TRANNY • SISSY 3,012 videos

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21:07 44%

Latin sissy boy takes a cock in the ass from a hot tranny in white stockings

1 year ago

xHamster

couple, interracial, latina, facial, sissy, shemale fucks guy
54:38 44%

Gia Darling In Enslaved Sissy Maid 2

4 years ago

TXXX

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17:25 44%

Sissy's asshole is filled up to a meter deep

1 year ago

xHamster

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22:55 44%

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2 years ago

xHamster

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17:57 43%

Ultimate Sissy Hypno

4 years ago

xHamster

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18:00 43%

DREAM & JOY SISSY HYPNO TRAINER (Remastered)

6 years ago

ShemaleZ

compilation, sissy
16:55 43%

Teen sissy in chastity with her Master

6 years ago

HClips

chastity
19:25 43%

Beautiful Sissy Flexes Cock and Talks Dirty

6 years ago

ShemaleZ

dirty talk
21:43 43%

Cassandra Sissy - Submissive Crossdresser Being Used And Creampied

2 years ago

HClips

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33:23 43%

[M] Sissy Sasha Sissy Jenny

5 years ago

TXXX

sissy
25:04 43%

Sissy Poptart - She Now Only Exists To Please Him

1 year ago

ShemaleZ

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43:57 43%

The Absolute Best of Amateur Sissy Self Facials Part II

9 years ago

xHamster

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31:05 42%

Young sissy girlfriend gets dick before marriage Anna Rios

3 years ago

xHamster

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26:05 42%

Sissy story/hypno compilation

6 years ago

TXXX

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51:27 42%

Crossdresser gets machine fucked with XXL Monster Dildos #4

1 year ago

xHamster

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20:11 40%

Sissy In Hijab Sodomy

1 week ago

ShemaleZ

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27:56 40%

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5 years ago

ShemaleZ

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15:54 40%

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6 months ago

xHamster

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40:08 40%

Two dudes And A Japanese CD Sissy

5 years ago

ShemaleZ

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22:49 40%

Sissy Secretary In Horny After Work Activities

2 years ago

ShemaleZ

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49:49 40%

Diaper Bimbo Sissy Faggot Looser Humiliated and Exposed in Public Sucks BBC

5 years ago

HClips

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15:21 40%

Perfect Sissy Maid

6 years ago

TXXX

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31:17 40%

Ella Lou BBC Sissy Hypno Trainer 3

6 years ago

ShemaleZ

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34:50 40%

Metaphor

6 months ago

xHamster

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18:22 40%

Sissy Maid Ballet Boot Training

3 years ago

xHamster

strapon, train, huge dildo, bondage, boots, BDSM
48:25 40%

Lady Becky Teaches Sissy Slut Michelle How To Masturbate In A Proper Way

1 year ago

ShemaleZ

sissy, creampie, amateur, stockings, shemale
15:45 40%

Amateur crossdresser Kellycd2022 sexy milf masturbating my big sissy gurl cock and cumming in tan seamless pantyhose

1 year ago

xHamster

mature, pantyhose, crossdresser
41:58 40%

Sissy Pimpin With Jade Madison

3 years ago

ShemaleZ

fetish, 18, sissy, brunette
33:04 40%

Girls Club Episode 3: A Sissy Feminization Series

6 years ago

ShemaleZ

club, solo
18:58 40%

Alison in the bathroom dressed in rubber again

6 months ago

xHamster

latex, rubber, fetish, british, dirty talk, dress, bathroom
1:27:12 40%

Sissy Lara White Big Dildo Anal Masturbation Self Fuck Big Cumshot Big Ass Crossdresser Shemale Tranny Tgirl

2 years ago

xHamster

solo
29:31 40%

Compilacion De Follando A Una Colegiala, Sissy Schol Girl , Anal Slut, Violetta Pigtails 30 Min

2 years ago

HClips

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15:49 40%

With Music Sissy Japanese Boy Having Fun With Fleshlight And Butplug

2 years ago

ShemaleZ

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15:44 40%

Sissy Hope Playing with her naughty hole.

2 years ago

xHamster

latina, small tits, sissy
46:47 40%

COSMIC SISSY GURLZ two

5 years ago

ShemaleZ

sissy, interracial
18:23 40%

My Bussy got stuffed in Lingerie

1 year ago

xHamster

german, stockings
26:15 38%

Anonymousa Rose Classic Slutschool 2

1 year ago

xHamster

black, lingerie, solo, dutch, classic, mature
18:42 38%

Screams And Moans Of A Sissy Femboy Boy And Cum In His Mouth!

