Cross-Dressing

Filter
Sissy Blowjobs 5

Sissy Blowjobs 5

2024 2 hrs. 8 mins. Movie
Sissy Blowjobs 5
2024 2 hrs. 8 mins.
Sissy Blowjobs 5
Category: Anal, Appearance, Big Dicks
Missy J – Another Spit Roasting

Missy J – Another Spit Roasting

2009 6 mins. Movie
Missy J – Another Spit Roasting
2009 6 mins.
Missy J - Another Spit RoastingGet ready for a spit roasting because Missy J is talking no prisoners. Today her slave is disobedient and in need of some strict discipline. He gets tied, ...
Crossdresser

Crossdresser

2014 26 mins. Movie
Crossdresser
2014 26 mins.
CrossdresserSexyscorpionXXX is visited by her new friend, the Crossdresser. Dressed in a skimpy maid's uniform, silky black wig and a pair of wicked black boots; he's ready to play the ...
Sissy Blowjobs 6

Sissy Blowjobs 6

2024 1 hrs. 53 mins. Movie
Sissy Blowjobs 6
2024 1 hrs. 53 mins.
Sissy Blowjobs 6
Category: Anal, Appearance, Big Dicks
Mature Sissies 4

Mature Sissies 4

2024 2 hrs. 8 mins. Movie
Mature Sissies 4
2024 2 hrs. 8 mins.
Mature Sissies 4Mature Sissies 4 includes Jeanne enjoying a night cap cocktail. Cherry date ends with a cherry on top! Jules Jams Valentine's gift exchange is hot. Slave Anna does not ...
Category: Age, Anal, Appearance
Mature Sissies 3

Mature Sissies 3

2024 2 hrs. 26 mins. Movie
Mature Sissies 3
2024 2 hrs. 26 mins.
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Mature Sissies ...
Category: Age, Anal, Appearance
Kinky Cock Nurses

Kinky Cock Nurses

2008 1 hrs. 46 mins. Movie
Kinky Cock Nurses
2008 1 hrs. 46 mins.
Kinky Cock NursesThis is from the uncensored world of the most sadistic nurses you will ever see. They get off on extreme anal probes and tying your cock and balls up in knots their ...
TV Angel Fucks TV Jenny With A Dildo

TV Angel Fucks TV Jenny With A Dildo

2008 17 mins. Movie
TV Angel Fucks TV Jenny With A Dildo
2008 17 mins.
TV Angel Fucks TV Jenny With A DildoYour favorite TV Angel Bella is up to her sadistic tricks as she takes her sissy TV Jenny and gives her a twisted fucking she won't soon forget by ...
Category: Cross-Dressing, Fetish
Madame Caramel – Fucking Her Maid

Madame Caramel – Fucking Her Maid

2008 12 mins. Movie
Madame Caramel – Fucking Her Maid
2008 12 mins.
Madame Caramel - Fucking Her MaidMadam Caramel is dominant and frightening all in one big pretty package! Get on your knees and beg for more as you watch this dark beauty captivate and ...
The Fucking Threesome

The Fucking Threesome

2020 1 hrs. 11 mins. Movie
The Fucking Threesome
2020 1 hrs. 11 mins.
The Fucking ThreesomeJoin in and watch a triple team of "twisting and fisting" anal delight at a Fetish Institut favorite, the kinky anal party! Carmen Rivera, Mistress Julia Taylor, ...
Category: Anal, Anal - F On M, BDSM
Mistress Amber – Freak Zone

Mistress Amber – Freak Zone

2009 20 mins. Movie
Mistress Amber – Freak Zone
2009 20 mins.
Mistress Amber - Freak Zone. Mistress Amber brings her slaves both pain and pleasure and it's all done in the freakzone. Under Mistress Amber's instructions her two slaves suck and jack ...
Mistress Amber – Humiliate & Electrocute

Mistress Amber – Humiliate & Electrocute

2009 16 mins. Movie
Mistress Amber – Humiliate & Electrocute
2009 16 mins.
Mistress Amber - Humiliate & Electrocute. Mistress Amber is one mean bitch! Watch what she does to her sissy masked sub in the confines of her palace of terror! Mistress Amber gives ...
Lady Libertine – Wanton Worships

Lady Libertine – Wanton Worships

2009 37 mins. Movie
Lady Libertine – Wanton Worships
2009 37 mins.
Lady Libertine - Wanton Worships. On your knees, submissive! You have no right to stand in her presence. You should be grateful for a chance just to lick her shoes, you worthless piece ...
Put on Your Lingerie

