Search results: Assistant Fail
Showing 1 - 78 of 3,445 videos (0.024 seconds)

Pounding Busty Secretary Girlfriend In The Office

67% 6 Votes

Views: 2.5k

Duration: 07:04

porn,anal,video,pornstar,movie,italian,film,best,vintage,fm,mm,35,anal-sex,seller,xtime

Sexy Secretary In Short Skirt Gets Fucked By Her Boss In The Office

14:44 22.3k Views 80%

blonde,natural,cocksucking,work,heels,fantasy,wicked,smallboobs

HD

Kinky - Jillian Janson Obediently Satisfies The Boss's Desires

05:53 2.9k Views 100%

anal,stockings,cumshot,blowjob,brunette,smalltits,pussyfucking

Sexy Secretary In Sultry Black Stockings Gets Fucked

37:37 432 Views 85%

anal,sexy,buttplug,dance,dancing,goddess,felicity,feline,prep,felicityfeline

Felicity Feline's Naughty Butt Plug Mishap During Anal Prep

01:09 3.8k Views 75%

cumshot,facial,blow,milf,blowjob,amateur,cowgirl,pussy-licking,pussy-fucking,doggy,orgasm,cum-on-face,pussy-eating,facial-cumshot,blow-job,pussy-sex,pussy-fuck,cum-facial,perfect-pussy,real-amateurs

Naughty Office Babe Gets Pounded And Creamed All Over - HornyMilfsXXX.com

21:51 2.6k Views 20%

teen,teenager,tits,babe,sucking,natural,young,threesome,old,man,cowgirl,office,work,secretary,boss,caught,face,sitting

Naughty Secretary Catches Coworker Giving Head To Old Boss Under Desk

06:07 5k Views 75%

hardcore-porn,euro-porn,milf-porn,blowjob-porn,big-tits-porn,fuckinhd,tasha-holz,glamour-porn,ddf-porn

HD

Mega Horny Glasses-Wearing Secretary With Massive Tits Mounts A Stiff Cock

21:22 6.3k Views 50%

cum,hardcore,blowjob,squirting,squirt,bigtits,bigboobs,office,oral,oralsex,close-ups

Sex-crazed Office Babe Servicing Her Hung Boss

10:09 262 Views 79%

boobs,bigtits,breasts

CumFlix - Voluptuous Office Babe Pounded By Horny Colleague

06:42 863 Views 100%

teen,blowjob,skinny,funny,reality,casting,idiot,fail,behind-the-scenes

HD

Horny Babe Merry4fun Dominates Dumbass With Intense Pleasure!

12:15 3.2k Views 100%

dirty,secretary,sensual,jane

Sultry Jane (Naughty Office Temptress)

23:40 9.9k Views 33%

office,secretary,sweet,with,super

This Naughty New Secretary In The Office Is Begging For A Promotion

05:19 284 Views 61%

anal,sex,pussy,hardcore,boobs,sexy,milf,handjob,amateur,deepthroat,booty,lingerie,pussyfucking,hardsex,amateurs,anal-sex

Fresh-faced Office Assistant Fucked Hard By Her Big, Black Manager

46:25 2.1k Views 0%

facial,fucking,hardcore,huge,chubby,fat,bbw,big-tits,ssbbw,chunky,wet-pussy,large-ladies,fuckfatties

Thick PA Gets Drilled By Horny Boss On Desk

27:08 4k Views 0%

cumshot,real,amateur,homemade,POV,secretary,car,doggy,orgasm,reality,videos,big-tits,taxi,big-boobs,camcorder,sex-in-car,faketaxi,fake-taxi

HD

Anal Threesome With Busty Secretary In Fake Taxi

11:27 3.4k Views 100%

facial,licking,black,fucking,hardcore,big,cock,interracial,milf,fingering,swallow,doggy,style,bbc

MILF Office Assistant Devours BBC Load

06:00 361 Views 71%

milf,handjob,slut,oil,bigcock,cumshots,secretary,kathia,nobili

HD

Blazing Office Temptress Gives Intense Handjob!

01:59 1.5k Views 88%

cumshot,teenager,hardcore,blonde,babe,petite,blowjob,riding,doggystyle,shaved,cowgirl,big-ass,small-tits,cock-sucking,nubilefilms,very-young-teen

HD

Hard Riding Secretary Sydney Cole Mounts Boss On Office Table

08:27 566 Views 67%

porn,pussy,licking,fucking,hardcore,pornstar,blowjob,teasing,show,femdom,humilation,fail,mea,challenge,melone

HD

Horny Guy Fails Miserably Trying To Bang Mea Melone

07:05 9.7k Views 50%

porn,girls,outdoor,public,reality,pickup

HD

Sexy Secretary's Naughty Office Encounter - Uncensored Reality Porn

06:09 5.1k Views 67%

petite,secretary,shaved-pussy,cum-on-ass,boss,tiny,big-cock,big-dick,small-tits,office-slut

HD

Seductive Little Office Assistant Rides Boss's Hard Cock

09:45 1.2k Views 50%

porn,sex,teen,girl,young,old,man,all,new,hd

HD

The Horny Boss Seduces His Young Secretary - A Steamy Office Affair!

