Pain Challenge Porn Videos - 236

15:12
Pornhub
ANAL GAPE CHALLENGE ` stepsis loves Huge Cock in ASS -
Anal-creampie , Huge-gape , Anal-stretching , Ass-destroyed , Duct-tape , Duct-tape-anal , Blonde , Huge-cock , Extreme-anal-gape , Horny , Teen-anal , Pov , Homemade-anal , Doggy-style , Pain-anal , Deep-fuck
2018-04-20
05:32
Pornhub
Fresh Meat Faces A Vicious Challenge
30minutesoftorment , Kink , Bdsm , Bondage , Gay , Dungeon , Domination , Torment , Pain , Masochist , Sadist , Master , Anal , Bound , Gagged
2016-07-20
34:42
Pornhub
2 Million Scoville Cum Challenge
Arwen Datnoid , The-last-dab , Hot-sauce , Hot-ones , Hitachi , Pain , Crying , Carolina-reaper , Cum-challenge , Candid , Funny , Loud-orgasm , Tears , Oops , Ouch , Natural-jiggly-tits , Jiggly-tits
2019-03-20
06:10
Pornhub
Pro Dom Takes Torment Challenge
30minutesoftorment , Kink , Bondage , Bdsm , Torment , Pain , Gay , Tattoo , Punk , Stud , Electro , Fetish , Flogging , Hardcore , Water-sports
2014-09-20
01:28
Pornhub
Tit Torture Cum Challenge CUM IN 1 MINUTE Painslut
Kink , Mom , Mother , Bdsm , Tit-torture , Bdsm-tit-torture , Extreme-tit-torture , Pain , Sex-slave , Slave-training , Cum-challenge
2020-07-20
04:46
Pornhub
He Can't Even Take 10 Kicks in the Balls [Ballbusting Challenge]
Kink , Big-cock , Black , Ballbusting , Ball-kicking , Interracial , Challenge , Pain , Whimpering , Ebony
2020-03-20
11:33
Pornhub
100 Hits Ballbusting Challenge
Kink , Big-cock , Black , Ballbusting , Restraints , Handjob , Interracial , Balls , Pain , Challenge
2020-01-20
05:38
Pornhub
Nate Grimes Takes Our Challenge
Brian Bonds , Nate Grimes , 30minutesoftorment , Gay , Bondage , Rope-bondage , Cbt , Male-handler , Anal , Caning , Clothespins , Clover-clamps , Dungeon , Pain , The-chair , The-gimp-room
2017-06-20
04:56
Pornhub
Brain Bonds takes the Challenge
Brian Bonds , 30minutesoftorment , Caning , Clothespins , Gag , Leather , Leather-gloves , Pain , The-pit , The-wall , Whipping , Stud , Gloves , Spider-gag , Bondage
2017-01-20
03:22
Pornhub
Wheel of Pain CBT Game FREE PREVIEW
Olivia Rose , Redhead , Kink , Point-of-view , Femdom-cbt , Cbt-joi , Cbt-game , Joi-cbt-game , Extreme-cbt , Cbt-instruction , Femdom-pov-mindfuck , Femdom-pov , Femdom-joi-game , Edging-challenge , Femdom-edging-game , Free-preview , Edging-cbt , Tattoo
2020-12-20
01:24
Pornhub
CUM CHALLENGE with ASSHOLE TORTURE
Kink , Bdsm , Mom , Mother , Asshole , Bdsm-asshole , Bdsm-pain , Bdsm-torture , Painslut , Slave-training , Sex-slave
2020-03-20
05:41
Pornhub
Do this to your BF's! CBT & Needle Play Sessions — Part2 (I explain the experience in comments)
Masturbate , Kink , Needle-torture , Needle-glans , Glans-piercing , Needle-in-cock-head , Creative-bondage , Creative-jerking , Jerkoff-junkie , Jerkoff-challenge , Jerk-off-challenge , Challenge , Pain-challenge , Bdsm-pain-extrem , Needle-orgasm
2020-10-20
15:43
Pornhub
Seven Hells with Reward - Nurse Myste - Ballbusting, CBT, Femdom
Ballbusting , Femdom-ballbusting , Femdom , Pain , Ball-slapping , Ball-punching , Testicles , Cbt , Femdom-cbt , Game , Challenge , Kink , Butt , Big-boobs
2021-06-20
00:17
Pornhub
Anal Challenge I. (trailer)
Anal , Anal-challange , Dildo , Anal-dildo , Milf , Handjob , Pump , Anal-pump , Ass-fuck , Kink , Adult-toys , Mom , Mother , Vibrator , Anal-vibrator , Pain
2021-02-20
11:39
Pornhub
Best of oil and pain - try not to cum
Try-not-to-cum , Challenge , Tit-slapping , Bouncing-tits , Oil , Oiled-tits , Oiled-ass , Nude-in-public , Bdsm , Kink , Orgasm , Squirting , Big-boobs , Public , Outside
