Bailey Videos (1,218)

Bailey loves swallowing cum!

64% HD 0:39 / 16:59

Bailey loves swallowing cum!

FapHouse 4 years ago

TS Cumshot Compilation 2

49% VR 0:08 / 35:43

TS Cumshot Compilation 2

FapHouse 2 months ago

Bailey And Luna Nyx Swap Head

Bailey And Luna Nyx Swap Head

TSBaileyJay 1 year ago

Bailey Jay & Luna Nyx

61% HD 0:10 / 24:04

Bailey Jay & Luna Nyx

LoyalFans 7 months ago

Bailey Jay & Cardi

51% HD 0:10 / 21:35

Bailey Jay & Cardi

LoyalFans 2 months ago

Massive bareback orgy

58% HD 1:01 / 1:01:33

Massive bareback orgy

FapHouse 4 years ago

TS Cumshot Compilation

46% VR 0:08 / 38:12

TS Cumshot Compilation

FapHouse 4 months ago

[Trans] TS Cumshot Compilation 2

56% VR 1:28 / 35:42

[Trans] TS Cumshot Compilation 2

VRPorn 5 months ago

Masturbation with Dildo in Asshole

66% HD 1:01 / 22:35

Masturbation with Dildo in Asshole

FapHouse 4 weeks ago

Submissive and Compliant Sissy Maid

61% 1:01 / 27:56

Submissive and Compliant Sissy Maid

FapHouse 2 years ago

Bailey Wilde Fucking Trans Becki Bottomz

65% HD 0:10 / 17:18

Bailey Wilde Fucking Trans Becki Bottomz

LoyalFans 1 month ago

The Best Trans Cumshot Compilation

The Best Trans Cumshot Compilation

VrSmash 2 years ago

Dirty Delivery

50% VR 0:39 / 41:11

FapHouse 1 year ago

30 Minute Long Version of Brenda Bimbo Being Transformed by Me and Trained to Be a Sissy Cumslut by Mistress Bailey Love. Watch

63% HD 0:39 / 30:46

30 Minute Long Version of Brenda Bimbo Being Transformed by Me and Trained to Be a Sissy Cumslut by Mistress Bailey Love. Watch

FapHouse 1 year ago

Nyxi Leon Fucked in 5 Different Positions by Mistress Bailey Love. Also, Blowjob, Throatfuck, Rim Job, a 3some with Kymmy Harper

47% HD 0:39 / 19:53

Nyxi Leon Fucked in 5 Different Positions by Mistress Bailey Love. Also, Blowjob, Throatfuck, Rim Job, a 3some with Kymmy Harper

FapHouse 1 year ago

Trans Spider-Babes Circle Jerk BlowBang

66% 0:30 / 20:30

Trans Spider-Babes Circle Jerk BlowBang

Clips4sale 1 year ago

Chelsea Marie & Janelle Fennec - Trans-Visions 12

Chelsea Marie & Janelle Fennec - Trans-Visions 12

Erotik 8 years ago

Bts POV Sex with Bailey Wilde

Bts POV Sex with Bailey Wilde

FapHouse 3 weeks ago

Chanel Noir - TS Factor 13

Chanel Noir - TS Factor 13

Erotik 5 years ago

Mica's Ep. 4 - Pure TS Pleasure

62% VR 3:06 / 36:20

Mica's Ep. 4 - Pure TS Pleasure

POVR 7 years ago

Arabella Raphael takes a hot load of cum in her asshole

61% HD 2:09 / 38:41

Arabella Raphael takes a hot load of cum in her asshole

KinkTrans 10 years ago

Emma Rose, Zariah Aura, and Bailey Archer Share Stud's Huge Cock in Foursome

Emma Rose, Zariah Aura, and Bailey Archer Share Stud's Huge Cock in Foursome

FapHouse 9 months ago

[Trans] TS Cumshot Compilation

56% VR 1:27 / 38:11

[Trans] TS Cumshot Compilation

VRPorn 5 months ago

Mica's Ep. 4 - Pure TS Pleasure

63% VR 3:06 / 36:20

Mica's Ep. 4 - Pure TS Pleasure

POVR 7 years ago

Emma Rose, Zariah Aura, and Bailey Archer Share Stud's Huge Cock in Foursome

71% HD 1:01 / 39:52

Emma Rose, Zariah Aura, and Bailey Archer Share Stud's Huge Cock in Foursome

FapHouse 9 months ago

super hot threesome with faith vixxen + bailey archer

69% 0:30 / 40:51

super hot threesome with faith vixxen + bailey archer

AnalVids 2 years ago

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

73% HD 0:39 / 19:53

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

FapHouse 2 years ago

Private holiday video from Norway – Hiking with Kai Bailey and sucking his cock as a treat

