Sissy Porn (247,610)

Sissy Husband Becomes Cocksucking Cuckold

55% HD 0:10 / 16:13

Sissy Husband Becomes Cocksucking Cuckold

LoyalFans 4 months ago

Sissys eat thick cum

Sissys eat thick cum

Eporner 2 months ago

The best gift for your gf as a sissy boyfriend (Sissy story)

The best gift for your gf as a sissy boyfriend (Sissy story)

Eporner 1 week ago

Cuckold Archive - dressed for BBC fuck

Cuckold Archive - dressed for BBC fuck

XHamster 1 year ago

Femdom Humiliation - Oops, I've Made You Gay!

44% HD 1:01 / 18:20

Femdom Humiliation - Oops, I've Made You Gay!

FapHouse 3 months ago

My MILF Exposed - BBC fucking cuckold sissy's wife

My MILF Exposed - BBC fucking cuckold sissy's wife

XHamster 1 year ago

Sissy Pegged In Public

Sissy Pegged In Public

BDSMX 4 years ago

Sexy bang with my caged sissy wench

Sexy bang with my caged sissy wench

Amateur8 8 months ago

During dominance, the blonde spreads her legs and jumps on a dick's member

During dominance, the blonde spreads her legs and jumps on a dick's member

XHamster 2 years ago

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

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

Eporner 9 months ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

Eporner 1 year ago

Jane Gets Ready For A Sissy Contest – With Lola FemDom

Jane Gets Ready For A Sissy Contest – With Lola FemDom

WinPorn 1 month ago

Hot Prostate Massage with an Epic Cumshot

71% HD 1:01 / 17:54

Hot Prostate Massage with an Epic Cumshot

FapHouse 9 months ago

Very taboo bisexual threesome JOI

48% HD 1:01 / 18:09

Very taboo bisexual threesome JOI

FapHouse 3 years ago

Bi Wife sucks sissy husband while he gets plowed

Bi Wife sucks sissy husband while he gets plowed

Eporner 6 years ago

Baby in paradise part 1

62% HD 0:39 / 9:01

Baby in paradise part 1

FapHouse 3 years ago

Sissy faggot cum bitch

Sissy faggot cum bitch

BigTitsLust 2 years ago

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

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

Eporner 9 months ago

Sissy playdate

Eporner 1 year ago

Sissy dreams

Amateur8 1 year ago

Very Hot Sissy Fucked - Compilation 1

Very Hot Sissy Fucked - Compilation 1

Dafreeporn 3 months ago

Chaste & Sissified

67% HD 0:10 / 7:19

Chaste & Sissified

LoyalFans 1 month ago

sissy school

Dafreeporn 1 year ago

Elle Marz - Sissy Training And Draining

Elle Marz - Sissy Training And Draining

InPorn 6 months ago

Lady Caitlyn Party on Jul 4, 2026

HD 2:00 / 18:57

Lady Caitlyn Party on Jul 4, 2026

Camster 1 week ago

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

XHamster 1 year ago

Fuck Riley and let her do the talking!

Fuck Riley and let her do the talking!

Lesbian8 1 year ago

Big Ass, Big Tits: Sissy Needs Help with a Filthy Fantasy

Big Ass, Big Tits: Sissy Needs Help with a Filthy Fantasy

XXXShake 4 years ago

Sissy College Lesson 2 Chastity

53% HD 0:08 / 0:40

Sissy College Lesson 2 Chastity

FapHouse 8 months ago

Hospitality Whores (full scene 4k)

58% 4K 0:30 / 42:01

Hospitality Whores (full scene 4k)

