Sissy Femdom: 321 Videos

Mature mistress - young sissy
8 years ago
25:30

xHamster

Mature mistress - young sissy

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My husband sissy fagot
8 years ago
11:54

JizzBunker

My husband sissy fagot

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Shaved sissy guy gets brutally straponed by curvaceous brunette
9 years ago
7:30

YourLust

Shaved sissy guy gets brutally straponed by curvaceous brunette

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Punishing a Sissy Slut
13 years ago
5:37

xHamster

Punishing a Sissy Slut

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Sissy gets opened
12 years ago
5:47

xHamster

Sissy gets opened

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you are my favorite sissy dress up doll
6 years ago
7:18

XXXDan

you are my favorite sissy dress up doll

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I have some sexy sissy lingerie for you to wear
7 years ago
7:43

xHamster

I have some sexy sissy lingerie for you to wear

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I am going to make you my personal sissy girl slave
6 years ago
8:16

xHamster

I am going to make you my personal sissy girl slave

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Sissy Boys Humbled Orgasm
12 years ago
6:25

SunPorno

Sissy Boys Humbled Orgasm

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sissy get fucked
7 years ago
3:27

xHamster

sissy get fucked

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Sissy Wedding
13 years ago
2:37

xHamster

Sissy Wedding

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Sissy Wedding Night
13 years ago
2:59

xHamster

Sissy Wedding Night

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I love fucking sissy bitches like you
8 years ago
13:36

xHamster

I love fucking sissy bitches like you

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You are a little sissy boy and you know it
9 years ago
3:09

xHamster

You are a little sissy boy and you know it

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Dressing you up like a sissy girl is so much fun
8 years ago
3:43

xHamster

Dressing you up like a sissy girl is so much fun

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fucking my sissy husbands ass
9 years ago
1:15

xHamster

fucking my sissy husbands ass

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Put on these sexy womens panty you little sissy bitch
8 years ago
5:22

xHamster

Put on these sexy womens panty you little sissy bitch

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Sissy Boy Spanked And Machined In The Ass
12 years ago
5:54

SunPorno

Sissy Boy Spanked And Machined In The Ass

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Sissy Slut fisting herself
7 years ago
5:24

xHamster

Sissy Slut fisting herself

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Two latex dominatrix sissy femdom anal fisting
7 months ago
10:10

PornLib

Two latex dominatrix sissy femdom anal fisting

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Latex femdom ebony with gloves fucks sissy with strapon
8 months ago
7:10

JizzBunker

Latex femdom ebony with gloves fucks sissy with strapon

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Preparing our sissy for Vegas - Ft. Lola Fawn (Preview)
4 years ago
0:32

PornHub

Preparing our sissy for Vegas - Ft. Lola Fawn (Preview)

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Sissy Sneak attack, with Miss A and her huge Mr hankey's Duke
3 days ago
5:27

xHamster

Sissy Sneak attack, with Miss A and her huge Mr hankey's Duke

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You are my sissy whore and you are going to pimp yourself!!!
2 days ago
6:50

XXXDan

You are my sissy whore and you are going to pimp yourself!!!

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Police dominatrix strapon fucks and fists sissy in pegging above them
3 days ago
8:00

XXXDan

Police dominatrix strapon fucks and fists sissy in pegging above them

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21 year old pegging fucks sissy in group sex with strapon, CFNM
4 days ago
8:01

XXXDan

21 year old pegging fucks sissy in group sex with strapon, CFNM

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my arm rooting in a sissy ass (crazy femdom)
5 days ago
14:20

PornoXO

my arm rooting in a sissy ass (crazy femdom)

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Be a Sissy Slut for Your MIsstress
12 days ago
10:50

xHamster

Be a Sissy Slut for Your MIsstress

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Latex femdom Ebony babe in lingerie fucks sissy with strapon
6 months ago
7:40

XXXDan

Latex femdom Ebony babe in lingerie fucks sissy with strapon

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Femdom tattooed babe pegs sissy guy with strapon
8 months ago
7:10

JizzBunker

Femdom tattooed babe pegs sissy guy with strapon

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Sissy hole nymphomaniac
4 months ago
5:27

JizzBunker

Sissy hole nymphomaniac

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Sissy fagot anal sex in a dress!
7 months ago
24:06

JizzBunker

Sissy fagot anal sex in a dress!

