Shemale First Time Videos (1,123)

MY FIRST GANGBANG! Was this too extreme??

66% HD 0:29 / 17:19

MY FIRST GANGBANG! Was this too extreme??

Clips4sale 2 years ago

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

58% HD 0:10 / 7:00

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

LoyalFans 2 years ago

Thirsty College boy

70% HD 0:10 / 12:26

Thirsty College boy

LoyalFans 1 year ago

GLORY HOLE WHORE

51% HD 0:10 / 8:18

GLORY HOLE WHORE

LoyalFans 1 year ago

French boy took all my load

65% HD 0:10 / 9:19

French boy took all my load

LoyalFans 11 months ago

His First Taste of Cum

69% HD 0:10 / 8:03

His First Taste of Cum

LoyalFans 7 months ago

Athena Parisi's first time with a Cis-Woman!

63% HD 0:10 / 26:05

Athena Parisi's first time with a Cis-Woman!

LoyalFans 7 months ago

RUBBER PETS MATCH MAKERS | MISTRESS DAMAZONIA & XXX SLAYER & CIBBY

56% HD 0:10 / 26:24

RUBBER PETS MATCH MAKERS | MISTRESS DAMAZONIA & XXX SLAYER & CIBBY

LoyalFans 2 years ago

My First Trans Girl- Go Big or Go Home

HD 0:10 / 18:02

My First Trans Girl- Go Big or Go Home

LoyalFans 1 year ago

MILF Goddess Creampies the Virgin Bell Boy || TS Karabella

53% HD 0:10 / 15:06

MILF Goddess Creampies the Virgin Bell Boy || TS Karabella

LoyalFans 6 months ago

18 Year Old Trans Girl's First Time On Camera

57% HD 0:10 / 41:02

18 Year Old Trans Girl's First Time On Camera

LoyalFans 1 year ago

BGG 3some With 2 Trans Southern Belles

HD 0:52 / 32:47

BGG 3some With 2 Trans Southern Belles

Clips4sale 7 months ago

Ember Snow- TS Fuck w Eva Maxim Pt. 1

66% HD 0:10 / 8:01

Ember Snow- TS Fuck w Eva Maxim Pt. 1

LoyalFans 2 years ago

Memie Flips & Facials Fun With POV, Rimming, Blowjob, Thai, Ladyboy, Trans, Uncut Cock, Shaved, Big Tits, Fake Tits, Cum on Cock, Versatile

Premium HD 32:20

Memie Flips & Facials Fun With POV, Rimming, Blowjob, Thai, Ladyboy, Trans, Uncut Cock, Shaved, Big Tits, Fake Tits, Cum on Cock, Versatile

Clips4sale 1 month ago

T Girl Jessica tickling experience PART 2 - Amazing T-girl being tickled while tied up for the very first time. balls tickling, cock tickling, belly tickling, inner-thigh tickling, intense armpit tickling

HD 0:29 / 16:40

T Girl Jessica tickling experience PART 2 - Amazing T-girl being tickled while tied up for the very first time. balls tickling, cock tickling, belly tickling, inner-thigh tickling, intense armpit tickling

Clips4sale 1 month ago

Too Hot to Handle in Denmark

59% HD 0:10 / 17:09

Too Hot to Handle in Denmark

LoyalFans 4 years ago

Ember Snow- Fit Fuck with Eva Maxim

74% HD 0:10 / 18:53

Ember Snow- Fit Fuck with Eva Maxim

LoyalFans 10 months ago

ForXed Bi First experience PT1 - Blow Job school

55% HD 0:20 / 11:15

ForXed Bi First experience PT1 - Blow Job school

Clips4sale 4 years ago

Ember Snow-TS Oil Rubdown Tori Easton

57% HD 0:10 / 8:15

Ember Snow-TS Oil Rubdown Tori Easton

LoyalFans 2 years ago

Jojo Delow Gives Herself To A Trans Girl For The First Time

Premium 4K 25:18

Jojo Delow Gives Herself To A Trans Girl For The First Time

Clips4sale 1 month ago

T Girl Jessica tickling experience PART 1 - Amazing T-girl tries out being tickled while tied up for the very first time. Foot tickling, belly tickling, inner-thigh tickling, intense armpit tickling

