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Prettyboy Porn Videos (93)

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Prettyboy porn video – Dorm Life Archives #13 Scene 3 Markell PrettyBoy Lil Dre Texas WIldboi TEASER
81%
1:11
Dorm Life Archives #13 Scene 3 Markell PrettyBoy Lil Dre Texas WIldboi TEASER
ft. Manny Baby

XVideos 3 years ago

Prettyboy porn video – ThugBoy Johnnyboy Prettyboy
86%
1:10
ThugBoy Johnnyboy Prettyboy
ft. Johnnyboy

XVideos 3 years ago

Prettyboy porn video – ThugBoy Geo Prettyboy
83%
1:10
ThugBoy Geo Prettyboy
ft. Geo

XVideos 3 years ago

Prettyboy porn video – ThugBoy J-Reid Prettyboy
93%
1:07
ThugBoy J-Reid Prettyboy
ft. J Reid

XVideos 3 years ago

Prettyboy porn video – ThugBoy Hypnotiq Prettyboy
60%
1:10
ThugBoy Hypnotiq Prettyboy
ft. Hypnotiq Baby

XVideos 3 years ago

Prettyboy porn video – ThugBoy Cuff Prettyboy RT
69%
1:11
ThugBoy Cuff Prettyboy RT
ft. Cuff

XVideos 3 years ago

Prettyboy porn video – Dorm Life Archives #13 Scene 4 Carmell Prettyboy Jay Jay TEASER
100%
1:11
Dorm Life Archives #13 Scene 4 Carmell Prettyboy Jay Jay TEASER
ft. Carmell

XVideos 3 years ago

Prettyboy porn video – EdwardJames: Casanova Blu Tenderly Breeds Wishes Tight Hole After A Relaxing Bath
67%
9:34
EdwardJames: Casanova Blu Tenderly Breeds Wishes Tight Hole After A Relaxing Bath
ft. Wishes

XVideos 2 months ago

Prettyboy porn video – Fisting My pretty boy with My red latex gloves
100%
11:00
Fisting My pretty boy with My red latex gloves
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – F****** My pretty boy with My red latex gloves
100%
11:00
F****** My pretty boy with My red latex gloves
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Fisting My pretty boy with My red latex gloves
100%
11:00
Fisting My pretty boy with My red latex gloves
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Whipping punishment for My pretty boy
100%
12:00
Whipping punishment for My pretty boy
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – 2025 Update and announcement
100%
8:00
2025 Update and announcement
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – You will wear diapers for Stepmommy
100%
17:00
You will wear diapers for Stepmommy
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Stepmommy golden showers Her stepson
100%
4:00
Stepmommy golden showers Her stepson
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Pantyhose face sitting while enjoying a cigarette
100%
7:00
Pantyhose face sitting while enjoying a cigarette
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – L***** and F***** while smoking
100%
15:00
L***** and F***** while smoking
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Licked and Fucked while smoking
100%
15:00
Licked and Fucked while smoking
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – L***** and F***** while smoking
100%
15:00
L***** and F***** while smoking
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Using My human ashtray as I please
100%
7:00
Using My human ashtray as I please
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Smoke & S** on My car
100%
11:00
Smoke & S** on My car
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Smoke & S** on My car
100%
11:00
Smoke & S** on My car
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Smoke & Sex on My car
100%
11:00
Smoke & Sex on My car
ft. Mistress Marlena

