250 reasons to join The CAPTAIN!

[Captain Outrageous]

[Guest]

The bride and groom just got married and like all married couples should, they saved their virginity for the wedding night. He had never seen his beautiful bride nude before and he finally got to bury his face inside of her massive titties. She began giving her new husband a blowjob when her own erection popped out of her panties. Much to the husband's surprise, his new wife was a man. But he loved her anyway so he sucked her off and let her fuck him in the ass.

Find out what happened next by clicking HERE!

[Guest]

He was really enjoying the gorgeous body of the stripper who was enticing him so much. So backstage he gave her extra money to suck his dick. She gave him a sweltering blowjob and he exploded all over her big tits but then he was surprised to find out his gorgeous stripper had her own meaty toy that needed servicing. He bent over so the shemale could penetrate his tight asshole and the ladyboy pounded him from behind and gave him a creampie deep within his ass.

To find out what happened next click HERE!

[Guest]

The two pirates set sail on the high seas when they noticed a lovely lady wash aboard the ship. They were very horny being at sea for so long without the company of a woman that they tried to attack her. However they got a surprise when they ripped off her dress and found her rock hard dong inside. The ship's captain went down on her and sucked her until she was fully hard and ready to penetrate him. Then she drilled the captain's ass until she exploded within him.

To see the rest of this adventure click HERE!

[Guest]

The two shemales pretended to have car trouble so they could pick up a handsome stranger. One ebony stud approached them and offered them help with their car. The evil girls slammed his body under the hood and bared his ass to penetrate it. The naughty trannies reamed his asshole while he was pinned down by the hood of the car. Then the beautiful ladyboy shot her thick load all over the ebony stud's ass.

To see what happened to this troubled tranny click HERE!

[Guest]

The sexy nurse was busting out of her uniform as she went in to check on her patient. His dick popped straight up at the sight of the beautiful nurse in front of him. He wanted to penetrate her tight holes in the worst way. As they began oral sex on each other, the patient got the shock of his life to find a hard cock attached to the beautiful woman. Although she was so beautiful, he didn't mind. He rammed her tight ass and fucked the shemales huge tits until he came all over them.

To find out what the nurse did next click HERE!

[The Ladyboy GURU]

The Hitchhiker's Surprise and other shemale cartoons

Britney was standing on the side of the road hitchhiking when a stud in a car picked her up.He said he would give her the ride to the beach, but she had to ride him too. Britney had no choice but to agree. "I will give you the ride of your life" she said,"I'm very special girl, I hope you like surprises". As they got to the beach, she began to suck him, getting horny he fondled her big tits and then she whipped out a tempting dick!!! He was shocked for a moment to see that the beautiful girl was really a man, but he didn't care, he fucked her hard in the ass until he explode saying: "You are the best surprise I've ever got".

See how far she got when you click HERE!

[Guest]

He walked in on her and grabbed her ass by surprise. She turned around and placed his hand on her big titties. He reached down into her pants and he was shocked to feel a hard erection inside of them. But he still thought she was beautiful so she gave him a firm blowjob and let him penetrate her sweet ass. After a few minutes of ramming his cock deep within her, he came on her face and then the angel flew away.

You can see her halo slip when you click HERE!

[Guest]

She took all of her business suits to the tailor for fitting and during one session of measuring her body, she felt quite horny as he placed the tape around her body. So the ladyboy let him remove her sweet panties and start sucking on her growing erection. The tailor bobbed his head up and down for several minutes and then bent over the desk to let her enter him. The tranny gave him a hard pounding while he grabbed onto the table and then spilled her load on his back.

You can see this sexy ladyboy get 'measured up' when you click HERE!

[Guest]

He was sleeping in bed dreaming about his fantasy woman. To his surprise she had wings and flew right up to him and started to kiss him softly. Then she revealed her humongously hard erection and stuffed it in his ass. The shemale pounded him until she was on the brink of orgasm and then pulled out and shoved the cock in his mouth. The tranny came on his face and then he woke up and wondered what just happened in his dream.

You can see how the dream turned out when you click HERE!

[Guest]

She was minding her own business listening to her iPod when all of a sudden, a woman came up behind her and grabbed her tits. It shocked her at first but then she enjoyed the sensation. So then both of the girls stripped nude and the female rode her cock right there on the subway. She fucked her in several positions until she felt herself ready to cum. So she pulled out and the girl sucked the tranny's dick and slid it between her tits until she came.

You can get your ticket to ride when you click HERE!

[Guest]

The plumber came to her house to fix her leaky faucet. However he was about to spring a leak of his own. So she quickly unbuttoned his pants and gave him an erotic blowjob until he came in her mouth. However she wasn't done with him yet. She removed her panties to reveal her big surprise. He was shocked to find the erection pop out and she shoved it deep in his virgin asshole. She pounded the plumber until she jizzed all over his stomach.

You can see the handiman get his ass plumbed when you click HERE!

[Guest]

The two sexy shemales went shopping together and decided to try on some clothes. As they watched each other undress, they became very horny and started to fondle each others' big tits in the dressing room. Their erections were building and then soon one of the trannies began fucking the other. Then the ladyboys took turns fucking while they both came together in the privacy of the public dressing room...

You can see the girls try it on if you click HERE!

[Guest]

It was something special about the blonde lecturer at the convention that Tanya attended.She asked the sexy blonde to come back to her hotel room for some "deeper explanation". Both of the girls get damn horny kissing and licking each other nipples. Tanya really needed big hard cock inside her wet, wide open pussy. The blond tranny pounded her like a fuck machine and cum all over Tanya's huge boobs.

You can see who scores the most when you click HERE!

[The Ladyboy GURU]

He was sunbathing as he saw the most beautiful woman in a blue dress approach him. Immediately they had an attraction for each other and he squeezed her enormous titties in his hands. He whipped out his hard cock and the lovely ladyboy began to give him a relieving blowjob right on the chair. As he came all over her beautiful face, the shemale wanted to penetrate his tight ass. So he turned around and bent over anticipating the deep slamming action he was about to receive.

Se the little slut turn the tables by clicking HERE!