IWantClips 2 years ago

Sissy screwed by bf

Sissy screwed by bf

BigTitsLust 3 years ago

Sissy Dressup Party With Sasha De Sade

62% HD 0:10 / 25:05

Sissy Dressup Party With Sasha De Sade

LoyalFans 9 months ago

Sissy Slut Femboy Get Ass Bonked By Tattooed Man

Sissy Slut Femboy Get Ass Bonked By Tattooed Man

Nuvid 1 year ago

Sissy Training - Sucking That Dick and Swallow the Load

Sissy Training - Sucking That Dick and Swallow the Load

Analdin 6 years ago

She rimmed him so she could pegging him later

She rimmed him so she could pegging him later

XHamster 10 months ago

Turning husband into sissy slut

Turning husband into sissy slut

XHamster 3 years ago

Sissy have a fun bbc offered to slutisabelle

Sissy have a fun bbc offered to slutisabelle

Ebony8 3 years ago

DeepSlutPuppy BSCT.2013 CEI PMV (Captions)

DeepSlutPuppy BSCT.2013 CEI PMV (Captions)

Eporner 2 months ago

Sissy trap anal penetrated by dildo machine

Sissy trap anal penetrated by dildo machine

PornoXO 8 months ago

Find me on DOM-MATCH.COM - sissy play

Find me on DOM-MATCH.COM - sissy play

Nuvid 10 years ago

Mummy Knows Best Sissy

Mummy Knows Best Sissy

Eporner 7 months ago

Sissy

BigTitsLust 3 years ago

Humiliation Goddess Punishes Her Sissy Slaves with Torture and Anal

Humiliation Goddess Punishes Her Sissy Slaves with Torture and Anal

XHamster 2 years ago

Dominat couple fucks sissy feminized

Dominat couple fucks sissy feminized

Eporner 1 year ago

Sissy girl serves daddy for 30 minutes

Sissy girl serves daddy for 30 minutes

Eporner 1 year ago

”Bi-Curious Bro Gets A Sissy Sandwich”

”Bi-Curious Bro Gets A Sissy Sandwich”

TransHero 6 months ago

Daddy fucks sissy girl and milf teaches playfellow' comrade'

Daddy fucks sissy girl and milf teaches playfellow' comrade'

Nuvid 6 years ago

The Morning After-Sissy Caption Story

The Morning After-Sissy Caption Story

Eporner 1 year ago

Sissy and Maestrina DP anal and cum swallowing

Sissy and Maestrina DP anal and cum swallowing

XHamster 1 year ago

Sissy cums whilst sucking knob

Sissy cums whilst sucking knob

SortPorn 2 years ago

Sissy Cum Dump monster-cock

Sissy Cum Dump monster-cock

Eporner 4 months ago

MAKING HIM MY ANAL WHORE

MAKING HIM MY ANAL WHORE

XHamster 3 years ago

Die wilden Lueste meiner Schulfreundin - German Vintage

Die wilden Lueste meiner Schulfreundin - German Vintage

Around 11 months ago

I need to tell you something

I need to tell you something

XHamster 6 months ago

SISSY SUCK WENCH

SISSY SUCK WENCH

SortPorn 4 years ago

Dress like Mommy

57% HD 0:10 / 6:29

Dress like Mommy

LoyalFans 2 months ago

PMV Wear Pink and Feel Good

PMV Wear Pink and Feel Good

Eporner 2 years ago

Bully's Secret - Sissy Caption Story

Bully's Secret - Sissy Caption Story

Eporner 2 months ago

Sissy Dreams

InPorn 5 months ago

Sissy Confusion

Sissy Confusion

Nuvid 3 years ago

Bbc bullied sissy story

Bbc bullied sissy story

Eporner 4 months ago

My girlfriend's submissiveness is our fetish. That babe enjoys it, and so do I.

My girlfriend's submissiveness is our fetish. That babe enjoys it, and so do I.

FreePorn8 2 months ago

Sissy Slut Motivation Compilation By Gregoriana

Sissy Slut Motivation Compilation By Gregoriana

BigTitsLust 1 year ago

Bi Domination: Not Entirely Straight

57% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 2 months ago

The Bi Sissy Slut From Husband to Willing Slut!

57% HD 0:39 / 36:01

The Bi Sissy Slut From Husband to Willing Slut!

