Shemale Anal Sex

Wow! Shasha DEFINES the word "hot" in this gallery, her first on Ladyboy Crush. Don't worry, as it shan't be the last, as you will definitely be seeing more of this hottie soon!

Shemale Anal Sex :: Sep.18.2008 :: Photo Updates :: Comments Off

Ladyboy Crush favorite Anita is back again for a quick interview / striptease. She loves to show off that massive tool of hers -- If you got it, flaunt it... right? ;)

Shemale Anal Sex :: Sep.16.2008 :: Video Updates :: Comments Off

May was referred to us by the lovely and talented GOLF who we have featured a few times on the site. Once we saw May, immediately we knew we had to do a schoolgirl set. She had braces, looks young, and is cute. All we had to do was put her in pigtails, give her an iPod and let the camera roll. We think this is the best Ladyboy Crush video to date -- definitely check it out!

Shemale Anal Sex :: Sep.13.2008 :: Video Updates :: Comments Off

When May came in for this set, I had to restrain myself. I really wanted to walk over, push her bra aside, lay a kiss on each nipple, then tug her panties down and plant one on the head of her fuck stick. After all, her lingerie says "Kiss me", and who am I to turn down such a polite request?

I behaved myself though. I was rewarded for good behavior by May archin' her back to showcase her ass. Who said nice guys finish last? Hell, I damned near finished first right in my jeans when she pulled off her bra and stood there in boots, with her cockhead sticking out of the top of her panties. Yummy!

Shemale Anal Sex :: Sep.10.2008 :: Photo Updates :: Comments Off