Pegging Videos - Trans (7,642)

Lola Spais and Frina Couple Show

Lola Spais and Frina Couple Show

FapHouse 2 years ago

Short-haired Blonde Knows How to Milk His Dick Like a Pro!

Short-haired Blonde Knows How to Milk His Dick Like a Pro!

FapHouse 2 years ago

Fishnet shemale loves pegging his ass

Fishnet shemale loves pegging his ass

FapHouse 7 years ago

Redhead shemale gets two cocks after a friend leaves the bedroom

Redhead shemale gets two cocks after a friend leaves the bedroom

FapHouse 6 years ago

Pegging orgy for an old kinky dude and nyloned dude-crossdresser

Pegging orgy for an old kinky dude and nyloned dude-crossdresser

FapHouse 6 years ago

Brunette femdom gets ass fucked in threesome

HD 0:39 / 17:14

Brunette femdom gets ass fucked in threesome

FapHouse 8 years ago

Sissy slut gym

HD 0:39 / 18:04

FapHouse 7 years ago

Big tit & ass shemale pornstar Laisa Lins enjoys hot 69 fucking & cumshot of one lucky guy

HD 0:39 / 22:36

Big tit & ass shemale pornstar Laisa Lins enjoys hot 69 fucking & cumshot of one lucky guy

FapHouse 4 years ago

Good Girl Sissy Pegging Strap On Feminization Crossdressing Tattooed Redhead Milf Ellie Rowyn Solo MP4 SD

Good Girl Sissy Pegging Strap On Feminization Crossdressing Tattooed Redhead Milf Ellie Rowyn Solo MP4 SD

Clips4sale 4 years ago

SLAVENA`sFAMILY____ FUCKING OUR LOSER

SLAVENA`sFAMILY____ FUCKING OUR LOSER

Clips4sale 4 years ago

COMPILATION SISSY FUCKED IN CHASTITY ANAL DESTRUCTION MONSTER DILDO. Pegging Fisting

Premium HD 9:48

COMPILATION SISSY FUCKED IN CHASTITY ANAL DESTRUCTION MONSTER DILDO. Pegging Fisting

XVideosRed 4 years ago

Mistress Priest fuck her transgirl slave (wmv)

Mistress Priest fuck her transgirl slave (wmv)

Clips4sale 5 years ago

Uma mulher trans gostosa dando o cu na festa do darkroom

Premium HD 14:06

Uma mulher trans gostosa dando o cu na festa do darkroom

XVideosRed 1 year ago

Double Dildo Anal Penetration

Double Dildo Anal Penetration

FapHouse 1 year ago

sissy pegging compilation

sissy pegging compilation

PissVids 1 year ago

Sissy Trained w Girl Cock ft Ava Venom

Sissy Trained w Girl Cock ft Ava Venom

Clips4sale 1 year ago

Chastity Slut Pegged w Neena Deville

66% 0:25 / 10:38

Chastity Slut Pegged w Neena Deville

Clips4sale 1 year ago

TS Sexybrody: Pumped Pussy Pleasure

TS Sexybrody: Pumped Pussy Pleasure

FapHouse 1 year ago

synchrophasofuck

HD 0:28 / 40:05

synchrophasofuck

AnalVids 1 year ago

futa cum in your coffee: hot futa assistant turns you into her boytoy - HD

HD 0:30 / 35:14

futa cum in your coffee: hot futa assistant turns you into her boytoy - HD

Clips4sale 1 year ago

Part 1 Sissies’ Anal Competition: Who's Going in the Cage? Who in the Basement? Mistress Julia

57% HD 0:39 / 7:38

Part 1 Sissies’ Anal Competition: Who's Going in the Cage? Who in the Basement? Mistress Julia

FapHouse 1 year ago

My Futa Vampire Wife Part Two The Price of Disobedience

63% HD 0:30 / 32:09

My Futa Vampire Wife Part Two The Price of Disobedience

Clips4sale 1 year ago

MASSIVE redcock futa fucks your face and virgin ass hard then inflates your belly with cum

47% HD 0:10 / 20:01

MASSIVE redcock futa fucks your face and virgin ass hard then inflates your belly with cum

LoyalFans 1 year ago

POV Hard Pegging Jasmine Dlight From Mistress

61% HD 0:39 / 4:10

POV Hard Pegging Jasmine Dlight From Mistress

FapHouse 1 year ago

Sissy Dress-Up Spitroast - Clara Dee POV Virtual Sex with Elle Eros

HD 0:28 / 13:34

Sissy Dress-Up Spitroast - Clara Dee POV Virtual Sex with Elle Eros

Clips4sale 1 year ago

Swallow Your Cum Sissy! CEI Encouragement Compilation - Jessica Bloom

47% HD 1:01 / 12:21

Swallow Your Cum Sissy! CEI Encouragement Compilation - Jessica Bloom

FapHouse 1 year ago

sissy hole training with dick to cum!!

