Painful Sub Porn Videos Free Videos Short videos Premium Videos Photos Best Videos 11:38 Black tgirl with giant tool fucking a white ass fat faggot Latina Tranny 1.6M views 16:47 Kitsy - Paddled & caned (a severe spanking in strappado with anal hook) Kitsy Meow 160.8K views 15:53 He Screams For Shemeat Compilation 2020 (TS TOPS) 2.9M views 02:05 Compilation with Weekly Episodes from the pain whore Alina alinanightsky 64.5K views 09:14 anything 1.4M views 01:33 fucking my femboy slave sissy slut painful anal 131.3K views 10:36 Fucking of a Lifetime - Variety Itsol Rodrigo Amor 3.4M views 14:42 Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins. Denise Humain 31.1K views 19:46 Trans tops submissive 1.1M views 13:17 Pathetic Maid Apology Riding Crop Self Punishment JessicaLynn15 2.3K views 02:35 Sissy cums too early and gets punished with rough fucking 2.1M views 08:55 Slapping My Tits and Ass Like a Good Pain Slut Gray Perrier 6.2K views 13:47 Teaching a Fag his place Kimberhaven 818.2K views 18:54 Sissy Denise: Tied Nipples Tortured with Rough Round Brushes Denise Humain 2.1K views 04:05 Another straight boy turned by Elizabeth Stewart Elizabeth Stewart 3M views 02:55 The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo alinanightsky 28.4K views 06:01 I'll fill your asshole with cum to overflowing MrNastyXavier 1.9M views 00:39 slave for pain 47.7K views 03:20 Sissy Cums Too Early And Gets Punished With Rough Fucking. 965K views 21:10 Crossdresser enjoys a very painful flogging session in the d eroticfemaledominati 178.5K views 01:05:06 Long Anal Session for Hurting Emma Tied to the Bench ActorFab 268K 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 41K views 01:16 Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH TV_Helena 63K views 09:37 Sissy Denise: Nipple torture with combination pliers – Live until the end Denise Humain 2.6K views 13:29 Compilation: Trannies Cum While they get Fucked 3.8M views 05:13 Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! Denise Humain 2.9K views 13:12 Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune Fiona Fortune 217.3K views 10:01 Working on Sissy Slave Denise Humain Nipples for hours Part 1 Denise Humain 70.4K views 01:16 This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face! TV_Helena 547.5K 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 13.7K views 03:01 Don't do this to me! I do not like it! 736.2K views 13:59 Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her. Denise Humain 20K views 44:10 Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w alinanightsky 233.7K views 13:35 Lisa Femelle - The Whore of Master pain- 59.5K views 09:51 Big Ass Blond TS Screams as Monster Cock BBC Daddy Destroys Candy Ass Sissy 186.3K views 08:09 Urethral sounding and vibration of a caged and bound shemale MyLolaTrav 21.2K views 00:38 cum handsfree while fucked by bbc 3.1M views 18:35 Kisses and pain in intimity 25.4K views 16:52 3 anal orgasm and hot creampie for skinny trans whore ActorFab 1.9M views 28:23 A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain. Denise Humain 11.9K views 35:07 Melody Tied up, Teased and Analised Melodyfluffington 464.7K views 04:46 Transgender culoness needles in nipples Culoness 891 views 09:21 Latin Mature Tranny Predator with Monster Cock Fuck a Slave 8M views 05:35 Rebeccas Perversions 10 Rebeccafuxx 965 views 11:20 Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session alinanightsky 307.2K views 10:27 E Stim games in different outfits until orgasm Loreleyadd 4.4K views 30:08 Shemale Dom Tops Compilations (Pt.1) 1.7M views Back 1 2 3 4 5 6 ... 80 Next Straight search results Gay search results