2021-08-20
03:16
Pornhub
150 Likes and Mistress Will Fuck Me With a Hair Brush!
Kink , Rough , Butt , Torture , Pain , Masochist , Brush , Toilet , Slave , Anal , Cry , Degrade , Hair-brush , Bristol , Lube , Challenge
2020-07-20
17:18
Pornhub
Pain Slut Challenge
Mandy Flores , Cbt , Cum-eating , Instruction , Femdom , Pov , Masturabtion , Tease , Denial , Control , Dominatin
2018-08-20
00:36
Pornhub
7 DAYS CHALLENGE JOI#3 TRAILER - your pain my gain
Bdsm , Kink , Adult-toys , Femdom-joi-cei , Bdsm-instruction , Femdom-joi , Sadomaso , Joi-tasks , Femdom-cei , Cei-italian , Italian-mistress , Miss-luisa-casati
2021-02-20
01:32
Pornhub
Camgirl Duct Taped to a Wall, Sprains Wrist (topless duct tape challenge)
Bdsm , Big-boobs , Camgirl , Bondage , Duct-tape , Duct-tape-bondage , Duct-tape-challenge , Cam-show , Pink-hair , Funny , Bloopers , Cam-girl , Sprain , Hurts , Pain , Injury
2019-07-20
02:09
Pornhub
Lifting 10lbs With My BALLS and Climbing Stairs
Cbt , Ballbusting , Ball-hanging , Cock-ball-weights , Sissy , Public , Pain , Challenge
2020-08-20
04:14
Pornhub
05 Nov 2017 - Four fingers in my asshole: challenge accepted!
Ass-fuck , Kink , Rough , Adult-toys , 4-fingers-in-ass , Fingers-in-ass , Painful-anal , Anal-pain , Fisting , Four-fingers , 4-fingers
2017-11-20
16:17
Pornhub
CBT: You Are My Stress Ball - FEMDOM Ball Crush
Ivy Ophelia , Kinky-girl , Miss-ivy-ophelia , Ball-busting , Femdom-joi , Ball-crush , Mean-girl , Cruel-girlfriend , Gfe , Female-domination , Cbt-instruction , Jerk-off-challenge , Pain-slut , Sub-training , Cbt-slave , Ball-torture , Femdom-bitch
2018-09-20
02:17
Pornhub
Pain excites me
Edging-challenge , Slow-edging-handjobs , Cock-teasing , Slow-hand-job , Punching , Hand-job , Solo-male , Spanking , Solo-masturbation , Slapping , Ruined-orgasm
2021-05-20
42:02
Pornhub
Paintbrush Blowjob Challenge
Painful , Pain , Paintbrush , Paint-brush , Blowjob , Challenge , Orgasm , Cum , Mouth , Brush , Brushing , Torture , Frustration , Femdom , Cbt , Cock
2020-01-20
19:33
Pornhub
Pussy Hot One Challenge - Hot sauces as lube challenge! Ouch! Why am i such an idiot!
Orgasm , Squirting , Adult-toys , Masturbate , Big-boobs , Hot-sauce-pussy , Hot-sauce , Hot-sauce-bondage , Swearing , Pussy-torture , Pain , Painful , Challenge , Spray , Spraying-pussy
2020-12-20
06:14
Hotmovs
Mandy Muse,Charles Dera in Hit I.T. And Quit I.T., Scene #01 - NuruMassage
Charles Dera , Mandy Muse , NuruMassage
2019-04-26
04:00
Txxx
Wenona in Claire Adams vs Rough Rider Wenona - DeviceBondage
DeviceBondage
2018-01-27
04:00
Hdzog
Skinny 22yr with big nipples is severely bound, brutally skull fucked, made to cum & bound to suffer
Lyla Storm
2016-05-28
04:00
Hdzog
Felony Bound in Cruel Latex, Metal and Leather Bondage!