71% HD 0:34 / 40:30

sissy hole training with dick to cum!!

AnalVids 1 year ago

Futa Stepmom Owns Your Body - Ft Imilia Audley

HD 0:26 / 23:07

Futa Stepmom Owns Your Body - Ft Imilia Audley

Clips4sale 1 year ago

Mesmeriza_28_01_mov_cinema_clip_405_20240817125012245

Mesmeriza_28_01_mov_cinema_clip_405_20240817125012245

FapHouse 1 year ago

Trans & Mistress Pissing on Slut *FULL-HD*

Trans & Mistress Pissing on Slut *FULL-HD*

Clips4sale 11 months ago

720P Halloween Maid Dress Up And Pegging: Crossdressing Encouragement and POV-Strapon

HD 0:59 / 11:33

720P Halloween Maid Dress Up And Pegging: Crossdressing Encouragement and POV-Strapon

Clips4sale 11 months ago

WITH SUBTITLES: Futa Step-mommy Stuffs You From Both Ends - Ft Imilia Audley

WITH SUBTITLES: Futa Step-mommy Stuffs You From Both Ends - Ft Imilia Audley

Clips4sale 11 months ago

Divine Fucking Slutty Shakki

Divine Fucking Slutty Shakki

FapHouse 11 months ago

Sensual Fist and Pegging Day with a Stunning Trans Woman

Premium HD 7:26

Sensual Fist and Pegging Day with a Stunning Trans Woman

XVideosRed 11 months ago

It's Your Turn

HD 1:01 / 14:21

FapHouse 11 months ago

A Latex Fuck Doll Gets Strapped on by Femdom Women

HD 0:39 / 21:27

A Latex Fuck Doll Gets Strapped on by Femdom Women

FapHouse 11 months ago

Make My Karl

HD 1:01 / 11:58

FapHouse 2 months ago

prostata orgasm sissy cum from hard femdom pegging

prostata orgasm sissy cum from hard femdom pegging

AnalVids 4 years ago

BRED! Trans Hookup Coaches You Through Pegging and Breeding | FtM Jaq Quicksilver POV Gentle Domination POV Roleplay | 1080p mp4

Premium HD 16:29

BRED! Trans Hookup Coaches You Through Pegging and Breeding | FtM Jaq Quicksilver POV Gentle Domination POV Roleplay | 1080p mp4

Clips4sale 2 weeks ago

Part 2- Lanista Bear and Domina Satana Introduces Melanie to Red Ruby for Ruby's First Pegging Session.

Part 2- Lanista Bear and Domina Satana Introduces Melanie to Red Ruby for Ruby's First Pegging Session.

FapHouse 1 week ago

Pegging in the kitchen

Premium HD 1:08

Pegging in the kitchen

Clips4sale 1 month ago

Sissy Slut Pegged by 4 Asian Dommes

Premium HD 11:52

Sissy Slut Pegged by 4 Asian Dommes

XVideosRed 1 month ago

Submissive Throat and Ass Destroyed by Tomboy Dominatrix - Jaq Quicksilver Facefucks and Pegs Sub Robert - pegging, strapon, alt, size difference, nonbinary

Premium HD 30:45

Submissive Throat and Ass Destroyed by Tomboy Dominatrix - Jaq Quicksilver Facefucks and Pegs Sub Robert - pegging, strapon, alt, size difference, nonbinary

XVideosRed 1 month ago

Sissy Rides Strapon After Sissygasm Part 2

Sissy Rides Strapon After Sissygasm Part 2

FapHouse 1 month ago

Pegging Hardcore Part 2

Pegging Hardcore Part 2

FapHouse 1 month ago

720P Dressed Up And Stretched Out For A Gay Date: Crossdressing Encouragement and POV Strapon

HD 1:00 / 15:30

720P Dressed Up And Stretched Out For A Gay Date: Crossdressing Encouragement and POV Strapon

Clips4sale 3 months ago

Jasmine_dlight & Miss Fair Trade - Pegging & Fisting for a Hungry Shemale Slut

HD 0:39 / 18:35

Jasmine_dlight & Miss Fair Trade - Pegging & Fisting for a Hungry Shemale Slut

FapHouse 3 months ago

Let's give your damn hole a good massage with my strap-on and my fingers, my trans slut!

