Babysitter

Favorite
48 Matches Found
  • Starring:  Carmen MooreJamie PageJessica FoxVanillaTom Moore
  • Movie Synopsis:  **2010 AVN Award Nominee for Best Transsexual Release. 2010 AVN Award Nominee for Best Transsexual Series. **If you need a babysitter and you have a dark, kinky desire for Trannies, then let us help... Read more

Best of Transsexual Babysitters  (2007)  Compilation

  • Starring:  Natalie FireNayla Vogue
  • Movie Synopsis:  All of your wildest gender bender fantasies fulfilled, 'cause these hot he-she babysitters have got the whole package: Big tits and man-sized cocks! My babysitter is gonna rock your world and get her ... Read more
  • Starring:  Laura Cardoso
  • Movie Synopsis:  Babysitter takes it up the shitter in all tranny action that is sure to satisfy and mystify cause this sitter may look just like a woman but she is really a man!
  • Starring:  BelindaGinoMartikaRoberto
  • Movie Synopsis:  This babysitter is a real switch hitter. She's sexy and super horny and, best of all, my babysitter has a great big cock--and she's got the balls to use it! See tranny stars such as Roberto, Belinda, ... Read more
  • Starring:  Domino PresleyJesse FloresMorgan BaileyParis
  • Movie Synopsis:  Some guys have a tit fetish, others a cock fetish, and some even have a babysitter fetish! Well we have put them all together and come up with Transsexual Babysitters!All your kinky fantasies rolled u... Read more
  • Starring:  Aly SinclairCeleste FuentesTS Foxxy
  • Movie Synopsis:  2013 AVN Award Nominee for Best Transsexual Sex Scene. 2013 AVN Award Nominee for Best Transsexual Release. I came home and the Babysitter was looking extra hot! She had gigantic tits and these lips... Read more
  • Starring:  Ann E.SabrinaMatheus Axell
  • Movie Synopsis:  These are not your average babysitters. They all share something very special and their secret is just waiting to get out! Pulling the pants down, you discover that your babysitter has balls. WOW! Wha... Read more
  • Starring:  GabyRyder MonroeTS FoxxyVenus LuxChristian XXX
  • Movie Synopsis:  2014 AVN Award Nominee for Best Transsexual Series. Babysitting is probably the last reason you chose to hire a transsexual. What you really want to do is take her hard dick in your mouth and then wa... Read more
5.00 

Best Of Transsexual Babysitters 2  (2014)  Compilation

Best Of Transsexual Babysitters 3  (2018)  Compilation

  • Starring:  Aubrey KateDiamond DixonHoney FoxxxKylie Maria
  • Movie Synopsis:  Here are the industry's most beautiful trannies in their hottest babysitter scenes ever! They're four of the biggest names with the most beautiful bodies, cutest faces, and best of all, the biggest ji... Read more
5.00 
  • Starring:  Ariel EverittsKelly ShoreKimber James
  • Movie Synopsis:  2009 AVN Award Winner for Best Transsexual Series. So I'm sitting at home alone and I hear the doorbell. I open it and there's the babysitter. I totally forgot that I promised to pay her today. Well ... Read more
  • Starring:  Carmen CruzOlivia Love
  • Movie Synopsis:  I was wondering who the agency was sending as tonight's baby sitter when I heard a knock on the door and in walked the most gorgeous chick I'd ever seen. Pretty, built, great ass and a look in her eye... Read more
  • Starring:  Jeze BelleDelia DeLions
  • Movie Synopsis:  Delia Delions is angrily awaiting Jeze Belle. When Jeze finally enters the red room of pain, Delia questions Jeze about how thoroughly she read the employment contract. It turns out that Jeze did skim... Read more
  • Movie Synopsis:  The couple anxiously awaits the babysitter to arrive. The hubby comes back for his hat and gets more than his hat, he gets the hot blonde babysitter and to top it off the wife comes back and what a th... Read more
  • Starring:  Korra del RioEric Jover
  • Movie Synopsis:  Adorable and pretty TS Korra Del Rio needed to raise some money to pay for the rising costs of her university tuition. Fortunately, she received an opportunity from her employer, Eric Jover, who neede... Read more