Sissification Videos (11,605)

Let your wifey Plumb and Blow BIG BLACK COCK or she will divorce you and leave you with nothing

Let your wifey Plumb and Blow BIG BLACK COCK or she will divorce you and leave you with nothing

TrannyGem 7 months ago

Sissy Awakening: Gentle Feminization Trance - Enchantressthorne Guides You with Visualization, Trigger and Mantras

HD 0:39 / 13:32

Sissy Awakening: Gentle Feminization Trance - Enchantressthorne Guides You with Visualization, Trigger and Mantras

FapHouse 10 months ago

Boys gagging on bbc

Boys gagging on bbc

ManPorn 4 years ago

Sissy Hope Compilation 15

Sissy Hope Compilation 15

aShemaleTube 3 weeks ago

Fem couple fucks bbc

Fem couple fucks bbc

ManPorn 3 years ago

Husband sissified, bent over and made to spread his ass cheeks for mistress's big cock to pound his tight boi pussy

Husband sissified, bent over and made to spread his ass cheeks for mistress's big cock to pound his tight boi pussy

xHamster 2 years ago

Sissy whore cum game femdom humiliation

Sissy whore cum game femdom humiliation

Pornzona 3 weeks ago

Sissy hope riding dildo very horny until cum

Sissy hope riding dildo very horny until cum

xHamster 3 years ago

Round backside femboy jizz compilaton part 2

Round backside femboy jizz compilaton part 2

ManPorn 3 years ago

Fuckmachine and Strapon DP for Sissy

65% HD 0:10 / 5:25

Fuckmachine and Strapon DP for Sissy

LoyalFans 2 years ago

DeTransformation Gurl to Boi ( requested ) Siliicone Living Doll Female mask

DeTransformation Gurl to Boi ( requested ) Siliicone Living Doll Female mask

Pornzona 3 weeks ago

SISSY POV - Grab the PINK PILL!! Feminization Encouragement

SISSY POV - Grab the PINK PILL!! Feminization Encouragement

KAMS 1 year ago

Sexy femboy in sexy dress on high heels

Sexy femboy in sexy dress on high heels

xHamster 3 years ago

Husband Turned Sissy - Goddess Alexa

Husband Turned Sissy - Goddess Alexa

Pornzona 2 months ago

JOI Jerk off Instruction and Sissification for Newbie Slut

JOI Jerk off Instruction and Sissification for Newbie Slut

xHamster 7 months ago

YOU’RE GAY & THAT’S OK

55% HD 0:10 / 7:56

YOU’RE GAY & THAT’S OK

LoyalFans 2 years ago

Caged Sissy Is Used as a Fuck Toy Part 2

60% HD 1:01 / 17:00

Caged Sissy Is Used as a Fuck Toy Part 2

FapHouse 2 months ago

MY GLORYHOLE CUM SLUT

57% HD 0:10 / 18:32

MY GLORYHOLE CUM SLUT

LoyalFans 2 years ago

Sissification two (Cartoon)

Sissification two (Cartoon)

