Sissy: 729 Videos

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7 years ago
4:31

JizzBunker

butt plug sissy (Video request)

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sissy faggot sucks big boy
7 years ago
1:38

xHamster

sissy faggot sucks big boy

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Pegging a Sissy in Leggings
1 year ago
1:37

xHamster

Pegging a Sissy in Leggings

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Vanessa Ladarei and Sissy Neri
2 years ago
10:34

JizzBunker

Vanessa Ladarei and Sissy Neri

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SEX-POSITIVE SISSY DICKBLOWER #5
5 years ago
7:09

PornGem

SEX-POSITIVE SISSY DICKBLOWER #5

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Sissy Dick Cames & Dripping
6 years ago
8:46

xHamster

Sissy Dick Cames & Dripping

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Anal sissy on all fours
7 months ago
5:58

xHamster

Anal sissy on all fours

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Sexy teen Sissy gives blowjob
12 years ago
5:21

DrTuber

Sexy teen Sissy gives blowjob

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9 years ago
1:06

xHamster

Fuck my tight sissy ashole

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9 years ago
7:34

xHamster

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2 months ago
21:19

XXXDan

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Wetandpissy - Sissy - Peeing Her Pants
6 years ago
1:01

xHamster

Wetandpissy - Sissy - Peeing Her Pants

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9 years ago
2:30

xHamster

Verbal daddy doggy fucks sissy

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Sissy Enjoy her BBC Boyfriend
7 months ago
11:44

JizzBunker

Sissy Enjoy her BBC Boyfriend

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sissy fucks and spanks himself
7 years ago
1:26

xHamster

sissy fucks and spanks himself

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GOLD DIGGER SISSY part 2
4 years ago
27:28

JizzBunker

GOLD DIGGER SISSY part 2

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Sissy problem for lover 2
7 years ago
10:09

JizzBunker

Sissy problem for lover 2

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Sissy drinks glass of piss
8 months ago
1:14

xHamster

Sissy drinks glass of piss

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Sissy Crossdresser, sexy and naughty
11 months ago
10:25

JizzBunker

Sissy Crossdresser, sexy and naughty

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6 years ago
2:08

xHamster

Sissy crossdressers freshly fucked asspussy

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Japanese Sissy Masturbation Part 2
25 days ago
5:05

XXXDan

Japanese Sissy Masturbation Part 2

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Be a sissy slut NOW
5 months ago
6:32

JizzBunker

Be a sissy slut NOW

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Keeping Secrets, A Sissy Story
1 year ago
10:02

XXXDan

Keeping Secrets, A Sissy Story

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Crossdresser sissy training her hoes
1 year ago
1:23

xHamster

Crossdresser sissy training her hoes

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Sissy Mind Warping Ass Trainer
6 months ago
5:37

XXXDan

Sissy Mind Warping Ass Trainer

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Tiny limp sissy orchiectomy dick
1 year ago
10:02

xHamster

Tiny limp sissy orchiectomy dick

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Sissy's Big Surprise
6 years ago
6:53

DrTuber

Sissy's Big Surprise

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Sissy Tia Smokes and Strokes
5 months ago
8:25

JizzBunker

Sissy Tia Smokes and Strokes

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8 months ago
7:49

JizzBunker

Sissy slave plays with herself

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Sissy in charity rides dildo
9 years ago
9:53

xHamster

Sissy in charity rides dildo

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sissy Mary Jerk Off Tease
14 years ago
1:06

xHamster

sissy Mary Jerk Off Tease

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8 years ago
6:51

xHamster

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Sissy Ass Closeup & Gape
11 months ago
0:47

xHamster

Sissy Ass Closeup & Gape

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Sissy-Faggot Frl. Felicitas Frivol
11 months ago
0:33

xHamster

Sissy-Faggot Frl. Felicitas Frivol

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Sissy Tgirl Fucked On Bed
7 years ago
12:32

xHamster

Sissy Tgirl Fucked On Bed

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Femdom Mistress Pegging Sissy Cuckold
4 years ago
5:27

PornLib

Femdom Mistress Pegging Sissy Cuckold

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Sandracduk sissy cd body compilation
6 months ago
8:48

JizzBunker

Sandracduk sissy cd body compilation

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Awesome Sissy Training Cumshots Compilation
10 months ago
1:52

xHamster

Awesome Sissy Training Cumshots Compilation

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8 years ago
2:39

xHamster

Dolled up enjoying sissy bobby

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8 years ago
1:13

xHamster

sissy video 3 love comments

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Hot Skinny Sissy on Webcam
6 years ago
8:50

xHamster

Hot Skinny Sissy on Webcam

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5 years ago
6:19

JizzBunker

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13 years ago
8:41

xHamster

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8 years ago
7:19

JizzBunker

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Sissy anal submission - PMV, JOI
5 months ago
5:34

