Sissy: 448 Videos

Sissy Takes Dragon Dildo Deep   Sissy Crossdresser Anal Training
1 year ago
9:55

XXXDan

Sissy Takes Dragon Dildo Deep Sissy Crossdresser Anal Training

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6 years ago
21:52

JizzBunker

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2 years ago
10:45

XXXDan

AMAZING DILDO DEEPTHROAT SISSY SLUT SISSY ASS IN THE WINDOW

Huge Fucking Session and Cum Like a Sissy Slut - Sissy Captions
1 year ago
23:42

XXXDan

Huge Fucking Session and Cum Like a Sissy Slut - Sissy Captions

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1 year ago
14:47

JizzBunker

Rough Sissy Sissy Whore

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4 years ago
9:31

XXXDan

BILLIARD BALLS GAPING ASS - SISSY - LADYBOY GAPING WIDE SISSY TEEN

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2 years ago
10:31

XXXDan

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2 years ago
2:23

XXXDan

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1 year ago
14:15

XXXDan

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2 years ago
9:19

XXXDan

SISSY LESSONS

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3 years ago
7:37

XXXDan

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6 months ago
12:17

XXXDan

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1 year ago
7:18

XXXDan

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1 year ago
13:29

XXXDan

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1 year ago
7:14

JizzBunker

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1 year ago
21:57

JizzBunker

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3 years ago
6:26

XXXDan

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1 year ago
23:39

JizzBunker

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2 years ago
5:54

XXXDan

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2 years ago
11:07

XXXDan

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9 years ago
6:07

JizzBunker

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3 years ago
15:41

JizzBunker

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8 months ago
20:11

JizzBunker

Sissy Torments

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6 years ago
9:23

XXXDan

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10 months ago
16:05

XXXDan

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5 years ago
6:26

XXXDan

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2 years ago
17:41

JizzBunker

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Misty Little Sissy
4 years ago
15:00

PornHat

Misty Little Sissy

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3 years ago
17:11

JizzBunker

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7 years ago
4:18

JizzBunker

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Chloe - Sissy Blowjob
7 years ago
5:06

PornGem

Chloe - Sissy Blowjob

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1 year ago
14:46

XXXDan

Psychodelic Sissy 4

Sissy Porn Virus
2 years ago
5:37

JizzBunker

Sissy Porn Virus

Sissy Anal Training
1 year ago
5:17

XXXDan

Sissy Anal Training

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7 years ago
7:16

JizzBunker

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8 years ago
7:45

JizzBunker

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6 years ago
4:57

XXXDan

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1 year ago
11:22

JizzBunker

Sissy Love 4

The Sissy Difference
3 years ago
5:16

XXXDan

The Sissy Difference

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5 years ago
11:36

JizzBunker

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3 years ago
17:40

XXXDan

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6 years ago
8:48

JizzBunker

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Sissy Whore Training
1 year ago
14:14

JizzBunker

Sissy Whore Training

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9 years ago
10:46

JizzBunker

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6 years ago
9:46

JizzBunker

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8 years ago
4:18

JizzBunker

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2 years ago
5:50

JizzBunker

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Sissy Cheating Abjection
7 years ago
22:42

PornGem

Sissy Cheating Abjection

Again sissy pegged
9 years ago
10:14

JizzBunker

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Sissy mix 3
1 year ago
16:36

XXXDan

Sissy mix 3

S Sissy Solo
11 months ago
15:38

JizzBunker

S Sissy Solo

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2 years ago
6:03

XXXDan

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2 years ago
17:41

XXXDan

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8 years ago
7:38

JizzBunker

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8 years ago
14:52

JizzBunker

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Becuming Sissy Suck Edition
2 years ago
2:17

XXXDan

Becuming Sissy Suck Edition

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1 year ago
21:30

XXXDan

Sissy Fucked really hard

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8 years ago
6:59

JizzBunker

Sissy masturbation and cum

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1 year ago
18:26

JizzBunker

Sissy cums in pantyhose

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9 years ago
13:37

JizzBunker

Sissy crossdresser gets caught

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2 years ago
11:52

XXXDan

Sissy caned and humiliated

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2 years ago
5:40

JizzBunker

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Train Your Sissy Self
2 years ago
6:16

