Transsexual Babysitters 29

Start watching

Transsexual Babysitters 3

So the new babysitter wants you to check her out, in private! And when she shows up, dude- she's HOT! Sexy face, big tits, and a killer ass... and she WANTS IT! But before you get your dick out, she's got HERS out! Yep, you've got a tranny for the night, so get ready to get your dick sucked. Then you get to suck hers. And she'll want to slide her big cock up your tight ass, but get ready for the big screw, because she wants your big load deep inside her aching butt. Awesome, and how about tomorrow?

Start watching

Transsexual Babysitters 4

What if a babysitter shows up and she was really fucking gorgeous? Looks like you're gonna be late for dinner, but you're also in for a surprise—because she's not a chick, this babysitter's a TRANNY! Sure you'll love fondling those big swaying tits, but when you get between her legs you're going to find a big hard cock! Go ahead dude, suck 'her' cock, because she's sure going to suck yours! And wait 'til you feel 'her' cock up your ass... Forget about dinner, you're about to enjoy a full course of the wildest sex imaginable, TRANNY BABYSITTER sex!!

Start watching

Transsexual Babysitters 5

Now that you're getting a little bit older and wiser you should probably settle down and forget about all those crazy years when you'd fuck anything that walked... Right? WRONG!! Now is the time to get really kinky! Hell, your uptight fat ass wife isn't giving you any. So instead of getting a typical cute young girl to be your babysitter, you get a Transsexual. Now that's kinky!! So when your friends ask if you're fucking the babysitter you can say, "No, the babysitter is fucking me!"

Start watching

Transsexual Babysitters 7

Boy, did I get a wrong number! The babysitter I called and hired for the night had to be the cutest chick I'd ever seen - with a body that started my balls boiling. So I thought I'd better check her out... behind locked doors. That's when she whipped out a big hard cock and said, "let's fuck!" So she sucked, I sucked, we both screwed and pumped out huge loads of hot cum. Never did go out to dinner that night!

Start watching

Transsexual Babysitters 9

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 eyes that said "Fuck Me!" That's when I realized I was the one who needed babysitting! Then 'fuck me' she did, with one exception... her cock was bigger than mine! Some chick, eh? And after an all night, cum pumping Tranny sex-fest all I can sat is... I need more TRANSSEXUAL BABYSITTERS!

Start watching

Transsexual Babysitters 10

If you need a baby sitter, and you have a dark, kinky desire for Trannies, then let us help you out. What you really need is a Tranny Babysitter. They're lousy babysitters, but that have beautiful, hard cocks!! When they walk through the door you'll realize you've made the right choice. These gorgeous Trannies are NOT shy to lift up their skirts and show you their big, throbbing dicks, and even less shy to sock them deep in your mouth and let you ass fuck their clean, tight asses. You can thank us later.

Start watching

Transsexual Babysitters 11

Like peanut butter and jelly, we've combined two of the yummiest treats, Transsexuals and Babysitters! When you call these babysitters, you'd better get ready for a serious night of hardcore cock sucking and ass fucking the way only tight and hot transsexuals can deliver. They'll do thing you've only fantasized about and after they're done with your ass, you'll be the one who needs a babysitter!

Start watching

Transsexual Babysitters 12

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 up into one unbelievable package. You're gonna be blown away at these hot, hot trannies and their ability to take care of your baby...and by baby we mean Cock!

Start watching

Transsexual Babysitters 13

At the end of a hard wouldn't it be nice to have a beautiful Transsexual Babysitter to cum home to? They can rub your feet and beat your meat. So bring home plenty of bacon and get ready to cook all night.

Start watching

Transsexual Babysitters 14

Hiring that transsexual babysitter was the greatest idea you've ever had. You come home after that long day at work and the babysitter helps you forget the stressful day. A little stroking, sucking, then some hardcore fucking. Unloading your cock in this hot tranny's ass is a great end to the work-day.

