Search results: Assistant Fail
Showing 157 - 234 of 3,445 videos (0.024 seconds)

Senior Flight Attendant Seduces Pilot Assistant In The Woods For Wild Horse And Buggy Ride

82% 1 Votes

Views: 369

Duration: 06:17

anal,milf,blowjob,handjob,redhead,masturbation,fetish,strap-on,femdom,big-tits,leather,foot-fetish

Fiery Ginger Siren Shanna McCullough Seduces Her Way Through Office Assistant Job Interview

19:00 1.8k Views 79%

facial,teen,blowjob,brunette,masturbation,gangbang,small-tits,natural-tits

Three Hung Studs Take Turns Pounding Naughty Glasses-Wearing Shop Assistant Into Ecstasy

32:17 137 Views 86%

cumshot,black,fucking,babe,sucking,doggystyle,amateur,homemade,bbw,big-cock,africa

HD

Double Trouble: Horny Assistant Takes Charge After Boss's Steamy Massage

03:59 109 Views 70%

stockings,hardcore,interracial,deepthroat,lingerie,big-ass,orgasm,boss,pounded,big-tits,tit-fuck,pussy-rubbing,sloppy-blowjob,adulttime,adult-time,avery-jane,diego-perez

HD

Sizzling Black CEO Craves Testing Her Massive Boobs On Her Employee's Hard Shaft

12:06 231 Views 76%

stockings,boobs,pornstar,milf,threesome,office

HD

Workplace Dominator: CEO Dives Deep In Secretary And Busty MILF Helper

06:00 456 Views 92%

teen,hardcore,latina,blowjob,amateur,secretary,reality,casting

HD

Teen Assistant Gets Drilled Hard In Pov By Her Boss.bot_.

07:05 0 Views 88%

porn,cumshot,fucking,boobs,hot,cock,ass,blowjob,handjob,amateur,wet,blowjobs,big-ass,bbw,big-tits,18yo,big-cock,big-dick,big-boobs,bbc

HD

I Pitched A Horny Tent To Bang My Assistant Manager On The Job

05:52 282 Views 80%

lesbian,teacher,student,smalltits,69,masturbate,oral,kiss

HD

Lily Gets Naughty With Her Sexy Assistant Teacher Kristen

06:15 344 Views 71%

lesbian,teen,pussy,lesbians,pornstar,ass,milf,oral

HD

Her Insatiable Lesbian Assistant Got Dirty In The Office

06:01 0 Views 78%

interracial,milf,brunette,threesome,uniform,asian,big-tits

Dr. Evan Stone And Busty Assistant Asia Carrera Double Team Lonely Milf Alexandra Silk!

10:50 1.4k Views 70%

teen,blowjob,brunette,doggystyle,uniform,hairy,cowgirl,classic,facial-cumshot,small-tits,sport

Coach's Assistant Teaches Horny Young Brunette With Perky Tits The Naughty Exercises To Join The Team

07:04 137 Views 69%

hardcore,blonde,blowjob,doggystyle,curvy,deepthroat,busty,cowgirl,cute,big-ass,cum-on-ass,couch,big-tits,clothed-sex,milfty

HD

Thirsty MILF Painter Bangs Young Assistant For Sexual Inspiration

15:28 514 Views 90%

dildo,rough,toy,spanking,bigtits,domination,strapon,bdsm,fetish,bondage,submission,slave,bizarre,tied,pain,femdom,facesitting,kink,divinebitches,primekink

HD

Busty Domme Smothers Her Assistant With Her Plump Assets

05:08 28 Views 71%

fucking,hardcore,brunette,rough,gagging,bigtits,bigcock,hugetits,fetish,bondage,submission,slave,bizarre,tied,pain,whipping,kink,sexandsubmission,kinkmesh

HD

Legal Professional Bangs Voluptuous Secretary In Restraints

05:09 899 Views 85%

shaved-pussy,lesbian-sex,lesbian-big-tits,lesbian-ass-licking,latina-porn-video,lesbian-boob-sucking,small-tits-porn,lesbian-porn-stars,lesbian-pussy-licking,lesbian-masturbation,blonde-sex,lesbian-kissing,brunette-sex,lingerie-porn,pussy-licking-porn,lesbian-tribbing,blake-blossom,eva-alvarez

HD

Latina Lesbian Devours Assistant's Juicy Ass

06:10 719 Views 71%

anal,blowjob,handjob,brunette,threesome,fishnet,ass-to-mouth,double-penetration,facial-cumshot,small-tits,natural-tits

French Tycoon's Naughty Search For Personal Assistant Ends In Wild Office Romp With Brandi Lyons!