JizzBunker

Train Your Sissy Self

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7 years ago
3:40

XXXDan

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1 year ago
9:54

XXXDan

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7 years ago
9:33

JizzBunker

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3 years ago
7:47

XXXDan

BBC Sissy fag trainer

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9 years ago
25:31

JizzBunker

Mature l - young sissy

Sissy POV Blowjob Instructions
3 years ago
10:55

JizzBunker

Sissy POV Blowjob Instructions

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7 years ago
6:48

JizzBunker

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Big Daddy, Little Sissy
3 years ago
13:50

XXXDan

Big Daddy, Little Sissy

Sissy Instructions With Dominatrix
4 years ago
7:03

PornLib

Sissy Instructions With Dominatrix

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1 year ago
20:25

XXXDan

Jaycis sissy clitty punishment

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9 years ago
8:04

NuVid

Drinks that are Sissy

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6 years ago
6:48

XXXDan

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3 years ago
3:39

JizzBunker

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6 years ago
5:10

PornGem

Dominatrix disciplines crossdressing sissy

MiaBrown Ooiled Sissy Slut
6 years ago
3:45

AshemaleOne

MiaBrown Ooiled Sissy Slut

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1 year ago
9:31

JizzBunker

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6 years ago
6:07

JizzBunker

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Sissy Boy Foot Worship
13 years ago
6:06

DrTuber

Sissy Boy Foot Worship

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8 years ago
19:51

JizzBunker

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3 years ago
7:26

XXXDan

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Bubblegum Sissy V2.0
4 years ago
2:55

XXXDan

Bubblegum Sissy V2.0

EAT YOUR CUM SISSY
1 year ago
9:03

XXXDan

EAT YOUR CUM SISSY

Sissy Sexy Leather Doll
10 years ago
6:34

NuVid

Sissy Sexy Leather Doll

Femme Sissy Trance Trainer
1 year ago
7:33

XXXDan

Femme Sissy Trance Trainer

Big v Sissy - London
9 years ago
4:52

DrTuber

Big v Sissy - London

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6 years ago
5:08

JizzBunker

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6 years ago
20:18

XXXDan

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Femdom Mistress Pegging Sissy Cuckold
5 years ago
5:27

PornLib

Femdom Mistress Pegging Sissy Cuckold

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8 years ago
4:26

JizzBunker

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Sissy Bitch Prostitution Trainer PMV
3 years ago
7:32

JizzBunker

Sissy Bitch Prostitution Trainer PMV

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3 years ago
3:01

JizzBunker

June: Sissy in a cockcage

Femdom Sissy Duo POV SPH
3 years ago
10:34

JizzBunker

Femdom Sissy Duo POV SPH

Sissy Cuck Craves My Strapon
3 years ago
10:44

XXXDan

Sissy Cuck Craves My Strapon

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3 years ago
6:21

XXXDan

Sissy boy worships BBC bull

Sissy gets dildo and fisting
3 years ago
16:15

XXXDan

Sissy gets dildo and fisting

SISSIFYME. A SISSY FOR LIFE
3 years ago
9:10

JizzBunker

SISSIFYME. A SISSY FOR LIFE

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4 years ago
5:00

XXXDan

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1 year ago
15:40

JizzBunker

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8 years ago
10:34

JizzBunker

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11 years ago
6:14

DrTuber

Dominatrix babes pegging their sissy

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11 years ago
6:06

DrTuber

Femdom wife dominates crossdressing sissy

Sissy Maker Oh So Sweet
1 year ago
6:50

JizzBunker

Sissy Maker Oh So Sweet

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10 years ago
5:24

DrTuber

Tranny and sissy sex partys

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9 years ago
15:49

JizzBunker

The ultimate sissy training missbratdom

Sissy Loves Fucking Cum Out
6 months ago
13:00

XXXDan

Sissy Loves Fucking Cum Out

Being a Sissy in Diaper
9 years ago
2:20

NuVid

Being a Sissy in Diaper

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8 years ago
6:04

JizzBunker

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12 years ago
5:18

DrTuber

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13 years ago
0:50

NuVid

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Sissy maid changes its diapers
9 years ago
4:33

JizzBunker

Sissy maid changes its diapers

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2 years ago
2:02

XXXDan

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Kylie fucked in Sissy Bliss
2 years ago
6:55

