First Time Anal (661)

Fucking MTF Ria Bentley on my Harley

Fucking MTF Ria Bentley on my Harley

Clips4sale 7 months ago

You Bet Your Ass (FULL HD)

48% HD 0:43 / 29:22

You Bet Your Ass (FULL HD)

Clips4sale 1 year ago

Trans girl Trying monster faux-cock for the first-ever-ever time and getting her hole ruined but a gigantic currency-shot

Trans girl Trying monster faux-cock for the first-ever-ever time and getting her hole ruined but a gigantic currency-shot

TransTube.tv 1 year ago

First Time Anal Experience and Chastity Play : Sissy Gets Hot & Horny with Toys

HD 0:30 / 16:59

First Time Anal Experience and Chastity Play : Sissy Gets Hot & Horny with Toys

Clips4sale 1 year ago

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Clips4sale 11 months ago

Guy makes his FIRST Sex tape with TS Porn Starlette Gray Perrier by Fucking her Deep and her sucking his cock from Ass to Mouth

67% 0:30 / 31:35

Guy makes his FIRST Sex tape with TS Porn Starlette Gray Perrier by Fucking her Deep and her sucking his cock from Ass to Mouth

Clips4sale 11 months ago

Oops, accidental penectomy

65% HD 0:21 / 12:32

Oops, accidental penectomy

Clips4sale 7 months ago

Sissy gets Facesat, Pegged and Milked by her Neighbours

HD 0:58 / 21:48

Sissy gets Facesat, Pegged and Milked by her Neighbours

Clips4sale 4 years ago

(4K) Sissy Gamer Gurl: Femdom Huge Dildo Anal Pegging Part 2 of 3

4K 0:30 / 13:51

(4K) Sissy Gamer Gurl: Femdom Huge Dildo Anal Pegging Part 2 of 3

Clips4sale 2 years ago

Three tops and two subs on a wicked anal orgy (1080 EN-sub)

HD 0:26 / 21:19

Three tops and two subs on a wicked anal orgy (1080 EN-sub)

Clips4sale 2 years ago

janny gets spit roasted for the first time

57% 0:30 / 14:11

janny gets spit roasted for the first time

Clips4sale 1 year ago

OH NO! Her feet and her ass are too hot! Emily Adaire and Variety Itsol

65% 4K 0:52 / 24:10

OH NO! Her feet and her ass are too hot! Emily Adaire and Variety Itsol

Clips4sale 2 years ago

Trans nymph Attempting monster fuck stick for the first-ever time and getting her slot ruined but a huge jizz shot

Trans nymph Attempting monster fuck stick for the first-ever time and getting her slot ruined but a huge jizz shot

Transvids.tv 9 months ago

Imposed Feminization and Double Domination

42% HD 0:30 / 58:28

Imposed Feminization and Double Domination

Clips4sale 1 year ago

the first time is always intense

the first time is always intense

Clips4sale 1 year ago

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

Clips4sale 2 years ago

Anal Fuck and Ass-to-Mouth ATM Creampie with Sophie Ladder

HD 0:10 / 27:56

Anal Fuck and Ass-to-Mouth ATM Creampie with Sophie Ladder

LoyalFans 6 months ago

Sissy Window Peg 1 MOV

Sissy Window Peg 1 MOV

Clips4sale 1 year ago

The Sissy Crossdresser 10 Bareback

44% 0:30 / 44:51

The Sissy Crossdresser 10 Bareback

Clips4sale 1 year ago

Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x Clip 3

Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x Clip 3

xHamster 4 months 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 5 months ago

Solo Trans Adventure, Hot and Naughty

HD 1:01 / 42:55

Solo Trans Adventure, Hot and Naughty

FapHouse 2 months ago

Sub Torment 2

Clips4sale 2 years ago

Panties Down & Bottoms Out - Mistress Need to Pound Some Boi Pussy

Panties Down & Bottoms Out - Mistress Need to Pound Some Boi Pussy

Clips4sale 2 years ago

MyDirtyHobby - First BBC for beautiful blonde

MyDirtyHobby - First BBC for beautiful blonde

Fapcat 2 years ago

Petite Trans Teen Fucks Cute Blonde Femboy Clip 1

Petite Trans Teen Fucks Cute Blonde Femboy Clip 1

xHamster 2 weeks ago

Trans Cosplayer gets tight ass destroyed and moans in pleasure (2025 Remaster) Clip 2

