https://xxxshemaleporn.com/tags/pain/ Mon 28 Sep 2026 15:26:40 +0200 https://xxxshemaleporn.com/videos/3215880/mistress-teases-and-whips-sissy-maid/
A powerful and cruel Mistress teases and whips her submissive sissy maid, pushing them to their limits of pleasure and pain. ]]> Sat 20 Apr 2024 22:10:38 +0200 https://xxxshemaleporn.com/videos/3215880/mistress-teases-and-whips-sissy-maid/ https://xxxshemaleporn.com/videos/3214752/kylies-dilemma/
Kylie is a young sissy who is dominated, bound, and put through intense BDSM and CBT as she is humiliated and subjected to pain by her powerful mistress. ]]> Sun 16 Jul 2023 10:03:03 +0200 https://xxxshemaleporn.com/videos/3214752/kylies-dilemma/ https://xxxshemaleporn.com/videos/3214204/rebeccas-masochistic-tendencies/
Mature and perverse Rebecca takes BDSM to the extreme, indulging in deepthroat, nipple play and orgasmic pain. ]]> Tue 20 Jun 2023 03:36:12 +0200 https://xxxshemaleporn.com/videos/3214204/rebeccas-masochistic-tendencies/ https://xxxshemaleporn.com/videos/3201224/tgirl-painful-anal-rough-fingering/
This homemade BDSM video features a crossdressing slave being whipped and subjected to intense anal pain and humiliation by a cruel mistress. The Homemade BDSM video features a Crossdresser Slave being whipped and subjected to intense Anal Pain and Humiliation by a cruel Mistress. ]]> Wed 23 Feb 2022 06:19:12 +0200 https://xxxshemaleporn.com/videos/3201224/tgirl-painful-anal-rough-fingering/ https://xxxshemaleporn.com/videos/3188365/master-said-to-bind-my-own-breast-i-obeyed/
This mature British MILF is taken through a BDSM journey of rope and shibari, with anguissette instructions and painful pleasure. The Mature British MILF was guided through a BDSM journey of rope and shibari, with anguissette instructions and painful pleasure. ]]> Fri 05 Feb 2021 14:17:29 +0200 https://xxxshemaleporn.com/videos/3188365/master-said-to-bind-my-own-breast-i-obeyed/ https://xxxshemaleporn.com/videos/3187567/amateurish-transsexuals-fucking-guys-collection-5/
This amateur ebony teen mistress puts her young slave through a hard and painful topping session with her big ass and big cock, leaving him completely satisfied with her hardcore fucking. ]]> Wed 16 Dec 2020 02:25:49 +0200 https://xxxshemaleporn.com/videos/3187567/amateurish-transsexuals-fucking-guys-collection-5/ https://xxxshemaleporn.com/videos/1635757/shemale-ass-spanked-outdoors/
Bent over the hood of the car the cute blonde shemale is spanked on the ass with both a hand and a flogger. Those screams of pain are genuine. ]]> Wed 31 Oct 2018 21:00:11 +0200 https://xxxshemaleporn.com/videos/1635757/shemale-ass-spanked-outdoors/ https://xxxshemaleporn.com/videos/3161349/ts-girlfriend-nikki-vicious/
D. Arclyte is a well built stud and a pain junkie, which pisses off his sexy TS girlfriend Nikki Vicious. Despite being a pain junkie, Arclyte still manages to keep his relationship with his girlfriend Nikki Vicious strong. ]]> Wed 14 Mar 2018 00:11:58 +0200 https://xxxshemaleporn.com/videos/3161349/ts-girlfriend-nikki-vicious/ https://xxxshemaleporn.com/videos/3158937/home-nurse-isabella-sorrenti/
Chad Diamond is recovering at home after appendix surgery, and proves to be a pain in the ass for home nurse Isabella Sorrenti. ]]> Wed 29 Nov 2017 08:38:00 +0200 https://xxxshemaleporn.com/videos/3158937/home-nurse-isabella-sorrenti/ https://xxxshemaleporn.com/videos/3158692/hot-chad-and-isabella-sorrenti-sex-time/
Chad Diamond is recovering at home after appendix surgery, and proves to be a pain in the ass for home nurse Isabella Sorrenti. ]]> Fri 24 Nov 2017 12:09:00 +0200 https://xxxshemaleporn.com/videos/3158692/hot-chad-and-isabella-sorrenti-sex-time/ https://xxxshemaleporn.com/videos/3157952/choke-on-her-spem/
Joi and pain are like sunshine and rain. Love can be bitter, love can be sweet. Sometimes devotion and sometimes deceit. The ones that you care for give you so much pain. ]]> Sun 12 Nov 2017 12:16:22 +0200 https://xxxshemaleporn.com/videos/3157952/choke-on-her-spem/ https://xxxshemaleporn.com/videos/3148727/pain-is-her-pleasure/
These girls suck each others junk with fury and then fuck each other Raw [Chanel Santini, Leigh Raven] Chanel Santini and Leigh Raven share an intense and passionate connection as they suck each other`s junk with fury, then proceed to fuck each other raw with a mix of pleasure and pain. ]]> Mon 08 May 2017 16:00:01 +0200 https://xxxshemaleporn.com/videos/3148727/pain-is-her-pleasure/