2018-05-05
04:00
Hdzog
Kristina Rose - Filthy Whore - Live Show Part 1
Kristina Rose , Kristina Rose
2016-05-07
04:00
Txxx
Cockateel returns
2016-06-29
04:00
Hotmovs
Natalie Mars & Helena Locke in The Smut Peddlers: Part Two Helena Locke And Natalie Mars - KINK
Helena Locke , Natalie Mars , Kink
2021-02-12
04:00
Hotmovs
Pro Dom Ruckus takes the 30 pound flogger
2016-12-01
04:00
Hotmovs
Fitness Sex: Make Her Sweat, Make Her Cum with Machines
2016-11-03
04:00
Hotmovs
Alex Adams endures the cock, balls and ass torment
Alex Adams ,
2016-10-26
04:00
Hotmovs
Whos the Toughest
Ariel X , Bobbi Starr , Chastity Lynn , Innocent , Isis Love , Shakira Maya , Skin Diamond
2014-04-29
04:00
Txxx
Natalie Mars & Helena Locke in The Smut Peddlers: Part Two Helena Locke And Natalie Mars - KINK
Helena Locke , Natalie Mars , Kink
2021-02-12
04:00
Txxx
Cockateel Returns
Kelly Brooks , Misty Magenta
2014-05-27
04:00
Hdzog
Skin Diamond Live Show - Complete Edited Version
Skin Diamond ,
2016-06-10
04:00
Hdzog
Welcome Mz Berlin to Divine Bitches!
Mz Berlin , Men In Pain
2016-05-19
03:05
Hotmovs
The Girl Who Took The Whole Dick - BangBus
Bangbus
2021-06-20
04:00
Hotmovs
Pierce Paris & Kendall Penny in Southern Sass: Kendall Penny Submits for the First Time! - TSSeduction
Kendall Penny , Pierce Paris , TSSeduction
2020-02-29
02:06
Hotmovs
Lito Cruz And Matteo Valentine - ButchDixon
Lito Cruz , ButchDixon
2019-02-22
04:00
Hotmovs
The Battle of the Pain Sluts - Live Shoot
Chad Brock , Chad Rock , Master Avery , Van Darkholme ,
2017-01-07
08:00
Hotmovs
Isa Mendez #2 Sexual Disgrace Pumped For Punishment - SexualDisgrace
Abbi Roads , Isa Mendez , Piercing , SexualDisgrace
2016-04-21
05:59
Hotmovs
Mistress Nicole Videos - Russian-Mistress
Russian-Mistress
2018-06-04
04:00
Hotmovs
Dee Williams in Cockateel Returns - DeviceBondage
Dee Williams , DeviceBondage
2017-12-31
03:05
Txxx
The Girl Who Took The Whole Dick - BangBus
Vlad , BangBus
2021-06-20
05:00
Txxx
Vlad & Naudi Nala in The Girl Who Took The Whole Dick - BangBus
BangBus
2019-06-12
02:06
Txxx
Lito Cruz And Matteo Valentine - ButchDixon
ButchDixon
2019-02-22
04:00
Txxx
Barbary Rose The Pope in Challenge Accepted - Barbary Rose Is Destroyed With Extreme Torment - DeviceBondage
DeviceBondage
2018-01-20
04:00
Txxx
Abella Danger D. Arclyte in Abella Danger Fucks Man In The Ass In Her First Divine Bitches Shoot - DivineBitches
DivineBitches
2018-01-19
04:00
Txxx
Ashlynn Leigh Odile in 20 Year Old Ashlynn Ginger Odile Get Shown The Ropes Defiled - HogTied
Hogtied
2018-01-10
04:00
Txxx
The Battle of the Pain Sluts - Live Shoot
2017-01-07
07:52
Txxx
Pain Sex Slave Aryah May is Used & Wrecked by Mila Blaze & Brooklyn Daniels
Brooklyn Daniels , Mila Blaze
2015-06-02
04:00
Txxx
Skin Diamond Live Show Complete Edited Version
Skin Diamond
2014-04-28
04:00
Txxx
