Jizz

So today I learned that I am tight;) because this... Hurt like hell and eventually couldn't (f)it into my pussy;). Anyone wanna stretch me out?

GoneWildPlus

you can't hurt me, not while i have this cheese helmet

nomorals

[NSFW] This literally hurt me. Guy posts to r/massivecock and has his ego shredded to pieces.

cringepics

The wi(f)e will probaby hurt me if she sees that I put this up here

gonewild

This is my really, really, hard cock! It almost hurts;) msg me!

penis, shittyHDR, MassiveCock

Got asked to post this - my date from yesterday evening. It was hurting me, in a very good way

GayDaddiesPics

You've been so kind to me here! I figured you'd like to see it pulled back when hard. This hurts me a bit, haha. Anyway, thanks for being nice! PM me if you want to do anything with me or just talk.

foreskin, penis

Feeling (f)risky on this Friday night. I want to be used and dominated. my boyfriend is scared he'll hurt me...he doesn't understand that being hurt is what I want!

gonewild

This hurts me more than her

NSFWFunny, AnythingGoesPics

This hurts me.

BonerMaterial, madeforsin, SoHotItHurts

I've been a bad, bad girl.. anyone wanna help make this hurt [f]or me?

gonewild, GonewildPorn

Yo ladies, could you handle my penis inside you? Or the pain may be unbearable? [M].... This is me fully erect so make your honest judgement on how much you think it would hurt

gonewild

Just finished the Conquest ending. This hurt me more than I thought it would.

gamindustri

I'm so sorry for drawing this. Spoilers BTW. Don't hurt me [Asriel] (#spoiler) lovers

Undertale

Dont know wht People do this to me it just hurts and burns

peehole

This is where it was and now is. I love how it hurts but feels so good. (F) PM me

gonewild

Here's a pic I took a couple weeks ago. This hurt as bad as it looks. I loved it. (F) PM me

gonewild, UPFORFUN

Wife would not let me attend the swinger party Friday night. Some guy took this of her with her phone. She is not allowing me at these parties with her, and it hurts me.

Cuckold

This hurts me more than it hurts you...

ImGoingToHellForThis

This hurts me more than it hurts you

ImGoingToHellForThis

This hurts me more than it hurts you

ImGoingToHellForThis

This actually hurts... Wanna help pull these off of me? ;)

Bulges

This cock hurt me so good. ? [19F/21M]

GWCouples

This made me so hard it hurt

nsfw, NSFW_AwesomePornPics, better_nsfw, JustTheTop

This hurts me more than it hurts you.

bettiepage

The Lack of Big Booty Katya Elise Henry on this sub hurts me

JerkOffToCelebs

This is gonna hurt me.....

SpankingPictures

It really hurts me not to give personal information, but this a woman talking about the way she's going to kill her child on her Instagram. I wish I was joking.

iamatotalpieceofshit

Anybody else experiencing GIFs failing to load on entire subreddits? This one hurts me the most..

apolloapp

I need this to hurt me

bigdickgirl

first time posting, idk if i'm really into this or not but I'm so curious...give me your worst...hurt me

DegradingHoles

Hi everyone. This is me semi-hard. Is my penis aesthetically ok? Is it a good size? Detailed responses much appreciated. Also, you can be brutally honest, I won't be hurt! Thanks :)

ratemycock

This may hurt you, but it doesn't hurt me Little one. I simply find it necessary and therefore appropriate. Its your own fault.

u_DaddyHasACage

This comes right after several posts I've made about how medical bills are fucking me rn. Could have saved himself some letters and told me to fuck myself if he wanted to hurt my feelings so much xD

ClientCringe

This is going to hurt you more than me

Dominatrix

????[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!!????

horny, Nsfw_Amateurs, Sexy, SexyTummies

????[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!!????

Puffies, Stacked, boobs, Real_Amateurs, Perky

????[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!!????

gothsluts, SexiestPetites, funsized, Slut, SexyTummies, WifeyWorthy

????[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!!????

collegensfw, homegrowntits, PetiteNSFW, SpinnerStatus, TittyTime

????[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!!????

xsmallgirls, FauxBait, bootypetite, CuteLittleButts, TopNotchBooty

????[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!!????

Just18, YoungGirlsGoneWild, 1819club, BubbleButts, iNeedThatAss

????[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

????[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!!????

petite, GreatView, BoobsAndTities, GoneWildPierced, LipsAndNips, collegesluts, nsfw2, FauxBait, Just18, NerdyGoneWild

????[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!!????

ThickChixxx

????[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!!????

BestTits, BoobsBetweenArms, piercedtits

Belledelphine I have to admit that this hurt me

OnlyfansXXX, WorldPacks

Calling all sadists - this is my group where we chat about pain play and fantasies about how to hurt me. I share pics and videos too! #hurt.me

dirtykikgroups

I love my master doing this for me. Hurt me, love me, spank me, playing and touching my pussy

BDSMGW

???Yes Daddy? obviously I'm still 4'11'' & 93lbs... But please, promise no going easy on me this time! Hurt me! Please! Anything you want, I can take it! And I'll like it? Okay? Then promise me now, no matter what, DONT STOP!!Yeah? Okay Daddy?! You pr

skinnytail

???Yes Daddy? obviously I'm still 4'11'' & 93lbs... But please, promise no going easy on me this time! Hurt me! Please! Anything you want, I can take it! And I'll like it? Okay? Then promise me now, no matter what, DONT STOP!!Yeah? Okay Daddy?! You pr

SoFuckable, nsfwamgirls

???Yes Daddy? obviously I'm still 4'11'' & 93lbs... But please, promise no going easy on me this time! Hurt me! Please! Anything you want, I can take it! And I'll like it? Okay? Then promise me now, no matter what, DONT STOP!!Yeah? Okay Daddy?! You pr

AmateurSlutWives, ratemyboobs, Stacked

???Yes Daddy? obviously I'm still 4'11'' & 93lbs... But please, promise no going easy on me this time! Hurt me! Please! Anything you want, I can take it! And I'll like it? Okay? Then promise me now, no matter what, DONT STOP!!Yeah? Okay Daddy?! You pr

perkytits

I have been so horny since my daddy with benefits had to quarantine and my gf rejected me 3x this week saying Im “too sexual”. So i neds attention who would fuck and hurt me ???

Slut

???Yes Daddy? I know I'm still 4'11'' & 93lbs... But please, promise no going easy on me this time! Hurt me! Please! Anything you want, I can take it! And I'll like it? Okay? Then promise me now, that no matter what, YOU WILL NOT STOP!! Okay Daddy!! Y

xsmallgirls, 18_20, needysluts

???Yes Daddy? I know I'm still 4'11'' & 93lbs... But please, promise no going easy on me this time! Hurt me! Please! Anything you want, I can take it! And I'll like it? Okay? Then promise me now, that no matter what I say, YOU WILL NOT STOP!! Okay Dad

freeusefamily

Why must you hurt me in this way?

CallOfDutyMobile

[f][m] I have to get it nice and wet otherwise this fatty hurts me ?

couplesgonewild, Blowjobs, gonewild, SloppyBlowjob, deepthroat, AmateurPornVids

My insides are hurting me! This went so Zar inside my stomach??

InterracialTeenSex

Was just verbally abused by another sub mod on my alt NSFW account. This led to much crying and deleting everything. I can't believe one random internet stranger can hurt me so much. I hate that I'm so fragile.

transpositive

"This hurts me more than...blah, blah, blah."

gayspanking