Sissy: 1238 Videos

Sissy casually sucks on a dildo while dreaming about a real cock
Today
6:24

XXXDan

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

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POV sissy sucking, anal and cum in mouth
4 days ago
13:30

xHamster

POV sissy sucking, anal and cum in mouth

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

XXXDan

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

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

XXXDan

Transformation of a twink boy into a sissy

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

xHamster

sissy femboy opening your smooth ass and cumming hands free

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Sissy slave plays with herself
13 days ago
7:49

JizzBunker

Sissy slave plays with herself

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Sissy drinks glass of piss
14 days ago
1:14

xHamster

Sissy drinks glass of piss

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

JizzBunker

Sissy Aisha caresses her ass and jerks off

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

xHamster

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

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3 Giantess Girls Humiliate Their Small Sissy Cleaning Slave and Milk Him Hard
19 days ago
8:12

xHamster

3 Giantess Girls Humiliate Their Small Sissy Cleaning Slave and Milk Him Hard

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Bimbo life of a sissy smoker
19 days ago
12:43

JizzBunker

Bimbo life of a sissy smoker

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Horny Femboy Thick Body, Ass and Anal Gape Big Dildo, Anal Toy, Crossdresser, Sissy, Trans, Shemale, Trap, Travesti
20 days ago
26:07

xHamster

Horny Femboy Thick Body, Ass and Anal Gape Big Dildo, Anal Toy, Crossdresser, Sissy, Trans, Shemale, Trap, Travesti

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The sissy boss is not happy with your job
20 days ago
29:38

XXXDan

The sissy boss is not happy with your job

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SissyCDMish - sissy slut loves sucking her bbc dildo
21 days ago
7:06

JizzBunker

SissyCDMish - sissy slut loves sucking her bbc dildo

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Mature Sissy fucks her ass with a black dildo
22 days ago
6:18

XXXDan

Mature Sissy fucks her ass with a black dildo

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Sissy boy wearing huge Breasts Forms in the bath
25 days ago
1:15

xHamster

Sissy boy wearing huge Breasts Forms in the bath

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Scraping The Skin Off My Sissy Feet
25 days ago
2:35

xHamster

Scraping The Skin Off My Sissy Feet

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

XXXDan

Horny sissy femboy teasing in white lingerie

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Sissy poses and cums
31 days ago
2:31

xHamster

Sissy poses and cums

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Sissy fag slut
31 days ago
11:32

XXXDan

Sissy fag slut

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Fit dominatrix dominates her new sissy - Brat Perversions
31 days ago
4:52

XXXDan

Fit dominatrix dominates her new sissy - Brat Perversions

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Sex with a big butt sissy boy
31 days ago
5:17

JizzBunker

Sex with a big butt sissy boy

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Young twink crossdresser in public in the city, sissy
33 days ago
5:59

JizzBunker

Young twink crossdresser in public in the city, sissy

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Sissy faggot crossdresser inserts 8 inch black dildo, masturbates and smokes
34 days ago
15:02

JizzBunker

Sissy faggot crossdresser inserts 8 inch black dildo, masturbates and smokes

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Sissy ass play
34 days ago
2:07

JizzBunker

Sissy ass play

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SUPER SEXY Blonde Sissy Fucked Hard
39 days ago
7:51

xHamster

SUPER SEXY Blonde Sissy Fucked Hard

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Sissy Delilah Snow fucks her pocket pussy and cums hard
40 days ago
3:57

XXXDan

Sissy Delilah Snow fucks her pocket pussy and cums hard

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Sissy Kelli dares in public - Part 2
40 days ago
6:20

JizzBunker

Sissy Kelli dares in public - Part 2

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Fucking My Big Sissy Ass with Massive Dildos and a Fuckmachine
41 days ago
6:56

xHamster

Fucking My Big Sissy Ass with Massive Dildos and a Fuckmachine

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Anal Training DAY 2 with an Exposed Sissy Camper
42 days ago
3:27

XXXDan

Anal Training DAY 2 with an Exposed Sissy Camper

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Daddy vs Sissy Slut
43 days ago
4:40

XXXDan

Daddy vs Sissy Slut

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Just lying on the bed, dressed in a miniskirt and lingerie. Sissy crossdresser lying on the bed streaming webcam summary
44 days ago
38:04

XXXDan

Just lying on the bed, dressed in a miniskirt and lingerie. Sissy crossdresser lying on the bed streaming webcam summary

