Sissy Anal (111,231)

The best and newest sissy anal videos

Two Latin students enjoy penetration into all her holes on a live broadcast.

Two Latin students enjoy penetration into all her holes on a live broadcast.

XGroovy 2 years ago

Whored Out Office Sissy - Pegging POV with Elle Eros

66% HD 0:39 / 8:17

Whored Out Office Sissy - Pegging POV with Elle Eros

FapHouse 1 year ago

Guy Feminized and Fucked by Roommate (Full Movie)

Guy Feminized and Fucked by Roommate (Full Movie)

XHamster 2 years ago

the sissy with the big ass gets fucked in the ass by big cocks.

the sissy with the big ass gets fucked in the ass by big cocks.

AnalVids 1 month ago

Bi Slave Gang Bang 1 - Showing the sissy whore

53% HD 1:01 / 13:11

Bi Slave Gang Bang 1 - Showing the sissy whore

FapHouse 3 years ago

Anal orgy with incredible fisting and a watch extrapolated from her pussy!

Anal orgy with incredible fisting and a watch extrapolated from her pussy!

XHamster 1 year ago

Exciting lesbian MILFs adult soul-stirring video

Exciting lesbian MILFs adult soul-stirring video

XHand 1 year ago

Katharine Cane Party on Jul 6, 2026 - Part 2

56% 4K 2:00 / 6:32

Katharine Cane Party on Jul 6, 2026 - Part 2

Flirt4Free 2 months ago

Girlfriend Reveals Your Cock-Loving Secret (Femdom anal joi, strapon, dildo assplay, feminization) - Sammy altham

Girlfriend Reveals Your Cock-Loving Secret (Femdom anal joi, strapon, dildo assplay, feminization) - Sammy altham

XHamster 2 months ago

My bootyful boyfriend loves when I dominate with strapon compilation video

My bootyful boyfriend loves when I dominate with strapon compilation video

XGroovy 3 years ago

Intense Pegging

Intense Pegging

XHamster 6 months ago

Chaste Sissy Slut One Bar Prison Tease

68% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 3 years ago

Miami Tennis Star Sneaks Back & Betrays His Wife for My Strap-on

Miami Tennis Star Sneaks Back & Betrays His Wife for My Strap-on

XHamster 4 months ago

Kandi More & Jamer Private Show

57% HD 2:00 / 5:32

Kandi More & Jamer Private Show

Flirt4Free 3 years ago

Felicity Fantasy Private Show

HD 2:00 / 1:26:27

Felicity Fantasy Private Show

Camster 5 years ago

pretty sissy spitroast with elle eros hasmik joi and clara dee pov

55% HD 0:14 / 12:06

pretty sissy spitroast with elle eros hasmik joi and clara dee pov

PornBox 2 years ago

You Will Beg Me To Link You To This Video. Big Compilation.

You Will Beg Me To Link You To This Video. Big Compilation.

XHamster 3 years ago

Pretty Sissy Fuck Doll

HD 0:10 / 20:17

Pretty Sissy Fuck Doll

LoyalFans 1 month ago

Sensual dominatrix feminizes her boy in stockings with a strapon

Sensual dominatrix feminizes her boy in stockings with a strapon

XHamster 4 years ago

Audrey Hollander - Erotic Caberet 2: Fire Down Below feat. Kaiya Lynn,Audrey Hollander,Otto Bauer,Dave Hardman,Alec Knight - Per

Audrey Hollander - Erotic Caberet 2: Fire Down Below feat. Kaiya Lynn,Audrey Hollander,Otto Bauer,Dave Hardman,Alec Knight - Per

XHamster 3 years ago

Amber Sweeett Private Show

HD 2:00 / 17:11

Amber Sweeett Private Show

Flirt4Free 2 days ago

My owner becomes my SIssy

My owner becomes my SIssy

XHamster 2 years ago

Very taboo bisexual threesome JOI

48% HD 1:01 / 18:09

Very taboo bisexual threesome JOI

FapHouse 3 years ago

pegging sissy

Eporner 5 months ago

Elizabeth Whiler Private Show

46% HD 2:00 / 6:55

Elizabeth Whiler Private Show

Camster 3 years ago

Mistress Baton’s Sissy Finishing School Part 4 - Strapping & Caning

Mistress Baton’s Sissy Finishing School Part 4 - Strapping & Caning

LoyalFans 2 months ago

Wedding day

XHamster 1 year ago

(4K) Sissy Club Slut: Huge Strap-on and Deep Fisting Full Length 50 Minutes (4K)