34:16 663 Views 87%

teen,hardcore,doggystyle,shaved,redhead,threesome,pussy-licking,babes,missionary,big-dick,girl-on-girl,cock-riding,blonde-milf,big-tits-milf,jessa-rhodes,small-tits-teen,danni-rivers,2-girl-blowjob

HD

Horny Teen Assistant Danni Rivers Gets Naughty With MILF Boss And Her Husband

08:00 1k Views 63%

teen,blonde,blowjob,doggystyle,classic,natural-tits,special-locations

Ruthless Businessman Reaps The Rewards Of His Seductive Young Assistant's Assets

15:15 1.1k Views 67%

blonde,blowjob,shaved,wife,titjob,deepthroat,bigtits,bigcock,masturbate,oral

HD

Horny Housewife Caught Riding Husband's Assistant

06:15 361 Views 62%

porn,pussy,hardcore,tits,european,real,tattoo,homemade,wife,wet,young,squirt,cowgirl,blowjobs,whore,oral,webcam,reality,taboo,anal-sex

HD

My Personal Assistant - A Wet And Wild Office Affair

12:33 229 Views 66%

anal,teen,blonde,blowjob,doggystyle,ass-to-mouth,big-tits,facial-cumshot

Boss Fucks Hot Blonde Assistant Hannah Harper For Going Above And Beyond At Work

15:38 1k Views 100%

pornstar,blowjob,rough-sex,couch,job-interview,black-agent,interracial-agent

HD

Sleazy Boss Pounding His Naughty Teen Secretary's Tight Hole

04:55 0 Views 97%

hardcore,blowjob,uniform,cop,police,big-cock,bbc,big-black-cock

HD

Hot Milf Tempts Innocent Assistant In Unplanned Office Tryst

05:00 303 Views 77%

anal,blonde,blowjob,riding,doggystyle,threesome,deepthroat,deep-throat,69,atm,ass-to-mouth,anal-creampie,bush,ffm,deepthroating,reverse-cowgirl

HD

ASS-BANGING CEO Pushes Limits Of Subordinate's Backdoor

12:35 137 Views 65%

masturbating,masturbate,masterbation,mastubation,masterbate,masturbates

Throb Academy: Provocative Guide To Solo Pleasure With Her Sultry Assistant

06:30 22 Views 76%

Engaging In Intimate Activities With My Assistant Cielo & Myself

06:23 0 Views 69%

cumshot,facial,blonde,blowjob,riding,doggystyle,squirting,deepthroat,bigcock,lingerie,asstomouth,cowgirl,bigdick,atm,rimming,firstanal

HD

TUSHY Boss's Hot Wife Karla Kush Gets Her Ass Pounded By The New Office Assistant

11:46 395 Views 100%

cumshot,hardcore,boobs,brunette,doggystyle,uniform,busty,bigtits,cowgirl,college,classroom,missionary,coed,hd,innocenthigh,cum-on-tits,teamskeet,cassidy-banks

HD

Pure Filth - Big Boobed Schoolgirl Thrashed By Teacher's Assistant (Cassidy Banks)

13:33 620 Views 100%

sex,teen,hot,ass,creampie,riding,amateur,homemade,closeup,hairy,cowgirl,big-ass,horny,hentai,anime,pokemon,18yo,cosplay,pikachu,meaty-pussy

HD

Fill My Electric Assistant With Your Sticky Load

14:15 1.2k Views 95%

facial,latina,brunette,fingering,cowgirl,pussy-licking,office,submissive,trimmed-pussy,fantasy,boss,cfnm,hispanic,cum-in-mouth,pawg,natural-tits,old-vs-young,side-fuck,freeuse,shirt-and-ties