TrannyGem 6 years ago

Sissy have a big new sextoy for the Christmas

Premium HD 18:09

Sissy have a big new sextoy for the Christmas

XVideosRed 3 months ago

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(

Tranny.one 2 years ago

Conservative Transformed into Beta by Trans Girl

Conservative Transformed into Beta by Trans Girl

BallsAndBoobs 1 year ago

Pegged in Pink - Sissy Pegging POV

Pegged in Pink - Sissy Pegging POV

xHamster 1 year ago

Step Mom Sissification JOI CEI for Panty

61% HD 0:39 / 15:45

Step Mom Sissification JOI CEI for Panty

FapHouse 1 year ago

Futa Juri Han Fucks Your Ass After Gym Sesh

Futa Juri Han Fucks Your Ass After Gym Sesh

HentaiGem 1 year ago

SISSY FLOW PRECUM COMPILATION

SISSY FLOW PRECUM COMPILATION

XVideos 1 year ago

Mistress Maven Sissy Task 4 - Femdom Goddess Maven May

Mistress Maven Sissy Task 4 - Femdom Goddess Maven May

Pornzona 3 days ago

Trans Girl Slave Gets Farted On and Used by Her Ebony Domme

Premium HD 15:26

Trans Girl Slave Gets Farted On and Used by Her Ebony Domme

XVideosRed 4 months ago

Seduced By Silk - Star Nine

62% HD 0:10 / 13:41

Seduced By Silk - Star Nine

LoyalFans 2 years ago

Caged sissy crossdresser sucking and riding big white cock

Caged sissy crossdresser sucking and riding big white cock

ManPorn 7 years ago

Rave Is King HPMV Trailer - By HypeArt

Rave Is King HPMV Trailer - By HypeArt

TrannyGem 2 years ago

(517) Sissygasm: Crossdresser Anal Masturbation with Glass Dildo and Hands-Free Orgasm - Zoulette (4K, MP4)

(517) Sissygasm: Crossdresser Anal Masturbation with Glass Dildo and Hands-Free Orgasm - Zoulette (4K, MP4)

LoyalFans 10 months ago

6th part - STEPMOMMY TURNS YOU INTO A SISSY, cockslut, locking you in chastity ready to please cocks

6th part - STEPMOMMY TURNS YOU INTO A SISSY, cockslut, locking you in chastity ready to please cocks

Pornzona 1 week ago

sissypov - ararity look how stiff i get when taking it up the ass porn video

sissypov - ararity look how stiff i get when taking it up the ass porn video

TransDoe 9 months ago

Mistress Maven Sissy Task 5 - Femdom Goddess Maven May

Mistress Maven Sissy Task 5 - Femdom Goddess Maven May

Pornzona 1 week ago

Fall Deep Into Feminization

63% HD 0:10 / 12:36

Fall Deep Into Feminization

LoyalFans 2 years ago

SISSY FUCKING PISSING MILKING

SISSY FUCKING PISSING MILKING

XVideos 6 months ago

Jock Conditioning For The Closeted Faggot

Jock Conditioning For The Closeted Faggot

ShemaleSin 2 years ago

Sissy Husband Dressed in Pink, Pegged & Fed Him Own Cum!

72% HD 1:01 / 22:24

Sissy Husband Dressed in Pink, Pegged & Fed Him Own Cum!

FapHouse 4 months ago

Tranny video black gay teen first time Explosions, failure, and punishment

Tranny video black gay teen first time Explosions, failure, and punishment

ManPorn 8 years ago

Lutsch Shemale Schwänze

Lutsch Shemale Schwänze

Juicexxx 3 weeks ago

Super Risky Cross Dressing Summer Task - Task

66% HD 1:01 / 9:31

Super Risky Cross Dressing Summer Task - Task

FapHouse 1 year ago

Black female is your domina and wants to have fun with your sweet rump - ROLEPLAY AI

Black female is your domina and wants to have fun with your sweet rump - ROLEPLAY AI

HentaiGem 4 months ago

Sissificated, feminized and instructed with fuck stick

Sissificated, feminized and instructed with fuck stick

TrannyGem 1 year ago

Lutsch Shemale Schwänze

Lutsch Shemale Schwänze

Pornzona 3 months ago

Caged Sissy Is Used as a Fuck Toy Part 1

Caged Sissy Is Used as a Fuck Toy Part 1

xHamster 2 months ago

This was so humiliating @MistressMurmur gave i self-facial training

This was so humiliating @MistressMurmur gave i self-facial training

KAMS 10 months ago

Ivy & Headmistress; Sissification & Humiliation Punishment

56% 0:39 / 26:37

Ivy & Headmistress; Sissification & Humiliation Punishment

FapHouse 10 months ago

Turned Out Sissy Interactive Toy Experience

Turned Out Sissy Interactive Toy Experience

xHamster 1 year ago

Sissy Dress Up Paige Steele Maleka

Sissy Dress Up Paige Steele Maleka

Clips4sale 1 year ago

Sissy Club Slut Part 2/2: Sissy Femboy Fucked with Femdom Pegging, Anal ****, and Huge Dildo Fucking with Mistress Stellina Obscura