69% HD 0:30 / 1:18:54

Private holiday video from Norway – Hiking with Kai Bailey and sucking his cock as a treat

Clips4sale 2 years ago

Hot tgirl Morgan Bailey fucks Christian XXX bareback

71% HD 1:01 / 21:46

Hot tgirl Morgan Bailey fucks Christian XXX bareback

FapHouse 7 years ago

One night stand

VR 0:47 / 37:59

One night stand

VirtualRealTrans 8 years ago

Suck Bailey Jay's Cock

65% HD 0:39 / 6:41

Suck Bailey Jay's Cock

FapHouse 11 months ago

Performance Review

65% VR 1:20 / 31:42

Performance Review

VirtualRealTrans 1 month ago

Trans Girl Lena Gets Fisted & Facefucked by Gamer BF Kaiden

71% HD 1:01 / 25:20

Trans Girl Lena Gets Fisted & Facefucked by Gamer BF Kaiden

FapHouse 1 year ago

Playing Between Two Shemale

53% HD 1:01 / 35:08

Playing Between Two Shemale

FapHouse 4 months ago

Bailey Jay doing her first JOI

Bailey Jay doing her first JOI

TSBaileyJay 1 year ago

The Best Trans Cowgirl Compilation

64% VR 5:00 / 37:07

The Best Trans Cowgirl Compilation

VrSmash 2 years ago

Happy Threesome New Year

55% VR 0:08 / 35:25

Happy Threesome New Year

FapHouse 3 months ago

Trans Girl Lena Gets Fisted & Facefucked by Gamer BF Kaiden

64% HD 0:39 / 25:20

Trans Girl Lena Gets Fisted & Facefucked by Gamer BF Kaiden

FapHouse 1 year ago

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

79% HD 1:01 / 19:53

Nyxi Leon Fucked in 5 Different Positions by TS Mistress Bailey Love & More!

FapHouse 2 years ago

TS Cumshot Compilation 2

46% VR 0:08 / 35:43

TS Cumshot Compilation 2

FapHouse 2 months ago

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

FapHouse 2 weeks ago

Kymmy Harper Was so Worried the Night Before Her Wedding She Gave Her Very Good Friend Bailey a Call.

72% HD 1:01 / 6:11

Kymmy Harper Was so Worried the Night Before Her Wedding She Gave Her Very Good Friend Bailey a Call.

FapHouse 1 year ago

Hung Trans Girl Bailey Archer Fucks Stud's Bubble Butt Til Both Cum

HD 1:01 / 24:28

Hung Trans Girl Bailey Archer Fucks Stud's Bubble Butt Til Both Cum

FapHouse 9 months ago

Our Newest Girls Star with Bailey Love in a Video About a Massive Toy!! Watch as Our New Mistress Sy Uses This Gigantic Dildo on

67% HD 1:01 / 11:35

Our Newest Girls Star with Bailey Love in a Video About a Massive Toy!! Watch as Our New Mistress Sy Uses This Gigantic Dildo on

FapHouse 1 year ago

emma rose, zariah aura, and bailey archer share stud s huge cock in cum filled foursome

65% HD 0:30 / 39:46

emma rose, zariah aura, and bailey archer share stud s huge cock in cum filled foursome

