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07:34

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Sissy fucks her horny cunt and rides a dildo - diavolo06

00:36

Locked sissy getting fucked by machine

HardPrincessTree

04:58

crossdresser-bitch vs. Prince Yahshua Dildo Part 4 (Closer)

me fucking the big blck yahshua dildo - crossdresser-bitch

02:36

Hilomi 13-3 Crossdresser Dildo Fuck

Crossdresser Dildo Fuck - non1551

01:41

Cindy Crossdresser fucking herself with vegetables

dom_tom

00:38

Jen on her Fuck Machine

I decided to use my machine again, so worth it. - JenneyCrossy

02:43

Huge bbc anal dildo fuck machine

Me taking a huge dildo on my new machine, wish I could take it deeper :p. Plan on making more machine videos soon so stay tuned! - Chubboi42069

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just a quick fuck - andrea404

01:19

Hilomi Crossdresser Two dildos fuck 9-4

Crossdresser Dildo Fuck - non1551

01:29

Crossdresser Fuck Machine 1-2

Crossdresser Fuck Machine - non1551

05:19

FUCKING MYSELF

Wasn’t the longest but definitely the hardest I’ve ever pumped my pretty pussy....the feeling at the end was incredible..... - SERA_CROSSDRESSA

40:42

Ass Fucking A Big Dildo

taking a huge dildo in the ass fucking - ext33095

05:31

Fucking my ass with dildo

Lacking the real thing so giving myself a good pounding - bb10192015

22:03

Horny crossdresser big dildo rosebut fuck and play

Amazing rosebut fuck and play - Terror1977

03:58

I do my bitch at the hotel part 2

I make my bitch at the hotel I fuck my ass with my toys - siriusbisex

00:14

Hilomi 8-3 Crossdresser Dildo Fuck&Cum

Crossdresser Dildo Fuck Cum - non1551

06:03

Cumming with my fuck machine

Multiple cumming using my fuck machine in stocking - Big1001

03:09

Opening up my sissy fuckhole with an inflatable buttplug

The best way to make sure my asspussy is always ready and opened up for nice big cocks is to make sure I get fucked a few times a week. But in times of need, I use this assplug to pump up my cumhole. - trannygangbangsluts

04:02

Crossdressed nurse fucked by a dildo and talking dirty

Slutty nurse Emma here. Fucking myself on a dildo and talking dirty to you - emmahuntcock

00:25

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Guy dressed up like a slut fucks his prostate with a dildo and cum real giod - ACab2309

05:48

Outdoor fuck and piss

Fucking my cunt till I piss - Terror1977

01:04

Me FUCKING my new dildo

I'm FUCKING my sissyboipussy with my new big black dildo - hampus1

01:27

Standup fucking Sissy

horny heels Sissy fucks herself with a big dildo while standing - diavolo06

08:00

Fun with a fuck machine

Sex machine no cum - Big1001

01:07

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kyzabobo

00:45

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Slut - EkaterinaKatoi

01:23

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00:30

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BiPassziv

03:09

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subbottom01

05:44

Fucking Machine

Fat Versatile Top has days when he wants to feel like a bottom. - SamGapeMe2020

02:23

Machine fucks Paula's ass

This is the second time I've tried it, and precum leaks. - MrBiggy81

00:10

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Dildo Fuck - Hojeba

00:35

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platheels

05:01

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Crossdresser fuck hole with dildo... view on nylon soles 2 - piedi13

14:07

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hanne_cd

11:06

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Dildo ass fuck and squirting - Terror1977

03:03

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my ass is Horny - Mai_ladyboy_666

08:41

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hanne_cd

00:14

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25:31

Sissy gets fucked by the machine

Sissy in a sexy wetlook dress gets it from the fucking machine. - WetlookPuppe

00:14

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Lallyxxx

09:05

Horny Biker Slut Pain Pig pt 1

Sissy faggot pussyboy Kandi Kunt wants to become a biker slut, shemale fuck doll, cock and ball spanking - ssspspb

02:06

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Crossdresser Dildo Fuck - non1551

00:29

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02:33

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fingering and fucking my eager hole - hotrodcocklover2411

17:39

Sexy Tasha Crossdresser Wears Mask Fucks Cucumber Spread Ass

TashaSwift

00:15

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Fucking myself with dildo wearing my sexy lingerie and panties. - Gingerjjj

