Sissy Anal: 530 Videos

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

xHamster

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

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Bbc 4 sissy
2 years ago
56:59

JizzBunker

Bbc 4 sissy

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

XXXDan

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

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sissy
4 years ago
50:04

XXXDan

sissy

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

xHamster

Redhead Sissy gets fucked with chastity belt

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
4 months ago
48:22

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Chubby Sissy Slut Anal Masturbation
5 months ago
44:28

JizzBunker

Chubby Sissy Slut Anal Masturbation

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Sissy fuck on stream
3 months ago
43:27

JizzBunker

Sissy fuck on stream

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
4 months ago
42:22

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Anal Obsessed Sissy Slut Moans n Gapes Her Thick Ass Big Dildo Femboy Crossdresser Shemale Trans Tgirl Trap Trafesti 26
57 days ago
42:18

XXXDan

Anal Obsessed Sissy Slut Moans n Gapes Her Thick Ass Big Dildo Femboy Crossdresser Shemale Trans Tgirl Trap Trafesti 26

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mature sissy with young stud
6 years ago
42:14

xHamster

mature sissy with young stud

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Sissy Gaping to the max with plugs and dildos while in chastity
40 days ago
41:25

JizzBunker

Sissy Gaping to the max with plugs and dildos while in chastity

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Sissy Hope Slut tease and denial play time compilation
6 months ago
39:58

JizzBunker

Sissy Hope Slut tease and denial play time compilation

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Femboys and big ass sissy fuck hot part 1
1 year ago
37:08

XXXDan

Femboys and big ass sissy fuck hot part 1

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Sissy Hope Streaming 2
2 months ago
36:31

JizzBunker

Sissy Hope Streaming 2

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Sissy Maidd
4 months ago
36:22

JizzBunker

Sissy Maidd

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Sissy waitress anal training
6 months ago
34:59

JizzBunker

Sissy waitress anal training

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Sissy husband wants to be a woman
2 years ago
34:58

XXXDan

Sissy husband wants to be a woman

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Lara White Sissy Crossdresser Crazy Play with her Cock and Balls Femboy Masturbation
1 year ago
34:45

XXXDan

Lara White Sissy Crossdresser Crazy Play with her Cock and Balls Femboy Masturbation

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My Anal Addiction as a Sissy Bimbo Slut Big Ass Masturbation Big Dildo Femboy Crossdresser Travesti Shemale Trans Tgirl 25
57 days ago
34:36

XXXDan

My Anal Addiction as a Sissy Bimbo Slut Big Ass Masturbation Big Dildo Femboy Crossdresser Travesti Shemale Trans Tgirl 25

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Don t cum sissy
7 months ago
33:40

XXXDan

Don t cum sissy

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
4 months ago
33:32

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
28 days ago
32:34

JizzBunker

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

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Young sissy dildo anal cum four times!!!
7 months ago
31:40

XXXDan

Young sissy dildo anal cum four times!!!

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

xHamster

Sissy cocksucker cumdump, life calling

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

XXXDan

30 Minute Sissy Loops - Sissymaker IV

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Thin sissy boy gets his asshole and mouth filled with cock
8 months ago
29:56

XXXDan

Thin sissy boy gets his asshole and mouth filled with cock

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Slut Sissy ride dildo
6 years ago
29:27

xHamster

Slut Sissy ride dildo

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Encounter with the Sissy Demon Crossdresser
6 months ago
27:35

JizzBunker

Encounter with the Sissy Demon Crossdresser

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GOLD DIGGER SISSY part 2
5 years ago
27:28

JizzBunker

GOLD DIGGER SISSY part 2

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Asian sissy nay livecam
2 years ago
27:08

JizzBunker

Asian sissy nay livecam

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Sissy latexdoll is wearing chastity
5 months ago
27:05

XXXDan

Sissy latexdoll is wearing chastity

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SL4UA - Sissy Slut Seduces Daddy
1 year ago
26:53

XXXDan

SL4UA - Sissy Slut Seduces Daddy

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Anal Chalenge For Sissy Slave
1 year ago
26:49

PornoXO

Anal Chalenge For Sissy Slave

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Sissy training dreams
7 years ago
26:14

xHamster

Sissy training dreams

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Sissy s69ah anal
1 year ago
26:04

xHamster

Sissy s69ah anal

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Moaning sissy rebecca fucks her asshole with a big dildo and uses big but plug to fill her lovely ass. end with cum
4 months ago
26:04

JizzBunker

Moaning sissy rebecca fucks her asshole with a big dildo and uses big but plug to fill her lovely ass. end with cum

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extreme sissy fuck
6 years ago
25:51

XXXDan

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
25:45

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
25:28

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy rides dick
10 months ago
25:06

JizzBunker

Sissy rides dick

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

XXXDan

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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
1 year 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
1 year 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!
1 year ago
24:06

JizzBunker

Sissy fagot anal sex in a dress!