61% HD 0:25 / 17:20

T Girl Jessica tickling experience PART 1 - Amazing T-girl tries out being tickled while tied up for the very first time. Foot tickling, belly tickling, inner-thigh tickling, intense armpit tickling

Clips4sale 1 month ago

Eddy and Dominic - sucking, licking, raw fucking

61% 0:11 / 15:05

Eddy and Dominic - sucking, licking, raw fucking

Clips4sale 2 years ago

Hot Latina Trans Girl's 1st Sex Tape

HD 0:10 / 20:18

Hot Latina Trans Girl's 1st Sex Tape

LoyalFans 1 year ago

***fucking the hot ts slut LilithFux with TS Domme Petiteabbie***

65% 0:36 / 31:56

***fucking the hot ts slut LilithFux with TS Domme Petiteabbie***

Clips4sale 3 years ago

FtM Trans and Black Male Sensual Sextape - Jaq Quicksilver and Jake Waters - White trans man and fit black man have passionate sex - blowjob, oral, facesitting, big clit, muscular, creampie, pussy - 720p mp4

HD 0:26 / 35:04

FtM Trans and Black Male Sensual Sextape - Jaq Quicksilver and Jake Waters - White trans man and fit black man have passionate sex - blowjob, oral, facesitting, big clit, muscular, creampie, pussy - 720p mp4

Clips4sale 1 year ago

CLARICE BOAVENTURA - vol 01 - (mp4) worship video

61% HD 0:12 / 11:11

CLARICE BOAVENTURA - vol 01 - (mp4) worship video

Clips4sale 1 year ago

Tonight's Girlfriend

59% HD 0:10 / 33:19

Tonight's Girlfriend

LoyalFans 2 years ago

Creampie Water: TS jerks off and cums in the Ocean (Underwater 4k)

59% 4K 0:23 / 16:14

Creampie Water: TS jerks off and cums in the Ocean (Underwater 4k)

Clips4sale 1 year ago

Petite Latina trans - Lalita Doll gets her ass double stuffed while fucked

66% 0:27 / 18:18

Petite Latina trans - Lalita Doll gets her ass double stuffed while fucked

Clips4sale 2 years ago

Straight slave for Mistress Renee & Whore Jasmine *FULL-HD*

Straight slave for Mistress Renee & Whore Jasmine *FULL-HD*

Clips4sale 1 week ago

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - FULL VERSION - MP4

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - FULL VERSION - MP4

Clips4sale 1 year ago

Sweet Surprise: Your App Hookup is Secretly a Trans Guy! - 4k

Sweet Surprise: Your App Hookup is Secretly a Trans Guy! - 4k

Clips4sale 2 years ago

EXTREME COMPELLING CROSSDRESSING MENTAL CONDITIONING - Female Domination Demands You Crossdress

EXTREME COMPELLING CROSSDRESSING MENTAL CONDITIONING - Female Domination Demands You Crossdress

Clips4sale 1 year ago

Teaching a cuck bitch how to fuck

71% 0:33 / 24:51

Teaching a cuck bitch how to fuck

Clips4sale 5 years ago

Need my BF's Dad To Fuck Me Right!

72% HD 0:30 / 25:24

Need my BF's Dad To Fuck Me Right!

