Big Ass Sissy Videos (183,178)

Test Subject #719--Part 1--Initiation of Feminization

Test Subject #719--Part 1--Initiation of Feminization

AShemaleTube 2 weeks ago

Mature Man Fucks Student Hard Bareback and Cums Inside His Tight Ass Anal Creampie

Mature Man Fucks Student Hard Bareback and Cums Inside His Tight Ass Anal Creampie

XHamster 1 year ago

She Pulverize me like a Mega-Bitch! Divine Ass Fucking

She Pulverize me like a Mega-Bitch! Divine Ass Fucking

TrannyGem 5 years ago

Cute Young Femboy in Chun Li Cosplay Jerking Off while Fucks Her Ass with Butt Plug

Cute Young Femboy in Chun Li Cosplay Jerking Off while Fucks Her Ass with Butt Plug

AShemaleTube 3 weeks ago

Extremely Long Dildo Pokes Skinny Sissy Slut Whore Until Her Belly Bulge

Extremely Long Dildo Pokes Skinny Sissy Slut Whore Until Her Belly Bulge

XHamster 1 month ago

Tiny Virgin Twink Gets Ass Stretching Lessons and Hot Daddy Cum on His Pulsating Slutty Hole

Tiny Virgin Twink Gets Ass Stretching Lessons and Hot Daddy Cum on His Pulsating Slutty Hole

XHamster 2 years ago

Pretty-faced femboy with big lips gives sloppy deepthroat head to big black cock

Pretty-faced femboy with big lips gives sloppy deepthroat head to big black cock

HugeDickz 2 years ago

Black on Blonde - Creampie Lovers

67% 0:39 / 18:55

Black on Blonde - Creampie Lovers

FapHouse 5 years ago

Sissy ass-fuck Big fuck stick

Sissy ass-fuck Big fuck stick

TrannyGem 1 year ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 1

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 1

XHamster 7 months ago

Miniskirt and NO panties means Gaping Ass & Rock Hard Cock CUMSHOT!!!

Miniskirt and NO panties means Gaping Ass & Rock Hard Cock CUMSHOT!!!

AShemaleTube 11 months ago

Best Friend Demolishes My Young Femboy Bussy - Prettyboi2000x

59% HD 0:08 / 0:23

Best Friend Demolishes My Young Femboy Bussy - Prettyboi2000x

FapHouse 11 months ago

Big dick shemale public dick flash in sexy lingerie and anal plug

Big dick shemale public dick flash in sexy lingerie and anal plug

XHamster 2 years ago

White T Girl Leaks Loads on BBC

White T Girl Leaks Loads on BBC

XHamster 1 year ago

Seeing Himself as a Sexy Gurl

Seeing Himself as a Sexy Gurl

XHamster 1 month ago

BBC Boyfriend Put His Big Python in My Sissy Ass - Part2

BBC Boyfriend Put His Big Python in My Sissy Ass - Part2

XHamster 1 year ago

Petite and horny slut loves my big dick in her butt

Petite and horny slut loves my big dick in her butt

MyTransfix 1 month ago

Big butt femboy booty faux penis compilation

Big butt femboy booty faux penis compilation

MyTransfix 2 weeks ago

Middle Aged Sissy Blowjob - Compilation 10

Middle Aged Sissy Blowjob - Compilation 10

BoyFriendTV 4 days ago

Hawt Sissy Sucking Large Bulky Ebony Weenie

Hawt Sissy Sucking Large Bulky Ebony Weenie

ShemaleSin 3 years ago

POV Hard Pegging Jasmine Dlight From Mistress

POV Hard Pegging Jasmine Dlight From Mistress

XHamster 10 months ago

outdoor full naked chastity heels slutwalk at truck stop

outdoor full naked chastity heels slutwalk at truck stop

XHamster 1 year ago

Creampie - I Destroyed This Submissive's Hole with My Cock!

Creampie - I Destroyed This Submissive's Hole with My Cock!

