Practice makes perfect
00:21
Sissy shows her nature as a true bottom while practicing with a toy. - Sabrina_X_D
Sissy in chastity playing with new large dildo
01:39
Playing with my new large Baron from Bad Dragon, so big, so filling! - tamaratvuk_1
Sissy playtime video for Daddy.
06:29
Sissy Amber Star playing with her titties and then fucks herself with hit big dildo till she cums. - SissyTgirlAmber
Sissy Faggot Amber Rides Big Dildo through the new year
06:47
Sissy faggot Amber Star rides her dildo on new years eve and rides it through the beginning of 2020. Wishing all a happy new year. - SissyTgirlAmber
Sissy hypnosis results
05:57
This is what sissy hypnosis has turned me into. This is the only way I am able to cum and also the only way I wish to cum. - AnalSissySlut222
Sissyjoyce in chastity rides dildo untill SISSYGASM
00:19
For the full video and more content, please check out my onlyfans, twitter, or website. (Links are on my profile!) - sissyjoyce
Sissy dildo play
01:24
I found an old clip of me. Sorry for the bad quality. - Stinatv
Crossdresser sissy faggot, Karla Lynn at it again.
04:19
CD Karla Lynn can't ever get enough cock jammed up her sissy fuckhole, so in between real hookups, she loves taking her favorite big black dildo as deep as possible. - Karla_Lynn
Tammi getting warmed up on smaller BBC dildo
08:19
Sissy me Tammi getting my hole warmed up with butt plug and smaller bbc dildo - nwtammi
Miriam stretching her hole to the limit
13:34
My first video. As requested playing with myself using my toys. Well most of them and trying to wreck my sissy pussy as hard as I can for you - SissySlutMiriam - SissySlutMiriam
Sissy reality - poor sound
10:52
A surprisingly accurate depiction of Sissy life. However this is PURE fantasy and the suggestions in this movie are FANTASY ONLY. The sound is really bad thou. - subslutty
masturbate dldos
02:13
? masturbate dildos drink rak? . sexsy dress and shose. tight - melissaizmirde
nastygurlxx3 FUCKING MY SISSY ASS WITH HUGE DILDO
02:04
German Teen Sissy fucking herself with huge dildo - Nastygurlxx3 - nastygurlxx3
Im Hotelbett heftig Dildo geritten.
00:28
369 Vid - 1 Im Hotelbett selber mit harten Schwanz in Arsch gefickt - SheSeeMe
Cleaning after use
01:38
I clean my Big White Dildo after using it on my sissy ass - Kinky_Babe
Sissy Lisa's self-care: chastity cage + magic wand + dildo
02:52
...equals cummies! A stop along the road to a perfect hands free sissygasm. - SissyLisaLusty
Stute Alina ,dildo reiten auf der Fensterbank.
00:16
I love to ride. .. ride IT hart ride IT wild Ruder IT ride IT public On window ! Sissy Hure. ! - Alina_SissyCD
Sissy fickt ihren Arsch
00:30
Sissy braucht es und stopft ihren Arsch mit einem Dildo - Sissy_Lisa_Slut
QOS Tammi getting damp on BBC dildo
05:24
QOS sissy me can't do anything but get damp in my chastity as i ride my bigger dildo - nwtammi
CAROL SMIT SISSY EXTREME NIPPLE PIERCINGS AND SCREWING DILDO
05:01
CAROL SMIT SISSY EXTREME NIPPLE PIERCINGS AND SCREWING DILDO DEEP ANAL - CarolaSmit
Floppp!!!!
00:15
Giving some pleasure to my sore sissy butt - Kinky_Babe
Sissy SandraCDUK sucks dildos
01:53
Sucking a couple of dildos, fantasizing in my little crossdresser world - Sandracduk
Strech and punish
01:55
Sissy Celina gapes her hole and smash her clitty with a big black dildo. - CelinaDG
Sitting Connie
03:23
Sitting and strung, delicious movement of my clit up and down, feeling my dildo making its way inside me - ConnieFields
Sissy Anal Dildo Trainer B2 (advanced)
11:25
Follows straight on from the 1st vid, with no warm-up. continues where you left off and prepares you for the 3rd vid - AnalSissySlut222
Sissy Dildo Trainer (advanced)
17:02
1st vid on my daily anal-training playlist. 17min 02sec. Builds up speed slowly, good place to start. - AnalSissySlut222
Sissy schoolgurl posing with dildo
02:13
Sorry for the bad quality but I only just recently learnt about lighting and how important it is to have good quality bright light -- I kinda just filmed in low light lol I know im not great to look a - Sandracduk
SISSY PINK HORSE DILDO ANALFISTING - CAROLA SMIT PINK THONG
03:50
SISSY PINK HORSE DILDO ANALFISTING - CAROLA SMIT - PINK THONG GAY BOY COSPLAY - CarolaSmit
Sissy Footjob
03:31
foot obsessed slut footfucks her squirting dildo to the spectacular finish - footfreak18
QOS sissy maid  Tammi enjoying BBCdildo
09:11
An oldish video ,QOS sissy maid me really enjoying my BBC dildo whilst my worthless sissy clit is locked in chastity. - nwtammi