Clips4sale 4 years ago

Rough Sex & Creampies with Bootylicious Ts Foxxy

63% 0:28 / 31:36

Rough Sex & Creampies with Bootylicious Ts Foxxy

Clips4sale 9 months ago

Tied-Up Trans Girl Slave smells BBW Domme's Farts

Tied-Up Trans Girl Slave smells BBW Domme's Farts

Clips4sale 1 year ago

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

66% HD 0:10 / 16:15

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

LoyalFans 2 years ago

Caught my Husband Cheating and Joined In

51% HD 0:10 / 29:16

Caught my Husband Cheating and Joined In

LoyalFans 1 year ago

Black Tgirl Hardcore fisted and Pounded by Fuck Machine

64% HD 0:10 / 35:26

Black Tgirl Hardcore fisted and Pounded by Fuck Machine

LoyalFans 1 year ago

Second meeting with Spanish stud Maximo Garcia

61% HD 0:10 / 22:57

Second meeting with Spanish stud Maximo Garcia

LoyalFans 1 month ago

Past Your Limits: Hard Sex, Cum Facials & 1st Anal Fisting from a Tgirl ft. Ts Emma Rose

60% 0:28 / 13:27

Past Your Limits: Hard Sex, Cum Facials & 1st Anal Fisting from a Tgirl ft. Ts Emma Rose

Clips4sale 8 months ago

Shemale Lizzy Laynez is my stepbrother's girlfriend and fucks the big ass and busty Milf Silvana Lee

59% HD 0:10 / 33:31

Shemale Lizzy Laynez is my stepbrother's girlfriend and fucks the big ass and busty Milf Silvana Lee

LoyalFans 2 years ago

Ember Snow- Fit Fuck with Eva Maxim

70% 0:23 / 18:52

Ember Snow- Fit Fuck with Eva Maxim

Clips4sale 10 months ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Part 2 (1080 EN-sub)

61% HD 0:22 / 16:11

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Part 2 (1080 EN-sub)

Clips4sale 3 years ago

RAINT0004 Cece Monroe vs Shattered Polaroids Sexfight

65% 0:30 / 30:27

RAINT0004 Cece Monroe vs Shattered Polaroids Sexfight

Clips 4 weeks ago

Fucking This Huge Ass Trans Girl A Year Later - Creampie

54% HD 0:10 / 18:57

Fucking This Huge Ass Trans Girl A Year Later - Creampie

LoyalFans 1 year ago

Locktober Tgirl Fucktoy Double Domination Part 1

Locktober Tgirl Fucktoy Double Domination Part 1

Clips4sale 4 years ago

World Cup Frustration Leads To Rough Anal & Double Cum Explosion by Dominant Mexican Tgirl

63% HD 0:10 / 26:12

World Cup Frustration Leads To Rough Anal & Double Cum Explosion by Dominant Mexican Tgirl

LoyalFans 2 months ago

Olivia Would Play with Siri's Dahl

64% HD 0:10 / 39:47

Olivia Would Play with Siri's Dahl

LoyalFans 3 months ago

Nice To Meet You: Sounding, Edging and Facesitting with Mari Ayanami UNCENSORED

48% 0:30 / 42:12

Nice To Meet You: Sounding, Edging and Facesitting with Mari Ayanami UNCENSORED

Clips4sale 1 year ago

Pansexual Threesome with MILF Rebecca Moore + Hot TS Jasmine Lotus

68% 0:31 / 32:28

Pansexual Threesome with MILF Rebecca Moore + Hot TS Jasmine Lotus

Clips4sale 2 years ago

Mel Fire's first time with a TS girl (HOT)

60% HD 0:10 / 14:52

Mel Fire's first time with a TS girl (HOT)

LoyalFans 1 year ago

Real Sex: Nicky Z and Zariah Aura

69% HD 0:29 / 34:27

Real Sex: Nicky Z and Zariah Aura

Clips4sale 3 years ago

Used, Fucked & Bred by TS Sydney Fantasy’s 11” Destroyer Dick

56% 0:17 / 23:53

Used, Fucked & Bred by TS Sydney Fantasy’s 11” Destroyer Dick

Clips4sale 1 year ago

My Sissy Transformation Experience (Trans Roleplay) [MOV]

57% HD 0:30 / 10:12

My Sissy Transformation Experience (Trans Roleplay) [MOV]

Clips4sale 1 month ago

Big Dick Blondes Fuck & Shoot cumloads with the PoolBoy (in 4k)