08:21 2.8k Views 50%

latina,booty,fat,plump,plumper,plush

Voluptuous Latina Hottie Karla Lane Bangs Grip Guy On Movie Shoot

02:05 7k Views 100%

cum,teen,latina,creampie,petite,young,POV,casting,couch,hd,backroom,cream-pie

HD

Tiny Latina Slut Adriana Gets Ass Fucked And Filled With Cum

13:50 7.6k Views 100%

Ultra-Hot Secretary With Insatiable Desires

06:16 549 Views 0%

cumshot,blowjob,brunette,doggystyle,skinny,threesome,swallow,pussylicking,groupsex,analsex,cocksucking,pussyfucking,cuminmouth,assfucking,swapping,trio,ffm,reversecowgirl,oralsex,facial-cum

HD

Naughty Servants Double Team The Dominant Boss

06:16 501 Views 82%

Dominating The Horny Asian Secretary

07:29 1k Views 97%

boobs,milf,real,amateur,mature,POV,reality,older,casting,audition,couch,women,porn-audition

Filthy FemaleAgent Assistant Joins The Naughty Fun Behind The Camera

10:58 2.1k Views 100%

cheating,real-wife-stories,cheating-husband,husband-cheats-on-wife,married-bbw,cheating-on-wife,cheating-on-girlfriend,husband-caught-cheating,husband-secretary,husband-cheating,cheating-bbw,cheating-fat-wife,bbw-cheating,chubby-cheating

HD

Having A Steamy Affair With A Busty Ebony BBW Secretary

06:15 6.6k Views 77%

porno,hardcore,hot,milf,handjob,doggystyle,amateur,homemade,hardsex,italian,amateurs,milfs,swinger,anale

Thirsty Office Slut Ravages Her CEO

18:52 1.4k Views 73%

anal,facial,gaping,blowjob,brunette,riding,doggystyle,squirting,threesome,squirt,smalltits,dp,doublepenetration,gape,hairypussy,bush,mmf,reversecowgirl

HD

TUSHY Assistant Takes Double Penetration From Boss And His Buddy

12:15 6.5k Views 75%

anal,pornstar,creampie,brunette,tattoo,bigcock,secretary,heels,anal-creampie,euro,bblowjob,cream-pie,internal-cumshot,cum-in-ass,all-internal,cum-inside-pussy,cum-inside-ass

HD

Secretary's Tight Ass Filled With Hot Creamy Cum

12:10 1.2k Views 100%

secretary,german

Raw Anal Action With A Naughty German Secretary Part 1

22:14 1.3k Views 100%

tits,chubby,busty,bigtits,bigass,cheating,plump,bbw,big-tits,big-boobs,big-butt

Curvy Ebony Office Worker Mounts Her Boss's Dick

06:05 963 Views 78%

interracial,latin,blowjob,brunette,doggystyle,POV,tea-bagging,teens,blowjobs,teenporn,big-cock,youporn,xvideos,redtube,natural-tits,teen-porn,tube8

HD

Naughty Secretary Lia Ezra Takes A Big Cock Break At The Office

13:18 7.8k Views 0%

teen,hardcore,blonde,babe,doggystyle,mature,young,teenie,old,pussylicking,cutie,pussyfucking,fetish,cunnilingus,oldandyoung,oldman,doggie,suckingcock,oldvsyoung,youngonold

HD

Elderly Executive Fucks Young Secretary For Performance Review

05:42 2k Views 100%

stockings,upskirt,panties,amateur,fingering,high-heels,masturbating,masturbation,solo,secretary,makeup,lipstick,lelu,lelu-love

HD

Secretary's Secret Masturbation Session Caught On Camera, Exposing Every Intimate Detail!

14:29 1.6k Views 33%

cumshot,blonde,blowjob,secretary,hardfuck,voyeur,reality,hiddencam,spycam,roleplaying,officesex,fuckorfired

HD

Aspiring Office Slut Screws Her Way To The Corner Office

16:50 732 Views 60%

cumshot,teen,hardcore,tits,doggystyle,natural,lingerie,teens,blowjobs,shaved-pussy,kissing,orgasm,coed,teenporn,cum-shot,youporn,xvideos,redtube,teen-porn,tube8

HD

Naughty Secretary Gets Drenched In Teen-Porn Fun With Gloria Miller

12:47 3.9k Views 50%

pussy,latina,hot,brunette,fuck,wet,solo,beautiful,webcam

Sexy Secretary Seduces Boss For Office Overtime Orgy!