XHamster 1 week ago

SatansHoe PMV for your goon Loop

SatansHoe PMV for your goon Loop

TransTube.tv 2 years ago

My Hottest Ass Play Compilation - Big Anal Plug Ruined Sissy Hole Into a Huge Gape

My Hottest Ass Play Compilation - Big Anal Plug Ruined Sissy Hole Into a Huge Gape

XHamster 1 month ago

Sissy Dreams

XHamster 2 weeks ago

Watch this sissy side Tramp get her trap bare and take BBC in her tight ass

Watch this sissy side Tramp get her trap bare and take BBC in her tight ass

TrannyMovs 1 week ago

Breeding Billy's Butt

HD 0:39 / 12:14

Breeding Billy's Butt

FapHouse 3 months ago

Tinder fuck didn’t read my profile that I was transgender

Fapcat 4 years ago

Fat Crossdresser CosmicJones88 Strips naked while Fucking Her Big Hole

Fat Crossdresser CosmicJones88 Strips naked while Fucking Her Big Hole

XHamster 7 months ago

Rim Job I Hope You Like My Service to a Client

Rim Job I Hope You Like My Service to a Client

XHamster 1 year ago

CROSSDRESSER COMPILATION Sissy Story SISSY TRANSFORMATION Feminization

CROSSDRESSER COMPILATION Sissy Story SISSY TRANSFORMATION Feminization

TrannyGem 4 years ago

Sexy Slut Outdoor Pissing Fitness

Sexy Slut Outdoor Pissing Fitness

XHamster 1 year ago

Evatransgreen, a stunning sissy femboy, takes my call to cum inside her and she's ready to ride!

Evatransgreen, a stunning sissy femboy, takes my call to cum inside her and she's ready to ride!

TrannyMovs 11 months ago

TRANS EATS MY COCK WITH HIS PINK AND WET ANUS AND MAKES ME CUM INSIDE HIM. CREAMPIE

TRANS EATS MY COCK WITH HIS PINK AND WET ANUS AND MAKES ME CUM INSIDE HIM. CREAMPIE

XHamster 5 months ago

Elderly fledgling cross dressers with a grannie

Elderly fledgling cross dressers with a grannie

TrannyGem 4 years ago

Black boinking with large boner fellow

Black boinking with large boner fellow

TransTube.tv 1 year ago

Dressed and Confident

Dressed and Confident

XHamster 1 month ago

Big Dick Neighbor

Big Dick Neighbor

Fapcat 4 years ago

Fucking Mature Crossdresser and Blowjob - Compilation 5

Fucking Mature Crossdresser and Blowjob - Compilation 5

BoyFriendTV 1 month ago

Heshe Babe Spreading Ass And Jerking Shaft

Heshe Babe Spreading Ass And Jerking Shaft

Sheshaft 3 years ago

Sissy Gooner Training - Worship The Girl Cocks

Sissy Gooner Training - Worship The Girl Cocks

XHamster 1 week ago

Playing with Ass, Fingering, Double Penetration

Playing with Ass, Fingering, Double Penetration

XHamster 2 years ago

Step Bro Foxy Alex Caught Trying on Mom's Clothes & Will Do Anything to Keep It Secret

65% HD 1:01 / 23:05

Step Bro Foxy Alex Caught Trying on Mom's Clothes & Will Do Anything to Keep It Secret

FapHouse 2 weeks ago

Sissy CD Bi-Atch gets Dicked in her Facehole and Booty

Sissy CD Bi-Atch gets Dicked in her Facehole and Booty

TrannyGem 6 years ago

sissypov - micky mackenzie super cute and super slutty sissy

sissypov - micky mackenzie super cute and super slutty sissy

TransDoe 2 years ago

Sissy Gets Her Ass Fucked by a Stranger

Sissy Gets Her Ass Fucked by a Stranger

XHamster 7 months ago

Very naughty femboy trans ass masturbation and amazing cum

Very naughty femboy trans ass masturbation and amazing cum

XHamster 3 weeks ago

CD Boned by BIG BLACK COCK

CD Boned by BIG BLACK COCK

TrannyGem 4 years ago

Tgirl Ria Bentley Takes Two Huge Cocks in the Backdoor

Tgirl Ria Bentley Takes Two Huge Cocks in the Backdoor

XHamster 1 month ago

”TGIRLS PORN: Asia Belle & Melanie Brooks Make Love”

