Shemale Pain Porn Videos All HD 4K Newest Best Videos By Rating By Rating By Views By Comments Date All 1 Day 7 Days 30 Days Year 2023 Year 2024 Quality All 720p+ 1080p+ 2160p+ FPS All 30 FPS 60 FPS Duration All 0~10 min 10~40 min 40+ min Full Video Production All Producers xHamster Creators Sissy Pain Shemale in Pain Sissy in Pain More Trans Chat with xHamsterLive trans now! Remove Ads 14:58 Pain Is Her Pleasure Kink 873.1K views 01:15:02 Pain and pleasure, chastity and lust, Part 2 208.1K views 18:39 Spiked Chastity Cage Torment - Sissy Maids Self Bondage Derek6699 36.6K views 06:08 Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy Candy Ass Sissy 16.9K views 02:37 DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM 130.4K views 03:14 Pleasure Pain Sissy 33.7K views 31:02 HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe- 55.6K views 01:33 fucking my femboy slave sissy slut painful anal 99.7K views 17:38 Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots Derek6699 40.5K views 14:26 Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry. Denise Humain 11.4K views 03:20 she puts her bikini aside and fucks him in painful doggy 156.1K views 10:01 Working on Sissy Slave Denise Humain Nipples for hours Part 1 Denise Humain 35.2K views 07:05 Candle Wax & Chastity Go Together like PB & Jelly MJ 1.3K views 51:35 Pain and pleasure, chastity and lust, Part 1 98.6K views 18:18 Anal fist fuck faggot love to feel the pain in the ass Nicole Montero 98K views 07:53 Sissy Maids Punishment Derek6699 12K views 04:08 Balls stretched masturbation MyLolaTrav 16.5K views 05:24 MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot MissRose TS 900 views 23:29 Sissy Maid Icy Hot Wooden Pony Punishment 2 Derek6699 22K views 51:35 Pain and Pleasure 77.6K views 13:59 Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her. Denise Humain 4.9K views 01:29:00 Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE) Cyanide Mistress Of Darkness 13.8K views 17:02 Thick Anal Viring Gets Her 1st Time Very PAinful & Begging 38.6K views 18:35 Kisses and pain in intimity 16.1K views 09:09 3 dildos, a crop, clothspins and a horny girl on a bed Bambi Christa 5.4K views 08:09 Urethral sounding and vibration of a caged and bound shemale MyLolaTrav 14.2K views 01:17 Daddy Loving Sissy Pain Slut Whipping JessicaLynn15 3K views 17:40 Icy Hot Wooden Pony Self Bondage Torture Derek6699 14K views 04:08 dumb slut gets the belt for cumming without permission Bambi Christa 4.4K views 01:23 Labor Pains 15.7K views 07:03 Maso Bitch Rebecca Rebeccafuxx 1.8K views 01:18 ANAL with PAIN 76.4K views 10:27 Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura Cyanide Mistress Of Darkness 13.8K views 08:49 Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator MyLolaTrav 3.9K views 16:11 A beautiful transgender with nipples clamped has his big cock electro-stimulated until it drips long MyLolaTrav 7.8K views 10:49 Rebecca's painful Orgasm Rebeccafuxx 5.1K views 09:18 Nipple clamped shemale tied up with ropes and chains is vibred and cums twice MyLolaTrav 8.3K views 04:02 so much pain 13.1K views 03:41 Fifty Shades of FUCKED UP!! Advance Preview Trailer!! Cyanide Mistress Of Darkness 6.4K views 10:15 Linday Purple Pain 8.6K views 04:24 TS Pain Hot Cumshot 14.7K views 05:41 Sadistic vampire Mistress Jazebel 360 views 07:02 Mistress Cy IPL Hair Removal Punishment Cyanide Mistress Of Darkness 8.4K views 01:24 electric sex and painful end. 36.3K 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 2.9K views 06:02 Shemale cock and nipples pain... MyLolaTrav 2.1K views 11:13 pain, pleasure & cum load for T-girl Alexandra 121.7K views 1 2 Next Categories Related to Shemale Pain BDSM Small Tits Stockings Mature Domination Beautiful Shemale Shemale BDSM Fetish Amateur Sissy Sissys Searches Related to Shemale Pain Public Toilet Caught Crossdressing by Mom Dogging Car Park Enema With Foam Fire Extinguisher Sissy and Mistress Limp Sissygasm Caught Outdoors Caught Crossdressing Neighbour Mistress Femdom Sissy Slave Mistress Sissy