Cheerleader Videos - Trans (26,588)

Toga Convinces You to Cross Dress

HD 0:39 / 20:11

Toga Convinces You to Cross Dress

FapHouse 1 week ago

Sophia Loreen Party on Dec 23, 2025 - Part 2

61% 4K 2:00 / 33:49

Sophia Loreen Party on Dec 23, 2025 - Part 2

Flirt4Free 2 weeks ago

Hanna Ven Private Show

57% HD 2:00 / 10:55

Hanna Ven Private Show

Flirt4Free 1 year ago

Sophia Loreen Party on Apr 3, 2025 - Part 17

45% 4K 2:00 / 11:32

Sophia Loreen Party on Apr 3, 2025 - Part 17

Flirt4Free 9 months ago

Nicolle & Christian Private Show

63% HD 2:00 / 5:00

Nicolle & Christian Private Show

Flirt4Free 6 months ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 5 years ago

”pervcity blowjob after the big game”

”pervcity blowjob after the big game”

TransHero 1 month ago

Sara & Elver Private Show

52% HD 2:00 / 8:25

Sara & Elver Private Show

Flirt4Free 1 month ago

Fit 90lb former cheerleader femboy CUMMING from bang machine

Fit 90lb former cheerleader femboy CUMMING from bang machine

ShemaleSin 3 years ago

DEVILS TGIRLS - Busty Trans Jessy Dubai Has So Much Fun Getting Her Ass Fucked By A Big Cock

DEVILS TGIRLS - Busty Trans Jessy Dubai Has So Much Fun Getting Her Ass Fucked By A Big Cock

xHamster 3 years ago

Vicky Katherine Private Show

66% HD 2:00 / 28:15

Vicky Katherine Private Show

Flirt4Free 2 years ago

Shemale Porn Video Horny Cheerleaders Kira Crash And Alisia Rae Fuck

Shemale Porn Video Horny Cheerleaders Kira Crash And Alisia Rae Fuck

Tranny.one 1 year ago

Bella Nightwish Private Show

Bella Nightwish Private Show

Flirt4Free 2 days ago

Sophia Loreen Private Show

4K 2:00 / 16:47

Sophia Loreen Private Show

Flirt4Free 1 month ago

”Latin t-girl cheerleader Jessy Dubai anal fucked by a coach”

”Latin t-girl cheerleader Jessy Dubai anal fucked by a coach”

LesbianBliss 4 weeks ago

Teen TS cheerleader Hazel Tucker analed by her BFs thick dick

Teen TS cheerleader Hazel Tucker analed by her BFs thick dick

Sheshaft 12 years ago

Femboy cheerleader sleepover

Femboy cheerleader sleepover

Amateur8 2 months ago

Teen Tranny Cheerleader Nelly Taylor gets anal sex

Teen Tranny Cheerleader Nelly Taylor gets anal sex

xHamster 12 years ago

Sophia Loreen Private Show

40% 4K 2:00 / 21:06

Sophia Loreen Private Show

Flirt4Free 4 months ago

Skinny Redhead Tranny Horny Xxx Clip

Skinny Redhead Tranny Horny Xxx Clip

getTranny 1 month ago

Kim Tranny Possible roof top, quickie with ron

Kim Tranny Possible roof top, quickie with ron

xHamster 5 days ago

Gabriella Bruni Private Show

61% 4K 2:00 / 6:17

Gabriella Bruni Private Show

Flirt4Free 2 months ago

fucking the cheerleader on the DL

63% HD 1:01 / 26:05

fucking the cheerleader on the DL

FapHouse 3 years ago

”RealityKings: Stellar Squirting Sex with Susie Stellar”

”RealityKings: Stellar Squirting Sex with Susie Stellar”

ThePornstar 5 months ago

Sophia Loreen Private Show

4K 2:00 / 13:07

Sophia Loreen Private Show

Flirt4Free 1 month ago

Cheeky Cheerleader

Cheeky Cheerleader

xHamster 1 year ago

”All you can Eat big black dick Buffet with Cheerleader Arietta!”

”All you can Eat big black dick Buffet with Cheerleader Arietta!”

TransHero 1 month ago

Viky & Master Private Show

66% HD 2:00 / 5:28

Viky & Master Private Show

Flirt4Free 4 months ago

With Cheerleaders Uniform Enjoyment Within the Series for You to Eat

51% HD 1:01 / 23:42

With Cheerleaders Uniform Enjoyment Within the Series for You to Eat

FapHouse 1 year ago

make me squirt - Part 3

52% 4K 2:00 / 19:52

make me squirt - Part 3

Flirt4Free 3 months ago

Pledge and get spot for my group show..start now!!

