TRANNY • SISSY 19,260 videos

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09:11

I Dress Up The Boys To Make Them Sissy To Satisfy The Male

2 years ago

ShemaleZ

amateur, POV, dress, sissy
07:12 81%

Crossdresser Nun Get Fucked Hard

3 years ago

xHamster

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11:10 79%

How to feed a sissy

7 years ago

HClips

interracial, crossdresser, sissy
06:10

Super Cute Sailor Sissy

4 months ago

HClips

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07:13 83%

Big Blonde Sissy Loves Her Secret Life

5 months ago

HClips

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26:14

Sissy slut

10 years ago

TXXX

sissy
36:13 74%

Mature sissy Aunty sucks and fucked by toyboy lover

6 years ago

Upornia

mature, sissy
01:02

Ourdream trans : Mave Grins, Her Blonde Hair Wavy, Taking It All On Her Face

3 weeks ago

ShemaleZ

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05:05 84%

Strip by anvill and dakimakura

1 year ago

xHamster

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06:03 83%

THIS TURNS ME ON!! Iskra Slut Wanna big dick

1 year ago

xHamster

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06:31

Salesman uses sissy ensuite

2 years ago

xHamster

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08:18

Tranny Punished Fucked Full Video Xhgv9vu 0 - Sissy Slave

4 years ago

TXXX

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04:55 50%

Sissy compilation

6 years ago

xHamster

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1:06:07 88%

Mistress Pegging A Sissy

3 years ago

ShemaleZ

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29:37 82%

Japanese Sissy Feminization (Cencored)

7 years ago

TXXX

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2:02:58 72%

Sissy School

6 years ago

TXXX

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32:19

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9 years ago

xHamster

interracial, BBC, sissy
18:03 92%

Far Oiled Up Femboy Creampie

4 years ago

Upornia

creampie, ladyboy, oil, femboy, sissy
58:13 58%

French Crossdresser Sissy likes cock

6 years ago

ShemaleZ

french, couple, sissy, crossdresser
01:41 79%

White sissys love cum

7 years ago

xHamster

blowjob, domination, sissy, ebony, interracial
24:54 90%

Boys are brothers and dress up like sissy girls and CUM

6 years ago

xHamster

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04:14

Sissy In Fishnets Has Her Creamy Ass Filled By Meaty Cock

3 years ago

ShemaleZ

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05:11

Sex With Sissy Boy With Big Butt

2 years ago

ShemaleZ

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22:29

Tranny Barby ass pounding sissy male

7 years ago

ShemaleZ

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28:03 79%

Natty - Queen Of The Sissy University In Hd

2 years ago

ShemaleZ

sissy, amateur, big cock, shemale
25:43 71%

TS Eva JOI Loves Being a Submissive Sissy Slut for Ria Bentley

1 year ago

xHamster

couple, skinny, sissy, JOI, slut
26:14 72%

SISSY DREAMS 3 POPPERS

7 years ago

TXXX

sissy
03:16

Sexy like a Sissy 8

7 years ago

xHamster

lingerie, BDSM, domination, sissy
22:45 82%

Amateur Couple and Trans - Train

1 year ago

xHamster

teen (18+), train, threesome, couple, teen anal (18+), sissy
05:35 78%

Sissy Meets Horny Guy In Hotel To Take Bareback Cock

2 years ago

HClips

crossdresser, bareback, hotel, sissy
32:19

Sissy BBC fuck

8 years ago

ShemaleZ

BBC, sissy
09:01

Sissy boy whipped and fucked by daddy

7 years ago

xHamster

BDSM, sissy
09:15 93%

Suggest Model In Sissy All Slutty For Strapon

5 years ago

Upornia

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17:40 86%

Gorgeous sissy fucked and sucks off her date Daddy

6 years ago

TXXX

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04:53 80%

Harley Quinn In Sissy Slave Punished And Fucked

4 years ago

HClips

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04:02

Sissy Fucked Bareback With Toy Inside

4 years ago

Upornia

sissy
06:07

Beautiful Sissy Gets Pegged By A Tranny

3 years ago

ShemaleZ

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07:22 60%

REALLY HOT Petite Trans Girl Fucked Hardcore

2 years ago

xHamster

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04:42 86%

Sissy's Surprise Birthday Bukkake

8 years ago

xHamster

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07:09 67%

Sissy Trainer 01

7 years ago

TXXX

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29:39 84%

Samantha Axe – Military Guy Gets Turned Into A Submissive Sissy Pet

3 years ago

ShemaleZ

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05:47 69%

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4 years ago

xHamster

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2:03:18 67%

Lesbian Sissy Game 2

6 years ago

ShemaleZ

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05:38 55%

Gina BBC Compilation

1 year ago

xHamster

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29:05 60%

Twink fucking a sissy

7 years ago

TXXX

sissy, teen (18+)
09:26 65%

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7 years ago

ShemaleZ

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18:36

Sissy Lips

12 years ago

xHamster

lingerie, sissy, BDSM
04:48

Sissy Trainer Give Your Ass Sissification Feminization

3 years ago

ShemaleZ

sissy, interracial
57:41

Four sissy and Young Ladyboys wanking and sucking

6 years ago

xHamster

teen (18+), gangbang, sissy
09:54 52%

The Horny Mistress Needs A Fuck!