FapHouse 5 months ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 4 years ago

Sissy cuckold gets tempted by large tit blond wife who gives a POV Oral-job and pov screwing and then locks your jock in chastity and makes u suck out the creampies from her lover and see 'em bang

Sissy cuckold gets tempted by large tit blond wife who gives a POV Oral-job and pov screwing and then locks your jock in chastity and makes u suck out the creampies from her lover and see 'em bang

Amateur8 9 months ago

Sissy anal addiction An Overdue Anal Payment

Sissy anal addiction An Overdue Anal Payment

Nuvid 6 years ago

Harley Lavey Your Sissy Awakening

Harley Lavey Your Sissy Awakening

WinPorn 1 month ago

A..m..y B..a..b..y Girl Sissy - Crossdressing Extended

A..m..y B..a..b..y Girl Sissy - Crossdressing Extended

PornoXO 8 months ago

Bully - Sissy Caption Story real-couple-homemade

Bully - Sissy Caption Story real-couple-homemade

Eporner 3 months ago

Sissy Throat Training

Sissy Throat Training

LoyalFans 2 months ago

Sissy Phoenix Marie fills Aubrey Kate's mouth with cum

Sissy Phoenix Marie fills Aubrey Kate's mouth with cum

MegaTube 5 years ago

Chastity guide : A review of all metal chastity cages by sissy joyce

Chastity guide : A review of all metal chastity cages by sissy joyce

BigTitsLust 1 year ago

Cuckold MILF Sissy husband after work watching his wife with

Cuckold MILF Sissy husband after work watching his wife with

XHamster 2 years ago

Cuckolds Secrets - super sexy wife in stockinhs with BBC

Cuckolds Secrets - super sexy wife in stockinhs with BBC

XHamster 1 year ago

Weaker And Dumber - Sissy Caption Story - Big ass

Weaker And Dumber - Sissy Caption Story - Big ass

Xtits 3 years ago

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

PornoXO 1 year ago

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

XHamster 1 year ago

Gang bang for Sissy Neri

Gang bang for Sissy Neri

XHamster 1 year ago

Sissy Sucking!

IcePorn 3 years ago

Sissy Trainer

UiPorn 3 years ago

Sissy Hunk Pegging

Sissy Hunk Pegging

Amateur8 2 years ago

Femdom Seduced Sissy Cocklust

Femdom Seduced Sissy Cocklust

BigTitsLust 11 months ago

Sissy dicked down by BBC

Sissy dicked down by BBC

Eporner 1 year ago

Therapeutic Submission: Unleashing Your Inner Sissy

Therapeutic Submission: Unleashing Your Inner Sissy

XHamster 7 months ago

You are mine, but tonight you’ll be his and everyone else’s too!

42% HD 0:10 / 12:03

You are mine, but tonight you’ll be his and everyone else’s too!

LoyalFans 4 months ago

Chubby Cock Loving Wife Gives Intense Blowjob to Sissy Hubby

Chubby Cock Loving Wife Gives Intense Blowjob to Sissy Hubby

XHamster 3 years ago

Cuckold CEI Blowjob Cum in Mouth

Cuckold CEI Blowjob Cum in Mouth

XHamster 1 month ago

Guy Feminized and Fucked by Roommate (Full Movie)

Guy Feminized and Fucked by Roommate (Full Movie)

XHamster 2 years ago

Exam - Sissy Caption Story

Exam - Sissy Caption Story

Keporn 3 months ago

I'm screwing my caged sissy doxy

I'm screwing my caged sissy doxy

Amateur8 3 months ago

sissy

SortPorn 4 years ago

Beta males - Accept your sissy faggot nature!

Beta males - Accept your sissy faggot nature!