67% HD 2:00 / 19:52

Pledge and get spot for my group show..start now!!

Flirt4Free 6 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 days ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 2 days ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 4 years ago

”Only the best cheerleaders pack a dick”

”Only the best cheerleaders pack a dick”

IFuckedYourGF 1 month ago

GROOBYVR - Cheerleader Ember Fiera Loves To Shake On Top

GROOBYVR - Cheerleader Ember Fiera Loves To Shake On Top

xHamster 1 year ago

Big booty bottom cheerleading

Big booty bottom cheerleading

xHamster 2 years ago

Sophia Loreen Party on Sep 21, 2024 - Part 2

HD 2:00 / 50:14

Sophia Loreen Party on Sep 21, 2024 - Part 2

Flirt4Free 1 year ago

Sophia Loreen Private Show

55% HD 2:00 / 12:52

Sophia Loreen Private Show

Flirt4Free 5 months ago

Sadie Santana ChocolateCheerLeader Camp (Large Bazookas, Large Melons)

Sadie Santana ChocolateCheerLeader Camp (Large Bazookas, Large Melons)

Ebony8 3 years ago

orgasm

57% HD 2:00 / 24:53

Flirt4Free 2 years ago

GENDER X Tranny cheerleader rides on BBC - Smash Thompson,Ella Hollywood

GENDER X Tranny cheerleader rides on BBC - Smash Thompson,Ella Hollywood

Fapnado 4 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Cheerleading femboi barebacked in IR anal by Black jock

Cheerleading femboi barebacked in IR anal by Black jock

Eporner 1 year ago

Black tranny swallows cum

Black tranny swallows cum

aShemaleTube 10 years ago

Celeste Fuentes Transgirl Cheerleader boinks jock for winning the game.mp4 (Christian GONZO)

Celeste Fuentes Transgirl Cheerleader boinks jock for winning the game.mp4 (Christian GONZO)

KeekAss 5 months ago

Lick Smell, and Worship My Hairy Armpits

62% HD 2:00 / 9:27

Lick Smell, and Worship My Hairy Armpits

Flirt4Free 3 years ago

”Quater back screwed by Transgender cheerleader”

”Quater back screwed by Transgender cheerleader”

Faptor 2 years ago

”T-girl cheerleader Kelly Shore assfucking reamed”

”T-girl cheerleader Kelly Shore assfucking reamed”

429Men 1 week ago

Transsexual Cheerleaders 8

66% HD 0:30 / 1:48:00

Transsexual Cheerleaders 8

AEBN 13 years ago

”ASIANTGIRL: Cheerleader Naomi Is Playing For You!”

”ASIANTGIRL: Cheerleader Naomi Is Playing For You!”

LesbianBliss 1 week ago

Transgirl Cheerleader With Enormous Inked Mammories Nails Mate

Transgirl Cheerleader With Enormous Inked Mammories Nails Mate

KeekAss 5 years ago

”Big Boobed tranny cheerleader Jesse Flores anal fucks her coach outdoor”

”Big Boobed tranny cheerleader Jesse Flores anal fucks her coach outdoor”

Trashreality 11 months ago

Busty TS Cheerleader Gets Her Ass Pounded Until She Cums On Herself

Busty TS Cheerleader Gets Her Ass Pounded Until She Cums On Herself

BeMyHole 2 years ago

Evelyn Smit Private Show

HD 2:00 / 42:49

Evelyn Smit Private Show

Flirt4Free 1 week ago

Crossdressing cheerleader seduces the coach

HD 0:39 / 27:03

Crossdressing cheerleader seduces the coach

FapHouse 3 years ago

Violet Xia Party on Jan 7, 2026

HD 2:00 / 52:35

Violet Xia Party on Jan 7, 2026

Flirt4Free 3 days ago

Sophia Loreen Party on Sep 14, 2024

HD 2:00 / 1:00:10

Sophia Loreen Party on Sep 14, 2024

Flirt4Free 1 year ago

”Sexy t-girl cheerleader assfucking compilation”

”Sexy t-girl cheerleader assfucking compilation”

Zatube 3 months ago

Inked shemale cheerleader Aubrey Kate rides her boyfriend's stiff schlong

Inked shemale cheerleader Aubrey Kate rides her boyfriend's stiff schlong

Tranny.one 8 years ago

Trans Cheerleader Gets Drilled Hard by Coach

Trans Cheerleader Gets Drilled Hard by Coach

XXXShake 2 years ago

Shye Babb Party on Nov 18, 2025 - Part 2

41% HD 2:00 / 24:35

Shye Babb Party on Nov 18, 2025 - Part 2

Flirt4Free 1 month ago

”Did I just fuck a cheerleader, with a shaft?”