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Doggy style anal for this red hot T girl from a needy sissy who loves dick
1 year 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
1 year ago
23:57

JizzBunker

BDSM Bondage Sex Slave Harley Sissy Crossdresser Slut POV

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
23:39

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SL4UA Holly Sissy Slut Wanting To Please
3 months ago
23:30

JizzBunker

SL4UA Holly Sissy Slut Wanting To Please

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Sissy Training Sissies
6 months ago
23:27

XXXDan

Sissy Training Sissies

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SISSY
2 years ago
23:06

XXXDan

SISSY

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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 takes a seat
5 months ago
22:42

JizzBunker

Sissy takes a seat

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Saturday Sissy Maid and David Anderson
1 year ago
21:59

XXXDan

Saturday Sissy Maid and David Anderson

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Bisexual sissy husband gets fucked by three women with strapons
1 year ago
21:55

xHamster

Bisexual sissy husband gets fucked by three women with strapons

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Skinny amateur sissy crossdresser squirt
9 months ago
21:19

XXXDan

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Puffy ass sissy
1 year ago
21:19

JizzBunker

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Sissy Swing With Promo
3 years ago
20:59

XXXDan

Sissy Swing With Promo

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FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen
1 year ago
20:44

JizzBunker

FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen

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

xHamster

BBC destroys sissy bois!!

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feminine sissy gets horny anal fucked in the ass
4 months ago
20:26

AnyPorn

feminine sissy gets horny anal fucked in the ass

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

XXXDan

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

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Sissy
1 year ago
20:01

JizzBunker

Sissy

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Sissy-Kuroko fan art costume Anal Dildo
11 months ago
19:46

xHamster

Sissy-Kuroko fan art costume Anal Dildo

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Kimbers BBC Sissy Trainer
1 year ago
19:45

JizzBunker

Kimbers BBC Sissy Trainer

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

JizzBunker

Sissy Anal Trainer - porn star role play

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My Sissy Boyfriend 23
1 year ago
19:43

XXXDan

My Sissy Boyfriend 23

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sissy punished and fucked for removeing her chastity part 3 final
5 years ago
19:25

XXXDan

sissy punished and fucked for removeing her chastity part 3 final

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Sissy Lilee Ass Fucked!
2 years ago
19:14

JizzBunker

Sissy Lilee Ass Fucked!

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Imposing shemale action with horny submissive young Asian sissy hoes
7 years ago
19:09

AshemaleOne

Imposing shemale action with horny submissive young Asian sissy hoes

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Fat white cock fucks sissy pussy balls deep
1 year ago
18:49

XXXDan

Fat white cock fucks sissy pussy balls deep

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ManWhore To Sissy
6 years ago
18:41

xHamster

ManWhore To Sissy

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My Sissy Boyfriend 07
1 year ago
18:22

JizzBunker

My Sissy Boyfriend 07

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Sexy Mistress Penetrating Sissy Husbands Ass With BBC
2 years ago
18:12

XXXDan

Sexy Mistress Penetrating Sissy Husbands Ass With BBC

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Sissy in Latex Shorts edges for You
1 year ago
18:10

xHamster

Sissy in Latex Shorts edges for You

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Dirty Sissy Plays In Brighter Tights Super Hot With Her Pussy And Her Big ClIt - kasia cd
4 months ago
18:03

JizzBunker

Dirty Sissy Plays In Brighter Tights Super Hot With Her Pussy And Her Big ClIt - kasia cd

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SISSY SLUT IN SILVER AND PURPLE SHOW FUCKING HER TOYS
5 months ago
17:32

JizzBunker

SISSY SLUT IN SILVER AND PURPLE SHOW FUCKING HER TOYS

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Doggystyle dildos & handsfree cum for french sissy Lola
7 years ago
17:32

xHamster

Doggystyle dildos & handsfree cum for french sissy Lola

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Sissy Snow White and the seven dildos
6 months ago
17:24

XXXDan

Sissy Snow White and the seven dildos

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Amateur Sissy Webcam show
8 months ago
17:18