Trans Cosplayer gets tight ass destroyed and moans in pleasure (2025 Remaster) Clip 2

xHamster 4 months ago

JUDE LYNX — LOVEMAKING STANCE FOR YOU RAVAGE MY CHERRY BUTT, FTM SEXTING

JUDE LYNX — LOVEMAKING STANCE FOR YOU RAVAGE MY CHERRY BUTT, FTM SEXTING

TrannyGem 3 months ago

Futa pheromones - Make me Gay

57% HD 0:19 / 10:05

Futa pheromones - Make me Gay

Clips4sale 4 years ago

YOUNG SISSY'S FIRST GLORYHOLE

YOUNG SISSY'S FIRST GLORYHOLE

Clips4sale 2 years ago

Spank my Hole

77% 0:57 / 16:08

Clips4sale 2 years ago

First Time Rapper Fucks Tgirl in Chastity

First Time Rapper Fucks Tgirl in Chastity

xHamster 3 years ago

Daddy Roxxie's Ass Stretching Instructional Custom

Daddy Roxxie's Ass Stretching Instructional Custom

APClips 1 year ago

Cutest Trans Stepsister Drilled in Missionary (OnlyFans: tskyliestar)

Cutest Trans Stepsister Drilled in Missionary (OnlyFans: tskyliestar)

ShemaleSin 1 year ago

Goddess Adda and Faith - Fucked by Adda after watching porn on mobile

Goddess Adda and Faith - Fucked by Adda after watching porn on mobile

Clips4sale 2 years ago

Hot Latina Trans Girl's 1st Sex Tape

63% HD 0:11 / 20:18

Hot Latina Trans Girl's 1st Sex Tape

Clips4sale 3 years ago

Heteroflexible K solo anal 23: slim fit older muscular asshole exploration

Heteroflexible K solo anal 23: slim fit older muscular asshole exploration

Clips4sale 3 years ago

Futanari Takes Your Anal Virginity - 720 WMV

HD 0:30 / 12:34

Futanari Takes Your Anal Virginity - 720 WMV

Clips4sale 3 years ago

Sissy Relapse

Clips4sale 3 years ago

Nara dominate Hex and TS Bruna`s lusty desires - Part 1+2 Complete (720 EN-sub)

HD 0:11 / 33:18

Nara dominate Hex and TS Bruna`s lusty desires - Part 1+2 Complete (720 EN-sub)

Clips4sale 3 years ago

A Year Later With Hot Thin Trans Girl Livi Doll

65% 0:11 / 32:20

A Year Later With Hot Thin Trans Girl Livi Doll

Clips4sale 7 months ago

Adorable trans alt girl with bright green hair wearing a wet look top with a tiny cock takes a MASSIVE toy anally the first time using a fucking machine to really stretch her asshole managing to take the toy a bit more than halfway gaping her hole

66% 0:30 / 21:50

Adorable trans alt girl with bright green hair wearing a wet look top with a tiny cock takes a MASSIVE toy anally the first time using a fucking machine to really stretch her asshole managing to take the toy a bit more than halfway gaping her hole

Clips4sale 7 months ago

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

59% 0:30 / 29:57

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

Clips4sale 8 months ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, MP4)

51% HD 0:20 / 11:09

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, MP4)

Clips4sale 1 year ago

Need my BF's Dad To Fuck Me Right

Need my BF's Dad To Fuck Me Right

APClips 1 year ago

MY FIRST TIME WITH A TRANS MAN

HD 0:10 / 29:22

MY FIRST TIME WITH A TRANS MAN

LoyalFans 1 year ago

Shaggy Fucks a Trans Woman for the First Time

Shaggy Fucks a Trans Woman for the First Time

xHamster 2 years ago

Trans Girl First Time with Anal Dildo

Trans Girl First Time with Anal Dildo

APClips 1 year ago

Solo Presence Only, a Trans Creator Sharing an Intimate Moment

Solo Presence Only, a Trans Creator Sharing an Intimate Moment

FapHouse 3 months ago

Butt Plug Try-On - Cece Monroe Butt Plugs with Anal

Butt Plug Try-On - Cece Monroe Butt Plugs with Anal

Clips4sale 6 months ago

Gangbang this slut with our trans girl

Gangbang this slut with our trans girl

Clips4sale 3 months ago

A Confident Solo Journey by a Trans Creator, Authentic, Personal, and Unfiltered

A Confident Solo Journey by a Trans Creator, Authentic, Personal, and Unfiltered

FapHouse 3 months ago

Slow-glow Solo Entertainment for Grown Men Who Appreciate Control, Mood, and Presence

