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1 year ago
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aShemaleTube

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4 months ago
6:22

xHamster

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9 months ago
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XXXDan

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1 year ago
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xHamster

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1 year ago
12:42

ShemaleTaxi

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11 months ago
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xHamster

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1 year ago
6:19

xHamster

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2 years ago
4:00

getTranny

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11 months ago
6:37

getTranny

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1 year ago
26:24

ShemaleZ

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4 months ago
7:29

getTranny

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1 year ago
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BeMyHole

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11 months ago
6:21

ShemaleTaxi

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9 months ago
3:03

ShemaleSin

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1 year ago
3:11

xHamster

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11 months ago
1:30

xHamster

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1 year ago
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BeMyHole

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1 year ago
21:16

KeekAss

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1 year ago
8:57

KeekAss

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1 year ago
18:07

HotMovs

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3 months ago
5:07

aShemaleTube

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1 year ago
7:37

xHamster

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9 months ago
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XXXDan

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8 months ago
9:33

XXXDan

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1 year ago
1:37

xHamster

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1 year ago
1:02

aShemaleTube

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1 year ago
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aShemaleTube

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58 days ago
6:29

xHamster

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1 year ago
1:22

xHamster

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1 year ago
10:11

aShemaleTube

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1 year ago
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aShemaleTube

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1 year ago
5:28

xHamster

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3 years ago
10:14

aShemaleTube

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1 year ago
0:45

KeekAss

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1 year ago
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KeekAss

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5 months ago
39:55

JizzBunker

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1 year ago
2:25

KeekAss

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8 months ago
11:44

aShemaleTube

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3 months ago
1:25

aShemaleTube

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1 year ago
26:20

aShemaleTube

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1 year ago
5:12

ShemaleTaxi

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1 year ago
2:15

KeekAss

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1 year ago
5:48

xHamster

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1 year ago
3:01

aShemaleTube

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1 year ago
6:28

ShemaleTaxi

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1 year ago
14:30

ShemaleTaxi

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2 years ago
2:32

FapCat

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1 year ago
17:03

ShemaleTaxi

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1 year ago
11:35

aShemaleTube

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1 year ago
5:33

xHamster

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1 year ago
6:43

ShemaleTaxi

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1 year ago
16:07

UPornia

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1 year ago
5:58

KeekAss

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1 year ago
1:42

xHamster

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4 months ago
1:16

xHamster

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1 year ago
2:11

KeekAss

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1 year ago
9:51

JizzBunker

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Story of Kt - part 1 meeting my mistress April
10 months ago
15:26

xHamster

Story of Kt - part 1 meeting my mistress April

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Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom
11 months ago
10:19

XXXDan

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

JizzBunker

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Evil Mommy Catheter Incontinence Challenge Sissy
1 year ago
54:22

BeMyHole

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Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom
1 year ago
10:11

xHamster

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1 year ago
2:58

xHamster

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dinapoison-29
1 year ago
44:34

aShemaleTube

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8 months ago
23:23

aShemaleTube

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1 year ago
29:20

aShemaleTube

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1 year ago
13:51

KeekAss

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1 year ago
7:27

KeekAss

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Holly Tranny with Cums
9 months ago
1:07

xHamster

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10 months ago
0:33

xHamster

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6 months ago
5:56

xHamster

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Cassandra Sissy - Submissive Crossdresser Being Used And Creampied
1 year ago
21:43

HClips

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Sissy Goon
1 year ago
14:26

XXXDan

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6 months ago
1:16

xHamster

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9 months ago
2:06

XXXDan

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1 year ago
12:14

aShemaleTube

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1 year ago
5:14

ShemaleTaxi

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1 year ago
11:10

xHamster

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6 months ago
1:34

xHamster

Playing with Toy, Big Cumshot Again

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1 year ago
6:17

KeekAss

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Sissy Boy Transformation
2 years ago
8:00

getTranny

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1 year ago
3:19

xHamster

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1 year ago
5:34

KeekAss

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7 months ago
9:45

XXXDan

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1 year ago
0:59

xHamster

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Bi Confusion, Sissy
2 years ago
2:16

TrannyOne

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5 years ago
0:46

aShemaleTube

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7 months ago
1:15

xHamster

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1 year ago
3:24

KeekAss

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Trans Latex Baths Fetish Enema
10 months ago
2:40

ShemaleSin

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Man Jerks Off with Trans Woman in Chastity
1 year ago
14:08