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Part 2 sissy games She licks his ass and stretches it and then penetrates him with her strap-on and his big plastic cock.
5 months ago
8:51

XXXDan

Part 2 sissy games She licks his ass and stretches it and then penetrates him with her strap-on and his big plastic cock.

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LADIES USE DUDES - Horny maid with strapon and angry girlfriend pegging sissy in threesome
6 months ago
5:00

XXXDan

LADIES USE DUDES - Horny maid with strapon and angry girlfriend pegging sissy in threesome

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CBT and electro on sissy
3 months ago
4:35

XXXDan

CBT and electro on sissy

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Femdom tattooed babe pegging sissy crossdresser
7 months ago
7:10

XXXDan

Femdom tattooed babe pegging sissy crossdresser

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Pegging doms fuck sissy in amateur FFM with sex toys
3 months ago
4:50

JizzBunker

Pegging doms fuck sissy in amateur FFM with sex toys

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SISSY SISIFICATION CHASTITY ANAL PEGGING FEMDOM WORSHIP DOMINATION BNWO
7 months ago
11:03

JizzBunker

SISSY SISIFICATION CHASTITY ANAL PEGGING FEMDOM WORSHIP DOMINATION BNWO

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sissy boot licking
5 months ago
0:31

BravoTube

sissy boot licking

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Femdom girls fuck and spank sissy in strapon group
5 months ago
4:50

JizzBunker

Femdom girls fuck and spank sissy in strapon group

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hum sissy live
4 years ago
12:20

XXXDan

hum sissy live

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Loving Sissy Delight - Sissy PMV Psytrance
10 months ago
9:12

XXXDan

Loving Sissy Delight - Sissy PMV Psytrance

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Sissy Kate learns how to use the anal fucking machine with Lisa
4 months ago
15:14

xHamster

Sissy Kate learns how to use the anal fucking machine with Lisa

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It makes you cum like a sissy girl
8 years ago
10:29

JizzBunker

It makes you cum like a sissy girl

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Big tits strapon femina in pantyhose fucking sissy butthole
1 year ago
6:50

JizzBunker

Big tits strapon femina in pantyhose fucking sissy butthole

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Mistress rams her fist deep into sissy ass
9 months ago
5:25

PornLib

Mistress rams her fist deep into sissy ass

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femdoms latex dominate tag team sissy wank face fuck strapon
6 years ago
7:45

JizzBunker

femdoms latex dominate tag team sissy wank face fuck strapon

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Small Penis Humiliation, Strap-on and Sissy Dirty Talk Compilation Femdom POV Video by Arya Grander
7 months ago
8:12

xHamster

Small Penis Humiliation, Strap-on and Sissy Dirty Talk Compilation Femdom POV Video by Arya Grander

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JOI with Gagging for sissy boi fags Starring Goddess Lana
3 years ago
16:25

PornHub

JOI with Gagging for sissy boi fags Starring Goddess Lana

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Dom ladies and pliant sissy boys are having pleasure
5 years ago
5:12

NuVid

Dom ladies and pliant sissy boys are having pleasure

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bondage tape tutorial educational femdom sissy mistress
5 years ago
6:39

JizzBunker

bondage tape tutorial educational femdom sissy mistress

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Sissy guy strapon spanked by CFNM tattooed babe in lingerie
1 year ago
7:40

JizzBunker

Sissy guy strapon spanked by CFNM tattooed babe in lingerie

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Mistress in pantyhose pegs sissy sucking neighbor
1 year ago
7:50

JizzBunker

Mistress in pantyhose pegs sissy sucking neighbor

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Whipped sissy splattered with his mistresss squirt
1 year ago
6:10

JizzBunker

Whipped sissy splattered with his mistresss squirt

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Busty strapon tattooed domina in pantyhose pegs sissy ass
5 months ago
7:40

JizzBunker

Busty strapon tattooed domina in pantyhose pegs sissy ass

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3some dildo pegging by femdom babes for lucky sissy guy
1 year ago
5:00

