Sissy: 1731 Videos

Just Being Your Sissy Self
8 days ago
1:17:31

XXXDan

Just Being Your Sissy Self

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Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
6 months ago
1:06:13

xHamster

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

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Holly Heart cuckolds her sissy husband and he eats creampies from her after
4 years ago
1:05:24

PornHub

Holly Heart cuckolds her sissy husband and he eats creampies from her after

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The Cure for your Sissy Desires
1 year ago
1:03:12

JizzBunker

The Cure for your Sissy Desires

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TGirl Lucy in Chastity - toying her sissy ass with big dildos
3 years ago
58:29

PornHub

TGirl Lucy in Chastity - toying her sissy ass with big dildos

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Bbc 4 sissy
1 year ago
56:59

JizzBunker

Bbc 4 sissy

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Batman CosPlay Parody with Sissy BatGirl and Latex Hit Girl
3 years ago
54:02

PornHub

Batman CosPlay Parody with Sissy BatGirl and Latex Hit Girl

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sissy
3 years ago
50:04

XXXDan

sissy

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SLET GROEN SPRUITJE - LATEX ANAL FISTING - GREEN PINK SISSY LATEX MASTURBATING HER HUGE COCK TRAANNY SQUIRTING COM KOUD
2 years ago
49:44

XXXDan

SLET GROEN SPRUITJE - LATEX ANAL FISTING - GREEN PINK SISSY LATEX MASTURBATING HER HUGE COCK TRAANNY SQUIRTING COM KOUD

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Redhead Sissy gets fucked with chastity belt
4 years ago
48:23

xHamster

Redhead Sissy gets fucked with chastity belt

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Sissy cumshot on camera
6 months ago
46:18

JizzBunker

Sissy cumshot on camera

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Rubber Sissy Slave
2 months ago
45:46

XXXDan

Rubber Sissy Slave

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mature sissy with young stud
5 years ago
42:14

xHamster

mature sissy with young stud

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bicep sissy flip flop and cumshot27
5 months ago
40:15

PornoXO

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5 months ago
40:15

PornoXO

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6 months ago
38:17

PornoXO

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Just laying around in bed, dressed in a miniskirt and lingerie. Sissy crossdresser laying in bed streaming webcam recap
4 months ago
38:04

xHamster

Just laying around in bed, dressed in a miniskirt and lingerie. Sissy crossdresser laying in bed streaming webcam recap

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Sissy Maid Cleaning
3 years ago
37:39

XXXDan

Sissy Maid Cleaning

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6 months ago
36:46

PornoXO

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5 months ago
34:59

PornoXO

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Sissy husband wants to be a woman
1 year ago
34:58

XXXDan

Sissy husband wants to be a woman

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paint sissy orgy with facial sperm
28 days ago
34:54

PornoXO

paint sissy orgy with facial sperm

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sissy crossdressing with a vibe
5 years ago
34:23

PornHub

sissy crossdressing with a vibe

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5 years ago
34:05

XXXDan

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6 months ago
33:59

PornoXO

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Sissy Cock Sucker Brainwash
3 years ago
33:07

JizzBunker

Sissy Cock Sucker Brainwash

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SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur
6 years ago
33:02

PornHub

SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur

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21 sextreme horny mature sissy gets her pussy eaten and
3 months ago
32:59

PornoXO

21 sextreme horny mature sissy gets her pussy eaten and

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Sissy slut
2 months ago
32:46

JizzBunker

Sissy slut

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6 months ago
32:23

PornoXO

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6 months ago
32:07

PornoXO

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My first Sissy stream deep doubledildo
3 years ago
31:41

PornHub

My first Sissy stream deep doubledildo

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Sissy cocksucker cumdump, life calling
5 years ago
31:12

xHamster

Sissy cocksucker cumdump, life calling

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6 months ago
31:00

PornoXO

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5 months ago
30:54

PornoXO

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Easy Sissy Joi Game for Fags
4 years ago
30:51

PornHub

Easy Sissy Joi Game for Fags

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asiatic sissy ass fucking with facial2
6 months ago
30:43

PornoXO

asiatic sissy ass fucking with facial2

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5 months ago
30:35

PornoXO

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6 months ago
30:33

PornoXO

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6 months ago
30:24

PornoXO

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the ultimate sissy trainer
6 years ago
30:24

JizzBunker

the ultimate sissy trainer

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6 months ago
30:17

PornoXO

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30 Minute Sissy Loops - Sissymaker IV
3 years ago
30:10

