Yea X

Boss Day XXX Pics / Clips

Slutwhoreforbigcock:  Cockdrunk:  Relieve His Stress After A Hard Day’s Work  It

Slutwhoreforbigcock: Cockdrunk: Relieve His Stress After A Hard Day’s Work It Started Out As A Regular Office Job. Then My Boss Started Touching And Slapping My Ass Ass As Time Progressed It Was More Of A Grab And Squeeze. Soon My Coworkers Thought

Kedsandtubesocks:my Mom Sister And I Have Been Playing Kingdom Hearts Since Day One.

Kedsandtubesocks:my Mom Sister And I Have Been Playing Kingdom Hearts Since Day One. I Would And Still Do Read The Walkthroughs While My Mom And Sis Alternate Who Played On The Controller. Fighting Through All The Bosses, Getting Lost In Monstros Caves,

Saythankyoumaster:  The New Secretary Enjoying Hump Day With Her New Boss.

Saythankyoumaster: The New Secretary Enjoying Hump Day With Her New Boss.

On The Very First Day Of Her Internship, She Learned A Lesson That Would Benefit

On The Very First Day Of Her Internship, She Learned A Lesson That Would Benefit Her For The Rest Of Her Career: The Boss Is Always Right.

Shooting-Myself:  I Think I Might Just Take 1 Pic A Day, My Boss Won’t Know !

Shooting-Myself: I Think I Might Just Take 1 Pic A Day, My Boss Won’t Know ! Lmao

Itskkiss:  Your Wife’s Boss Makes Her Blow Him Whenever Her Drops Her Home From

Itskkiss: Your Wife’s Boss Makes Her Blow Him Whenever Her Drops Her Home From Work…… Which Is Most Days Now.

Nedverdigende:  When She Was Hired As A Secretary She Thought She Might Have To Service

Nedverdigende: When She Was Hired As A Secretary She Thought She Might Have To Service The Boss Once In A While, But After A Few Weeks This Was The Main Part Of Her Job. She Did Her Rounds Every Day. She Was Required To Go By Every Office On Her Floor.

Addicted-To-Cruel:during Our Team Lunch Today, My Boss Mentioned That My Wife Had

Addicted-To-Cruel:during Our Team Lunch Today, My Boss Mentioned That My Wife Had Been A Great Host The Other Day When He’d Popped Into Our Place While Jogging In The Area, And That She’d Even Let Him Have A Shower. I’m Not Sure What Everyone In

Tester1001Me:  It Was Administrative Assistant Appreciation Day. I Was Showing My

Tester1001Me: It Was Administrative Assistant Appreciation Day. I Was Showing My Appreciation To Two Of My Assistants. She Said “It Feel Really Fucking Good. I Love Our Boss, How About You?”The Other Said “I’m His Favorite, He Fucks Me Like

Mia Malkova. It’s Bottomless Friday At The Office, So &Amp;Hellip;., But Mia And

Mia Malkova. It’s Bottomless Friday At The Office, So &Amp;Hellip;., But Mia And Her Boss  Are Taking This Day Up To The Next Level!  - Naughty Office / Naughtyamerica

Oramixbottomlessoramix: Mia Malkova. It’s Bottomless Friday At The Office, So ….,

Oramixbottomlessoramix: Mia Malkova. It’s Bottomless Friday At The Office, So …., But Mia And Her Boss  Are Taking This Day Up To The Next Level!  - Naughty Office / Naughtyamerica

Betterwithmms:  Happy Boss’s Day To My Fellow Leaders Out There. Celebrate By Leaving

Betterwithmms: Happy Boss’s Day To My Fellow Leaders Out There. Celebrate By Leaving Your Door Open As An Informal Invitation For Employees To Come In And Say Something Complimentary. – Ms. Brown

Literally Me When My Boss Was Ranting During Rally Abt All The Stuff I Bitched About

Literally Me When My Boss Was Ranting During Rally Abt All The Stuff I Bitched About In The Voa Survey Last Week Like The Day After I Submitted It N Why It’s Unacceptable Loli Opened My Pepsi, Took A Sip And Threw That Fuckin Pinky Up I Was Thoroughly

Crescentia-Tamarind:  Jetpack-Jenny:  Boss-Of-The-Plains:  Mogifire:  Black And White

Crescentia-Tamarind: Jetpack-Jenny: Boss-Of-The-Plains: Mogifire: Black And White Painting  By Bob Ross Still Looks Awesome Bob Ross Is The Most Unproblematic Of The Faves All He Ever Wanted Was To Brighten Your Day.

