Jizz

Boss Me pics

[m]y first, boss told me to take work off so here i am

[m]y first, boss told me to take work off so here i am

gonewild

So my boss is giving me payed vacation for christmas and new years. Just thought

So my boss is giving me payed vacation for christmas and new years. Just thought about this today. (possible nsfw)

funny

How I feel when my boss tries to call me in on my day off (NSFW Language)

How I feel when my boss tries to call me in on my day off (NSFW Language)

funny

[Spoilers] Any tips to beating the final boss? Just got my ass handed to me!

[Spoilers] Any tips to beating the final boss? Just got my ass handed to me!

bindingofisaac

Whenever my boss asks me to do something at 5:01 Fridays.

Whenever my boss asks me to do something at 5:01 Fridays.

reactiongifs

MRW My boss asks me to come in on my only day off

MRW My boss asks me to come in on my only day off

reactiongifs

As the interview is wrapping up, your would be boss slides her chair out from under

As the interview is wrapping up, your would be boss slides her chair out from under her desk, spreads her legs, and says "if you're going to work for me, you have to service my pussy whenever i say, starting now'

nsfw

My boss just sent this in an email to me (Slightly NSFW?)

My boss just sent this in an email to me (Slightly NSFW?)

funny

Think the boss' shirt policy applies to me?

Think the boss' shirt policy applies to me?

gonewildcurvy

Was on a conference call when my boss started taking notes. He handed me the notepad..

Was on a conference call when my boss started taking notes. He handed me the notepad..

funny

18 M Wingmanned like a boss, to end up being the third wheel in a orge.. Went home..

18 M Wingmanned like a boss, to end up being the third wheel in a orge.. Went home.. Cheer me up ladies? ;D

ladybonersgw

I love wearing my boss' shirt while he [F]ucks me

I love wearing my boss' shirt while he [F]ucks me

gonewild

Quit my job today. Boss offered me a raise. Would you?

Quit my job today. Boss offered me a raise. Would you?

workgonewild

You had a rough week, why dont you just get your (f)avorite bottle of lube and take

You had a rough week, why dont you just get your (f)avorite bottle of lube and take out your frustrations on me. I could be your supervisor at work that you teach who is the real boss, or your pretty friend that has cock teased you one too many times, or

gonewild

I love when she sends me picks of what she has on under her clothes and how much

I love when she sends me picks of what she has on under her clothes and how much she wants to show her boss.

wifesharing

I think numbers give me boners... Or maybe It's my bosses mini skirt

I think numbers give me boners... Or maybe It's my bosses mini skirt

Bulges

This was the dumb picture I submitted when I applied for the job at the strip club

This was the dumb picture I submitted when I applied for the job at the strip club and my boss still says my ass got me hired lol. I think I was hired because I’m 19 and all the other girls are older... what do you think lol [f]

gonewild

Slephnir finally arrived! I get them delivered to where I work so I don't have to

Slephnir finally arrived! I get them delivered to where I work so I don't have to drive 20 minuets out to get it. My boss asked what showed up that could make me so happy.. if only you knew sir.. ?

BadDragon

Looking for daddy for Friday night just outside of Toronto, come to my hotel room

Looking for daddy for Friday night just outside of Toronto, come to my hotel room and show me who's boss :) would like to chat and be under your controll before meeting hehe kik is jd104052

sissykik, BBCsissies, Sissies, SissyFemdom

Need someone to show me who's boss ?

Need someone to show me who's boss ?

twinks, GaybrosGoneWild, FemBoys

She tells me her boss said no for a raise. She's trying this out now

She tells me her boss said no for a raise. She's trying this out now

WouldYouFuckMyWife

When I'm naughty, he reminds me who's boss...

When I'm naughty, he reminds me who's boss...

SacramentoGoneWild

let me boss you around [f]

let me boss you around [f]

chubby

I've seen the way my boss looks at me...I kinda hope he looks at this ???

I've seen the way my boss looks at me...I kinda hope he looks at this ???

LoveBBWs

Hope everyone is surviving quarantine like a boss!! 33F - girls, hit me up! ?

Hope everyone is surviving quarantine like a boss!! 33F - girls, hit me up! ?

QuarantineGoneWild

Watch me get spanked by my boss in my newest video! Or, get a custom video just for

Watch me get spanked by my boss in my newest video! Or, get a custom video just for you! [vid]

Sexsells, BDSMGW

My boss promised me a raise if I worked with my boobs out, so now I’m just curious

My boss promised me a raise if I worked with my boobs out, so now I’m just curious what he will offer if I suck his cock

cheatingwives

42F Naughty secretary that wants a boss that can handle me

42F Naughty secretary that wants a boss that can handle me

obsf

Fuck me harder than Dark Souls bosses

Fuck me harder than Dark Souls bosses

gaymersgonewild

The Boss. I'm looking for a partner, follow the instructions on makefastdate.com

The Boss. I'm looking for a partner, follow the instructions on makefastdate.com to contact me!

ManuelFerrara

The Boss. I'm looking for a partner, follow the instructions on makefastdate.com

The Boss. I'm looking for a partner, follow the instructions on makefastdate.com to contact me!

ManuelFerrara

My boss's daughter used her influence to get me fired, just on a whim. To get revenge,

My boss's daughter used her influence to get me fired, just on a whim. To get revenge, I swapped her body with an old prostitute... who seems more than happy with the gift I gave her.

OldAgeRegression

I was on a business trip with my boss when he had the strange idea of renting a woman's

I was on a business trip with my boss when he had the strange idea of renting a woman's bodysuit... before breaking into my hotel room. He told me he usually does this to "get to know his co-workers better".

OldAgeRegression

need somebody to teach me who's boss.....

need somebody to teach me who's boss.....

DaughterTraining, Bodysuit, bonerfuel, cuteasfuckbutclothed, Busty, cleavage, BustyPetite, bodyperfection, TwentyPlus, bigtiddygothgf

I'll let you cum on my tits if you let me boss you around a little

I'll let you cum on my tits if you let me boss you around a little

cumfetish, cumsluts, cum

You’re not the boss of me! That is, unless I’m naked.

You’re not the boss of me! That is, unless I’m naked.

booty_queens

I started having sex with my male Boss in hotel rooms after work. Slowly he began

I started having sex with my male Boss in hotel rooms after work. Slowly he began feminizing my clothes and body. He was turning me into a girl, but I didn't defend myself because women had never liked my small cock anyway. I knew I'd be better off as a g

EffeminacyAndFaggotry

If you were my boss and saw this on Reddit, would you fire me?

If you were my boss and saw this on Reddit, would you fire me?

workgonewild

Leaving me along with your Black boss? OK...

Leaving me along with your Black boss? OK...

UnfilteredCaptions, CheatingCaptions

Show Me Who's The Fucking Boss ?

Show Me Who's The Fucking Boss ?

FemBoys, Sissies, GoneWildCD

You can call me.... boss ??

You can call me.... boss ??

u_AnnieRose_, NSFW_Social, softwithabs, fitgirls, PerfectBody, boobs

[f] Do you want to fuck me in front of everyone in the office, boss?

[f] Do you want to fuck me in front of everyone in the office, boss?

InnocentlyNaughty, gwpublic, freeusefamily, DaughterTraining, TikTokNude, onlyfansgirls101, Hornypublic, public, PublicFlashing, PublicSexPorn, Ahegaos, gonewildahegao, Ahegao_IRL, AhegaoGirls, MouthWideOpen, AwaitingCum, hertonguesout, bluehairedgirls, AthleticBabes