Most Popular sissy punish Videos

  • Sissy gets anal punishment by domina

    Sissy gets anal punishment by domina
    Views: 1611 Added: 21 Mar 13
    Time: 05:43 Tube: PornHub
    Tags: Anal, Bdsm, Bondage

  • Blonde mistress wants to punish this sissy babe

    Blonde mistress wants to punish this sissy babe
    Views: 201 Added: 18 Apr 13
    Time: 01:43 Tube: PornerBros
    Tags: Babes, Bdsm, Blondes

  • Sissy Pussyboy CBT Punishment Ordered by Mistress Donna

    Sissy Pussyboy CBT Punishment Ordered by Mistress Donna
    Views: 476 Added: 20 Oct 13
    Time: 03:45 Tube: XHamster
    Tags: Amateur, Cbt, Crossdressing

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    Me punishing my little sissy cock
    Views: 0 Added: 14 Jan 13
    Time: 00:37 Tube: XHamster
    Tags: Dick, Punish, Sissy

  • Mistress punishes sissy with dildo

    Mistress punishes sissy with dildo
    Views: 0 Added: 4 Feb 13
    Time: 05:43 Tube: PornHub
    Tags: Bdsm, Bondage, British

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    Views: 0 Added: 4 Feb 13
    Time: 05:43 Tube: PornHub
    Tags: Bdsm, Bondage, British

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    Sissy slave hanged punished and pegged
    Views: 0 Added: 4 Feb 13
    Time: 06:00 Tube: DrTuber
    Tags: Amateur, Bdsm, Blondes

  • SISSY SLUT PUNISHED

    SISSY SLUT PUNISHED
    Views: 0 Added: 22 Feb 13
    Time: 08:05 Tube: XHamster
    Tags: Bdsm, Femdom, Punish

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    Mistress punishing and whipping her sissy
    Views: 0 Added: 22 Feb 13
    Time: 14:59 Tube: XHamster
    Tags: Bdsm, Femdom, Mistress

  • Amateur girls punished by doing household chores and lesbo sex

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    Views: 95950 Added: 15 Feb 13
    Time: 05:08 Tube: H2Porn
    Tags: Amateur, American, Blondes

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    Views: 97459 Added: 20 Feb 13
    Time: 31:13 Tube: XHamster
    Tags: Anal, Bathing, Lesbian

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    Super cute and enthusiastic girl fucked and punished
    Views: 100177 Added: 18 Jan 13
    Time: 05:16 Tube: PornHub
    Tags: Bdsm, Blowjob, Bondage

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    Eric Michaels balls squeezed by clamps.
    Views: 15037 Added: 7 Jan 13
    Time: 02:15 Tube: PornHub
    Tags: Bdsm, Bondage, Cbt

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    I Want To Be a Sissy Subliminal Programing
    Views: 44854 Added: 28 Mar 13
    Time: 03:41 Tube: XHamster
    Tags: Shemales, Sissy

  • German teen maid punished with a stick

    German teen maid punished with a stick
    Views: 81969 Added: 22 Feb 13
    Time: 11:49 Tube: XHamster
    Tags: German, Maid, Punish

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    Lezdom bitch nun punishes schoolgirls
    Views: 6530 Added: 6 Jan 13
    Time: 05:30 Tube: PornHub
    Tags: Bdsm, Bizarre, Bondage

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    Sissy Slut in Motel
    Views: 45155 Added: 28 Mar 13
    Time: 58:39 Tube: XHamster
    Tags: Hotel, Shemales, Sissy

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    Hot pretty babe punished and fucked
    Views: 99270 Added: 8 Mar 13
    Time: 05:31 Tube: H2Porn
    Tags: Babes, Bdsm, Bondage

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    Watch femdom hotties punish
    Views: 86545 Added: 3 Feb 13
    Time: 05:20 Tube: PornHub
    Tags: Bdsm, Bondage, Domination

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    Incompetent sissy learning how to suck
    Views: 6791 Added: 6 Jan 13
    Time: 06:00 Tube: PornHub
    Tags: Blowjob, Crossdressing, Dominatrix

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    Sexy japanese bitch punished hard
    Views: 26106 Added: 17 Apr 13
    Time: 05:00 Tube: PornerBros
    Tags: Asian, Bdsm, Bitch

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    Sissy sexy leather outfit 1
    Views: 16584 Added: 14 Jan 13
    Time: 01:04 Tube: XHamster
    Tags: Leather, Sexy, Sissy

  • Sex with boyfriends turns into bdsm orgy

    Sex with boyfriends turns into bdsm orgy
    Views: 98671 Added: 10 Mar 13
    Time: 05:07 Tube: H2Porn
    Tags: Bdsm, Blowjob, Bondage