Naughtygirlsfantasyland:i Was Pleasantly Surprised To Find My Brother Was My Next

Naughtygirlsfantasyland:i Was Pleasantly Surprised To Find My Brother Was My Next Client For The Day, What I Hadn’t Realized Was That Daddy Brought Him In And Had Paid My Boss Handsomely To Watch Him Fuck Me.

It&Amp;Rsquo;S An Even Happier Kansas Day Now, Thanks To The Best Boss (And Paige

It&Amp;Rsquo;S An Even Happier Kansas Day Now, Thanks To The Best Boss (And Paige For Picking Them Up)!

Bootslaveboyusa:  Coachpervman:  Rookie At The Coaches Conference.  I’d Like To

Bootslaveboyusa: Coachpervman: Rookie At The Coaches Conference. I’d Like To Travel As My Boss’ Assistant With Him And Get That Kind Of Treatment Several Times A Day…And More!

Emma Stephenson Had A Very Weird Day At Work, Based Around The Fact That The Number

Emma Stephenson Had A Very Weird Day At Work, Based Around The Fact That The Number Of Times She Emptied Her Bladder Was More Than The Number Of Times She Physically Went To The Toilet. She Also Saw More Of Her Boss, Leslie, Than She Ever Imagined She

That Fat Girl You're Making Fun Of In Pe, Might Be The Next Top Model. That Nerd

That Fat Girl You're Making Fun Of In Pe, Might Be The Next Top Model. That Nerd You Never Sit With Will Probably Be Your Boss One Day. That Pretty Girl You Have A Crush On Will Probably Give You Aids In The Next Few Years. That Quiet Guy That You See

Shooting-Myself:  I Think I Might Just Take 1 Pic A Day, My Boss Won’t Know !

Shooting-Myself: I Think I Might Just Take 1 Pic A Day, My Boss Won’t Know ! Lmao

Biup4Pegging:  Miniandmr:  My Boss Wanted Me To Wait Like This At Work, Handcuffed

Biup4Pegging: Miniandmr: My Boss Wanted Me To Wait Like This At Work, Handcuffed To My Office Chair, Naked And With The Note ‘Use Me’ On My Ass… I Was Such A Mess By The End Of The Day, I Don’t Even Know How Many Times People Came In Me. All

Gettingbusyintheoffice:  It Is Then That Stacy Understood Why Her Boss Had Been So

Gettingbusyintheoffice: It Is Then That Stacy Understood Why Her Boss Had Been So Grumpy All Day….

Wishcave:  Happy Mother’s Day I Guess??  Scraggy #1: &Amp;Ldquo;Lookie What We

Wishcave: Happy Mother’s Day I Guess?? Scraggy #1: &Amp;Ldquo;Lookie What We Have Here, Boss.&Amp;Rdquo; Scraggy #2: &Amp;Ldquo;Looks Like Another Idiot Walking Down On Our Turf.&Amp;Rdquo; Scrafty: &Amp;Ldquo;So It Seems. Care To Donate To The Anti-Mugging You Fund?&Amp;Rdquo

2Drool4:  Every Day During Lunch, Her Boss Asked To See Her In His Office…

2Drool4: Every Day During Lunch, Her Boss Asked To See Her In His Office…

Neil-Gaiman:neverwear:new Book Day. Proud Of My Boss.  #Neilgaiman  I Got To See

Neil-Gaiman:neverwear:new Book Day. Proud Of My Boss.  #Neilgaiman I Got To See My Book Today! I Seriously Need To Read All Of His Books! &Amp;Lt;3

Gettingbusyintheoffice:  Lisa Is A Quick Study. In Her First Day On The Job, She

Gettingbusyintheoffice: Lisa Is A Quick Study. In Her First Day On The Job, She Deciphered Quickly What Her Boss - Ric - Wanted From Her. Quick Study, That Girl.

