Painful First Porn Videos Free Videos Short videos Premium Videos Photos Did you mean painfull first? First Ladyboy Painful BBC First Experience Crossdresser First First Night First Ejaculation First Meeting Most Painful First Dildo First BJ First Fuck Amateur First First TS First Sex His First Shemale First First Fisting Painful Creampie First Reaction First Gangbang Best Videos 01:51 Bitch boy can't take her monster cock but she doesn't stop 954.9K views 02:37 DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM 233.4K views 01:57 He Couldn't Handle Her 394.2K views 01:33 fucking my femboy slave sissy slut painful anal 131.3K views 04:25 travesti amateur 1.7M views 14:42 Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins. Denise Humain 32K views 11:01 Totally destroyed ass 759.5K views 04:56 Caning and choking Kitsy Kitsy Meow 75.7K views 15:53 He Screams For Shemeat Compilation 2020 (TS TOPS) 2.9M views 13:17 Pathetic Maid Apology Riding Crop Self Punishment JessicaLynn15 2.8K views 09:51 Big Ass Blond TS Screams as Monster Cock BBC Daddy Destroys Candy Ass Sissy 188.5K views 03:14 Pleasure Pain Sissy 48.4K views 01:22 Guy struggles to take her big cock 365.4K views 02:20 116 min degrading of bdsm sissy pain whore Alina alinanightsky 80.1K views 01:56 curious guy gives it a try, gets roughly fucked by a shemale 414.4K views 18:39 Spiked Chastity Cage Torment - Sissy Maids Self Bondage Derek6699 101.1K views 00:56 no chance 248.7K views 17:38 Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots Derek6699 74.9K views 02:20 your first time: she will slowly stretch you and then fuck u 722.7K views 11:41 How to Give Pain and Pleasure to a Big Sissy Cock MyLolaTrav 58.3K views 10:46 You Are Just a Hole - Variety Itsol Rodrigo Amor 1.9M views 07:10 Redhead Asian shemale all covered in pain gets fucked Extreme Ladyboys 74.2K views 10:18 boy first time with trans 433.5K views 06:53 More maintenance spanking for Kitsy. OTK punishment. Kitsy Meow 23.7K views 07:11 Blond angel tranny can't take this painal anymore 93K views 18:54 Sissy Denise: Tied Nipples Tortured with Rough Round Brushes Denise Humain 2.8K views 11:38 Black tgirl with giant tool fucking a white ass fat faggot Latina Tranny 1.6M views 08:55 Slapping My Tits and Ass Like a Good Pain Slut FapHouse 6.6K views 03:39 Her friends first time taking dick 498.2K views 03:04 25 min of abuse and hard use for the pain whore Alina alinanightsky 53.9K views 00:28 intense prison style 1M views 02:55 The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo alinanightsky 28.4K views 00:44 straight man deflowered 98.6K views 18:18 Anal fist fuck faggot love to feel the pain in the ass Nicole Montero 144.3K views 13:58 I Sodomize Morgane Marks Intensely and Deeply Part 2 Mamou5891 92.2K views 16:17 some fun kitty playtime Kittykisses96 20.9K views 00:30 guy tries to run away from gigi lebond's penis 600.1K views 23:29 Sissy Maid Icy Hot Wooden Pony Punishment 2 Derek6699 39.8K views 00:14 she goes deep he screams 702.8K views 00:39 slave for pain 48.1K views 08:12 I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick barbanegrazponto1onepov 2.1M views 10:29 How a Tgirl severely punishs her big cock. MyLolaTrav 43.6K views 01:19 First timer can only take the tip of her monster cock 90.4K views 21:10 Crossdresser enjoys a very painful flogging session in the d eroticfemaledominati 178.7K views 30:28 I need the pain in my ass 263.3K views 09:59 How to torture a beautiful sissy cock MyLolaTrav 27.4K views 02:55 transvestite deflowering heterosexual. 1.1M views Back 1 2 3 4 5 6 ... 80 Next Straight search results Gay search results