Sissy: 1715 Videos

Colleague drills mouth and sissy of new very nice coworker
6 years ago
8:00

BravoTube

Colleague drills mouth and sissy of new very nice coworker

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Tube penetrated sloppy Leony Aprills tight sissy
2 years ago
8:00

XXXDan

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5 years ago
8:00

DrTuber

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6 years ago
8:00

DrTuber

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6 years ago
8:00

PornGem

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6 years ago
8:00

DrTuber

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6 years ago
8:00

DrTuber

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2 years ago
8:00

JizzBunker

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3 years ago
8:00

XXXDan

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3 years ago
8:00

XXXDan

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Lingerie Sissy Barebacks in front of ATM and swallowing cum
3 years ago
8:00

XXXDan

Lingerie Sissy Barebacks in front of ATM and swallowing cum

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3 years ago
8:00

JizzBunker

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Sissy guy in bisexual MMF threesome
2 years ago
8:00

XXXDan

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Confessions of a Sissy Slut
6 months ago
7:59

XXXDan

Confessions of a Sissy Slut

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BT sissy gangbang
4 years ago
7:59

XXXDan

BT sissy gangbang

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5 years ago
7:59

xHamster

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5 years ago
7:57

XXXDan

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1 year ago
7:56

xHamster

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SMOKING DEEPTHROAT lesson for SISSY latex slave
1 year ago
7:55

xHamster

SMOKING DEEPTHROAT lesson for SISSY latex slave

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1 year ago
7:54

XXXDan

Russian queen of spades fucks black men in front of her sissy husband

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Sexy Nurse gives a Prostate Massage to her sissy slave
16 days ago
7:51

XXXDan

Sexy Nurse gives a Prostate Massage to her sissy slave

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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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Shaved smooth sissy dildo ride, jerk and cum in November-29-2014
7 years ago
7:51

JizzBunker

Shaved smooth sissy dildo ride, jerk and cum in November-29-2014

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Sissy joi
2 years ago
7:50

XXXDan

Sissy joi

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1 year ago
7:50

JizzBunker

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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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1 year ago
7:50

JizzBunker

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Sissy slave plays with herself
8 months ago
7:49

JizzBunker

Sissy slave plays with herself

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Big Cock Sissy Wanking Her Cock And Making A Huge Cumshot
1 year ago
7:48

xHamster

Big Cock Sissy Wanking Her Cock And Making A Huge Cumshot

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You are going to be my little sissy boy sex slave
6 years ago
7:47

xHamster

You are going to be my little sissy boy sex slave

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We should get your sissy ass ready for some real cock
7 years ago
7:46

xHamster

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Sissy caption story - Beauty Pageant episode 1 - BBstories
6 months ago
7:46

XXXDan

Sissy caption story - Beauty Pageant episode 1 - BBstories

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Sissy takes black cock
1 year ago
7:46

xHamster

Sissy takes black cock

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Your transformation into a sissy girl starts now
7 years ago
7:45

xHamster

Your transformation into a sissy girl starts now

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Exposedforyou Sissy Strip Tease, chastity, plug, ass dildo
5 months ago
7:45

JizzBunker

Exposedforyou Sissy Strip Tease, chastity, plug, ass dildo

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7 years ago
7:45

JizzBunker

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Mistress Barbara's Sissy
15 years ago
7:44

xHamster

Mistress Barbara's Sissy

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Sissy extreme Analtraining Gaping
5 months ago
7:44

JizzBunker

Sissy extreme Analtraining Gaping

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1 year ago
7:44

XXXDan

Sissy masturbates

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8 years ago
7:43

xHamster

I have some sexy sissy lingerie for you to wear

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Sissy Crossdresser Wears Maternity Bra and Maternity Dresses it feels very sexy and fem
26 days ago
7:43

JizzBunker

Sissy Crossdresser Wears Maternity Bra and Maternity Dresses it feels very sexy and fem

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7 years ago
7:43

JizzBunker

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You have been hiding your sissy side for way too long
7 years ago
7:41

xHamster

You have been hiding your sissy side for way too long

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I Need a Real Cock in My Sissy Ass
2 months ago
7:41

XXXDan

I Need a Real Cock in My Sissy Ass

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Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
1 year ago
7:41

XXXDan

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Latex femdom Ebony babe in lingerie fucks sissy with strapon
1 year ago
7:40

XXXDan

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1 year ago
7:40

JizzBunker

Sissy guy strapon spanked by CFNM tattooed babe in lingerie

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1 year ago
7:40

JizzBunker

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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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Sissy cums while putting a dildo in her ass
8 months ago
7:40