XXXDan

30 Minute Sissy Loops - Sissymaker IV

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Dominate the sissy
1 year ago
30:08

XXXDan

Dominate the sissy

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6 months ago
30:02

PornoXO

brasilian sissy flip flop and facial

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

JizzBunker

Alex Cucks Sissy Hard with BBC

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momys sissy pig cunt
8 years ago
29:54

xHamster

momys sissy pig cunt

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bicep sissy flip flop with anus cumshot
5 months ago
29:41

PornoXO

bicep sissy flip flop with anus cumshot

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Sissy Hole Training
1 year ago
29:39

XXXDan

Sissy Hole Training

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Slut Sissy ride dildo
5 years ago
29:27

xHamster

Slut Sissy ride dildo

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6 months ago
29:12

PornoXO

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Sissy clitty function test
1 year ago
29:04

XXXDan

Sissy clitty function test

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First Class Sissy
7 months ago
28:50

JizzBunker

First Class Sissy

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6 months ago
28:37

PornoXO

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5 months ago
28:26

PornoXO

bicep sissy flip flop with creampie4

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Two Trans Pound A Sissy
3 months ago
28:03

PornoXO

Two Trans Pound A Sissy

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Big cock for sissy
1 year ago
27:37

XXXDan

Big cock for sissy

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Sissy Story: Gold Digger 2 - Regina Ice Melissa Lauren
1 year ago
27:28

JizzBunker

Sissy Story: Gold Digger 2 - Regina Ice Melissa Lauren

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GOLD DIGGER SISSY part 2
3 years ago
27:28

JizzBunker

GOLD DIGGER SISSY part 2

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Sissy slave bound for fun
2 years ago
27:24

XXXDan

Sissy slave bound for fun

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Extra deep double dildo inserting into Brandynette Bimbo Sissy Gaping Ass
5 years ago
27:23

PornHub

Extra deep double dildo inserting into Brandynette Bimbo Sissy Gaping Ass

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Sissy Sluts Selfbondage goes wrong
26 days ago
27:21

XXXDan

Sissy Sluts Selfbondage goes wrong

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spit roasting sissy with the cutler x from mr hankeys toys
4 years ago
27:21

JizzBunker

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Compilation of the first moments of depravity of Sissy Slut - Series I
2 years ago
27:17

XXXDan

Compilation of the first moments of depravity of Sissy Slut - Series I

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Sweet play with my sissy pussy, i work that hole for you
39 days ago
27:11

XXXDan

Sweet play with my sissy pussy, i work that hole for you

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Asian sissy nay livecam
1 year ago
27:08

JizzBunker

Asian sissy nay livecam

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6 months ago
26:49

PornoXO

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bicep sissy flip flop and cumshot30
5 months ago
26:31

PornoXO

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6 months ago
26:30

PornoXO

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Sissy s69ah anal
28 days ago
26:04

xHamster

Sissy s69ah anal

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extreme sissy fuck
5 years ago
25:51

XXXDan

extreme sissy fuck

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Sissy husband gangbang in hotel room again
2 months ago
25:46

xHamster

Sissy husband gangbang in hotel room again

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Mature sissy humiliation spanking 2 FM
1 year ago
25:31

XXXDan

Mature sissy humiliation spanking 2 FM

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Mature mistress - young sissy
8 years ago
25:30

xHamster

Mature mistress - young sissy

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gigantic penis sissy butt fucking with cumshot89
6 months ago
25:16

PornoXO

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Crazy, ebony stud is fuckin' a bitchy, Caucasian cheerleader while her sissy bf is witnessing
3 years ago
25:15

PornGem

Crazy, ebony stud is fuckin' a bitchy, Caucasian cheerleader while her sissy bf is witnessing

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brazilian sissy butt fucking and cumshot11
6 months ago
25:09

PornoXO

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1 my sexy kinky femdom mistress warm up my cd sissy hole
5 years ago
24:47

XXXDan

1 my sexy kinky femdom mistress warm up my cd sissy hole

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Its not easy being a sissy. Davine sucks cock and gets fucked hard until she has a big cumshot. Full movie
3 months ago
24:45

JizzBunker

Its not easy being a sissy. Davine sucks cock and gets fucked hard until she has a big cumshot. Full movie

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Sissy trainer to deepthroat and ride cock - Best of Anna Rios 2023 pt. 3
2 months ago
24:11

JizzBunker

Sissy trainer to deepthroat and ride cock - Best of Anna Rios 2023 pt. 3

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Sissy fagot anal sex in a dress!
7 months ago
24:06

JizzBunker

Sissy fagot anal sex in a dress!