HD 1:01 / 58:08

Slow-glow Solo Entertainment for Grown Men Who Appreciate Control, Mood, and Presence

FapHouse 2 months ago

Sissy Slut Michelle Behind the Stage Morning Wake-Up and Training in Beijing Hotel

HD 1:00 / 42:34

Sissy Slut Michelle Behind the Stage Morning Wake-Up and Training in Beijing Hotel

Clips4sale 3 months ago

Prison Futa Makes You Her Bitch Again

HD 0:10 / 10:11

Prison Futa Makes You Her Bitch Again

LoyalFans 3 months ago

Trans Solo Heatwave, All for You

HD 0:39 / 38:00

Trans Solo Heatwave, All for You

FapHouse 2 months ago

BREBACK SEX IN PUBLIC BATHROOM I LEAVE THE ASS OPEN TO CUTE TWINK CREAMPIE Clip 2

BREBACK SEX IN PUBLIC BATHROOM I LEAVE THE ASS OPEN TO CUTE TWINK CREAMPIE Clip 2

xHamster 2 months ago

My wild Ride: Embracing the Black Dildo

My wild Ride: Embracing the Black Dildo

Clips4sale 1 year ago

Little Femboy Slut blows big dick and gets ass destroyed - prettyboi2000x Clip 1

Little Femboy Slut blows big dick and gets ass destroyed - prettyboi2000x Clip 1

xHamster 1 month ago

Hands on Heat, Solo Trans Session

HD 1:01 / 38:04

Hands on Heat, Solo Trans Session

FapHouse 2 months ago

Blake Lovely Wants Haven Rose's Hard Girl Cock Inside

HD 0:30 / 23:16

Blake Lovely Wants Haven Rose's Hard Girl Cock Inside

Clips4sale 7 months ago

Sex and Intimacy Trans Pt 3

Sex and Intimacy Trans Pt 3

Clips4sale 8 months ago

First Time Rapper Fucks TS in Chastity

First Time Rapper Fucks TS in Chastity

xHamster 3 years ago

Little Fenne first time with new beowulf dildo by hankeys toys

Little Fenne first time with new beowulf dildo by hankeys toys

xHamster 2 months ago

futa step-sister lovingly takes your anal virginity - pov virtual pegging roleplay - SD

futa step-sister lovingly takes your anal virginity - pov virtual pegging roleplay - SD

Clips4sale 3 years ago

futa step-sister lovingly takes your anal virginity - pov virtual pegging roleplay - SD - wmv

futa step-sister lovingly takes your anal virginity - pov virtual pegging roleplay - SD - wmv

Clips4sale 3 years ago

Trans whore gets romped for first-ever time by hookup machine (POINT OF VIEW ish)

Trans whore gets romped for first-ever time by hookup machine (POINT OF VIEW ish)

TrannyGem 2 years ago

futa mommy pegs you - punished for stealing panties

HD 0:10 / 15:16

futa mommy pegs you - punished for stealing panties

LoyalFans 2 years ago

Big Dick Ginger Tgirl eats his ass and begs to be covered in cum

55% HD 0:10 / 12:40

Big Dick Ginger Tgirl eats his ass and begs to be covered in cum

LoyalFans 1 year ago

THE TAMING OF JACQUIE BLU [4K]

Premium 61% 4K 1:01:56

THE TAMING OF JACQUIE BLU [4K]

APClips 1 year ago

This guy made me his Floozy for the 1st time - Onlyfans Veronica Sanders

This guy made me his Floozy for the 1st time - Onlyfans Veronica Sanders

ShemaleSin 1 year ago

First-Ever time ass fucking compilation. Cherry ladyboy

First-Ever time ass fucking compilation. Cherry ladyboy

TrannyGem 1 year ago

Skylar Adams & Kelly Quell Meet -4K

Premium 4K 25:39

Skylar Adams & Kelly Quell Meet -4K

APClips 1 year ago

Just a Fully Nude Anal Chastity Slut

Premium 63% 58:09

Just a Fully Nude Anal Chastity Slut

APClips 1 year ago

futa sister lovingly takes your anal virginity - pov virtual pegging roleplay

futa sister lovingly takes your anal virginity - pov virtual pegging roleplay

APClips 1 year ago

Lola Takes a Dildo For The First Time Pt1

Lola Takes a Dildo For The First Time Pt1

APClips 1 year ago

fucking Livi Doll until her legs shake – she’s just way too cute!