Miniandmr:  My Boss Wanted Me To Wait Like This At Work, Handcuffed To My Office

Miniandmr: My Boss Wanted Me To Wait Like This At Work, Handcuffed To My Office Chair, Naked And With The Note ‘Use Me’ On My Ass… I Was Such A Mess By The End Of The Day, I Don’t Even Know How Many Times People Came In Me. All I Know Is That

Kmlutz:  Look At What The Boss Got For Me!!! Oh Happy Day! :D #Hungergames #Obssessed

Kmlutz: Look At What The Boss Got For Me!!! Oh Happy Day! :D #Hungergames #Obssessed (Taken With Instagram)

Good-Little-Slut83:  The Day Ends, It’s Time To Say Goodbye To The Woman Is Boss.

Good-Little-Slut83: The Day Ends, It’s Time To Say Goodbye To The Woman Is Boss. ;) Beautiful Looking Horny

Asianhotwifestories:  It Had Been The Same Every Day For The Last Two Weeks. Her

Asianhotwifestories: It Had Been The Same Every Day For The Last Two Weeks. Her Boss Would Drive Her Home, Park In The Driveway In View Of The Back Windows Where Her Husband Could See. He’d Pull Down His Pants And She Would Suck. She Would Suck Fast

Wendy3000:  Sometimes, I Spend The Whole Work Day Just Looking At Porn On Tumblr. 

Wendy3000: Sometimes, I Spend The Whole Work Day Just Looking At Porn On Tumblr.  Maybe I Need The Boss To Tell Me To Do Something Productive, Like Get On The Desk And Spread Myself Nice And Wide.  Take One For The Team, A Nice, Hard One!

Cuckolding-And-Female-Allure:  The Very Same Day The White Wife Of Your Black Boss

Cuckolding-And-Female-Allure: The Very Same Day The White Wife Of Your Black Boss Had Told You That She Thought That “All White Women Should Be Blacked,” She Convinced Your Wife To Model For Him The Lingerie She  Had Bought, And You Didn’t Dare

Shelikestosuckit:  After A Long Day Of Leaning On The Union Bosses, Collecting From

Shelikestosuckit: After A Long Day Of Leaning On The Union Bosses, Collecting From The Speakeasies, And Unloading Trucks In The Garment District, All Tony Wanted Was A Neat Shot Of Hootch And A Nice, Thorough Blowjob.

Suitedsubmissive:  Oh Yeah!  Fucking Soak That Suit, Boy!  Fucking Cover Yourself

Suitedsubmissive: Oh Yeah!  Fucking Soak That Suit, Boy!  Fucking Cover Yourself In Hot Piss And Wear Those Clothes Around All Day…Let The World Know What A Dirty Piss Pig You Truly Are! My Kind Of Boss

Irisfuckdoll:  Chokingcheapsluts:  First Day On The Job And The Dirty Cum Guzzling

Irisfuckdoll: Chokingcheapsluts: First Day On The Job And The Dirty Cum Guzzling Slut Is Already Sucking Up To The Boss. Tear Her Ass Apart And Send Her Off Gaping She Was Fine With Getting Fucked At Work, But Apparently Being His Personal Assistant

Your Boss Was Always A Huge Bitch To You. Whenever Something Would Go Wrong, She

Your Boss Was Always A Huge Bitch To You. Whenever Something Would Go Wrong, She Would Take It Out On You. One Day, Having Had Enough Of Her Shit, You March Into Her Office To Tell Her Off, But Stumble Across Her Masturbating To A Your Profile Pic. That’s

Marcspack:  Suberbs:  Just Finished Painting These Bad Babies The Other Day. Can’t

Marcspack: Suberbs: Just Finished Painting These Bad Babies The Other Day. Can’t Wait To Watch Part 2 You Are A Boss! Good Work!