Clips4sale 1 year ago

Prettyboy porn video – Outdoor Fisting Pretty Boy
100%
10:00
Outdoor Fisting Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Outdoor F****** Pretty Boy
100%
10:00
Outdoor F****** Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Outdoor Fisting Pretty Boy
100%
10:00
Outdoor Fisting Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Facesitting & ass worship
100%
6:00
Facesitting & ass worship
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Facesitting & ass worship
100%
6:00
Facesitting & ass worship
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Lick My smelly armpits
100%
5:00
Lick My smelly armpits
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Exhaling into his face & mouth
100%
6:00
Exhaling into his face & mouth
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – L*** My smelly armpits
100%
5:00
L*** My smelly armpits
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – L*** My smelly armpits
100%
5:00
L*** My smelly armpits
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Pretty Boy endures CBT
100%
8:00
Pretty Boy endures CBT
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke & S** in My bedroom: 69 & reverse cowgirl
100%
9:00
Smoke & S** in My bedroom: 69 & reverse cowgirl
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke & Sex in My bedroom: 69 & reverse cowgirl
100%
9:00
Smoke & Sex in My bedroom: 69 & reverse cowgirl
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke & S** in My bedroom: 69 & reverse cowgirl
100%
9:00
Smoke & S** in My bedroom: 69 & reverse cowgirl
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Feet worship & massage
100%
8:00
Feet worship & massage
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Double fisting My Pretty Boy
100%
7:00
Double fisting My Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Double f****** My Pretty Boy
100%
7:00
Double f****** My Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Double f****** My Pretty Boy
100%
7:00
Double f****** My Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – First time footing Pretty Boy
100%
9:00
First time footing Pretty Boy
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP5: Psychological impact and future considerations
100%
16:00
Darkside Interview EP5: Psychological impact and future considerations
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Ripping his a**: Intense p******
100%
6:00
Ripping his a**: Intense p******
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Ripping his a**: Intense p******
100%
6:00
Ripping his a**: Intense p******
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Ripping his a**: Intense p******
100%
6:00
Ripping his a**: Intense p******
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP4: Personal justification, impact on lifestyle and relationships
100%
15:00
Darkside Interview EP4: Personal justification, impact on lifestyle and relationships
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Sounding Pretty Boy EP4: I want him to STRUGGLE!
100%
14:00
Sounding Pretty Boy EP4: I want him to STRUGGLE!
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP3: Black lungs fetish, community and social aspects
100%
12:00
Darkside Interview EP3: Black lungs fetish, community and social aspects
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP3: B**** lungs fetish, community and social aspects
100%
12:00
Darkside Interview EP3: B**** lungs fetish, community and social aspects
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP3: B**** lungs fetish, community and social aspects
100%
12:00
Darkside Interview EP3: B**** lungs fetish, community and social aspects
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP2: Physical appearance, medical interactions and feedback
100%
13:00
Darkside Interview EP2: Physical appearance, medical interactions and feedback
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darkside Interview EP1: Health impact, cognitive and emotional effects
100%
11:00
Darkside Interview EP1: Health impact, cognitive and emotional effects
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Sounding Pretty Boy EP3: Started to go larger
100%
10:00
Sounding Pretty Boy EP3: Started to go larger
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Marlena's basement inauguration EP1: Whipping Our boys
100%
6:00
Marlena's basement inauguration EP1: Whipping Our boys
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Marlena's basement inauguration EP2: Teasing Our boys
100%
7:00
Marlena's basement inauguration EP2: Teasing Our boys
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Marlena's basement inauguration EP3: Real human ashtray
100%
6:00
Marlena's basement inauguration EP3: Real human ashtray
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Anal human ashtray
100%
5:00
Anal human ashtray
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Anal human ashtray
100%
5:00
Anal human ashtray
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Pretty Boy's daily a*** training
100%
13:00
Pretty Boy's daily a*** training
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – A*** human ashtray
100%
5:00
A*** human ashtray
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Pretty Boy's daily a*** training
100%
13:00
Pretty Boy's daily a*** training
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Pretty Boy's daily a*** training
100%
13:00
Pretty Boy's daily a*** training
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Ghosts& HandJob; Custom
100%
11:00
Ghosts& HandJob; Custom
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Lung hold competition
100%
7:00
Lung hold competition
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Lick My tar
100%
9:00
Lick My tar
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Lick My tar
100%
9:00
Lick My tar
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Tobacco flavored lollipop
100%
8:00
Tobacco flavored lollipop
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke while facesitting on Our boys
100%
8:00
Smoke while facesitting on Our boys
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Their pain, Our pleasure
100%
15:00
Their pain, Our pleasure
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Their pain, Our pleasure
100%
15:00
Their pain, Our pleasure
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Slaves' Smoke Test
100%
6:00
Slaves' Smoke Test
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – S*****' Smoke Test
100%
6:00
S*****' Smoke Test
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – S*****' Smoke Test
100%
6:00
S*****' Smoke Test
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke and Sex on the chair
100%
6:00
Smoke and Sex on the chair
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke and Sex on the chair
100%
6:00
Smoke and Sex on the chair
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – MissM challenges Pretty Boy EP1
100%
15:00
MissM challenges Pretty Boy EP1
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Sounding Pretty Boy EP2
100%
16:00
Sounding Pretty Boy EP2
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Sounding Pretty Boy Ep1
100%
11:00
Sounding Pretty Boy Ep1
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Darken his lungs
100%
6:00
Darken his lungs
ft. Mistress Marlena

Clips4sale 2 years ago

Prettyboy porn video – Smoke & sex in the kitchen
100%
7:00
Smoke & sex in the kitchen
ft. Mistress Marlena

Clips4sale 2 years ago

Related stars:
Mistress Marlena Mistress Luciana Lady Luciana Rosella Extrem Ahmed Carmell Cuff Geo Hypnotiq Baby J Reid Jay Jay Johnnyboy Lil Dre Manny Baby Miss Dula Rt Tb Texas Wildboi Wishes
Related categories:
Femdom Female Domination Smoking Smoking Fetish Smoking Domination A*** Training Sensual Domination Heavy Smoker Lung Hold Double Domination Human Ashtray Goddess Worship Hardcore S**** Training Cumshot Gay F****** A*** Stretching

Prettyboy is a Black American gay adult film performer who rose to prominence in the mid-2000s through his exclusive work with Chicago-based studio Flava Works. Active from 2005 to 2009, he debuted in 'Raw Thugs 3: Hittin It Raw,' showcasing his skills in blowjob-only scenes. Standing 5'11" (180 cm) tall and weighing 154 lbs (70 kg), Prettyboy possessed a slim, athletic build, black hair, arm tattoos, and an appealing 'pretty boy' aesthetic that fit the urban thug fantasy niche.

His filmography includes standout titles like 'Dorm Life 10: The House Next Door' (2007, bottom), 'Dorm Life 14: The Dick Down' (2009), 'Thugboy 2: Errbody Wanna Thug' (2006), 'ThugBoy 4: Thugged Out' (2006), and 'ThugBoy 5: Dick fo Dayz' (2007). With no known aliases or detailed personal history available, such as birthdate or precise birthplace, Prettyboy's brief career contributed to Flava Works' raw, amateur-style catalog of Black gay erotica before his retirement.