Jizz

Went skiing. Kept my wallet in my pocket. My ass hurts so much.

fitnesscirclejerk

Sorry boys, this is the only decent pic I could get o(f) hi(m) in my ass. It hurts soooo good!

gonewild

Pick any hole you want, i(F) you pick my ass I wont resist at all even if it hurts...

gonewild

I was his personal assistant last night. My ass still hurts. [f]

gonewild

Ouch! Ear in(f)ection led to a shot of antibiotics in my bum. :( Now my ear and ass hurt!

gonewildcurvy

Serial killer John Wayne Gacy, responsible for the murders of dozens of boys, liked to dress up as a clown for kids' birthday parties. Behold. (No clown ever hurt anyone my ass.)

scaredshitless

My ass hurts (f)rom last night

gonewild

did Pilates [f]or the past hour and a half, my ass hurts now. someone come massage it?

gonewild

Dam my ass hurts

IndianBabes

I've always had a big ass, but I'm sure squats don't hurt.

gonewildcolor

daddy made my ass hurt (f)

gonewild, GonewildPorn

Hurting that ass real good

anal

All I want is (f)or a guy with a big dick to fuck my ass without lube so it hurts! My boyfriend said my ass is too fat, let's prove him wrong

gonewild

My ass HURTS!!

heinerproblems

My ass is still sore from the huge BBC I had in it yesterday...it hurt so fucking good

TotallyStraight

My ass after taking a huge bbc yesterday...it hurt so good

TopsAndBottoms

Before and after taking a big black cock in my ass...it hurt so fucking good;)

bigonewild

A little ass play [f]un never hurts ;)

gonewild

Got my ass to the gym! (F) over 100 squats! I'm hurting, who wants to make me feel better?

gonewild

We made a bet: the one with the biggest cock would fuck the other's ass... it still hurts (gif)

ShemalesParadise, shemale_gifs

A little bit of ass never hurt anybody

ladybonersgw

When the ass is so fat it makes ur dick hurt

ShinyPorn

A very harsh self-belt spanking a did..my ass hurts so bad!!!

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Sometimes I like it more in the ass even if it hurts... because it ends up being the best feeling.

u_calthrowaway234, AsiansGoneWild, phgonewild, FantasticAss

The bf fucked me in the ass last night, It hurt so good! [F][M] (OC)

AnalGW

(M)rs you see all these weak ass sex tapes....on here...Be honest 10000% aint got shit on me. .on the bathroom counter legs behind head standing up...Pussy hurting....oh that hurt like that....Babe be honest...Im nasty as hell and you love. Your BBC damn

gonewild

My ass hurts for more reasons than one ?

BestTeensNSFW

Accidentally deleted my first post but Daddy’s still asleep and I’m bored. My ass is de(f)initely going to hurt later when he finds out. ?♥️

gonewild

Challenge III completed as requested....my ass hurts!!! [?]

AnalGW

Don't hurt me morally, just fuck my ass hard [F]

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So very thick. My ass and my pussy still hurt and hubby loved watching...

Hotwife, BBCSluts, RoxyG_MVP

Last night I was drunk. I don’t remember if there was sex, but my ass hurts :)

bodyperfection

????[19F]4'11" 93lbs Lots of you wanted to take me up on my dare to try and break my lil ass.?? I think a lot was just blowin hot air, you can't handle this!! But if you can, hurt me, I dare you!!????

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????[19F]4'11" 93lbs Lots of you wanted to take me up on my dare to try and break my lil ass.?? I think a lot was just blowin hot air, you can't handle this!! But if you can, hurt me, I dare you!!????

GodPussy

A finger in the ass never hurt no one.

bigonewild, u_Aktarus4791, u_adventure891

I had an orgasm when he emptied his balls on my red, hurt ass: Spanking, caning, cuJ on marked ass, orgasm [OC][5:42]

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My poor doggy ass hurts

worldpolitics

My ass hurts

GoneWildTrans

When I know it's gonna hurt going into my fat round virgin ass... but mmm mmm it's gonna hurt so good

GoneWildCD

Shaved my pussy for the first time ever last night, playing around with this clamp today. It hurt like hell having it on even to take the picture. I might fuck myself dry in the ass in a bit, or hurt my clit, but I need some encouragement esp for the seco

ftmspunished

Kinktober Day 19 - Spanking ~~ Having a muscle boy is fun and games until you hurt your hand trying to spank that iron ass of his

gentlefemdom, BratLife, sex_comics, Femdom, NSFWart, gentlebdsm

SUPER NSFW My ass hurts so much. I don’t know what to do, I don’t have insurance.

hemorrhoid

This hurt but I love stretching my ass for you ??

AnalGW, gonewild, LabiaGW

Hurt this ass please? (F)

Slut, GoneErotic, 18_20, NSFWverifiedamateurs, thong, CollegeAmateurs, assinthong, Gonewild18, Babes

My ass hurts and I need some lotion [f]

asstastic

Prepare your ass. It will hurt a little. maybe bleed a little.

strapon, femdomgonewild, u_mountainsarecool15