55% 4K 0:27 / 32:48

Big Dick Blondes Fuck & Shoot cumloads with the PoolBoy (in 4k)

Clips4sale 1 year ago

HOT SOLZINHA - vol 01 (mp4)

63% HD 0:11 / 17:55

HOT SOLZINHA - vol 01 (mp4)

Clips4sale 1 year ago

MY FIRST TRANS G/G SCENE! Bday Slut Rachel Luxe Gets Destroyed by Luna Nyx's Big Girl Cock

69% HD 0:10 / 23:09

MY FIRST TRANS G/G SCENE! Bday Slut Rachel Luxe Gets Destroyed by Luna Nyx's Big Girl Cock

LoyalFans 4 months ago

Aliyahs first double foot job (SD 1080 wmv )

Aliyahs first double foot job (SD 1080 wmv )

Clips4sale 4 years ago

ANANDA INDIA - vol 02 (mp4)

HD 0:11 / 18:58

ANANDA INDIA - vol 02 (mp4)

Clips4sale 1 year ago

Curious Danish boy got a lady stick down his throat

65% HD 0:10 / 15:40

Curious Danish boy got a lady stick down his throat

LoyalFans 4 years ago

TS Slut milking

72% 0:30 / 14:31

TS Slut milking

Clips4sale 1 year ago

Virgin Tom's 1st time

HD 0:10 / 10:04

Virgin Tom's 1st time

LoyalFans 1 year ago

His First. His Last. His Downfall.

HD 0:10 / 19:51

His First. His Last. His Downfall.

LoyalFans 6 days ago

left hanging by Shiny – my first suspension bondage!

78% HD 0:30 / 24:14

left hanging by Shiny – my first suspension bondage!

Clips4sale 1 year ago

Trans First Time Taking BBC

HD 0:30 / 1:32:00

Trans First Time Taking BBC

AEBN 2 months ago

Oiled Up Flexing Posing And Jerking Off

55% HD 0:14 / 14:34

Oiled Up Flexing Posing And Jerking Off

Clips4sale 3 months ago

Snowball Scene

63% 0:29 / 23:08

Clips4sale 3 years ago

Crass misunderstanding at After-Hour!?

63% HD 0:10 / 12:50

Crass misunderstanding at After-Hour!?

LoyalFans 2 years ago

Captive of the Creature of the Night

60% HD 0:10 / 11:30

Captive of the Creature of the Night

LoyalFans 5 days ago

Cum Challenge ! Who comes first???

69% HD 0:10 / 4:07

Cum Challenge ! Who comes first???

LoyalFans 2 years ago

She Shoots 2 Loads in the 1st Timer || TS MILF Karabella

62% HD 0:10 / 37:20

She Shoots 2 Loads in the 1st Timer || TS MILF Karabella

LoyalFans 5 months ago

FedEx drivers delivery turns into hung ts surprise sex

63% 0:29 / 20:06

FedEx drivers delivery turns into hung ts surprise sex

Clips4sale 2 years ago

Ball Busting with Mistress Synthia Strong

58% HD 0:10 / 6:06

Ball Busting with Mistress Synthia Strong

LoyalFans 1 year ago

Do you still think I’m hot with a bush? Prove it! Jerk-Off-Instruction in English

66% HD 0:30 / 18:30

Do you still think I’m hot with a bush? Prove it! Jerk-Off-Instruction in English

Clips4sale 1 year ago

Busty TS Pounds Away, Blasts a Huge Load & Tastes Her Warm Cum (4k)

61% 4K 0:10 / 24:40

Busty TS Pounds Away, Blasts a Huge Load & Tastes Her Warm Cum (4k)

LoyalFans 7 months ago

Past Your Limits: Hard Sex, Cum Facials & 1st Anal **** from a Tgirl ft. Ts Emma Rose

56% HD 0:10 / 13:27

Past Your Limits: Hard Sex, Cum Facials & 1st Anal **** from a Tgirl ft. Ts Emma Rose