55% HD 0:10 / 29:59

Sissy Club Slut Part 2/2: Sissy Femboy Fucked with Femdom Pegging, Anal ****, and Huge Dildo Fucking with Mistress Stellina Obscura

LoyalFans 6 months ago

SISSY FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSIFICATION TRAINER BNWO TRANNY ANAL FEMBOY COMPILATION HUMILIATION FACESITTING

SISSY FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSIFICATION TRAINER BNWO TRANNY ANAL FEMBOY COMPILATION HUMILIATION FACESITTING

Eporner 4 months ago

Mouthfucking a cd bitch to near gagging hd

Mouthfucking a cd bitch to near gagging hd

ManPorn 2 years ago

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

xHamster 2 years ago

Sissification feminization sissy instructing - the birth of fuckbox (english voice)

Sissification feminization sissy instructing - the birth of fuckbox (english voice)

TransTube.tv 1 year ago

I Turned You Into Sissy Step-daughter

HD 0:39 / 11:55

I Turned You Into Sissy Step-daughter

FapHouse 2 months ago

Sissy Summer Camp with Elle Eros

Sissy Summer Camp with Elle Eros

xHamster 1 year ago

Sissies Cum In Their Panties

Sissies Cum In Their Panties

LoyalFans 3 years ago

Spunk to Weenie Sissy Assfuck Jerk Off Instructions Expressed and Captions

Spunk to Weenie Sissy Assfuck Jerk Off Instructions Expressed and Captions

HentaiGem 2 months ago

Femmes Pub Gig six: A Sissy Feminization Series

Femmes Pub Gig six: A Sissy Feminization Series

TrannyGem 5 years ago

U R NOT TRANS- UR a SISSY - Positive Female dominance Sissification Feminization Autogynephillia POINT OF VIEW

U R NOT TRANS- UR a SISSY - Positive Female dominance Sissification Feminization Autogynephillia POINT OF VIEW

Transvids.tv 6 months ago

trans physical therapist ria bentley cures her bbc patient deep anal sex

trans physical therapist ria bentley cures her bbc patient deep anal sex

AnalVids 10 months ago

Strict female guard sissyfies and strapon fucks the smooth prisoner

Strict female guard sissyfies and strapon fucks the smooth prisoner

Tranny.one 3 years ago

gayest cumshot compilation vol 1 crossdresser femboy sissy

gayest cumshot compilation vol 1 crossdresser femboy sissy

PornBox 7 months ago

transgender princess Makes You Learn To Love BIG BLACK COCK

transgender princess Makes You Learn To Love BIG BLACK COCK

TrannyGem 2 years ago

pure-ts - lunara kitten man cheating on his wife with a hot trans slut

pure-ts - lunara kitten man cheating on his wife with a hot trans slut

TransDoe 2 years ago

Sissy CockQueens

Sissy CockQueens

aShemaleTube 2 years ago

BNWO Sissy Bride Gooning

BNWO Sissy Bride Gooning

xHamster 3 months ago

Kinky shower with whipped cream, dildo fucking, my sweet feet, gaping & farting and cumshot

HD 0:11 / 23:23

Kinky shower with whipped cream, dildo fucking, my sweet feet, gaping & farting and cumshot

