More early shoots on 35mm of superstar Sylvia Boots showing herself off.
1st Apr 2001
Rating: 4.33
Hot and sexy transgirl Jolie has a great time shaving in bath before getting out and touching herself and sucking the camera man's cock. She has a nice body and some big tits.
31st Mar 2001
Rating: 5.00
Sexy busty Nina has a smoking hot body, big juicy tits, a great ass and a rock hard uncut cock! Watch this sexy transgirl jacking her big tool!
30th Mar 2001
Rating: 5.00
Gorgeous Brazilian tgirl Amber enjoys clothes, shopping them and showing them off! In this hot scene Amber gets naked and treats Tony to a bit of gonzo action before she shows off the wardrobe she brought...
2nd Mar 2001
Rating: 4.43
Sexy tgirl Meghan Chevalier is having a great time working her tgirl cock for you. She has a great body, big tits and a rock hard tgirl cock.
1st Mar 2001
Rating: 5.00
Sierra loves to be in control and dominate you. This sexy blonde tgirl loves to show off her huge tits, nice ass and yummy tgirl cock as she takes control.
13th Jan 2001
Rating: 5.00
Let's climb into bed with Brazilian bombshell Samantha! She's blonde, busty, and has a banging body. What more could we ask for in a scene?
6th Jan 2001
Rating: 4.00
Jean is a gorgeous girl with a wonderful personality, she's like to make your acquaintance so why don't you buy her a drink.
23rd Dec 2000
Rating: 5.00
Gorgeous Lissy is a fully developed glamour girl who looks sensational. She keeps her stockings on while she works off a hot cum load for you, very sexy girl and scene.
30th Sep 2000
Rating: 4.50
Kimberly Devine is a dream come true, not a flaw on her gorgeous body and pretty face, she brings endless sexy and plenty of passion.
8th Sep 2000
Rating: 5.00
Diane strips down out of bikini and gets into a sexy night teddy to show off her tight tgirl body with perky boobs and smooth dark skin!
31st Jul 2000
Rating: 5.00
Stocking, heels, big boobs and a juicy butt, what's not to love about this shoot with Jennie? It's a recipe for sex!
21st Jul 2000
Rating: 5.00
Kimberly is like a red Angel sent from heaven above, from her red wings right down to her red pumps and red pedicure. Truly Devine!
7th Jul 2000
Rating: 5.00
Gorgeous Amber went to the Beach with Tony Vee and all we got were these hot photos! Enjoy this beautiful Latina tgirl getting naked and stroking her cock on the sandy dunes!
30th Jun 2000
Rating: 4.64
Gorgeous New Yorker Amber enjoys a day out at the beach, tanning her superb body and teasing Tony Vee!
9th Jun 2000
Rating: 4.56
Kimberly Devine is sexy and alluring, we all know that, but take a closer look at how well endowed this beautiful tgirl is. Big, right!
18th Mar 2000
Rating: 5.00
This is an early set of Sylvia Boots photographed on 35mm by Bob, and scanned in, which is why it's a short set and lower quality.
5th Jan 2000
Rating: 5.00
This Sexy Tgirl is the lovely Barbie. She has an amazing figure, slim with nice juicy tits a fine tight ass and a rock hard cock! Watch and enjoy as Grooby girl Barbie strips down and masturbates for you!...
26th Nov 1999
Rating: 4.56
Monica is a horny tgirl with a smoking hot body, big boobs, a juicy butt and a big thick cock! See this sexy transsexual jacking off and cumming!
12th Nov 1999
Rating: 5.00
This may very well be the first set for the internet of star Sylvia Boots who went on to do the first known TS Gangbang movie and appear in many DVD's and site scenes.
Photographed by Bob on 35mm.
1st Nov 1999
Rating: 5.00
Get in Bed with sexy tgirl Olivia love as she sticks her big red dildo up her ass. She has a banging body, big tits and nice hard tgirl cock.
1st Oct 1999
Rating: 5.00
Tgirl Barbie is definitely as stunning as they come. She loves being on camera and the camera loves her! Watch as this sexy shemale struts her stuff while undressing and stroking her rock hard throbbing...
18th Sep 1999
Rating: 4.43
Claire is a beautiful trans woman with a sexy body, nice curves, big tits, and a nice bubble butt! She looks amazing her in corset and lingerie and loves to fuck her t-pussy with her dildo!
4th Sep 1999
Rating: 5.00
Lissy is a first time model who definitely has the potential to do some wonderful and sexy things, hopefully in the very near future here at Shemaleyum.
4th Sep 1999
Rating: 4.50
Dam look at that body on Diane! You can see all her goodies right away and they are bangin! Big tits and big silver dollars nipples!
31st Jul 1999
Rating: 5.00
Transgirl Diane has a stunning body, big sexy boobs, a great ass and a delicious cock! Watch this beautiful groobygirl fingering her sexy ass and stroking her cock!
31st May 1999
Rating: 5.00
She's beautiful, very feminine and passable, and very sexy as well. Lana is a true glamour girl, she loves the feel of stockings and lingerie on her body and we love seeing her in it.
2nd Apr 1999
Rating: 4.75
Kimberly was feeling frisky today, extra horny. All of her inner passion came through in this sexy and campy stroke scene.
17th Mar 1999
Rating: 5.00
Sexy and hot tgirl Shana is having fun with her girl friend as they stroke their shecocks together. They have rocking bodies, big tits and hot tgirl cocks.
24th Feb 1999
Rating: 5.00
We couldn't be happier to be presenting the lovely and alluring Lauren, she's very feminine and is also thrilled to be modeling for horny guys. Welcome Lauren!
19th Dec 1998
Rating: 5.00