HD

Seductive Brunette Bebe's Tight Pussy Gets Hired As The New Office Assistant

15:11 247 Views 89%

teen,big,tits,cock,ass,petite,skinny,natural,amateur,small,POV,outdoors,tiny,of,point,view,realitykings

HD

RealityKings - Horny Milf Hunter - Pounding My Naughty Nerd Assistant

08:00 109 Views 95%

lesbian,pornstar,busty,69,masturbate,oral,kiss,boss,titsuck,facesit

HD

Dominant Darcie Dolce Smothers Assistant Bree Daniels With Her Sexy Curves And Licks Her All Over

05:42 305 Views 84%

hardcore,european,milf,threesome,big-tits,glamour,simony-diamond,ddf-network,ddf-porn

HD

Hot Assistant Gets In On Wild Threesome Action With Anjelica Heart & Simony Diamond

19:43 499 Views 98%

lesbian,latin,threesome,hairy,masturbate,oral,kiss,facesit

HD

Office Slut Shyla Jennings Gets Pussy Licked By Naughty Assistant Jenna Sativa And Her Hot Girlfriend

06:19 346 Views 62%

real,amateur,rubbing,masturbating,french,orgasm,reality

During The Audition, She Fucks My Assistant Raw!!! French Amateur

06:00 409 Views 67%

anal,facial,sex,hardcore,milf,blowjob,mature,busty,big-tits,hd,anal-sex,anal-toys,anissa-kate

HD

HORNYMATURE Getting Her Big Tits Roughly Banged In The Ass

10:57 89 Views 71%

threesome,double-penetration,handsonhardcore,anal-sex,anal-porn,hardcore-porn,euro-porn,blowjob-porn,dp-porn,premium-porn,ddf-hardcore,ddf-porn,mmf-porn

Director And Assistant Double-Penetrate A Stunning Newcomer

26:35 602 Views 72%

porn,indian,cartoon,toons,comics,savita,velamma,kirtu,velammasex,velamma-43,velammacomics,indiansexcomics,indiancomics,indian-sex-comics

HD

Velamma Episode 43 - Seductive Assistant Coach Velamma

01:05 605 Views 100%

teenager,blowjob,brunette,doggystyle,deepthroat,school,pussy-licking,shaved-pussy,cum-on-ass,reverse-cowgirl,big-dick,round-ass,collage,small-tits,bubble-butt,bellesa,cock-riding,side-fuck

HD

Horny Teacher Pounds His Hot Assistant Like A Wild Animal - Bellesa

15:01 630 Views 76%

cumshot,milf,blowjob,brunette,mature,deepthroat,pussy-licking,cunnilingus,big-ass,big-tits,cougar,big-cock,mariana,dark-hair,natural-tits,big-natural-tits,tit-lick,cum-on-pussy,john-price

HD

21Sextreme Busty Secretary Gets Drenched In Cum By Well-Endowed Colleague

12:54 0 Views 76%

cumshot,teen,hardcore,big,european,cock,trimmed,riding,doggystyle,skinny,tattoo,amateur,spanking,piercing,teens,blowjobs,shaved-pussy,teenporn,cum-shot,xvideos

HD

Undercover Penetration: Banging The Fresh Personal Assistant Cameron Canela

12:40 0 Views 80%

tattoo,secretary,boss,stepdad,stepson,old-and-young,blowjob-porn,deepthroat-porn,hardcore-porn-free,group-sex-porn,domination-porn,small-tits-porn,big-cock-porn,babe-porn,boss-blowjob,brunette-sex,threesome-sex,whitney-wright,secretary-blowjob,hardcore-sex-porn

HD

Stepson Bangs Stepdad's Assistant Right In Front Of Him

06:10 0 Views 67%

lesbian,brunette,busty,titsucking,oral,kiss,bath,facesitting

Angela White Devours Personal Assistant Keisha Grey's Wet Pussy To Intense Orgasm!

