Painful - Porn videos - Page 2

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  Linday Loves Pain4 years ago

  xHamster, mature anal, BBW

• thumb_up 89%11:30

  Shiri Allwood In Painfully Tgirl Disrobes And Jerks Herself In The Snow4 years ago

  HClips, outdoor, jerking

• thumb_up 80%23:53

  Latin ladyboy painfully And goo flow6 years ago

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• 10:33

  Ladyboys painfully Humping Mashup6 years ago

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• 32:55

  Delicious Ladyboy painfully butt With Massage6 years ago

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• 04:53

  Shecock in painfully fuck to guy7 years ago

  AShemaleTube, domination

• thumb_up 73%26:15

  Delicious sheboy painfully butt And Facial7 years ago

  ShemaleZ, facial

• 10:15

  Aspen Brooks makes Lilith Luxe her Personal Lawyer Slut5 years ago

  TrannyGem, feet, nipples, heels, slut

• 06:33

  Ladyboy feels pain in bootie after giving uber-cute blow-job7 months ago

  ShemaleTaxi, ass to mouth, shemale fucks guy, cute, POV, ladyboy

• 05:04

  Cute tgirl DaniTheCutie painfully fucks herself with a very weird looking dildo8 months ago

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• 06:36

  Shemale endures painful anal with huge cock10 months ago

  XXXVogue, riding

• 05:10

  Shemales donk acquires destroyed12 months ago

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• 05:59

  He Spit On My Ass Hole And Inserted A Finger.I Felt A Little Pain But I Let Him Do It1 year ago

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• 13:59

  Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her. 2 years ago

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• 05:45

  The Pain In Male Ass Because Of Hard Shemale Dick2 years ago

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• 17:15

  Butt Fucking Pain Compilation - Sodomy Video2 years ago

  TrannyOne, compilation

• 09:45

  I plumbed him painfully3 years ago

  TrannyGem, public, old and young (18+), cartoon, celebrity

• thumb_up 73%10:07

  Domination and pain with this 2 shemales hardcore punishment4 years ago

  xHamster, mature, femdom, latex, mature anal, couple

• 28:23

  Insane Woman-youngster Badly asshole And bone Mayo Blast At ladyboy Tu5 years ago

  TrannyGem, BDSM, ladyboy, asshole

• 17:02

  Thick Anal Viring Gets Her 1st Time Very PAinful & Begging 5 years ago

  xHamster, fat, teen anal (18+)

• 20:11

  Tight tranny painfully ass With cumshot6 years ago

  ShemaleZ, ass, tight

• thumb_up 60%26:45

  Thai Ladyboy painfully wazoo nail And cumshot6 years ago

  ShemaleZ, thai, ladyboy, asian

• thumb_up 83%23:55

  Petite Tara lovely painfully6 years ago

  ShemaleZ, ebony, interracial

• 25:43

  Yummy ladyboy painfully And cumshot6 years ago

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• thumb_up 89%33:44

  Delicious shelady painfully And cum flow6 years ago

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• 28:56

  Latin ladyboy painfully anal And goo flow6 years ago

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• 13:34

  Paddled sissy schoolgirl learns a painful lesson6 years ago

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• 22:30

  Alicia Hunter black ladyboy painfully7 years ago

  ShemaleZ, ebony, BDSM

• 19:07

  Teen guy cumsucker gets fucked painful by big ebony tranny14 years ago

  AShemaleTube, ebony

• thumb_up 59%17:11

  Kitten in a Bird Box - T-Chick in Restrain Bondage! Lezzy BONDAGE & DISCIPLINE - Female Dom + Trans Gal Subjugated7 months ago

  TrannyGem, lesbian, fetish, bondage, BDSM, spanking, blonde, domination

• thumb_up 40%14:34

  FTM wonderful ache ASMR Pussy Fingering taunt1 year ago

  ShemaleTaxi, masturbation, orgasm, FTM

• thumb_up 33%05:17

  Petite chinese sub fisted in public1 year ago

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• 21:47

  Juvenile she-male Badly anus jammed6 years ago

  TrannyGem, BDSM

• 05:21

  Epic sandy-haired transexual pains for a plow3 months ago

  TrannyGem, shemale

• 08:05

  Alone and insatiable nip pain and anal opening up sexy Sissy Whore - Part 3 - 44 months ago