C4S 2 years ago

Sissy Cock Sock: GAY Training Mind Fuck

53% HD 0:10 / 9:17

Sissy Cock Sock: GAY Training Mind Fuck

LoyalFans 1 year ago

Feminization Sissification Sissy threesome training blowjob

Feminization Sissification Sissy threesome training blowjob

Lesbian8 6 months ago

pure-ts - valkyria domina trans from a bad boy to a beautiful girl

pure-ts - valkyria domina trans from a bad boy to a beautiful girl

TransDoe 1 year ago

Sissy Gash Fingerblasting and Assfuck Ass-Plug! Sissification of Quinne

Sissy Gash Fingerblasting and Assfuck Ass-Plug! Sissification of Quinne

TrannyGem 4 years ago

Sybian Orgasm for Sasha De Sade from Santa

Sybian Orgasm for Sasha De Sade from Santa

TrannyGem 6 years ago

Your Sissy Destiny - Sissification Encouragement Affirmation FULL VID on LayneLovee Manyvids

Your Sissy Destiny - Sissification Encouragement Affirmation FULL VID on LayneLovee Manyvids

BallsAndBoobs 1 year ago

You Are Just A Hole - Variety Itsol

Premium HD 28:04

You Are Just A Hole - Variety Itsol

Sheer 1 year ago

Feminisierung und weiblicher aussehen. mZF

Feminisierung und weiblicher aussehen. mZF

TrannyGem 1 year ago

Futa Gf FILLS Your Tight Ass [Dom Futa x Sissy Bf] [Soft femdom] [Anal creampie] [Blowjob] [Cock Milking] Erotic Audio RP

Futa Gf FILLS Your Tight Ass [Dom Futa x Sissy Bf] [Soft femdom] [Anal creampie] [Blowjob] [Cock Milking] Erotic Audio RP

BallsAndBoobs 1 month ago

Sissy - Feminization - Sissy Trainer - Sissification

Sissy - Feminization - Sissy Trainer - Sissification

TrannyGem 3 years ago

Worthless sissy slave gets her tight ass ponded by mistress's BBC

Worthless sissy slave gets her tight ass ponded by mistress's BBC

xHamster 1 month ago

Feminization Sissification Sissy three-way instructing deep throat

Feminization Sissification Sissy three-way instructing deep throat

TrannyGem 1 year ago

Sissy Feeding Time (Part 1)

55% HD 0:10 / 5:16

Sissy Feeding Time (Part 1)

LoyalFans 2 months ago

Boss teaches u how to properly suck her large ebony weenie (SISSIFICATION ROLEPLAY)

Boss teaches u how to properly suck her large ebony weenie (SISSIFICATION ROLEPLAY)

ShemaleSin 6 months ago

Sissification feminization sissy instructing - NEW GENDER (english voice)

Sissification feminization sissy instructing - NEW GENDER (english voice)

TransTube.tv 1 year ago

Missy plays with their fucktoys!

Missy plays with their fucktoys!

TransTube.tv 1 year ago

Sissygasm Precum CEI Sissy Slut Task 2 Feminization Sissification Training Blonde Femdom Mistress Emily Marilyn Encouraged Fem

59% HD 0:18 / 13:34

Sissygasm Precum CEI Sissy Slut Task 2 Feminization Sissification Training Blonde Femdom Mistress Emily Marilyn Encouraged Fem

Clips4sale 3 months ago

tspov - katy leon a stunning view porn video

tspov - katy leon a stunning view porn video

Kimins 4 months ago

POV: Making Sissy Swallow A Huge Load Of Cum

POV: Making Sissy Swallow A Huge Load Of Cum

xHamster 5 months ago

You’re my sissy wife now - Elle Eros

You’re my sissy wife now - Elle Eros

Pornzona 4 days ago

jessy reed mreasydeck trans ready for you to suck porn video

jessy reed mreasydeck trans ready for you to suck porn video

TransDoe 3 weeks ago

SISSY FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSIFICATION TRAINER BNWO TRANNY ANAL

SISSY FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSIFICATION TRAINER BNWO TRANNY ANAL

Eporner 5 months ago

Paloma e os machos

Paloma e os machos

ManPorn 4 years ago

Futa Elf BDSM Threesome JOI

Futa Elf BDSM Threesome JOI

Pornzona 1 month ago

Sissy Cable-On Pegging Spitroast by Dual Dominatrixes Domina Mercer and Coral

Sissy Cable-On Pegging Spitroast by Dual Dominatrixes Domina Mercer and Coral

TrannyGem 4 years ago

I've been putting estrogen in your coffee: loving feminization and futa fucking - SD wmv

