Sissy: 1244 Videos

Fucked sissy femboy in a bondage at the wall
3 years ago
5:40

PornHub

Fucked sissy femboy in a bondage at the wall

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Enjoying Moments Like a Very Sexy Sissy
9 days ago
2:14

xHamster

Enjoying Moments Like a Very Sexy Sissy

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Sissy Relyks leaking cum riding BWC dildo
3 years ago
0:42

PornHub

Sissy Relyks leaking cum riding BWC dildo

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Bbc in sissy
4 years ago
0:20

PornHub

Bbc in sissy

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Femboy Cums in Sissy Sack!
4 years ago
3:14

PornHub

Femboy Cums in Sissy Sack!

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TEEN Sissy fucks herself with her FAVOURITE dildo
4 years ago
8:14

PornHub

TEEN Sissy fucks herself with her FAVOURITE dildo

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Great cum blocking technique for my sissy
1 year ago
8:25

XXXDan

Great cum blocking technique for my sissy

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Sissy taking fuck machine
4 years ago
0:10

PornHub

Sissy taking fuck machine

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Sissy casually sucks on a dildo while dreaming about a real cock
7 days ago
6:24

XXXDan

Sissy casually sucks on a dildo while dreaming about a real cock

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Vacation Part 2 Sissy Story Subtitled Luna Lovely
7 months ago
8:24

XXXDan

Vacation Part 2 Sissy Story Subtitled Luna Lovely

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Sissy in chastity cage masturbates with vibrator
6 days ago
6:58

XXXDan

Sissy in chastity cage masturbates with vibrator

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Cute Sissy Trap spreads oil on her body
3 years ago
2:17

PornHub

Cute Sissy Trap spreads oil on her body

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crossdresser sissy dido solo
3 years ago
1:02

PornHub

crossdresser sissy dido solo

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sissy BBC deepthroat
5 years ago
0:22

PornHub

sissy BBC deepthroat

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Sissy Slut teach to make deepthroat blowjob (Cut Version)
5 years ago
0:47

PornHub

Sissy Slut teach to make deepthroat blowjob (Cut Version)

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Horny sissy femboy teasing in white lingerie
35 days ago
6:56

XXXDan

Horny sissy femboy teasing in white lingerie

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Sissy faggot rides dildo hard
3 years ago
1:34

PornHub

Sissy faggot rides dildo hard

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Sissy joi
10 months ago
3:12

JizzBunker

Sissy joi

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Sissy getting ready for daily chores
4 years ago
3:14

PornHub

Sissy getting ready for daily chores

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Sissy fucks herself while she has a chastity cage
3 years ago
2:04

PornHub

Sissy fucks herself while she has a chastity cage

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Sissy Whore Cindy
4 months ago
7:00

xHamster

Sissy Whore Cindy

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Sissy crossdresser sloppy anal BBC dildo
5 years ago
8:27

PornHub

Sissy crossdresser sloppy anal BBC dildo

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Stuffing my sissy ass like a good girl
4 years ago
1:03

PornHub

Stuffing my sissy ass like a good girl

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spanking my hubby's sissy-butt bright red
2 months ago
10:02

PornLib

spanking my hubby's sissy-butt bright red

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Sissy Eye Rolling Orgasm Doggy Style Only
1 year ago
6:51

JizzBunker

Sissy Eye Rolling Orgasm Doggy Style Only

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Starting my sissy journey
5 years ago
7:09

PornHub

Starting my sissy journey

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Sissy end
2 months ago
0:50

xHamster

Sissy end

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Sissy edging failed cumshot
8 months ago
3:29

JizzBunker

Sissy edging failed cumshot

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Flexing My Cute Sissy Cock
4 years ago
0:15

PornHub

Flexing My Cute Sissy Cock

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Fucking My Sissy Ass with a Fuck Machine and Big Dildos
4 months ago
1:46

xHamster

Fucking My Sissy Ass with a Fuck Machine and Big Dildos

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Sissy maid duties
1 year ago
7:39

JizzBunker

Sissy maid duties

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Fucking My Ass with a Massive Dildo - Sissy, Big Ass
2 months ago
1:33

xHamster

Fucking My Ass with a Massive Dildo - Sissy, Big Ass

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sissy rides dildo
4 years ago
5:31

PornHub

sissy rides dildo

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Sissy bitch jerks off covered in cum after huge cum in mouth
12 days ago
14:50

