Jizz

And my parents thought I was a pain in the ass...

funny

Quick ass shot as requested lol anything else? How about binder clips on my nips lol love pain.

gonewildcurvy

What a pain in the ass...

funny

So when this KKK leader said black guys were a pain in the ass I guess we misunderstood

funny

This thing can be a pain in the ass.

MassiveCock

Hopefully the material isn't too big a pain in the ass

xray

Detention can be a real pain in the ass!

Fretton

What a pain in the ASS!

nsfw, anal

Thick, strict [dom] looking for slaves and sissies for [kik] and [gfe]. I will control you, make your darkest fantasies a reality. Very [fet] friendly. Ass worship, feet worship, pet play, pain, sissification, humiliation, watersports are just some things

Sexsells

More like a massive pain in the ass to try to hide at the wrong times.

MassiveCock, GentlemenGW, ladybonersgw

She have lot of pain in her ass

nsfwhardcore

Little inspiration for thouse dreaming of bending me over and hatefucking my ass as i struggle to suf(f)er through your abuse between my moans of pain as your giant cock gives you moans of ecstatic pleasure.

gonewild

Snowstorms Are Always A Pain In The Ass

AsianCuckoldCaptions

Out playing with a newt, and later wishing you were here to play with me by pinning me down with my legs up by my shoulders as you (f)orce every inch up my ass and stare in my eyes as I coo, wimpier, and quiver with the pain and pleasure.

gonewild, bois

Sexy tight ass to mouth see the pain in her face.

nsfwhardcore, HardcorePornPics, NSFW_AwesomePornPics

Mom covered my girlfriend's mouth so nobody could hear her cries of pain as my bully fucked her ass

mommybully

It's a pain in the ass trying to find what to wear so I just end up taking nudes instead lmao

snapchatgw

When your Mom's bull took her anal virginity a bizarre mix of pain, humiliation and pleasure of having a huge cock in her ass drove her brain to overload and her pussy to squirt

mommybully

Monday Mornings are a pain in the ASS ...;-)

ondww

Shaving my legs in preparation for a tattoo tomorrow. I forgot how much of a pain in the ass that is

ladybonersgw

[B/S] Brothers can sometimes be a pain in the ass

IncestPorns

"Typical my luck" she thought to herself. "I got kidnapped by someone who spared no expenses on their bondage gear and strap on, but skimped on the lube. This is a real pain in the ass..."

AnnoyedToBeBound, tiedAnal, throwaway855836

Sorry if this is a pain in the ass one, but source please?

HentaiSource

Sienna Day has got a pain in her ass

nsfw_gifs

My new Bad Dragon order! Hopefully a mini Stan won't be too much of a pain in the ass.

BadDragon

2 hour edge and busted a painful load to this fat ass

JizzedToThis

It was a pain in the ass! ??

BoysWithToys

Wifes big ass titties! Kik messenger is funtimes260260 no limits chat or roleplay. Cuck, abduction, force, pain, snuff, etc. taboo is fun!

WouldYouFuckMyWife

M 39 5'11", 222lbs. Went through painful breakup, and coped by working my ass off for several months. Finally feeling good about this body for the first time in as long as I can remember.

normalnudes

Purple heart finds out Goblins are a pain in the ass.

GamindustriR18Island

I'd like to apologize to all my exes out there. I know I can be a pain in the ass.

ratemycock, cock, ThickDick, MassiveCock

Trying to get back in shape at 40 is a pain in the ass!!

ChubbyDudes

It’s a pain in the ass to take my own pictures.

ButtsAndBareFeet

Finally made a caption, why didnt anyone tell me they're a pain in the ass to make...

Futadomworld

Trying to be good at my job is a pain in the ass

taboocaptions

My ass just loves the pain [F]

BDSMGW

What a pain in the ass

YaoiGuro

My ass is still a little red from all the spanks because I’m a pain slut

ftmspunished

Jada Stevens, Painful Anal Face With Shane Deisel's Huge Cock In Her Ass

DamnASS

Pleasure To Pain - Kacey Kox Takes It In The Ass!

DamnASS

Having a ghostly mother haunting your apartment is a pain in the ass! As soon as I bring a girl home, she scares her away. I gave her one last chance before moving. Then she decided to possess my last conquest...

OldAgeRegression

Pleasure To Pain - Kacey Kox Takes It In The Ass!

BestPornInGalaxy

Your [f]avourite pain in the ass ✨

GoneMild

Here's Anima (I really wish her name was anime), her info and consent is posted below. Cuck rolled a 5 and 4 and didnt want to double or nothing. It was painful having to censor that ass. I'd give her an 8/10

kikcuckbet

Mommy said Her boss is a real Pain in the ass. Didn't know she meant it literally

desi_incest_family

Being tall is a pain in the ass when you wanna show off

MassiveCock

my friend is helping me build a new website and oh myyy is it a pain! so im taking a break to post ass on reddit *shrug*

u_amberhaze420, JustOneBoob

Mondays sure are a pain in the ass

traps

Waking up to this must be a pain in the ass.

worldpolitics, FutanariMemes