ShemaleSin

Man Jerks Off with Trans Woman in Chastity

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2 years ago
9:43

aShemaleTube

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1 year ago
24:01

JizzBunker

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1 year ago
6:13

xHamster

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6 months ago
2:35

aShemaleTube

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8 months ago
5:10

xHamster

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1 year ago
16:29

ShemaleTaxi

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1 year ago
36:55

ShemaleZ

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1 year ago
3:40

xHamster

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1 year ago
5:33

KeekAss

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3 months ago
5:12

xHamster

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1 year ago
11:28

ShemaleTaxi

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1 year ago
7:23

xHamster

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Stupid and Stuffed
1 year ago
2:45

xHamster

Stupid and Stuffed

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1 year ago
0:53

KeekAss

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4 months ago
0:57

aShemaleTube

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Black And White Chubby Bang A Sissy Guy - Teaser Video
2 years ago
6:53

getTranny

Black And White Chubby Bang A Sissy Guy - Teaser Video

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2 years ago
7:02

TrannyOne

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37 days ago
5:50

xHamster

Big Girl Dick and Pretty Feet

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1 year ago
6:20

xHamster

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1 year ago
5:04

ShemaleZ

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1 year ago
3:32

aShemaleTube

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emmilysweett's trio
10 months ago
3:15

aShemaleTube

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11 months ago
7:42

XXXDan

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1 year ago
11:56

xHamster

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Balcony Cumshot Compilation - always in nylon stockings
1 year ago
8:32

xHamster

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3 months ago
2:05

xHamster

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1 year ago
2:18

KeekAss

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1 year ago
2:21

XXXDan

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1 year ago
4:35

xHamster

sissy corset lacing and lock

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Married old man breeds student femboy with no condom and fills him up with cum!
1 year ago
9:15

ShemaleTaxi

Married old man breeds student femboy with no condom and fills him up with cum!

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Ashley Bell Big Guy Gets Turned Into A Sissy Maid
1 year ago
8:00

getTranny

Ashley Bell Big Guy Gets Turned Into A Sissy Maid

Tags: anal, ashley belle, big ass, big cock, brunette, deep throat, feet

Super Hot Blonde Trans Bailey Wilde Fucked
4 months ago
6:26

xHamster

Super Hot Blonde Trans Bailey Wilde Fucked

Tags: amateur, american, anal, big ass, blonde, blowjob, crossdressing

Ultra-Cute Femboy Compilation Boixd
1 year ago
10:27

KeekAss

Ultra-Cute Femboy Compilation Boixd

Tags: amateur, anal, brunette, compilation, crossdressing, cute, feet

NYC white beauty screwed by Peruvian
1 year ago
4:07

ShemaleSin

NYC white beauty screwed by Peruvian

Tags: amateur, anal, ass, beauty, blonde, blowjob, cum

Real, sissy
1 year ago
1:16:29

ShemaleTaxi

Real, sissy

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Monstrous Hooter Intercourse Dr Nails and a. her Customer
1 year ago
56:36

KeekAss

Monstrous Hooter Intercourse Dr Nails and a. her Customer

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Ab071 Sissy Tranining And Squirting(tickle Strap On Ruined Orgasm Sm Glans Responsibility)
1 year ago
4:43

ShemaleZ

Ab071 Sissy Tranining And Squirting(tickle Strap On Ruined Orgasm Sm Glans Responsibility)

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Sissy crossdresser, desi indian shemale
10 months ago
5:15

ShemaleTaxi

Sissy crossdresser, desi indian shemale

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Sissy Furry Fetish Servitude Harness
3 years ago
0:41

ShemaleSin

Sissy Furry Fetish Servitude Harness

Tags: crossdressing, feminization, fetish, fur, gagging, sissy

Femboy, eating cum
1 year ago
22:27

ShemaleTaxi

Femboy, eating cum

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cum 2
10 months ago
1:17:09

aShemaleTube

cum 2

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Sissy Meets Horny Dude At Hotel For Sex and she will do anything for raw sex
1 year ago
5:48

FapCat

Sissy Meets Horny Dude At Hotel For Sex and she will do anything for raw sex

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Beautiful Babe Playing
4 months ago
10:11

aShemaleTube

Beautiful Babe Playing

Tags: amateur, anal, babe, beauty, cute, dildo, homevideo

Sissy Cambry just likes dancing like a feminine  girly angel for the fun of superior studs! So here this babe is doing it one time afresh!!!
3 years ago
3:27

ShemaleSin

Sissy Cambry just likes dancing like a feminine girly angel for the fun of superior studs! So here this babe is doing it one time afresh!!!