05:39 48 Views 94%

boss,lesbian-sex,lesbian-milf,lesbians-kissing,jessica-ryan,lesbian-ass-licking,petite-girl-porn,oral-sex-porn,lesbian-free-porn,lesbian-hardcore-porn,lesbian-fingering,lesbian-pussy-licking,hardcore-lesbian-sex,lesbian-masturbation,lesbian-scissoring,brunette-sex,old-and-young-lesbian,lesbian-tribbing,lesbian-milf-and-teen,laney-grey

HD

Experienced Cougar CEO Devours And Tongues Tight Young Secretary

06:10 843 Views 75%

cumshot,outdoor,blowjob,doggystyle,redhead,pussyfucking,public,big-cock,big-dick,pierced-pussy,doggy-fuck,natural-tits,cum-into-mouth,deep-wet-pussy-fuck,redhead-riding-dick

HD

Naughty Assistant Reveals His Huge Cock To Horny Model And She Masters The Art Of Riding It

22:53 502 Views 69%

Cathy Stewart Assists The Gynecologist In A Wild And Sexy Examination

08:52 319 Views 86%

lesbian,blonde,redhead,finger,bigtits,office,masturbate,oral,boss,facesit,kendra-james,mackenzie-moss

HD

Horny Lesbian Goddess Rides Her Assistant's Face

06:40 0 Views 65%

black,blonde,ebony,bdsm,tied,up,electro,shock,wand,uv

Anal Sexperiment With Dr. Sparky's Dirty Assistant Gets Electrifying!

05:07 0 Views 74%

dildo,lesbian,teen,petite,milf,skinny,shaved,amateur,homemade,toy,pussy-licking,strapon,heels,strap-on,reality,big-tits,small-tits,aries-stone,chanel-preston,eating-pussy

Slender Young Brunette Babe Nailing My Assistant To Secure The Position

10:10 36 Views 99%

anal,fucking,hardcore,latina,blowjob,POV,fetish,flexible,footjob,feet,reverse-cowgirl,anal-sex,interactive,lifeselector,veronica-leal

HD

Lifeselector - Horny Assistant Veronica Leal Services You With Her Sexy Feet

10:04 0 Views 96%

threesome,POV,anal-sex,lifeselector,threesome-porn,anal-pov,candee-licious

HD

POV Sex: Naughty Office Assistant Begs For Big Cock

10:11 33 Views 100%

boss,face-fuck,sucking-cock,handjob-porn,blowjob-porn,deepthroat-porn,oral-sex-porn,small-tits-porn,big-cock-porn,masturbation-porn,babe-porn,boss-blowjob,blonde-sex,tiffany-watson,boss-fucks-employee,lingerie-porn,pussy-licking-porn,jason-moody,pornstar-hardcore,hardcore-sex-porn

HD

Boss Ravages Young Assistant On Her First Day At Work On StraightTabooXXX.com

06:11 580 Views 99%

boss,lesbian-sex,big-tits-boss,lesbian-babes,lesbian-eating-pussy,lesbian-ass-licking,petite-girl-porn,lesbian-free-porn,lesbian-boob-sucking,lesbian-sex-video,lesbian-fingering,lesbian-pussy-licking,lesbian-masturbation,jenna-sativa,brunette-sex,lingerie-porn,latina-lesbian,lesbian-small-tits,maddy-o-and-apos-reilly,lesbian-big-tis

HD

Latina Boss Gets Her Ass Worshipped By Her Personal Assistant

06:10 163 Views 67%

porn,porno,hardcore,pornstar,handjob,big-ass,hardsex,red,best,big-tits,light,big-dick,italiano,production,selle

Seductive Patient Gets Drilled By Dentist And His Kinky Assistant

15:15 0 Views 67%

fucking,hardcore,rough,bdsm,fetish,bondage,submission,slave,bizarre,tied

HD

Ass Master Thrusts Into His Horny Assistant's Tight Ass With A Huge Plug

05:32 320 Views 89%

latina,interracial,blowjob,brunette,uniform,fishnet,nylon,small-tits,foot-fetish,natural-tits,special-locations

