Painful First Porn Videos

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10:03
Can't handle it
04:12
Selfuking
Papiricoo
04:08
She fucks him so hard he can't take it, very dominant shemal
29:58
Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
LaRicura16
04:05
Another straight boy turned by Elizabeth Stewart
Elizabeth Stewart
01:28
First try for new plug and a bit bigger
Sanne
02:24
BRUTAL Tgirl TOP Gives Guy Extreme Painal
02:03
Hung Ts Aakosha Bentley makes her sub scream in pain
03:20
Sissy Cums Too Early And Gets Punished With Rough Fucking.
13:12
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
Fiona Fortune
01:34
She's so thick, he can't take it
44:10
Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
alinanightsky
00:17
He can't run
07:53
Painting tranny
01:05:06
Long Anal Session for Hurting Emma Tied to the Bench
ActorFab
21:53
Hunter boyfriend gave the pain of in the bathroom
Redroseromance
01:32
Brutal top making him loud
10:05
Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
Legacy Mess
10:36
Fucking of a Lifetime - Variety Itsol
Rodrigo Amor
03:30
Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
HatanoMiwa

Relevant Short videos

Linda asian ts pain with champagne and big dildo. (sample)
Linda asian ts pain with champagne and big dildo. (sample)
Lindaasian-ts
Key moment from "Hunter boyfriend gave the pain of in the bathroom"
Key moment from "Hunter boyfriend gave the pain of in the bathroom"
Redroseromance
Pressing a giant plug out of my anus
Pressing a giant plug out of my anus
Charlotte Wilde
FUCKING MY HOLE WITH A BOTTLE
FUCKING MY HOLE WITH A BOTTLE
youngtightcutie
Slut cd using stiging nettles.
Slut cd using stiging nettles.
Amy-leigh8969
Emotional moment from "How to Give Pain and Pleasure to a Big Sissy Cock"
Emotional moment from "How to Give Pain and Pleasure to a Big Sissy Cock"
MyLolaTrav
37:09
Hostel Surprise
10:53
The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
alinanightsky
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shemale sudden cum surprise
36:28
Pain Slut Kira
Twistedrama
16:52
3 anal orgasm and hot creampie for skinny trans whore
ActorFab
14:58
Pain Is Her Pleasure
kinkts
02:20
First timer can't take it at first try, then he takes it all
01:15:02
Pain and pleasure, chastity and lust, Part 2
02:20
your first time: she will slowly stretch you and then fuck u
04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa
01:37
She Wrecks His Ass
16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow
07:22
Girl forgot to tell her Tinder date that she’s Trans
JsseMontz
01:15:03
Pain and Pleasure Part 2
00:30
guy tries to run away from gigi lebond's penis
06:08
Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
Candy Ass Sissy
00:29
045 premature cum, accidental cum
51:35
Pain and pleasure, chastity and lust, Part 1
01:14
He Doesn't want to get Fucked Bareback by Her...
03:20
she puts her bikini aside and fucks him in painful doggy
00:52
Shemale premature cum 14
26:26
Pleasure and pain 2
01:16
Dude takes a tranny painal
02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky
11:38
Black tgirl with giant tool fucking a white ass fat faggot
Latina Tranny
08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19
04:55
She had him screaming!
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