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Teen blows a fountain of cum. Cute sissy femboy, 18 year old twink and big cock
44 days ago
14:38

JizzBunker

Teen blows a fountain of cum. Cute sissy femboy, 18 year old twink and big cock

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Sissy BBC Mantra - Goddess Grace Divine
45 days ago
3:08

xHamster

Sissy BBC Mantra - Goddess Grace Divine

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Chubby sissy masturbating
45 days ago
5:43

JizzBunker

Chubby sissy masturbating

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Sissy crossdresser takes big black  dildo deep
46 days ago
12:03

xHamster

Sissy crossdresser takes big black dildo deep

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Horny Sissy fuck and piss
50 days ago
5:33

xHamster

Horny Sissy fuck and piss

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Sissy Bitch
51 days ago
12:41

xHamster

Sissy Bitch

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Cuckold Archive Sissy husband lets fat guy fuck his wife
54 days ago
18:10

XXXDan

Cuckold Archive Sissy husband lets fat guy fuck his wife

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Sissy end
56 days ago
0:50

xHamster

Sissy end

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Today I called my new sissy to suck my feet for a while while I was tired of walking
58 days ago
10:02

XXXDan

Today I called my new sissy to suck my feet for a while while I was tired of walking

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SISSY SLUT ASS PUSSY FUCKED DEEP AND OPENED LIKE A WHORE 4 DADDYS COCK.  CROSSDRESSER CUM SLUT BEGGING 4 DADDY DICK WHILE I GAPE
59 days ago
13:07

xHamster

SISSY SLUT ASS PUSSY FUCKED DEEP AND OPENED LIKE A WHORE 4 DADDYS COCK. CROSSDRESSER CUM SLUT BEGGING 4 DADDY DICK WHILE I GAPE

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Crossdresser sissy boy bitch jerking off
59 days ago
5:40

JizzBunker

Crossdresser sissy boy bitch jerking off

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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 Whore
2 months ago
11:01

XXXDan

Sissy Whore

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Strapon domina in high heel boots pegs sissy in the ass
2 months ago
5:00

JizzBunker

Strapon domina in high heel boots pegs sissy in the ass

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Lustful Thick Anal Pig Slut Lara White Sissy Sexy Anal Masturbation Chubby Sloppy Kinky Deranged Shemale Whore Sissification
2 months ago
50:39

xHamster

Lustful Thick Anal Pig Slut Lara White Sissy Sexy Anal Masturbation Chubby Sloppy Kinky Deranged Shemale Whore Sissification

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Sissy femboy tries to ride a giant black dildo
2 months ago
16:15

XXXDan

Sissy femboy tries to ride a giant black dildo

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

xHamster

Fucking My Big Sissy Ass - Sissy Slut

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Awesome Sissy Training Cumshots Compilation
2 months ago
1:52

xHamster

Awesome Sissy Training Cumshots Compilation

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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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Crossdressing sissy horny wet pussy
2 months ago
11:34

xHamster

Crossdressing sissy horny wet pussy

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

JizzBunker

Caged sissy ass pussy training warm-up

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

xHamster

Gay Sissy Glitter Dick Flopping Around During Handsfree Anal Orgasm

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Blonde Boy Gets Fucked Doggy Like a Sissy and Cums on Your Face Handsfree Anal Orgasm Prostate Bareback Gay Cumshot
2 months ago
1:46

xHamster

Blonde Boy Gets Fucked Doggy Like a Sissy and Cums on Your Face Handsfree Anal Orgasm Prostate Bareback Gay Cumshot

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Blonde Sissy Slut
2 months ago
2:49

XXXDan

Blonde Sissy Slut

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What the sissy maid does while you are out
2 months ago
10:05

JizzBunker

What the sissy maid does while you are out

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Fucking sissy ass with extreme anal insertion of huge ribbed dildo
2 months ago
7:20

XXXDan

Fucking sissy ass with extreme anal insertion of huge ribbed dildo

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Sissy Almost Gets Caught Riding a Big Black Dildo!
3 months ago
3:02

XXXDan

Sissy Almost Gets Caught Riding a Big Black Dildo!