1 year ago

ShemaleZ

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29:53 38%

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6 years ago

TXXX

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28:49 38%

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7 years ago

TXXX

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16:50 33%

Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex Bdsm Kink Strapon Shemale Sissy Hardcore

2 years ago

ShemaleZ

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29:32 33%

VERY HOT Sissy Bailey Wilde Photoshoot

1 year ago

xHamster

amateur, anal, fetish, BDSM, crossdresser, sissy, femboy
16:43 33%

Sissy Tgirl Cd Sucks And Get Wrecked By Monster Cock Bbc

2 months ago

HClips

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35:45 33%

EAT SHEMALE CUM HYPNO CEI TRAINER PART 2

5 years ago

xHamster

sissy
16:47 33%

Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)

2 years ago

xHamster

couple, bondage, BDSM, spanking
24:10 33%

Maddi Mojave - Adopted Into The Sissy Lifestyle Ass

3 months ago

ShemaleZ

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16:48 33%

Classical Sissy Training

7 years ago

HClips

train, classic
29:14 33%

Sissy is all you want and need

3 years ago

xHamster

JOI, sissy
27:50 33%

One dick one chick one sissy

6 years ago

ShemaleZ

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19:15 30%

Sissy punished and fucked for removeing her chastity part 3 final

6 years ago

ShemaleZ

fetish, interracial, sissy, chastity, bareback
1:02:37 29%

Ella Lou BBC Sissy Hypno Trainer 4

6 years ago

ShemaleZ

BBC, sissy, interracial
37:36 29%

Sissy Charlotte gets a good spanking and flogging from Master Mike

2 years ago

xHamster

bondage, BDSM, spanking, small tits
19:06 29%

Sissy in chastity swallow cum

10 years ago

xHamster

latex, swallow, sissy, chastity
31:08 25%

Sissy Meditation Hypno 01

4 years ago

xHamster

JOI
23:40 25%

Sissy Maid in Bondage Spanked and Whipped

1 year ago

xHamster

fetish, bondage, dildo, BDSM, spanking, heels, domination
42:35 25%

Very yummy teen Trap Nymph lusty slutty Sissy ladyboy wank Cd

5 years ago

ShemaleZ

teen (18+), ladyboy, sissy
43:05 25%

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7 years ago

ShemaleZ

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24:54 22%

Fat Ass Sissy D.Va gape farts and cum

5 years ago

ShemaleZ

farting, fat, ass, toys, gape, sissy
51:48 20%

Tits Asian American Sissy Trap Cum Dump Anal Doggie Bareback Interracial Titty Fuck Facial

4 months ago

HClips

anal, interracial, asian, big tits, dogging, tattoo, facial
26:00 20%

Selfbondage latex - Chastity, nose mask p2

3 years ago

xHamster

latex, french, heels, mask, chastity
17:10 20%

I Am Her - Sissy Feminization Hypno

6 years ago

ShemaleZ

cumshot compilation, sissy, teen (18+)
33:47 20%

Little White Cuckold Sissy Faggot Becomes Bride For Bbc Nwo Education Part1

4 years ago

HClips

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16:42 20%

REAL SISSY MAID SERVICE CLEAN THE BOOKCASE

2 years ago

xHamster

maid, crossdresser, ladyboy
16:00 20%

Amateur crossdresser Kellycd2022 sexy milf pissing and masturbating my big sissy gurl cock on my driveway in seamless pantyhose

1 year ago

xHamster

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22:53 17%

Big Daddy BBC fucks sissy

6 years ago

TXXX

BBC
20:25 17%

Petite Feminine Sissy Gets Horny Anal Fucked In The Ass

3 months ago

ShemaleZ

big ass, lingerie, redhead, crossdresser, big cock, ass, skinny
23:29 17%

Sissy Maid Icy Hot Wooden Pony Punishment 2

2 years ago

xHamster

latex, bondage, maid
45:55 17%

Sissy Crossdresser Lucy Gets a Rough Fuck, Pegging and Gag Spit with Essex Girl Lisa

5 years ago

HClips

gagging, MILF, crossdresser, pegging, brunette
21:51 14%

Submissive Sissy Chastity Buttplug Play

6 years ago

ShemaleZ

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23:12 11%

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5 years ago

ShemaleZ

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40:57 11%

White Sissy Slut Sucks And Fucks Through Bbc Music Medley

4 years ago

Upornia

small cock, interracial, slut, BBC
26:38 11%

Chanel Santini And Ella Hollywood - Sissy Discovery

1 year ago

Upornia

interracial, group, sissy, bareback
17:48 10%

Sissy Classic 4 Miss J turns me into a sissy fairy

5 years ago

xHamster

classic, domination, sissy
25:35

Verified Amateurs In Big Tits Asian American Sissy Tranny Trap Get A Nut

1 week ago

HClips

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16:59

Sissy maid

6 years ago

ShemaleZ

maid, uniform, fetish, crossdresser, bareback
18:23

Big Tits Asian American Sissy Tranny Trap Used By Her Stepdaddy Dominant Of 3

1 month ago

HClips

amateur, stockings, shemale, POV, anal, fetish, asian
16:44

Boy Dress into Girl Dress Amateur BBW White Crossdresser Femboy Model Sissy Slut Ladyboy

