Upskirt Videos - Trans (509)

Femboy plays with their cocksock

Femboy plays with their cocksock

Clips4sale 2 years ago

Look At Trans Giantess Crushes Small Cars

58% HD 0:20 / 25:16

Look At Trans Giantess Crushes Small Cars

Clips4sale 2 years ago

POV FTM Ass Worship, Tells You to Eat His Ass then Begs for Your Cock

65% 0:10 / 10:09

POV FTM Ass Worship, Tells You to Eat His Ass then Begs for Your Cock

APClips 10 months ago

POV - Get on your knees

POV - Get on your knees

APClips 10 months ago

Jerk Off with Me

Jerk Off with Me

APClips 10 months ago

Your Roommate Encourages You to Dress Up for Hot Play (FULL HD)

61% HD 0:59 / 23:28

Your Roommate Encourages You to Dress Up for Hot Play (FULL HD)

Clips4sale 7 months ago

Naked Transgirl Masturbates & Cums On You ( Custom Video )

Naked Transgirl Masturbates & Cums On You ( Custom Video )

Clips4sale 7 months ago

Teasing You Over Video Call (Upskirt,Ass Spanking,Lollipop Sucking)

Premium HD 11:55

Teasing You Over Video Call (Upskirt,Ass Spanking,Lollipop Sucking)

XVideosRed 3 years ago

Trans Giantess Crushes M4 Sherman Tank Model - 1

HD 0:10 / 26:04

Trans Giantess Crushes M4 Sherman Tank Model - 1

Clips4sale 1 year ago

Giantess Cassie - Little Bug Watching Me Stretch Part 1

66% 0:35 / 4:29

Giantess Cassie - Little Bug Watching Me Stretch Part 1

C4S 2 years ago

Upskirt on The Hotel Balcony Sexy Hot Sissy Femboy Shemale Trans Gay Ladyboy in Upskirt Big Ass

Premium HD 7:57

Upskirt on The Hotel Balcony Sexy Hot Sissy Femboy Shemale Trans Gay Ladyboy in Upskirt Big Ass

xnxxGold 1 year ago

Dreamy Upskirt Trans Girl Cum Feeding

Dreamy Upskirt Trans Girl Cum Feeding

Clips4sale 2 years ago

Trans Giantess Finds Tiny Man In Her Handbag

HD 0:10 / 25:30

Trans Giantess Finds Tiny Man In Her Handbag

Clips4sale 1 year ago

Tranny Giantess Crushes Tiny Tank Model - 1

HD 0:10 / 18:40

Tranny Giantess Crushes Tiny Tank Model - 1

Clips4sale 10 months ago

Exhibitionists...You can fuck me outdoors.

Premium HD 2:07

Exhibitionists...You can fuck me outdoors.

xnxxGold 10 months ago

Sissy Spanked by her Neighbours (HD)

HD 1:00 / 15:29

Sissy Spanked by her Neighbours (HD)

Clips4sale 3 years ago

NYE Party Break POV

HD 0:40 / 13:08

NYE Party Break POV

Clips4sale 3 years ago

Horny TS slut is ziptied for water bound orgasm fun (MP4 HD 6000kbps)

HD 0:10 / 13:06

Horny TS slut is ziptied for water bound orgasm fun (MP4 HD 6000kbps)

Clips4sale 1 year ago

Embrace the Eroticism of Transgender with Our Tantalizing Collections

HD 5:00 / 55:24

Embrace the Eroticism of Transgender with Our Tantalizing Collections

JavHD 6 years ago

Submissive T-girl spread and hung upside-down and made to cum (MP4 HD 6000kbps)

62% HD 0:12 / 18:25

Submissive T-girl spread and hung upside-down and made to cum (MP4 HD 6000kbps)

Clips4sale 1 year ago

New Slut At Work Gets A Futa Surprise

63% 4K 1:00 / 21:08

New Slut At Work Gets A Futa Surprise

Clips4sale 1 year ago

Colegiala tranny, en busqueda de vergas grandes y venudas en tlalpan CDMX

Premium HD 16:48

Colegiala tranny, en busqueda de vergas grandes y venudas en tlalpan CDMX

xnxxGold 1 year ago

Dress With No Panties Fingering And Peeing

58% HD 0:23 / 10:44

Dress With No Panties Fingering And Peeing

Clips4sale 1 year ago

Femboy being a lil lewd

Femboy being a lil lewd

Clips4sale 2 years ago

The Landscaper Gets A Show

55% 0:11 / 9:24

The Landscaper Gets A Show

Clips4sale 2 years ago

Show my panties everywhere.