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Becoming Sissy Sabrina and BJ POV CEI for Sissy Jenn
3 months ago
24:04

XXXDan

Becoming Sissy Sabrina and BJ POV CEI for Sissy Jenn

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Doggy style anal for this red hot T girl from a needy sissy who loves dick
5 months ago
23:58

xHamster

Doggy style anal for this red hot T girl from a needy sissy who loves dick

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BDSM Bondage Sex Slave Harley Sissy Crossdresser Slut POV
2 months ago
23:57

JizzBunker

BDSM Bondage Sex Slave Harley Sissy Crossdresser Slut POV

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6 months ago
23:55

PornoXO

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Sissy Anal JOI Torment
4 months ago
23:41

JizzBunker

Sissy Anal JOI Torment

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Sissy Maid in Bondage Spanked and Whipped
48 days ago
23:40

JizzBunker

Sissy Maid in Bondage Spanked and Whipped

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5 months ago
23:37

PornoXO

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Go Gay by getting Jerked off by a Cute Sissy Faggot Slut
3 years ago
23:27

PornHub

Go Gay by getting Jerked off by a Cute Sissy Faggot Slut

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Married Aussie Man - Sissy slut milking raw Aussie dick with messy wet crea
5 years ago
23:16

PornHub

Married Aussie Man - Sissy slut milking raw Aussie dick with messy wet crea

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SISSY
1 year ago
23:06

XXXDan

SISSY

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4 years ago
23:02

JizzBunker

wife,bbc, and their sissy

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The Camp Sissy Boi Invitation Test comment if you complete to get you sucking a big one
3 years ago
22:55

PornHub

The Camp Sissy Boi Invitation Test comment if you complete to get you sucking a big one

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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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sissy slave lick fuck his mistress wife in boots mask smoke
5 years ago
22:46

XXXDan

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5 months ago
22:43

PornoXO

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6 months ago
22:41

PornoXO

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6 months ago
22:23

PornoXO

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6 months ago
22:17

PornoXO

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5 months ago
22:04

PornoXO

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Sissy Life
1 year ago
22:02

JizzBunker

Sissy Life

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Saturday Sissy Maid and David Anderson
20 days ago
21:59

XXXDan

Saturday Sissy Maid and David Anderson

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The Sissy's Mentor [Preview]
4 years ago
21:56

PornHub

The Sissy's Mentor [Preview]

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Bisexual sissy husband gets fucked by three women with strapons
41 days ago
21:55

xHamster

Bisexual sissy husband gets fucked by three women with strapons

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5 months ago
21:50

PornoXO

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6 months ago
21:46

PornoXO

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6 months ago
21:25

PornoXO

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Worship Your Mistress, Sissy  Smoke With Me - Smoking Fetish Domme Femdom Stockings Footjob - Tina Snua
1 year ago
21:25

JizzBunker

Worship Your Mistress, Sissy Smoke With Me - Smoking Fetish Domme Femdom Stockings Footjob - Tina Snua

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28 days ago
21:21

PornoXO

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Puffy ass sissy
41 days ago
21:19

JizzBunker

Puffy ass sissy

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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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Margo-Apollo: I've fucked a sissy slut and she cum into the wineglass. What's next?Sissy cum
3 years ago
21:05

PornHub

Margo-Apollo: I've fucked a sissy slut and she cum into the wineglass. What's next?Sissy cum

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Sissy Swing With Promo
1 year ago
20:59

XXXDan

Sissy Swing With Promo

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Sissy Sub gets used
8 years ago
20:53

xHamster

Sissy Sub gets used

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FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen
8 months ago
20:44

JizzBunker

FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen

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BBC destroys sissy bois!!
5 years ago
20:44

xHamster

BBC destroys sissy bois!!

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Sissy really has a good rack
1 year ago
20:37

JizzBunker

Sissy really has a good rack

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Suck Cock Sissy
3 years ago
20:32

JizzBunker

Suck Cock Sissy

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Cum compilation for hungry boys of sissy slut Anna Rios
45 days ago
20:27

JizzBunker

Cum compilation for hungry boys of sissy slut Anna Rios

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Sissy Price Lill Milk 2
1 year ago
20:24

JizzBunker

Sissy Price Lill Milk 2

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Deep in his ass - sexy wife pegging her anal sissy slut in stockings
1 year ago
20:23

XXXDan

Deep in his ass - sexy wife pegging her anal sissy slut in stockings

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4 years ago
20:18

XXXDan

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6 months ago
20:08

PornoXO

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6 months ago
20:07

xHamster

Cross dressing sissy fart and feet worship roleplay!