”Did I just fuck a cheerleader, with a shaft?”

Fapnow 2 years ago

Trans cheerleader Penny Tyler is cock sucked and anal fucked

Trans cheerleader Penny Tyler is cock sucked and anal fucked

Katestube 2 years ago

Bailey Jay - Shemale Fucks Fetish Ass

Bailey Jay - Shemale Fucks Fetish Ass

PePorn 3 months ago

Sophia Loreen Party on Dec 27, 2025 - Part 2

65% 4K 2:00 / 45:19

Sophia Loreen Party on Dec 27, 2025 - Part 2

Flirt4Free 2 weeks ago

TS cheerleader barebacked in strip club by Trans GF

TS cheerleader barebacked in strip club by Trans GF

Some.Porn 11 months ago

”Sexy Lesbian Cheerleaders Natalia Nix & Andreina Deluxe Enjoy First Time Together”

”Sexy Lesbian Cheerleaders Natalia Nix & Andreina Deluxe Enjoy First Time Together”

ThePornstar 1 year ago

Sophia Loreen Party on May 17, 2025 - Part 2

46% 4K 2:00 / 21:35

Sophia Loreen Party on May 17, 2025 - Part 2

Flirt4Free 7 months ago

Amannda Skye Party on Dec 8, 2025 - Part 3

4K 2:00 / 25:36

Amannda Skye Party on Dec 8, 2025 - Part 3

Flirt4Free 1 month ago

SATANS T NYMPHS - Trans Cheerleader Brittany St. Jordan Gets Bum Humped By Profiteering Aged Guy

SATANS T NYMPHS - Trans Cheerleader Brittany St. Jordan Gets Bum Humped By Profiteering Aged Guy

KeekAss 3 years ago

”Brunette Shemale anal fucks cheerleader”

”Brunette Shemale anal fucks cheerleader”

HQBang 2 years ago

Jammy Salsalita Private Show

Jammy Salsalita Private Show

Flirt4Free 1 month ago

Sophia Loreen Private Show

HD 2:00 / 20:49

Sophia Loreen Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

56% 4K 2:00 / 4:49

Sophia Loreen Private Show

Flirt4Free 6 months ago

TS Asia Belle Warmup Her Hole For Colby Jansen

TS Asia Belle Warmup Her Hole For Colby Jansen

Eporner 9 months ago

TGIRLS.GONZO: Amanda Riley is the Cheerleader Bitch

TGIRLS.GONZO: Amanda Riley is the Cheerleader Bitch

KeekAss 2 years ago

I Beg You, Massage My Tits with Oil

I Beg You, Massage My Tits with Oil

Flirt4Free 1 year ago

[Trans] Rah Rah It's Bella Sky!

Premium 59% VR 31:40

[Trans] Rah Rah It's Bella Sky!

VRPorn 1 year ago

Me Riding Your Huge Cock

43% HD 2:00 / 5:00

Me Riding Your Huge Cock

Flirt4Free 1 year ago

INSANE SAKURA IS A REAL CHEERLEADER

INSANE SAKURA IS A REAL CHEERLEADER

TrannyGem 5 months ago

Viky & Master Private Show

63% HD 2:00 / 25:32

Viky & Master Private Show

Flirt4Free 4 months ago

Addam Parker Private Show

Addam Parker Private Show

Flirt4Free 3 years ago

BEST ROUND ASS BOUNCING! Enjoy my body naked a hot twerk in your face and a ride dildo without stop! - Part 3

BEST ROUND ASS BOUNCING! Enjoy my body naked a hot twerk in your face and a ride dildo without stop! - Part 3

Flirt4Free 4 months ago

AFRO SEX SLAVES - Hawt Ebony Black Cheerleaders College Frat Pleasure BBQ Turns Wild Sex Fuckfest

AFRO SEX SLAVES - Hawt Ebony Black Cheerleaders College Frat Pleasure BBQ Turns Wild Sex Fuckfest

Ebony8 2 years ago

Adorable Codi Vore and Jade Venus intensely fuck with Kasey Kei

Adorable Codi Vore and Jade Venus intensely fuck with Kasey Kei

VikiPorn 4 months ago

Transsexual Cheerleaders 12s4

Transsexual Cheerleaders 12s4

aShemaleTube 8 years ago

”This lucky lesbian did not know how good a Transgender is - Natalie Mars, Lindsey Love”

”This lucky lesbian did not know how good a Transgender is - Natalie Mars, Lindsey Love”

LesbianBliss 1 week ago

Iconic moment from "Transgender Cheerleader hands free dildo riding cumshot"