65% 4K 0:30 / 53:35

(4K) Sissy Club Slut: Huge Strap-on and Deep Fisting Full Length 50 Minutes (4K)

Clips4sale 2 years ago

Playing with My Husband's Asshole

Playing with My Husband's Asshole

XHamster 2 years ago

The Irish Bull

56% HD 1:01 / 11:32

FapHouse 11 months ago

NICE HUNK GETS PEGGED - MAMA ROLEPLAY - FOOT TEASE

NICE HUNK GETS PEGGED - MAMA ROLEPLAY - FOOT TEASE

SortPorn 1 year ago

8 INCH Strapon fucking my chastity slut in Latex

8 INCH Strapon fucking my chastity slut in Latex

XHamster 4 years ago

French dominatrix fucks her submissive husband part 2

French dominatrix fucks her submissive husband part 2

XHamster 2 years ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING WORSHIP FEET HARDCORE BONDAGE SISSY SUBMISSIVE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING WORSHIP FEET HARDCORE BONDAGE SISSY SUBMISSIVE

Eporner 1 year ago

Sissy maid sucks weenie and gets pegged

Sissy maid sucks weenie and gets pegged

FreePorn8 1 year ago

BBW Femdom - Pegging Chaste Sissy Anal

BBW Femdom - Pegging Chaste Sissy Anal

XHamster 2 years ago

Femdom Headmistress real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging

Femdom Headmistress real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging

SortPorn 1 year ago

Worthless husband pegged in his boi pussy whilst pathetic cock is caged up

Worthless husband pegged in his boi pussy whilst pathetic cock is caged up

XHamster 3 years ago

SISSIFICATION & Dude becomes BIG BLACK COCK's SLUT

SISSIFICATION & Dude becomes BIG BLACK COCK's SLUT

HentaiGem 1 year ago

Hubby Receives Sissy Treatment From BBC Hotwife and Her Black Bull

Hubby Receives Sissy Treatment From BBC Hotwife and Her Black Bull

Xfeed 1 year ago

Made Him A Sissy

Made Him A Sissy

AbXXX 6 years ago

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

XHamster 1 month ago

Deep anal with huge dildo

62% HD 0:10 / 1:47

Deep anal with huge dildo

LoyalFans 1 year ago

Italie Interdite 3 (2003, Salieri Erotic Stories 3, French Full Movie) - Bambola, Sandra Romain, Veronica Sinclair, Black Diamond, Adrianna Laurenti, Sissi Shubert, Alexa Weix

Italie Interdite 3 (2003, Salieri Erotic Stories 3, French Full Movie) - Bambola, Sandra Romain, Veronica Sinclair, Black Diamond, Adrianna Laurenti, Sissi Shubert, Alexa Weix

Eporner 5 months ago

Bella Brookz Private Show

55% HD 2:00 / 5:11

Bella Brookz Private Show

Flirt4Free 2 years ago

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Eporner 2 years ago

Dom Wife Pegging Sissy Husband - Check Out My Links For Full Video

Dom Wife Pegging Sissy Husband - Check Out My Links For Full Video

AbXXX 22 hours ago

Hailey Roses Private Show

57% HD 2:00 / 5:25

Hailey Roses Private Show

Flirt4Free 3 years ago

Big-dicked sissy takes it up the ass and swallows his own cum

Big-dicked sissy takes it up the ass and swallows his own cum

XXXShake 3 years ago

Detained and Fucked by Sinstress (mov)

Detained and Fucked by Sinstress (mov)

Clips4sale 7 months ago

Desi virgin girl first time sex. I Fuck My girlfriend First Time . Her Pussy is very Tight.

Desi virgin girl first time sex. I Fuck My girlfriend First Time . Her Pussy is very Tight.

XHamster 3 months ago

Amateur thong-on movie scene – Amateur belt-on movie – Real wife bangs in good pegging her pliant hooby using a large toy, This babe makes greetings like a sissy slut. Escouple 08-26

Amateur thong-on movie scene – Amateur belt-on movie – Real wife bangs in good pegging her pliant hooby using a large toy, This babe makes greetings like a sissy slut. Escouple 08-26

SortPorn 1 week ago

SIT ON MY DILDO, GOOD BOY

SIT ON MY DILDO, GOOD BOY

XHamster 8 months ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE

Fetishpapa 3 months ago

petite TEEN femboy DESTROYED by straight cop (met on tinder)

petite TEEN femboy DESTROYED by straight cop (met on tinder)