XXXDan

Sissy bitch jerks off covered in cum after huge cum in mouth

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sissy suck big dick full mouth
5 years ago
6:23

PornHub

sissy suck big dick full mouth

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Sissy Pussy
3 years ago
0:11

PornHub

Sissy Pussy

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Sissy pantie stuffing
4 years ago
3:53

PornHub

Sissy pantie stuffing

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Sissy Faggot fucks herself with a big black dildo
4 years ago
10:43

PornHub

Sissy Faggot fucks herself with a big black dildo

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Sexy Dutch TS Crossdresser Transsexual Masturbates Sissy Cock in Babydoll Lingerie and Pink Thong
4 years ago
4:50

PornHub

Sexy Dutch TS Crossdresser Transsexual Masturbates Sissy Cock in Babydoll Lingerie and Pink Thong

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Transformation of a twink boy into a sissy
12 days ago
4:10

XXXDan

Transformation of a twink boy into a sissy

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Sissy Leslie rides a BBC dildo
8 months ago
5:41

JizzBunker

Sissy Leslie rides a BBC dildo

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Slutty Sissy Mantras - Preview
4 years ago
0:32

PornHub

Slutty Sissy Mantras - Preview

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Sissy trying new pink outfit, new outfits toys and videos in the making
4 years ago
9:21

PornHub

Sissy trying new pink outfit, new outfits toys and videos in the making

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18 inch anal dildo deep inside sissy
4 years ago
4:22

PornHub

18 inch anal dildo deep inside sissy

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Old femboy,chastity,bad dragon,sissy,anal, switch
3 months ago
1:25

xHamster

Old femboy,chastity,bad dragon,sissy,anal, switch

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Sissy In Stockings Masturbates In The Woods
3 years ago
1:12

PornHub

Sissy In Stockings Masturbates In The Woods

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Tube penetrated sloppy Leony Aprills tight sissy
1 year ago
8:00

XXXDan

Tube penetrated sloppy Leony Aprills tight sissy

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Huge load of sissy cum
3 years ago
3:24

PornHub

Huge load of sissy cum

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Gay Sissy Glitter Dick Flopping Around During Handsfree Anal Orgasm
3 months ago
5:57

xHamster

Gay Sissy Glitter Dick Flopping Around During Handsfree Anal Orgasm

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Dr. Faith Sissy BB
5 years ago
6:21

PornHub

Dr. Faith Sissy BB

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ItsZoeStarr - Sissy Trap Gaping Pussy with Big Dildo
5 years ago
1:25

PornHub

ItsZoeStarr - Sissy Trap Gaping Pussy with Big Dildo

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Horny Sissy fuck and piss
57 days ago
5:33

xHamster

Horny Sissy fuck and piss

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Sissy DP practice
4 years ago
0:57

PornHub

Sissy DP practice

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Insatiable Blonde Teen Lexi Swallows Sissy Sex Action
1 year ago
5:19

JizzBunker

Insatiable Blonde Teen Lexi Swallows Sissy Sex Action

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Squeaky sissy toy
1 year ago
2:37

JizzBunker

Squeaky sissy toy

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Sissy self cum masturbation
4 years ago
0:59

PornHub

Sissy self cum masturbation

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Sissy side fuck Erin raw
3 years ago
0:55

PornHub

Sissy side fuck Erin raw

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I Was so Horny Then I Fucked My Sissy Ass Until Cum
24 days ago
1:34

xHamster

I Was so Horny Then I Fucked My Sissy Ass Until Cum

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Sissy femboy with tied hand humping on dry towel
4 years ago
6:28

PornHub

Sissy femboy with tied hand humping on dry towel

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Vinny the Sissy Whore Cum Countdown Included the Audio
5 months ago
1:55

xHamster

Vinny the Sissy Whore Cum Countdown Included the Audio

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Yes I am a lil sissy slut
5 years ago
8:14

PornHub

Yes I am a lil sissy slut

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Sissy rides big dildo after class
4 years ago
1:07

PornHub

Sissy rides big dildo after class

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Sissy sub with heavy makeup smokes while talking dirty on camera
3 months ago
7:27

XXXDan

Sissy sub with heavy makeup smokes while talking dirty on camera

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Guy Makes Sissy Worship Dirty Feet POV JOI
4 years ago
10:07