Iconic moment from "Transgender Cheerleader hands free dildo riding cumshot"

xHamster 4 months ago

Ebony TS cheerleader Becca Fatale analed

Ebony TS cheerleader Becca Fatale analed

PornGem 2 years ago

Trans Cheerleader Gets Her Donk Pulverized Until She Shoots A Load

Trans Cheerleader Gets Her Donk Pulverized Until She Shoots A Load

KeekAss 3 years ago

Sophia Loreen Private Show

64% HD 2:00 / 8:10

Sophia Loreen Private Show

Flirt4Free 2 years ago

Wild Sabrina Private Show

55% HD 2:00 / 15:33

Wild Sabrina Private Show

Flirt4Free 3 years ago

Wild Sabrina Members-Only Show

53% HD 2:00 / 27:42

Wild Sabrina Members-Only Show

Flirt4Free 3 years ago

”Trans Cheerleader Aubrey Kate”

”Trans Cheerleader Aubrey Kate”

429Men 3 weeks ago

TRANSSEXUAL tongues and nails trussed cheerleader (Bianca Dagger, Michelle Firestone)

TRANSSEXUAL tongues and nails trussed cheerleader (Bianca Dagger, Michelle Firestone)

KeekAss 3 years ago

Maria Saint Private Show

Maria Saint Private Show

Flirt4Free 1 day ago

Sophia Loreen Private Show

43% 4K 2:00 / 22:25

Sophia Loreen Private Show

Flirt4Free 7 months ago

Busty tgirl cheerleader Marissa Minx anal fucked by frat guy

Busty tgirl cheerleader Marissa Minx anal fucked by frat guy

Yeswegays 3 years ago

GROOBYVR - Bella Sky Enjoys Riding Cock on POV Video

GROOBYVR - Bella Sky Enjoys Riding Cock on POV Video

TrannyGem 1 year ago

”3 t-girl cheerleaders ass fucking a coach”

”3 t-girl cheerleaders ass fucking a coach”

ThePornstar 1 year ago

Trans cheerleader Aubrey Kate between hung studs

Trans cheerleader Aubrey Kate between hung studs

Fapnado 3 years ago

Hung Ladyboy Jasmine Beats The Drum With Dick

Hung Ladyboy Jasmine Beats The Drum With Dick

aShemaleTube 6 years ago

”BRAZILIAN TRANSSEXUALS - Sexy Cheerleader”

”BRAZILIAN TRANSSEXUALS - Sexy Cheerleader”

HQBang 1 month ago

Kaida Moon Private Show

Kaida Moon Private Show

Flirt4Free 4 months ago

Amanda Riley Cheerleader

Amanda Riley Cheerleader

getTranny 1 year ago

Wild Trans Cheerleader Takes on a Bukkake Party

Wild Trans Cheerleader Takes on a Bukkake Party

Tranny.one 1 year ago

Mikaela Cheerleader Argentine

Mikaela Cheerleader Argentine

TrannyGem 5 years ago

Im Pinch and Pull My Nipples

Im Pinch and Pull My Nipples

Flirt4Free 1 year ago

Post-Op Shemale Lilly Solo Action

Post-Op Shemale Lilly Solo Action

Sheshaft 8 years ago

”Trans Jean Hollywood bareback compilation”

”Trans Jean Hollywood bareback compilation”

Zatube 10 months ago

TS cheerleader Khloe Hart anal fucks a guy

TS cheerleader Khloe Hart anal fucks a guy

SleazyNEasy 9 months ago

”Bleacher Blonde Gets Two Cocks - Clark Delgaty, Angellica Good, Rick Hard”

”Bleacher Blonde Gets Two Cocks - Clark Delgaty, Angellica Good, Rick Hard”

StarWank 1 year ago

Ts Vampire Bound And Fucked Cheerleader

Ts Vampire Bound And Fucked Cheerleader

getTranny 3 years ago

Jasmin Keur & Rick Fix Private Show

Jasmin Keur & Rick Fix Private Show

Flirt4Free 1 year ago

Sissy Cheerleader Goons and Eats Her Own Cum

Sissy Cheerleader Goons and Eats Her Own Cum

xHamster 1 month ago

TGIRLS.XXX: Amanda Riley is the Cheerleader Slut

TGIRLS.XXX: Amanda Riley is the Cheerleader Slut

aShemaleTube 2 years ago

She won't take no for an answer when it's about cheerleading

She won't take no for an answer when it's about cheerleading

aShemaleTube 4 years ago

Latina transsexual cheerleader Tori Mayes anal fucking a guy

Latina transsexual cheerleader Tori Mayes anal fucking a guy

Wankoz 3 years ago

Cheerleader Girlfriend gives you JOI / CEI - Role Play

Cheerleader Girlfriend gives you JOI / CEI - Role Play

FapCat 3 years ago

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