”TGIRLS PORN: Asia Belle & Melanie Brooks Make Love”

IFuckedYourGF 2 years ago

Gorgeous Alt Trans-girl Suck and Fucks

Gorgeous Alt Trans-girl Suck and Fucks

XHamster 1 year ago

Trans Girl Fucks a Fleshlight on a Mirror

63% 0:39 / 4:22

Trans Girl Fucks a Fleshlight on a Mirror

FapHouse 8 months ago

All that mouth training pays off : facefucking charming transwife Melody

All that mouth training pays off : facefucking charming transwife Melody

Amateur8 1 year ago

Overweight sissy pig cheerleader trys to twerk for you

Overweight sissy pig cheerleader trys to twerk for you

XHamster 3 months ago

petite trans gets her ass demolished by a huge pornstar dick!

petite trans gets her ass demolished by a huge pornstar dick!

PornBox 1 week ago

Sara & Elver Private Show

Sara & Elver Private Show

Camster 7 months ago

Phat ass T-girl gets facefucked while riding a dildo

Phat ass T-girl gets facefucked while riding a dildo

XHamster 1 year ago

Body Builder Gives Me 2 Loads

Body Builder Gives Me 2 Loads

Fapcat 4 years ago

Big Ass Cute White Femboy Blacked with bbc Dildo and Anal Creampie

Big Ass Cute White Femboy Blacked with bbc Dildo and Anal Creampie

XHamster 10 months ago

Fuck-a-thon with nerdy mate, teddy, and meaty black boy - Femboy Dorian Drake

Fuck-a-thon with nerdy mate, teddy, and meaty black boy - Femboy Dorian Drake

TrannyGem 4 weeks ago

Trans Pool Party Turns Into All Out Anal Orgy

Premium HD 31:25

Trans Pool Party Turns Into All Out Anal Orgy

Sheer 9 months ago

Cute Sissy Crossdresser Fucks Busty Babe And Get Big Cick in His Ass Bareback

Cute Sissy Crossdresser Fucks Busty Babe And Get Big Cick in His Ass Bareback

BoyFriendTV 1 month ago

Our First Fisting Session @jasmine Dlight with @obeyladymk

66% HD 1:01 / 17:43

Our First Fisting Session @jasmine Dlight with @obeyladymk

FapHouse 1 year ago

BBC pounding bareback Latina femboy interracial

BBC pounding bareback Latina femboy interracial

XHamster 1 month ago

Sissy Big Black Cock Anal POV

Sissy Big Black Cock Anal POV

FapHouse 3 months ago

Doggy style sissy training in a red dress and white pumps

Doggy style sissy training in a red dress and white pumps

XHamster 2 years ago

18 Year Old Transgirl Cum in Own Ass

18 Year Old Transgirl Cum in Own Ass

XHamster 8 months ago

Ladyboy in heels going outdoor and piss while walking in her favorite chastity cage

Ladyboy in heels going outdoor and piss while walking in her favorite chastity cage

XHamster 1 year ago

Effeminate Femboy Likes to Wear Leather and Get Fucked in the Ass in a Gangbang.anime Hentai Pinoy

Effeminate Femboy Likes to Wear Leather and Get Fucked in the Ass in a Gangbang.anime Hentai Pinoy

XHamster 5 months ago

Digging Deep Ebony Creamy Big Fat Ass in the Woods of Nigeria

Digging Deep Ebony Creamy Big Fat Ass in the Woods of Nigeria

XHamster 1 year ago

Rigid3d D3d Buttercoat Intense Office Threesome: Hot Slut Fucked by Two Huge Cocks, Deep Throat & Anal with My Bosses

65% HD 0:07 / 0:39

Rigid3d D3d Buttercoat Intense Office Threesome: Hot Slut Fucked by Two Huge Cocks, Deep Throat & Anal with My Bosses

FapHouse 1 year ago

Young sissy femboy takes a massive bareback cock like a champ, while getting his tight ass pounded with jism

Young sissy femboy takes a massive bareback cock like a champ, while getting his tight ass pounded with jism

GayVD 6 days ago

Tranny in Public! Remote Plug Lights up While Shopping! Erect Cock Because of Strong Vibrations!

