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Benzey, Scene #01
Benzey
11-14-2018
Benzey
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Victoria Carvalho, Scene #01
Victoria Carvalho
11-10-2018
Victoria Carvalho
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Featured TS Playground Scenes

Why should I join TS Playground

Why Should I Join TS Playground?

TS Playground is brought to you by Jay Sin, along with the classic porn studio Evil Angel. Jay Sin has been directing hardcore gonzo porn for the last 15 years and has won numerous awards including the XBiz Transsexual/Transgender director of the year. Inside you’ll find hundreds of tranny porn and shemale sex videos, including all volumes of the popular TS Playground DVD series, along with other solo videos and hardcore sex scenes with the top TS pornstars from around the world.

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Latest Videos from the Evil Angel Bonus Director Sites, included With Your Membership!

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Sheena Shaw Solo
Date added: 11-14-2018 Length: 00:14:09 Rating: 70
Sheena Shaw
Categories : Petite, Anal, RedHead, Toys, Solo Masturbation, College, Ass, Straight Porn, HD Porn, Gaping, Pegging, Caucasian, Small Tits, Web Exclusive
Latina MILF Squirts In Anal Threesome!
Date added: 11-12-2018 Length: 00:49:35 Rating: 70
Description : Looking for a female friend, horny Bill Bailey and Markus Dupree instead come across her striking mom: buxom Latina MILF goddess Mercedes Carrera. Mercedes initiates a nasty anal threesome by worshiping the younger men's big cocks with her experienced mouth. The glamorous mamacita gives one stud a blowjob while another fucks her thick, round ass. Bill and Markus fill her pussy and asshole. Mercedes sucks dick ass-to-mouth, squirts in orgasm and enjoys a messy, dual cum facial.
Mercedes Carrera, Bill Bailey
Categories : Pornstar, Hardcore, Big Tits, Anal, Deepthroat, Squirting, Gonzo, Blowjob, Big Dick, Brunette, Mature & Milf, Open Mouth Facial, Bubble Butt, Double Blowjob, Cumshot, Fingering, Straight Porn, HD Porn, Gaping, Enema
MILF Nina's DP/Double-Vag Threesome
Date added: 11-11-2018 Length: 00:38:36 Rating: 70
Description : Glamorous MILF Nina Elle wears luxurious fur. Busting out of a sheer, skimpy bra, the big-boob blonde seduces younger studs Markus Dupree and Danny Mountain into a threesome. As one guy fucks this bombshell's pussy and asshole, she sucks the other's diamond-hard dick. Danny and Markus slide their meat in her generous cleavage to titty fucking. Nina gags on their cocks, her drool covering her huge boobs. She takes a marathon double penetration and a double-vag fuck: Two dicks fill her pussy at once! The men spray Nina with a cum facial.
Nina Elle, Danny Mountain
Categories : Pornstar, Hardcore, Big Tits, Anal, Double Penetration, Deepthroat, Squirting, Titty Fuck, Gonzo, Threesome, Blowjob, Big Dick, Ass to mouth, Blonde, Mature & Milf, Open Mouth Facial, Tattoo & Piercing, Bubble Butt, Double Blowjob, Cumshot, Straight Porn, HD Porn, Gaping
Squirting MILF Dana's DP Threesome
Date added: 11-10-2018 Length: 00:37:00 Rating: 70
Description : John Strong introduces glamorous girlfriend Dana DeArmond to young stud Markus Dupree, and the busty MILF wastes no time initiating a threesome. She sucks Markus' big boner while John reams her fleshy ass from the back! The guys take turns using Dana's talented mouth and experienced asshole in a nasty anal tag-team workout. They stuff her holes simultaneously in a wild double penetration. The plush brunette rims male asshole and squirts in orgasm, earning a huge, messy double cum facial.
Dana DeArmond, John Strong
Categories : Pornstar, Hardcore, Big Tits, Anal, Double Penetration, Deepthroat, Facial, Squirting, Gonzo, Threesome, Blowjob, Big Dick, Ass to mouth, Brunette, Mature & Milf, Open Mouth Facial, Bubble Butt, Double Blowjob, Fingering, Rimming, Straight Porn, HD Porn, Gaping
Asian MILF Kianna's Threesome Workout
Date added: 11-09-2018 Length: 01:03:18 Rating: 70
Description : Statuesque Asian-American fitness freak Kianna Dior lifts weights, her 34DD jugs popping out of her tiny gym top. The sweaty bombshell notices male instructor Bambino's cock getting hard. She hungrily sucks his thick prick and slides it into her bountiful cleavage for a titty fuck. Bambino pounds Kianna's juicy, experienced cunt doggie-style, and director Jonni Darkko joins in to give the curvaceous MILF an intense threesome. One stiff cock rams her twat while Kianna gives the other a blowjob! Finally, both men shower her sexy face with a hot cum facial.
