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Click here to display the full jackoff101.com catalog Displaying 25 of 307 items
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Catalog Number   vdo-135-0606 Price: $9.00 USD
Cum Eating Tease
Ivy leads you to believe she wants you to feed you her cum but as you will soon find out she really wants you to eat your own cum for her. Sexy masturbation instruction where she begs for your cum and instructs you to clean up all your cum

Producer: TMC   Year: 2014   Country of Origin: US
Length: 10 minutes    File Size: 293 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: Humiliation CumEatingInstruction JOEncouragement JoeClips JoiClips Encouragement Guided MasturbationInstruction POV Jerkoff Young GirlyDommes Ivy IvyLace jo606
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Catalog Number   vdo-135-0598 Price: $14.00 USD
Load That Diaper Up for Your Hot Girlfriend
Alura wants you to strip down and put on a diaper. She then wants you to take an enema, and laxative and load the back of your diaper for her. She then wants you to hump your filled diaper and deposit a giant load of cum then piss your diaper

Producer: TMC   Year: 2014   Country of Origin: US
Length: 16 minutes    File Size: 420 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: DiaperFetish AdultDiaper Milf Cougar POV Jerkoff Infantilism JOEncouragement JoeClips JoiClips Encouragement Guided MasturbationInstruction Humiliation Pornstar Blonde Alura AluraJenson jo598
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Catalog Number   vdo-135-0593 Price: $7.00 USD
Cock Tease Control and Cum Eating
Sexy German model Jennique controls your orgasms. This is a teasing cock control clip where Jennique makes you eat your cum after she gives you permission to cum.

Producer: TMC   Year: 2014   Country of Origin: US
Length: 8 minutes    File Size: 215 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: CumEatingInstruction CockTease Tease CockControl Humiliation Guided MasturbationInstruction JOEncouragement JoeClips JoiClips Encouragement POV Jerkoff Young GirlyDommes Jennique JenniqueAngel jo593
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Catalog Number   vdo-135-0587 Price: $6.00 USD
Diaper Discipline
Your mom found your porn stash and is furious. She is disgusted by your jacking off She lets you know that you will be wearing a diaper from now. She makes you wear a large diaper and jack off in it as that is what you will be doing from now on

Producer: TMC   Year: 2014   Country of Origin: US
Length: 7 minutes    File Size: 213 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Keywords: POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement Guided MasturbationInstruction Alexa AlexaNight Milf Cougar AdultDiaper DiaperFetish Infantilism Humiliation jo587
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Catalog Number   vdo-135-0577 Price: $14.00 USD
In the Family Cock Control Training
You had sex with your sisters best friend CoCo and only lasted two minutes. Your big sister is pissed you were so bad with her friend so her and CoCo decide to teach you how to control your cock. Cock control training with a little humiliation.

Producer: TMC   Year: 2014   Country of Origin: US
Length: 13 minutes    File Size: 546 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: Milf Cougar CockControl Blonde Pornstar Guided Jerkoff JOEncouragement JoeClips JoiClips Encouragement Humiliation MasturbationInstruction POV Coco CocoVelvet Madison jo577
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Catalog Number   vdo-135-0575 Price: $13.00 USD
Mommy Smoking Humiliation Punishment
You come home after getting beat up at school. Your mommy decides you need to be punished and is going to make a man out of you by making you smoke. She blows smoke in your face while forcing you to jack off for her and shove a dildo in your ass.

Producer: TMC   Year: 2014   Country of Origin: US
Length: 14 minutes    File Size: 335 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: MasturbationInstruction Young GirlyDommes POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement Guided Humiliation CumEatingInstruction Smoking Helena HelenaStrong jo575
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Catalog Number   vdo-135-0573 Price: $9.00 USD
Inferior Seed Fails to Breed
Your wife lets you know she has been fucking a black man with a giant cock and got pregnant. She shows off her pregnant belly and lets you know that you will pay for and raise this as she continues to fuck big black cock because of your small cock