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Sissy in Training Learning how to Twerk
3 years ago
0:08

ShemaleSin

Sissy in Training Learning how to Twerk

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Love for Webcam Modeling: Expressing Confidence and Sensuality
7 months ago
5:56

xHamster

Love for Webcam Modeling: Expressing Confidence and Sensuality

Tags: amateur, american, beauty, big cock, big tits, crossdressing, femdom

Sissy Accidentally cums while rubbing her clit in the little chastity cage
1 year ago
1:41

xHamster

Sissy Accidentally cums while rubbing her clit in the little chastity cage

Tags: amateur, cage, clit, cum, cumshot, hd, ladyboy

Attempting my humungous faux-cock and spunking
1 year ago
7:52

KeekAss

Attempting my humungous faux-cock and spunking

Tags: amateur, anal, anal toying, brunette, clit, crossdressing, cum

Twerk Sissy Chastity - PMV By HoloPMV
1 year ago
2:37

aShemaleTube

Twerk Sissy Chastity - PMV By HoloPMV

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Holy: Welcome Home Soldier Boy - POV JOI roleplay with Your Secret Sissy Holy
8 months ago
8:21

JizzBunker

Holy: Welcome Home Soldier Boy - POV JOI roleplay with Your Secret Sissy Holy

Tags: amateur, big tits, boy, handjob, hardcore, homevideo, milf

Blonde transexual masturbate and cum hard
1 year ago
6:38

xHamster

Blonde transexual masturbate and cum hard

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Feminization, sissy trainer
3 years ago
14:58

ShemaleTaxi

Feminization, sissy trainer

Tags: brutal, feminization, shemale, sissy

Peeing man dressed in a plane purity box with catheter and sans that one
1 year ago
6:19

KeekAss

Peeing man dressed in a plane purity box with catheter and sans that one

Tags: amateur, cage, crossdressing, femdom, feminization, fetish, golden shower

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!
6 months ago
3:04

ShemaleSin

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!

Tags: anal, asian, brunette, cage, costume, cum, cumshot

Your knob needs to go inwards my caboose - for purely medical reasons of course! Emily Adaire & PF Bhangs
1 year ago
5:44

KeekAss

Your knob needs to go inwards my caboose - for purely medical reasons of course! Emily Adaire & PF Bhangs

Tags: amateur, anal, ass, barebacking, big black cock, blowjob, cowgirl

Pervert meat railing he/she gay (a bigot called me that so I'm using it as a title)
1 year ago
5:42

KeekAss

Pervert meat railing he/she gay (a bigot called me that so I'm using it as a title)

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Dominatrix makes her submissive cumdump squirt nine times
1 year ago
36:23

ShemaleTaxi

Dominatrix makes her submissive cumdump squirt nine times

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CindieLove Compilation! Cute Sissy Hot Public Transgirl Slut
11 months ago
35:54

JizzBunker

CindieLove Compilation! Cute Sissy Hot Public Transgirl Slut

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POINT OF VIEW You Internal Ejaculation My Bootie Then I Drizzle in Your Face
1 year ago
2:34

KeekAss

POINT OF VIEW You Internal Ejaculation My Bootie Then I Drizzle in Your Face

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[Sissiy] Just ejaculate.
1 year ago
8:01

ShemaleSin

[Sissiy] Just ejaculate.

Tags: amateur, cumshot, masturbation, piercing, shemale, sissy, transsexual

Horny and Chubby Shemale Amanda Dildoing Her Asshole While Wearing Her Sexy Pantyhose in the Bedroom
1 year ago
1:08

xHamster

Horny and Chubby Shemale Amanda Dildoing Her Asshole While Wearing Her Sexy Pantyhose in the Bedroom

Tags: amazing, anal, ass, bedroom, chubby, cum, dildo

my best Orgams Compilation
9 months ago
1:15

xHamster

my best Orgams Compilation

Tags: amateur, anal, brunette, compilation, cum, dildo, hd

Smoking sissy slut full feminization with catsuit and boots
6 months ago
2:06

aShemaleTube

Smoking sissy slut full feminization with catsuit and boots

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The little sissy in red nylon
10 months ago
5:52

JizzBunker

The little sissy in red nylon

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Swallow cumpilation
7 months ago
7:09

aShemaleTube

Swallow cumpilation

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Prick
1 year ago
19:27

KeekAss

Prick

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Sissy wife muff
1 year ago
3:29

