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A valid VidownPass provides access to all Masturbation Instructions videos more than 4 Months old

Click any keyword to display a subset of the full streaming list	Displaying 25 of 614 items

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A Very Detailed Fuck Your Own Ass Instructions

Fuck your own ass with a big dildo. Holly instructs you every step of the way you dirty ass whore. She also instructs you to jack your cock for her and more.

Year: 2010 Length: 9 minutes Keywords: Humiliation Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Encouragement GirlyDommes POV Holly HollyWebster jo215

Pure CFNM Humiliation and MI

You are called to the deans office for spying on girls in the locker room. You are forced to be made to feel what it is like to be exposed naked in front of a clothed woman. She makes you jack off, cum in your hand and smear it all over your face.

Year: 2010 Length: 10 minutes Keywords: Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Encouragement GirlyDommes POV Holly HollyWebster Humiliation Cfnm jo214

Sexy Teasing Vintage Slip and Hose Clothes Destruction MI

Holly and Widow slowly destroy, rip, shred and cut their vintage slips and stockings and they encourage you jack your cock off for them. The clip ends with them counting you down to cum on their shredded clothes and hose.

Year: 2010 Length: 7 minutes Keywords: Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Encouragement GirlyDommes POV Holly HollyWebster Widow WidowCentauri ClothesDestruction jo213

The Best Most Detailed Cum Eating Instruction for Beginners

Alexandria has you jack off for her while she talks about different types, textures and tastes of cum. She tells you what you may expect and when you finally taste your cum for the first time. She gives you VERY detailed instructions on how to eat it

Year: 2010 Length: 8 minutes Keywords: Pornstar Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Encouragement GirlyDommes POV Alexandria AlexandriaDevine Humiliation CumEatingInstruction jo212

I Own and Completely Control Your Cock MI: Alexandria Devine

Alexandria controls your cock this time telling you how fast or slow to stroke your cock. You may or may not have a happy ending. I guess you will just have to find out what kind of mood she is in today.

Year: 2010 Length: 9 minutes Keywords: Pornstar Jerkoff Guided MasturbationInstruction JOEncouragement JoeClips JoiClips Young Encouragement GirlyDommes POV Alexandria AlexandriaDevine CockControl jo211

Your Housekeepers Humiliate You

Your two maids have been working at your house for years and you finally can`t resist seeing them day after day you want more and proposition them. You finally come to agreement with money and they almost die laughing when they see how small you are.

Year: 2010 Length: 8 minutes Keywords: Guided SPH MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes Widow WidowCentauri POV Pee jo210

You Will Jack Your Cock Exactly as Told

Excellent detailed Masturbation Instruction. You will jack your cock EXACTLY how you are told. Stopping and starting and doing it exactly as she tells you to.

Year: 2010 Length: 11 minutes Keywords: Encouragement POV Pornstar Jerkoff CockControl Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Caroline CarolinePierce Vampire Milf Cougar jo209

Tease and DENIAL Masturbation Instruction: Alexandria

Very sexy detailed tease and denial masturbation instruction with a very special ending.

Year: 2010 Length: 7 minutes Keywords: Pornstar Jerkoff CockControl Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement GirlyDommes OrgasmDenial POV Alexandria AlexandriaDevine jo207

Your Hand Will be Your Best Friend

Pure humiliation, SPH and much more. Great!

Year: 2010 Length: 5 minutes Keywords: SPH Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes POV jo206

Slave to A Brat

Brat girl Holly smokes in your face, humiliates you, makes you jack off then pee`s by the mountain.

Year: 2010 Length: 4 minutes Keywords: Pee Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes POV Smoking jo205

Your New Life and New Cage

Holly discusses your new life puts on your new device and teases you with her perfect body.Great Clip.

Year: 2010 Length: 12 minutes Keywords: Jerkoff CockControl Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes OrgasmDenial POV Chastity jo204

After Date SERIOUS Blueballs MI

You are on your first date with Holly and she informs you after the date that you get nothing until you put a ring on her finger but she will let you jack off. Such a sweet girl turns into a psycho at the brink of your well anticipated orgasm.

Year: 2010 Length: 7 minutes Keywords: OrgasmDenial Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes POV jo203

CFNM Professor Punishment of Loser Male Student

Professor humiliates you the male student in front of female student who takes pictures. She has you strip down and masturbate and humiliates you for having a small cock and being a premature ejaculator while student laughs and takes pictures.

Year: 2010 Length: 4 minutes Keywords: Cfnm SPH Jerkoff Pantyhose-Stockings Guided MasturbationInstruction JOEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes Widow WidowCentauri POV jo202

Smelly Shoe Cocktails Masturbation Instruction

Two mistresses fill their shoes with spit, pee etc as they humiliate and make you jack off for them.