  • Annamalice Sissy Self Hypnosis #813 - Lingerie Suck

    Annamalice Sissy Self Hypnosis #813 - Lingerie Suck
    Views: 40307 Added: 12 Jul 13
    Time: 03:11 Tube: XVideos
    Tags: Amateur, General, Lingerie

  • Asian schoolgirl anally punished by teacher

    Asian schoolgirl anally punished by teacher
    Views: 69753 Added: 5 Mar 13
    Time: 05:00 Tube: H2Porn
    Tags: Anal, Asian, Big cock

  • Punished In The Living Room #2

    Punished In The Living Room #2
    Views: 2692 Added: 15 Feb 13
    Time: 05:03 Tube: H2Porn
    Tags: Blondes, Punish, Spanking

  • Properly trained white sissy

    Properly trained white sissy
    Views: 45757 Added: 22 Feb 13
    Time: 00:15 Tube: XHamster
    Tags: Ladyboy, Shemales, Sissy

  • Japanese bondage and extreme bdsm punishment

    Japanese bondage and extreme bdsm punishment
    Views: 76174 Added: 16 Jan 13
    Time: 07:23 Tube: PornerBros
    Tags: Asian, Bdsm, Bondage

  • Punished Student

    Punished Student
    Views: 100177 Added: 24 Feb 13
    Time: 12:41 Tube: XHamster
    Tags: Punish, Spanking, Student

  • pegging a sissy

    pegging a sissy
    Views: 2137 Added: 20 Oct 13
    Time: 02:43 Tube: XHamster
    Tags: Amateur, Bisexual, Femdom

  • Tight piece of ass Jaime Elle gets her delectable asshole punished

    Tight piece of ass Jaime Elle gets her delectable asshole punished
    Views: 99572 Added: 4 Mar 13
    Time: 23:00 Tube: PornTube
    Tags: Anal, Ass, Ass fucking

  • Extreme CP

    Extreme CP
    Views: 4824 Added: 15 Feb 13
    Time: 02:10 Tube: H2Porn
    Tags: Extreme, Femdom, Fetish

  • Pornstar punished with dirty rimjob and fucking

    Pornstar punished with dirty rimjob and fucking
    Views: 288 Added: 4 Mar 13
    Time: 05:11 Tube: H2Porn
    Tags: Dirty, Fucking, Hardcore

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    tranny slut cyndee sucks off sissy faggot whore
    Views: 27447 Added: 22 Feb 13
    Time: 08:32 Tube: XHamster
    Tags: Ladyboy, Shemales, Sissy

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    Mature cock plugging for this big dick daddies
    Views: 22622 Added: 18 Apr 13
    Time: 01:45 Tube: PornerBros
    Tags: Barebacking, Dick, Gay

  • grand dad and father punish their bad schoolgirl

    grand dad and father punish their bad schoolgirl
    Views: 30898 Added: 16 Apr 13
    Time: 02:05 Tube: XHamster
    Tags: Dad girl

  • A Sissy Made

    A Sissy Made
    Views: 35891 Added: 20 Oct 13
    Time: 02:04 Tube: XHamster
    Tags: Cuckold, Femdom, Sissy

  • Extreme bdsm, sexy asian girl punished.

    Extreme bdsm, sexy asian girl punished.
    Views: 13661 Added: 16 Jan 13
    Time: 07:56 Tube: PornerBros
    Tags: Asian, Babes, Bdsm

  • Sissy Sex Slave

    Sissy Sex Slave
    Views: 44854 Added: 28 Mar 13
    Time: 22:02 Tube: XHamster
    Tags: Shemales, Sissy, Slave

  • sissy bitch wendy jane fucks cyndee in the ass

    sissy bitch wendy jane fucks cyndee in the ass
    Views: 7548 Added: 20 Feb 13
    Time: 12:17 Tube: XHamster
    Tags: Ass, Bitch, Fucking

  • sissy bitch wendy jane gets her little limp dicky sucked oe

    sissy bitch wendy jane gets her little limp dicky sucked oe
    Views: 14578 Added: 22 Feb 13
    Time: 03:31 Tube: XHamster
    Tags: Bitch, Ladyboy, Shemales

  • Male subject punished with smoke

    Male subject punished with smoke
    Views: 53059 Added: 5 Mar 13
    Time: 05:09 Tube: H2Porn
    Tags: Bbw, Bdsm, Bondage

  • A Sissy Made Foot Milking

    A Sissy Made Foot Milking
    Views: 72818 Added: 20 Oct 13
    Time: 02:25 Tube: XHamster
    Tags: Cuckold, Femdom, Foot fetish

