Jizz

[F] Just got off a long day of work; ever feel like just a slave to your boss?

gonewild

So safe for work even your boss wouldn't have a problem with seeing you look at this.

nsfw_gifs

She had a great time with your boss at the holiday party

Cuckold, WeddingRingsShowing

Ever fantasize about fucking your boss?

ladybonersgw

On the Importance of Grooming [NSFW if your boss disapproves of the top half of a man's torso]

BeardPorn

Some Rin coloring I did (NSFW if your boss is staring right at it, otherwise ok)

katawashoujo

Honey, your boss sent you a little bonus to clean up

creampies, bestofcreampies

Imagine she's your boss and you just got called into the office... ;)

stockings, legs

[NSFW] Only click if your boss/teacher/parents are looking away

smashcirclejerk

bvlc_googlenet fine-tuned with a bunch of dick pics and applied to an image of Donald Trump [Maybe NSFW, depending on how imaginative your boss is]

deepdream, funny

You guys owe it to my brother to bail him out of jail because he was your boss! His crime? Well, what had happened was...

facebookdrama

[Possibly SFW, depends how chill your boss is] I made vaginal cupcakes, but they didn't look right until I glorped them.

Glorp

When your boss volunteers you for the next suicide bombing

ImGoingToHellForThis

When your boss calls you!!

milf, OnlyHotMilfs

When your boss lets you buy this on the company card [f]

IndiansGoneWild

When your boss is late for his daily meeting [f]

gonewild, BestFreePorn

when your boss you loved the most left the company and you take seat at his old desk to tease him with a pic ? [f]

gonewild

when you're thinking about not coming to work, then your boss calls to ask where you are

notgayporn

What would you do i[f] I were your boss?

gonewild, BestFreePorn

When your boss asks why you're late for work, show them this picture

frostedbholes

That (f)ace when you're super horny at work and have been fantasizing about fucking your boss...

gonewild, HDPornGif

When you get dressed thinking about how much you want to [f]uck your boss

gonewild

Mommy Domino Presley is your boss, boy

Tgirls

Ever wonder what your boss looks like naked? 6'4"

MassiveCock

Tell your boss you need a standing desk for work tomorrow.

Femdom, femdomgonewild

When your boss has a few too many drinks

thighdeology

From your bosses house?

Hotwifecaption

She didn’t know it was your boss

CheatingCaptions

If your boss was Isuzu Sento, use that 1-hour break wisely.

hentai

What your boss does when she says she's checking the stock

HentaiBeast

It doesn't matter that he's your boss.

cuckoldcaptions, u_hotwife4hubby95

Imagine your boss come to work with this

girlsfrontline

Got the promotion I wanted. So, how do you like your bosses work tiddies? ?

u_blacktattoomika, Mikablack, workgonewild, BigBoobsGonewild, BigBoobsGW

Would you like to find your boss like this? If you like this photo, I will post a much spicier one next from this custom set! 8)

Kerocchi

Humiliated and cucked by your boss

cuckoldcaptions, u_Yato1337

Would you suspect your boss had this in his pants?

MassiveCock

If your boss looked like this, what would you do?

HiddenStrapon, u_furver91

Getting ready for work. Do you wish your boss had tits like mine?

u_Tiddytastic, u_bear_chief_, u_dentdentdent71

When you're trash talking your boss and suddenly realise he's right behind you.

notgayporn

I will be your boss!

Femdom

After your boss caught you watching sissy porn at work, you accompanied him on every business trip from then on. You couldn't hide how much you loved being his girl.

thefutureofboys

In Bed with your Boss

officelady

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

A_Cups

When your boss wants proof you have cold and runny nose.

notgayporn

Would you breed your boss?

BreedingMaterial

I’m your boss now

thighhighs, Hotlongsocks

If you are at work now don't show me to your Boss plz

18nsfw

POV - I'm your boss and ask you to stay late to work on some "reports". Would you stay?

gonewild30plus, VerticalGifs, nsfw_gifs, nude_snapchat, u_alexfunes72, u_joskz0, BreedingMaterial, u_flboi69

Don’t show your boss what I send to you?(f,20)

AsiansGoneWild, AsianNSFW, asians_gif, AsiansGoneErotic

[F] [34] Can I be your boss?

milf, cuteasfuckbutclothed

Walking in on your boss

futanari

if your boss asks why you're late, tell him its because you were eating my pussy

GodPussy, Ratemypussy, assholegonewild, u_wutang18, u_street-man

POV: I'm your boss and you are under my desk.

bigdickgirl

In my game LEWD MOD you have to accept or ban lewd selfies (or flirt with your boss)

AndroidNSFWgaming

When your BOSS asks to share clear and specific agenda [f]or the...!

IndianFetish

Fucking your boss

officelady, u_SomeOeWasMe2

You're out of town with your boss. He promises he wont tell anyone. What do you do?

TotallyStraight