00:41

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Fisting my ass and fuck my toy - cagnettatrav

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Fucking my pussy cagnettatrav - cagnettatrav

02:16

HUGE CLEAR DILDO FUCKING MY WRECKED HOLE

blackosakaball

09:29

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hanne_cd

00:59

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russian crossdreser - Sakh65

00:32

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christinaha

07:13

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lemonzeste

11:32

Bobbie doing a dildo again

Bobbie dressed in white fucks her boi cunt and eats her cum - Bobbie Quest - BobbieQuest

00:24

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Me fucking my Gay ass with a big dildo wishing it was the real thing. - Cummila69

01:20

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melissa_mel

00:24

Redhead in stockings fucks herself with a toy

Just a short little hot video with some moans in there :) - thighhigh83

10:13

sissy takes monster dildo

sissy in blue dress fuck by big dildo - DG20164

11:18

Close up dildo fun

Loved to fucked by my favorite dildos - Terror1977

01:41

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She pee o my dildo i use with my fucking machine - Andremunich

25:42

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secre123

05:49

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hanne_cd

00:58

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Crowly26

01:45

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subbottom01

04:35

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Thatfatguy77

07:42

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Crossdresser fucks his big gaping ass cunt - Terror1977

01:27

This feels great

I love fucking myself with this toy. It feels great. Not as good as a real cock, but close enough. - chubbybear79

00:31

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07:11

Machine fuck from back in the day

One of my first videos uploaded to other site many years ago. Its boring but kinda just adding back to the collection here. Bye - hornygri1169

01:26

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justanothertranny

01:40

CD Melina fucks big dildo

Mmh let me ride your... - CD_Melina

02:03

Sissygasm for Amber

Fucked my little slut ass till I sissygasmed - amberanalcd

00:55

Hilomi 8-1 Crossdresser Dildo Fuck

Crossdresser Dildo Fuck - non1551

27:31

Hanne cd & Fuckingmachine & Spekulum

bad fuckingmachine and a little speculum fuck - hanne_cd

03:33

Dildo Fucking Alone

CoraHeart75

01:48

Big 32 cm dildo fuck my Sissy ass

subsch

02:34

Sissy outdoor play

Sissy fucks her ass outside - Terror1977

07:21

I have been fucking like a gayhure

I have been fucking like a gayhure - Fickloch13

08:54

Lili crossdresser submissive and slut step mom and fucks her pimp

Submissive shemale Lili Laura crossdresser in pink heels gets mouth and anal fucked and drinks milk - Lililaura

01:46

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14:14

Ramming Myself

A good Fuck and Cum Swallowing ???????????? - EmilyParsons

00:08

MartinNystrom a dirty slut

a dirty slut is fucking ass - MissMonicaa

01:31

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Holy fuck I love this new steel chastity ! - kyzabobo

00:49

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Fucking my ass with my Doc Johnson American Bombshell B10 Warhead - Leics

01:58

Dildo fucked 2

Horny - Bww71

01:06

Ilona wird von ihrer Maschine beglueckt

horscht76

01:17

Crossdresser Fucks herself with a Dildo on the balcony

Crossdresser Fucks herself with a Dildo on the balcony - rinat350

02:47

Dildo in my Ass

Black dildo slides into my cunt - diavolo06

10:24

Extreme WET rosebut fuck and play

Horny sissy pissed on her own rosebut - Terror1977

00:24

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Cd fucking ass - carolinatravesti_cd

00:13

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Machine fucking my tight ass - Kayla1970

22:03

Long and intensive machine fucking my hungry asshole

Another boring day became one of the greatest experience in my asshole training history - dildo_master

11:06

Ass Fuck Riding A Big Dildo

climbing on and taking a huge black dildo in the ass for a ride, - ext33095

01:20

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Crossdresser Dildo Fuck - non1551

00:59

Hilomi 13-4 Crossdresser Dildo Fuck&Cum

Crossdresser Dildo Fuck Cum - non1551

04:09

Redhead Kim #1

Redhead Kim fucks Anal Dildo in Hotelroom - Kim_Cross

01:53

Crossdresser Fuck Machine 2-1

Crossdresser Fuck Machine - non1551

12:12

Fuck This Cunt Pt 1

I put a variety of dildos to work until I find just the right one. Then there is a lot of dirty talk throughout. - davybaby1

00:38

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Anal dildo self fucking - michellcd

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