  • Slave caught after runaway and punished with double penetration v

    Slave caught after runaway and punished with double penetration v
    Views: 334 Added: 7 Jan 13
    Time: 03:52 Tube: PornHub
    Tags: Anal, Ass, Bondage

  • British bums get spanked

    British bums get spanked
    Views: 81852 Added: 4 Feb 13
    Time: 05:58 Tube: DrTuber
    Tags: Bdsm, Bondage, British

  • Sexy slave takes bigcock in

    Sexy slave takes bigcock in
    Views: 7575 Added: 12 Mar 13
    Time: 05:05 Tube: H2Porn
    Tags: Bdsm, Blowjob, Bondage

  • Lexi and jade in hot sissy discipline as tranny slut bound for fun

    Lexi and jade in hot sissy discipline as tranny slut bound for fun
    Views: 2618 Added: 17 Apr 13
    Time: 01:58 Tube: PornerBros
    Tags: Bound, Funny, Ladyboy

  • Hard-core bdsm and brutal punishement

    Hard-core bdsm and brutal punishement
    Views: 6061 Added: 4 Mar 13
    Time: 04:59 Tube: NuVid
    Tags: Amateur, Bdsm, Bondage

  • Japanese bondage sex with extreme bdsm punishment

    Japanese bondage sex with extreme bdsm punishment
    Views: 11096 Added: 16 Jan 13
    Time: 05:05 Tube: PornerBros
    Tags: Asian, Bdsm, Bondage

  • Girl punished by husband and hooker

    Girl punished by husband and hooker
    Views: 95950 Added: 15 Feb 13
    Time: 05:22 Tube: H2Porn
    Tags: Bdsm, Bondage, Fetish

  • My slave punished with safety pins in tits

    My slave punished with safety pins in tits
    Views: 77829 Added: 23 Jan 13
    Time: 06:02 Tube: HardSexTube
    Tags: Punish, Slave, Tits

  • Misbehaving military men get punished in a good way

    Misbehaving military men get punished in a good way
    Views: 1428 Added: 17 Apr 13
    Time: 02:08 Tube: PornerBros
    Tags: Bdsm, Gay, Group sex

  • BDSM Slave Poppy James - Gag Whip Cane and Chains

    BDSM Slave Poppy James - Gag Whip Cane and Chains
    Views: 6663 Added: 6 Jan 13
    Time: 05:15 Tube: PornHub
    Tags: Bdsm, Bondage, Caning

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    sissy big butt plug insertion
    Views: 4758 Added: 22 Dec 12
    Time: 00:19 Tube: XHamster
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  • Cruel domina punishing her slave

    Cruel domina punishing her slave
    Views: 5707 Added: 20 Feb 13
    Time: 06:57 Tube: XHamster
    Tags: Bdsm, Dominatrix, Femdom

  • White Chiffon Sissy Blouse

    White Chiffon Sissy Blouse
    Views: 18099 Added: 8 Mar 13
    Time: 15:32 Tube: XHamster
    Tags: Shemales, Sissy, White

  • Nice girl gets some kinky punishment

    Nice girl gets some kinky punishment
    Views: 285860 Added: 4 Feb 13
    Time: 04:39 Tube: PornHub
    Tags: Erotic, Fetish, Hardcore

  • Dominatrixes subduing crossdresser sissy

    Dominatrixes subduing crossdresser sissy
    Views: 6297 Added: 17 Jan 13
    Time: 06:00 Tube: PornHub
    Tags: Crossdressing, Dominatrix, Femdom

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    Views: 98370 Added: 10 Mar 13
    Time: 05:06 Tube: H2Porn
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    Sexy babe tits punished
    Views: 201 Added: 21 Mar 13
    Time: 05:21 Tube: PornHub
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  • Take That Strap-on Sissy

    Take That Strap-on Sissy
    Views: 201 Added: 10 Apr 13
    Time: 01:59 Tube: RedTube
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    Sissy loser femdom handjob
    Views: 201 Added: 4 Mar 13
    Time: 05:25 Tube: H2Porn
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    Smoking domina fucks slaves mouth
    Views: 201 Added: 3 Feb 13
    Time: 05:43 Tube: PornHub
    Tags: Bdsm, Bondage, British

  • Three gay guys love cock plugging for some bareback pumping

    Three gay guys love cock plugging for some bareback pumping
    Views: 201 Added: 17 Apr 13
    Time: 03:39 Tube: PornerBros
    Tags: Barebacking, Bear, Dick

