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06:01

PCV Sissy Anal Training

PCV Sissy Janine Anal Training - SubmissiveFetish

10:26

Falling for a Rubber Cock

Bliss can be found in many places in many forms...That second wee cumshot as little as it was sent a wave of bliss through me so strong my mind practically melted. - Mimsy B - brimbles

24:26

Bobbie loves close up

I love making videos of dildos sliding inside of me to the balls! Just sitting there balls deep and feel my sissy/pussy stretching and stretching. - lovedildos

01:39

Sissy in chastity playing with new large dildo

Playing with my new large Baron from Bad Dragon, so big, so filling! - tamaratvuk_1

02:26

Sissy both holes Dildo Anal and Blowjob

Sissy_-_Samantha

01:35

Sissy training with bigger dildo

Sissy training to take bigger cocks - MeganS_CD

03:13

Sissy monster dildo training 2

A snippet from a sissy session this week. My ass just swallows that monster right up. Turns me into a brainless slut. - Brownsubslut

03:43

Trap Anal Play

Trap Anal Play Sissy Janine - SubmissiveFetish

01:47

Bianca-the-Bitch 11 inch dildo sissygasm

Bianca coming while playing with her dildo - Bianca-the-Bitch

24:16

lovedildos giving dildos some love!

Yes I was and they gave me some love also by fucking me deep and stretching my sissy/pussy out. - lovedildos

03:29

Kate Moore in hotel waiting for a meet

Waitng for the man!!! In a hotel waiting for a meet to turn up, had a great time. - KateMooreTV

04:26

Sissy ass play

Pnewton747

01:06

My Real BITCH for LifeStyle

I know her for over 20 years ... and for 5 years I’m her Master - SissyHaremBitch

00:14

sissy in chastity rides 13 inch dildo and cums hard

sissylinzee riding her biggest fattest dildo cumming hard - sissylinzee

10:51

redhead sissy plays and cums with her dildos

Sophietravfrench

03:09

Sissy Slut riding her big toy

Sissy Slut destroys her, all while beeing caged in chastity - Sissy Lana - SissySlut7711

07:30

Sissy trap Anais dildo and fist pleasure

My night was so hot and my cunt very hungry ??? - anais_cross

04:19

New Oversized Dildo 28 x 8 cm

Oversized Dildo 28 x 8 cm prolapse, sissy, Nylon stockings, bizarr, wet asshole, huge, crossdresser tranny, kinky, pervers, extrem, gaping, insertion, bizarr, buttrose, moaning shemale, high heels - Kingrai011

03:34

Sissy Playtime With Sissy Janine

Sissy Playtime With Sissy Janine - SubmissiveFetish

04:42

slutty Sissy always wants cocks in the ass

RosySissyTrav

03:39

F.A.G.G.O.T.

Fuck Ass Good Gaped Out Totally - AnalLae

04:34

Riding dildo while masturbating

MeganS_CD

00:56

Sissy Transgender Anal Masturbation

Cross dresser loves anal playing - fogal101

01:35

Sissygasm 024

milk_Milking_milk

00:38

Shove that cock in my ass

CD sissy takes big fat dildo in her tight hole - Luckyluv666

04:10

sissy jess riding a dildo nice and deep

gay little sissy boi in chastity riding and fucking a big pink dildo - Jess_Harper

13:45

sissy dildo riding nice and deep

sissyslut4468

04:47

like a horse cock

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02:59

9.5 toy pt4

andi_takezit

00:24

Sissy cums in little pink cage while riding Big black dildo

sissylinzee riding my biggest dildo cumming in my little pink cage - sissylinzee

00:34

double dildo in sissy cross dressing sluts ass

kinkycdkrissy

02:52

Sissy practicing peegasm, sissygadm...

Sissy_mb

01:17

Quick Ride And Cum

Quick Ride And Cum - SubmissiveFetish

11:51

Mature sissy huge dildo party

Mature sissy gurl fucking and sucking huge dildos - frey1980

03:48

Sissy schoolgirl CD shows off and trains smooth butt w dildo

Just some clips of me dressed up and toying my asspussy with a 9inch dildo. Lots more coming soon! Thanks for watching ;) - butt_slut_

04:02

Mature nylon CD plugs her sissy ass

NYLON-DVL

00:31

Moni Sissy boy

Moni Sissy ????? and dildo Milk - MoniSissy

00:16

Sissy public bathroom dildo fuck!