JizzBunker

Sissy anal submission - PMV, JOI

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7 years ago
2:16

xHamster

Caged sissy fucks big cock

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Prodomme gives sissy the anal treatment
12 years ago
5:05

DrTuber

Prodomme gives sissy the anal treatment

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Sissy Husband in Need of Cock
1 year ago
12:22

JizzBunker

Sissy Husband in Need of Cock

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8 years ago
14:34

JizzBunker

Loving wife masturbates and watches sissy

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Set your inner sissy free pmv
1 year ago
4:46

XXXDan

Set your inner sissy free pmv

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Bimbo life of a sissy smoker
8 months ago
12:43

JizzBunker

Bimbo life of a sissy smoker

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5 years ago
4:51

JizzBunker

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6 years ago
5:23

JizzBunker

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5 years ago
13:31

JizzBunker

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Sissy Maid is naughty and horny
6 years ago
4:34

xHamster

Sissy Maid is naughty and horny

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5 years ago
8:39

JizzBunker

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an english sissy village episode 7
5 years ago
29:27

JizzBunker

an english sissy village episode 7

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Female Dominance Starla Predominates Her Sissy
5 years ago
6:21

uiPorn

Female Dominance Starla Predominates Her Sissy

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Sissy Swap Tales Random side Effect
6 years ago
13:06

xHamster

Sissy Swap Tales Random side Effect

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Sissy Slut Plug in her Cunt
6 years ago
1:20

xHamster

Sissy Slut Plug in her Cunt

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Sissy boy toys his asshole hard
13 years ago
3:05

TubeWolf

Sissy boy toys his asshole hard

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Sissy Leslie rides a BBC dildo
1 year ago
5:41

JizzBunker

Sissy Leslie rides a BBC dildo

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Dominant shemale Jenna Tales fucks sissy
6 years ago
5:43

AshemaleOne

Dominant shemale Jenna Tales fucks sissy

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Mistress in latex gloves milking sissy
1 year ago
9:18

XXXDan

Mistress in latex gloves milking sissy

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Sissy loves getting my ass smashed
1 year ago
16:17

JizzBunker

Sissy loves getting my ass smashed

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SUPER SEXY Blonde Sissy Fucked Hard
9 months ago
7:51

xHamster

SUPER SEXY Blonde Sissy Fucked Hard

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

JizzBunker

Sissy Training - Sissygasm Encouragement Jessica Bloom

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Sissy husband masturbates in girls arms
2 years ago
5:43

JizzBunker

Sissy husband masturbates in girls arms

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Sissy BBC Mantra - Goddess Grace Divine
9 months ago
3:08

xHamster

Sissy BBC Mantra - Goddess Grace Divine

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Femdom humiliates sissy sub before pegging
3 years ago
6:01

JizzBunker

Femdom humiliates sissy sub before pegging

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

JizzBunker

Crossdresser sissy boy bitch jerking off

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Sissy Crossdresser Princess Masturbating in Chastity
11 months ago
5:16

xHamster

Sissy Crossdresser Princess Masturbating in Chastity

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4 years ago
7:11

JizzBunker

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Sarah Dark Her Own Crossdressing Sissy
7 years ago
8:00

CrocoTube

Sarah Dark Her Own Crossdressing Sissy

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You want, and not worth Sissy
7 years ago
7:14

JizzBunker

You want, and not worth Sissy

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Sissy fucks her ass and strokes
7 years ago
0:15

xHamster

Sissy fucks her ass and strokes

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5 months ago
5:31

xHamster

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Sissy Whore Yelena Sissygasm Huge Toy
5 months ago
6:09

JizzBunker

Sissy Whore Yelena Sissygasm Huge Toy

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Sissy Solo masturbation with hot panties
40 days ago
8:18

XXXDan

Sissy Solo masturbation with hot panties

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Fuck My Tight Sissy Ass-Pussy
7 years ago
5:24

xHamster

Fuck My Tight Sissy Ass-Pussy

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Femdom Pegging my sissy slave Raoul
6 years ago
5:58

NuVid

Femdom Pegging my sissy slave Raoul

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Sissy Secretary Getting Dressed for Work
6 months ago
2:49

xHamster

Sissy Secretary Getting Dressed for Work

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Gorgeous sissy Layla gives a thoughts
9 years ago
5:30

DrTuber

Gorgeous sissy Layla gives a thoughts

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Sissy bitch masturbates in pink panties.
9 years ago
0:45

xHamster

Sissy bitch masturbates in pink panties.