So Miss V&Amp;Hellip; You Think It&Amp;Rsquo;S Acceptable To Tie The Boss Up And

So Miss V&Amp;Hellip; You Think It&Amp;Rsquo;S Acceptable To Tie The Boss Up And Use Him As Your Personal Sex Slave For Several Days? - Dm

Bobbybasicsblog:  Cum4All:  Don’t Go Yet  My Wife Was Used Like A Whore At Her

Bobbybasicsblog: Cum4All: Don’t Go Yet My Wife Was Used Like A Whore At Her New Job. Her Boss Would Fuck Her Senesless Almost Every Day

Suzieme:  Obedient Sissy Secretary Performs Her Daily Duty… Well, Not Just Once

Suzieme: Obedient Sissy Secretary Performs Her Daily Duty… Well, Not Just Once Per Day Of Course! Her Sexy Dress Fills The Boss’s Balls With Fresh Supplies Too Quickly, So She Really Brought This On Herself - Having To Extract That “Supply” Whenever

Bustysister:  I Masturbate At Least Once A Day Thinking About My Younger Brother.

Bustysister: I Masturbate At Least Once A Day Thinking About My Younger Brother. I’ve Come To Terms With That Now. But It’s Gone Deeper. I Dress Up And Pretend He’s My Teacher Or My Boss Or Whatever. I Picture Him Calling Me Names And Having His

Asianprincessesandsluts:stickypussy:http://Stickypussy.tumblr.com  Your Wife Let

Asianprincessesandsluts:stickypussy:http://Stickypussy.tumblr.com Your Wife Let Your Boss Cum Inside Her. This Time He Left It So You Could Have A Fresh Cream Pie, Instead Of One She Carried Around All Day.

Chongmonkey:i Work In This Factory 12 Hours A Day. My White Boss Is Very Strict.

Chongmonkey:i Work In This Factory 12 Hours A Day. My White Boss Is Very Strict. The Recently Made “Relief Station” Your Friend 1878 Is Staffing Should Raise Moral. Just Make Sure When Your Number Is Called, You Get Over There And Fuck His Ass. Otherwise

Chongmonkey:  Lorgrom:  Chongmonkey:i Work In This Factory 12 Hours A Day. My White

Chongmonkey: Lorgrom: Chongmonkey:i Work In This Factory 12 Hours A Day. My White Boss Is Very Strict. The Recently Made “Relief Station” Your Friend 1878 Is Staffing Should Raise Moral. Just Make Sure When Your Number Is Called, You Get Over There

Websissy:  As Humiliating As It Is To Have To Clean Her Pussy After Another Man Has

Websissy: As Humiliating As It Is To Have To Clean Her Pussy After Another Man Has Cum In It, But Now I Know That It Is My Boss. And The Worst Part Is She Told Him I Would Be Licking Her Clean. Monday Morning Is Not Going To Be A Good Day At Work.

Wife-Was-A-Slut:your Wife Used To Spend Her Lunch Breaks At Work Taking Her Boss

Wife-Was-A-Slut:your Wife Used To Spend Her Lunch Breaks At Work Taking Her Boss And Co-Workers Down Her Throat. Your Sweet Wife Was Used Like A Whore Every Single Day.

Enigmamre:  Admit It, You Want To Be Like Her. All Pink And Fluffy. Happy And Kneeling.

Enigmamre: Admit It, You Want To Be Like Her. All Pink And Fluffy. Happy And Kneeling. On Display And An Invitation To Be Fucked On That Bed. Yes, I Want To Be Like Her.i Will Be, One Day. A Pretty Little Toy For My Boss To Use And Abuse. I Am Modifyin

Wannabeownednow:  Hplyrikz:  Clear Your Mind Here  Mmmmm… That Deep Sexy Voice…

Wannabeownednow: Hplyrikz: Clear Your Mind Here Mmmmm… That Deep Sexy Voice… I Bet You Get A Ton Of Complements On Your Voice Every Day Baby!! ;) I Could Listen To My Boss Talk For Hours. His Voice Is Incredible. When He Tells Me How Worthless

This Is How I Should Be Spending A Lot Of My Day. Making Myself As Attractive As

This Is How I Should Be Spending A Lot Of My Day. Making Myself As Attractive As Possible For My Boss.