Producer: TMC   Year: 2014   Country of Origin: US
Length: 10 minutes    File Size: 237 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: MasturbationInstruction POV Oliva OliviaRose Pregnant BellyFetish Cuckold SPH Milf Cougar Blonde Pornstar Guided Jerkoff JOEncouragement JoeClips JoiClips Encouragement Humiliation jo573
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Catalog Number   vdo-135-0566 Price: $8.00 USD
Holly`s Second @#&$%#$ Humiliation MI: Asian Man Version
This clip is for all you Asian men requesting racial humiliation. If you want pure hardcore Asian humiliation you will love this clip!!! This beautiful white princess degrades, humiliates and orders you to jack off for her.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 8 minutes    File Size: 180 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: RacialHumiliation SPH Humiliation GirlyDommes Jerkoff JOEncouragement JoeClips JoiClips Encouragement Holly HollyDomme HollyWebster Young MasturbationInstruction POV jo566
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Catalog Number   vdo-135-0564 Price: $21.00 USD
Mother Daughter Femdom Cum Eating Toilet Blackmail Revenge
You are Holly`s professor and you hit on her and then she tells her mom. The first thing they do is a cum eating masturbation instruction which they tape. Then make you fuck your own ass cum on the dildo and eat your cum.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 47 minutes    File Size: 630 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: MasturbationInstruction Holly HollyWebster HollyDomme Regina POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement Humiliation Guided CumEatingInstruction SPH Young GirlyDommes jo564
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Catalog Number   vdo-135-0561 Price: $10.00 USD
Mommy Finds Your Porn Stash
Your mom was cleaning your room while you were away at college and found your porn mags.To teach you respect and to clean up after yourself, she has you strip naked and jerk off, cum in your hand and lick it clean like a dirty cum eating bitch

Producer: TMC   Year: 2013   Country of Origin: US
Length: 11 minutes    File Size: 213 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: MasturbationInstruction POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement Humiliation Guided CumEatingInstruction Sablique Young GirlyDommes jo561
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Catalog Number   vdo-135-0560 Price: $8.00 USD
Six Smelly Armpits Humiliation Masturbation Instruction
Smelly Armpit Jack off, Worship, Tease and Humiliation.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 8 minutes    File Size: 184 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: Armpits Tease Charlot CharlotHarlot LucyStardust Lucy CandyLeBra Candy Guided MasturbationInstruction POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement Humiliation jo560
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Catalog Number   vdo-135-0557 Price: $10.00 USD
After Class Cock Control Humiliation and Cum Eating Punishment
Miss Jenson has had it with your classroom behavior and keeps you after class. She makes you strip down get on floor and jack off. She humiliates you the entire time then makes you eat and use every drop of your cum.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 15 minutes    File Size: 180 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: CumEatingInstruction Pantyhose-Stockings Humiliation Pornstar Guided Blonde Milf Cougar Alura AluraJenson MasturbationInstruction POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement jo557
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Catalog Number   vdo-135-0555 Price: $9.00 USD
You are Mommy`s New Little Cum Eating Bitch boi
You come home from college and mommy has a big surprise for you. She went through your room and found some chicks with dicks magazines. She shows you her big cock and makes you fuck your own ass as you jack off with her then eat all of your cum.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 9 minutes    File Size: 275 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: Pornstar Guided Blonde Milf Cougar Alura AluraJenson MasturbationInstruction POV Jerkoff JOEncouragement JoeClips JoiClips Encouragement CumEatingInstruction Humiliation jo555
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Catalog Number   vdo-135-0531 Price: $10.00 USD
Load Your Diaper for Your Home Care Nurse: A Training Session
Nurse Webster comes to your home and teaches you how to wear a diaper. Once in a diaper she wants you to fill it. She starts by training you to fill your diaper with every possible substance. She then makes you jackoff and cum in the diaper.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 10 minutes    File Size: 169 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: AdultDiaper DiaperFetish Humiliation GirlyDommes Jerkoff JOEncouragement JoeClips JoiClips Encouragement Holly HollyDomme HollyWebster Young MasturbationInstruction POV jo531
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Catalog Number   vdo-135-0522 Price: $16.00 USD
I Know You Love Chicks with Dicks
Holly knows your dirty little secret that you like girls with Tits and Cocks. She teases you with her big hard cock, knowing you want to suck it and fuck it. Very detailed description of what she knows you want to do to it if only she`d let you.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 20 minutes    File Size: 435 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Keywords: StrapOn CumEatingInstruction ForcedBi Humiliation GirlyDommes Jerkoff JOEncouragement JoeClips JoiClips Encouragement Holly HollyDomme HollyWebster Young MasturbationInstruction POV jo522
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Catalog Number   vdo-135-0519 Price: $8.00 USD
Social Worker trains You in Diapers Now That You are Incontenant
Holly is your social worker. You had an accident and can`t control your bladder anymore. She teaches you how a diaper works and how to change yourself and introduces you to plastic pants and how you will have to take care of your own needs now.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 10 minutes    File Size: 151 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: GirlyDommes Jerkoff AdultDiaper DiaperFetish JOEncouragement JoeClips JoiClips Encouragement Holly HollyDomme HollyWebster Young MasturbationInstruction POV Humiliation jo519
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Catalog Number   vdo-135-0515 Price: $14.00 USD
Suck My Cock - Jerk Your Cock - Eat Your Cum
Holly knows you`re a dirty old pervert who`s been peeping in her windows. So she`s gonna train you to LOVE cock She has you jerk your cock while you deep throat her cock. Then she instructs you to cum in your hand and eat it.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 15 minutes    File Size: 178 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Keywords: CumEatingInstruction MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement Holly HollyDomme HollyWebster Young GirlyDommes ForcedBi StrapOn Humiliation Jerkoff jo515
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Catalog Number   vdo-135-0513 Price: $10.00 USD
Clean Worship and Fuck My Boots
You are Holly`s boot slave. She has you crawl to her sexy boots. You worship, clean and fuck them. She also makes you smell inside them then jerk off until you cum all over them and lick them completely clean.