  ShemaleMovie, anal

• 06:05

  Brittney Kade And Dominic Pacifico - Cookies And Creampies Sucks And Fucks Dominics Pain Away! 6 Min5 months ago

  ShemaleZ, domination, creampie

• 05:16

  Romping super-hot tranny likes to feel dick in booty after fellating5 months ago

  ShemaleMovie, anal, shemale

• 05:22

  Fucking The Pain Away With Miss Nikita8 months ago

  AShemaleTube, shemale, mature, anal, mature anal, blowjob

• 05:00

  Pain-loving TS masturbates in closeup with toy in urethra11 months ago

  SomePorn, solo, bondage

• 05:13

  Transsexual superslut requests hardcore11 months ago

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• 05:17

  Man gives the weenie hungry shemale some ass fucking pounding12 months ago

  ShemaleMovie, ass, ass to mouth, 18

• 05:16

  Nace trannys culo receives plunged12 months ago

  ShemaleMovie, big ass

• 06:25

  Ladyboy Dick Sucker Gets Painful Anal1 year ago

  ShemaleZ, bareback, big cock, interracial

• thumb_up 33%36:28

  Pain Slut Kira1 year ago

  xHamster, pissing, anal, fetish, fisting, bondage, czech, BDSM

• 23:11

  Denise Humain in the bath, final hard self spanking and nipple pain1 year ago

  XXXDan, german, bath, BDSM, crossdresser, spanking, nipples, compilation

• 06:03

  The Pain In Male Ass Because Of Hard Shemale Dick1 year ago

  GetTranny, painful

• 06:23

  Ladyboy feels pain in ass after giving nice blowjob1 year ago

  AShemaleTube, ass to mouth

• 06:45

  I Arrive With Pain In My Penis And I Am Treated By A Nice Nurse Who Helps Me Alleviate My Pa - Teaser Video2 years ago

  GetTranny, nurse

• 25:37

  Slut Cd Stretching With Painfully Huge Mrhankystoy Solo In Hotel2 years ago

  Upornia, hotel

• 06:12

  Young Goth Trans Does Painful Anal2 years ago

  xHamster, goth

• thumb_up 91%29:30

  Sabina Steele And Roxxie Moth - Trans Pain Slut Takes2 years ago

  Upornia, fetish, BDSM, slut

• thumb_up 79%17:14

  Butt Fucking Pain Compilation - Sodomy Video3 years ago

  HomemadeXXX, mature, homemade, lesbian, german, mature anal, anal, wife

• thumb_up 58%31:03

  Curvy Aspen Gives Him Pleasure And Pain.....mostly Bareback Pleasure With Aspen Brooks3 years ago

  ShemaleZ, stockings, fetish, chubby, big tits, shemale fucks guy, brunette

• 15:26

  Amateur, ballbusting, bizarre, punishment, pain, Humiliation3 years ago

  NuVid, cumshot

• 05:36

  Warm pain for mys nips and mammories3 years ago

  ShemaleTaxi, painful

• 18:02

  Anal fist fuck faggot love to feel the pain in the ass3 years ago

  TrannyOne, fisting, hardcore

• 14:12

  Painfully frogtied hoe struggling to escape3 years ago

  ShemaleTaxi, indian, gagging, prostitute

• 05:31

  Painful Bareback Anal For Hung - Ladyboy Jasmine4 years ago

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• 12:01

  Bianca Hills Lustful Brazilian Sheboy Painfully Anal From Her Boyfriend5 years ago

  ShemaleZ, boyfriend

• 09:36

  Blonde Ts Playgirl Daisy Taylor Painfully Anal Invasion5 years ago

  ShemaleZ, MILF

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