking to make her..

Added: 2026-01-03 Rating: n/a

Goddess Of Kink Part 5

Goddess Kink returns to Kink and Kink for more..

Added: 2026-01-03 Rating: n/a

Magnificent Assistant Office Roped Aubrielle Summer Part 2

Sexy Assistant Office sat on my table and told..

Added: 2026-01-02 Rating: n/a

Anal Queen Challenge

This is based on Actual Events! Luna Panda was a..

Added: 2026-01-02 Rating: n/a

Allora Ashlyn and Eva Lengthy - Allora's First Three-way 2016 Part 3

3some Ashlyn & Part Allora had a tiny challenge..

Added: 2026-01-02 Rating: n/a

Cent Pax Comebacks For More Electro Anguish And Enjoyment

Vignette 3: Lea Lexis has more in store for our..

Added: 2026-01-02 Rating: n/a

Prodding Her BUttons

Thrusting arrives prepped and begging to make..

Added: 2026-01-02 Rating: n/a

Sofia Lauryn - Disciplined Goddess - Very first Assfucking Scene!

Rectal do we get cushion princesses on First,..

Added: 2026-01-01 Rating: n/a

The Dancer - Distraught And Teased

And is part 1 of 2 from the Taunted Distraught..

Added: 2026-01-01 Rating: n/a

The Heist- Dani Daniels Thrilling Bondage & discipline Flick Part 5

Part Dani Vid in her heaviest SAS episode to..

Added: 2025-12-31 Rating: n/a

Wasteland - The Exercise

Let it never be said that Domina Irony is not..

Added: 2025-12-31 Rating: n/a

Nerine Takes It All! Intense Immobilizing Postures

Nerine is obviously not new to insatiable sex so..

Added: 2025-12-31 Rating: n/a

Rita Peach Angel Emily etc - Attempt Not To Jizm Astounding Challenge 2 - 1080p

Jizm the guidelines and attempt not to Jizm in..

Added: 2025-12-31 Rating: n/a

Whats Nicer Part 2 Barbie Rosy Part 2

Barbie Pink is your chick next door sandy..

Added: 2025-12-31 Rating: n/a

Wasteland - The Matrix Re-entered

Jada Sinn is in the final stages of her training..

Added: 2025-12-30 Rating: n/a

Caddy's Challenges, vol.1 - Caddy Compson Part 1

Caddy will never give her Dom an effortless..

Added: 2025-12-30 Rating: n/a

Caddy's Challenges, vol.2 - Caddy Compson Part 1

Caddy will never give her Dom an effortless..

Added: 2025-12-30 Rating: n/a

Caddy's Challenges, vol.1 - Caddy Compson Part 2

That's not exactly submissive...never the less,..

Added: 2025-12-30 Rating: n/a

Caddy's Challenges, vol.2 - Caddy Compson Part 2

And she is highly joy to have fun with if you..

Added: 2025-12-30 Rating: n/a

Angela Sommers And Randy Moore Callidora Vs Ultravixen Part 2

Randy Moore Callidora is so cute! This youthful..

Added: 2025-12-29 Rating: n/a

Felony Tied In Brutal Spandex Iron And Leather Bondage!

Vignette 1 Restrain restrain bondage is..

Added: 2025-12-29 Rating: n/a

The Terminator, The Groovy and The Devoted Victim Part 2

The biggest frustration for the last sesh is..

Added: 2025-12-29 Rating: n/a

Sexuallybroken Wholesome star Endza Adair strapped and used

Some days you just need to fetter a slut down in..

Added: 2025-12-29 Rating: n/a

The Terminator, The Groovy and The Devoted Victim Part 1

What penalties can a poor girl hunk for getting..

Added: 2025-12-29 Rating: n/a

Intense Bap Challenge for Bettine Toaxxx

She enjoys to get men all riled up and..

Added: 2025-12-29 Rating: n/a

Tyla Wynn Part 4

Part Tyla is back for more supremacy and sex..

Added: 2025-12-29 Rating: n/a

Crooked Arched and Tantalized

We’re bringing back Contorted Tantalized..

Added: 2025-12-29 Rating: n/a

Shoveling Her Limits, vol.1 - Charlotte Kelly Part 2

She is warne d from the beginning that this will..

Added: 2025-12-28 Rating: n/a

The Fotoro Padlock Challenge Part2

Contest loathes peeps and I have to admit, they..

Added: 2025-12-28 Rating: n/a

Categories

Our Friends

Disclaimer: All models on this adult site are 18 years or older. Our site has a zero-tolerance policy against illegal pornography. All videos and links are provided by 3rd parties. We have no control over the content of these pages. We take no responsibility for the content on any website which we link to, please use your own discretion while surfing the porn links. This website uses cookies to ensure you get the best experience on our website.

© FilesMonster.TV • DMCA Policy • Privacy Statement • Trade Traffic •