Start watching

Transsexual Babysitters 15

Finding that tranny babysitter was the best idea you've ever had. You come home after that long day at work and the babysitter helps you forget the stressful day. A little stroking, sucking. then some hardcore fucking. Unloading your balls in this hot tranny's ass is a great end to a otherwise stressful day.

Start watching

Transsexual Babysitters 17

I came home and the babysitter was looking extra hot! Gigantic tits and these lips that were aching for a sucking. I knew she wanted it since the day I hired her. So after all this time I got to fuck the sitter, even though she wipped out a hard cock I was ok with it and she was ok with me ramming her tight trannie Tush!

Start watching

Transsexual Babysitters 18

It's tough searching for the right babysitter, they need to be reliable, trustworthy and most importantly... have a cock!! You need a babysitter that's going to watch your kids and then ride your fat cock until your pump your hot cum load all over their cute little Tranny face! It's the best part of watching your kids grow up!

Start watching

Transsexual Babysitters 20

You and your wife just can't agree on a babysitter. She wants to use her friends babyistter, but you have other plans! This is your only chance to hire a Tranny Babysitter, fuck her when your wife isn't home and never tell her a thing. She would never suspect the babysitter has a dick, not to mention that you'll be fucking and sucking that Tranny cock every chance you get! And there'll be LOTS of chances!!

Start watching

Transsexual Babysitters 21

You've decided to go ahead with your crazy plan to get a babysitter that has a cock! She'll be so cute that your wide will never suspect a thing. You'll get home early from work and you and your tranny babysitter will have a raunchy, kinky, hardcore fuck and suck session! Your only concern is... you hope your wife doesn't walk in just in time to hear you scream... "Fuck me harder!"

Start watching

Transsexual Babysitters 22

You didn't really hire a Tranny babysitter to watch your kids, you hired her so you can feel her hard cock on your tongue and lips and watch as that big she-dick slides all the way in your puckered butthole! One of these hung tranny babysitters is all you'll ever need... until your wife finds out. Then you'll need a hung tranny lawyer!

Start watching

Transsexual Babysitters 23

What could be better than a sexy sitter... a Trannie Babysitter! They make the best sitters, they get the kids tucked in bed on time and when I get home from a long day of overtime hours at work, she puts her rock hard cock into overdrive and earns herself a ride home!

Start watching

Transsexual Babysitters 24

You have a Tranny fetish and you need a Babysitter! Well the perfect solution is a Transsexual Babysitter! Watch your kids for the day and drain your balls at night! And your wife thinks she's just a really nice girl!

Start watching

Transsexual Babysitters 25

The going rate for these sexy, slutty tranny babysitters is a good hard fuck after the kids go to bed!

Start watching

Transsexual Babysitters 26

Ever in need of a babysitter and she isn't what she seems? These babysitters are just that, hot as hell but also packing a big surprise with them, a nice juicy cock! Watch how these babysitters go the extra mile to get the job and will let you do anything you want to their hot ass bodies!

Start watching

Transsexual Babysitters 27

These babysitters are in need of a job and will do about anything to impress. They are hiding a big secret though and aren't sure if their potential employer will like it. What are they hiding? They are hiding the fact they have a huge cock between their legs!!! Luckily for them their employers love the fact they have a nice piece of meat between their thighs and are willing enough to try it out!!

Start watching

Transsexual Babysitters 28

The neighbors won't believe what's going on over here!

Start watching

Transsexual Babysitters 29

These trans beauties are great at sitting...on cock! In their skimpy outfits that barely hide their perky tits and their growing bulges down below, these young girls turn on the charm and seduce older men into taking advantage of their special skills. They're everything a woman can be and much more!

2019

Port Authority

Paul, a 20 year old midwesterner, arrives at the central bus station and quickly catches eyes with Wye, a 22 year old girl voguing on the sidewalk. After Paul seeks her out in secret, an intense love between them blossoms. But when Paul discovers Wye is trans, he is forced to confront his own identity and what it means to belong.