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Classy trans boss assfucks sissy assistant
6 years ago
6:09

NuVid

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Fuck and suck the crossdressing sissy
12 years ago
5:08

DrTuber

Fuck and suck the crossdressing sissy

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Just being a sissy part 1
7 years ago
0:18

xHamster

Just being a sissy part 1

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7 years ago
0:49

xHamster

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7 years ago
7:51

DrTuber

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Sissy Maid with a fat Cock
7 years ago
2:50

xHamster

Sissy Maid with a fat Cock

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7 years ago
0:42

xHamster

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Sissy Feminization, Taping and Tucking Instruction.
7 years ago
4:37

xHamster

Sissy Feminization, Taping and Tucking Instruction.

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Sissy strap-on fucked by mistress
7 years ago
16:04

xHamster

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Femdom babe sucks and rides sissy
10 years ago
7:00

NuVid

Femdom babe sucks and rides sissy

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Sissy Sam in Lingerie and Dildo
6 months ago
0:29

xHamster

Sissy Sam in Lingerie and Dildo

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Sissy Peg's Hungry Hole
7 years ago
10:12

xHamster

Sissy Peg's Hungry Hole

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Sissy gets fucked at Glory Hole
7 years ago
7:42

xHamster

Sissy gets fucked at Glory Hole

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Sissy Ray in Rest Area 4
11 years ago
1:01

xHamster

Sissy Ray in Rest Area 4

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sissy gets it on the Stairs
14 years ago
0:08

xHamster

sissy gets it on the Stairs

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Nasty sissy whit with her dildo
12 years ago
5:04

xHamster

Nasty sissy whit with her dildo

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Teach Me to be Your Sissy
4 months ago
11:59

XXXDan

Teach Me to be Your Sissy

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Sissy Slut Smokes For Her Master
8 years ago
1:30

xHamster

Sissy Slut Smokes For Her Master

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Sissy Wanking Its Big Hooded Cock
9 years ago
0:29

xHamster

Sissy Wanking Its Big Hooded Cock

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Sexy ass sissy shegurl teasing you
6 years ago
0:27

xHamster

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Trans Woman Sucking Sissy Cock VR
5 months ago
7:51

xHamster

Trans Woman Sucking Sissy Cock VR

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Sissy Marissa buys a fucking machine
5 months ago
9:45

XXXDan

Sissy Marissa buys a fucking machine

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TS Bailey Wilde Fucks Sissy Daisy
5 months ago
5:30

xHamster

TS Bailey Wilde Fucks Sissy Daisy

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Sissy Kristal in Acton By TROC
13 years ago
6:44

xHamster

Sissy Kristal in Acton By TROC

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My sissy ass fisted with two hands
1 year ago
6:03

PornLib

My sissy ass fisted with two hands

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Medium group of femdoms holding sissy boyfriends
3 years ago
5:00

XXXDan

Medium group of femdoms holding sissy boyfriends

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Tricked and Sissyfied two SISSY ORAL JOB
6 years ago
2:03

PornGem

Tricked and Sissyfied two SISSY ORAL JOB

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R Belle Daphney gets a sissy job
1 year ago
6:36

JizzBunker

R Belle Daphney gets a sissy job

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Cute dirty whore - sissy slut for mistress
2 years ago
11:01

JizzBunker

Cute dirty whore - sissy slut for mistress

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8 years ago
1:41

xHamster

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5 years ago
6:18

JizzBunker

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SISSY IS STILL HUNGRY FOR RAW COCK
4 months ago
8:06

XXXDan

SISSY IS STILL HUNGRY FOR RAW COCK

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Sandra takes cock up her sissy arse
6 months ago
8:33

JizzBunker

Sandra takes cock up her sissy arse

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Sissy a little taped up in Highheels
1 year ago
3:39

xHamster

Sissy a little taped up in Highheels

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Sissy Eye Rolling Orgasm Doggy Style Only
2 years ago
6:51

JizzBunker

Sissy Eye Rolling Orgasm Doggy Style Only

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SISSY IS STILL HUNGRY FOR RAW COCK
6 months ago
5:02

XXXDan

SISSY IS STILL HUNGRY FOR RAW COCK

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I am a sissy boy - short version
9 years ago
3:37

xHamster

I am a sissy boy - short version

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New Violet Dildo for My Sissy Bitch
3 months ago
5:29

XXXDan

New Violet Dildo for My Sissy Bitch

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2017-08-25 A long sissy pee
7 years ago
1:21

xHamster

2017-08-25 A long sissy pee

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aneisabelle Sissy Pantyhose Slut Dildo Fucked Again
9 years ago
4:02

xHamster

aneisabelle Sissy Pantyhose Slut Dildo Fucked Again

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Anal Sissy tranny play toy and bottle
9 years ago
20:11

xHamster

Anal Sissy tranny play toy and bottle

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Hot sissy Brenda shows off your thong
11 months ago
4:19

JizzBunker

Hot sissy Brenda shows off your thong

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Verbal Hard Cock Twink Creampies Sissy Bitch
10 years ago
4:22

xHamster

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The Short Straw: A Sissy Caption story!
1 year ago
22:47

XXXDan

The Short Straw: A Sissy Caption story!