JizzBunker

3some dildo pegging by femdom babes for lucky sissy guy

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UK Sissy Princess Lucy In Bathing Suit and Fishnets
3 years ago
2:10

PornHub

UK Sissy Princess Lucy In Bathing Suit and Fishnets

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Femdom babe in fishnet stockings ass drilled by sissy crossdresser
1 year ago
7:40

XXXDan

Femdom babe in fishnet stockings ass drilled by sissy crossdresser

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Pegging dominatrix fucks amateur sissy in apron in group action
3 months ago
5:00

JizzBunker

Pegging dominatrix fucks amateur sissy in apron in group action

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dominas humiliate sissy
6 years ago
6:10

JizzBunker

dominas humiliate sissy

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Vends-ta-culotte - Sissy dressed as a soubrette cleans her mistresss house
1 year ago
10:26

XXXDan

Vends-ta-culotte - Sissy dressed as a soubrette cleans her mistresss house

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Cfnm domina jerks sissy
5 years ago
6:10

PornoXO

Cfnm domina jerks sissy

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miss a makes sissy ride yhe rentman from mr hankeys toys
5 years ago
5:42

JizzBunker

miss a makes sissy ride yhe rentman from mr hankeys toys

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Femdom sissy dress up and humiliation for male servant
3 months ago
9:16

PornLib

Femdom sissy dress up and humiliation for male servant

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CFNM femina in lingerie pegging sissy with dildo after BJ
5 months ago
7:40

XXXDan

CFNM femina in lingerie pegging sissy with dildo after BJ

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Worship Your Mistress, Sissy  Smoke With Me - Smoking Fetish Domme Femdom Stockings Footjob - Tina Snua
1 year ago
21:25

JizzBunker

Worship Your Mistress, Sissy Smoke With Me - Smoking Fetish Domme Femdom Stockings Footjob - Tina Snua

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my mistress wife fuck sissy slave hole deep hard with dildo
5 years ago
12:08

JizzBunker

my mistress wife fuck sissy slave hole deep hard with dildo

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sissy worships My boots before My cock Preview
3 years ago
1:32

PornHub

sissy worships My boots before My cock Preview

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POV Strapon Femdom Mistress JOI For Sissy Losers
4 years ago
10:42

PornoXO

POV Strapon Femdom Mistress JOI For Sissy Losers

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Sissy cum eating instruction
8 years ago
5:15

JizzBunker

Sissy cum eating instruction

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pov findom dominatrix sissy humiliation joi
4 years ago
11:40

JizzBunker

pov findom dominatrix sissy humiliation joi

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CUCKOLD FEMDOM SISSY CHASTITY CUCK BBC
9 months ago
4:00

JizzBunker

CUCKOLD FEMDOM SISSY CHASTITY CUCK BBC

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LL - sissy strokes
2 years ago
8:53

XXXDan

LL - sissy strokes

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Pegging dominatrix fucks sissy with strapon in front of assistant
7 months ago
7:10

JizzBunker

Pegging dominatrix fucks sissy with strapon in front of assistant

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Busty tattooed cbt domina beats sissy big cock
1 year ago
7:40

JizzBunker

Busty tattooed cbt domina beats sissy big cock

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Gangbang the sissy slut - Part3
5 months ago
1:32

xHamster

Gangbang the sissy slut - Part3

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CUCKOLD FEMDOM SISSY CHASTITY CUCK BBC
9 months ago
4:00

JizzBunker

CUCKOLD FEMDOM SISSY CHASTITY CUCK BBC

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POV Dominatrix Sissy Training JOI
4 years ago
4:49

DrTuber

POV Dominatrix Sissy Training JOI

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Husband gets dominated, humiliated and tied up - what a pathetic sissy bitch
16 days ago
1:49

JizzBunker

Husband gets dominated, humiliated and tied up - what a pathetic sissy bitch

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Cruel Femdom Mistress Pleasures Herself Using Her Sissy
1 year ago
11:53