PornHub

Guy Makes Sissy Worship Dirty Feet POV JOI

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Kinky Teen Trans Couple Watch Sissy Training Porn Together and Play
4 years ago
8:21

PornHub

Kinky Teen Trans Couple Watch Sissy Training Porn Together and Play

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Sissy in chastity cage bounces on dildo
4 years ago
18:43

PornHub

Sissy in chastity cage bounces on dildo

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Crossdressing sissy horny wet pussy
2 months ago
11:34

xHamster

Crossdressing sissy horny wet pussy

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Crossdresser sissy dildo solo play
3 years ago
1:55

PornHub

Crossdresser sissy dildo solo play

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Sissy Bitch
58 days ago
12:41

xHamster

Sissy Bitch

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Worship my feet sissy
5 years ago
0:57

PornHub

Worship my feet sissy

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Sissy husband spun out pnp self pissing with dope dick
3 years ago
0:45

PornHub

Sissy husband spun out pnp self pissing with dope dick

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sissy femboy opening your smooth ass and cumming hands free
16 days ago
1:45

xHamster

sissy femboy opening your smooth ass and cumming hands free

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My sissy ass fisted with two hands
11 months ago
6:03

PornLib

My sissy ass fisted with two hands

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
8 months ago
8:23

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy having some fun.
4 years ago
7:59

PornHub

Sissy having some fun.

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sissy toy pussy masturbate and cum finish
5 years ago
1:45

PornHub

sissy toy pussy masturbate and cum finish

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Caged sissy ass pussy training warm-up
3 months ago
8:19

JizzBunker

Caged sissy ass pussy training warm-up

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Sissy beta fagot training with self exposure
1 year ago
5:00

XXXDan

Sissy beta fagot training with self exposure

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Sweet sissy maid try drink his sperm
4 years ago
4:23

PornHub

Sweet sissy maid try drink his sperm

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Sissy Following Orders Pt.6
4 years ago
0:17

PornHub

Sissy Following Orders Pt.6

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My sissy ass gets pounded hard until I have anal prostate orgasm & cumshot
5 years ago
3:23

PornHub

My sissy ass gets pounded hard until I have anal prostate orgasm & cumshot

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Sissy slave plays with herself
20 days ago
7:49

JizzBunker

Sissy slave plays with herself

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Chubby Daddy Bear trains his Sissy Bitch Part 2
3 years ago
4:53

PornHub

Chubby Daddy Bear trains his Sissy Bitch Part 2

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Sissy exploitation
1 year ago
10:19

JizzBunker

Sissy exploitation

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me fucking my black sissy's pussy
5 years ago
1:56

PornHub

me fucking my black sissy's pussy

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Sexi sissy folla duro con su novio
3 years ago
10:13

PornHub

Sexi sissy folla duro con su novio

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Well Paid Experiment Part 1 - Subtitled Sissy Story - SissyFan
1 year ago
8:11

XXXDan

Well Paid Experiment Part 1 - Subtitled Sissy Story - SissyFan

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Sissy Aisha caresses her ass and jerks off
23 days ago
12:20

JizzBunker

Sissy Aisha caresses her ass and jerks off

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Sissy experience
11 months ago
9:46

XXXDan

Sissy experience

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Sissy Fucks And Cums All Over Herself
4 years ago
5:07

PornHub

Sissy Fucks And Cums All Over Herself

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White sissy alone at home ride bLack in the 90's
3 years ago
0:34

PornHub

White sissy alone at home ride bLack in the 90's

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sissy cd butt plag with mouth
4 years ago
0:42

PornHub

sissy cd butt plag with mouth

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Beta sissy training for limp cummies
3 years ago
13:59

PornHub

Beta sissy training for limp cummies

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Tied up like a sissy should be
4 years ago
0:21

PornHub

Tied up like a sissy should be

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Sissy Clause takes tuckers knot
5 years ago
12:19

PornHub

Sissy Clause takes tuckers knot

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Caged sissy cumming with a vibrator
3 years ago
0:40

PornHub

Caged sissy cumming with a vibrator

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Sissy Handjob And Getting Anal Pleasure
3 years ago
1:22

PornHub

Sissy Handjob And Getting Anal Pleasure

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Give head like a pro sissy instructions
4 years ago
9:22

PornHub

Give head like a pro sissy instructions

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sissy masturbation
5 years ago
9:57

XXXDan

sissy masturbation

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Sissy list
9 months ago
9:22