Producer: TMC   Year: 2013   Country of Origin: US
Length: 14 minutes    File Size: 213 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: CumEatingInstruction Humiliation MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement HollyWebster Holly HollyDomme Young GirlyDommes Jerkoff BootFetish jo513
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Catalog Number   vdo-135-0509 Price: $8.00 USD
You are a Wanker with a Full Diaper
You are an adult baby with a really full diaper. Your sadistic mistress mommie likes to make you earn your diaper change. She makes you do different things then jack off in your diaper and eat your cum in order to get a new clean diaper.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 8 minutes    File Size: 109 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: CumEatingInstruction Young GirlyDommes AdultDiaper DiaperFetish Infantilism Humiliation Pornstar Jerkoff MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement Cheyenne CheyenneJewel jo509
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Catalog Number   vdo-135-0508 Price: $8.00 USD
Sara Jay : Tease and Denial Masturbation Instruction - DENIED
Very sexy tease and denial masturbation instruction. But Sara denies you in the end.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 8 minutes    File Size: 83 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Keywords: OrgasmDenial CockControl Denial Humiliation Sara SaraJay Pornstar Blonde Milf Cougar Jerkoff MasturbationInstruction POV JOEncouragement JoeClips JoiClips Tease Encouragement jo508
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Catalog Number   vdo-135-0507 Price: $10.00 USD
Become Madison`s Little Diaper Boy
Madison, your girlfriend, is sick of your behavior. She gives you a choice you either leave or become her adult baby. She makes you wear a diaper and do all kinds of adult baby stuff then makes you jack off in your diaper.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 10 minutes    File Size: 114 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: AdultDiaper DiaperFetish Infantilism Humiliation Blonde Pornstar Jerkoff MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement Madison jo507
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Catalog Number   vdo-135-0503 Price: $11.00 USD
I Control Your Father with Sex and YOU With Threats
Your young controlling stepmother decides she wants you for her amusement. She threatens to tell your father if you do not do as she says. She makes you strip down and worship her feet then teases you with her perfect body.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 13 minutes    File Size: 241 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: CockControl Cfnm CockTease Tease Feet FootWorship Humiliation MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement HollyWebster Holly HollyDomme Young GirlyDommes Jerkoff jo503
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Catalog Number   vdo-135-0496 Price: $7.00 USD
You Wish You Could Have This White Ass
Custom request. Holly knows you like her perfect white ass and like to be humiliated for being black. All extreme black racial humiliation and teasing with her perfect ass.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 8 minutes    File Size: 133 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Keywords: RacialHumiliation Humiliation MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement HollyWebster Holly HollyDomme Young GirlyDommes Jerkoff jo496
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Catalog Number   vdo-135-0493 Price: $8.00 USD
Jack Your Messy Covered Cock
Hot young mistress HollyDomme is bored. She wants you to mess your pants and use it as lube to jack off for her amusement.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 8 minutes    File Size: 206 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Keywords: Humiliation Smoking MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement HollyWebster Holly HollyDomme Young GirlyDommes Jerkoff jo493
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Catalog Number   vdo-135-0487 Price: $14.00 USD
Enema Training
Holly walks you through and enema and wants you to hold it throughout a detailed masturbation instruction. She lets you know when you are allowed to cum and let your enema out.

Producer: TMC   Year: 2012   Country of Origin: US
Length: 16 minutes    File Size: 204 Megabytes   File Format: h264-MP4
Screen Size: 960 x 540      Preview Clip      Keywords: Enema Humiliation MasturbationInstruction POV JOEncouragement JoeClips JoiClips Encouragement HollyWebster Holly HollyDomme Young GirlyDommes Jerkoff jo487
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