59:00 1.3k Views 0%

teen,pussy,teenager,petite,brunette,wet,juice,cunt,cutie,skirt,pretty,slim,tight,feet,dripping,18yo,barefoot,adorable,mini,persian

Sexy Naughty Schoolgirl Gets It Hard From Personal Teen Assistant

42:22 5.3k Views 0%

blonde,creampie,blowjob,riding,doggystyle,shaved,gagging,bigcock,lingerie,gag,bigdick,blueeyes,reversecowgirl

HD

Bootylicious Secretary Kate England Takes It Deep In The Ass From Client

11:49 6.7k Views 63%

cumshot,facial,sex,black,hardcore,fucked,blowjob,riding,ebony,table,POV,office,secretary,big-ass,missionary,cumswallow,big-cock,msnovember,sheisnovember

HD

Foxy Secretary Swallowing Huge Load In Office, Banged On Desk, Intense Pounding & Riding CEO's Massive Dick, Finally Sucking Him Dry!

13:12 5.7k Views 100%

facial,hardcore,creampie,brunette,big-ass,big-tits,big-dick,60fps,lena-paul

HD

SQUIRT4K SLIPPERY WET Orgasms With Horny Office Secretary Lena Paul

10:04 8.1k Views 29%

cumshot,hardcore,sexy,petite,blowjob,brunette,skinny,young,busty,cowgirl,czech,pussy-licking,oral,titfuck,big-tits,bubble-butt,natural-tits,vanessa-decker,prone-bone,nubilefims

HD

Sexy Assistant Seduces Boss In His Own Home - XXX Special Edition

12:02 5.9k Views 0%

stockings,european,brunette,secretary,italian,euro,hd

HD

Hot Office Babe Gets Her Tight Pussy Pounded By Her Horny Boss

17:16 71 Views 84%

aletta-ocean,hardcore-porn,euro-porn,milf-porn,blowjob-porn,deep-throat-porn,big-tits-porn,glamour-porn,curvy-porn,ddf-porn,ddf-busty,office-porn

HD

Voluptuous Office Vixen Aletta Ocean's Juggs Banged And Drenched In Cream!

13:19 20.6k Views 80%

anal,teen,sexy,ass,bigass,pussyfucking

Insatiable Office Slut Bangs Boss For Promotion!

26:48 565 Views 73%

pussy,ass,uniform,solo,asian,babes,thai,thailand,xmas,christmas,bargirls

HD

Oriental Christmas Orgy With Santa's Naughty Assistant

05:35 3.5k Views 100%

stockings,brunette,fingering,high-heels,masturbation,solo,lingerie,secretary,nylon,small-tits,natural-tits

HD

A Naughty Secretary Seduces And Fucks Her Clients

10:18 1.4k Views 0%

babe,creampie,upskirt,tattoo,closeup,glasses,bigtits,office,secretary,workplace,kissing,shoes,officesex,manicure,spex

HD

Naughty Secretary Bent Over Desk And Fucked Hard After Work

10:00 1.7k Views 100%

babe,brunette,lingerie

Sultry Secretary Seduces Her Boss For A Steamy Office Affair

08:00 377 Views 60%

facial,blowjob,riding,doggystyle,deepthroat,spanking,pussylicking,cowgirl,hairypussy,deepthroating,reversecowgirl,spank,bone,prone

HD

VIXEN Seductive Secretary Forces Boss Into Naughty Office Pleasure

12:16 3.7k Views 60%

orgasm,anal-porn,hardcore-porn,euro-porn,college-porn,blowjob-porn,ddfnetwork,premium-porn,ddf-hardcore,ddf-anal,ddf-porn,secretary-porn,office-porn,high-heels-porn,shaved-pussy-porn,coco-de-mal

Workplace Fantasizer Anally Ravishes Sultry Co-Worker

37:07 11.3k Views 0%

fitness,femdom,secretaries,cbt,perky-tits,ballbusting,edging,female-domination,ball-busting,ball-squeezing

HD

Lustful Secretary Jade Jantzen Torments Lance Hart With Ball-Dropping Tease And Denial

02:03 11.9k Views 50%

cumshot,blowjob,handjob,bra,POV,submissive,secretary,cleavage,lipstick,cfnm,closeups,lelu-love

HD

Obedient Office Assistant Deepthroats Your Dick And Takes A Load On Her Tits

14:19 1.9k Views 0%

cumshot,sex,pussy,fucking,hardcore,interracial,pornstar,milf,blowjob,mature,bigtits,bigboobs,bigass,penetration,hugetits,vagina,couple,cougar,sexoral,deauxma

HD

Sultry Milf Office Goddess Deauxma Devours Boss's Massive Ebony Shaft!