2 years ago

xHamster

wife, BBW, dress, sissy, femboy
1:27:33

Sissy in Training

5 years ago

xHamster

train, domination, sissy
26:04

Mysti May In Chained Sissy Maid

2 weeks ago

ShemaleZ

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19:17

Shemale Scarlette And Sissy

1 week ago

ShemaleZ

amateur, sissy, shemale, stockings
33:02

Beautiful mexican strokes her huge cock and cum

1 year ago

xHamster

ladyboy, crossdresser, mexican, sissy, shemale fucks guy
18:15

Young Femboy with Bubble Butt Rides on a Dildo and Cums Close-up

8 months ago

xHamster

big ass, dildo, riding, close up, toys, sissy, femboy
17:59

Big Tits Asian American Sissy Tranny Trap Played With By Her Stepdaddy Dominant Of 3

2 weeks ago

HClips

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22:26

Sissy maker hypno

6 years ago

xHamster

sissy
20:03

Submissive Sissy Smokes More 120s Daddy Gives Blowjob

8 years ago

ShemaleZ

smoking, uniform
29:56

Thin sissy boy gets his asshole and mouth filled with big dick of Brazilian ravenheaded tranny

3 years ago

xHamster

asshole, sissy
17:28

Aj Applegate - Sissy Hypno Night

3 years ago

Upornia

sissy
18:39

Young Femboy Massages Penis And Cums From Caressing The Anus ( Sissy Trap )

2 years ago

ShemaleZ

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24:45

Sissy dreams 3 trainer, music edition (love to love you)

4 years ago

xHamster

swallow, sissy, bareback
52:17

Horny Masturbate And Cum By The Wood - Sissy Crossdresser

3 weeks ago

HClips

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37:42

Sissy Slave And Sissy Slut In 7th Training

1 month ago

HClips

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18:41

Trans Sissy Hands Free Cum Pillow Humping

3 years ago

ShemaleZ

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28:14

Asia CD Sissy Cosplay Anal

5 years ago

TXXX

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21:17

Brainless GOON Trance - Blowjob, Handjob, Shemale

4 years ago

xHamster

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34:16

Sissy Shemale Dildo Trainer

7 years ago

xHamster

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18:35

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2 years ago

xHamster

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19:14

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4 years ago

xHamster

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18:58

Sexy Cum Whore Allie Stretching Her Tight Little Hole

1 year ago

xHamster

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18:47

Black Daddy Breeds White Sissy

3 years ago

Upornia

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20:35

Sissy slut pleasuring two date Daddies in seedy hotel

5 years ago

HClips

slut, hotel, sissy
29:38

Obedient Sissy Human Ashtray villein Masturbating whilst Smoking With Daddy

5 years ago

ShemaleZ

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1:43:13

Big Tits Asian American Sissy Tranny Trap Gets Make Up Sex After Cheating

1 month ago

HClips

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28:55

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1 year ago

TXXX

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1:06:55

Sissy Boi Bimbo in Heels

4 years ago

xHamster

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16:04

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5 years ago

TXXX

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18:11

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8 years ago

xHamster

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34:48

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1 year ago

xHamster

mature, latina, sissy
1:09:21

Responding To Various Requests From Viewers While Tied Up In Chains - Sissy Crossdresser

1 week ago

HClips

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16:42

Goth emo tranny drinks piss and cums on face

1 year ago

xHamster

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16:17

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5 years ago

xHamster

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33:55

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5 years ago

Upornia

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22:26

BIMBO DREAM (SISSY HYPNO SBS VR)

6 years ago

ShemaleZ

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17:45

Blonde sissy slut sucking cock

6 years ago

TXXX

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28:56

Sissy Female Slut Trainer 1

7 years ago

xHamster

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20:56

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1 year ago

xHamster

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15:05

Trans Goddess Renata Joins Nasty Orgy With Beautiful Babe - Sissy Neri

3 days ago

ShemaleZ

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53:01

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7 months ago

xHamster

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15:13

Elegant Blonde Sissy

5 years ago

xHamster

smoking, couple, sissy
22:56

Best video about sissy for bbc

8 years ago

TXXX

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49:35

2 Lesbians sissy boy playing sex for fun

10 years ago

xHamster

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