Jizz

Lizard catching its prey like a boss

gifs

Like a boss.

funny

(F) secret naughty bathroom photo! Hope the boss doesn't catch me

gonewild

She's the boss... the ma'am boss.

nsfw

I was driving with my boss to go pitch a sale when I answered my girlfriend's call...

AdviceAnimals

Don't care what my boss thinks. I'd say today was very productive.

funny

I work at a computer repair shop. The customer that brought this in said it was his "bosses computer". (NSFW)

funny, fresh_funny, KarmaConspiracy, techsupportgore

Saw this in my boss's office...

funny, fresh_funny

(M)y boss wife just walked in as i was talking this pic she pulled up her dress and asked me if i liked her wett pussy. :-) hope shes on reddit right now playing with her clit pm. Me boss lady i will be your boy toy for the night

gonewild

My boss made everyone pancakes today, this is the plate he gave me

funny, fresh_funny

Sexy redhead, like a boss with her panties.

NSFW_GIF, RedheadGifs, takeitoff, WatchItForThePlot, u_Sexywritingthrowaway

Underworld kingpin Joe "The Boss" Masseria lies on the floor clutching an ace of spades, after he was murdered while playing cards at a restaurant in Coney Island, April 15, 1931 - [1595x2048]

HistoryPorn, nyc, poker, morbidlybeautiful, mistyfront

I was late for work this morning. My boss didn't believe my excuse, then I showed him this picture.

funny

My boss asked me to post her on Reddit - she doesn't use it

Hotchickswithtattoos, nsfwtop

MRW it's the end of my shift and my boss asks if I want to work overtime [GOT Spoilers]

reactiongifs

Okay okay one more and then I have to go to work, my boss is going to fucking kill me! Here is a fresh one for Ass...I just took it! So it's an exclusive! Enjoy :)

ass

Making my boss squirm and look away ? He loves the low cut shirts

gonewildcurvy, NakedCurvySluts

Quick on/off since the boss is away (f)

gonewild, BestFreePorn

Don't tell my boss I was misbehaving before shift!

altgonewild, TopSexyPosts

Just towed it in like I was 'sposed to, boss.

NotMyJob

The boss

girlsinyogapants, YogaHotness, 077throwaway, differentstr0kes

Upcoming Cuphead boss.

h3h3productions

Bye.boss. I made it again, without panty (F)

workgonewild, gonewild, pawg, HDPornGif

meeting a new client for lunch. boss said to dress up. dress is up ;) [f]

workgonewild, SideLips

Fixed the urinal, boss

NotMyJob, pics, therewasanattempt, MakeMeSuffer

My boss wonders why I spend so much time in the restroom [F]

workgonewild

I texted a shirtless selfie to my boss a couple years ago. I still feel sick in my stomach when I think about it. And it's still awkward around him at work wondering If he think I like him or something. [NSFW]

cringepics, OopsDidntMeanTo

We're having a Xmas/Silly PJ's party at work today, hope my boss approves ? (F)

workgonewild, u_Kingdong13

When your husband's boss says to him my god have you seen this BigBoobsGW page on reddit? And proceeds to show him my picture... what are the odds ?? hope ya like this one Sir ?

BigBoobsGW, gonewild30plus, Stacked, curvy, cumbtwntits, u_readyorcock

Reminder - we re-imagined Mr. Fluffynutter from a one-time Hamtaro character who Boss was a Mom to into Boss' husband and lover - and aged him up a lot (he's 25)

Teleshits

Just (f)pound out, after working here for 3 years, that there are cameras in the office space.... Guess my boss gets a good show. Haven't gotten fired, yet!

workgonewild, u_brutusbeefstick, u_unconsciousmind33

Tell Your Boss Something Came Up. [OC]

BustyPetite, u_BOOBSBIBI

[Suggestion]F2P Ankou boss

2007scape

That's what you get when you talk back to your boss

hentai, HeartShapedHentai, u_LordTickles192

Ultimate Kathleen Robertson showcase from "Boss"

WatchItForThePlot, celebnsfw, CelebGroped, fantastic_sex_scenes, CelebNudeDebut, u_Kthrowaway24, Dirtie, bestpornlinks, Bestsexystuff, u_Kyle199128, u_reddit_guest_celebs

Let's have a little fun before we turn you into the boss

rape_hentai, u__MrLovelyLips_, u_dominantgentleman007, u_Davelsey

Who knew my boss could make me shake like this?

quiver, holdthemoan, u_Easy_Shame, u_Jewish_Gurl_Chicago

Slutty Boss

HentaiParadise, AnimeMILFS, ahegao, FreeuseHentai, HypnoHentai, HentaiCity, instant_loss, u_Dyzioss, u_9640b, IWantToBeHerHentai, HentaiThatIEnjoy, HentaiMegane, u_LordTickles192

Just a quick picture in the bosses office while he’s out ?

holdthemoan, u_thesewerealltaken, u_dovidd, trashyboners

POV: You’re my boss and you walk in on me like this in your office. What do you do? ? [IMG]

holdthemoan, starstruckenf

[F] Today my boss commended me for keeping a level head during stressful projects. No problem sir ?

workgonewild, VerticalGifs

the final boss of simps

Cringetopia

Special meeting with the boss

AraAra, AnimeMILFS, u_No_Body27, OppaiLove, hentai, hentaifeet, u_tsunades_boobies

My boss said there were no cameras in here

BiggerThanYouThought, u_Hot4Tits, u_bigwrekedya, boobs, BigBoobsGW

My boss is on vacation☺️ (f)

workgonewild, VerticalGifs, Southwestburgh, u_RavePyorKiller

I can hear my boss asking where I am… oops? [GIF]

holdthemoan, Hottestredditors