Go to my Onlyfans and Twitter account for more fun! Wh1tepuma! - Wh1tePuma

07:29

Sissy play

Pnewton747

00:28

a short look into wanking and dildo fuck in pink and cum

just a short look into my new video :) wanking and dildo fuck in pink and cum - Nadja Cox - NadjaCox

21:54

SL4UA Holly Fills Her Slut Pussy

Holly need something in her pussy all the time now... - SissyLover4UAll

17:14

Bobbie just having a good time! 1

Oh yes I was this is a close up of me putting four dildos in my sissy/pussy and after that I put in the 23 inch dildo! - lovedildos

00:28

The same day with dildo

Fackmyasspussy

03:16

first anal dildo sissy

SissySarah13

07:46

Sissy Maid in chastity rides a dildo

Sissy maid in uniform curtsies then rides a dildo stuck to the wall. - angelam

00:11

Sissygasm 049

milk_Milking_milk

03:37

Sissy 2 Dildos Anal and Oral Cum in Ass Analcreampie

Sissy_-_Samantha

01:30

Crossdresser Rides a Dildo on a Home Bike - PART 1

kristina420

04:13

Sissy Bree riding a dildo and drink her cum

Sissy Bridget cum in a glass and drink - shyslaveboy

01:20

Sissy taking dildo like a good faggot

Faggotsissyboi69 - faggotsissyboi69

01:24

Sissy MelanieBee's dildo ride

Tgirl_Melanie

05:35

Upskirt and inserting a huge dildo in my ass

Sissy dressed in slutty dress shows her ass, you get to see an upskirt and then some nice ass play with a huge dildo. At the end I do some ass gapping - AndreaCour

01:23

Sissy me playing with dildo in police uniform.

More videos at my onlyfans. - Sebnem - winston006

00:19

Big Dildo in my Sissy Ass

Big Dildo - Barbiemask

12:49

Sissy rides and cums on a dildo

I've been longing for a creampie, so I got myself all worked up riding my dildo and came on it, just to hop right back on - jaytt3

23:30

SL4UA Holly Sissy Slut Wanting To Please

Holly has been working on taking more and more. She cums thinking of cock exploding inside her gurl pussy. - SissyLover4UAll

01:18

Playing with dildo

mb990

03:16

In search of cum without hands.Me sissy ass fisting anal

I really like it, I'm leaning forward and I'm being fucked from behind.My ass gaped at the fat cock. - Twokisses

00:21

Training my sissy ass for The real thing

Using Dildo to gape my boy hole and wait for a real cock to come song Nd abuse me - Gingerpotato

12:20

Red Dress

Sissy_J3N

01:42

Dildo sissy homemade sissygasm

Home practicing - Sissy_mb

00:28

Im Hotelbett heftig Dildo geritten.

369 Vid - 1 Im Hotelbett selber mit harten Schwanz in Arsch gefickt - SheSeeMe

02:19

Bianca-the-Bitch 11 inch BBC dildo

Bianca playing with her 11 inch dildo - Bianca-the-Bitch

02:19

sissy enjoying riding dildo

sissyslut4468

00:48

Chastised sissy deep throating 7 inch dildo

tamaratvuk_1

05:58

Sissy Camelia's Holygasm on Easter

Sissy Camelia has her first sissygasm on the Holy day of Easter with the fuck machine. - LopetravBxl

13:56

Dildo Playing & Anal Orgasm Vol 2.0

Second Dildo playing movie from orginal full video... With better quality. - BlackCat_Cd

04:33

I just need it

I just need ot - Kimmiecdslut

00:46

Sissy ass trainer (1)

I'm training my sissy ass with a dildo - Sissy-Julie

01:24

2020 Kymmera MV (sissygirl) oliviaaneley

Made a video, it's bad quality but tried some editing and this is the result :) - olivia_aneley