HD 0:30 / 29:17

fucking Livi Doll until her legs shake – she’s just way too cute!

Clips4sale 2 years ago

Giada Da Vinci meet LunaFeetCute for one of her first anal experience, anal training, sissy training, chastity

HD 0:33 / 18:01

Giada Da Vinci meet LunaFeetCute for one of her first anal experience, anal training, sissy training, chastity

Clips4sale 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

First Time Taking a Dildo Pt 3

First Time Taking a Dildo Pt 3

Clips4sale 3 years ago

Futanari Takes Your Anal Virginity - 1080 WMV

HD 0:30 / 12:34

Futanari Takes Your Anal Virginity - 1080 WMV

Clips4sale 3 years ago

AB083 Two Mistress Ruthless training kinky girl First Time Anal insertion squirting 首次肛门插入崩坏

AB083 Two Mistress Ruthless training kinky girl First Time Anal insertion squirting 首次肛门插入崩坏

aShemaleTube 2 years ago

Man Pegged and FISTED by Two Dominants - Jaq Quicksilver and Cosmicbroccoli - Cis man subjected to strapon sex pegging and fisting by dual domination femdom in BDSM threesome - 4k mp4

4K 0:29 / 1:01:33

Man Pegged and FISTED by Two Dominants - Jaq Quicksilver and Cosmicbroccoli - Cis man subjected to strapon sex pegging and fisting by dual domination femdom in BDSM threesome - 4k mp4

Clips4sale 1 year ago

Cam Crest Instructs in Cocksucking

Cam Crest Instructs in Cocksucking

Clips4sale 1 year ago

Small trans chick very first-ever time rectal with a large cum-pump. Can she take it?

Small trans chick very first-ever time rectal with a large cum-pump. Can she take it?

TransTube.tv 1 year ago

Hot Latina Trans Girl's 1st Sex Tape

HD 0:10 / 20:18

Hot Latina Trans Girl's 1st Sex Tape

LoyalFans 8 months ago

ENJOY BEING A SISSY

ENJOY BEING A SISSY

Clips4sale 1 year ago

Jaw-dropping moment from "CUTE DOLL GETS FILLED WITH HOT CUM FROM HETERO CREAMPIE ANAL FEMBOY TRANS"

Jaw-dropping moment from "CUTE DOLL GETS FILLED WITH HOT CUM FROM HETERO CREAMPIE ANAL FEMBOY TRANS"

xHamster 5 months ago

Key moment from "CUTE DOLL GETS FUCKED BAREBACK BY HER STRAIGHT MALE CUMS INSIDE ANAL CREAMPIE"

Key moment from "CUTE DOLL GETS FUCKED BAREBACK BY HER STRAIGHT MALE CUMS INSIDE ANAL CREAMPIE"

xHamster 5 months ago

An Intimate After-dark Experience for Grown Men Who Appreciate Confidence and Privacy

HD 0:39 / 43:25

An Intimate After-dark Experience for Grown Men Who Appreciate Confidence and Privacy

FapHouse 2 months ago

A Slow, Private Late-night Moment Made for Mature Men Who Enjoy Discreet Solo Energy

HD 0:39 / 38:01

A Slow, Private Late-night Moment Made for Mature Men Who Enjoy Discreet Solo Energy

FapHouse 2 months ago

Naughty and Hot, Solo Trans Fun

HD 0:39 / 25:21

Naughty and Hot, Solo Trans Fun

FapHouse 2 months ago

Cock Craving | Bi Encouragement: First Time | Futa Anal Sex Seduction | Futanari

Cock Craving | Bi Encouragement: First Time | Futa Anal Sex Seduction | Futanari

Clips4sale 4 months ago

All Alone, All Yours, Solo Trans Fun

HD 0:39 / 29:23

All Alone, All Yours, Solo Trans Fun

FapHouse 2 months ago

Quiet Intimacy in Solitude, a Trans Creator’s Solo Expression for All

Quiet Intimacy in Solitude, a Trans Creator’s Solo Expression for All

FapHouse 2 months ago

A Slow, Private Late-night Moment Made for Mature Men Who Enjoy Discreet Solo Energy

HD 1:01 / 38:01

A Slow, Private Late-night Moment Made for Mature Men Who Enjoy Discreet Solo Energy

FapHouse 2 months ago

First Time Anal Douche with Rippled Nozzle 1080p

66% 4K 0:24 / 12:28

First Time Anal Douche with Rippled Nozzle 1080p

Clips4sale 10 months ago

Rapper Fucks Crossdresser with Big Ass

Rapper Fucks Crossdresser with Big Ass

xHamster 2 years ago

Tranny Helenas new fucking machine! First test with mega Cumshot!