67% HD 1:01 / 6:14

Tranny in Public! Remote Plug Lights up While Shopping! Erect Cock Because of Strong Vibrations!

FapHouse 7 months ago

Sissy Blond Cockslut Praying You, Bj's and Gets Boned so Rock Hard

Sissy Blond Cockslut Praying You, Bj's and Gets Boned so Rock Hard

TrannyGem 5 years ago

Tgirl plays with hole & cums💋💦

Tgirl plays with hole & cums💋💦

AShemaleTube 2 years ago

so much dick epic 13 person trans orgy

so much dick epic 13 person trans orgy

AnalVids 10 months ago

TS Ria Bentley Ass Fucks Adorable Sexy Trans Ella Eros and Cums

TS Ria Bentley Ass Fucks Adorable Sexy Trans Ella Eros and Cums

XHamster 8 months ago

Fucking Machine with Big Dildo Fucks Me Fast and Hard to Orgasm!

Fucking Machine with Big Dildo Fucks Me Fast and Hard to Orgasm!

XHamster 2 months ago

MY NEIGHBOUR DIDN'T HAVE CANDY SO THAT GUY BANGED MY BUTT INSTEAD

MY NEIGHBOUR DIDN'T HAVE CANDY SO THAT GUY BANGED MY BUTT INSTEAD

BigTitsLust 1 year ago

Evil Diamond Did Evil Things in My Ass

HD 0:39 / 20:03

Evil Diamond Did Evil Things in My Ass

FapHouse 6 days ago

Get ready to take a deep dicking while wearing my hot homemade sissy lingerie, featuring a cumshot on my big butt

Get ready to take a deep dicking while wearing my hot homemade sissy lingerie, featuring a cumshot on my big butt

GayVD 1 week ago

Hard Fucking Friends Foursome

Hard Fucking Friends Foursome

XHamster 11 months ago

He Always Want My Ass to Be Fucked

He Always Want My Ass to Be Fucked

BoyFriendTV 1 year ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

XHamster 3 months ago

Ema Devine Private Show

50% 4K 2:00 / 5:03

Ema Devine Private Show

Camster 1 year ago

Goth Redhead T-Girl Rides BWC

Goth Redhead T-Girl Rides BWC

XHamster 1 month ago

StrinG👖Fuck My Jean's BarBie Trav in the Technical Room, 18cm Stiletto Heels Pink. Exhib Public VaneSsaBiTCHx Clip 1

StrinG👖Fuck My Jean's BarBie Trav in the Technical Room, 18cm Stiletto Heels Pink. Exhib Public VaneSsaBiTCHx Clip 1

XHamster 4 months ago

Mikah Woman on Grindr: Sissy Crossdresser Sucks Deepthroat and Gets a Hot Cumshot on her Face

Mikah Woman on Grindr: Sissy Crossdresser Sucks Deepthroat and Gets a Hot Cumshot on her Face

TrannyMovs 3 months ago

Boy with a Huge Booty in a Mini Skirt

53% HD 0:39 / 7:22

Boy with a Huge Booty in a Mini Skirt

FapHouse 6 months ago

Made Love, Rubber To Humid

Made Love, Rubber To Humid

TrannyGem 3 years ago

Femboy Has an Accident While Training and Seduced the Straight Trainer and Ate His Ass

Femboy Has an Accident While Training and Seduced the Straight Trainer and Ate His Ass

XHamster 6 months ago

Sissy Maid Gets Locked in Chastity and Strained to Serve1

Sissy Maid Gets Locked in Chastity and Strained to Serve1

FapHouse 3 weeks ago

Get ready to jerk off as you take on 4 loads and boink me from behind

Get ready to jerk off as you take on 4 loads and boink me from behind

TrannyMovs 2 weeks ago

TRANSSEXUAL Lucia Maya in Glossy Spandex Finger-Banging, Fake Penis Screwing & Fapping to Ejaculation

TRANSSEXUAL Lucia Maya in Glossy Spandex Finger-Banging, Fake Penis Screwing & Fapping to Ejaculation