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

xHamster

Sissy Crossdresser Princess Masturbating in Chastity

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Horny sissy faggot
3 months ago
8:01

XXXDan

Horny sissy faggot

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Sissy maid stuck on huge dildo on wooden pony
3 months ago
15:30

JizzBunker

Sissy maid stuck on huge dildo on wooden pony

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HOT PRE-CUMMING Masturbation Sissy Cock Clapping White Blonde Dhemale Model Crossdresser
3 months ago
3:36

XXXDan

HOT PRE-CUMMING Masturbation Sissy Cock Clapping White Blonde Dhemale Model Crossdresser

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Perfect Cumshot Compilation - Doggystyle - Missionary - Cum on Sissy - Loud Moans - Perfect Holes
3 months ago
10:07

JizzBunker

Perfect Cumshot Compilation - Doggystyle - Missionary - Cum on Sissy - Loud Moans - Perfect Holes

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

JizzBunker

Hot sissy Brenda shows off your thong

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Sissy outside
3 months ago
0:20

xHamster

Sissy outside

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

xHamster

Sissy-Faggot Frl. Felicitas Frivol

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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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Helpless blonde sissy walking
3 months ago
0:25

xHamster

Helpless blonde sissy walking

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

JizzBunker

Sissy Crossdresser, sexy and naughty

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Amateur sissy fucks ass with dildo, whips clitty around in chastity and has sissygasm cum
3 months ago
8:15

xHamster

Amateur sissy fucks ass with dildo, whips clitty around in chastity and has sissygasm cum

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Pegging doms fuck and whip strapon sissy in group action
3 months ago
4:50

JizzBunker

Pegging doms fuck and whip strapon sissy in group action

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LADIES USE DUDES - Teen femdom strapon threesome with sissy pegging and jerking
3 months ago
5:00

JizzBunker

LADIES USE DUDES - Teen femdom strapon threesome with sissy pegging and jerking

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Sissy cum in the park by the road
3 months ago
2:31

JizzBunker

Sissy cum in the park by the road

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Sissy Ass Closeup & Gape
3 months ago
0:47

xHamster

Sissy Ass Closeup & Gape

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Chubby Sissy gets naughty
3 months ago
12:07

xHamster

Chubby Sissy gets naughty

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SISSY ANAL TRAINING COMPILATION
3 months ago
6:27

xHamster

SISSY ANAL TRAINING COMPILATION

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Sissy Whore Cindy
3 months ago
7:00

xHamster

Sissy Whore Cindy

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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 CD Chub Anal Training with Big BBC Dildo
4 months ago
1:05

xHamster

Sissy CD Chub Anal Training with Big BBC Dildo

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Sissy Neri fucked by Alex Magni in Firenze
4 months ago
11:00

XXXDan

Sissy Neri fucked by Alex Magni in Firenze

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I Am a Brave Sissy Who Is Not Afraid of Big Cocks
5 months ago
2:15

xHamster

I Am a Brave Sissy Who Is Not Afraid of Big Cocks

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Tiny limp sissy orchiectomy dick
5 months ago
10:02

xHamster

Tiny limp sissy orchiectomy dick

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Kinky Sissy Bitch ride big dildo
5 months ago
0:16

xHamster

Kinky Sissy Bitch ride big dildo

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The Short Straw: A Sissy Caption story!
5 months ago
22:47

XXXDan

The Short Straw: A Sissy Caption story!

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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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Wife discipline and handjob the sissy maid husband of small penis
5 months ago
7:30

xHamster

Wife discipline and handjob the sissy maid husband of small penis

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Crossdresser sissy training her hoes
5 months ago
1:23

xHamster

Crossdresser sissy training her hoes

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Sissy a little taped up in Highheels
5 months ago
3:39

xHamster

Sissy a little taped up in Highheels

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Sissy Cumshot No Hands, Big Ass Tranny MILF
5 months ago
1:40

xHamster

Sissy Cumshot No Hands, Big Ass Tranny MILF

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Mature Sissy Ride a Big Dildo Sissy Anal Slut
6 months ago
4:51

xHamster

Mature Sissy Ride a Big Dildo Sissy Anal Slut

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Pegging a Sissy in Leggings
6 months ago
1:37

xHamster

Pegging a Sissy in Leggings

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Sissy Crossdressing Shemale Ladyboy Slut Whore Selena Bones Fucks Herself With Dildo And Moans
6 months ago
6:29

xHamster

Sissy Crossdressing Shemale Ladyboy Slut Whore Selena Bones Fucks Herself With Dildo And Moans

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Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom
6 months ago
7:11

xHamster

Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom

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Sissy Fem
6 months ago
0:24

xHamster

Sissy Fem

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Deep throat training starting October 3, 2023 for my husband - training to be a good sissy
6 months ago
9:21

