Painful Milf Porn Videos Free Porn Videos Paid Videos Photos Best Videos Relevant Painful Milf Porn Videos More Trans Chat with xHamsterLive trans now! 31:02 HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe- 66.7K views 16:47 Kitsy - Paddled & caned (a severe spanking in strappado with anal hook) Kitsy Meow 93K views 26:26 Pleasure and pain 2 263.5K views 08:09 Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying. Kitsy Meow 67.3K views 13:35 Lisa Femelle - The Whore of Master pain- 36.6K views 18:39 Spiked Chastity Cage Torment - Sissy Maids Self Bondage Derek6699 50.9K views 07:10 Redhead Asian shemale all covered in pain gets fucked Extreme Ladyboys 38.3K views 11:41 How to Give Pain and Pleasure to a Big Sissy Cock MyLolaTrav 33.6K views 06:06 My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk Nathalia Fontes 61.8K views 03:14 Pleasure Pain Sissy 36.3K views 03:23 FtM bonus Toy : 100 cunt slaps BonusholeToy 15.7K views 04:08 Balls stretched masturbation MyLolaTrav 18.4K views 09:59 How to torture a beautiful sissy cock MyLolaTrav 17.7K views 21:12 Pleasure and pain 66.2K views 01:14 pain turns me on boobyb0y 70.8K views 04:56 Caning and choking Kitsy Kitsy Meow 46.3K views 08:24 got a new toy with electro shock and vibrating function 4.1K views 19:49 Shemale with leather cloth likes cruel sex with pain in her apartment 90K views 01:29:00 Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE) Cyanide Mistress Of Darkness 16.9K views 44:19 Denise Humain works on her Asshole for 45 Minutes straight and to the limit. Denise Humain 4.9K views 25:04 Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged Derek6699 7.3K views 10:11 Extreme Anal Insertion Two Foot Long XXL Anal Slink TheToxicTwins 28.7K views 10:29 How a Tgirl severely punishs her big cock. MyLolaTrav 18.9K views 11:32 Sissy faggot bitch Sissy Cindy Slut 5.1K views 10:01 Working on Sissy Slave Denise Humain Nipples for hours Part 1 Denise Humain 41.8K views 00:43 Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!! Allmylinks 26.4K views 14:26 Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry. Denise Humain 16.6K views 07:35 third try with triple penetration toy 1.6K views 01:57 Painful nice big cock 61.7K views 23:29 Sissy Maid Icy Hot Wooden Pony Punishment 2 Derek6699 24.7K views 13:59 Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her. Denise Humain 8.6K views 00:46 booty ass fat bbw big geng cum sperm squirt piss pain spit 34.4K views 03:36 Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time xhtad1 19.9K views 29:58 Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16 LaRicura16 4.4K views 10:55 Kylie's prediciment K Kylie Lynn 9.3K views 03:20 she puts her bikini aside and fucks him in painful doggy 165.6K views 09:57 Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo 22.7K views 06:05 Dildo, Jerking, a little Pain 29.8K views 14:42 Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins. Denise Humain 10.6K views 10:12 Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose 15.1K views 04:12 Selfuking Papiricoo 28.4K views 17:40 Icy Hot Wooden Pony Self Bondage Torture Derek6699 15.9K views 02:17 Boss tranny show him his painful role XXL4XXL 25.1K views 02:13 Pain free Kitty Kaiti..mega load 84K views 10:28 Teen Gets Her 1st Painful Screaming Anal But Let Her Finish 50.5K views 06:42 Horny tranny threesome of fun and pain 47.2K views 05:55 Ass-to-Mouth Painful Sissy Bareback Fuck in Motel 29K views Back 1 2 3 4 5 6 ... 80 Next Straight search results Gay search results