XXXDan

Sissy cums while putting a dildo in her ass

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CFNM femina in lingerie pegging sissy with dildo after BJ
1 year ago
7:40

XXXDan

CFNM femina in lingerie pegging sissy with dildo after BJ

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1 year ago
7:40

JizzBunker

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1 year ago
7:40

XXXDan

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FEMDOM DOLL - Tattooed femdom babes talk dirty while poor sissy films
1 year ago
7:40

XXXDan

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BBC On Little Sissy Beach
5 years ago
7:40

DrTuber

BBC On Little Sissy Beach

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5 years ago
7:40

XXXDan

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Sissy Fuck Machine Training
6 months ago
7:39

xHamster

Sissy Fuck Machine Training

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Sissy maid duties
2 years ago
7:39

JizzBunker

Sissy maid duties

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The way sissy sees the world
33 days ago
7:38

JizzBunker

The way sissy sees the world

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Destroying My Big Sissy Ass with a Fuck Machine and Huge Dildos
10 months ago
7:38

xHamster

Destroying My Big Sissy Ass with a Fuck Machine and Huge Dildos

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Sissy Whore
2 years ago
7:37

XXXDan

Sissy Whore

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Mouthy Asian panda dominatrix domina for sissy men
6 years ago
7:36

PornGem

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Ken Trains Candy to Ride BBC Reverse Cowgirl with Verbal Domination Then Fucks My Pussy Missionary - Candy Ass Sissy
1 year ago
7:36

xHamster

Ken Trains Candy to Ride BBC Reverse Cowgirl with Verbal Domination Then Fucks My Pussy Missionary - Candy Ass Sissy

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Once again, all in the fist of my sissy ass
11 months ago
7:35

XXXDan

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Gay Sissy crossdresser Fuck and blowjob with big black dildo
1 year ago
7:35

xHamster

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I Love Dressing up as a Sissy, and Receiving What I Want so Much
3 months ago
7:34

JizzBunker

I Love Dressing up as a Sissy, and Receiving What I Want so Much

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

JizzBunker

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Sissy Crossdresser sucks BBC
7 months ago
7:32

XXXDan

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4 months ago
7:32

xHamster

Public use Sissy slut

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Sissy
5 months ago
7:31

XXXDan

Sissy

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Hot Milf Takes Sissy Maids Big Cock In Her Mouth Before Cumshot
5 months ago
7:31

XXXDan

Hot Milf Takes Sissy Maids Big Cock In Her Mouth Before Cumshot

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My dirty horny wife turns me on and licks my sissy cd hole
1 year ago
7:31

XXXDan

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SISSY PISSING SLUT COMPILATION!
6 years ago
7:31

xHamster

SISSY PISSING SLUT COMPILATION!

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

YourLust

Shaved sissy guy gets brutally straponed by curvaceous brunette

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Sissy boy gives blowjob to his friend in order to fuck his GF
10 years ago
7:30

YourLust

Sissy boy gives blowjob to his friend in order to fuck his GF

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7 months ago
7:30

JizzBunker

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My Dirty Geile Ehefrau macht mich an und Rimming My Sissy CD
5 years ago
7:30

DrTuber

My Dirty Geile Ehefrau macht mich an und Rimming My Sissy CD

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Dominatrix - blonde crossdresser sissy slut erotic play part 1
2 years ago
7:30

JizzBunker

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2 years ago
7:30

JizzBunker

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Sissy joi
1 year ago
7:29

XXXDan

Sissy joi

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9 months ago
7:29

xHamster

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Gay twink sissy sex tube Christian & Jeremiah!
8 years ago
7:29

DrTuber

Gay twink sissy sex tube Christian & Jeremiah!

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First time pegging my sissy husband and jerking off to him
1 year ago
7:28

XXXDan

First time pegging my sissy husband and jerking off to him

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Jessica Bloom Plapping - Ball Busting Chastity Orgasm Sissy Cumslut
56 days ago
7:27

JizzBunker

Jessica Bloom Plapping - Ball Busting Chastity Orgasm Sissy Cumslut

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Sissy dress up day
2 years ago
7:26

XXXDan

Sissy dress up day

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Big Cock Sissy Crossdressor Huge Cumshot
24 days ago
7:26

JizzBunker

Big Cock Sissy Crossdressor Huge Cumshot

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

JizzBunker

I want to try on this sissy outfit

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Sissy husband does housework for the dominant wife # 1
7 years ago
7:24