Premium HD 25:08

Let's give your damn hole a good massage with my strap-on and my fingers, my trans slut!

Sheer 3 weeks ago

GONZO HOME FUCK

Premium HD 11:54

GONZO HOME FUCK

Sheer 1 month ago

POLKA DOT PEG: MissVSP pegs locked sissy and feeds huge load

HD 0:25 / 16:03

POLKA DOT PEG: MissVSP pegs locked sissy and feeds huge load

Clips4sale 1 month ago

Blonde Fuck!!!!

HD 0:39 / 11:20

Blonde Fuck!!!!

FapHouse 1 month ago

Sodomizzo una travestita bellissima vestita sexy con babydoll con grosso dildo tentacolare Per prepararla nel video successivo a prenderne uno ancora più grosso da 50 centimetri PRIMA PARTE SHORT VIDEO

Premium 4K 6:28

Sodomizzo una travestita bellissima vestita sexy con babydoll con grosso dildo tentacolare Per prepararla nel video successivo a prenderne uno ancora più grosso da 50 centimetri PRIMA PARTE SHORT VIDEO

Clips4sale 4 weeks ago

Hot Big-assed Femboy

Hot Big-assed Femboy

FapHouse 1 week ago

Let&#039_s Switch! Hot Friends Pegs You with Strapon then Rides Your Cock for Creampie - POV roleplay

Premium HD 18:02

Let&#039_s Switch! Hot Friends Pegs You with Strapon then Rides Your Cock for Creampie - POV roleplay

XNXXGold 6 days ago

POV PEGGING! - TAKE THIS STRAP ON SISSY!

Premium HD 16:54

POV PEGGING! - TAKE THIS STRAP ON SISSY!

Clips4sale 2 weeks ago

CUDDLING &amp_ FUCKING WITH MY CIS BFF - FEMBOY DORIAN DRAKE

Premium HD 29:13

CUDDLING &amp_ FUCKING WITH MY CIS BFF - FEMBOY DORIAN DRAKE

XVideosRed 2 weeks ago

Part 1:- Lanista Bear and Domina Satana Introduces Melanie to Red Ruby for Ruby's First Pegging Session

Part 1:- Lanista Bear and Domina Satana Introduces Melanie to Red Ruby for Ruby's First Pegging Session

FapHouse 1 week ago

Futanari Trains Her Foot Cuck To Suck & Fuck - Ft Imilia Audley

Premium HD 14:23

Futanari Trains Her Foot Cuck To Suck & Fuck - Ft Imilia Audley

Clips4sale 1 month ago

Rewarded with a Fuck Machine

Premium HD 9:31

Rewarded with a Fuck Machine

Clips4sale 1 month ago

PINK & BLACK: MissVSP deep pegs sissy before feeding him cum

Premium HD 25:29

PINK & BLACK: MissVSP deep pegs sissy before feeding him cum

C4S 1 month ago

You Will Never Be as Cute as Me

HD 1:01 / 12:26

You Will Never Be as Cute as Me

FapHouse 1 month ago

Bisexual Encouragement Stories #22: Lavender Whispers Guide His Throat and Hole to Her Asian Cock

Premium HD 18:52

Bisexual Encouragement Stories #22: Lavender Whispers Guide His Throat and Hole to Her Asian Cock

Clips4sale 1 month ago

strapon by tiny bestie

strapon by tiny bestie

PornBox 1 month ago

You Are a Circus Sissy

HD 1:01 / 12:01

You Are a Circus Sissy

FapHouse 1 month ago

Pegging in the kitchen

Premium HD 1:08

Pegging in the kitchen

C4S 1 month ago

Pegging sissy hubby

63% HD 0:15 / 1:13

Pegging sissy hubby

C4S 1 month ago

Strap On Stories #2B: Pink Ponytail Pegging Discipline (Animated)

Premium HD 19:05

Strap On Stories #2B: Pink Ponytail Pegging Discipline (Animated)