1 year ago

xHamster

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29:49 71%

Aliza Breeze Sissy Maids Cant Be Lazy

2 years ago

ShemaleZ

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11:39 83%

Sissy Slut Bess spreads her legs to cum for you (Surprise ending)

3 years ago

xHamster

stockings, asian, solo, surprise, slut, sissy
30:59 73%

River Enza - Ts Sissy Bimbo Anal Gape Training Part 2

5 years ago

Upornia

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21:30 75%

Sissy Fucked really hard

3 years ago

xHamster

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16:25

Jess strapon sissies

6 years ago

xHamster

strapon, sissy
08:26 92%

Sissy Crossdresser Takes Big Cock

3 years ago

ShemaleZ

amateur, stockings, crossdresser, sissy, blonde, shemale
16:35 81%

Mature sissy only used by BBC daddies

6 years ago

TXXX

mature, BBC, sissy, interracial
06:53 85%

Sissy Slut Submits For Daddy

5 years ago

xHamster

black, blowjob, big ass, interracial, domination, sissy
20:03

Goth Crossdresser Sucking Cock - Compilation 5 With Sissy Crossdresser And Jade Madison

3 months ago

HClips

lingerie, shemale, sissy, crossdresser, compilation, goth
07:56 40%

Sissy Takes Bbc

3 years ago

TXXX

sissy, BBC, creampie, interracial
04:43

Full Sissy Play - G041.3

8 months ago

HClips

blonde, amateur, sissy
06:59

Christian Xxx In Blonde Teen 18+ Sissy Sucks A Cock Before Bedtime

10 months ago

ShemaleZ

sissy, shemale, cum in mouth, teen (18+), POV
08:36

Sissy fag 2

8 years ago

ShemaleZ

sissy
06:13

Sissy 100

1 year ago

ShemaleZ

stockings, sissy, group
11:14

Sissy Trainer - DeepSlutPuppy - 4 - Britney Fuck Trainer

6 years ago

ShemaleZ

fetish, sissy
05:13

Sissy perfect trainer intox pop

5 years ago

xHamster

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30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
12:09 67%

Dick Pillows

5 years ago

xHamster

smoking, sissy, solo
05:41 70%

One more go with king cobra and fucking machine

2 years ago

xHamster

machine, sissy
02:34 62%

SISSIES IN CHASTITY

5 years ago

xHamster

amateur, sissy, chastity
21:10

Love Me Tender Sissy

8 years ago

ShemaleZ

blowjob, bareback, sissy
58:44

Lesbo Sissy s

8 years ago

TXXX

sissy
11:05 67%

Transvestite Sissy Fag In High Heels Fucked By Chubby Daddy

4 years ago

ShemaleZ

chubby, heels, sissy
10:14

Hot Shots & Cumshots Compilation 2

2 years ago

xHamster

indian, homemade, compilation, cum in mouth, cumshot compilation, sissy
23:31 68%

Sissy Gets Plowed By Two BBCs

7 years ago

xHamster

gangbang, BBC, sissy, interracial
08:06

Christian Xxx And Ryne Stone - Sissy Pet Girl On Zoom

9 months ago

ShemaleZ

bareback, sissy
11:16 74%

Chubby Sissy Sucking, Fucking And Get A Facial - Cassandra Sissy

4 years ago

TXXX

small cock, chubby, facial, sissy
39:49 86%

Two Sissies Feminized And Fucked By Mistress

3 years ago

ShemaleZ

stockings, femdom, latex, threesome, BDSM, sissy
10:11 67%

Pink Sissy Jade Sucks And Fucks Machine

5 years ago

HClips

machine, sissy
17:49 79%

Sissy Vein Get Fucked And Cum At The End

4 years ago

Upornia

asian, gangbang, sissy, amateur
08:43

Readhead Sissy Slut Crossdress Impression

3 months ago

HClips

sissy, stockings, crossdresser, solo, slut
05:36

Sissy Is Always Hungry For Raw Cock

5 years ago

ShemaleZ

sissy
18:58 67%

Young sissy dark hair boy loves blonde tranny cock in his tight little asshole

4 years ago

xHamster

couple, tight, asshole, shemale fucks guy, sissy
08:13 50%

Its time for you to embrace your sissy side

7 years ago

xHamster

sissy
1:02:44 95%

Btg Goes Wet 3on1, , Fisting, , Fisting, Rough, Gapes, Wrecked Ass, Pee Drink, Creampie, Cum In Mouth (btg117) With Natalie Mars