LoyalFans 8 months ago

Trans Monique Fucks Valentine Till She Screams And Cums

63% HD 0:10 / 28:15

Trans Monique Fucks Valentine Till She Screams And Cums

LoyalFans 6 months ago

My First Time Meeting Hot Trans Giselle Driller

62% 0:14 / 34:21

My First Time Meeting Hot Trans Giselle Driller

Clips4sale 2 years ago

FTM got First Time Anal with Fuck Machine

68% 0:30 / 12:12

FTM got First Time Anal with Fuck Machine

Clips4sale 1 year ago

TS Slut Milking

58% HD 0:10 / 14:32

TS Slut Milking

LoyalFans 11 months ago

Leotard Slut Bound and Vibed

69% HD 0:20 / 19:48

Leotard Slut Bound and Vibed

Clips4sale 1 year ago

Size 12 Socks half Off JOI — Dirty Sock, Bare Sole, Start-Stop Stroke Control

Size 12 Socks half Off JOI — Dirty Sock, Bare Sole, Start-Stop Stroke Control

LoyalFans 1 week ago

Transition or Pay

53% HD 0:10 / 6:15

Transition or Pay

LoyalFans 3 years ago

Cock sucking on the Breeding Bench HD (MP4)

66% HD 0:11 / 11:35

Cock sucking on the Breeding Bench HD (MP4)

Clips4sale 3 years ago

First Time Feminization With A New Pegging Slut

48% HD 0:10 / 25:18

First Time Feminization With A New Pegging Slut

LoyalFans 3 years ago

trans slut spitroasted by BBC sex machine takes a big load

68% 0:17 / 10:08

trans slut spitroasted by BBC sex machine takes a big load

Clips4sale 2 years ago

Addicted to her big black dick and thick cum

68% 0:26 / 12:20

Addicted to her big black dick and thick cum

Clips4sale 1 year ago

Black trans woman with a 25 cm penis eats pussy for the first time and enjoys it very much

HD 0:25 / 24:29

Black trans woman with a 25 cm penis eats pussy for the first time and enjoys it very much

Clips4sale 3 months ago

Gay encouragement of small dick losers like you

66% HD 0:10 / 10:25

Gay encouragement of small dick losers like you

LoyalFans 1 year ago

Faggot Boot Camp

Faggot Boot Camp

Clips4sale 3 years ago

Kitchen Sl*ts ft AmiBue

61% HD 0:10 / 6:04

Kitchen Sl*ts ft AmiBue

LoyalFans 3 years ago

Trans First Time Taking BBC

HD 0:30 / 1:32:00

Trans First Time Taking BBC

AEBN 2 months ago

Made His First Time Memorable

66% HD 0:10 / 18:53

Made His First Time Memorable

LoyalFans 4 years ago

MONIK - vol 02 - (mp4)

57% HD 0:11 / 19:48

MONIK - vol 02 - (mp4)

Clips4sale 1 year ago

Pinkinfanity x Aerie Rei My First Trans Experience-720p

HD 0:30 / 19:30

Pinkinfanity x Aerie Rei My First Trans Experience-720p

Clips4sale 9 months ago

Hardcore Hookup Trans Girl/Girl

65% HD 0:10 / 20:05

Hardcore Hookup Trans Girl/Girl

LoyalFans 3 years ago

From secretary to submissive - Intense bondage, CBT & edging + cumshot bonus clip

57% 0:30 / 29:57

From secretary to submissive - Intense bondage, CBT & edging + cumshot bonus clip

Clips4sale 1 year ago

EGGS 2 – it’s not over yet

67% 0:30 / 18:14

EGGS 2 – it’s not over yet

Clips4sale 1 year ago

Userdate with big cock Peter

Userdate with big cock Peter

LoyalFans 2 years ago

TS MAGA: Making Asses Gape Again Fucks him Raw & Creampies

74% HD 0:10 / 23:53

TS MAGA: Making Asses Gape Again Fucks him Raw & Creampies

LoyalFans 1 year ago

Housemate to Housewife: Dominant Roommate Feminizes You Into His Wife - Jaq Quicksilver - ftm, trans, strapon, pov, feminization - 720p mp4