Premium HD 1:48

Show my panties everywhere.

xnxxGold 5 months ago

Trans Mistress Plays With Tank Model

HD 0:12 / 11:22

Trans Mistress Plays With Tank Model

Clips4sale 3 months ago

Tranny Pink Princess Cover You In Her Cum

HD 0:18 / 15:08

Tranny Pink Princess Cover You In Her Cum

Clips4sale 3 months ago

SchoolGal Upskirt Strips and Jerks

Premium HD 17:43

SchoolGal Upskirt Strips and Jerks

Sheer 1 year ago

Unaware Trans Giantess Crushes Micro Cars - 2

HD 0:10 / 14:56

Unaware Trans Giantess Crushes Micro Cars - 2

Clips4sale 6 months ago

lil tease in my living room

lil tease in my living room

LoyalFans 6 months ago

looking up my skirt :p

HD 0:10 / 14:13

looking up my skirt :p

LoyalFans 1 year ago

MILF Does Web-Cam Work as a Part Time Job After Her Husband Goes To Work.

Premium HD 1:49:55

MILF Does Web-Cam Work as a Part Time Job After Her Husband Goes To Work.

Sheer 1 year ago

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 720 WMV

HD 0:19 / 10:40

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 720 WMV

Clips4sale 2 months ago

Anal Lust: The Ultimate Obsession

HD 5:00 / 34:04

Anal Lust: The Ultimate Obsession

JavHD 9 months ago

Insert a transparent anal plug outdoors

Premium HD 1:08

Insert a transparent anal plug outdoors

XVideosRed 2 weeks ago

Fun in my Sun Dress - XXX

Fun in my Sun Dress - XXX

APClips 1 month ago

August Taylor big tit Hot wife cuckolding pov blowjob and sex chastity creampie sissy facesitting sph verbal humliation pegging strapon creampie eating 695555p smothering puss smothering and ass licking to orgasm POV upskirt queening and tit smothering 2

August Taylor big tit Hot wife cuckolding pov blowjob and sex chastity creampie sissy facesitting sph verbal humliation pegging strapon creampie eating 695555p smothering puss smothering and ass licking to orgasm POV upskirt queening and tit smothering 2

Clips4sale 1 month ago

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 720 MP4

HD 0:19 / 10:40

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 720 MP4

Clips4sale 2 months ago

Peeping perspective.

Premium HD 1:32

Peeping perspective.

xnxxGold 4 months ago

Come see under my dress

Come see under my dress

APClips 10 months ago

Red lace panties

Premium HD 1:05

Red lace panties

XVideosRed 3 weeks ago

Red lace panties

Premium HD 1:05

Red lace panties

xnxxGold 3 weeks ago

Trans Giantess Crushes Cars With High Heels And Barefoot - 1

HD 0:10 / 22:40

Trans Giantess Crushes Cars With High Heels And Barefoot - 1

Clips4sale 1 year ago

You My Tiny Man And I Will Cover You With My Cum

HD 0:20 / 10:30

You My Tiny Man And I Will Cover You With My Cum

Clips4sale 2 years ago

Trans Giantess Crushes Micro Cars And Vore

HD 0:20 / 24:19

Trans Giantess Crushes Micro Cars And Vore

Clips4sale 2 years ago

Colegiala tranny, en busqueda de vergas grandes y venudas en tlalpan CDMX

Premium HD 16:48

Colegiala tranny, en busqueda de vergas grandes y venudas en tlalpan CDMX

XVideosRed 1 year ago

Cum like a girl

HD 0:10 / 10:17

Cum like a girl

LoyalFans 1 year ago

Submissive T-girl double teamed for suspended bound orgasm flogging (WMV HD 8000kbps)

60% HD 0:12 / 15:03

Submissive T-girl double teamed for suspended bound orgasm flogging (WMV HD 8000kbps)

