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03:04

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sissy hypnosis - hotloverboy

05:33

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00:32

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01:33

BBC pounding phat ass TS Alexis

Daddy using me as a fuck toy and I just let him get his way. - TSalexisNC

01:11

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Sissy faggot training vid. - AThroatfiller

02:41

Sissy Lovelaska and a big sausage

Lovelaska - lovelaska

23:32

A guide to sissication: Beginner - Am I a sissy?

useme42

04:58

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WhoreLeila

07:00

Become the Whore - Sissy Hypno Slut

WhoreLeila

03:49

Ghetto Faggot

Just being a black cock loving feminized white punk - Kimber Haven - Kimberhaven

03:15

Sissy Britney getting her ass wrecked by Trans Girl

Training of Sissy Britney continues with a Trans cock coming over to fuck her - Hyrkan7th

00:06

Sissy destroys her boipussy

Sissy training - SissyMilenaSub

01:59

Jaque, Sissi Training mit dem Dildo.

Jaque1

09:03

Anal Training My Sissy In Public To Take A Huge Dick

Training my hot sissy on how to take a huge dick deep in her ass as she try to get away and take it but it seem to be to much dick to push onto her at once during her 1st anal training outdoors - TGirlSadee

01:48

SISSY BBC DILDO TRAINING IN CHASTITY

VictoriaPoison

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

00:55

CD Training My Ass For Cock

Trying out a brand new dildo. - cdcumslutjuliana

02:05

BBC whore training

ocean190

01:28

Sissy Fuck Doll BBC Training

VictoriaPoison

04:49

Do Your Job Sissy

Another training video for my sissy sluts. - M4sterJ

03:30

Sissy Whore Hypnosis

KinkyWhoreLeyla

02:13

Trembling Prostate Orgasm

Aneros training ;) - mike3oh3

02:12

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02:37

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16:34

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14:23

Today's 2 hour anal training for the sissy as shorten

Strech my hole ... - nightlivexx

00:37

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Just having some fun with my dildo :) - Fucktoy91

08:53

Rubber Sissy

Total rubber enclosure for training of the new sissy - Sasha de Sade - secretsissy2

31:53

A Guide To Sissification - Beginner - First Steps

I have finally finished the second video of my guide to sissification. This part turned out to be very different, I think. I hope all of you will still enjoy it. - useme42

09:57

Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

using my 8 inch dildo on Sadee tight ass giving her an amazing anal shocker as I push it all in and make her jump and fight but I keep pushing it in deep and dont comes back out - TGirlSadee

01:33

Sugar Cravsitt Presents: Another Sissy Hypno

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11:07

SISSY TRANSFORMATION

SISSY TRANSFORMATION - sissyPikas

04:27

Who's Your Daddy

Keep these sissy training videos playing at all times to reinforce your conditioning. - M4sterJ

17:02

Sissy Dildo Trainer (advanced)

1st vid on my daily anal-training playlist. 17min 02sec. Builds up speed slowly, good place to start. - AnalSissySlut222

04:51

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01:03

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07:04

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WhoreLeila

04:00

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sissy training - Dimon329

00:24

sissybutt

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08:57

My New 12 Inch Toy

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11:39

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Alexfapb1

01:52

Sugar Cravsitt Presents: Sissy Training

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01:51

Sugar Cravsitt Presents: Sissy Reprogramming Dick Love

Cockhead swallowing cum blowjob boi anal training programming - Sugar_Cravsitt

00:26

Sabrina Sissy fucked and spanked

Submissive Sissy Sabrina on a fuck hammer and spanked - Sabrina_TV

06:00

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01:54

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02:07

DEEP training AB15 HUGE BBC DILDO

Deep training session with AB15 (12inches) HUGE BBC DILDO , i try to ride balls deep and fast ! - Subbysucker

01:01

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Sissy loves playing - Mistresskar666

01:35

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Sissy training to take bigger cocks - MeganS_CD

01:04

Training Day with Huge Dildo

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

06:01

PCV Sissy Anal Training

PCV Sissy Janine Anal Training - SubmissiveFetish

01:48

Sissy schoolgirl buttplug and deepthroat training

Masked shemale whore wearing a big glass buttplug trains her throat with a dildo - AngelSissyWhore

05:58

Sissy soldier slut anal training (preview version)

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

02:17

Forced Sissy Crossdresser Handjob By Femdom Step Mommy Mistress

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04:02

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Training my pussy to become a street whore. - SissyElliePrincess