Uncensoredpleasure:  You Fired Your Gardener For Not Doing A Good Job, You Were Fed

Uncensoredpleasure: You Fired Your Gardener For Not Doing A Good Job, You Were Fed Up With The Lawn Not Being Mowed, The Bushes Not Being Trimmed…..The Day After Firing Him He Sent You This Vid.“Hey Boss, Just Wanted To Tell You You Were Right. I

Lezbilicious:  &Amp;Ldquo;I Know It’s Your First Day In The Office Honey. So I’m

Lezbilicious: &Amp;Ldquo;I Know It’s Your First Day In The Office Honey. So I’m Sure You Want To Give Me A Good Impression… Don’t You?&Amp;Rdquo; When Bosses Abuse Their Authority

Averypottermormon:  Honorarytenenbaum:  Fili-Kili-At-Your-Service:  A-Tumbler-Of-Ice-And-Fire:

Averypottermormon: Honorarytenenbaum: Fili-Kili-At-Your-Service: A-Tumbler-Of-Ice-And-Fire: What A Boss And It’s Back On My Dash. No One’s Geek Game Is Stronger Than Colbert’s Geek Game.   There May Be A Day I Stop Reblogging This, But Today

Letsriskybusiness:  At First, She’d Been Hesitant To Fuck Him.  It Was One Of

Letsriskybusiness: At First, She’d Been Hesitant To Fuck Him.  It Was One Of Her Most Fertile Days, After All, And He Was Practically A Stranger.  She’d Only Been Working For The Firm For A Few Weeks, But Already Her Boss Had Managed To Seduce

   Beautifulwives:  Business Trips With Her Boss Turned Into Work During The Day

  Beautifulwives: Business Trips With Her Boss Turned Into Work During The Day &Amp;Amp; Now Also In The Evenings …

Abovecenter:  Business Trips With Her Boss Turned Into Work During The Day &Amp;Amp;

Abovecenter: Business Trips With Her Boss Turned Into Work During The Day &Amp;Amp; Now Also In The Evenings …

Raidraws:  Merry Christmas Undertale Fans!I Slaved Over This For 3 Days. And It’s Finally

Raidraws: Merry Christmas Undertale Fans!I Slaved Over This For 3 Days. And It’s Finally Done! I Drew Every Undertale Character (Excluding Asriel’s 2Nd Final Boss Form, Undyne The Undying, And Mettaton Neo )Had To Cut It Into 10 Different Parts

Yourblowjobprincess:  Slap My Face With Your Cock, Big Boy! I Always Watched The

Yourblowjobprincess: Slap My Face With Your Cock, Big Boy! I Always Watched The Clock Toward The End Of The Day. James May Have Been Just An Intern At My Law Firm, But I Knew That When The Last Person Left, He’d Eagerly Show Me Who The Real Boss

Janan3S:  Melanie Came Tumbling Down The Stairs Like Usual. Only The Suitcase Was

Janan3S: Melanie Came Tumbling Down The Stairs Like Usual. Only The Suitcase Was Not That Usual.&Amp;Ldquo;O Tracy, I Was So Glad You Came To Spend A Few Days And Nights With Me. But I Just Got A Phone Call: I Have To Join The Boss At A Business Trip. Some

Dolly-Visha:  Oh Sweetie, You Really Thought Secretary Work Meant Answering The Phone

Dolly-Visha: Oh Sweetie, You Really Thought Secretary Work Meant Answering The Phone And Paperwork? My Dear, Your Young Body Will Serve As A Masturbatory Device For Your Boss, And That’s What You’ll Be Doing Every Week Day From 8Am To 4Pm.

Supervillainl:  Boss Takes A Rough Day Out On The Mail Clerk In The Pantry.

Supervillainl: Boss Takes A Rough Day Out On The Mail Clerk In The Pantry.