Jizz

Snowman having fun with his Snowwoman... slightly nsfw, if your boss is a prude.

pics

Here's a picture of my cow giving birth in 1981. NSFW, I suppose, depending on how your boss feels about cow vag.

pics

I've been working on a Tron texture pack and skins for my friends. I tried making the bow Castor's cane. I think I made an oopsie. (Maybe NSFW, depending on how strict your boss is.)

Minecraft

Don't let your boss see this! [NSFW]

pics

I figured drunkit would be most appreciative of this boobie cake I made for my brother's birthday today. Probably NSFW if your boss doesn't approve of naughty cake.

drunk

Good guy mom (may be nsfw, depending on how uptight your boss is)

funny

caught your boss stealing...

Annoyedtobenude, Pantyhosedgirls

Fucking in the office and getting caught by your boss? Not so bad when you offer to eat her pussy.

Bisexy

You always wanted to see her taken by your boss...

HotwifeXXXCaptions

Inviting your boss over was a great idea

FAP_FOLDER

Fuck your boss

penis

Sad Obama (NSFW if your boss is a nun, there's strippers in the background, but you can't see nipples and they are wearing tasteful thongs)

Bravenewbies

Video Download: [MIDE-215] Today, I Was Committed To Your Boss 1080p - Starring "Ai Sayama"(Link in comments)

JapanesePorn2, JavDownloadCenter

I bought a new towel. It tooks a while to get to england. (Possible nsfw, depending on hoe much of a jabronie your boss is)

IASIP

„Honey, Suck Your Boss Dick” (xpost from /r/tumblr_nsfw_gifs)

NSFW_SEXY_GIF, tumblr_nsfw_gifs

It's the logo that makes it [Not NSFW, but you still shouldn't show it to your boss and colleagues]

Yogscast

You would enjoy going into work in the morning if this was your boss

NewJaclynTaylor

Ladies, this is what your boss does after work when you wear pencil skirts.

MassiveCock

You walk into your boss's office and see this..what do you do?

jobuds

i had an exciting rendezvous with your boss this lunch

cuckoldcaptions

Not only is she fucking your boss, she makes you take pictures

Bbwmilf

Imagine this being your boss in office

Uniform_Hentai

When your boss walks in right before you fuck something up

upvotebecausebear

MILF VR New Release | Trinity St. Clair is your Boss Babe (link to trailer in comments)

oculusnsfw

Ever wanted to fuck your boss?

MassiveCock

Is this what you'd expect of your boss?

MassiveCock

[m] Enjoy a nude. Or don’t; I’m not your boss.

gonewild

Fucking with your boss is the best way to get a raise

Men2Men

Sweetie, call your boss. I think you will be late today.

ChubbyDudes

Who's your boss?

braless

If I sent u this while u were at work, what would u tell your boss??(f22)(OC)

slimgirls

If I sent u this while u were at work, what would u tell your boss??(f22)(OC)

youngporn

Who's your boss?

braless

She really wants you to keep your boss, er, job!

xxxcaptions

What if this was your boss at work ?

collegesluts, LegalTeens

I have two things to show your boss

UnfilteredCaptions, cuckoldcaptions

Choose the right options & your boss sends you sexy shower selfies :-D

Sex_Games, NSFWgaming, lewdgames

Tell your boss you're sick, hurry, get back in I'm getting cold

chubby, LoveBBWs

Choose the right options & your boss sends you sexy shower selfies :-D

lewdgames

She didn't expect to get that snap from your boss

xxxcaptions

In my game LEWD MOD you have to accept or ban sexy selfies - or flirt with your boss ?

Adult_Gaming, lewdgames

I am your boss, do you hear me?

maturemilf, mombod, obsf, TripleGoddess, maturemompics, AgedBeauty

Choose which sexy selfies to accept or ban in my game LEWD MOD - or flirt with your boss

NSFWgaming, Sex_Games