  • Masked Sissy Sucker

    Masked Sissy Sucker
    Views: 201 Added: 22 Feb 13
    Time: 09:39 Tube: XHamster
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  • Pornstar punished with pussy full of cock

    Pornstar punished with pussy full of cock
    Views: 73131 Added: 21 Mar 13
    Time: 05:11 Tube: PornHub
    Tags: Dick, Fingering, Fucking

  • Teen slut punished by tutor

    Teen slut punished by tutor
    Views: 99575 Added: 5 Mar 13
    Time: 05:25 Tube: H2Porn
    Tags: Blowjob, Hardcore, Punish

  • Humiliated Milf's Medical Punishment

    Humiliated Milf's Medical Punishment
    Views: 5365 Added: 31 Jan 13
    Time: 17:24 Tube: PornTube
    Tags: Anal, Bondage, Hardcore

  • Sexy ladies administer anal punishment

    Sexy ladies administer anal punishment
    Views: 3551 Added: 4 Feb 13
    Time: 05:08 Tube: PornHub
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  • Sissy Slut

    Sissy Slut
    Views: 14132 Added: 20 Feb 13
    Time: 15:52 Tube: XHamster
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  • The school Director punish bad Notes

    The school Director punish bad Notes
    Views: 2429 Added: 22 Dec 12
    Time: 04:35 Tube: XHamster
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  • Teen Enema Punishment

    Teen Enema Punishment
    Views: 7049 Added: 15 Feb 13
    Time: 14:59 Tube: H2Porn
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    CBT punishment w leather knee high boots
    Views: 32714 Added: 4 Mar 13
    Time: 05:09 Tube: H2Porn
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  • Sissy gets to fuck mistress

    Sissy gets to fuck mistress
    Views: 43189 Added: 8 Mar 13
    Time: 31:10 Tube: XHamster
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  • Sissy Boy Spanked And Machined In The Ass

    Sissy Boy Spanked And Machined In The Ass
    Views: 8561 Added: 22 Feb 13
    Time: 13:45 Tube: XHamster
    Tags: Anal, Ass, Femdom

  • Punishing my slave Peggy with a whip

    Punishing my slave Peggy with a whip
    Views: 6626 Added: 15 Feb 13
    Time: 05:57 Tube: H2Porn
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    Time: 05:30 Tube: PornHub
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    Time: 06:59 Tube: NuVid
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    sissy captions
    Views: 44854 Added: 22 Feb 13
    Time: 03:47 Tube: XHamster
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    Cruel Sissy Humiliation From Red Haired Princess
    Views: 45757 Added: 8 Mar 13
    Time: 04:41 Tube: XHamster
    Tags: British, Femdom, Humiliation

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    Naughty adolescent getting part1
    Views: 261 Added: 13 Jan 13
    Time: 04:59 Tube: DrTuber
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  • Weak man suffering feminization

    Weak man suffering feminization
    Views: 6791 Added: 6 Jan 13
    Time: 06:00 Tube: PornHub
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    Mistress suspends her sissy from chains
    Views: 6791 Added: 6 Jan 13
    Time: 05:12 Tube: PornHub
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    Views: 1847 Added: 6 Jan 13
    Time: 01:46 Tube: PornHub
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    Russian guy with sissy crossdresser
    Views: 1188 Added: 14 Jan 13
    Time: 13:38 Tube: XHamster
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    Tv maid excited to get anal punish
    Views: 266 Added: 21 Mar 13
    Time: 05:43 Tube: PornHub
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    Doing Something Naughty For Sissy Hubby
    Views: 271 Added: 12 Jul 13
    Time: 05:00 Tube: XVideos
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    Time: 01:10 Tube: PornHub
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  • Nympho tied and punished severely

    Nympho tied and punished severely
    Views: 841 Added: 20 Oct 13
    Time: 01:05 Tube: XHamster
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  • Red-haired 3D-animated hentai chick gets punished in the dungeon

    Red-haired 3D-animated hentai chick gets punished in the dungeon
    Views: 2299 Added: 4 Feb 13
    Time: 04:04 Tube: DrTuber
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    Slave fucks dominas boots
    Views: 1163 Added: 21 Mar 13
    Time: 05:43 Tube: PornHub
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    Mental Poison - Sissy Compilation
    Views: 26062 Added: 20 Oct 13
    Time: 32:50 Tube: XHamster
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  • Asian female students getting punished part4

    Asian female students getting punished part4
    Views: 85954 Added: 21 Jan 13
    Time: 06:07 Tube: DrTuber
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  • Slut punished for insolence in dp sex

    Slut punished for insolence in dp sex
    Views: 3875 Added: 10 Apr 13
    Time: 04:00 Tube: RedTube
    Tags: Domination, Double penetration, Fetish