XXXDan

Amateur Sissy Webcam show

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sissy anal step by step training
5 years ago
17:12

JizzBunker

sissy anal step by step training

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Mom feminization sissy monica part 3
3 years ago
17:08

JizzBunker

Mom feminization sissy monica part 3

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
2 years ago
17:07

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy cock sucking 3
2 years ago
16:59

JizzBunker

Sissy cock sucking 3

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Streaching My Sissy Ass to Be Ready for Real Cocks - Sissygasm
44 days ago
16:57

XXXDan

Streaching My Sissy Ass to Be Ready for Real Cocks - Sissygasm

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Sissy Chastity Cocklust Trainer
4 years ago
16:51

JizzBunker

Sissy Chastity Cocklust Trainer

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Sissy Cammy White Takes Dildo Up Her Ass
1 year ago
16:48

xHamster

Sissy Cammy White Takes Dildo Up Her Ass

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Horny sissy blind fold fantasy
1 year ago
16:48

XXXDan

Horny sissy blind fold fantasy

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Sissy Slut Alinas Sex Day - Real Dogging
7 months ago
16:47

JizzBunker

Sissy Slut Alinas Sex Day - Real Dogging

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Slut sissy, like long dildo
4 months ago
16:45

JizzBunker

Slut sissy, like long dildo

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Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut
1 year ago
16:39

XXXDan

Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut

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SH Club-Sissy Slut Arieles Dildo Ride And Cum
5 months ago
16:37

XXXDan

SH Club-Sissy Slut Arieles Dildo Ride And Cum

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Sissy mix 3
7 months ago
16:36

XXXDan

Sissy mix 3

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She Sucked My BBC Bevor Fuck - Sexy Sissy Rozebell Fucked with Happy End Full
22 days ago
16:26

XXXDan

She Sucked My BBC Bevor Fuck - Sexy Sissy Rozebell Fucked with Happy End Full

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Sissy-Kuroko dons fishnets and fucks Anal with a Huge Dildo
1 year ago
16:19

xHamster

Sissy-Kuroko dons fishnets and fucks Anal with a Huge Dildo

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My mistress fuck sissy slave ass with dildo, strapon and piss
1 year ago
16:18

XXXDan

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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
2 months ago
16:09

JizzBunker

Sissy

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Mobile version - UK Sissy Katy sucks and gets fucked
5 months ago
16:01

XXXDan

Mobile version - UK Sissy Katy sucks and gets fucked

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Sissy Danielle Dicksinme Fooling Around With Her Dildos
6 months ago
16:00

JizzBunker

Sissy Danielle Dicksinme Fooling Around With Her Dildos

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Sissy slut anal stretched
4 months ago
15:57

XXXDan

Sissy slut anal stretched

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
15:56

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Streaching My Sissy Fat Ass with Huge Toys - Part 02
1 year ago
15:54

xHamster

Streaching My Sissy Fat Ass with Huge Toys - Part 02

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Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks
3 months ago
15:41

JizzBunker

Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks

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Say i am a sissy
1 year ago
15:40

JizzBunker

Say i am a sissy

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Sissy playing with dildo until cumming
7 months ago
15:39

JizzBunker

Sissy playing with dildo until cumming

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
15:35

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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AMATEUR EURO - Sissy Neri - Italian Squirter MILF Sissy Neri Loves Taking Big Cock In Her Tight Ass
6 months ago
15:30

JizzBunker

AMATEUR EURO - Sissy Neri - Italian Squirter MILF Sissy Neri Loves Taking Big Cock In Her Tight Ass

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TRANS BELLA - Ebony tranny Jackeline Boing Boing fucks busty MILF Sissy Neri and fat Italian cock
2 years ago
15:30

XXXDan

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Sissy cd anal solo fucking machine
5 months ago
15:27

XXXDan

Sissy cd anal solo fucking machine

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Sissy Playtime with Scottish Daddy
1 year ago
15:26

XXXDan

Sissy Playtime with Scottish Daddy

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Skinny Japanese Sissy
8 months ago
15:22

XXXDan

Skinny Japanese Sissy

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cute femboy penetrates her ass alone using a big thick dildo, moans like a sissy in heat
1 year ago
15:19

xHamster

cute femboy penetrates her ass alone using a big thick dildo, moans like a sissy in heat

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
2 years ago
15:19

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy Kate learns how to use the anal fucking machine with Lisa
1 year ago
15:14

xHamster

Sissy Kate learns how to use the anal fucking machine with Lisa

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Sissy Oksana has become whore 06 in Masters stable showing him her anal workout and closeup of sissy cunt
5 months ago
15:07