XXXDan

Cruel Femdom Mistress Pleasures Herself Using Her Sissy

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Fast Track Into Sissy Hood Cum Repeating What I Say and Become a Sissy Fag
5 months ago
1:47

xHamster

Fast Track Into Sissy Hood Cum Repeating What I Say and Become a Sissy Fag

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Sissy whore hardcore training
6 months ago
11:44

XXXDan

Sissy whore hardcore training

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Femdom babes with strapon fuck sissy in group pegging
4 months ago
4:50

JizzBunker

Femdom babes with strapon fuck sissy in group pegging

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Wet n Wild THICC British Booty Sissy Bitch Twerks for Mistress
3 years ago
1:42

PornHub

Wet n Wild THICC British Booty Sissy Bitch Twerks for Mistress

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Pegging dominas fucking and spanking sissy in group sex with strapon
3 months ago
5:00

XXXDan

Pegging dominas fucking and spanking sissy in group sex with strapon

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Sissy caned and humiliated
7 months ago
11:52

XXXDan

Sissy caned and humiliated

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look at you sissy loser dominatrix pov
5 years ago
6:18

JizzBunker

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miss a with the sissy stick and the xl mr hankeys el ray
4 years ago
19:08

XXXDan

miss a with the sissy stick and the xl mr hankeys el ray

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turing you into my panty sissy slut
5 years ago
9:53

XXXDan

turing you into my panty sissy slut

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sissy male drawing tool
5 years ago
7:18

XXXDan

sissy male drawing tool

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Sissy guy strapon banged by a group of naughty women
1 year ago
5:00

XXXDan

Sissy guy strapon banged by a group of naughty women

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you are now my personal sissy blowjob slave
4 years ago
7:57

XXXDan

you are now my personal sissy blowjob slave

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Mistress shoves her fist deep in sissy ass
9 months ago
5:25

XXXDan

Mistress shoves her fist deep in sissy ass

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SweetFemdom Jade Indica fucking Sissy Slave Fina with a strap on
2 months ago
10:15

XXXDan

SweetFemdom Jade Indica fucking Sissy Slave Fina with a strap on

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hair washing with piss for sissy
5 months ago
0:21

AnyPorn

hair washing with piss for sissy

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I want to try on this sissy outfit
6 years ago
7:25

JizzBunker

I want to try on this sissy outfit

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i knew you were a sissy boy all along
6 years ago
6:43

JizzBunker

i knew you were a sissy boy all along

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sexy femdom mistress fucks sissy slave with strapon
5 years ago
12:25

JizzBunker

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you are my new sissy dress up slave
4 years ago
9:32

JizzBunker

you are my new sissy dress up slave

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Mistress in latex gloves milking sissy
11 months ago
9:18

XXXDan

Mistress in latex gloves milking sissy

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sissy slave lick fuck his mistress wife in boots mask smoke
5 years ago
22:46

XXXDan

sissy slave lick fuck his mistress wife in boots mask smoke

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i am here to teach you how to be a sissy
4 years ago
8:34

JizzBunker

i am here to teach you how to be a sissy

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Femdom girls slap and fuck strapon sissy in group action
9 months ago
4:50

JizzBunker

Femdom girls slap and fuck strapon sissy in group action

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Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal
5 years ago
8:58

PornHub

Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal

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Femdom pegging babe in pantyhose fucks bondage sissy
11 months ago
8:30

XXXDan

Femdom pegging babe in pantyhose fucks bondage sissy

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you will make the perfect sissy slave
5 years ago
8:13

JizzBunker

you will make the perfect sissy slave

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Sissy Conditioner 2 Sissy Reboot
3 years ago
5:40

PornHub

Sissy Conditioner 2 Sissy Reboot

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joi to my panties sissy loser
5 years ago
5:23

JizzBunker

joi to my panties sissy loser

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Sissy-hole in the garden Preview
5 years ago
1:14

PornHub

Sissy-hole in the garden Preview

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Sissy CEI Spa Day Free Preview
3 years ago
2:42

PornHub

Sissy CEI Spa Day Free Preview

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I can help you turn into a sissy
6 years ago
7:17

JizzBunker

I can help you turn into a sissy

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you are the best sissy slave ive ever had
5 years ago
8:44

JizzBunker

you are the best sissy slave ive ever had

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Dominatrix feminizes Sissy and turns her into a maid
3 months ago
5:01