  • Schoolgirl gets fuckes as punishment (anal)

    Schoolgirl gets fuckes as punishment (anal)
    Views: 3589 Added: 10 Apr 13
    Time: 11:37 Tube: RedTube
    Tags: Anal, Blowjob, Brunettes

  • Naughty adolescent getting her good part5

    Naughty adolescent getting her good part5
    Views: 301 Added: 13 Jan 13
    Time: 04:59 Tube: DrTuber
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    Super naughty blonde fucked and spanked
    Views: 301 Added: 4 Feb 13
    Time: 05:20 Tube: DrTuber
    Tags: Blondes, Caning, Fetish

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    Views: 1812 Added: 22 Feb 13
    Time: 01:45 Tube: XHamster
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    Domina instructing her sissy servant
    Views: 6530 Added: 6 Jan 13
    Time: 05:05 Tube: PornHub
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  • Chained and brutal punished Amy is a natural submissive mind.

    Chained and brutal punished Amy is a natural submissive mind.
    Views: 3514 Added: 8 Mar 13
    Time: 00:43 Tube: XHamster
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  • Sissy Gives Head

    Sissy Gives Head
    Views: 13902 Added: 22 Feb 13
    Time: 01:32 Tube: XHamster
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  • sissy slave

    sissy slave
    Views: 6223 Added: 22 Feb 13
    Time: 05:08 Tube: XHamster
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    Cops humiliating and punishing prisoners
    Views: 4059 Added: 4 Mar 13
    Time: 05:02 Tube: H2Porn
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  • Domina pegging worthless sissy

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    Views: 3020 Added: 4 Feb 13
    Time: 05:05 Tube: DrTuber
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    Time: 00:51 Tube: XHamster
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    Views: 4152 Added: 21 Mar 13
    Time: 06:00 Tube: PornHub
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  • Ulf Larsen caught wanking & punished!

    Ulf Larsen caught wanking & punished!
    Views: 1280 Added: 10 Dec 18
    Time: 09:20 Tube: XHamster
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  • Two russian girls punished

    Two russian girls punished
    Views: 480 Added: 20 Feb 13
    Time: 27:40 Tube: XHamster
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  • Sissy maid gets rammed

    Sissy maid gets rammed
    Views: 804 Added: 28 Mar 13
    Time: 02:10 Tube: XHamster
    Tags: Maid, Shemales, Sissy

  • Dominatrix using servant to dominate

    Dominatrix using servant to dominate
    Views: 6496 Added: 6 Jan 13
    Time: 05:05 Tube: PornHub
    Tags: Bdsm, Bondage, Crossdressing

  • BDSM babe tied up and punished

    BDSM babe tied up and punished
    Views: 1964 Added: 10 Apr 13
    Time: 25:56 Tube: RedTube
    Tags: Babes, Bdsm, Bondage

  • Domina wants sissy suffer through CBT

    Domina wants sissy suffer through CBT
    Views: 6434 Added: 17 Jan 13
    Time: 05:12 Tube: PornHub
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  • Sissy Daddys stable

    Sissy Daddys stable
    Views: 13182 Added: 8 Mar 13
    Time: 00:50 Tube: XHamster
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  • Hot emo slut gets punished and pees in a cup

    Hot emo slut gets punished and pees in a cup
    Views: 1837 Added: 16 Jan 13
    Time: 05:25 Tube: PornerBros
    Tags: Brunettes, Emo, Fetish

  • German teen maid punished with a stick

    German teen maid punished with a stick
    Views: 2574 Added: 17 Apr 13
    Time: 11:49 Tube: PornerBros
    Tags: Amateur, German, Maid

  • Wasteland Bondage Sex Movie - Tormented Pussy (Pt. 1)

    Wasteland Bondage Sex Movie - Tormented Pussy (Pt. 1)
    Views: 346 Added: 12 Jul 13
    Time: 05:26 Tube: XVideos
    Tags: Bdsm, Bondage, Brutal

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    Sexy babe tits punished
    Views: 6404 Added: 12 Jul 13
    Time: 05:14 Tube: XVideos
    Tags: Babes, Bdsm, Bizarre

  • Bad kids get the ultimate punishment

    Bad kids get the ultimate punishment
    Views: 6979 Added: 10 Apr 13
    Time: 05:01 Tube: RedTube
    Tags: Anal, Blowjob, Brunettes

  • The Sissy and Her Dominatrix

    The Sissy and Her Dominatrix
    Views: 5587 Added: 28 Mar 13
    Time: 16:21 Tube: XHamster
    Tags: Dominatrix, Ladyboy, Shemales
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