08:00 12.3k Views 57%

porn,girls,outdoor,public,reality,pickup

HD

Naughty Office Adventures: Hot Secretary Gets Spanked And Fucked Hard!

06:03 6.2k Views 0%

Executive Slut In Navy Lingerie

25:05 572 Views 71%

hardcore,european,babe,brunette,fingering,masturbation,solo,slender

HD

Maria Rya - Horny Secretary Seduction

10:00 3.6k Views 100%

blonde,amateur,homemade,masturbation,solo,secretary,girlfriend,voyeur,scandal,spycam,cctv,premiumgfs,scandalousgfs

Sensual Office Assistant Caught Pleasuring Herself On Camera

05:00 762 Views 87%

teen,hardcore,milf,blowjob,brunette,threesome,group,groupsex,mom,3some,ffm,cougar,oldyoung

Horny Milf Secretary Seduces Teen And Her Friend For Hot Threesome

06:28 2.7k Views 90%

stockings,cumshot,facial,ass,blowjob,glasses,bigtits,bathroom,ballsucking,cocksucking,office,secretary,shoes,manicure,spex

HD

Massive Tits Office Worker Pounded In Restroom After Shift

10:00 587 Views 0%

porn,cum,teen,pussy,petite,girl,skinny,amateur,wet,teens,tight,babes,videos

HD

Horny Office Slut Rina Ellis Gets Naughty With Her Boss

08:00 10.9k Views 69%

anal,stockings,facial,pussy,licking,gaping,blowjob,brunette,riding,doggystyle,lingerie,gape,reversecowgirl,firstanal

HD

TUSHY Naughty Secretary Gets Spanked And Pounded In The Ass By Dominant Boss

11:41 4.5k Views 60%

anal,cumshot,facial,ass,bikini,blowjob,butt,brunette,gagging,asslicking,bigcock,gag,doggiestyle,submissive,rimming,big-dick,rimjob,doggie-style,assylum

HD

Medical Professional And Well-Endowed Assistant Give Casey Calvert Intense Anal Pleasure And Multiple Cumshots

10:45 1.8k Views 50%

cumshot,fucking,blonde,blowjob,sexadiction

HD

Hot Secretary Anita Ribeiro Gets Down And Dirty In The Office

30:41 1.2k Views 71%

porn,anal,sexy,blowjob,redhead,anal-creampie,xxx,hd,anal-sex

HD

Horny Secretary Bonnie Grey's Anal Job Interview At FantasyHD

10:18 10.3k Views 67%

cumshot,cum,facial,sex,hardcore,sexy,milf,blowjob,handjob,amateur,deepthroat,bigtits,bigass,blowjobs,hardsex,amateurs,free,big-cock,big-dick,big-butt

Slutty Secretary Gets Naughty In The Office - Rosenberg Fucks His MILF Assistant Hard!

19:15 609 Views 99%

sex,sexy,secretary,love

Luscious Office Assistant Gets Down And Dirty

10:00 1.5k Views 100%

blowjob,brunette,amateur,office

Horny Secretary Brandi Belle Gets Banged Hard!

10:46 2.9k Views 100%

redhead,glasses,secretary,striptease

Sexy Office Slut With Specs Strips And Gets Naughty At Her Place

05:22 1.9k Views 83%

cumshot,blonde,milf,bj,busty,glasses,POV,office,secretary,boss,big-tits,norway,assistant,cum-on-tits,vicky-vette

HD

Voluptuous MILF Vicky Vette's Massive Boobs Covered In Gooey Cum!

09:22 12.6k Views 50%

stockings,cumshot,facial,handjob,redhead,glasses,masturbating,bigtits,jizz,office,fetish,secretary,spunk,spex,pussyrubing

HD

Massive Tittied Secretary Eagerly Milking Cock

03:22 1.4k Views 82%

big,fucked,cock,milf,busty,office,secretary,boss,madison,ivy

Madison Ivy's Huge Tits Bounce As She Gets Plowed By Boss's Monster Cock On Desk

06:04 9.2k Views 100%

Office Slut Fucks Her Horny Boss

10:45 446 Views 82%

boss,hotel,mari,blindfolded,secretaire,trompe,spyglasses

HD

Blindfolded Secretary Gets Naughty With Spyglass Boss

31:48 1.5k Views 82%

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, Secretary, Hardcore, Cumshot, Brunette.

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 56% 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!