AnalVids 2 years ago

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

FapHouse 2 weeks ago

Mica's Ep. 4 - Pure TS Pleasure

53% VR 0:08 / 36:21

Mica's Ep. 4 - Pure TS Pleasure

FapHouse 7 months ago

It's Close To Midnight...Ts Morgan Bailey fucks in a Cemetery

HD 0:39 / 46:59

It's Close To Midnight...Ts Morgan Bailey fucks in a Cemetery

KinkTrans 14 years ago

TS Morgan Bailey cums outdoors

65% HD 0:39 / 14:49

TS Morgan Bailey cums outdoors

FapHouse 8 years ago

Morgan Bailey Is Obsessed with Men in Uniform

HD 0:39 / 40:29

Morgan Bailey Is Obsessed with Men in Uniform

FapHouse 3 weeks ago

Superstar TS Morgan Bailey blows a guy while on cam

70% HD 1:01 / 10:59

Superstar TS Morgan Bailey blows a guy while on cam

FapHouse 4 years ago

Goddesses Visiting

63% VR 0:08 / 29:13

Goddesses Visiting

FapHouse 1 month ago

Dirty Delivery

49% VR 0:39 / 41:11

FapHouse 1 year ago

Morgan Bailey & Robert Axel

60% HD 1:01 / 23:16

Morgan Bailey & Robert Axel

FapHouse 8 years ago

Tranny Vice

52% HD 1:01 / 1:19:00

FapHouse 4 months ago

Private holiday video from Norway &ndash_ Hiking with Kai Bailey and sucking his cock as a treat

Premium 56% HD 1:18:54

Private holiday video from Norway &ndash_ Hiking with Kai Bailey and sucking his cock as a treat

XVideosRed 2 years ago

Threesome Ft. Casey Kisses and Bailey Archer

76% HD 0:10 / 1:11:02

Threesome Ft. Casey Kisses and Bailey Archer

LoyalFans 5 months ago

Goddesses Visiting

66% VR 0:08 / 29:13

Goddesses Visiting

FapHouse 1 month ago

Sucking Bailey Jay

Sucking Bailey Jay

AdultPrime 2 months ago

Cobalt Ftm Meets Boybailey Bbk Fuck

62% HD 1:01 / 28:39

Cobalt Ftm Meets Boybailey Bbk Fuck

FapHouse 3 months ago

ts slut casey kisses & slim stud kai bailey in mr. plumber s big tool!

65% HD 0:30 / 22:02

ts slut casey kisses & slim stud kai bailey in mr. plumber s big tool!

AnalVids 1 year ago

stunning redhead sabina steele gets creampied by kai bailey!

55% HD 0:30 / 23:45

stunning redhead sabina steele gets creampied by kai bailey!

AnalVids 2 years ago

Bully Bailey

VR 0:39 / 40:36

FapHouse 1 year ago

super sexy foursome with bailey archer, nyxi leon, and valeria atreides

HD 0:30 / 21:14

super sexy foursome with bailey archer, nyxi leon, and valeria atreides

PornBox 3 years ago

Hung Trans Girl Bailey Archer Fucks Stud&#039_s Bubble Butt til Both Cum

Premium HD 22:18

Hung Trans Girl Bailey Archer Fucks Stud&#039_s Bubble Butt til Both Cum

XVideosRed 2 years ago

Delivery Boy Interrupts a Big Dick TS Porno filming

70% HD 0:29 / 20:34

Delivery Boy Interrupts a Big Dick TS Porno filming

Clips4sale 1 year ago

Flourish TS House: Bailey Wilde and Jiggy Jaguar

HD 1:01 / 10:08

Flourish TS House: Bailey Wilde and Jiggy Jaguar

FapHouse 2 days ago

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

HD 0:39 / 21:20

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

FapHouse 2 weeks ago

Bailey Jay Needed Her Dick Sucked

68% HD 1:01 / 5:17

Bailey Jay Needed Her Dick Sucked

FapHouse 4 months ago

Sucking her big cock

Sucking her big cock

AdultPrime 1 week ago

bailey archer milks her cock while i fuck her ass

63% HD 0:30 / 27:36

bailey archer milks her cock while i fuck her ass

AnalVids 2 years ago

Delivery Boy Interrupts a Big Dick TS Porno filming

73% HD 0:10 / 20:30

Delivery Boy Interrupts a Big Dick TS Porno filming

LoyalFans 6 months ago

Morgan Bailey is incredible!

75% VR 5:00 / 19:35

Morgan Bailey is incredible!

VrSmash 5 years ago

A Sombra Afternoon

VR 3:00 / 43:20

A Sombra Afternoon

POVR 7 years ago

Emma Rose, Zariah Aura, and Bailey Archer Share Stud&#039_s Huge Cock in Cum Filled Foursome

Premium 54% HD 39:46

Emma Rose, Zariah Aura, and Bailey Archer Share Stud&#039_s Huge Cock in Cum Filled Foursome

XVideosRed 2 years ago

Massive bareback orgy

48% HD 0:39 / 1:01:33

Massive bareback orgy

FapHouse 4 years ago

Gorgeous Bik Dick Star Cums a Ton! Solo

55% HD 1:01 / 21:57

Gorgeous Bik Dick Star Cums a Ton! Solo

FapHouse 6 months ago

transerotica petite trans Jessy Bells fucked by Kai Bailey

HD 0:39 / 20:14

transerotica petite trans Jessy Bells fucked by Kai Bailey

FapHouse 4 years ago

TS Seduction: Tattoo Confidential: TS Morgan Bailey Dominates In A Threesome

71% HD 0:30 / 41:00

TS Seduction: Tattoo Confidential: TS Morgan Bailey Dominates In A Threesome

AEBN 12 years ago

ts blonde crystal thayer is anal creampied by dicked stud kai bailey!