JizzBunker

Sissy list

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I sissy suck
3 years ago
1:50

PornHub

I sissy suck

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Bath time with sissy princess Ally may
4 years ago
5:37

PornHub

Bath time with sissy princess Ally may

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Asian Sissy loves her butt plug
5 years ago
5:34

PornHub

Asian Sissy loves her butt plug

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Sissy Making that boi pussy grow with giant dildo
4 years ago
12:53

PornHub

Sissy Making that boi pussy grow with giant dildo

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Girl and Her Sissy Girlfriend Play Around With a Dildo
4 years ago
2:54

PornHub

Girl and Her Sissy Girlfriend Play Around With a Dildo

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Spun twink sissy slurps fat cock in Okc motel
4 years ago
6:17

PornHub

Spun twink sissy slurps fat cock in Okc motel

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Sissy bent over with cumshot Finish
5 years ago
0:53

PornHub

Sissy bent over with cumshot Finish

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femboy/trans sissy gets ass toyed and squirts cum all over herself
3 years ago
0:59

PornHub

femboy/trans sissy gets ass toyed and squirts cum all over herself

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Skinny femdom babe in pantyhose sissy ankles with strapon
9 months ago
8:20

JizzBunker

Skinny femdom babe in pantyhose sissy ankles with strapon

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BBC Influence - Welcome To The Dark Side BNWO 2022 BallbustingRed Light Green Light Game BBC Sissy
7 months ago
21:14

JizzBunker

BBC Influence - Welcome To The Dark Side BNWO 2022 BallbustingRed Light Green Light Game BBC Sissy

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Sissy Jerkoff ( Full Video On OnlyFans, Link In Bio)
3 years ago
3:28

PornHub

Sissy Jerkoff ( Full Video On OnlyFans, Link In Bio)

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Sissy Femboy hairy riding a dildo
5 years ago
0:27

PornHub

Sissy Femboy hairy riding a dildo

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Sexy sissy boy // instagram:@cameronboycol // twitter:@cameronboyXXX
3 years ago
0:16

PornHub

Sexy sissy boy // instagram:@cameronboycol // twitter:@cameronboyXXX

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Horny sissy has an sissygasm in stockings and chastity
4 years ago
17:57

PornHub

Horny sissy has an sissygasm in stockings and chastity

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Crossdresser sissy training her hoes
5 months ago
1:23

xHamster

Crossdresser sissy training her hoes

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HD: Sissy Asshole getting PEGGED by Alpha FTM Trans Daddy COCK.. (For the Sub Men & Sissies )
3 years ago
8:43

PornHub

HD: Sissy Asshole getting PEGGED by Alpha FTM Trans Daddy COCK.. (For the Sub Men & Sissies )

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Sissy little whore wanking cock in public parking lot
3 years ago
8:27

PornHub

Sissy little whore wanking cock in public parking lot

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Phat Ass Sissy LadyBoy Cross Dresser Caught!
2 months ago
6:06

xHamster

Phat Ass Sissy LadyBoy Cross Dresser Caught!

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SISSY ANAL TRAINING COMPILATION
3 months ago
6:27

xHamster

SISSY ANAL TRAINING COMPILATION

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Cuckold sissy secretly black guy fucks first husband gets
1 year ago
16:39

XXXDan

Cuckold sissy secretly black guy fucks first husband gets

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Sissy strapon pegging by 3 Mistress
10 months ago
6:03

XXXDan

Sissy strapon pegging by 3 Mistress

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Sissy Secretary in Bound and in Trouble
4 years ago
5:15

PornHub

Sissy Secretary in Bound and in Trouble

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How he turned you into a sissy, phase 2
1 year ago
10:27

XXXDan

How he turned you into a sissy, phase 2

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Sissy girl feeling horny
4 years ago
4:02

PornHub

Sissy girl feeling horny

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Small Penis Sissy Humiliated and Ass Fucked by Dirty Talking Mistress
4 years ago
0:55

PornHub

Small Penis Sissy Humiliated and Ass Fucked by Dirty Talking Mistress

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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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First time Masturbating on Camera Polish Twink sissy boy
5 years ago
2:00

PornHub

First time Masturbating on Camera Polish Twink sissy boy

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Sissy Training - Sissygasm Encouragement Jessica Bloom
3 months ago
5:29