Whos the Toughest
Ariel X , Bobbi Starr , Chastity Lynn , Isis Love , Shakira Maya , Skin Diamond
2014-04-29
01:09
Xvideos
Stomach Pain Test (Stomach Demolition)
2024-05-14
04:00
Hdzog
Claire Adams vs Rough Rider Wenona
Claire Adams ,
2016-05-20
27:15
Upornia
Elite Pain-100 Strokes Challenge
2020-02-13
08:03
Hotmovs
Pain Sex Slave Aryah May is Used & Wrecked by Mila Blaze & Brooklyn Daniels
Aryah May , Brooklyn Daniels , Mila Blaze , StrapOnSquad
2021-05-03
08:01
Hotmovs
Isa Mendez #2 Sexual Disgrace Pumped For Punishment
Abbi Roads , SexualDisgrace
2021-05-25
04:00
Hotmovs
Alex Mecum: Muscle God Endures Extreme Torment - KinkMen
Alex Mecum , KinkMen
2020-12-31
04:00
Hotmovs
Mistress Irony & Sophie in The Doctor Is In. - KINK
Aiden Brigitta , Kink
2020-05-03
04:00
Hotmovs
Dana DeArmond blackmails her Stepmom Marica Hase! - PublicDisgrace
Dana DeArmond , Liz Rainbow , Marica Hase , Max Cortes , Publicdisgrace
2019-08-05
05:00
Hotmovs
Vlad & Naudi Nala in The Girl Who Took The Whole Dick - BangBus
Naudi Nala , Bangbus
2019-06-12
04:06
Hotmovs
Lito Cruz And Matteo Valentine 4 - ButchDixon
Lito Cruz , ButchDixon
2019-01-10
06:30
Hotmovs
Karolina Star in Karolina tries her ass out at anal sex - YoungAnalTryouts
Carolina Vogue , YoungAnalTryouts
2017-02-13
04:00
Hotmovs
House dom Trenton Ducati finally gets what he deserves
Trenton Ducati ,
2017-01-16
04:00
Hotmovs
Straight hunk Jimmy Bullet pushes his limits to the max!
Jimmy Bullet ,
2017-01-11
04:00
Hotmovs
Two sluts is better than one!!!
Claire Adams , Tawni Ryden ,
2017-01-09
04:00
Hotmovs
Muscled God Robert Axel takes the challenge!
Robert Axel , The GIMP ,
2017-01-05
04:00
Hotmovs
Turn That Frown Upside Down - Live Shoot
Alessio Romero , Jason Miller , Jeremy Stevens , Van Darkholme ,
2016-12-31
04:00
Hotmovs
Annie Cruz in Wiredpussy Video
Annie Cruz ,
2016-12-24
04:00
Hotmovs
Muscled stud Brock Avery Tormented and Fucked
Brock Avery , The GIMP ,
2016-12-23
04:00
Hotmovs
Jacob Durham gets oiled down, beaten, and fucked like an animal
Jacob Durham , The GIMP ,
2016-12-21
04:00
Hotmovs
The Destruction of Dylan Knight
Dylan Knight ,
2016-12-12
04:00
Hotmovs
Super Hunk Adam Ramzi - Tormented and Ass Violated
Adam Ramzi , The GIMP ,
2016-12-08
04:00
Hotmovs
Straight hunk Trevor Spade tormented to the extreme
Trevor Spade ,
2016-11-24
04:00
Hotmovs
Ass Torture in 30minutesoftorment Video
Kip Johnson ,
2016-11-05
04:00
Hotmovs
Hot stud pushes his limits to the max!
Micky Mackenzie ,
2016-10-24
04:00
Hotmovs
Bi Gymnast Takes the 30MT Challenge!
Scott Harbor ,
2016-10-27
04:00
Hotmovs
Indestructible Derek Pain - The Chair, The Pit, & The Water Chamber
Derek Pain ,
2016-10-13
04:00
Hotmovs
Tryp Bates Struggles Against Excruciating Pain and Water Torment
Tryp Bates ,
2016-10-11
04:00
Hotmovs
House Dom Christian Wilde takes the ultimate challenge!