HD 0:30 / 27:25

ts blonde crystal thayer is anal creampied by dicked stud kai bailey!

PornBox 1 year ago

Morgan Bailey Is Obsessed with Men in Uniform

HD 0:39 / 40:29

Morgan Bailey Is Obsessed with Men in Uniform

FapHouse 3 weeks ago

Masturbation with Dildo in Asshole

HD 0:39 / 22:35

Masturbation with Dildo in Asshole

FapHouse 4 weeks ago

Threesome With Faith Vixxen + Bailey Archer

67% HD 0:10 / 40:51

Threesome With Faith Vixxen + Bailey Archer

LoyalFans 1 year ago

Emma Rose, Zariah Aura, and Bailey Archer Share Stud's Huge Cock in Foursome

61% HD 0:39 / 39:52

Emma Rose, Zariah Aura, and Bailey Archer Share Stud's Huge Cock in Foursome

FapHouse 9 months ago

Kymmy Harper Was so Worried the Night Before Her Wedding She Gave Her Very Good Friend Bailey a Call.

58% HD 0:39 / 6:11

Kymmy Harper Was so Worried the Night Before Her Wedding She Gave Her Very Good Friend Bailey a Call.

FapHouse 1 year ago

TS Beauty Bailey Jay Sucks His Big Cock

66% 0:20 / 11:00

TS Beauty Bailey Jay Sucks His Big Cock

AdultEmpire 5 months ago

Hot Threesome - Faith Vixxen and Bailey Archer

56% HD 1:01 / 40:57

Hot Threesome - Faith Vixxen and Bailey Archer

FapHouse 6 months ago

Soaking Virtual TS in Cum

Soaking Virtual TS in Cum

VrSmash 8 years ago

How About a 35 Minute Video with Fucking - Sucking and Lots of Hot Sexy Fun? Starring Bailey Love - Lexi and Riley. the Training

75% HD 1:01 / 35:10

How About a 35 Minute Video with Fucking - Sucking and Lots of Hot Sexy Fun? Starring Bailey Love - Lexi and Riley. the Training

FapHouse 1 year ago

Transglamour - Sabina Steele, Kai Bailey

Transglamour - Sabina Steele, Kai Bailey

XVideosRed 5 years ago

A Novel Encounter Ft. Bailey Archer

A Novel Encounter Ft. Bailey Archer

FapHouse 1 month ago

[Trans] The Best Cowgirl Compilation

48% VR 0:54 / 37:13

[Trans] The Best Cowgirl Compilation

VRPorn 3 years ago

Almost Another Half Hour of Fucking, Sucking as Bailey Love & Bella Bates Star in Hr Fucks Over Bella Again.

61% HD 1:01 / 26:40

Almost Another Half Hour of Fucking, Sucking as Bailey Love & Bella Bates Star in Hr Fucks Over Bella Again.

FapHouse 1 year ago

Hung Trans Girl Bailey Archer Fucks Stud's Bubble Butt Til Both Cum

68% HD 0:39 / 24:28

Hung Trans Girl Bailey Archer Fucks Stud's Bubble Butt Til Both Cum

FapHouse 9 months ago

Working Out With Trans VR Porn Stars

Working Out With Trans VR Porn Stars

VrSmash 8 years ago

[Trans] A Sombra Afternoon Bailey Paris

55% VR 1:29 / 43:23

[Trans] A Sombra Afternoon Bailey Paris

VrSmash 10 months ago

Private holiday video from Norway &ndash_ Hiking with Kai Bailey and sucking his cock as a treat

Premium HD 1:18:54

Private holiday video from Norway &ndash_ Hiking with Kai Bailey and sucking his cock as a treat

XNXXGold 2 years ago

Nyxi Leon Fucked in 5 Different Positions by Mistress Bailey Love. Also, Blowjob, Throatfuck, Rim Job, a 3some with Kymmy Harper