Clips4sale 1 year ago

Up a T-Girls skirt as she walks

Up a T-Girls skirt as she walks

Clips4sale 1 year ago

Tranny Giantess Walks And Jerks Above You

Tranny Giantess Walks And Jerks Above You

Clips4sale 2 years ago

Tranny Giantess In High Heels Crushes Micro Cars - 1

HD 0:20 / 22:39

Tranny Giantess In High Heels Crushes Micro Cars - 1

Clips4sale 2 years ago

opened my ass to seduce you on the bed

Premium HD 1:17

opened my ass to seduce you on the bed

xnxxGold 1 year ago

Garter Locked CatFight part 3

54% 0:30 / 12:13

Garter Locked CatFight part 3

Clips4sale 10 months ago

Sub call to the Dom

61% 0:10 / 5:05

Sub call to the Dom

APClips 10 months ago

Derek the Panty Sniffer WMV

HD 0:31 / 13:00

Derek the Panty Sniffer WMV

Clips4sale 8 months ago

Too Sexy Bimbo Transform

60% HD 0:25 / 12:21

Too Sexy Bimbo Transform

Clips4sale 4 years ago

Tranny Giantess Play With Dildo And Jerk Off

63% HD 0:20 / 20:08

Tranny Giantess Play With Dildo And Jerk Off

Clips4sale 2 years ago

Pink Dreams With Effects (1080 HD)

HD 0:11 / 12:00

Pink Dreams With Effects (1080 HD)

Clips4sale 3 years ago

Upskirt Fucked Good

Premium HD 5:25

Upskirt Fucked Good

xnxxGold 2 years ago

Tranny stepmom upskirt and big cumshot POV

Premium HD 9:15

Tranny stepmom upskirt and big cumshot POV

xnxxGold 3 years ago

【Shemale】Ting-xuan masturbates anal sex in a dress

Premium HD 10:30

【Shemale】Ting-xuan masturbates anal sex in a dress

xnxxGold 2 years ago

I Told My Friends, Cuck GFE VI SD

55% 0:18 / 8:54

I Told My Friends, Cuck GFE VI SD

Clips4sale 3 years ago

Explore the Limits:

Explore the Limits:

JavHD 5 years ago

schoolgal upskirt strips and jerks

HD 0:29 / 17:43

schoolgal upskirt strips and jerks

PornBox 1 year ago

Cute Asian Ladyboy Cosplayer [Hu-tao Genshin Impact] 6

HD 5:00 / 10:51

Cute Asian Ladyboy Cosplayer [Hu-tao Genshin Impact] 6

JavHD 1 year ago

Tranny Giantess Crushes Three Tiny Soldiers

HD 0:14 / 23:01

Tranny Giantess Crushes Three Tiny Soldiers

Clips4sale 1 year ago

Futa Fight

Clips4sale 1 year ago

Hermi Sausage Sway - Up Skirt - Cock and Balls Swinging

Premium HD 9:47

Hermi Sausage Sway - Up Skirt - Cock and Balls Swinging

xnxxGold 3 years ago

Giantesses Search for, Eat, and Absorb Tinies - WMV - featuring Cozy Gams and Jane Judge, in an unaware giantess scene looking for tasty tinies to snack on and eat, put in their panties, and let squirm inside their holes and absorb into their huge bodi

Giantesses Search for, Eat, and Absorb Tinies - WMV - featuring Cozy Gams and Jane Judge, in an unaware giantess scene looking for tasty tinies to snack on and eat, put in their panties, and let squirm inside their holes and absorb into their huge bodi

Clips4sale 1 year ago

Nora Teases in a Short Skirt

Nora Teases in a Short Skirt

APClips 10 months ago

TSlut wrapped in plastic for flogging and bound orgasms (WMV HD 8000kbps)

HD 0:30 / 15:36

TSlut wrapped in plastic for flogging and bound orgasms (WMV HD 8000kbps)