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
8:23

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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She uses her strapon on the sissy
13 years ago
33:25

TubeWolf

She uses her strapon on the sissy

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Sissy Crossdresser Lucy Taylor Dominated and Creampied
9 years ago
23:59

xHamster

Sissy Crossdresser Lucy Taylor Dominated and Creampied

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
5:51

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
16:14

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy Anal Trainer - porn star role play
2 years ago
19:44

JizzBunker

Sissy Anal Trainer - porn star role play

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5 years ago
6:10

JizzBunker

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METAL BALL - ANAL GAPING- SISSY GAY - PROLAPSE
2 years ago
13:40

XXXDan

METAL BALL - ANAL GAPING- SISSY GAY - PROLAPSE

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2 years ago
8:00

XXXDan

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8 years ago
1:53

xHamster

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Lovely brunette Isabel gets a sissy fuck
2 years ago
5:07

JizzBunker

Lovely brunette Isabel gets a sissy fuck

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2 years ago
13:47

XXXDan

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
13:11

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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2 years ago
5:04

JizzBunker

Sissy crossdresser in red white and blue

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Dominatrix Makes Sissy Maid Get Cowgirl Fucked
1 year ago
3:26

xHamster

Dominatrix Makes Sissy Maid Get Cowgirl Fucked

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You will make the perfect sissy girl
7 years ago
7:02

xHamster

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2 years ago
5:00

XXXDan

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Mistress paddles the sissy in a dress
13 years ago
8:48

AlphaPorno

Mistress paddles the sissy in a dress

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11 years ago
4:33

TubeWolf

Two sissy guys worship strapon of mistress

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11 years ago
4:36

AlphaPorno

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
5:24

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
29:04

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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She Turns You Into Sissy POV Femdom
10 years ago
4:36

xHamster

She Turns You Into Sissy POV Femdom

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
33:03

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
6:08

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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8 years ago
0:11

xHamster

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Aunt fucks sissy with strapon 1 Fm
1 year ago
22:09

JizzBunker

Aunt fucks sissy with strapon 1 Fm

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Kim and her sissy in sheer panties
13 years ago
0:32

xHamster

Kim and her sissy in sheer panties

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1 year ago
4:00

XXXDan

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10 months ago
8:19

JizzBunker

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11 months ago
12:14

JizzBunker

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7 years ago
6:34

JizzBunker

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7 months ago
6:58

XXXDan

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Sissy Kelli dares in public - Part 2
9 months ago
6:20

JizzBunker

Sissy Kelli dares in public - Part 2

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Sissy gets tag teamed by rampaging whores
12 years ago
5:08

DrTuber

Sissy gets tag teamed by rampaging whores

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Femdom Sodomizes Sissy doggy style with Boyfriend
16 years ago
9:07

xHamster

Femdom Sodomizes Sissy doggy style with Boyfriend

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Scraping The Skin Off My Sissy Feet
8 months ago
2:35

xHamster

Scraping The Skin Off My Sissy Feet

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Horny sissy femboy teasing in white lingerie
8 months ago
6:56

XXXDan

Horny sissy femboy teasing in white lingerie

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
6 months ago
9:02

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Slutty Sissy Maid on her knees assfucked
9 years ago
0:47

xHamster

Slutty Sissy Maid on her knees assfucked

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
3:11

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Enjoying Moments Like a Very Sexy Sissy
8 months ago
2:14

xHamster

Enjoying Moments Like a Very Sexy Sissy

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Ruining my sissy cunt with two dildos
7 years ago
0:08

xHamster

Ruining my sissy cunt with two dildos

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Sissy Boy Craving some Big White Cock
6 years ago
25:27

xHamster

Sissy Boy Craving some Big White Cock

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Sissy Slave Slut Layla Spanking Her Ass
7 years ago
2:25

xHamster

Sissy Slave Slut Layla Spanking Her Ass

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Great cum blocking technique for my sissy
2 years ago
8:25

XXXDan

Great cum blocking technique for my sissy

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Sissy will be punished if she cums
6 years ago
35:18

xHamster

Sissy will be punished if she cums

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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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Sissy Boy Spanked And Machined In The Ass
13 years ago
5:53

DrTuber

Sissy Boy Spanked And Machined In The Ass

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Loui - Phantasm I RUS voice, sissy trainer motivation
5 months ago
6:05

JizzBunker

Loui - Phantasm I RUS voice, sissy trainer motivation

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Frisky brunette Molly Manson gets fang in sissy
5 years ago
5:05

DrTuber

Frisky brunette Molly Manson gets fang in sissy

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SissyCDMish - sissy slut loves sucking her bbc dildo
8 months ago
7:06

JizzBunker

SissyCDMish - sissy slut loves sucking her bbc dildo

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