XXXDan

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2 years ago
14:58

XXXDan

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Sissy gets fucked by BBC in her sexy pink lingerie
25 days ago
14:57

JizzBunker

Sissy gets fucked by BBC in her sexy pink lingerie

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Sissy alone at home with Dildo
6 months ago
14:37

XXXDan

Sissy alone at home with Dildo

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Young Trap Fucks Herself with Dildo and Cums sissy Orgasm
6 months ago
14:34

JizzBunker

Young Trap Fucks Herself with Dildo and Cums sissy Orgasm

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Tied Up Sissy Getting Orgasm Denial
2 years ago
14:20

JizzBunker

Tied Up Sissy Getting Orgasm Denial

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6 years ago
14:19

NuVid

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6 months ago
14:18

XXXDan

Gay boy transform to sissy

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Sissy Maid Rides Her Doll in Chastity and Has a Sissygasm
28 days ago
14:14

XXXDan

Sissy Maid Rides Her Doll in Chastity and Has a Sissygasm

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Mature Crossdressing Sissy Slut Dildo Training
1 year ago
14:10

xHamster

Mature Crossdressing Sissy Slut Dildo Training

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Treating her asshole like a pussy! Open that filthy hole for a big dildo like the anal whore you are Sissy
3 years ago
14:08

JizzBunker

Treating her asshole like a pussy! Open that filthy hole for a big dildo like the anal whore you are Sissy

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Joi cei sissy anal training
9 days ago
14:05

XXXDan

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Sissy cums in chastity and licks it all up
43 days ago
14:03

JizzBunker

Sissy cums in chastity and licks it all up

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Sissy - Naughty MILF Siri Dahl Caught Naked in the Kitchen! Kinky stepson banged her hard!
1 year ago
14:02

XXXDan

Sissy - Naughty MILF Siri Dahl Caught Naked in the Kitchen! Kinky stepson banged her hard!

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Sissy is filled with 100cm extrem dildo - part 2 of 2
1 year ago
13:58

xHamster

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SISSY ANAL TRAINING PART 2
1 year ago
13:57

xHamster

SISSY ANAL TRAINING PART 2

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Merry Christmas, Sissy Bitch!
1 year ago
13:57

xHamster

Merry Christmas, Sissy Bitch!

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6 years ago
13:50

JizzBunker

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1 year ago
13:47

JizzBunker

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Sissy training
3 years ago
13:39

XXXDan

Sissy training

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7 years ago
13:38

xHamster

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6 years ago
13:31

JizzBunker

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6 months ago
13:30

JizzBunker

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Jackie Israeli Sissy learns slowly how to cum with her chastity on
4 months ago
13:24

JizzBunker

Jackie Israeli Sissy learns slowly how to cum with her chastity on

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1 year ago
13:23

JizzBunker

Sissy slave fucked by machine

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Happy New Mature Sissy CD year
3 months ago
13:23

JizzBunker

Happy New Mature Sissy CD year

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Naughty sissy Juliette bedtime
3 months ago
13:19

XXXDan

Naughty sissy Juliette bedtime

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Part 2  Candy Takes a Hard Pounding by Black Daddy Kens Huge Uncut BBC and Screams  Candy Ass Sissy
1 year ago
13:16

XXXDan

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1 year ago
13:13

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1 year ago
13:12

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1 year ago
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15 days ago
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1 year ago
12:59

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1 year ago
12:59

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1 year ago
12:49

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3 years ago
12:49

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11 months ago
12:46

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1 year ago
12:45

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1 year ago
12:42

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2 years ago
12:38

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5 months ago
12:37

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2 months ago
12:27

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1 year ago
12:25

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5 months ago
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6 years ago
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4 months ago
12:18

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1 year ago
12:17

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4 months ago
12:16

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6 years ago
12:08

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6 months ago
12:07

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7 years ago
12:01

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1 year ago
11:44

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1 year ago
11:39

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1 year ago
11:33

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3 years ago
11:33

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1 year ago
11:32

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1 year ago
11:31

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1 year ago
11:30

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1 year ago
11:23

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3 years ago
11:20

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7 years ago
11:18

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9 months ago
11:18

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11 months ago
11:12

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1 year ago
11:12

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Sex-crazed Sissy Lara White gapes her ass with a big dildo in the shower
1 year ago
11:12

xHamster

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