Clips4sale 9 months ago

You brought me home - I give you a treat

You brought me home - I give you a treat

APClips 10 months ago

Femboy teases their boyhole

Femboy teases their boyhole

Clips4sale 2 years ago

Unaware Giantess Changes Clothes And Cum - Low View

HD 0:20 / 21:34

Unaware Giantess Changes Clothes And Cum - Low View

Clips4sale 2 years ago

Upskirt shemale wanker masturbating and cumming liquids

Premium HD 14:17

Upskirt shemale wanker masturbating and cumming liquids

xnxxGold 5 years ago

Two Tiny People Hiding In Waffer Houses

HD 0:10 / 15:11

Two Tiny People Hiding In Waffer Houses

Clips4sale 1 year ago

Unaware Giantess Changes Clothes And Cum - Side View

HD 0:20 / 21:34

Unaware Giantess Changes Clothes And Cum - Side View

Clips4sale 2 years ago

Trans Giantess Catch You And Plays With You

HD 0:10 / 13:54

Trans Giantess Catch You And Plays With You

Clips4sale 1 year ago

Tranny Giantess Crushes Two Small Cars And Cum

HD 0:20 / 24:10

Tranny Giantess Crushes Two Small Cars And Cum

Clips4sale 1 year ago

The Ultimate Ride: Parky Multi-Orgasmic Pleasure Tour

HD 5:00 / 37:50

The Ultimate Ride: Parky Multi-Orgasmic Pleasure Tour

JavHD 5 years ago

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 1080 MP4

HD 0:19 / 10:40

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 1080 MP4

Clips4sale 2 months ago

Fun in my Sun Dress - ASMR

Fun in my Sun Dress - ASMR

APClips 1 month ago

Can you help me change my shoes? My feet need to relax and get a massage.

Premium HD 1:34

Can you help me change my shoes? My feet need to relax and get a massage.

xnxxGold 1 month ago

Tranny Giantess Plays With Tiny Peoples And Their Cars

57% HD 0:20 / 32:08

Tranny Giantess Plays With Tiny Peoples And Their Cars

Clips4sale 2 years ago

Jerking off monster cock - upskirt with PVC and fishnets till cum

Jerking off monster cock - upskirt with PVC and fishnets till cum

C4S 2 years ago

Tranny Giantess Jerks Off Above You And Vore

HD 0:20 / 12:28

Tranny Giantess Jerks Off Above You And Vore

Clips4sale 2 years ago

Teasing You Over Video Call (Upskirt,Ass Spanking,Lollipop Sucking)

Premium HD 11:55

Teasing You Over Video Call (Upskirt,Ass Spanking,Lollipop Sucking)

xnxxGold 3 years ago

Feral Bunny Breeds step-Daddy

60% HD 0:23 / 7:28

Feral Bunny Breeds step-Daddy

Clips4sale 2 years ago

THIS PILL WILL LEAVE YOU COCKLESS - PART 1 AND PART 2

THIS PILL WILL LEAVE YOU COCKLESS - PART 1 AND PART 2

Clips4sale 1 year ago

upskirt shemale wanker masturbating and cumming liquids

HD 0:30 / 14:17

upskirt shemale wanker masturbating and cumming liquids

PornBox 5 years ago

Your Step sis Teach You How Jerk Off With Feet

HD 0:30 / 10:43

Your Step sis Teach You How Jerk Off With Feet

Clips4sale 1 year ago

Tranny in latex upskirt and big cumshot

Premium HD 5:45

Tranny in latex upskirt and big cumshot

xnxxGold 4 years ago

Unethical Counselor Makes You Suck Her Cock

66% HD 0:11 / 8:32

Unethical Counselor Makes You Suck Her Cock

Clips4sale 4 years ago

Shemale Dildo Anal, Ass to Mouth, Deep Throat

Shemale Dildo Anal, Ass to Mouth, Deep Throat

Clips4sale 3 years ago

Searching for You with a Magnifying Glass

64% HD 0:33 / 5:15

Searching for You with a Magnifying Glass

C4S 2 years ago

Futa Homewrecker Waitress POV - 720p MP4

60% HD 0:21 / 10:07

Futa Homewrecker Waitress POV - 720p MP4

Clips4sale 2 years ago

New Slut At Work Gets A Futa Surprise (4K)

4K 1:00 / 21:08

New Slut At Work Gets A Futa Surprise (4K)

Clips4sale 1 year ago

Look At My Sexy Feet And Fat Cock

HD 0:10 / 16:29

Look At My Sexy Feet And Fat Cock

Clips4sale 1 year ago

Hot Housewife Summer Has a Huge Futa Cock - summer hart, futanari, taboo, cumshots, milf wmv

Hot Housewife Summer Has a Huge Futa Cock - summer hart, futanari, taboo, cumshots, milf wmv

Clips4sale 2 years ago

New Tiny Boy Toys For Tranny Giantess

HD 0:10 / 37:55

New Tiny Boy Toys For Tranny Giantess

Clips4sale 1 year ago

milf does web-cam work as a part time job after her husband goes to work.

