Jizz

Deep Dish Pizza, Like A Fucking Boss. (nsfw language)

fffffffuuuuuuuuuuuud

I think i[f] I ever had an office job, my boss would like me a little too much..

gonewild

So, I had to lean over my hot boss's desk to sign something today...Just wanted him to know what that view would have looked like without my skirt...

gonewild

A sneaky work [F]lash in my cube. I secretly hope my sexy boss walks by...I wonder if she'd like?

gonewild

This girl lost her naughty boss and gained a sexy bf.... think he will still like role playing in this?

gonewildcurvy, gonewild

Cheese Sandwich? Oh he's over there lounging in the fruit punch hot hub like a GODDAMN BOSS

mylittlepony

We have a dress code at work- think my boss would fire me if I came in like this?

gonewildcurvy

At work on my back, just the way my boss likes it! (F)

gonewild, wifesharing, bestofwives

My boss buys junk at estate auctions but every now an then I stumble upon extravagant pieces of art like this one

funny

I [f]eel like the best place to put these is my boss's desk....

workgonewild

Love wearing things like this to work! Sadly the boss didn't find out though [f] [19]

gonewild, FancyGW

(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

Since you liked my tits on my boss's desk so much, I figured it needed a piece of ass, too....

workgonewild

Getting called into the Boss's o[f]fice... Wish one of these Reddit guys were really more like him. Houston is no place for a lonely cockslut! PM's and comments desired

GoneWildPlus

Since you liked my tits on my boss's desk so much, I figured it needed a piece of ass, too....

workgonewild

Should I let my boss (f)ind me like this?

gonewild, PetiteGoneWild

Think my boss would mind if I went to work like this?

GoneErotic

[F]or my new boss who looked like he wanted a better view today.

workgonewild

[F]eel like bossing me around?

gonewild

(SmackDown Spoiler) Gable sold it like a goddamn boss!

SquaredCircle

Kellie Pickler looks like a woman who could chug loads of thick hot cum like a fuckin' boss. I'd certainly contribute.

JerkOffToCelebs

I seriously cannot wait for the day my sexy boss walks in on me taking a pic like this ?(f)

gonewild

Nothing says like "i'm east europe gang boss" like a <$100 pistol polished at a garage with white grips made from cheap plastic

weekendgunnit

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

NotMyJob

My sister is just such an incredible piece of ass. I love thinking of getting behind her like this and assfucking her until I explode, and then making her suck my dick to put her in her place and show her who the boss is. Pm for nudes if you like what you

JizzedToThis

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

MassiveCock

Secretary almost walked in and caught me. What would you do if your saw your boss [40] like this?

DadsGoneWild

My boss at work said I was acting like a stupid little girl, so he bought me a new uniform to wear. It’s pretty much likea school uniform. The men who come like it, and some have asked me to visit them wearing it. Should I? They said they want to teach me

Misogynyfetish, cuteasfuckbutclothed

Some people are born to shut up and sit behind the desk. Some people are born to be safe and cannot take a risk. Handcuff up your boss, yeah, and be rough he might like it, like it. He'll get a rise, you'll get a raise. Don't tell his wife about it.

Alice_on_thc, altgonewild, asstastic, Sexsells, Stigmatophilia

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

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

She was worried her new boss didn't like her. Their first business trip together proved her wrong

cuckoldcaptions, u_MeMeEmEm7

I was told to ‘make more of an effort’ at work by my boss because it will help me sell more. Is this ok? I don’t want to look like a slut or appear to be ‘asking for it’. Do I look like a whore? Or as if I’m begging for attention?

Misogynyfetish

I am sorry for wearing the wrong uniform to work, but I can’t work like this as the boss is suggesting, can I? It’s work like this or get the cane on my tits. Which choice should a girl make? It’s not fair.

Misogynyfetish

Time (f)or work, who'd like me as their boss?

gonewild

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

So my daughter received an "anonymous" tribute (it was from my bosse's boss) and now i want to see more things like that, anyone willing to do more? pm me to share kik

NSFW_Tributes

You comes to your office and find you boss looks like that. What you will do?

IrinaSabetskaya, highheelsNSFW, UnderwearGW, HighheelsGW, hotofficegirls, BusinessBabes, BNSFW

If my boss asks, this picture was from yesterday... Another one by Church Brewing, I liked the can design too much to pour into a glass!

showerbeer

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

HiddenStrapon, u_furver91

Nothing like a possessive two-finger tug to remind you who the boss is. (Or call it a thumb-squeeze, if there isn't so much space to move.)

SmallDickHumiliation, TrueSPH

your boss comes to work looking like this, wyd? [OC]

thighhighs, tightdresses, SexyDresses

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

u_Tiddytastic, u_bear_chief_, u_dentdentdent71

When your boss tells you to turn on your webcam for the meeting and then doesn't like you outfit

traps

Who knew my boss could make me shake like this?

quiver, holdthemoan, u_Easy_Shame, u_Jewish_Gurl_Chicago

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

holdthemoan, starstruckenf

Teacher granny or Boss Granny? What other Role play or Cosplay would you like granny to do?

u_hotasiangranny, u_princedevittbcog

"You know you can't handle a body like this, you're just not man enough" you know McKayla Maroney was right about you, but it didn't make it any easier to accept her taking your boss up on his offer to "experience what a plump ass like that deserves" at t

CelebCucking

My boss says everybody files charts like this... [GIF]

holdthemoan, VerticalGifs, ass, u_MorrisSuntail1712, u_Lonely_Self_6024