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04:05

Another straight boy turned by Elizabeth Stewart
Elizabeth Stewart

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01:25

White Sissy Date with BBC

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31:53

A Guide To Sissification - Beginner - First Steps

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00:50

MsMarcy sissy date night
Msmarcy

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12:49

Suck Cock The Right Way Sissy 2

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00:50

Little black dress sissy date night

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04:52

Guy loses bet turns into sissy CD giving blowjob

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10:46

First date with a pretty French trans girl, she sucks me and swallows in the kitchen.
Kern Ostrova

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08:12

Cum Dripping Out of Me While He Makes Me Cum
Josie Blade

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07:22

Girl forgot to tell her Tinder date that she's Trans
JsseMontz

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16:14

shemale dresses sissy to fuck

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08:12

Date Night with Mature Crossdresser
Christian XXX

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05:59

dominant stepmom helps out her sissy slave
Christian XXX

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07:37

I FUCK ON THE FIRST DATE
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28:49

Sissy cum dump compilation

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08:13

Intense Passionate Kissing & Makeout Foreplay on Date Night with this GORGEOUS Black Trans Girl Eros Orisha
K KirkRyner

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08:12

Cross Dressing Student and Tutor Playing with Each Other
naughtyrealsex

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07:07

Watch Transgirl Ria Bentley Fuck Her 9" Bull on Their First Date
Ria_Bentley

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08:12

Loser Boyfriend Gets Feminized and Fucked
Christian XXX

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21:12

Ria Bentley Gets Impregnated by Her 10" Bull Date
Ria_Bentley

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08:30

Submissive femboy is feminized and fucked
Crystal Phoenix

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01:02:22

Sexy Tgirl shoots a lot of cum while getting fucked bare on date #5
Tgirl Riley

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52:41

Trust The Fucking Process

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12:18

German amateur homemade anal creampie sex date with teen shemale
EroCom

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56:35

Tv is for Sissies (Full Video)

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55:16

Tgirl Riley getting fucked bare in Date #6 PartII
Tgirl Riley

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26:07

Sissy Dreams 3

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11:25

When you feel horny, try dating a crossdresser like me.
WanidaCrossdresser

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03:57

Warning : Sissyfication is real - Sissy Joyce's warning
Sissy Joyce

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58:36

Mtf Big Tit Asian Redhead Impregnablelexa and Wolfdaddy901 Clean Their Pipes for Their Big Date with New Hottie
DaddyandLexa

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50:16

Girly Boys

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01:20

POV Taking Cute Sissy's Virginity on the First Date - full vid on LayneLovee Manyvids
Layne Love

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06:06

I turned my straight roommate into my wife
CutePinkUnicorn

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17:26

German anal tranny date outdoor on holiday in Mallorca
EroCom

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06:50

Sissy secretary fucked hard bent over the table
Ashley Roze

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09:40

Gina ́s New Year's Date
Strapsex

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43:09

Sissyfication

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12:54

German amateur teen shemale get anal fuck in bathroom homemade
Transen-von-Nebenan

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20:33

40 Trans Cumshots. Cumshot Compilation
Jora_Konny

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10:21

Getting ready for a first date. He has a few special requests that I am fulfilling!
Victoria Lecherri

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07:44

Sissy lets two daddy's use her holes
Skinnyminxx_xd

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06:38

A fuck date with SIssy Lora

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02:56

Moaning heaps while He came so deep inside me nothing comes
Littlemapleberry

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07:08

Romantic Date with a Client
Indiansissychubby

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08:12

He Used to Be the Boss but Not Anymore
Christian XXX

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01:36

Femboy Cherry's date

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25:52

Tgirl Riley and TgirlTrainerNL date #8 partII
Tgirl Riley

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