Dafreeporn 4 years ago

Bella Brookz Private Show

52% HD 2:00 / 11:32

Bella Brookz Private Show

Flirt4Free 3 years ago

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Amateur8 9 months ago

Mistress Damazonia - Strapon Sissy Threesome

Mistress Damazonia - Strapon Sissy Threesome

YepTube 1 month ago

Real homemade orgy with two nasty wives enjoying with cock in the ass

Real homemade orgy with two nasty wives enjoying with cock in the ass

XHamster 1 year ago

Slave training in heat

Slave training in heat

Lesbian8 1 year ago

Viky & Mateo Private Show

59% HD 2:00 / 4:48

Viky & Mateo Private Show

Camster 8 months ago

Kiro Queen - Pegging For The Chastity Sissy Boy

Kiro Queen - Pegging For The Chastity Sissy Boy

DrTuber 3 weeks ago

He's been asking for so long. I saw for the first time what a male anal orgasm is.

He's been asking for so long. I saw for the first time what a male anal orgasm is.

XHamster 4 years ago

Bella Brookz Private Show

45% HD 2:00 / 14:02

Bella Brookz Private Show

Flirt4Free 3 years ago

Sharing the same bed with my step sister

Sharing the same bed with my step sister

XHamster 1 month ago

Sissy Pegged In The Kitchen

Sissy Pegged In The Kitchen

BDSMX 4 years ago

Sweet & Daaniel Private Show

63% HD 2:00 / 14:05

Sweet & Daaniel Private Show

Camster 2 months ago

Anal training n. three - Miss Katryn dominated and pegged by Lady Sofia femdom headmistress

Anal training n. three - Miss Katryn dominated and pegged by Lady Sofia femdom headmistress

SortPorn 6 days ago

Femdom slut and her sissy slave

Femdom slut and her sissy slave

IcePorn 4 years ago

anna sissy pissing grannies love sport and dick

anna sissy pissing grannies love sport and dick

PornOne 1 year ago

Extreme Anal Challenge - Strapon and 15-inch Dildo Until He Takes It All and Cums on My Black Nitrile Gloves

Extreme Anal Challenge - Strapon and 15-inch Dildo Until He Takes It All and Cums on My Black Nitrile Gloves

FapHouse 2 weeks ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

PEGGING FEMDOM SISSY DOMINATION MISTRESS DOMINATRIX ANAL STRAPON

PEGGING FEMDOM SISSY DOMINATION MISTRESS DOMINATRIX ANAL STRAPON

Eporner 9 months ago

Ashley Sinn Private Show

58% 4K 2:00 / 7:22

Ashley Sinn Private Show

Camster 11 months ago

Jennifer Mendez enjoys the tentacles of the horny monster

Jennifer Mendez enjoys the tentacles of the horny monster

XGroovy 3 years ago

Wife Fucks Husband Like a Submissive Sissy Pegging Rimming #68 Part 1

Wife Fucks Husband Like a Submissive Sissy Pegging Rimming #68 Part 1

XHamster 2 years ago

S&M Unfathomable Gag FaceFuck with Tears, Ballbasting, Anal, ATM, Pee Void urine. FemDom. Arya Grander

S&M Unfathomable Gag FaceFuck with Tears, Ballbasting, Anal, ATM, Pee Void urine. FemDom. Arya Grander

MatureTubeHere 1 year ago

My Bull Called, He Wants Us Both to Prepare Our Asses

53% HD 1:01 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 8 months ago

Sissy Pegged In Public

Sissy Pegged In Public

BDSMX 4 years ago

Damazonia Feeds Her Sluts What They Crave

Damazonia Feeds Her Sluts What They Crave

XHamster 4 months ago

Sissy Secretary - Tiffany Love

Sissy Secretary - Tiffany Love

AbBDSM 1 year ago

doggystyle, 1 man, 1 sissy, gorgeous bimbo sissy, video created by AI

doggystyle, 1 man, 1 sissy, gorgeous bimbo sissy, video created by AI

Seduced 7 months ago

CBT Anal Slut HD

66% HD 0:25 / 13:07

CBT Anal Slut HD

Clips4sale 3 years ago

JOI Anal session training, sissy lesson - Sammy Altham

JOI Anal session training, sissy lesson - Sammy Altham

XHamster 4 months ago

Sexy bang with my caged sissy wench

Sexy bang with my caged sissy wench

Amateur8 10 months ago

”Bi-Curious Bro Gets A Sissy Sandwich”

”Bi-Curious Bro Gets A Sissy Sandwich”

TransHero 8 months ago

Dominant Mistress Pegs Femboy for Intense Prostate Pleasure and Cumshot

Dominant Mistress Pegs Femboy for Intense Prostate Pleasure and Cumshot

JuicyVid 2 weeks ago

All the Dicks for My Wife

All the Dicks for My Wife

SortPorn 1 month ago

And in the end give me the pee in the cock

And in the end give me the pee in the cock

XHamster 1 year ago

Squirt orgasm compilation. Masturbation and wet pussy!

