16:47 Kitsy - Paddled & caned (a severe spanking in strappado with anal hook) Kitsy Meow 167.5K views 13:55 Trans sissy MILF Karolina electro torture T Transmilfkarolina 117.5K views 12:23 Sissy slut non stop edging as punishment 108.9K views 08:36 Sissy balls heavy tortured with castration bands and hot was AVGsissy 40.3K views 08:28 Sissy selfbondage tied in abandoned attic AVGsissy 12.8K views 04:47 Sunday punishment by Master PA8mmMaster 45.8K views 06:08 I torture my big balls then big cumshot JessieRoss 60.2K views 10:29 How a Tgirl severely punishs her big cock. MyLolaTrav 45.6K views 18:54 Sissy Denise: Tied Nipples Tortured with Rough Round Brushes Denise Humain 5.5K views 11:41 How to Give Pain and Pleasure to a Big Sissy Cock MyLolaTrav 60.7K views 09:59 How to torture a beautiful sissy cock MyLolaTrav 29.1K views 08:58 Please Don't Tell Countess! Marcy Bathory 18.2K views 03:21 Cock torture with toothpaste day 2 Loreleyadd 68.5K views 05:18 New task - cock torture with toothpaste in pantyhose 3 Loreleyadd 35.9K views 05:11 Sissy Punishment Room Natalie Napoli just added 09:56 Final part:- Domina Satana teaches Mistress Frankie with BooBoo! Aaexperiencesltd 2.8K views 17:40 Icy Hot Wooden Pony Self Bondage Torture Derek6699 28K views 03:09 We Matched with This Guy and He Said He Was Making a Video for the First Time Sebnem 10.6K views 01:16 Tranny dom punishes the perverted panty sniffer! Now he's her bitch! TV_Helena 23.2K views 05:07 My father punished me for being a sissy cd_aysemmm 13.8K views 07:12 Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs Vane03_siss 4.2K views 22:08 Fuckmachine torture Niceguy_1991 22.5K views 07:50 Transgirl lactation, young sissy milks her hormonate tits, teen shemale torture her nipples and slaps them. fermerino 54.9K views 07:47 Self breath play AVGsissy 2.8K views 02:09 Sissy challenge 4 Days only in sissy clothes Sissy Steffi 28.6K views Best Sissy Tortured Shemale Short Videos Spectacular moment from "FtM boy punished for being lazy" 633 views Thrilling moment from "Sissy selfbondage tied in abandoned attic" AVGsissy 1.7K views Iconic moment from "My father punished me for being a sissy" cd_aysemmm 800 views Must-see moment from "My father punished me for being a sissy" cd_aysemmm 391 views Powerful moment from "My father punished me for being a sissy" cd_aysemmm 535 views We Matched with This Guy and He Said He Was Making a Video for the First Time Sebnem 2K views 25:36 Anastasia the Director Wants to Punish Sexyfilomena Filomena 1.2K views 01:39 Sissy gets soanked by Domina Aliska 9.7K views 06:39 Sissy Hayley Ball Punishment. CBT 37.7K views 43:35 Corporal Punishment Session with Mistress Jamie & Diaper Sis 28.8K views 06:21 sissy self punishment in chastity Sissy in Chastity 13.3K views 02:26 Nipple torture by myself 5.6K views 01:30 Dumb Sissy-Slut PA8mmMaster 6.9K views 20:25 Jayci's sissy clitty punishment Sissy Jayci 5K views 03:51 Mistress tortures her caged cock Us_sissyslave 13.8K views 02:09 A lesson from my Mr. Slut Ribbon. PA8mmMaster 8.5K views 01:01 Trying some new devices Aliska 18.5K views 02:44 Tortur fuer Schwanzmaedchen - torture for sissy 34.3K views 01:42 Sissy MariaStephanie as Wednesday Addams cosplay slut walk,ex wife task! Maria Stephanie 3K views 05:10 FtM boy punished for being lazy 5.1K views 06:02 Shemale cock and nipples pain... MyLolaTrav 5.5K views 02:50 Tabasco Dildo Punishment for forgetting my butt plug today... Sissy-Hinata 4K views 10:49 Rebecca's painful Orgasm Rebeccafuxx 10K views 08:29 Hot wax torture for sissy maid AVGsissy 12.2K views 03:59 Small sissy cock tormented with wax Sissy_Nadiene 2.4K views 01:06:07 Corporal Punishment Session with Mistress Jamie & Diaper Sis 11.1K views 07:25 Maso Whore Rebecca Rebeccafuxx 1.9K views 05:35 Rebeccas Perversions 10 Rebeccafuxx 1.6K views