Clips4sale 2 months ago

Sissification for Blue Collar Boys

HD 0:39 / 16:21

Sissification for Blue Collar Boys

FapHouse 2 months ago

lady becky teaches sissy slut michelle to masturbate in a proper way

HD 5:04 / 48:47

lady becky teaches sissy slut michelle to masturbate in a proper way

PornBox 9 months ago

amazing!! hot shots & cumshots compilation 2

HD 0:30 / 10:39

amazing!! hot shots & cumshots compilation 2

PornBox 3 years ago

[720p] Femboy slave pegged by his mistress

[720p] Femboy slave pegged by his mistress

Clips4sale 2 months ago

BRED! Trans Hookup Coaches You Through Pegging and Breeding | FtM Jaq Quicksilver POV Gentle Domination POV Roleplay

Premium HD 16:29

BRED! Trans Hookup Coaches You Through Pegging and Breeding | FtM Jaq Quicksilver POV Gentle Domination POV Roleplay

XVideosRed 1 month ago

FUCK i CUMMING NOW!!!!!

Premium HD 1:45

FUCK i CUMMING NOW!!!!!

XVideosRed 1 month ago

Pegging, **** For A Hungry Shemale Slut

HD 0:10 / 18:29

Pegging, **** For A Hungry Shemale Slut

LoyalFans 1 month ago

lady santa claus loves to fuck whiteboys - studio dorian

lady santa claus loves to fuck whiteboys - studio dorian

PornBox 1 month ago

New Hot Video Pegging Compilation Is Ready! ‍ and Now I’ll Give You to Warm You up a Little...

New Hot Video Pegging Compilation Is Ready! ‍ and Now I’ll Give You to Warm You up a Little...

FapHouse 1 month ago

cumshot on belly!!!! i pegging her anal and get cum!!!

cumshot on belly!!!! i pegging her anal and get cum!!!

PornBox 2 months ago

pov free use fuckhole for futa step-sis and all her friends - HD

HD 0:30 / 10:51

pov free use fuckhole for futa step-sis and all her friends - HD

Clips4sale 10 months ago

Getting Dressed Before Riding Jills Dildo

45% 0:39 / 23:07

Getting Dressed Before Riding Jills Dildo

FapHouse 9 months ago

Duane Street

Clips4sale 1 year ago

Goth wife pegs sissy and gives her a handjob

Goth wife pegs sissy and gives her a handjob

Clips4sale 8 months ago

A Slut for a Friend pt 1

A Slut for a Friend pt 1

Clips4sale 10 months ago

Futa Girl Pegging

HD 1:01 / 24:18

Futa Girl Pegging

FapHouse 10 months ago

Naughty Boy's Get Punished

Naughty Boy's Get Punished

Clips4sale 10 months ago

Glamorous BBC Sissygasm

63% HD 1:01 / 40:21

Glamorous BBC Sissygasm

FapHouse 10 months ago

Futa Step-mommy Makes You Her Anal Slut Part 2 - Degrading Hard Pegging and Dirty Talk

Futa Step-mommy Makes You Her Anal Slut Part 2 - Degrading Hard Pegging and Dirty Talk

FapHouse 9 months ago

Messy Sissy Cream Enemas & Banana Strapon Ride

HD 0:30 / 23:49

Messy Sissy Cream Enemas & Banana Strapon Ride

Clips4sale 1 year ago

Nara offer her slave as a fuck toy for TS Alexia Duucan (720 EN-sub)

66% HD 0:30 / 20:36

Nara offer her slave as a fuck toy for TS Alexia Duucan (720 EN-sub)

Clips4sale 1 year ago

Glamorous BBC Sissygasm

Premium HD 40:15

Glamorous BBC Sissygasm

XVideosRed 10 months ago

princess latex rubber doll’s wet gangbang dream (wet version)

HD 0:13 / 14:48

princess latex rubber doll’s wet gangbang dream (wet version)