Pervy MD Bangs Hot Asian Nurse And Cums On Her Heels

14:37 970 Views 100%

tits,babe,ass,brunette,tattoo,model,doggy,massage,brazzers,big-tits,piercings,big-boobs,bigtitsatschool

HD

Super Sexy College Babe Crista Moore Bangs Her Professor Hard

07:03 855 Views 95%

teen,blonde,milf,real,natural,amateur,homemade,fuck,office,work,mom,job,casting,german,deutsch,arbeit,buero,sex-in-office

HD

Workplace Desires - Naughty German Office Assistant MILF Gets Nailed On The Job

09:41 92 Views 72%

anal,cumshot,blonde,sexy,babe,blowjob,threesome,smalltits,dp,pussy-licking,orgasm,bang,euro,glamour,big-cock,glamkore

HD

Steamy Threesome With Sultry Cherry Kiss And The Lucky Hubby's Assistant!

11:57 642 Views 80%

cumshot,teen,hardcore,riding,doggystyle,skinny,tattoo,amateur,glasses,piercing,teens,blowjobs,cunnilingus,shaved-pussy,teenporn,cum-shot,youporn,xvideos,tube8

HD

Stud Boss Plows Nerdy Assistant Katrin Tequila In Hot Teen Porn!

10:12 399 Views 79%

stockings,lesbian,blonde,petite,brunette,lingerie,foursome,POV,big-ass,milfs,big-tits,deepthroating,big-dick,blow-job,bubble-butt,fake-tits,titty-fucking,big-fake-tits,virtual-reality,vr-porn

HD

Horny America - Brooke Banner, McKenzie Lee, And Sarah Jessie Gangbang For A New Office Assistant

06:25 66 Views 63%

hardcore,tits,ass,creampie,blowjob,butt,brunette,busty,high-heels,big-ass,hardsex,big-tits,barefoot,venezuelan,sexy-outfit,porn-stories,porn-in-spanish

HD

SHEILA ORTEGA - POUNDING THE PRINCIPAL'S NAUGHTY ASSISTANT

11:08 444 Views 92%

teen,hardcore,blonde,babe,interracial,pornstar,petite,blowjob,shaved-pussy,orgasm,big-cock,small-tits,bbc,black-cock,devilsfilm

HD

Sexy Blonde Kenzie Reeves Uses Her Job As An Assistant To Seduce And Fuck Hot Boss Isah

06:15 0 Views 93%

hardcore,blonde,outdoor,milf,blowjob,doggystyle,mature,redhead,threesome,deepthroat,busty,cowgirl,big-tits,cougar,milf-sex,milf-porn,milf-blowjob,milfty

HD

Horny MILF Boss Jessa Rhodes Invites New Assistant Danni Rivers To Share Hubby's Big Dick In Steamy 3some!

08:00 737 Views 62%

sex,black,hardcore,rough,ebony,office,secretary,big-ass,rough-sex,boss,reverse-cowgirl,daddy,big-butt,big-booty,rough-fuck,msnovember,sheisnovember,rough-riding,hardcore-pov,rough-ride

HD

Rough Ride On The Big Black Cock - Boss Threatens To Fire Scared Assistant If She Doesn't Ride Him Hard - Ebony Booty Gets Banged And Flash Bootyhole By Aggressive Boss!

07:02 250 Views 90%

sex,black,fucking,hardcore,pornstar,riding,rough,fuck,young,ebony,cowgirl,pussyfucking,secretary,boss,reality,missionary,reverse-cowgirl,bbc,msnovember,sheisnovember

HD

Forbidden Office Indulgence With Curvy Black Assistant Sheisnovember Needs To Satisfy Her Demanding Boss Who Discovered Her Secret Porn Career, Craving Intense Cowgirl Ride & Filthy POV BJ With Glasses, Office Debauchery With Msnovember

11:57 686 Views 71%

anal,lesbian,babe,brunette,toy,ass-licking,office,strap-on,brazzers,rimming,scissoring,small-tits,tattooed,girl-on-girl,ass-fuck,pussy-grinding,pussy-running

HD

Inked Hotwife (Rocky Emerson) Plugs Her Naughty Assistant (Jane Wilde) With Anal Toys - Brazzers