JizzBunker

Sissy Training - Sissygasm Encouragement Jessica Bloom

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Sissy Episode: Self Pounding
5 years ago
3:13

PornHub

Sissy Episode: Self Pounding

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Sissy Carla playing with her Dildos :)
3 years ago
3:00

PornHub

Sissy Carla playing with her Dildos :)

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Leya Falcon as Harley Quinn destroys sissy's ass at The Hurt Room
6 years ago
4:28

PornHub

Leya Falcon as Harley Quinn destroys sissy's ass at The Hurt Room

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cock loving sissy making her soft little clit squirt
7 years ago
6:25

PornHub

cock loving sissy making her soft little clit squirt

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Mistress love to fuck tight sissy butt on Public
3 years ago
1:14

PornHub

Mistress love to fuck tight sissy butt on Public

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Cd sissy playing with panties
5 years ago
0:48

PornHub

Cd sissy playing with panties

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Fucking My Big Sissy Ass - Sissy Slut
2 months ago
0:54

xHamster

Fucking My Big Sissy Ass - Sissy Slut

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Sissy hands free orgasm with prostate vibrator
3 months ago
12:14

JizzBunker

Sissy hands free orgasm with prostate vibrator

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Perfect Sissy Trainer
1 year ago
5:13

XXXDan

Perfect Sissy Trainer

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Sissy Sadee Sucks Dick Then Trys Takin It Up The Ass Flexible Dick
5 years ago
2:48

PornHub

Sissy Sadee Sucks Dick Then Trys Takin It Up The Ass Flexible Dick

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Sissy Cumslut! Licking Up THREE Orgasms for Mistress on Chaturbate! CD, CEI
5 years ago
24:04

PornHub

Sissy Cumslut! Licking Up THREE Orgasms for Mistress on Chaturbate! CD, CEI

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Mmmmmmmmmmmmm sissy fag
2 years ago
8:56

XXXDan

Mmmmmmmmmmmmm sissy fag

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Crossdresser Sissy Rubs Her Clitty Every Time She Thinks About Cock
4 years ago
0:30

PornHub

Crossdresser Sissy Rubs Her Clitty Every Time She Thinks About Cock

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Crossdresser sissy boy bitch jerking off
2 months ago
5:40

JizzBunker

Crossdresser sissy boy bitch jerking off

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Get Out Sissy Cuckold There's A real Man On Our Bed
4 years ago
7:07

PornHub

Get Out Sissy Cuckold There's A real Man On Our Bed

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Amateur Sissy Slut Gets SPH Verbal , Stroking Tiny Uncut Dick on Cam!
5 years ago
1:53

PornHub

Amateur Sissy Slut Gets SPH Verbal , Stroking Tiny Uncut Dick on Cam!

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trans sissy fleshlight fucking multiple orgasm compilation (preview!)
3 years ago
6:05

PornHub

trans sissy fleshlight fucking multiple orgasm compilation (preview!)

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Sissy shower fuck
5 years ago
0:38

PornHub

Sissy shower fuck

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Sissy: A Slut Documentary
5 years ago
1:11

PornHub

Sissy: A Slut Documentary

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Sissy Cumshot POV
3 years ago
2:49

PornHub

Sissy Cumshot POV

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FemDom Goddess Dahlia trains u 2 be a cocksucking SISSY STREETWALKING WHORE
5 years ago
6:07

PornHub

FemDom Goddess Dahlia trains u 2 be a cocksucking SISSY STREETWALKING WHORE

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Mistress Let's Sissy Play with Pussy
3 years ago
6:50

PornHub

Mistress Let's Sissy Play with Pussy

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Cuckold Archive Blonde wife riding BBC Sissy husband watches
1 year ago
10:23

JizzBunker

Cuckold Archive Blonde wife riding BBC Sissy husband watches

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Gently stretching My Sissy's Ass with my huge strap on cock
5 years ago
1:28

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5 years ago
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3 years ago
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4 years ago
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3 months ago
2:31

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5 years ago
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3 years ago
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1 year ago
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4 years ago
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7 months ago
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3 years ago
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1 year ago
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8 months ago
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3 years ago
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4 years ago
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3 years ago
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4 years ago
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1 year ago
10:02

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4 years ago
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3 years ago
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3 years ago
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5 years ago
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5 years ago
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4 years ago
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5 years ago
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5 years ago
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9 months ago
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3 years ago
0:51

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5 years ago
1:01

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