Jizz

You should never be by the pool by yourself - just not safe

nsfw

"Should I call your wife and let her know you'll be working it late tonight?"

ass

You should probably (f)risk me, I might be hiding something (x gwp)

BBWGW, GoneWildPlus

You should't be in here...

ladybonersgw

You should know...I won't (M)iss being lied to...

ladybonersgw

Should be studying, but decided to take a picture for you instead

ladybonersgw

You should really be checking out this awesome series called "Da Vinci's Demons", and not because the story is so good...

GayDaddiesPics

You should probably be jacking off to this

WomenLookingDown

Should be working, but I find myself wondering. . . just what exactly do you call that gap between shoe and arch? It looks so snug.

feet

Should you really be wearing those sandals with your ankles looking like that?

CandidFashionPolice

Should be asleep. Browsing reddit sure does get you horny! :D

ladybonersgw

Should be slick and wet from punishing you from behind...

MassiveCock, Hotwife

Should be you instead [f]

gonewild

Should be you...

GoneWildPlus, BBWGW, gonewild

You guys have been too kind. So here is one step further. [M]ilder tease. Next step should be?

ladybonersgw

You should come, could be fun.

Real_Amateurs

Should you really be doing that outside?

hentiny

You should all be using this lube so I can receive my commission. Please ignore the similar looking products.

Weakendgunnit

Should be sleeping, let me know if you can help me get some rest.

MassiveCock

You decide. I mean the answer should be obvious but hey, to each their own.

The_Donald

You should already be reading Oglaf, here's a sample

BDSM_Artwork

"You should really be flossing more." [F]

guro

Should be getting ready for a weekend away but I don't feel like riding a plane. Would someone like to ride me instead? Face or cock, I'll let you decide.

ladybonersgw

Should be easy for you guys

pornID

Being extra doesn't mean you should feel uncom[f]ortable about your body..

phgonewild

You're Sure We Should Be Recording This? ?

ecchi, AnimeBooty

You should your carrots and be a good girl like me [23f]

gonewild

You see this body? This is a body of a Goddess and should be worshipped justly. I have no time for small talk, empty your wallets or fuck off pig!

findom

You Already Had Dinner--Now--Which Of These [2] Should Be Dessert...?

PickOne, DolcettKingdom

Should be productive, but I'm just going to post you another nude instead [f]

gonewild, RealGirls, GonewildPlug

You think I should be spanked? ? [oc]

assinthong, asstastic, feet, nsfwbuys, sugardaddywebsite, sextrade, Kiksnapsales

Should be working, but distracted by gwc and gw. Maybe you can distract me further?

ChubbyDudes

You know where your tongue should be. [f]

gonewild, u_andynxpills

Should be more naked. Let me know if you like it

MassiveCock

Should be leaking cum, don’t you think? (21f)

gonewild

You really should be more careful.

keyholdercaptions

You [M]ake the call - what should be the penalty? Who wants to throw my flag?

strikeaposegw, TheDadNextDoor

You can tell by my nipples that I should be putting clothes on instead of taking mine o[f]f. Oups!

gonewild, VerticalGifs, nude_snapchat

Should be pretty easy for you to rip this off of me

ftmspunished, FtMPorn

"You should add landscapes to your smut, Cap--" they said "--it will be fun!" they said.

u_cpt_popcorn_official, CptPopcorn

Should be you [F]illing my holes ?

DegradingHoles

should be getting ready for a work meeting... but I’m stalling by taking pics [f]or you. let’s make me even more late?

gonewild

Should be petite enough for you (OC)

petite, DadWouldBeProud, 18nsfw, funsized

Should be choking on my cock while I drive with one hand in your pocket. Who’s up for this challenge? 22 M seeking subs. You know your place

gayslaves

You should know that any breast can be photographed so that it will appear large;)

TinyTits, aa_cups, smallboobs, boobs, funsized, LegalTeensGW, cheatingwives