Featuring: Natalie Foxx! 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 bab...

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!

Your uptight, fat ass wife ain`t giving you any. So instead of getting a typical, cute, young girl to be your babysitter, you get a transsexual. Now when your friends ask you if your fucking the babysitter, you can say no, the babysitter is fucking me in Volume 5.

I was wondering who the agency was sending as tonights babysitter when I heard a knock on the door and in walked the most gorgeous chick Id ever seen. Pretty, built, great ass and a look in her eyes that said Fuck me! Thats when I realized I was the one who needed babysitting! Then fuck me she di...

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 you pump your hot cum load all over their cute little Tranny face! It`s the best part ...

Boy, did I get the 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 dooors. That`s when she whipped out a big hard cock and said let`s fuck So she...

At the end of a hard day wouldnt it be nice to have a beautiful Transsexual Babysitter to cum home too. They can rub your feet and beat your meat. So bring home plenty of bacon and get ready to cook all night.

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!

You`ve decided to go ahead with your crazy plan to get a babysitter with a cock. She`ll be so cute that your wife 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 h...

If you need a babysitter 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 they have beautiful, hard cocks! When they walk through the door you'll realize you've made the right choice. These gorgeo...

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 st...

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 CAN GET YOUR DICK OUR, SHE`S GOT HERS OUT! YEP, YOU`VE GOT A TRANNY FOR THE NIGHT, SO GET READY TO GET YOUR DICK SUCKED. T...

Featuring Kimber James! Like peanut butter and jelly, we've combined two of the yummiest treats, Transsexuals and Babysitters! When you call these sitters, you'd better get ready for a serious night of hardcore cock sucking and ass fucking the way only tight assed Trannies can deliver. They'...

So the new babysitter shows up and she`s gorgeous! Suddenly your dinner date can wait, you gott acheck this chick out instead. Buddy, are you in for a big suurprise! This no chick- she`s a hot, horny and isatiable Tranny in Volume 6.

I totally forgot that I`m supposed to pay the babysitter today. Well, I`m flat out of cash so I asked this little cutie if we can work something out. She says I`ve got something you can workout The next thing you know she pushes me inside, closes the door, and grabs my crotch. Surprise, I had ni ...

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 whipped out a hard cock I was ok with is and she was ok with me rammi...

Featuring Jane Marie! Still not sure about hookin' up with a shemale? These gorgeous Transsexual Prostitutes will definitely convince you. These incredible trannies will actually make your kinky fantasies come true! You get the best of both worlds... tight, clean ass to fuck and a big fat co...

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 wor...

What if a babysitter showed up and she was really fucking gorgeous? Looks like you`ll be late for dinner, but you`re also in for a surprise-because she`s not a chick, this babysitter is a Tranny! In Volume 4.

Featuring: Juliette Stray! Mouth Meat Mashing! Pound That Ass! Trannies Love Cock Sauce! Hot and horny Tranny Babysitters will take care of everything. Forget about the young ones, you're the one that needs attention. As soon as you get home, drop your pants, sit back and enjoy a nice, tho...

These trannies know how to get the jocks to drop their cups and spread their ass cheeks. These studs can`t resist a cheerleader jumping around in their tight little uniforms. And once they find a big cock under their skirts, these studs go for extra points!

I went into the doctor for my annual check up and was immediately led to the back by a hot new nurse. She had me disrobe and told me they are doing things a bit differently now. First she cupped my balls and had me cough, then she had me bend over to check my prostate. Seemed she was using someth...

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!

When you get home and it`s time to pay the sitter, you might be able to make a trade... Undress her young body and you`ll be surprised what she really has to offer!

They all look so good and all have such massive man parts. Tune in to see who is crowned America`s next Top Tranny.

Sometimes when you`re on the hunt for a hot She-Male for the night, you find a magnificent Tranny-goddess that makes your balls tight and your butthole loose! We found 4 incredible Trannies that will do just that. And when they`re done draining your balls and your bank account, you have to dip in...

Some guys have a tit fetish, others a cock fetish, and some even have a babysitter fetish! Well we`ve put them all together and come up with Transsexual Babysitters! all your kinky fantasies rolled up into on unbelievable package. you`re gonna be blown away at these hot, hot trannies and their ab...

Ryder Monroe is a hot tranny with reddish brown hair, pretty face, soft white skin and all natural hormone tatas. She is tall and her legs very long and today she has a willing man-friend ready to pay homage to her every desire. He strips her down and drops to his knees, where he inhales her hair...

The game on the field might be great, but it's those cheerleaders with their short skirts and bouncing boobs that really steal the show. You'd give anything if you could see them in their locker room, but if you saw these chicks, you'd be in for a big surprise! Like long, hard cocks where their s...

When shemales are given some power, they are not afraid to use it. They treat their men like toys to play with and do with them what they like and when they like it.

Perverted caretakers get while the getting is good!! If you had one at home watching over the place, you`d be in a big rush to get home and suck that sweet tranny!

These are not just average Trannies, No! These Trannies are clean, classy, elegant, chic and very expensive. But you get to watch these sexy she males use their big cocks and tight assholes to give their clients a once in a lifetime experience. A night with any of these trannies would be ... Unfu...

What do you get when a Tranny has lots of daddy`s money? TROUBLE! Follow these Trustfund Trannies as they use their position and power to get their Transsexual desires satisfied. Shot on location in the AMAZING villas of Spain and the Luscious Mansions of Hollywood Hills. Featuring the HOT new co...

Cosplay edition! These ladies like to play dress up before getting down!

All new, all hung and all for you.

2.5 hours of hot hardcore action with some of the hottest Asian TGirls all over the World! 10 hot Asian girls in hot solo action, Bangkok`s finest ladyboys, playing, masturbating and toying for your eyes only!

Everyone`s a wiener here!

Venus Lux is back with her 3rd iteration of trannies and it just gets better and better every time!

Venus is home alone with her boyfriend when he suggests a little playtime before her parents get home. He`s desperate for some pussy and convinces her to suck his big dick. Venus gets on her knees and swallows him whole. Then gets down on all fours so he can abuse her tight ass. She rides him lik...

The biggest whores are brought inside to help around the house, and before you know it, you are cramming their tranny mouth and plunging deeply into their hot, tight ass!

Venus Lux loves black cock and she gets drilled by some thick dark dicks. She takes their cocks down her throat and up her ass in Fantasies 2

Hold it in, blow it out, suck it in, suck it hard. Take it in till you choke and cough!! Now you`re ready for Chronic to bang that tight asshole until it`s numb with pleasure!

The L.A T-girl who loves girls, has discovered men. Translesbian by day, Bi-curious by night.

Starring Nelly Taylor! These stunning Trannys love cocks and jocks! So the best way to get both is to become a Cheerleader and get access to all those dripping wet cocks in the locker room showers. Tranny Cheerleaders will do anything to satisfy those hot, sweaty jocks. They'll make you cum ...

I went for my annual checkup and the nurse was smoking hot! When she asked me to strip down for my examination I popped a chubby. She saw and popped one of her own!

The neighbors won`t believe what`s going on over here!

These five tasty teases have it all-beautiful coy smiles, tight juicy bodies bursting out of sexy lingerie, and of course a big t-girl cock!

1. Every girl needs her alone time and Jesse makes the most of it. Get close and personal with Jesse in this solo masturbation scene. 2. Sometimes it takes more than brains and looks to get what you want and Jesse knows this. After class Jesse gives in and bottoms for her teacher. (Note only ...

Enjoy these ladyboys as they get their cocks sucked and fucked all for your pleasure.