PornBox 11 months ago

BIG SISSY TRAINING COMPILATION

Premium HD 12:41

BIG SISSY TRAINING COMPILATION

Sheer 1 year ago

domination of the goddess pegging outdoor

domination of the goddess pegging outdoor

PornBox 1 year ago

home pegging cumming sluts

HD 0:19 / 19:44

home pegging cumming sluts

AnalVids 10 months ago

goth pawg pegs cute emo femboy boyfriend

65% 0:30 / 12:47

goth pawg pegs cute emo femboy boyfriend

AnalVids 10 months ago

Mistress Fanti Pegging Strapon Full Clip

Mistress Fanti Pegging Strapon Full Clip

Clips4sale 9 months ago

Amateur Sex Tape BBW Ebony Gets Fucked Raw by Trans Girlfriend with Cumshot

Premium HD 22:29

Amateur Sex Tape BBW Ebony Gets Fucked Raw by Trans Girlfriend with Cumshot

XVideosRed 11 months ago

Pegging by Monster BBC

Pegging by Monster BBC

FapHouse 10 months ago

CUM ON A THICK BLACK STRAPON

CUM ON A THICK BLACK STRAPON

XVideosRed 10 months ago

Mistressae Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

54% HD 0:39 / 31:19

Mistressae Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

FapHouse 10 months ago

mrs. claus pegged me for my christmas gift, anal present at its finest for this cute & sexy white femboy

mrs. claus pegged me for my christmas gift, anal present at its finest for this cute & sexy white femboy

PornBox 9 months ago

Domina Satana Fucks Allegro

HD 1:01 / 17:46

Domina Satana Fucks Allegro

FapHouse 10 months ago

Three misses and a trans breaking a little bitch

Three misses and a trans breaking a little bitch

Clips4sale 9 months ago

Feminized & Fucked

52% 0:39 / 13:41

Feminized & Fucked

FapHouse 8 months ago

NOW I FUCK YOU!!!!

Premium HD 18:24

NOW I FUCK YOU!!!!

Sheer 1 year ago

NOW I FUCK YOU!!!!

Premium HD 18:25

NOW I FUCK YOU!!!!

XVideosRed 1 year ago

reward pegging for latex futa mommy's trained chastity submissive

HD 0:10 / 20:06

reward pegging for latex futa mommy's trained chastity submissive

LoyalFans 1 year ago

TransChick meets Tom Boy on Grindr and Gets Fucked Better than Ever

66% HD 0:10 / 18:15

TransChick meets Tom Boy on Grindr and Gets Fucked Better than Ever

LoyalFans 1 year ago

POV Kinky Pegging Threesome WMV - MILF Lacey Royce Set Up A Threesome With Another Girl For You But Its Not Exactly What You're Hoping For - Bisexual Cum Eating Instructions Strap-on Fantasy

HD 0:28 / 16:56

POV Kinky Pegging Threesome WMV - MILF Lacey Royce Set Up A Threesome With Another Girl For You But Its Not Exactly What You're Hoping For - Bisexual Cum Eating Instructions Strap-on Fantasy

Clips4sale 1 year ago

Lola Fuck Kira and Vice Versa!!!

Lola Fuck Kira and Vice Versa!!!

FapHouse 7 months ago

Punishing You Makes Stepmom's Cock Grow- Ft Imilia Audley

HD 0:29 / 27:26

Punishing You Makes Stepmom's Cock Grow- Ft Imilia Audley

IWantClips 1 year ago

YES YES YES MISTRESS ft TS Slayer 1080

HD 0:30 / 26:59

YES YES YES MISTRESS ft TS Slayer 1080

Clips4sale 5 months ago

Sissy Wise Being Cute MOV

Sissy Wise Being Cute MOV

Clips4sale 5 months ago

Sissy Mila CBT FULL MOV

Sissy Mila CBT FULL MOV

Clips4sale 5 months ago

Sissy Dee in lingerie playing with her chastity cage before Lady Fee Fucks her with a new strapon

Sissy Dee in lingerie playing with her chastity cage before Lady Fee Fucks her with a new strapon

FapHouse 5 months ago

Sissy Dee Rides Lady Fees Strapon

Sissy Dee Rides Lady Fees Strapon

FapHouse 5 months ago

Trans girl and sub with big strapons

Premium 4K 14:00

Trans girl and sub with big strapons

Clips4sale 5 months ago

Girlfriend Steals Cheating Boyfriend's Manhood & Makes Her A Futa - Ft Imilia Audley

Premium 4K 19:44

Girlfriend Steals Cheating Boyfriend's Manhood & Makes Her A Futa - Ft Imilia Audley

Clips4sale 4 months ago

Sissy Trained w Big Dildo

Premium HD 8:49

Sissy Trained w Big Dildo

Clips4sale 5 months ago

Strap-on and Shemale Fuck

HD 0:10 / 17:42

Strap-on and Shemale Fuck

LoyalFans 5 months ago

Carnival of Kinks - Slut Tammy's turn, Pegged and A2M (SD)

Carnival of Kinks - Slut Tammy's turn, Pegged and A2M (SD)

Clips4sale 5 months ago

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7,642 results found

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