54% 0:29 / 14:30

I've been putting estrogen in your coffee: loving feminization and futa fucking - SD wmv

Clips4sale 2 years ago

Papa shares sissychris47 with his friend

Papa shares sissychris47 with his friend

ManPorn 4 years ago

POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification

POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification

xHamster 3 years ago

Diaper Prisoner Orientation for Step-Daddy

Diaper Prisoner Orientation for Step-Daddy

Clips4sale 4 months ago

Jason Collins and the Sissy Crossdresser Bareback 6

Premium HD 53:30

Jason Collins and the Sissy Crossdresser Bareback 6

Sheer 2 years ago

Be My Fairy Friend

Be My Fairy Friend

Clips4sale 3 years ago

Redhead Shemale German young sexy jeggings masturbation

Redhead Shemale German young sexy jeggings masturbation

ManPorn 8 years ago

pure-ts - tami ray take me and fill me up porn video

pure-ts - tami ray take me and fill me up porn video

TransDoe 10 months ago

Girl Dress for Sissy Asmr Captivate Crossdressing Encouragement

Girl Dress for Sissy Asmr Captivate Crossdressing Encouragement

xHamster 2 months ago

pure-ts - paradise doll the perfect side piece transgirl

pure-ts - paradise doll the perfect side piece transgirl

TransDoe 1 year ago

Sissy Cuck Cord-on Pegging with LARGE Bad Dragon Opportunity by Domina Mercer

Sissy Cuck Cord-on Pegging with LARGE Bad Dragon Opportunity by Domina Mercer

Transvids.tv 5 months ago

good little slutty holes take every inch. (cum in chastity cage)

good little slutty holes take every inch. (cum in chastity cage)

PornBox 6 months ago

Sissy Cuck String-on Pegging with HEFTY Bad Dragon Opportunity by Domina Mercer

Sissy Cuck String-on Pegging with HEFTY Bad Dragon Opportunity by Domina Mercer

TrannyGem 2 months ago

Feminine Etiquette Interactive (4KUHD MP4)

55% HD 0:26 / 13:50

Feminine Etiquette Interactive (4KUHD MP4)

Clips4sale 1 year ago

New Town: Full Femme BFF Transformation

HD 0:12 / 12:03

New Town: Full Femme BFF Transformation

Clips4sale 3 years ago

pure-ts - bratz doll huge lips raise dicks

pure-ts - bratz doll huge lips raise dicks

TransDoe 1 year ago

Businessman made into a Sissy Whore

Businessman made into a Sissy Whore

Pornzona 1 month ago

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

xHamster 9 months ago

tspov - lara knyght how is the view porn video

tspov - lara knyght how is the view porn video

TransDoe 11 months ago

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

46% HD 0:33 / 16:20

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

Clips4sale 1 year ago

TS Lucy Hart and Bunny Colby are Feminizing you for your Girlfriend

TS Lucy Hart and Bunny Colby are Feminizing you for your Girlfriend

XVideos 1 month ago

Lets Play an Edging Game

60% 4K 0:26 / 21:55

Lets Play an Edging Game

Clips4sale 1 year ago

Ai Salon Sucker

Ai Salon Sucker

Clips4sale 2 years ago

Wife Sissifies You - Sissy Training with Rebelle Hart

50% 0:25 / 16:59

Wife Sissifies You - Sissy Training with Rebelle Hart

Clips4sale 1 year ago

COCK STUFFED

53% HD 0:10 / 22:05

LoyalFans 3 years ago

Sissy Cumming in Chastity JOI CEI

Sissy Cumming in Chastity JOI CEI

LoyalFans 2 years ago

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