HD 0:30 / 1:49:55

milf does web-cam work as a part time job after her husband goes to work.

PornBox 1 year ago

True Nature pt. 8 - Sissy Boy humiliated by Futa Boss infront of his ex girlfriend

Premium HD 5:18

True Nature pt. 8 - Sissy Boy humiliated by Futa Boss infront of his ex girlfriend

xnxxGold 3 years ago

Trans Giantess Crushes Cars And Plays With Tiny Peoples

HD 0:20 / 23:34

Trans Giantess Crushes Cars And Plays With Tiny Peoples

Clips4sale 2 years ago

TS Giantess In Strip High Heels Jerks Off Above Toy Car

HD 0:20 / 21:11

TS Giantess In Strip High Heels Jerks Off Above Toy Car

Clips4sale 2 years ago

Trans Giantess Plays With Butt Plug And Cum Above You

HD 0:12 / 12:53

Trans Giantess Plays With Butt Plug And Cum Above You

Clips4sale 2 years ago

Femboy does lewd widdle dance!

Femboy does lewd widdle dance!

Clips4sale 2 years ago

Femboy gives themselves a ruined orgasm

Femboy gives themselves a ruined orgasm

Clips4sale 2 years ago

Dark Trans Goddess Plays With Three Tiny Peoples

66% HD 0:16 / 25:58

Dark Trans Goddess Plays With Three Tiny Peoples

Clips4sale 10 months ago

Unaware Trans Goddess Walks Over You And Crush You

Unaware Trans Goddess Walks Over You And Crush You

Clips4sale 10 months ago

Dark Trans Goddess Crushes Micro Cars

HD 0:16 / 19:31

Dark Trans Goddess Crushes Micro Cars

Clips4sale 10 months ago

TSlut stretched on the rack for crotchrope bound orgasms (WMV 8000kbps HD)

52% HD 0:11 / 10:07

TSlut stretched on the rack for crotchrope bound orgasms (WMV 8000kbps HD)

Clips4sale 10 months ago

Keith Eros is a Cottage Whore!

Keith Eros is a Cottage Whore!

APClips 10 months ago

Stroking my girlcock in bondage cuffs

Stroking my girlcock in bondage cuffs

APClips 10 months ago

Cute Round Butt Spring

Cute Round Butt Spring

Clips4sale 1 year ago

Dancing futa

LoyalFans 1 year ago

I Told My Friends, Cuck GFE VI

I Told My Friends, Cuck GFE VI

Clips4sale 3 years ago

Futa Test Subject - Agatha Delicious, futanari, masturbation mp4

HD 0:42 / 10:12

Futa Test Subject - Agatha Delicious, futanari, masturbation mp4

Clips4sale 2 years ago

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 1080 WMV

HD 0:19 / 10:40

Spying Tiny Gets Crushed by Futa Cock - You Spy on Giant Futanari Sydney Screams While She Video Chats Her Girlfriend Then Crushed by Her Giant Futa Dick - Futa, GTS, Crush, Tiny Man POV - HD 1080 WMV

Clips4sale 2 months ago

I exposed my genitals outdoors.

Premium HD 0:55

I exposed my genitals outdoors.

XVideosRed 4 weeks ago

1 2 3 4 5

509 results found

Related categories

Leotard Bodystocking Stripping Upskirt No Panties Posing Corset Leather Skirt See Through Crotchless Panties Swimsuit Clothed Sex Shiny Cameltoe Bodysuit Garter Belts Topless Nylon Pantyhose Spandex Leather

Narrow your search

upskirt no panties upskirt fuck upskirt compilation upskirt public upskirt panties no panties upskirt public upskirt teen upskirt 18+ upskirt solo upskirt anal upskirt tease candid upskirt pantyhose upskirt japanese upskirt asian upskirt upskirt masturbation upskirt voyeur upskirt jerk hairy upskirt british upskirt panty pervert

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2025 Pornmd.com. All rights reserved.