Christian Wilde ,
2016-10-02
04:00
Hotmovs
Machine Challenge: James Fox
James Fox ,
2016-09-29
04:00
Hotmovs
Tory Lane and Holly Wellin in Whippedass Video
Holly Wellin , Tory Lane ,
2016-10-09
05:59
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Alexander Greene & Matt Stevens in Turned On By My Doctor Video - ExtraBigDicks
Alexander Greene , Matt Stevens , ExtraBigDicks
2016-09-29
04:00
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Cockateel returns
2016-06-29
06:00
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Cruz & Jake Military Porn Video
ActiveDuty
2016-06-15
04:00
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Kristina rose - filthy whore - live show part 1
Kristina Rose ,
2016-06-29
04:00
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Gia DiMarco Audrey Hollander in Audrey Hollander- Anal Queen And Electroslut Extraordinair In Her Final Explosive Challenge - Electrosluts
Audrey Hollander , Electrosluts
2018-08-01
04:00
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Ami Emerson in Overwhelming Ami Emerson - DeviceBondage
Ami Emerson , DeviceBondage
2018-06-29
04:00
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Mark Davis & Tyla Wynn in Tyla Wynn - SexAndSubmission
Mark Davis , Tyla Wynn , SexAndSubmission
2018-07-08
04:00
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Cherry Doll in Fisting #7 - SadisticRope
Cherry Doll , Medium Tits , SadisticRope
2017-11-06
04:00
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Dylan Ryan & The Pope in Blonde Goddess Is Destroyed In Devastating Predicament Bondage - HogTied
Dylan Ryan , The Pope , Hogtied
2017-11-07
04:00
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Sebastian Keys & Jackson Fillmore in Mr Keys Takes The House Slave To The Next Level - BoundGods
Jackson Fillmore , Sebastian Keys , BoundGods
2017-11-26
04:00
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Akira Raine in Akira Raine - Wax Rain / Incredible Torment / Terror and Pleasure - DeviceBondage
Akira Raine , DeviceBondage
2018-05-15
04:00
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Pain Slut Surrenders To Public Ass-Pounding - PublicDisgrace
Publicdisgrace
2017-12-16
04:00
Hotmovs
Nerine Mechanique in Nerine takes it all! Intense immobilizing positions - DeviceBondage
Nerine Mechanique , DeviceBondage , Medium Tits
2018-01-09
04:00
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Sarah Blake in Claire Adams vs Sarah Blake - DeviceBondage
Claire Adams , Sarah Blake , DeviceBondage
2018-02-04
04:00
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Ashlynn Leigh & Odile in 20 Year Old Ashlynn & Ginger Odile Get Shown The Ropes & Defiled - HogTied
Ashlynn Leigh , Hogtied
2018-01-10
04:00
Hotmovs
Skinny Girl With An Amazing Ass Takes Some Pain. Is Further Terrorized By Massive Orgasms Overload - HogTied
Hogtied , ORGASM
2018-03-11
04:00
Hotmovs
Mz Berlin & Chad Rock in Welcome Mz Berlin To Divine Bitches - DivineBitches
Chad Rock , Mz Berlin , DivineBitches
2018-03-31
04:00
Hotmovs
Skin Diamond in Skin Diamond Live Show - Complete Edited Version - HogTied
Skin Diamond , Hogtied
2018-04-01
04:00
Hotmovs
Abella Danger & D. Arclyte in Abella Danger Fucks Man In The Ass In Her First Divine Bitches Shoot - DivineBitches
Abella Danger , DivineBitches
2018-01-19
04:00
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Barbary Rose & The Pope in Challenge Accepted - Barbary Rose Is Destroyed With Extreme Torment - DeviceBondage
Barbary Rose , The Pope , DeviceBondage
2018-01-20
04:16
Hotmovs
Mistress jezz pain pig bottle lift
2017-06-28
04:00
Hotmovs
Straight Kickboxer gets dunked while shooting his load
Rob Yaeger ,
2016-10-11
07:00
Hotmovs
Pain Sex Slave Aryah May is Used & Wrecked by Mila Blaze & Brooklyn Daniels - StrapOnSquad
Aryah May , Brooklyn Daniels , Mila Blaze , StrapOnSquad
2016-09-30
04:00
Hotmovs
Pain slut Dakota Wolfe takes the 30MT Challenge
Dakota Wolfe , The GIMP ,
2016-09-21
04:00
Hotmovs
Branden Forrest and the excruciating ass station challenge
Branden Forrest ,
2016-09-21
04:00
Hotmovs
Joseph Rough - The stud can really take it!
Joseph Rough , The GIMP ,
2016-09-16
04:00
Hotmovs
Nerine takes it all Intense immobilizing positions
Kelly Brooks , Misty Magenta , Nerine Mechanique
2014-06-12
04:00
Hotmovs
Claire Adams vs Sarah Blake
Claire Adams , Sarah Blake , Kelly Brooks , Misty Magenta
2014-06-25
10:00
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JapaneseBukkakeOrgy: Confinement Chair Trance
Komori Ai
2015-05-23
04:00
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20 year old Ashlynn and ginger Odile get shown the ropes and defiled
Ashlynn Leigh , Ashlynn Leigh
2014-05-25
06:30
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Wasteland Video: The Doctor Is In
2014-12-07
05:01
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Hot Babes Asses Get Drilled And Pounded In A Hard Way But They Love The Pain
Tiffany Doll
2015-05-09
07:51
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Lola Earns Rope Suspension, Bull Whipping
2015-06-14
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