11:13 155 Views 76%

facial,blonde,blowjob,riding,doggystyle,deepthroat,pussylicking,cowgirl,reversecowgirl,pronebone

HD

VIXEN Secretary Rides Her Boss' Cock To The Top

10:54 363 Views 0%

facial,blowjob,riding,deepthroat,pussylicking,lingerie,asian,cowgirl,hairypussy,reversecowgirl,spoon,doggytsyle,spooning,pronebone

HD

VIXEN Tempting Assistant Satisfies Her Naughty Desires

12:34 614 Views 72%

latina,fingering,masturbation,shaved-pussy,big-cock,teen-sex,blowjob-porn,petite-girl-porn,oral-sex-porn,small-tits-porn

HD

Giant Stud Ravages Ex-Wife's Tiny Assistant

06:10 682 Views 61%

latina,milf,blowjob,pussy-licking,cunnilingus,cheating,big-ass,orgasm,latinas,milfs,big-tits,cougar,cheater,big-boobs,cheat,cougars,titty-fuck,big-butt,juicy-ass,she-will-cheat

HD

Voluptuous Latina Beauty Mercedes Carrera Gets Naughty With Her Studly Office Assistant

08:00 356 Views 83%

latina,milf,blowjob,brunette,wife,cheating,big-ass,orgasm,milfs,big-tits,cougar,cheater,big-boobs,cheat,cougars,big-booty,cheating-wife,big-natural-tits,juicy-ass,mercedes-carrera

HD

Horny Latina MILF Mercedes Carrera Fucks Husband's Assistant In Revenge For Cheating Emails

08:00 700 Views 100%

cumshot,cum,pussy,tits,blonde,hot,milf,real,homemade,group,masturbation,dick,orgasm,missionary

HD

Wax Queen SugarNadya Turns Up The Heat As She Makes Her Client Pound An Assistant - Naughty Time With Horny Sex Doll Tantaly

05:47 168 Views 62%

creampie,homemade,asian,pussyfucking,shaved-pussy,big-ass,indian,reality,18yo,big-boobs,indian-sex,asian-sex,arabian-sex,best-sex,kolkata-sex,threesome-sex,indian-teen-sex,tamil-sex,saree-sex,new-sex-video

HD

Seductive Indian Model Gets Ravaged By The Producer's Assistant! Boss Can't Handle Her Insatiable Desires!

14:50 541 Views 100%

facial,milf,handjob,threesome,lingerie,nurse,big-ass,doctor,arab,muslim,tit-fuck,taboo,cougar,dirty-talk,big-dick,hijab,titty-fuck,role-play,two-girls-blowjob,cum-in-moth

HD

Busty Milf Doctor Vivianne DeSilva And Her Muslim Assistant Bianca Bangs Fix Cock Injury

17:00 0 Views 63%

teen,pornstar,curvy,threesome,pussy-licking,kissing,voyeur,3some,reality,pussy-eating,sci-fi,small-tits,aussie,natural-tits,big-natural-tits,straight-sex,angela-white

HD

FILTHY FANTASY Virtual Assistant Angela White Turns Couple Into Horny Fuck Bots - Sci Fi Erotica

15:28 587 Views 50%

cock,milf,old,dick,granny,shaving,shave,sugarnadya,sugar-nadya

HD

Sultry SugarNadya And Her Geriatric Assistant Tag Team A Well-Endowed Stud

16:00 88 Views 90%

Discover a premium selection of Assistant Fail porn videos at LetMeJerk, where every scene is free to watch and always easy to find. Whether you're after classics or the latest trending clips, our library has something for every taste.

Fans of Assistant Fail also check out: Blowjob, Hardcore, Big-tits, Blonde, Doggystyle.

With over 3,445 unique Assistant Fail videos ready to stream, you'll never run out of options. Our easy-to-use site lets you browse and watch in hassle-free comfort.

Enjoy crisp visuals — almost 77% of our Assistant Fail collection is available in HD for your viewing pleasure.

We update our Assistant Fail category regularly, so there's always something new and exciting to see. Bookmark this page to catch the latest releases and never miss a fresh upload!