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00:42
Wrong hole. Dick slips and went deep up her asshole.
Sex_associates

8.1M views
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19:43
FIRST Time doing Anal "Ouch that Hurts!'' (WITH SOUND)
Ivy winterz

2.4M views
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11:47
Petite teen loses anal virginity
teenamateursgirl

222.4K views
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14:29
PAWG Babe Takes BBC Up The Ass For The 1st Time - DarkX
Dark X

1.7M views
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11:35
Oh, please! You put it in the wrong hole, that's not my pussy, you son of a bitch! ... - I fucked her ass mercile
Jennyferpimenta

104.6K views
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07:33
Teacher, it hurts! Painful and tight anal to honor roll student, part 1
MorritasMX

955.5K views
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10:40
18 years old first anal is so painful, she couldn't put everything
ThaiAndFrench

723.4K views

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11:31
Extremely painful first time anal sex for a teen. This way it really hurts, this is not the right way to deflower an asshole.
Fucktotum

1.5M views
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06:38
Oh no!!!! That's the my asshole, please don't put it in there!!! it Hurts!!!!
Sex_associates

1M views
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06:33
It's not a Pussy, it's my Asshole!!! Wrong hole!!!
Sex_associates

8.5M views
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12:13
Does it hurt - Yes. Do you want me to stop - No.
Sex_associates

240.1K views
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14:38
Please put just the tip in, it's very big and my asshole will hurt a lot.
Ali Precio

48.3K views
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06:35
"Please stop, it's too painful.'' British girl couldn't handle first anal
Sex_associates

1.3M views
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08:13
UNEXPECTED ANAL SURPRISE, She's NOT READY!! HER ASS IS STILL TOO TIGHT IT HURTS BUT HE KEEPS ON GOING
CloseUpCandy

63K views
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07:26
IT HURTS SO MUCH BUT I LIKE TO FEEL IT VERY DEEP IN MY TIGHT JUICY ASS
Ali Precio

140.5K views
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15:20
I want the FIRST time ANAL, CLOSE-UP with Big cock it's Painful in Ass tight hole
Ciena

285.1K views
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19:39
Ivy Winterz FIRST Time doing Anal "ouch that Hurts!''
Ivy winterz

750.6K views
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10:40
OMG, that's the wrong hole! ... It was hard! - Accidental Anal...
XxHomeMade

2M views
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12:11
Please CUM in my ASS, I'll do anything.
Mary Di

161.5K views
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17:06
Young slut painful anal training
Andrey Zloy

476.8K views
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01:51
"omg, That's the Wrong Hole! It Hurts!" - Accidental Anal
XxHomeMade

106K views
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02:13
Wildlifepa – Fucking The Ass With A Big Bottle For The First Time – It Hurts
WildlifePA

71.3K views
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16:58
My ass tasted this huge cock for the first time, it hurt and I liked it but only the head entered
Ali Precio

80.3K views
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05:22
It's not a Pussy, it's my Asshole!!! Wrong hole!!! It's hurt my ass please dady...Wrong hole compilation rough anal
Priya ki Papa

61.4K views
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12:11
After putting his thumb in my ass he penetrated me with his cock. First anal experience (short version)
Tender Little Devil

17.9K views
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05:09
OUCH! Fucking my virgin asshole with the biggest butt plug in my anal training kit!
MistressWriggler

33.9K views
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08:33
"Please cum, it hurts! Submissive Slut MILF takes a Hard Ass fucking
Winonna8

44.5K views
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07:41
Russian painfully swallows a carrot with anal
Bella Foster

35.3K views
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20:25
IT HURTS, FUCK ME SLOWLY, THAT THING IS TOO LONG AND THICK FOR MY TIGHT ASS
Ali Precio

101.4K views
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07:26
Ow, why does that hurt so much?! Chubby girl has her first painful anal experience
LinaLove_

65.5K views
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02:02
Omg, That's the Wrong Hole! It Hurts Much! - Accidental and Ruthless Anal Sex
XxHomeMade

45.1K views
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01:29
Painful anal. First it hurts then you're in heaven
Eevi Petite

26K views
Not available in United States

05:34
It hurts to insert a carrot into your butt, but you want to
Bella Foster

30.9K views
Not available in United States

06:08
STEPBROTHER IT HURTS ME TO FUCK IN THE ASS
MertyXXX

51.1K views
Not available in United States

17:04
Oh my God...that cock is going too deep in my ass
Ali Precio

18.7K views
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07:10
My Ass Hole Is Too Tight For Your Big Cock Please Dont Fuck My Ass Or Slide It In Slowly It Hurts
Faustina Pierre

48.8K views
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15:51
oh yummy, it hurts but don't take it out fill my ass with milk daddy I love the cock in my ass give me harder hard
Dulcetentacionxxx

38.4K views
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07:28
Oh, how painful you are tearing my ass! Please stop!
Loona_Sex

4.3K views
Not available in United States

01:32
Oh My Gosh, That's the Wrong Hole - Accidental Anal with Two Big Cumshots
XxHomeMade

15.2K views
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01:12
First Time Anal. It Hurts
CUTE_FLOWER

5.7K views
Not available in United States

06:58
First anal and so rough? She herself asked to fuck like a bitch, be patient
Loona_Sex

9.7K views
Not available in United States

09:30
OOPS, WRONG HOLE...NO ANAL PLEASE, IT HURTS!! Strong anal with a beautiful Venezuelan teenager...
XxHomeMade

137.9K views
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05:47
Russian painfully explores Anal - with conversations
Bella Foster

28.5K views
Not available in United States

08:58
My first anal! it was painful but I ended up enjoying it like a bitch!
aliciatrece

20.8K views
Not available in United States

17:53
first anal, oh my ass, love, it hurts, but don't stop!
Jennyferpimenta

20.4K views
Not available in United States

07:05
Painful Anal "Please cum in my Ass, it hurts!" MILF getting fucked Hard in the Ass
Winonna8

151.7K views
Not available in United States

06:44
Horny Stepsister Cant Fit Stepbrother Big Cock In Her Tight Asshole But Still Craving Anal Fuck
Faustina Pierre

18.8K views