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00:30

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05:20

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I was extra horny one night, so I took out one of my favorite dildos and went to business... - sierratsuki

02:16

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11:25

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00:27

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Deep penetration. - Curious3724

00:27

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Playing with my favourite dildo - Usedcondom

00:56

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I like Anal deep and hard - livia_ro

05:00

Sissy is unable to jerk and is forced to use black dildo rel

Sissy must use the dildo when the cock is in chastity, don't like to use the dildo but must try before the cock is unlocked. To stretch the asshole, he used a butt plug that he liked a lot. - cd_Jennifer85

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00:49

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02:52

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My sissyass got fucked ballsdeep by a Fuckingmachine! - ballstretcher78

01:11

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Compilation of me toying and orgasming - kyzabobo

00:31

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Greylong69

02:06

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I came so hard in this I couldn't get up for almost 30 min. Love how deep I could push it in and how it felt being stretched. - chubbybear79

08:59

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Henning9999

02:30

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I shove my ass in the air and fuck myself really good - kyzabobo

00:19

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summer-cd

00:45

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01:24

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01:15

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Lubing up for big dildo fun!! ;) - SexyToni

01:27

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my first time...enjoyed it - Allsexwelcome

01:22

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because anus, video stopped early. no finish scene - azumi_cd

02:37

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04:51

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i'm sissy olivia and in this video i tried to see if this big realistic dildo could fit in my crossdresser's ass. - sissyolivia069

04:30

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07:00

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Destroy my asshole with the 43 ×10 dildo to get a big hole for more fistfun - Rubb77

00:48

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00:25

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

01:00

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Check out me and my brand new giant black dildo. Dressed up like a slut as always. - ACab2309

01:47

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I love the feeling.... Latex on my skin and a dildo in my ass... - CheatingBii

03:57

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00:23

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Chubby sissy takes black dildo - Cdbecci

20:50

Skulls and Roses (Crossdresser solo with black dildo)

A plan B video I did before Halloween 2019, mainly to test out some props. - babypp

08:30

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Leasexycd riding a dildo crossdressed - Leasexycd

07:32

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02:14

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01:10

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00:30

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I upgraded my dildo to a bigger better version!! You really can hear the pleasure in my moans! - delladave123

01:29

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Riding my dildo as it makes my pathetic white clitty bounce and leak - SecretSissy816

19:06

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03:50

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00:57

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Me just toying with my favorite dildo. - weirdkinkybi

01:15

Crossdresser having Dildo fun

That's me banging my ass with a fat dildo. I love to suck it after it's been deep in my ass. Near the end of the vid you might notice I've pumped my ass lips out with my anal pump. - fmah22please

02:19

Tactical Cheongsam Bikini Anal Masturbation

My first video here, and is a cut version that I've posted on Twitter. Messy editing and angles, sorry~ Don't have any other videos, but this should serve as a good idea of what I'll be posting~ - Ririsucc

07:13

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20:32

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First cum shot at 9:15 followed by lots of prostate milking. - summer-cd

00:12

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Daily sissy riding and cumming - kosf

03:28

Crossdresser stretches ass with big dildos

Horny this weekend so of course I dressed up and rode some big toys. This session is with my favourite Bad Dragon toy Chance which always stretches my ass nicely! - Devin Hunt - Devin_Hunt

05:18

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00:09

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01:26

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kyzabobo

02:15

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Monster5153

06:28

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Heidi Sissy riding Dildo in open jewel thong - HeidiSissyCD

10:56

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03:21

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Bianca playing with her biggest bbc dildo - Bianca-the-Bitch

00:44

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Yesss love my toy up inside of me - Hottkiki

00:47

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I love fucking this dildo but I do want to try something bigger, maybe a fist too x - Algringo82

01:54

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Caged Sissy Slut riding my big dildo - fulhamrudy

08:31

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sweetyboy85

08:47

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Excuse the socks. - summer-cd

00:31

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Tranny Fucks First time anal with dildo - DaWarrior86

03:13

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03:04

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Stretching my gurly pussy with an inflatable butt plug then filling pussy with milk and fucking it again - skinny_tight_nz

02:46

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00:36

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Young German crossdresser dildo fun in hotel alone. - boy_dwt

00:45

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07:34

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jookker72

04:15

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Fucking my dildo standing wearing my pink panties - Holesurfer

00:35

My first sissygasm came with some pee.

Me using my toy and finally having my first sissygasm but I pee a bit after. - weirdkinkybi

00:45

DutchCan69

Would love to have a cock up my ass but I'm fucking my dildo again..... - DutchCan69

07:24

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AndyRogynous

01:08

Learning to take gigantic inflatable dildo

My first time playing with my new inflatable cock - kyzabobo

03:56

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00:17

My Sissy cum explosion with dildo in my ass

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00:55

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zdenekjeb

01:43

Putizorris

Me encantan los consoladores y dildos... - Yessytvhot

00:31

9.5 inch toy pt1

Trying the new dildo after a warm up in the shower, I’m sorry this one is lacking dress up...I just tried to get my ass in the video. - andi_takezit

05:58

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Horny Sissy in DWT rides a big red dildo and fucks her horny cunt, her juice runs out of her horny cunt - diavolo06

01:51

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Vit600

00:53

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Two dildos in my ass - spankboy69

00:41

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Young German crossdresser has a lot of fun with his dildo in the hotel. - boy_dwt

04:47

Sexiest crossdresser on the planet bangs herself with toy

legs4dayze99

00:48

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assCD

02:56

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Bacyntho

00:09

Having fun with a big dildo

Didn't think it would fit... - PAWG_Patrol

05:28

Sissy Bride Pig Fucking Shoe Fetish pt3

Crossdressing Pussyboy Kandi Kunt is a sissy slut wifey bride for daddy. Faggot shoe fetish, dildo and shoe fucking - ssspspb

01:16

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recording my self, have a intense anal ride - Usukgl

02:49

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exmoor

04:17

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michellereque01

10:05

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A german horny guy fucking himself with two dildos while he dressed like a ponygirl in skintight black latex - LatexmareLexie

02:39

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11:32

Bobbie doing a dildo again

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

00:51

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02:52

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00:20

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Using my toy and prostate miking. - weirdkinkybi

04:12

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Fucked in the shower by friend - 10inboy4matu

00:47

Crossdresser Using Blue Dildo

first trying a dildo in my ass, i like It!! - Gatita7u7

16:50

Chat, Cam and New Fuck Pillow

Some chat/cam this weekend. Was eager to ride my new dildo pillow. Put my ass into vibrator mode for anal pleasure. Video edited down from a long sexy evening of grinding and self fucking. - nguy0000

02:18

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SissyCDFantASSee

00:43

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