1997

Different for Girls

Paul and Kim meet when their vehicles collide. Paul is fascinated with the attractive Kim. It turns out that the two were childhood friends in Catholic boys' school, but back then, before the operation, Kim was named Karl.

2014

I Am Divine

Harris Glenn Milstead, aka Divine (1945-1988) was the ultimate outsider turned underground hero. Spitting in the face of the status quos of body image, gender identity, sexuality, and preconceived notions of beauty, Divine succeeded in becoming an internationally recognized icon, recording artist, and character actor of stage and screen. Glenn went from the often-mocked, schoolyard fat kid to underdog royalty, standing up for millions of gay men and women, drag queens and punk rockers, and countless other socially ostracized misfits and freaks. With a completely committed in-your-face style, he blurred the line between performer and personality, and revolutionized pop culture.

2005

Zerophilia

Luke, a young man insecure about his masculinity, discovers he's a Zerophiliac, with the ability to change sex at will. Join Luke as he journeys into the extraordinary world of Zerophilia where so many crazy questions arise, only one question matters: "Whom do you love?"

2014

Boy Meets Girl

In Kentucky, a transgender woman and her best male friend lament the lack of eligible partners and step across old boundaries of love and romance.

1975

The Rocky Horror Picture Show

After getting a flat tire in the middle of nowhere, newly engaged couple Brad and Janet encounter the eerie mansion of the flamboyant, seductive Dr Frank-N-Furter and a variety of eccentric characters. Through elaborate dance and rock music, the mad scientist unveils his latest creation: a perfect, muscular man.

2015

Tangerine

It's Christmas Eve in Tinseltown and Sin-Dee is back on the block. Upon hearing that her pimp boyfriend hasn't been faithful during the 28 days she was locked up, the working girl and her best friend, Alexandra, embark on a mission to get to the bottom of the scandalous rumor. Their rip-roaring odyssey leads them through various subcultures of Los Angeles, including an Armenian family dealing with their own repercussions of infidelity.

2012

My Awkward Sexual Adventure

A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.

1972

Everything You Always Wanted to Know About Sex *But Were Afraid to Ask

A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.

2019

Porno

When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.

2001

Hedwig and the Angry Inch

Raised a boy in East Berlin, Hedwig undergoes a personal transformation in order to emigrate to the U.S., where she reinvents herself as an 'internationally ignored' but divinely talented rock diva, inhabiting a 'beautiful gender of one'.

2005

Breakfast on Pluto

In the 1970s, a young transgender woman called “Kitten” leaves her small Irish town for London in search of love, acceptance, and her long-lost mother.

2017

Trafficked

In this story inspired by real characters, three girls from America, Nigeria and India are trafficked through an elaborate global network and enslaved in a Texas brothel, and must together attempt a daring escape to reclaim their freedom.

2019

Rocko's Modern Life: Static Cling

After 20 years in space, Rocko returns to a technologically advanced O-Town and makes it his mission to get his favorite show back on the air.

2006

Shortbus

In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.

1979

Saint Jack

Jack Flowers is an American hustler trying to make his fortune in 1970s Singapore in small time pimping. His dreams of building a fortune by running a brothel himself and returning to the States is materialized when he is offered the opportunity by the CIA to run a brothel for the R&R activities of U.S. soldiers on leave in Singapore.

1968

Barbarella

In the far future, a highly sexual woman is tasked with finding and stopping the evil Durand-Durand. Along the way she encounters various unusual people.

1999

Being John Malkovich

One day at work, unsuccessful puppeteer Craig finds a portal into the head of actor John Malkovich. The portal soon becomes a passion for anybody who enters its mad and controlling world of overtaking another human body.

1974

Vampyres

A duo of bisexual female vampires prey on passing motorists, whom they seduce and murder in the English countryside.

1980

Dressed to Kill

After witnessing a mysterious woman brutally slay a homemaker, prostitute Liz Blake finds herself trapped in a dangerous situation. While the police thinks she is the murderer, the real killer is intent on silencing her only witness.