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Jerkoff Encouragement
Guided Masturbation
 

Holly Webster
  Jackoff 101 With Miss Webster
Miss Webster notices you jacking off in the back of class and has you stay after because she notices that your technique is "incorrect". While in her office she explains how she noticed you jacking off and discusses your "faulty" technique and she teaches you how to do it right. EXCELLENT MASTURBATION INSTRUCTION with a countdown. There is ONE catch at the end she has you cum on the floor and she sweetly commands that you EAT IT ALL UP.

Heidi Mayne
  50 Strokes to Cum - Heidi
Heidi gives you 50 Strokes to cum! If you don't make it you get to punish yourself how Heidi sees fit. Heidi counts as she decides so you better be paying very close attention.

Holly Webster
  Enjoy Eating Your First Facial!
Holly tells you exactly how to jack your little cock right into your own mouth. She mocks you for loving the taste of your own cum and having a tiny cock.

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Taylor St Claire
 
Maya Hills
   
RECENT UPDATES
humiliation   You are a CLEANER
Daisy is on her way to the library to meet with her large cock tutor for some anal sex and needs you (her little pin dick cuck boy) to clean her ass out with your tongue.

She is bringing two condoms she plans to bring back to you full and your job will be to clean/eat every drop of cum in the condoms.
cum eating   Cum Whore Come Out Of The Closet I'm Home
Heidi gives you 50 Strokes to cum!

If you don't make it you get to punish yourself how Heidi sees fit.

Heidi counts as she decides so you better be paying very close attention.
faggot jack   You Get to Jerkoff But Do You Get to Cum?
All you can do is wank all day because nobody wants you but your hand.

Do you want to cum for Holly?

She tells you to masturbate and counts you down but does she really let you cum???

I guess you will just have to find out.