Put on Your Lingerie

2023 10 mins. Movie
Put on Your Lingerie
2023 10 mins.
Put on Your Lingerie. Helpless servant guy gets under Lady Amilie's hands and he is to be feminized at the same time. Lady Amilie orders him to wear lingerie and dress like a pretty ...
Category: Amateur, Appearance, BDSM
Mistress Gemma: Tranny Dildo Strap-On

Mistress Gemma: Tranny Dildo Strap-On

2008 18 mins. Movie
Mistress Gemma: Tranny Dildo Strap-On
2008 18 mins.
Mistress Gemma: Tranny Dildo Strap-On. The very hot Mistress Gemma is back with a very hungry transvestite slave! This horny slave looks good and likes to suck and get dildos shoved ...
Lady Libertine – The Slave Part 2

Lady Libertine – The Slave Part 2

2009 48 mins. Movie
Lady Libertine – The Slave Part 2
2009 48 mins.
Lady Libertine - The Slave Part 2. Okay you little sissy boy. You are about to get exactly what you asked for. Put on this pink wig, you fat fuck. I need something to distract me from ...
Obsession

Obsession

1988 32 mins. Movie
Obsession
1988 32 mins.
Obsession. What possesses your mind? What occupies every free moment of thought? What is your Obsession? Take a look as Herrin Renee takes a young male transvestite through all the ...
Category: Anal, Anal - F On M, BDSM
Mistress Lynn – Fucked For Fucking About

Mistress Lynn – Fucked For Fucking About

2008 15 mins. Movie
Mistress Lynn – Fucked For Fucking About
2008 15 mins.
Mistress Lynn - Fucked For Fucking About. Mistress Lynn has caught her stable of maids engaging in unsupervised pleasure. Despite, their best attempts to hide their hard clits peeking ...
Category: Anal, Anal - F On M, BDSM
Smoking Nurses

Smoking Nurses

2008 6 mins. Movie
Smoking Nurses
2008 6 mins.
Smoking Nurses. Welcome to another teeth gritting moment with Mistress Lynn, she is addicted to smoking, and unfortunately for this slave, that addiction is not just to inhaling the ...
Goddess Qing – Made to Suck My Strap-On

Goddess Qing – Made to Suck My Strap-On

2008 11 mins. Movie
Goddess Qing – Made to Suck My Strap-On
2008 11 mins.
Goddess Qing - Made to Suck My Strap-On. Deep within the forest, lies a place where Goddesses dwell. Goddess Qing, a new age strap-on artist, becomes mystically entwined with the ...
She-Male Encounters 106 – Candy’s Maid

She-Male Encounters 106 – Candy’s Maid

2017 10 mins. Movie
She-Male Encounters 106 – Candy’s Maid
2017 10 mins.
She-Male Encounters 106 - Candy's Maid. Number 106 from She-Male Encounters. Carnal Candy enjoys her smoke. She calls her maid to serve her coffee; the maid spills the coffee in her ...
Mistress Dometria – Tranny Surprise

Mistress Dometria – Tranny Surprise

2011 16 mins. Movie
Mistress Dometria – Tranny Surprise
2011 16 mins.
Mistress Dometria - Tranny Surprise. Today, Mistress Dometria is aided by Mistress Fabulous, who as the devoted among you know is a TV Mistress. Mistress Dometria sets out the rules for ...
TV Sophie – Sofa Fuck

TV Sophie – Sofa Fuck

2011 16 mins. Movie
TV Sophie – Sofa Fuck
2011 16 mins.
TV Sophie - Sofa Fuck. On the sofa is where the chemistry ignites a hot blonde who has an infatuation with androgyny. Dressed in his best dress stockings and high heels he is dominated ...
Crossdresser Fantasies

Crossdresser Fantasies

2022 138 mins. Movie
Crossdresser Fantasies
2022 138 mins.
Crossdresser Fantasies
Category: Amateur, Anal, Appearance
Slutty Blonde Crossdressers

Slutty Blonde Crossdressers

2022 140 mins. Movie
Slutty Blonde Crossdressers
2022 140 mins.
Slutty Blonde Crossdressers
Category: Amateur, Anal, Appearance
Crossdressing Superstars

Crossdressing Superstars

2022 136 mins. Movie
Crossdressing Superstars
2022 136 mins.
Crossdressing Superstars
Category: Amateur, Anal, Appearance
Crossdresser X 3

Crossdresser X 3

2022 Movie
Crossdresser X 3
2022
Crossdresser X 3
Category: Amateur, Anal, Appearance