Jizz

Come on baby, make it hurt so good ;)

gonewildcurvy

This 'hurt' ;) hope it's worth some upvotes :D

gonewildcurvy, BDSMGW

My 7.5 inch vibrator as (f)ar in my pussy as it will go without hurting me to celebrate 10K karma!

gonewild

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

gonewild

[F]I kinda like the way it hurts

gonewild

One more [f]rom my wife won't hurt, will it?

gonewild

(F) Been awhile since I've posted a full frontal, be gentle and I'll try not to hurt your face while I smack it with my huge titties ;)

gonewildcurvy

[f] Are you sure it won't hurt me?

gonewild

I promise It won't hurt

hentai

So sexy it hurts

stockings, WeddingRingsShowing

So bad at posing it hurts >_< [F]

GoneMild

So Sexy That it Hurts [NSFW]

MakeupAddiction

That looks like it hurt...

NSFW_GIF

(f)inally becoming truly happy with my body. What do you think. I get a lot of criticism and it hurts :(

GoneWildPlus

Andre Hamann and his cat. So beautiful, it hurts.

Ladybonersgonecuddly

You don't have to like feet also to appreciate this amateur, but I guess it doesn't hurt

facedownassup, solesandholes, pussysandwich

Had this "thing" on my breast for a week, started hurting last night...what the hell is it?! (NSFW)

popping, WTF

She's so hot it hurts (OC)

NSFW_GIF, nsfw_gifs, NSFW_Plowcam

Fuck me till it hurts [f][19]

gonewild, AmateurArchives, GonewildPorn

(f)uck me till it hurts :)

gonewild

I love the way it hurts.

gonewildcurvy

Pull my lacy panties off and [f]uck me til it hurts

gonewild

So beautiful it hurts- Sasha Pain (x-post /r/whosonline)

Hotchickswithtattoos

So hot it hurt.

ImGoingToHellForThis

The thirst is so real it hurts

cringepics

This hurts more than it should.

Naruto

XPOST from /r/cringeanarchy ...oh god, it hurts.

ChoosingBeggars

I guess it couldn't hurt to show you this... [F]

gonewild, ass, calipygian, annabethtanzer

So perfect it hurts

BustyPetite, LegalCollegeGirls

So Cute It Hurts

adorableporn

This made me so hard it hurt

nsfw, NSFW_AwesomePornPics, better_nsfw, JustTheTop

'So big it hurts'

MassiveCock, broslikeus

Y’all were so accepting yesterday that I thought “fuck it, one more wont hurt” [M 21]

ladybonersgw

When literally anything brushes my nipple and it hurts but also feels kinda good

GaySoundsShitposts

F/24/5'1" 140 lbs. My heaviest was 150 but my first serious boyfriend thought I was too fat even at 116 lbs. Hope it hurt when I didn't take you back, man.

normalnudes

Open wide, I won't let it hurt too bad ;)

MassiveCock, ladybonersgw

We can go slow so it doesn't hurt, but do you even want me to?

ladybonersgw

When the ass is so fat it makes ur dick hurt

ShinyPorn

"My chest hurts... Could you take a look at it?" [Artist's Original]

pantsu

So Pretty It Hurts

SoHotItHurts, pornID

so hot it hurts

hipcleavage

(45) It'll Only Hurt For A Second

DadsGoneWild, HotNaturalCutMen

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

AnalGW

If she lets go of that strap it's going to hurt

ecchi

I love Jean Bart so much it hurts

AzurLewd

So sexy, it hurts

sabrinalynnci, prettygirlsanimated, u_millertime8202

As requested!....not one but two! I saw another girl do this and had to try it!!... and yes my ass hurt :)) xx!!![?][t]

AnalGW

Why don't you show me where it hurts? ?

TinyTits, BeautifulCollarbones, PetiteGoneWild

Mercy, Where does it hurt?(Sciamano240) [Overwatch]

rule34, Overwatch_Porn

Sensi Pearl is so perfect it hurts

Bondage

I wish this position didn't hurt so much. It feels so sexy and helpless to be in. (Alternate angle in comments).

Bondage, u_HerMastersRose

So Hot It Hurts

lingerie, u_Lone_Wolf_452

Tell me where it hurts

SaraJay

I’ve never really used big toys- today was a first. It hurt so much!

HoleWreckers, asshole

So Beautiful It Hurts

Anjelica_Ebbi, fitgirls, xsmallgirls, petite, SkinnyGirls, Blonde, KrystalBoyd, u_Badmedic1

Curvy futa and her "it hurt so good" stick. (Deathmaskart)

futanari

The tub of "it hurts so good". (stevencarson)

futanari

So perfect,it hurts!

JosephineJackson

I'm going to lock up your cock and tease you until it hurts ?

chastity, u_uccskid, BDSMGW

Set that's been seen many times before...but one more time wouldn't hurt,would it?

LisaAnn, u_xShatteredDreamsx, u_buvaa