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    • I watch porn and I punish myself
      07:34
      I watch porn and I punish myself
      Milah CrossxxX
      710 views
    • The fat sissy pig has fun with the dildo
      02:09
      The fat sissy pig has fun with the dildo
      Sissy_Nadiene
      732 views
    • Hung guy punishes trans slut HARD
      05:54
      Hung guy punishes trans slut HARD
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    • Vikki gets punishment
      15:52
      Vikki gets punishment
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    • Sissy Michelle is punishing herself
      06:44
      Sissy Michelle is punishing herself
      Michelle Nylon 81
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    • Mandy's smoking torment 2
      02:19
      Mandy's smoking torment 2
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    • Hot wax torture for sissy maid
      08:29
      Hot wax torture for sissy maid
      AVGsissy
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    • Sissy Maids Self Bondage Spiked Chastity Cage Torment for the Holidays
      10:07
      Sissy Maids Self Bondage Spiked Chastity Cage Torment for the Holidays
      Derek6699
      3.9K views
    • Tranny punisher Foxi strips her leather pants and plays with
      07:44
      Tranny punisher Foxi strips her leather pants and plays with
      Shemale Punishers
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    • Tranny Mistress Vivian Bravo Feeds Mean Meat To Her Male Sub - Trans n Shemale
      08:12
      Tranny Mistress Vivian Bravo Feeds Mean Meat To Her Male Sub - Trans n Shemale
      Trans n Shemale
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    • This Dolly Just Can't Get Enough Punishment on Her Fuckmachnine 2
      01:21
      This Dolly Just Can't Get Enough Punishment on Her Fuckmachnine 2
      JessicaXD
      525 views
    • Master Trainer's Command No. 23: Single-leg Suspension Bucket Punishment
      04:20
      Master Trainer's Command No. 23: Single-leg Suspension Bucket Punishment
      megu2002
      883 views
    • Gemma Israel is back and wants to punish her slave with her
      10:43
      Gemma Israel is back and wants to punish her slave with her
      Pinko TGirls
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    • River Enza punishes big tranny asshole with dildo
      09:36
      River Enza punishes big tranny asshole with dildo
      River Enza
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    • That needs some punishment
      55:33
      That needs some punishment
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    • Marion BDSM - Sister's Punishment Spanking
      02:34
      Marion BDSM - Sister's Punishment Spanking
      TvMarion
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    • Lesbian ts duo wanking in the bedroom
      06:02
      Lesbian ts duo wanking in the bedroom
      Punish Shemale
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    • Sissy pees in the shower with heavy iron nipple torture.
      00:39
      Sissy pees in the shower with heavy iron nipple torture.
      Laserhands
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    • Dirty toilet slut VictoriaThe slut was out of sorts and decided to punish herself. She put her foot in the toilet, and w
      01:09
      Dirty toilet slut VictoriaThe slut was out of sorts and decided to punish herself. She put her foot in the toilet, and w
      Viktoria_MLove
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    • Fat Sissy light ball torture and wax play in chastity
      03:02
      Fat Sissy light ball torture and wax play in chastity
      Chubby Sissy Dani
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    • BBW TV tortures her small cock and balls through pantyhose
      07:37
      BBW TV tortures her small cock and balls through pantyhose
      Stephanie-Nicole-TV
      2K views
    • Busty shemale punisher in black leather boots fucks a tied
      05:32
      Busty shemale punisher in black leather boots fucks a tied
      Shemale Punishers
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    • Small sissy cock tormented with wax
      03:59
      Small sissy cock tormented with wax
      Sissy_Nadiene
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    • Sissy cock torment
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      Sissy cock torment
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    • Michelle - Punishment & Pleasure 2
      06:59
      Michelle - Punishment & Pleasure 2
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    • Lingerie ts beauty filmed behind the scenes
      06:02
      Lingerie ts beauty filmed behind the scenes
      Punish Shemale
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    • CD Dominatrix Empress Louann-  Corporal Punishment on a CD
      02:21
      CD Dominatrix Empress Louann- Corporal Punishment on a CD
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    • Crossdresser Punishment Milking
      09:02
      Crossdresser Punishment Milking
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    • can't remove my hand from the table
      05:22
      can't remove my hand from the table
      Jrexno
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    • Femdom shemale punish cuckold
      12:25
      Femdom shemale punish cuckold
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    • I am a naughty bitch that needs to be punished severely
      06:39
      I am a naughty bitch that needs to be punished severely
      Victoria Lecherri
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    • Toothpaste torture on cock
      08:11
      Toothpaste torture on cock
      AVGsissy
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    • Sissy Punished for Being a Bad Roommate
      02:40
      Sissy Punished for Being a Bad Roommate
      Bailey Wilde
      4.2K views
    • I was punished...my penis was being ripped off
      05:08
      I was punished...my penis was being ripped off
      cd_aysemmm
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    • Punishment of a sissy
      08:57
      Punishment of a sissy
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    • Independent Training No72 Punishment Training Chair Part 2
      07:20
      Independent Training No72 Punishment Training Chair Part 2
      megu2002
      423 views
    • Slim tranny punished hard on webcam
      09:13
      Slim tranny punished hard on webcam
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    • She Will Punish Them (tranny) 02
      48:32
      She Will Punish Them (tranny) 02
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    • TS torment
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      TS torment
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    • Shemale takes 5 cocks in wild gangbang
      08:03
      Shemale takes 5 cocks in wild gangbang
      Punish Shemale
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    • Fit brunette ts anally punished by bf
      06:13
      Fit brunette ts anally punished by bf
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    • Tranny babe gets filmed behind the scenes
      05:28
      Tranny babe gets filmed behind the scenes
      Punish Shemale
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    • Sissy Punishes Herself With Shock Wand For Her Master
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      Sissy Punishes Herself With Shock Wand For Her Master
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    • Solo tranny tugging cock in lingerie
      06:02
      Solo tranny tugging cock in lingerie
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    • Sissy Maid Self Bondage Torment
      18:40
      Sissy Maid Self Bondage Torment
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    • Auto Punition I Punish My Balls with 21 Clothespins BDSM
      04:20
      Auto Punition I Punish My Balls with 21 Clothespins BDSM
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      Curvy tranny punishing a dude's anus
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