XXXDan

Kylie fucked in Sissy Bliss

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9 years ago
5:08

JizzBunker

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13 years ago
5:05

DrTuber

Domina mastering sissy and servant

Sissy Boy Strap On Hell
14 years ago
7:20

DrTuber

Sissy Boy Strap On Hell

Sissy Tia Smokes and Strokes
1 year ago
8:25

JizzBunker

Sissy Tia Smokes and Strokes

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7 years ago
3:13

JizzBunker

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3 years ago
8:00

XXXDan

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6 years ago
4:51

JizzBunker

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6 years ago
13:31

JizzBunker

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7 years ago
6:09

NuVid

Classy trans boss assfucks sissy assistant

Stepmom and Dauther Pegging Sissy Boy
8 years ago
29:20

DrTuber

Stepmom and Dauther Pegging Sissy Boy

Sissy Slave Luce-Piss And Facefucked
6 years ago
5:21

DrTuber

Sissy Slave Luce-Piss And Facefucked

Sissy alone at home with Dildo
1 year ago
14:37

XXXDan

Sissy alone at home with Dildo

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3 years ago
6:14

XXXDan

Granny sissy teaching her young lover

Vibrators Condom Stockings  Sissy Slut Cums
1 year ago
6:50

JizzBunker

Vibrators Condom Stockings Sissy Slut Cums

Sissy Maid Vickie Dreams of Cock
10 months ago
20:30

JizzBunker

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14 years ago
5:08

DrTuber

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5 years ago
5:15

PornGem

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4 years ago
6:01

JizzBunker

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5 years ago
5:12

PornGem

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4 years ago
5:20

PornGem

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6 years ago
7:11

JizzBunker

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13 years ago
5:08

DrTuber

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2 years ago
5:41

JizzBunker

Sissy Leslie rides a BBC dildo

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9 months ago
12:23

JizzBunker

Shemale sissy sounding lingerie outdoors 4

Tiny Dick SIssy Faggot Rides Again
10 months ago
17:17

XXXDan

Tiny Dick SIssy Faggot Rides Again

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4 years ago
5:59

PornGem

Cfnm babes humiliating sissy in panties

Alex Cucks Sissy Hard with BBC
5 years ago
29:55

JizzBunker

Alex Cucks Sissy Hard with BBC

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11 months ago
31:01

JizzBunker

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7 years ago
5:43

AshemaleOne

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3 years ago
12:22

JizzBunker

Sissy Husband in Need of Cock

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9 years ago
6:03

JizzBunker

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1 year ago
12:46

XXXDan

The best Sissy Trainer Pop...s

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9 years ago
7:09

JizzBunker

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An English Sissy Village Episode 20
2 years ago
21:23

JizzBunker

An English Sissy Village Episode 20

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8 years ago
7:48

JizzBunker

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NASTY SISSY SLUTS EXTREME ANAL STRETCHING
1 year ago
9:57

JizzBunker

NASTY SISSY SLUTS EXTREME ANAL STRETCHING

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4 years ago
5:00

XXXDan

Medium group of femdoms holding sissy boyfriends

SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
5:24

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Hood Boy Fucks and Fists a Sissy
11 months ago
21:11

XXXDan

Hood Boy Fucks and Fists a Sissy

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11 months ago
12:16

JizzBunker

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4 years ago
7:08

PornGem

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OLD4K. Dad pushes his dick into sissy
6 years ago
10:24

DrTuber

OLD4K. Dad pushes his dick into sissy

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11 months ago
42:22

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK
2 years ago
4:29

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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2 years ago
8:02

JizzBunker

Sissy female taken intensely in the ass

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2 years ago
13:11

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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2 years ago
8:34

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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5 years ago
6:00

PornGem

Dark-Hued mistress pegging her sissy victim

Teen Hollie seduces her new sissy Piper
10 years ago
5:30

DrTuber

Teen Hollie seduces her new sissy Piper

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10 years ago
6:00

DrTuber

British mistress trio flogging a sissy slave

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2 years ago
8:19

JizzBunker

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Blonde Mistress punishes her Slave Sissy Ass
1 year ago
32:50

JizzBunker

Blonde Mistress punishes her Slave Sissy Ass

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8 years ago
20:18

XXXDan

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8 years ago
7:38

JizzBunker

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7 years ago
2:03

PornGem

Tricked and Sissyfied two SISSY ORAL JOB

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1 year ago
5:59

XXXDan

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3 years ago
5:00

XXXDan

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7 years ago
5:52

JizzBunker

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5 years ago
8:08

JizzBunker

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7 years ago
5:06

NuVid

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8 years ago
8:00

DrTuber

Sissy training daddy xxx Proving Papa Wrong

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7 years ago
11:47

JizzBunker

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3 years ago
17:24

XXXDan

Undercover: Sissy Caption Story by Kaori Kaps

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1 year ago
31:40

XXXDan

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5 years ago
5:25

PornGem

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