Eporner 5 months ago

The Flames of Lesbian Desire - Part 2

The Flames of Lesbian Desire - Part 2

XHamster 3 months ago

Sissy Pegged and stroked to climax

Sissy Pegged and stroked to climax

Eporner 2 years ago

Cuckold Archive - Largest video collection of cuckold videos

Cuckold Archive - Largest video collection of cuckold videos

XHamster 6 months ago

Sissy Kara Gets Spit Roasted

Sissy Kara Gets Spit Roasted

FreePorn8 4 days ago

She prepares her husband's before a fisting

She prepares her husband's before a fisting

XHamster 8 months ago

Femdom Sissy Fun Filthy FEMDOM Porn

Femdom Sissy Fun Filthy FEMDOM Porn

Analdin 2 years ago

Taking My Sissy To A Gloryhole

59% HD 0:10 / 10:42

Taking My Sissy To A Gloryhole

LoyalFans 4 months ago

Sissy & cuckold training

52% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 years ago

Becoming a sissy

Becoming a sissy

FreePorn8 6 years ago

Becoming My Cheating Wife - TG TF MTF - this chab transforms into his cheating wife whilst that babe's without city

Becoming My Cheating Wife - TG TF MTF - this chab transforms into his cheating wife whilst that babe's without city

Lesbian8 1 month ago

Cuckold Archive Sissy drinks BBs jizz after his wife had sex

Cuckold Archive Sissy drinks BBs jizz after his wife had sex

XHamster 3 years ago

Publicly Pinki sissy humiliated and feminized in the ass fucked by a black princess

Publicly Pinki sissy humiliated and feminized in the ass fucked by a black princess

XHamster 3 years ago

sissy joyce - goddess annie i love their helpless porn video

sissy joyce - goddess annie i love their helpless porn video

BDSMShip 1 year ago

Sissy MILF Maid Seduced By Teenage Boy

Sissy MILF Maid Seduced By Teenage Boy

Analdin 2 years ago

Merciless mistress humilates sissy boy with small cock

Merciless mistress humilates sissy boy with small cock

PornLib 5 months ago

My spouse is a sissy

My spouse is a sissy

Amateur8 2 years ago

I Love Sissy Guys - Witness Riley with her Rope on, thrust it inwards all his wild fuck holes.

I Love Sissy Guys - Witness Riley with her Rope on, thrust it inwards all his wild fuck holes.

PornDR 3 years ago

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

BigTitsLust 1 year ago

Giant cock in the ass of my slave!!!

Giant cock in the ass of my slave!!!

XHamster 6 months ago

Sissy Toilet Maid

Sissy Toilet Maid

MomVids 4 years ago

Step Mom make sure her femboy cum like a slut

Step Mom make sure her femboy cum like a slut

XHamster 3 years ago

The girl fucked the guy with a strap-on and had an epic orgasm

The girl fucked the guy with a strap-on and had an epic orgasm

XHamster 1 month ago

Teen Sister gets Rough Interracial DP // SISSY CUCKOLD CAPTION TRAINER

Teen Sister gets Rough Interracial DP // SISSY CUCKOLD CAPTION TRAINER

AbXXX 6 years ago

Sissy hot

Lesbian8 1 year ago

U've been Transformed

U've been Transformed

BigTitsLust 5 years ago

The Sissy Princess

The Sissy Princess

FreePorn8 7 months ago

1 2 3 4 5

247,610 results found

Related categories

Femboy 18+ Crossdressing Transvestite Goth Anal Hermaphrodite Trans Ass Worship Trans Domination Feminization Anal Orgasm Femboy BBC Ladyboy Futanari PAWG Anal Tgirl Ass-To-Mouth Big Ass Anal BBW Anal Ass Smothering Cosplay Anal

Narrow your search

sissy caption story sissy training sissy anal sissy bbc bbc sissy sissy pegging sissy compilation sissy femdom sissy dildo sissy caption sissy trainer sissy story sissy chastity chastity sissy bbc sissy trainer sissy anal trainer bisexual sissy pegging sissy sissy creampie sissy big ass

Categories Pornstars

Categories Pornstars

Parents

Assoass.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Assoass.com. All rights reserved.

© 2026 Assoass.com. All rights reserved.