Year: 2010 Length: 11 minutes Keywords: Pee Spitting Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes Widow WidowCentauri POV jo201

My Bright Yellow Pee Little Wanker Boy MI

Holly wants you to be her little pee wanker. She has you under her complete control you will jack off as she says, cum when she says, and more.

Year: 2010 Length: 6 minutes Keywords: Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes POV CumEatingInstruction Pee jo200

Old Man Money Slave Financial and Orgasm Control MI

You are Holly`s pathetic money slave and you come by for your weekly jack off session. See what happens you may or may not get to cum this week.

Year: 2010 Length: 9 minutes Keywords: POV CockControl Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes FinancialDomination jo199

Forced Timed Cock Torture Cum Eating MI Punishment

You come home from college and your step mother is not happy with you. She punishes you by making you do what she wants you to do with your cock. Cock torture and Stroking as she tells you to. You are given a time frame in which to cum and then eat it

Year: 2010 Length: 7 minutes Keywords: CumEatingInstruction CockControl Pornstar Guided MasturbationInstruction JOEncouragement JoeClips JoiClips Young Encouragement GirlyDommes POV Jerkoff Alexandria AlexandriaDevine Humiliation Pantyhose-Stockings jo198

Sexy Teasing Clothing Destruction Masturbation Instruction

Holly teases you with her perfect body as she slowly shreds the clothes from her body she tells you exactly how she wants you to jack off for her and where she wants you to cum.

Year: 2010 Length: 7 minutes Keywords: POV Pantyhose-Stockings Jerkoff Guided MasturbationInstruction JOEncouragement JoeClips JoiClips Young Encouragement Holly HollyWebster GirlyDommes ClothesDestruction jo197

Oh How Much I Adore Farting In Men`s Faces MI

Ryen wants you to jack off for her while she blasts GIANT blasts in your face. This is a sexy masturbation instruction with lots of fart talk while she tells you exactly how to stroke your cock and gives you a countdown to cum with her big blast.

Year: 2010 Length: 7 minutes Keywords: POV Jerkoff Socks Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Encouragement GirlyDommes Ryen RyenRyder Farting jo196

Pure Humiliation Cheerleader Smoking Masturbation Instruction

Holly is out behind the school smoking and catches you looking at her. She makes you jack off for her while humiliating you the entire time. Great Clip!

Year: 2010 Length: 6 minutes Keywords: POV Jerkoff Socks Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes Smoking jo195

You are MY Dirty Little Cum Eating Whore

Holly tells you EXACTLY how to jack off and how to eat every drop of your cum. She discusses this with you and tells you exactly how to eat your own cum and keep her amused. In this clip she wants you to shoot it straight down your throat.

Year: 2010 Length: 10 minutes Keywords: CumEatingInstruction POV Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes jo194

Be Holly`s Humiliated Little Loser Boy

Tease and Denial, humiliation, cum eating from a her boyfriend and your own cum, cuckold stories, masturbation instruction and much more. Great cum eating, humiliation, teasing clip.

Year: 2010 Length: 6 minutes Keywords: Cuckold CockControl Tease Denial CumEatingInstruction POV Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement Holly HollyWebster GirlyDommes jo193

My New Little P Slave Masturbation Instruction

Holly wants you to be her new little P slave. She is going to train you. She starts teasing you with her pussy. She tells you exactly how to jack your cock to her. She P`s in cup and you do what she says with it as she counts you down to cum for her.

Year: 2010 Length: 6 minutes Keywords: POV Holly HollyWebster Pee Jerkoff Guided MasturbationInstruction J/OEncouragement JoeClips JoiClips Young Humiliation Encouragement GirlyDommes jo192

Sexy Girdle Masturbation Instruction

This is a very sexy girdle teasing masturbation instruction with a countdown to cum. Holly shows off her perfect body and up close shots of her ass in the girdle and tells you exactly how to jack your cock off for her. Great clip.

Year: 2010 Length: 7 minutes Keywords: Young GirlyDommes Holly HollyWebster Jerkoff Guided MasturbationInstruction JOEncouragement JoeClips JoiClips POV Girdle jo191

Give Me Your Sperm Masturbation Instruction

Caroline wants to get pregnant and demands you jack off for her and give her your sperm. She talks about how much she wants your cum, how to jack off, countdown to cum but kicks you out at the end once she gets the sperm she wants.

Year: 2010 Length: 7 minutes Keywords: Jerkoff Guided Girdle MasturbationInstruction JOEncouragement JoeClips JoiClips POV Humiliation Caroline CarolinePierce Pornstar Milf Cougar jo190

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