HD 0:29 / 16:13

Housemate to Housewife: Dominant Roommate Feminizes You Into His Wife - Jaq Quicksilver - ftm, trans, strapon, pov, feminization - 720p mp4

Clips4sale 1 year ago

Solo - hairy ass FTM edges, cums, and squirts

Solo - hairy ass FTM edges, cums, and squirts

Clips4sale 2 years ago

Shortalls Catgirl Cutie Cosplay Cumming

64% 0:11 / 13:13

Shortalls Catgirl Cutie Cosplay Cumming

Clips4sale 3 years ago

Eddy and Farmer Sam - first time trying boy pussy and he made me squirt!

63% HD 0:30 / 31:04

Eddy and Farmer Sam - first time trying boy pussy and he made me squirt!

Clips4sale 1 year ago

Surprised By Your First Trans Cock at the Porn Shop

60% 0:30 / 10:50

Surprised By Your First Trans Cock at the Porn Shop

Clips4sale 1 year ago

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - CLIP 4 OF 5 - MP4

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - CLIP 4 OF 5 - MP4

Clips4sale 1 year ago

My sickest movie ever???

55% HD 0:10 / 12:42

My sickest movie ever???

LoyalFans 2 years ago

Femdom Ts Pool Party Fuck Fest wmv

51% HD 0:11 / 26:16

Femdom Ts Pool Party Fuck Fest wmv

Clips4sale 4 years ago

Jenby Doll – Don’t Blow It Challenge PAYOFF (She Fails… I Take Over)(11mins)

4K 0:10 / 12:31

Jenby Doll – Don’t Blow It Challenge PAYOFF (She Fails… I Take Over)(11mins)

LoyalFans 2 months ago

Finn is destroyed by 2 cocks

58% HD 0:10 / 18:02

Finn is destroyed by 2 cocks

LoyalFans 1 year ago

Too Luxurious Making Water!!

Too Luxurious Making Water!!

Clips4sale 2 years ago

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - CLIP 5 OF 5 - MP4

57% 0:18 / 7:19

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - CLIP 5 OF 5 - MP4

Clips4sale 1 year ago

Your Nurturing Trans Stepmom Fucks You For the First Time

Your Nurturing Trans Stepmom Fucks You For the First Time

Clips4sale 2 years ago

Your TS Date Jerks Off in the Restaurant

47% 0:11 / 8:15

Your TS Date Jerks Off in the Restaurant

Clips4sale 3 years ago

Mega Rubber TS Mistress Fucks Slave Bondage Video 106 Minutes Long - TS Mistress Fetish Transexual Alekssandra Submissive Slave Anal Bondage Training! Shemale Fucks his Straight Tight Ass! She makes Big Johnny XXX her Anal Bottom Latex Slave Bitch Whore!

HD 0:57 / 1:45:26

Mega Rubber TS Mistress Fucks Slave Bondage Video 106 Minutes Long - TS Mistress Fetish Transexual Alekssandra Submissive Slave Anal Bondage Training! Shemale Fucks his Straight Tight Ass! She makes Big Johnny XXX her Anal Bottom Latex Slave Bitch Whore!

Clips4sale 10 months ago

Femboy's First Cock Ring (Unboxing)

Femboy's First Cock Ring (Unboxing)

Clips4sale 3 years ago

Eddy and TheoXL - feet worship, pussy eating, and squirting

62% 0:30 / 36:40

Eddy and TheoXL - feet worship, pussy eating, and squirting

Clips4sale 2 years ago

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 3 with Trans Femdom, Taboo, Foot Worship, Ass Worship

63% HD 0:10 / 12:03

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 3 with Trans Femdom, Taboo, Foot Worship, Ass Worship

LoyalFans 1 year ago

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