Kianna Dior, Jonni Darkko
Categories : Pornstar, Asian, Hardcore, Big Tits, Deepthroat, Facial, Gonzo, Threesome, Blowjob, Big Dick, Pussy to mouth, Blonde, Mature & Milf, Open Mouth Facial, Bubble Butt, Double Blowjob, Straight Porn, HD Porn
MILF Diamond's Gaping Anal Investment
Date added: 11-05-2018 Length: 00:40:27 Rating: 70
Description : Stacked MILF seductress Diamond Foxxx wants to expand her tanning business. The savvy, 45-year-old businesswoman makes a pitch to potential investor Mark Wood and sweetens the deal by unzipping his jeans to swallow his engorged cock. The busty beauty strips to her lacy undies, and Mark drills Diamond's juicy, shaved slit. Next, he pumps his prick up her thick ass for a buttfuck. Intense anal pounding makes her sphincter gape. Diamond opens her mouth for a tasty load of sperm.
Diamond Foxxx, Mark Wood
Categories : Hardcore, Big Tits, Anal, Deepthroat, Blowjob, Ass to mouth, Mature & Milf, Open Mouth Facial, Ass, Cunilingus, Straight Porn, HD Porn, Gaping, Lingerie
BTS-Anal Craving MILFs #06
Date added: 11-05-2018 Length: 00:04:50 Rating: 70
Diamond Foxxx
Categories : Big Tits, Brunette, Mature & Milf, Behind The Scene, Straight Porn
British MILF Barbie's Anal Immigration
Date added: 11-04-2018 Length: 00:43:06 Rating: 70
Description : In her lace-up skirt and rhinestone choker, stacked blonde Barbie Sins is the perfect vision of a seductive porn MILF. The sexy English slut explains her American visa problems to Mark Wood, offering anal sex as reward for a marriage of convenience that would stave off deportation. Barbie displays the butt plug stretching her tight sphincter; she lewdly sucks it ass-to-mouth and then swallows Mark's raging cock. After fucking her pretty face, he reams the busty Brit's rectum and uses a dildo to stretch her sphincter further. Citizen Barbie earns a tasty cum facial.
Barbie Sins, Mark Wood
Categories : Hardcore, Big Tits, Anal, Deepthroat, Toys, Blowjob, Ass to mouth, Blonde, Mature & Milf, Open Mouth Facial, Straight Porn, HD Porn, Gaping
BTS-Anal Craving MILFs #06
Date added: 11-04-2018 Length: 00:05:52 Rating: 70
Barbie Sins
Categories : Big Tits, Blonde, Mature & Milf, Behind The Scene, Straight Porn
MILF Francesca: Young Cock/Anal Gaping
Date added: 11-03-2018 Length: 00:36:31 Rating: 70
Description : Busty Latina MILF Francesca Le shows off her round boobs and thick, luscious ass in a skintight mesh dress. She joins younger stud Bill Bailey on the sofa for a passionate make-out session. Bill rubs her pussy through her skimpy panties. Francesca drops to her knees, squeezing his balls while hungrily gagging and drooling on his massive cock. The well-hung gentleman thrusts deeply into Francesca's tight butthole, making it gape. She sucks dick ass-to-mouth and lewdly rims his bunghole. Climaxing their nasty anal date, he cums in her mouth.
Francesca Le, Bill Bailey
Categories : Latina, Hardcore, Big Tits, Anal, Deepthroat, Blowjob, Ass to mouth, Brunette, Mature & Milf, Open Mouth Facial, Ass, Cunilingus, Rimming, Straight Porn, HD Porn, Gaping
BTS-Anal Craving MILFs #06
Date added: 11-03-2018 Length: 00:02:41 Rating: 70
Francesca Le
Categories : Pornstar, Latina, Big Tits, Brunette, Mature & Milf, Behind The Scene, Straight Porn
Anal Gaping No Joke To MILF Comedienne
Date added: 11-02-2018 Length: 00:43:01 Rating: 70
Description : Nervous about an upcoming show, comedienne Silvia Saige tells manager Mark Wood some of the dirty jokes she fears might be too strong for the audience. When he expresses doubt that the leggy MILF brunette is as perverted as she claims, Silvia proudly displays the jeweled butt plug lodged in her asshole -- this athletic temptress is always ready for anal sex! Before long, she's sucking on Mark's big dick. He reams her experienced asshole to gaping. (She's probably used to getting reamed by agents...) Silvia sucks cock ass-to-mouth and enjoys an oral cum shot.
Silvia Saige, Mark Wood
Categories : Hardcore, Big Tits, Anal, Blowjob, Ass to mouth, Brunette, Mature & Milf, Open Mouth Facial, Straight Porn, HD Porn, Gaping, Lingerie
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