KeekAss

Sissy wife muff

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Young and OLDER Sugar daddys dm me
2 years ago
1:06

TrannyOne

Young and OLDER Sugar daddys dm me

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Trans in fishnet tights is porked sans a condom
1 year ago
2:06

KeekAss

Trans in fishnet tights is porked sans a condom

Tags: amateur, anal, barebacking, big cock, big tits, blonde, blowjob

Sexy Sissy Pretty Pink Buttplug, Tight Jeans, Camel Toe, Ts
8 months ago
2:34

JizzBunker

Sexy Sissy Pretty Pink Buttplug, Tight Jeans, Camel Toe, Ts

Tags: amateur, anal, big ass, buttplug, cameltoe, hardcore, jeans

Divine Retribution Teaser
1 year ago
1:14

xHamster

Divine Retribution Teaser

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Wicked game
1 year ago
28:11

xHamster

Wicked game

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Real amateur, sissy
1 year ago
22:57

ShemaleTaxi

Real amateur, sissy

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Crossdresser Feminized and Fucked for First Time - VERY TIGHT
3 months ago
1:08

xHamster

Crossdresser Feminized and Fucked for First Time - VERY TIGHT

Tags: amateur, american, anal, bbw, bdsm, beauty, big ass

COVERT & REAL Transgender Lesbo Duo WET Anal Invasion Intercourse - CASSIE WAILS
1 year ago
6:59

KeekAss

COVERT & REAL Transgender Lesbo Duo WET Anal Invasion Intercourse - CASSIE WAILS

Tags: 18 year old, amateur, anal, babe, british, couple, creampie

Cleopatra
1 year ago
9:30

xHamster

Cleopatra

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Lexi Horny Cute Crossdresser Hotel Bareback Hookup
1 year ago
5:32

KeekAss

Lexi Horny Cute Crossdresser Hotel Bareback Hookup

Tags: anal, barebacking, blowjob, cosplay, crossdressing, cute, hardcore

Strapon Surprise For My Secretive Slutty Sissy Gentle Femdom Pegging In Bondage By Mistress Mercer
10 months ago
3:27

ShemaleZ

Strapon Surprise For My Secretive Slutty Sissy Gentle Femdom Pegging In Bondage By Mistress Mercer

Tags: amateur, bdsm, bondage, femdom, fetish, hd, mistress

Sissy slut making a closeup of her feet fetish
1 year ago
2:15

xHamster

Sissy slut making a closeup of her feet fetish

Tags: amateur, beauty, big cock, close up, colombian, crossdressing, feet

She-Creature Pulverized By Immense Finger Fucktoy (Mr. Hankeys Playthings)
1 year ago
4:25

KeekAss

She-Creature Pulverized By Immense Finger Fucktoy (Mr. Hankeys Playthings)

Tags: amateur, anal, assfucking, brunette, creampie, crossdressing, dildo

Guy hiking gets blowjob from random Trans girl
1 year ago
9:01

xHamster

Guy hiking gets blowjob from random Trans girl

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Transgirl smokes during the time that jerking off
6 months ago
0:57

ShemaleSin

Transgirl smokes during the time that jerking off

Tags: jerking, masturbation, sissy, smoking

Swimming, spraying and posing bare in the river...
1 year ago
4:08

KeekAss

Swimming, spraying and posing bare in the river...

Tags: amateur, beach, beauty, blonde, crossdressing, fetish, hd

Holly getting fucked by Lilli
2 months ago
0:35

xHamster

Holly getting fucked by Lilli

Tags: anal, bbw, brazilian, couple, crossdressing, fetish, hd

dirty cd from greece have outdoor orgasm
1 year ago
4:08

xHamster

dirty cd from greece have outdoor orgasm

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Sissyjoyce VR Sissy Training
1 year ago
1:49

xHamster

Sissyjoyce VR Sissy Training

Tags: amateur, anal, belgian, bitch, dildo, hd, masturbation

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging
7 months ago
3:20

xHamster

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

Tags: anal, bdsm, big ass, big cock, bitch, bondage, crossdressing

Sissy crossdresser Angie and wife enjoy mutual oral sex and pleasurable boink machine session!
1 year ago
10:52

HDSex

Sissy crossdresser Angie and wife enjoy mutual oral sex and pleasurable boink machine session!

Tags: blowjob, crossdressing, cum, jizz, oral, shemale, sissy