JizzBunker

Sissy husband does housework for the dominant wife # 1

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german Sissy playing with her cock
9 months ago
7:24

xHamster

german Sissy playing with her cock

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6 months ago
7:24

xHamster

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Daddy And His Friends - Sissy Caption Story With Lana Rhoades
5 months ago
7:23

PornoXO

Daddy And His Friends - Sissy Caption Story With Lana Rhoades

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Kimber Havens White Sissy Trainer
6 months ago
7:22

XXXDan

Kimber Havens White Sissy Trainer

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Deep Anal Training Sissy Caged Cumshot  Monster Dildo Sohimi vs Jessica Bloom
5 months ago
7:21

XXXDan

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2 years ago
7:21

XXXDan

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6 years ago
7:20

xHamster

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7 years ago
7:18

XXXDan

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5 years ago
7:18

XXXDan

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5 years ago
7:18

xHamster

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9 months ago
7:17

xHamster

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

JizzBunker

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BIG WET SISSY ASSES POV
1 year ago
7:16

xHamster

BIG WET SISSY ASSES POV

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Adorable black sissy boys pound each other's tight shemale holes
6 years ago
7:16

AshemaleOne

Adorable black sissy boys pound each other's tight shemale holes

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5 years ago
7:15

XXXDan

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10 months ago
7:14

JizzBunker

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Meine Sexy Frau Leckt Mein Cd-Sissy-Arschloch Tief Hart
2 years ago
7:13

JizzBunker

Meine Sexy Frau Leckt Mein Cd-Sissy-Arschloch Tief Hart

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

JizzBunker

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SISSY LOVELASKA - New dig dildo. new big size
57 days ago
7:12

JizzBunker

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Sissy Allison Lace: I’m Such A Faggot
6 years ago
7:12

xHamster

Sissy Allison Lace: I’m Such A Faggot

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Sissy Sluts Guide to Total Debauchery. Sissy Trainer by Hornygur
7 months ago
7:12

XXXDan

Sissy Sluts Guide to Total Debauchery. Sissy Trainer by Hornygur

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7 years ago
7:12

xHamster

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Sissy Slut Guide To Total Whoredom Sissy Trainer By Hornygur
5 years ago
7:12

xHamster

Sissy Slut Guide To Total Whoredom Sissy Trainer By Hornygur

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Strapon Sissy - Bigger than yours
14 years ago
7:11

xHamster

Strapon Sissy - Bigger than yours

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6 years ago
7:10

NuVid

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1 year ago
7:10

JizzBunker

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1 year ago
7:10

JizzBunker

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1 year ago
7:10

XXXDan

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1 year ago
7:10

JizzBunker

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1 year ago
7:10

XXXDan

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1 year ago
7:10

JizzBunker

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7 years ago
7:10

DrTuber

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Sissy Leona Plays with Her Ass and Clitty
6 months ago
7:09

xHamster

Sissy Leona Plays with Her Ass and Clitty

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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 series 76
7 years ago
7:09

xHamster

Sissy series 76

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Sissy Jolene Riding Dick in Her Plaid Lingerie
11 months ago
7:09

xHamster

Sissy Jolene Riding Dick in Her Plaid Lingerie

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Sissy Gets Horny Cock
7 months ago
7:08

xHamster

Sissy Gets Horny Cock

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Sissy Cora another anal fucking training session on the machine
9 months ago
7:08

JizzBunker

Sissy Cora another anal fucking training session on the machine

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Locked sissy riding POV
6 years ago
7:08

xHamster

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2 years ago
7:07

XXXDan

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Sissy Bailey Wilde in Chastity Fucked
1 year ago
7:07

xHamster

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7 years ago
7:07

JizzBunker

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7 years ago
7:07

xHamster

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5 months ago
7:06

XXXDan

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Sissy dresses up with her pussy glued - Part 2
4 months ago
7:06

XXXDan

Sissy dresses up with her pussy glued - Part 2

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5 months ago
7:05

XXXDan

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6 months ago
7:05

XXXDan

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BRAINWASHED SISSY
1 year ago
7:05

XXXDan

BRAINWASHED SISSY

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6 months ago
7:04

JizzBunker

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5 months ago
7:03

XXXDan

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11 months ago
7:03

XXXDan

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Sissy Instructions With Dominatrix
3 years ago
7:03

PornLib

Sissy Instructions With Dominatrix

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5 years ago
7:03

xHamster

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4.9 Dominatrix helps sissy suck cock and prepare her ass for bareback
2 years ago
7:02

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