TrannyGem 4 years ago

Extra Wet Fuck Session with Fauna

Extra Wet Fuck Session with Fauna

XHamster 6 months ago

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

XHamster 2 years ago

TRANSSEXUAL Lucia Maya Tears Her Sheer Stocking While Plumbing Her Backside Until She Pops

TRANSSEXUAL Lucia Maya Tears Her Sheer Stocking While Plumbing Her Backside Until She Pops

TrannyGem 4 years ago

Best Shemale Ass, Hottest Femboy, An Afternoon Of Pleasure, (Anal Fucking)(Anal Orgasms)(Cum)(Anal Farts)(Gaping)

Best Shemale Ass, Hottest Femboy, An Afternoon Of Pleasure, (Anal Fucking)(Anal Orgasms)(Cum)(Anal Farts)(Gaping)

XHamster 1 year ago

Tractable Sissy Receives Coarse Butt and Mouth Screwing From Large Shlong Trans Sweetheart

Tractable Sissy Receives Coarse Butt and Mouth Screwing From Large Shlong Trans Sweetheart

ShemaleSin 1 year ago

White Femboy Ejaculates HandsFree In Cell Love Glove - 60 Sec Destroyed Climax

White Femboy Ejaculates HandsFree In Cell Love Glove - 60 Sec Destroyed Climax

TrannyGem 1 year ago

Femboy Cum shot Compilation (100 cum shots, handsfree sissygasm, selffacial, internal cum shot)

Femboy Cum shot Compilation (100 cum shots, handsfree sissygasm, selffacial, internal cum shot)

MyTransfix 1 month ago

The Creature lives four

The Creature lives four

TrannyGem 1 year ago

Panther Boy on His Birthday

68% 0:39 / 27:29

Panther Boy on His Birthday

FapHouse 5 months ago

BNWO Sissy Bride Gooning

43% HD 0:29 / 12:01

BNWO Sissy Bride Gooning

Clips4sale 1 year ago

Fantastic crossdresser draining and Taste her own jism

Fantastic crossdresser draining and Taste her own jism

TrannyGem 1 year ago

My Arab Stepsister Comes Over to Watch Netflix and Gets Her Ass Fucked Bareback Instead

65% HD 0:39 / 24:35

My Arab Stepsister Comes Over to Watch Netflix and Gets Her Ass Fucked Bareback Instead

FapHouse 9 months ago

Scorching Sissy Trannies - PMV

Scorching Sissy Trannies - PMV

TrannyGem 5 years ago

Shemale bimbo piss in toilet and being pure submissive Clip 2

Shemale bimbo piss in toilet and being pure submissive Clip 2

XHamster 1 year ago

Super-Sexy SissyOlsen Faceholes Good-Sized BIG BLACK COCK for her Wordy Top Dom (Onlyfans)

Super-Sexy SissyOlsen Faceholes Good-Sized BIG BLACK COCK for her Wordy Top Dom (Onlyfans)

TrannyGem 1 year ago

Vertical crossdressing wall and tabouret fuckin'

Vertical crossdressing wall and tabouret fuckin'

4Gay 10 months ago

kelly wild meet my ass

kelly wild meet my ass

AShemaleTube 2 years ago

Dimitri Caruso Private Show

HD 2:00 / 14:39

Dimitri Caruso Private Show

Flirt4Free 5 years ago

Roy & Hercules & Jamer Private Show

36% HD 2:00 / 29:27

Roy & Hercules & Jamer Private Show

Flirt4Free 4 years ago

My Straight Friend Big Ass making me hard Big Monster Cock

My Straight Friend Big Ass making me hard Big Monster Cock

XHamster 3 years ago

You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN

You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN

XHamster 2 years ago

cell initiationj with Lumina & Marina

cell initiationj with Lumina & Marina

TrannyGem 4 years 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 1 year ago

Sweet Asian Sissy Femboy Cock Tease Worship and Huge Cumshot

60% HD 0:39 / 10:59

Sweet Asian Sissy Femboy Cock Tease Worship and Huge Cumshot

FapHouse 2 years ago

teenager rails giant extra large pony dick from bad dragon

teenager rails giant extra large pony dick from bad dragon

MyTransfix 3 weeks ago

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