Painful Punishment Anal Porn Videos Free Porn Videos Premium Videos Photos Best Videos Relevant Painful Punishment Anal Porn Videos More Trans Chat with xHamsterLive trans now! 16:47 Kitsy - Paddled & caned (a severe spanking in strappado with anal hook) Kitsy Meow 95.9K views 08:09 Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying. Kitsy Meow 70.5K views 18:39 Spiked Chastity Cage Torment - Sissy Maids Self Bondage Derek6699 52.6K views 14:26 Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry. Denise Humain 17.1K views 02:46 Daddy domination over his sissy sex slave and to taught her that my place is under his balls alinanightsky 955 views 10:07 Domination and pain with this 2 shemales hardcore punishment Latina Tranny 27.1K views 02:50 Tabasco Dildo Punishment for forgetting my butt plug today... Sissy-Hinata 1.5K views 18:03 A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator MyLolaTrav 3.5K views 01:34 A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass alinanightsky 3.1K views 14:21 Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself. Denise Humain 4.1K views 10:18 Little sluts bills punishment Lizz_ss25 3.9K views 05:11 Masochistic tranny whips himself with flogger Keeno666 1.2K views 03:41 The Pressure of Pain and Punishment BadGod 2.8K views 11:41 How to Give Pain and Pleasure to a Big Sissy Cock MyLolaTrav 34.3K views 09:59 How to torture a beautiful sissy cock MyLolaTrav 18.2K views 04:56 Caning and choking Kitsy Kitsy Meow 47.1K views 10:29 How a Tgirl severely punishs her big cock. MyLolaTrav 19.5K views 14:42 Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins. Denise Humain 11.6K views 23:29 Sissy Maid Icy Hot Wooden Pony Punishment 2 Derek6699 25.2K views 13:59 Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her. Denise Humain 9.2K views 17:40 Icy Hot Wooden Pony Self Bondage Torture Derek6699 16.1K views 04:08 dumb slut gets the belt for cumming without permission Bambi Christa 6.5K views 07:05 Candle Wax & Chastity Go Together like PB & Jelly MJ 2.6K views 07:53 Sissy Maids Punishment Derek6699 15.4K views 06:53 More maintenance spanking for Kitsy. OTK punishment. Kitsy Meow 1.3K views 06:39 I am a naughty bitch that needs to be punished severely Victoria Lecherri 2.6K views 07:02 Mistress Cy IPL Hair Removal Punishment Cyanide Mistress Of Darkness 9.7K views 06:02 Shemale cock and nipples pain... MyLolaTrav 2.5K views 30:01 (P.4-5) Athena 50 Shades of FUCKED UP TATTOO BDSM XXX 666 Cyanide Mistress Of Darkness 6.5K views 06:35 BambiChrista gets punished for making demands of her Master. She has to hit clothspins off her butt and thighs Bambi Christa 3.3K views 01:14 Tyche_Toxic Winces In Pain During Self CBT Tyche Toxic 3.8K views 04:15 Hot Wax On Sissy Cock SubmissiveFetish 2.8K views 05:12 FtM punished fir being lazy BonusholeToy 815 views 03:02 Fat Sissy light ball torture and wax play in chastity Chubby Sissy Dani 2.8K views 13:50 FtMbonusToy gets water tortured BonusholeToy 2.7K views 02:59 Sissy tortured with wax Sissy_Nadiene 260 views 05:10 FtM boy punished for being lazy BonusholeToy 1.8K views 02:49 sissy slut punishing herself with a paddle Emma Huntcock 2.3K views 09:19 Painful nipple torture chains 1.2K views 03:43 Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo) Sissy Sandy 4.8K views 00:07 Cock Punishment SubmissiveFetish 1.2K views 07:53 Painting tranny 380.2K views 01:15:03 Pain and Pleasure Part 2 189.1K views 02:37 DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM 150.6K views 36:28 Pain Slut Kira Twistedrama 34K views 51:35 Pain and Pleasure 82.2K views 18:18 Anal fist fuck faggot love to feel the pain in the ass Nicole Montero 107.8K views Back 1 2 3 4 5 6 ... 80 Next Straight search results Gay search results