Squirt orgasm compilation. Masturbation and wet pussy!

XHamster 1 year ago

Bossy gal pegs her lover into real orgasm - Amateur Femdom

Bossy gal pegs her lover into real orgasm - Amateur Femdom

AnySex 3 years ago

Wife makes hubby her sissy bitch

Wife makes hubby her sissy bitch

Fapcat 8 months ago

Bella Brookz Private Show

49% HD 2:00 / 9:32

Bella Brookz Private Show

Flirt4Free 3 years ago

Bella Brookz Private Show

63% HD 2:00 / 18:56

Bella Brookz Private Show

Camster 3 years ago

A hyperfeminine sissy bride having, video created by AI

A hyperfeminine sissy bride having, video created by AI

Seduced 1 year ago

With Sissy and Nencetti the Trials Are Perfect

With Sissy and Nencetti the Trials Are Perfect

XHamster 1 year ago

Hot Mom Domme is Pegging her Neighbor Boy in Chastity until Ruined Cumshot 💦

Hot Mom Domme is Pegging her Neighbor Boy in Chastity until Ruined Cumshot 💦

XHamster 2 years ago

Sissy Dollhouse: Four Dolls Each Take Their Turn (3D Animation)

Sissy Dollhouse: Four Dolls Each Take Their Turn (3D Animation)

XHamster 3 days ago

Sissy In a Chastity Cage Gets Pegged By His Hot Slim Brunette GF, Then Eats Her Pussy Out

Sissy In a Chastity Cage Gets Pegged By His Hot Slim Brunette GF, Then Eats Her Pussy Out

XGroovy 2 months ago

Fucked N Bound

XHamster 3 weeks ago

AND AT THE END I PIN IN YOUR COCK complete CentoXCento Italia

AND AT THE END I PIN IN YOUR COCK complete CentoXCento Italia

XHamster 4 years ago

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 4 years ago

Red Lips Tease and Pussyplay

61% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 3 years ago

Mindblowing Movie Scene

Mindblowing Movie Scene

Amateur8 3 years ago

Femdom tease sissifies chastity with BBC joi orgasm control

Femdom tease sissifies chastity with BBC joi orgasm control

AveXXX 2 weeks ago

His domina making a perfect whore out of him spanking and pegging him so hard

His domina making a perfect whore out of him spanking and pegging him so hard

XGroovy 6 months ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

Harmoni Kalifornia's Sissy Spouse Mr. B***e (Pip) Experiences Anal Training from Sean

Harmoni Kalifornia's Sissy Spouse Mr. B***e (Pip) Experiences Anal Training from Sean

FreePorn8 11 months ago

Double double penetration pegging virginity - Mag Numb Ciren Verde Hungbiswitch

Double double penetration pegging virginity - Mag Numb Ciren Verde Hungbiswitch

Amateur8 1 month ago

Cana&rsquo_s Pet Training Joi Cbt Cei (Pet Play, Dildo Play, Chastity, NO HANDS, Denial, Ruined Orgasm)

Cana&rsquo_s Pet Training Joi Cbt Cei (Pet Play, Dildo Play, Chastity, NO HANDS, Denial, Ruined Orgasm)

XVideos 3 years ago

Sissy Anal JOI

65% HD 0:39 / 7:41

FapHouse 2 years ago

JOI for Anal CEI Ashley Sinclair

55% HD 0:39 / 7:03

JOI for Anal CEI Ashley Sinclair

FapHouse 4 months ago

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

HD 1:01 / 54:59

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

FapHouse 6 days ago

Whip and Fuck the Slut

67% HD 0:39 / 9:19

Whip and Fuck the Slut

FapHouse 2 years ago

Lilly Wayne Private Show

Lilly Wayne Private Show

Camster 2 years ago

Nazanin Hunter Private Show

59% HD 2:00 / 8:38

Nazanin Hunter Private Show

Flirt4Free 3 years ago

10 Depraved Tasks No Limits - Femom POV

42% HD 1:01 / 14:02

10 Depraved Tasks No Limits - Femom POV

FapHouse 4 months ago

Brittney & Elvis Private Show

58% HD 2:00 / 6:22

Brittney & Elvis Private Show

Flirt4Free 3 years ago

Viky & Mateo Private Show

53% HD 2:00 / 32:44

Viky & Mateo Private Show

Camster 7 months ago

Helena Red Private Show

64% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 3 years ago

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