02:09

Fucking myself with dildo

Crossdresser fucks dildo attached to wood - Nylonstretch

11:05

Sissy Fucks BBC Dildo Doggystyle

sarahthesissy

01:42

9.5 toy pt3

andi_takezit

00:08

Pink Dildo Sissy

Rose Jenny - sissyrosejenny

02:39

Machine Fuck Orgasm

Machine Fuck Orgasm Sissy Janine - SubmissiveFetish

00:32

To this slut likes to be seen poking her ass

Slutty crossdresser shows herself on cam with a big dildo into the ass - Etherea

01:12

video 243 21092018

dildo in my sissy cunt - sexyputa

00:21

Sissygasm 028

milk_Milking_milk

30:42

Sissygasm chastity training - day 4

On a quest to sissygasm in chastity I am locking up my cock until I achieve a true sissygasm. This is my third attempt on the fourth day. I was able to produce a few drops but did not sissygasm. - rid31tn0w

03:10

Sissy cums while riding dildo in chastity

I was so horny, I locked my sissy clit in a chasitity device and put a condom over it to catch every drop of cum while riding a dildo. In the end I have a sissygasm. - SubSlut_24

05:58

Sissy soldier slut anal training (preview version)

Sissy soldier slut training my ruined hole to better serve the Australian military. - AngelSissyWhore

06:48

Riding Monster Dildo No.101 20-May-2020

This is too thick. But my horny analpussy loves be fucked by this monster dildo. - dbpnd

00:27

Sissy stroking BBC Sample

Sissy stroking BBC Sample - dirtyslavekaren

05:52

Sissygasm

Nylonpusen play with toys - Nylonpusen

01:04

Training Day with Huge Dildo

Dildo Ass Fuck#High Heels#Sissy Fuck Doll - Barbiemask

00:16

Stute Alina ,dildo reiten auf der Fensterbank.

I love to ride. .. ride IT hart ride IT wild Ruder IT ride IT public On window ! Sissy Hure. ! - Alina_SissyCD

01:39

Sissy CD anal doggy against mounted dildo

hamstermannenx

14:29

Dirty sissy whore anal dildo solo and cum

hellboy-ks

06:32

Sissy Trans Anal Training - Dark Angel Rides Monster Dildo

Lucie takes her training further. - TheLucieProject - TheLucieProject

10:32

Huge toy gaping my ass

hottrannyass

03:37

Sissy Analcreampie and Blowjob two Dildos Cum in Ass

Sissy_-_Samantha

02:01

Small Cock Asian Transgender Solo Anal Dildo

Small Cock Asian Ladyboy Shemale Solo Ass Dildo Cross Dresser Crossplay Little Tiny Dick Penis Masturbation Sissy Stockings - edotokia

02:15

Sissy Annabelle at work with her Dildo

CDSissyAnnabelle

03:33

Giant Blue Monster Dildo

monster dildo toy 9 cm diameter, prolapse, sissy, gloves, Nylon stockings, bizarr assplay, wet open asshole, huge, crossdresser tranny, kinky, pervers, extrem, gaping, insertion, bizarr, buttrose - Kingrai011

04:01

Purple haired Sissy fucks her pussy silly

Sorry for no audio. That's what I get for trying to it on an old computer - LauraSissyCD

00:25

Me riding the big dildo

Riding my big and fat dildo. Creampie too - Aktivsissy

01:20

Dildo slipping out of my ass after i fuck myself with it

CD, femboy, sissy, phat, fat, ass, booty, anal, dildo, stockings, skirt, - hamstermannenx

02:37

Sissy in chastity dildos ass with bbc dildo.

Sissy slut brandy fucks her tight hole with a black dildo. Locked in chastity for 2 weeks at this point. What a whore. - sissyslutexposer22

45:04

Play-Along: So you want to get fucked. I fuck my ass so fast

I follow the directions in this video and fuck my ass faster and faster. I try to cum, but locked in my cage I did not manage it. - shinyface4

06:41

Take Dildo you Slut !!

Sissy struggles to take dildo - mozza1973

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