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Official JOI Sissy Time JOI Game
4 years ago
20:04

PornHub

Official JOI Sissy Time JOI Game

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Crossdresser Blowjob - Sissy CEI
3 years ago
20:00

XXXDan

Crossdresser Blowjob - Sissy CEI

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Brooke Banner, Cindy Crawford, Sissy Sweet
1 year ago
19:55

JizzBunker

Brooke Banner, Cindy Crawford, Sissy Sweet

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1 year ago
19:54

JizzBunker

Sissy cuckold husband watches his wife with 2 BBC bulls

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Sissy Anal Trainer - porn star role play
1 year ago
19:44

JizzBunker

Sissy Anal Trainer - porn star role play

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6 months ago
19:39

PornoXO

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4 years ago
19:35

JizzBunker

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6 months ago
19:35

PornoXO

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More sissy mindfuck
3 years ago
19:32

JizzBunker

More sissy mindfuck

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4 years ago
19:25

XXXDan

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Mistress AG - Sissy anal trainer humiliation
3 years ago
19:25

XXXDan

Mistress AG - Sissy anal trainer humiliation

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Sissy Lilee Ass Fucked!
1 year ago
19:14

JizzBunker

Sissy Lilee Ass Fucked!

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5 years ago
19:09

AshemaleOne

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4 years ago
19:08

XXXDan

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6 months ago
19:03

PornoXO

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Married woman with big boobs, Sissy is about to fuck a guy, who is not her husband
5 years ago
19:03

PornGem

Married woman with big boobs, Sissy is about to fuck a guy, who is not her husband

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Sissy Lucy being locked up in metal Chastity for Locktober
3 years ago
19:03

PornHub

Sissy Lucy being locked up in metal Chastity for Locktober

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5 months ago
19:01

PornoXO

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Sissy used
3 years ago
18:57

XXXDan

Sissy used

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6 months ago
18:49

XXXDan

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1 year ago
18:45

JizzBunker

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ManWhore To Sissy
4 years ago
18:41

xHamster

ManWhore To Sissy

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Sissy Ass Fucked Mercilessly by Machine Part 2
1 year ago
18:29

XXXDan

Sissy Ass Fucked Mercilessly by Machine Part 2

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Sissy Transformation 2
2 years ago
18:27

JizzBunker

Sissy Transformation 2

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7 years ago
18:18

JizzBunker

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Sissy Cock Zombie - BBC Edition
1 year ago
18:12

JizzBunker

Sissy Cock Zombie - BBC Edition

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Sexy Mistress Penetrating Sissy Husbands Ass With BBC
1 year ago
18:12

XXXDan

Sexy Mistress Penetrating Sissy Husbands Ass With BBC

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Sissy in Latex Shorts edges for You
5 months ago
18:10

xHamster

Sissy in Latex Shorts edges for You

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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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1 year ago
18:09

JizzBunker

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5 years ago
18:09

PornHub

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9 months ago
17:56

XXXDan

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1 year ago
17:54

XXXDan

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1 year ago
17:33

XXXDan

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1 year ago
17:24

XXXDan

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1 year ago
17:24

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6 months ago
17:21

XXXDan

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5 months ago
17:21

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9 months ago
17:20

XXXDan

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5 years ago
17:18

xHamster

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1 year ago
17:15

XXXDan

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8 months ago
17:15

XXXDan

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3 years ago
17:13

JizzBunker

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4 years ago
17:12

JizzBunker

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1 year ago
17:08

JizzBunker

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1 year ago
17:07

JizzBunker

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3 years ago
17:00

PornHub

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10 months ago
16:59

JizzBunker

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3 years ago
16:51

JizzBunker

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15 days ago
16:48

XXXDan

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Sissy Cammy White Takes Dildo Up Her Ass
2 months ago
16:48

xHamster

Sissy Cammy White Takes Dildo Up Her Ass

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14 years ago
16:46

xHamster

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14 days ago
16:39

XXXDan

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1 year ago
16:39

XXXDan

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Cuckols sissy hubby get off watching his wife fucked
1 year ago
16:35

JizzBunker

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JOI with Gagging for sissy boi fags Starring Goddess Lana
3 years ago
16:25

PornHub

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