2 years ago

ShemaleZ

pissing, stockings, creampie, anal, big ass, interracial, teen anal (18+)
13:26

Jenny Kennedy - The Cutest Sissy In The World

2 years ago

ShemaleZ

POV, sissy
05:58 80%

Sissy forced to suck a guy

6 years ago

ShemaleZ

crossdresser, sissy
08:57

Sissy trap please thug cock

8 years ago

TXXX

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05:38

Blue Archive, POV Slutty Bunny Girl Neru Blowjob Vol.11

3 years ago

xHamster

POV, japanese, sissy
06:04 79%

Kilee Sissy Abused In Public Toilet

5 years ago

HClips

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04:12 67%

Sissy faggot gabriel 2

8 years ago

TXXX

mature, stockings, sissy
08:06

Completely Submitted And Feminized - Sissy Pussy And Christian Xxx

6 months ago

ShemaleZ

lingerie, sissy, cum in mouth, crossdresser, MILF
09:18

Blonde Crossdressing Beauty Fucks Petite Trans Woman

2 years ago

xHamster

sissy, amateur, crossdresser, beauty, anal
04:28 82%

Sissy Trap Fingers Herself Then Rides A Dildo Til She Squirts Cum Everywhere

3 years ago

ShemaleZ

squirt, solo, toys, sissy
06:25 60%

BBC FOR A SEXY SISSY GURL

8 years ago

ShemaleZ

BBC, sissy
15:10 83%

Maintenance spanking for Kitsy. Blowjob and sex following the punishment.

3 years ago

xHamster

cute, BDSM, spanking, sissy, stockings, domination
07:32 71%

Sissy Sucking and Fucking With Daddy

6 years ago

ShemaleZ

sissy
58:44

Lesbo Sissy s

8 years ago

ShemaleZ

sissy
1:01:00 65%

A Sissys Life

7 years ago

ShemaleZ

fetish, compilation, handjob compilation, sissy
15:57

Beauty sissy

11 years ago

xHamster

beauty, sissy
19:09 51%

Family Love EP 3 Teen Sissy wants a turn with Step Brother

6 years ago

TXXX

amateur, teen (18+), ass, sissy, homemade
09:51

School Girl Sissy

6 years ago

ShemaleZ

teen (18+), sissy
03:42

Noemie sissy doll - black lingerie 2

8 years ago

TXXX

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09:46

Amazing Sissy In Fishnets Fucked In Her Mouth And Ass

2 years ago

ShemaleZ

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08:06 60%

Hailee Coxxx, Sissy Pussy And Christian Xxx - Reminded That She Is In Servitude Forever

8 months ago

ShemaleZ

sissy, big cock, bareback, lingerie, shemale, blonde
08:42 83%

Sissy Gets Used By Dominant Couple

5 years ago

xHamster

mature, mom, mature anal, interracial, big tits, ass, domination
06:09 50%

Blowjob

2 years ago

xHamster

french, amateur, domination, sissy, BDSM
2:03:28 82%

Sissy School - Danni First Feminization Lesson

7 years ago

ShemaleZ

fetish, BDSM, sissy
37:42 60%

Sissy Slave And Sissy Slut In 7th Training

1 year ago

HClips

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07:06 67%

Anal Sissy Sleepover With TS Ria Bentley & Lola Crystals

2 years ago

xHamster

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12:26 78%

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6 years ago

xHamster

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18:13 91%

Sissy Kelly Fucked By 2 Bbc 18 Min

3 years ago

ShemaleZ

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10:13 57%

Sissy meets Daddy

7 years ago

ShemaleZ

sissy, teen (18+), domination
08:12

Guy Fucks Tits in All Positions

1 year ago

xHamster

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05:55 45%

For Sissies Only

8 years ago

xHamster

domination, sissy
21:13

Sissy Boyfriend

6 years ago

Upornia

stockings, sissy, boyfriend, dildo
03:25 80%

Crossdressing Sissy Lolas Wet Ass Fucked Hard By Hung Older Guy

3 years ago

Upornia

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05:29

Dolled Up Jane Is A Sissy For Bareback Cock

3 years ago

Upornia

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07:23

REALLY HOT Petite Trans Girl in Bondage and Domination

2 years ago

xHamster

beauty, bondage, sissy
22:36 67%

Sissy Maid Wanks In Front Of Mirrors

5 years ago

TXXX

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