JizzBunker

Dominatrix feminizes Sissy and turns her into a maid

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Becuming Sissy Suck Edition
1 year ago
2:17

XXXDan

Becuming Sissy Suck Edition

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Strapon femdom girls fuck sissy ass in group action
9 months ago
4:50

JizzBunker

Strapon femdom girls fuck sissy ass in group action

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you look so much cuter as a sissy girl
5 years ago
7:04

XXXDan

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Sissy strap 2qqb
7 years ago
5:41

JizzBunker

Sissy strap 2qqb

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Stepmom Tricks Stepson into Becoming Her Chastity Sissy
3 years ago
6:18

XXXDan

Stepmom Tricks Stepson into Becoming Her Chastity Sissy

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Strapon CFNM femina in nylon fucks crossdresser sissy
1 year ago
6:50

XXXDan

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Quickie: Making you my Sissy Toy
4 years ago
3:25

PornHub

Quickie: Making you my Sissy Toy

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i know that you are a total sissy deep down inside
4 years ago
7:13

XXXDan

i know that you are a total sissy deep down inside

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i know that deep down you are a total sissy
4 years ago
7:17

XXXDan

i know that deep down you are a total sissy

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Strapon babe pegs sissy and doesnt let him cum until she says
1 year ago
7:50

JizzBunker

Strapon babe pegs sissy and doesnt let him cum until she says

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Femdom Mistress Pegging Sissy Cuckold
1 year ago
5:27

JizzBunker

Femdom Mistress Pegging Sissy Cuckold

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Massage sissy pegged femdom in group action
1 year ago
4:00

XXXDan

Massage sissy pegged femdom in group action

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Chastity Keyholder Mistress teasing CD Sissy Chastity Maid
5 years ago
1:43

PornHub

Chastity Keyholder Mistress teasing CD Sissy Chastity Maid

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1 my sexy kinky femdom mistress warm up my cd sissy hole
5 years ago
24:47

XXXDan

1 my sexy kinky femdom mistress warm up my cd sissy hole

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Pegging CFNM domina fucks sissy in the ass with strapon
7 months ago
7:10

JizzBunker

Pegging CFNM domina fucks sissy in the ass with strapon

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have you ever dreamed of being a sissy girl
5 years ago
7:23

JizzBunker

have you ever dreamed of being a sissy girl

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you are going to be my cutest sissy boy slave yet
4 years ago
7:33

JizzBunker

you are going to be my cutest sissy boy slave yet

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i know you would look hot as a sissy
4 years ago
8:13

JizzBunker

i know you would look hot as a sissy

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biting flogging sissy rewarded with my cunt
5 years ago
5:52

XXXDan

biting flogging sissy rewarded with my cunt

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if you are going to be a sissy you have to suck cock like a
6 years ago
7:13

JizzBunker

if you are going to be a sissy you have to suck cock like a

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sissy slut spit roast
5 years ago
11:34

JizzBunker

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i will make you look great as a sissy girl
5 years ago
8:42

XXXDan

i will make you look great as a sissy girl

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The Sissy's Mentor [Preview]
4 years ago
21:56

PornHub

The Sissy's Mentor [Preview]

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i picked out the perfect lingerie for my sissy slave
5 years ago
8:39

JizzBunker

i picked out the perfect lingerie for my sissy slave

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Mistress Brodie pegs her caged sissy husband on the couch
4 years ago
15:25

PornHub

Mistress Brodie pegs her caged sissy husband on the couch

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Sissy panty try on & cock sucking training!
3 years ago
4:57

PornHub

Sissy panty try on & cock sucking training!

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pov femdom sissy humiliation jerk instructions
4 years ago
4:51

JizzBunker

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Bi Humiliation with Sissy Slut and White Slave
4 months ago
2:09

xHamster

Bi Humiliation with Sissy Slut and White Slave

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Misstress fucking Sissy Secretary on public toilet (almost caught!)
3 years ago
4:43

PornHub

Misstress fucking Sissy Secretary on public toilet (almost caught!)

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i am going to peg your sissy whore ass so hard
5 years ago
15:47

XXXDan

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