Jizz

So I accidentally sent a text that was supposed to go to my friend, to a girl I'm trying to hook up with. It's safe to say I never heard from her again. (NSFW)

funny

it's not supposed to be pleasant

Bondage

Silly girl. That's not how you're supposed to sit in a chair !!

ass

Was supposed to get (F)ucked tonight so now I'm freshly shaven and frustrated. Help me out GWC?

gonewildcurvy

Um, where am I supposed to look first?

Upskirt, downblouse, treatemright

Don't know how you're supposed to (f)eel about this...

gonewildcolor

[F] Showers are supposed to get you clean, right? :S

gonewild

Isn't this how you're supposed to wear a scarf? Anyone miss me?

gonewildcurvy

Is this how you are supposed to wear it? #TooHotForAnythingElse

GoneWildPlus

Guys, I think I figured out who he's supposed to be [New Avengers #21/Dark Knight Returns Spoilers]

comicbooks

I'm supposed to be doing homework and yet here I am

ladybonersgw

My boyfriend was supposed to help me up but took this picture instead

girlsinyogapants

Back at it ladies (and gents I suppose ) what do you think ? ?

ladybonersgw

It was supposed to be a low level dungeon!

Tentai

I suppose that is one way to hitchhike (NSFW)

happygirls

This is my first time posting. Am I supposed to be topless? Would anyone want to see more?

EngorgedVeinyBreasts

She's teasing me, and you I suppose

WouldYouFuckMyWife

I'm suppose to be cleaning...

gonewildcurvy

She's supposed to be doing homework

Nipples, RealGirls, GonewildPlug, Gonewilds_Secret, scrolller_com

My butthole knows you're not supposed to be there, and it loves the feeling

HENTAI_GIF

They're supposed to be shorts (f)

asstastic

A newspaper published a Whatsapp Forward on their front page as news today. It is supposedly the highest circulated newspaper of India. (Translation below).

india

[F]uck... That's not how you're supposed to paint your room...

altgonewild

How long ya' suppose she kept that outfit so white?

FestivalSluts

She was supposed to leave it on for just a second, but got a bit distracted

HookedUpHentai

I suppose occasionally I can look kinda cute ☺️ ??

ladybonersgw

Is this how i'm supposed to wear pearls? [f][OC]

AsiansGoneWild

I Suppose That's A New Way Of Getting A Prick Up Your Arse!!

MensHighJinx

Exactly how pussy is suppose to be

PerfectPussies, u_monslover, PussyMound

Peach you're supposed to throw it to the koopa

HentaiParadise, mariorule34, rule34, hentai_global

She was still a little fuzzy on how things were supposed to work with three people... [FFM]

xxxcaptions

if this wasn't supposed to be a girl ¯\_(ツ)_/¯

traps, FemBoys, Sissies, GoneWildCD

I'm supposed to be shopping for new clothes...and instead making gifs for you!

TheDadNextDoor, DadsGoneWild, MassiveCock

I know who she's supposed to be... just can't quite remember

SluttyHalloween, u_mespensees8, u_Tokenherb4200

At 9" and THICK, this was supposed to be a gag (heh) gift for a friend... I think my asshole likes it better :)

suctiondildos, AnalGW, assholegonewild

In the workshop pt. 2... As a woman, I'm constantly assessing if things are fuckable. I suppose men do the same, from the opposite angle.

insertions

He supposed the slavegirl might have a personality of some sort, but it really didn't matter ...

pilloryporn, Bondage, AnalHook, u_UnableAlgae, u_89f250, u_Koklick, u_slave_girl_sarah, u_darkseesee

If you don't satisfy her, what is she supposed to do?

CheatingCaptions

(B/S) You were Supposed to Protect your Sister...

wincest, taboocaptions, myslut

Fergie says I'm supposed to "have that M.I.L.F $$", but all I have are these [f]

40plusGoneWild, u_Grayman1776

What is she supposed to be here?

NieceWaidhofer

We were supposed to watch a movie tonight

indiangirls

Oops. This was originally supposed to cover my butt.

HungryButts, asstastic, CurvesAreAwesome, BreedingMaterial, GoneMild

this is how bras are supposed to be worn, right?

hexcafebabe, u_hexcafebabe, u_damokles88, u_pwmyc

My abs and pussy were supposed to be the stars here but my tits got jealous

2000sGirls, SexyTummies, CollegeAmateurs, Nude_Selfie

This is how you're supposed to wear this, right?

BigBoobsGonewild, u_Necropath6969

[NSFW] Closeup of how an uncircumcised penis is supposed to retract. Helpful for anyone who is confused like I was.

Phimosis

do whatever you are supposed to do [pokemon?] (Unknown)

hentai, ecchi, ahegao

What I really do when I’m supposed to be working from home

gonewildcouples, VerticalGifs

Glasses were supposed to be on my eyes for protection

cumsluts, collegesluts, Cuckold, cumfetish, slutwife, u_Top-Yard7523

This is supposed to be see through?

AmandaCernyOF

It's not supposed to be comfortable

gagged

What's a 47 year old GIRL supposed to do when she's still single? ? It must be that men are intimidated by her, right? ???

WhereAreAllTheGoodMen

How was I supposed to know he would win again. Don't worry. I will win my next bet and be able to wear clothes again.

teaseonly, cuckoldcaptions, Hotwifecaption, xxxcaptions, u_pitchardg

Bondage got weird in quarantine. I thought they where supposed to be tied up

Artistic_Hentai, hentai_global, AttackOnTitties

Is that how am i supposed to wear my uniform when i clean your home?

collegesluts, CollegeAmateurs

This is how you’re supposed to wear it, right?

collegesluts, u_MPOSF

I’m supposed to buy her one stuffie every time I see her, but I find it hard to just buy one. Spoilt baby ?.

ddlg

I don’t suppose we have any shear black fans here? ?

Upskirt, u_sophie_auguste, PetiteTits

Update to my metatarsal bone surgery 2 weeks post surgery. The wire is NOT supposed toto be protruding from skin.

MedicalGore