04:26

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alina_krasivaya1987

04:42

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RosySissyTrav

08:48

KinkyCujo

Sissy training - KinkyCujo

04:13

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King_in_the_north_95

03:16

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00:42

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killacali13

06:31

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07:22

EmperorHypnos - Sissymaker 2

WhoreLeila

08:33

Hello Sissy

Train your sissy sluts to be submissive cock addicts. - M4sterJ

04:50

Leyendecker Work Bitch Tribute

My HorseCock training on Leyendecker Work Bitch Sissy training video - Deborah95

08:06

Emperor Hypnos - Sissy Maker

Sissy, hypnos, ts, trans, - toy000

03:00

Every Day Training for the Sissy Slut

Every Day Training for the Slut - FetischTV

03:23

9 inch black dildo

Sissy Laura Lou lubes up her huge 9 inch black dildo with her mouth, then bounces up and down until she moans. Hops off and gives it a taste. After seconds she hops back on to finish off her training. - ssquirtss

30:00

30 min anal training for sissies

kentishbillie

02:46

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Sissy asshole training - ExposingAcademy

00:14

CD sissy training

CD sissy slut training for master - AThroatfiller

02:54

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Slut crossdresser anal training. Fuck anal and - livia_ro

02:59

AB021 Three Mistress Extreme Training sissy - BDSM

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05:09

Sissy in tiny chastity on BBC dildo

A short video of me in a cute dress and tiny chastity training for bbc - nwtammi

00:41

Intense Anal Shocker Ramming 9inches In All At One No Lub

Training my sissy shemale on how to take a dick up the ass take 9inches and ramming it all in at once making her scream in pain fighting trying to get away but I keep pushing till the balls touch her - Sadee Rain - TGirlSadee

06:32

Sissy Trans Anal Training - Dark Angel Rides Monster Dildo

Lucie takes her training further. - TheLucieProject - TheLucieProject

03:30

DSP 8

WhoreLeila

05:29

Sissy Jasmine - Dont Think Slut

WhoreLeila

04:32

Ass pussy training

Donnan_Sweden

01:24

Prostate milking a sissy cow 4K (short clip)

You can't get a more perfect sissy training then a prostate milking session! You will not regret seeing this when a sissy is constantly leaking cum in your face as a cow! - KimsaTrans - Kimsatrans

03:17

TS Alexis Grounding my BBC

Riding n’ grounding my Daddy’s BBC like the good slutty Gurl I am ! - TSalexisNC

07:48

Sissy dildo training - Camelia fucked by machine

Sissy Camelia in her routine training pounding her sissy pussy with a fuck machine - LopetravBxl

00:09

JessicaXD - Latex sissy doll - anal training

batzou

02:32

Sissymaker part 2

Cooffeeeeee

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

11:05

SISSYSTUDENT: BECOMING A SISSY

ayrtonp

00:15

Sissy faggot slut training

Sissy faggot slut training for master - AThroatfiller

03:07

CD Trap Sissy Training

EeeekKK!! my 1st video on X Hams.... Im a CD trying to transition into Trans or TS or IDK! Im just having fun .... enjoy - tsnylonmichelle

00:13

my sissy training

Angelapombaldasilva

33:39

SISSY ANAL TRAINER - LINK'S SISSY AWAKENING (METRONOME)

ayrtonp

00:21

The Bitch Training & Forced Feminization of Clarrise Thorne

A well bred & trained submissive Sissy French Maid can fetch a lot of money as a Sissy Cuckold Slave Husband. PLEASE HELP US ME EARN TUITION FOR THE Tia Tizzianni SISSY INSTITUTE. Message Me for fun! - ClarriseThorne

01:44

Sissy ass training

King cock 11 inch - Addicted_bg

02:00

Sugar Cravsitt Presents: Sissygurl Programming

Shemale sissy training anal dick cum serving - Sugar_Cravsitt

00:21

Sissy slut rides 12 inch BBC dildo.

Short video of me training for a sissygasm on a huge BBC dildo. - Sluttycdkelsi

30:00

30 mins anal training for sissies

3rd on playlist. Gives stats like section length and number of thrusts, + a total number of thrusts (if you can keep up the pace of course). I could not get through this without cumming for ages. - AnalSissySlut222

00:58

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Trying to be a good sissy and train my boy pussy - Hiddendesires90210

01:28

Sissy Emma Thickytrap pussy training

Count bitch! - deanecd

00:36

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tinyuksissy

00:33

Sissy Alexis Coxx Training

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12:47

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