Mistress Delilah Blindfolds and Fucks Poor Ol’ Jake!
Mistress Delilah enjoys tormenting and dominating her submissives on Transexdomination. You can tell by the smile on her face and her rock hard cock throughout the entire scene. Mistress Delilah has Jake blindfolded as she brings him into her dungeon and forces him to his knees. She keeps him reined
New Grooby Comic … The Good Ship Grooby!
If you are a member of Shemale Yum.com or Brazilian Transsexuals you may remember the outrageous boat shoot, where we took 12 Brazilian shemales and a bunch of guys out to sea ... well we repeated it a few years later on a slightly rougher sea, and all the girls
The Return of Ebony Tranny Mistress Michelle
Mistress Michelle can not figure out what is wrong . . . she assumes it is the floor of her dungeon so she makes her slave "soldier boy" vacuum, but that is not it . . . . so she makes him strip naked . . .but still something is
SMY Hardcore #17: Las Vegas Jackie
"Jackie was all excited to do her first transsexual hardcore video, but she was too excited to do any scripting. She wanted to jump right into the fucking and sucking. I interviewed her a bit before the action and Diezel joked around with her too. There was definitely chemistry between
SMY Hardcore #17: Stunning NYC Transgender
Kelly is a stunning transsexual from NYC whom first worked with us when Tony Vee approached her in 2007 ... she returned for this awesome hardcore shoot in 2008 and it was one of the highlights of the year. This is an example of the great transsexuals that only Shemale
SMY Hardcore #16: Leslie Latin Tranny
"Leslie was a bit nervous and hadn't had sex for a couple of months. The shoot got off to a bit of a slow start until they both realized they knew and had slept with each before... They even start giggling in the middle of the shoot. " Photographed in
That’s Ms Jaxxson if You’re Nasty!
Mistress Janet Jaxxxson can get “nasty†and she shows it in this scene with submissive Slave Danny. She has him bound tightly at the ankles and wrists. The ropes bite into his skin and cut off his blood flow. We can see his hands swelling and starting to turn purple.
SMY Hardcore #15: Hazel Tucker Superstar.
Hazel Tucker is a bonafide superstar and the hottest thing to hit the industry in 2008 - and discovered by Shemale Yum then photographed extensively by Buddy Wood. She is one of the most passable shemales I've ever seen, with a great look, lovely smile and pleasant disposition - at
SMY Hardcore #14: Amateur Shemale Sex
Benessa is from Rochester, NYC and never done any sort of photography like this before. She contacted us and then found a friend to do her solo photographs which were very popular. After she saw how they went down she asked if she could do a hardcore for our site!
SMY Hardcore #13: Hawaiian Shemale Gets Ass Fucked
I was the first person to work with Rachel back in 2000 when I shot her for Ladyboy Ladyboy when she lived in Honolulu - we worked on a number of solo scenes together but always refused to do hardcore ... so I was surprised when PK worked out a
Warning : Some websites will try to rip you off.
WARNING : Although we'd love to keep you a member of one of the Grooby websites forever (and that's why we offer discounts such as our ticket system I appreciate that people like to visit and partake in other websites and with the massive amount of excellent website choices out
Model has shit … Shemale almost pukes
The latest installment in the Grooby comics ... which seem to be going down rather well. The only difference from the above strip and the true story ... in real life, he was sat on a toilet in the studio and the model and the photographer had to watch ...
SMY Hardcore #13: Trailer Park Tranny
I don't know why I keep calling Brittany a trailer park tranny - but it's really a compliment in turn. She looks so sexually sleazy and horny, with her bleached hair and doe eyes that I can just imagine her as a trailer park Mom, waiting to seduce the next
SMY Hardcore #12: NYC Shemale Malynda
One of my all time favorite shemales, Malynda is the real thing! Long and lean, cute and passable and she has always given Shemale Yum a great shoot, since Tony Vee introduced her in 2006. A true Latin tranny teenager (19 yrs when she first worked for us) Tony describes
SMY Hardcore #11 : Chloe and Jeff
Chloe has been one of the most popular and less typical transsexuals we've featured on Shemale Yum in the last few years. Photographed in Oregon by Frank Drachman, she was only 19 when she first worked for us in 2006 and has since completed 12 very hot solo shemale shoots
Newhalf Slut in White – Kirea
Is it obvious that white is shemale Kirea's favorite color? This tranny might embody everything pure, but she's definitely no prude! In her latest set on Shemale Japan, she strokes her cock and black bush on the bed. She's anxiously waiting for someone to fuck her and she just HAS
Mistress Ariel Puts Drake Through the Ringer!
On Transexdomination, Mistress Ariel discovers her submissive bitch boy Drake has just had a session with Mistress Foxxy the night before. That tells her this boy loves to be dominated so she pulls out all the stops. She begins by hanging him from the gallows UPSIDE DOWN! She spanks his
SMY Hardcore 8: Peruvian NYC shemale in sex action
Lisa is a cute shemale from Peru who lives now in NYC and first appeared on Shemale Yum in 2006 - Tony Vee got a reshoot of her in a hardcore in early 2008 and it's a classic New York Shemale shoot...
SMY Hardcore 7: Thick Las Vegas shemale
Thick native American shemale Delilah has been a favourite of the website and personally of mine since she first appeared in 2004 when photographed by the now deceased Vegas Bob. We hadn't seen her in a couple of years so it was a welcome return when PK Vegas shot her
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