XXXDan

Deep throat training starting October 3, 2023 for my husband - training to be a good sissy

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Sissy ass pussy extremely stretched, fisted and fucked - Part 2
6 months ago
9:14

XXXDan

Sissy ass pussy extremely stretched, fisted and fucked - Part 2

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sissy swallows precum big black cock lubing her ass with precum
6 months ago
14:43

xHamster

sissy swallows precum big black cock lubing her ass with precum

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Sissy ass pussy extremely stretched, fisted and fucked - Part 1
6 months ago
12:32

XXXDan

Sissy ass pussy extremely stretched, fisted and fucked - Part 1

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Dominatrix Makes Sissy Maid Get Cowgirl Fucked
6 months ago
3:26

xHamster

Dominatrix Makes Sissy Maid Get Cowgirl Fucked

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SISSY BLOWJOB AND FUCK
6 months ago
6:58

xHamster

SISSY BLOWJOB AND FUCK

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Fat white cock fucks sissy pussy balls deep
6 months ago
18:49

XXXDan

Fat white cock fucks sissy pussy balls deep

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
6 months ago
5:51

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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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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SISSY IS ALWAYS HUNGRY FOR RAW COCK
7 months ago
16:14

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Mistress ties her sissy husband up and feeds him her own cum
7 months ago
3:49

JizzBunker

Mistress ties her sissy husband up and feeds him her own cum

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Sissy
7 months ago
4:35

XXXDan

Sissy

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

JizzBunker

Latex femdom ebony with gloves fucks sissy with strapon

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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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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 edging failed cumshot
7 months ago
3:29

JizzBunker

Sissy edging failed cumshot

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Nasty sissy compilation
7 months ago
2:21

XXXDan

Nasty sissy compilation

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

JizzBunker

Sissy Leslie rides a BBC dildo

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Sexy skinny sissy
8 months ago
5:22

JizzBunker

Sexy skinny sissy

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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 HANDSFREE ORGASM IN PANTIES  BETABOY SISSYGASM IN UNDERWEAR
8 months ago
5:19

JizzBunker

SISSY HANDSFREE ORGASM IN PANTIES BETABOY SISSYGASM IN UNDERWEAR

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Nurse DominaFire Anal Stretching Sissy
8 months ago
2:29

JizzBunker

Nurse DominaFire Anal Stretching Sissy

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Sissy list
8 months ago
9:22

JizzBunker

Sissy list

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Sissy riding deep
8 months ago
7:46

JizzBunker

Sissy riding deep

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This is what you deserve, your sissy cuckold!
9 months ago
2:59

JizzBunker

This is what you deserve, your sissy cuckold!

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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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R Belle Daphney gets a sissy job
9 months ago
6:36

JizzBunker

R Belle Daphney gets a sissy job

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Cuckold MILF enjoys BBC while sissy watches and cleans up
9 months ago
14:35

XXXDan

Cuckold MILF enjoys BBC while sissy watches and cleans up

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Crossdresser sissy getting fucked
9 months ago
2:59

JizzBunker

Crossdresser sissy getting fucked

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Cuckold wife with her BBC bulls while sissy husband watches
9 months ago
15:00

XXXDan

Cuckold wife with her BBC bulls while sissy husband watches

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Sissy joi
9 months ago
3:12

JizzBunker

Sissy joi

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Sissy loves getting my ass smashed
9 months ago
16:17

JizzBunker

Sissy loves getting my ass smashed

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

XXXDan

Sissy strapon pegging by 3 Mistress

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
10 months ago
29:04

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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

XXXDan

Mistress in latex gloves milking sissy

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

PornLib

My sissy ass fisted with two hands

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Femdom CFNM MILF in nylons pegging and jerking sissy
10 months ago
8:30

XXXDan

Femdom CFNM MILF in nylons pegging and jerking sissy

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Sissy experience
11 months ago
9:46

XXXDan

Sissy experience

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Femdom babe in fishnet stockings ass drilled by sissy crossdresser
11 months ago
7:40

XXXDan

Femdom babe in fishnet stockings ass drilled by sissy crossdresser

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Sissy joi
11 months ago
5:17

XXXDan

Sissy joi

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Sissy joi
11 months ago
7:29

XXXDan

Sissy joi

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Sissy crossdresser Annette interracial motel sucks and fucks
1 year ago
4:21

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