Jizz

An offer you shouldn't refuse

curvy

[f]ound this baby in a closet in our guest room..some things shouldn't be hidden away!

treesgonewild

(NSFW) - Oh, the things we see (but shouldn't) at the Iowa State Fair

pics

Now you REALLY shouldn't be on Santa's naughty list....for mom and dad.

cardsagainsthumanity

O oh, you shouldn't have came here

StruggleFucking, AbusePorn2

She shouldn't have taken the parking spot someone had been waiting for.

Spanking

A body like this shouldn't be staying in tonight (f)

gonewildcurvy

A girl really shouldn't be this bored (f)

gonewild, GonewildPorn

I shouldn't shit here, apparently.

OffensiveSpeech

I shouldn't get so drunk. [F]

gonewild

I don't expect to be the very best there ever was but I'm trying and shouldn't that count

gayotters

I shouldn't be le[f]t alone in dressing rooms ?

asstastic, pawg, breastsubever

Maybe the players shouldn't be in charge of the snapchat account.... Since been taken down

buffalobills

Things you shouldn't say to your girlfriend with a religious family.

ImGoingToHellForThis

Still a little new to Reddit but I'm not shy, so you shouldn't be either ;) (23)(f)

hugeboobs

"You shouldn't sneak up on me in the shower, son."

TheFamilyTrap

Guess we all have seen that booty... not that we shouldn't see it again

latinas

I wanted to take a bubble bath, but my gut kept sticking out too far... I shouldn't have eaten so much pasta... :c

Stuffers

Sombra hacks Pharah's dildo. She probably shouldn't have been using it in the locker room anyways. (DJComps/Fizzz) [F]

Rule34Overwatch, rule34, fitdrawngirls

She probably shouldn't wear that bikini on a sea doo.

IShouldBuyABoat

Would you believe I'm actually quite shy? (You shouldn't)

gonewild

Flashing just one. (F) maybe I shouldn’t wear anything with my overalls?

gonewild

We're hitting levels of sassiness that shouldn't even be possible [Isabelle] (DimWitDog)

animalcrossingr34

Chastity Fantasy: Caption 113. Best friends shouldn't have secrets anyways.

keyholdercaptions, u_TheRopeIsForMyBoat

I may have a small tights addiction ? but that shouldn't stop you from wanting to sleep with me right...?

GoneWildTrans

My very first post! I [f]igured I shouldn't be the only one enjoying this view.

GoneWildPlus

Always be careful. Step sisters are looking where they shouldn't.

FemdomTexts, xxxcaptions, IncestCuckCaptions

NSFW This shouldn't have to be said.

AdviceAnimals

Had a dream about Elsa Hosk telling about her love to me and was about to be my wife...Guess I shouldn't inspect that photo this much recently, finally put her into my dream.

VictoriasSecretNSFW

Should we or shouldn't we?

FlashingGirls

As a girl, I really should sit with my legs together shouldn't I?

GoneWildCD, FemBoys, traps, Sissies, u_IGORIGORIGORIGOR420

Dad... mom shouldn't know

DadWouldBeProud, LegalTeensGW, 18nsfw, CollegeAmateurs, Nudes