68% HD 1:01 / 19:53

Nyxi Leon Fucked in 5 Different Positions by Mistress Bailey Love. Also, Blowjob, Throatfuck, Rim Job, a 3some with Kymmy Harper

FapHouse 1 year ago

Cute, Busty, Red Haired TS Bailey Jay Sucks Cock and Masturbates

61% 0:20 / 16:00

Cute, Busty, Red Haired TS Bailey Jay Sucks Cock and Masturbates

AdultEmpire 4 months ago

Flourish TS House: Bailey Wilde and Jiggy Jaguar

HD 0:39 / 10:08

Flourish TS House: Bailey Wilde and Jiggy Jaguar

FapHouse 2 days ago

TS Becki Bottomz Fucking Bailey Wilde

63% HD 0:10 / 17:18

TS Becki Bottomz Fucking Bailey Wilde

LoyalFans 1 month ago

TS Morgan Bailey cums outdoors

68% HD 1:01 / 14:49

TS Morgan Bailey cums outdoors

FapHouse 8 years ago

Hot Threesome - Faith Vixxen and Bailey Archer

51% HD 0:39 / 40:57

Hot Threesome - Faith Vixxen and Bailey Archer

FapHouse 6 months ago

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

61% HD 1:01 / 21:20

Trans Hotties Bailey Archer, Nyxi Leon, and Valeria Atreides Share Stud's Cock in Sexy Foursome

FapHouse 2 weeks ago

Foursome Fuckfest: Me and Joey The Foot Guy Doubleteam Group Sex Two Hot Trans Women In Anal Orgy Foursome with Blowjobs and Cumshot

61% HD 0:30 / 20:08

Foursome Fuckfest: Me and Joey The Foot Guy Doubleteam Group Sex Two Hot Trans Women In Anal Orgy Foursome with Blowjobs and Cumshot

Clips4sale 1 year ago

Fucked By Big Trans Cock - Bailey Archer

70% HD 0:25 / 13:21

Fucked By Big Trans Cock - Bailey Archer

Clips4sale 2 months ago

raw anal session with slim stud kai bailey & ts beauty vera special!

63% HD 0:30 / 23:59

raw anal session with slim stud kai bailey & ts beauty vera special!

PornBox 1 year ago

Pegging Princess

67% HD 0:10 / 24:41

Pegging Princess

LoyalFans 6 months ago

American's Next Top Bottom Idol: THE RETURN OF MORGAN BAILEY

HD 0:45 / 38:52

American's Next Top Bottom Idol: THE RETURN OF MORGAN BAILEY

KinkTrans 13 years ago

Non Stop Hot TGirl Cumshot Compilation - 2023 Edition

42% 0:22 / 54:23

Non Stop Hot TGirl Cumshot Compilation - 2023 Edition

Clips4sale 1 year ago

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 2

HD 0:10 / 20:02

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 2

LoyalFans 1 month ago

Young sissy Latina trained to be whore at Bailey's Brothel

67% HD 0:39 / 38:14

Young sissy Latina trained to be whore at Bailey's Brothel

FapHouse 4 years ago

Dandy's New Doll - BBW mistress Princess Dandy pegs crossdresser Bailey Wilde on dungeon sex swing

Dandy's New Doll - BBW mistress Princess Dandy pegs crossdresser Bailey Wilde on dungeon sex swing

Clips4sale 2 years ago

Transglamour - Bailee Paris, Yulia, Kai Bailey

Transglamour - Bailee Paris, Yulia, Kai Bailey

XNXXGold 6 years ago

one-night-stand surprises me with his big cock

4K 0:55 / 28:28

one-night-stand surprises me with his big cock

Clips4sale 4 years ago

Bailey Jay Needed Her Dick Sucked

61% HD 0:12 / 5:12

Bailey Jay Needed Her Dick Sucked

AdultPrime 5 years ago

Hung Trans Hottie Bailey Archer Fucks Stud Until Both Cum

Hung Trans Hottie Bailey Archer Fucks Stud Until Both Cum

Clips4sale 8 months ago

America's Next Top Tranny 14 (Devils Film) Scene 1

America's Next Top Tranny 14 (Devils Film) Scene 1

Erotik 10 years ago

Dr. Bailey Bullying For Sex

Dr. Bailey Bullying For Sex

VrSmash 8 years ago

Bailey Jay getting assfucked

Bailey Jay getting assfucked

TSBaileyJay 5 years ago

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1,218 results found

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