HD 0:30 / 11:17

Tranny Helenas new fucking machine! First test with mega Cumshot!

Clips4sale 2 years ago

Illuminated Love with Gabe tha Babe and Tati Toxica

4K 0:29 / 16:56

Illuminated Love with Gabe tha Babe and Tati Toxica

Clips4sale 3 years ago

Late Night Sex Radio Call Mystery Caller Becomes Real Life Sex Date

56% 0:11 / 38:41

Late Night Sex Radio Call Mystery Caller Becomes Real Life Sex Date

C4S 2 years ago

Sissy gets Facesat, Pegged and Milked by her Neighbours (HD)

HD 0:58 / 21:48

Sissy gets Facesat, Pegged and Milked by her Neighbours (HD)

Clips4sale 4 years ago

A lesson in dick taking

4K 0:29 / 23:46

A lesson in dick taking

Clips4sale 1 year ago

Roommate Feminized and in Chastity for First Time for Girls Night Out

Roommate Feminized and in Chastity for First Time for Girls Night Out

xHamster 11 months ago

Trans penetrate female in the donk very first-ever time

Trans penetrate female in the donk very first-ever time

TransTube.tv 1 year ago

HUNG TRANS TOPS BOTH JAKE AND I

HD 0:10 / 21:38

HUNG TRANS TOPS BOTH JAKE AND I

LoyalFans 1 year ago

relaxing in the bathtub – with my 19 inch dildo!

Premium HD 22:31

relaxing in the bathtub – with my 19 inch dildo!

Clips4sale 1 year ago

Masquerade Sissy Slut Halloween Anal Squirt Fest!

HD 0:29 / 51:12

Masquerade Sissy Slut Halloween Anal Squirt Fest!

Clips4sale 1 year ago

Solo Anal Toying and Jerk Session With TGirl Ria Bentley

55% 4K 0:24 / 35:18

Solo Anal Toying and Jerk Session With TGirl Ria Bentley

Clips4sale 1 year ago

Stunning moment from "YOUNG BITCH GETS FUCKED BAREBACK BY A STRAIGHT MAN IN A MOTEL AND CUMS INSIDE HER GAY CREAMPIE ASS"

Stunning moment from "YOUNG BITCH GETS FUCKED BAREBACK BY A STRAIGHT MAN IN A MOTEL AND CUMS INSIDE HER GAY CREAMPIE ASS"

xHamster 8 months ago

DPing my ass and pussy with two dildos

DPing my ass and pussy with two dildos

Clips4sale 7 months ago

Key moment from "After my porn debut, I wanted to get my pussy filled with cum! So here I am! Ready to get fucked again!"

Key moment from "After my porn debut, I wanted to get my pussy filled with cum! So here I am! Ready to get fucked again!"

xHamster 7 months ago

Boss Bitch Secretary Trained To Be A Gape Slut In Anal BDSM

HD 0:29 / 30:57

Boss Bitch Secretary Trained To Be A Gape Slut In Anal BDSM

Clips4sale 1 year ago

Harley Quinn Femdom Futa BJ n Anal Creampie 4K

Premium 4K 18:48

Harley Quinn Femdom Futa BJ n Anal Creampie 4K

APClips 1 year ago

NERD - Perfect Countryside Ladyboy Found and Fucked

58% 0:30 / 42:36

NERD - Perfect Countryside Ladyboy Found and Fucked

Clips4sale 11 months ago

bedtime for sissy Taylor

bedtime for sissy Taylor

Clips4sale 1 year ago

Bucky Wright Fucks My Ass!

Bucky Wright Fucks My Ass!

APClips 1 year ago

Sapphic lesbian sex with Alexa Readmen

Sapphic lesbian sex with Alexa Readmen

APClips 1 year ago

Sissy Anal Training Instructions - Fuck your Ass with Me HD

Premium HD 45:31

Sissy Anal Training Instructions - Fuck your Ass with Me HD

Clips4sale 1 year ago

Fuck Machine Episode Five

HD 0:11 / 11:29

Fuck Machine Episode Five

Clips4sale 2 years ago

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