Search results: Challenge Insertion
Showing 1 - 78 of 20,827 videos (0.018 seconds)

Curvy Brunette Annihilates Her Asshole With A Massive Dildo

86% 15 Votes

Views: 3.1k

Duration: 07:01

interracial,monstercock,bigcocks,bigblackcock,humiliation,bigdick,bigdicks,cuckold,big-cock,cuckolding,bigblackdick,bigblackdicks,black-dick,big-black-cock,huge-cock,dogfart,giselle-leon,big-dicks,cuckold-porn,dogfartnetwork

HD

Giselle Leon Banged Hard By Two Massive Ebony Dicks - Hotwife's Wild Ride

08:27 13.2k Views 43%

dildo,teen,brunette,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion

Sultry Brunette Babe Slides A Gigantic Chocolate Dildo Deep Inside Her Tight Pussy

08:36 3.9k Views 83%

babe,ass,panties,skinny,wet,masturbation,close-up,orgasm,insertion,twistys,natural-tit

HD

Sultry Young Brunette Dani Daniels Stuffs Her Tight Pussy With Various Objects

06:56 2.9k Views 98%

dildo,blonde,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Jayda Stuffing Her Tight Pussy With A Massive Dildo

06:36 3.7k Views 100%

brunette,solo,insertion,bizarre

Behold As A Sexy Chick Pops Out A Big, Juicy Egg!

01:44 3.6k Views 0%

teen,latina,brunette,shaved,closeup,masturbation,solo,dildos,hd,dildos-hd

Horny Penelopa Goes Wild With Her Vibrating Toy!

06:05 811 Views 100%

anal,dildo,lesbian,lesbians,gaping,brunette,toy,gape,sextoy,strapon,lesbo,strap,insertion,lez,brutal

Sultry Brunette Ashley Gets Her Tight Ass Stretched Wide By BFF's Enormous Strapon Cock

06:41 4.5k Views 100%

teen,brunette,toys,pissing,toilet,peeing

Judy Moans With Pleasure As She Gets Her Wet Pussy Filled

06:44 4.9k Views 72%

anal,lesbian,pussy,ass,rough,toy,fetish,fisting,fist-fucking,insertion,insertions,fist,bizarre,extreme,fistfuck,ass-fisting,self-fist,pussy-fisting,fist-fuck,double-fist

Slutty Babes Ellison & Nella Get Their Holes Fisted Hard

08:00 1.6k Views 100%

pussy,big,tits,squirt,fetish,webcam,insertion,extreme,object

Spraying Cum As I Ride The Hard Bedpost

05:41 3.4k Views 100%

big,cock,blowjob,shaved,fuck,gagging,deepthroat,up,close,face

HD

Deep Throat Challenge: Can You Handle It Or Will You Gag?

03:57 997 Views 73%

dildo,sex,teen,pussy,hardcore,sexy,blowjob,fingering,vibrator,toy,toys,hairy,lingerie,asian,pink,insertion,nice,japanese,up,close

Kyoka Ishiguro Deepthroats Big Dick And Gets Pounded Hard In Wild Hardcore Action

12:16 4.3k Views 0%

cumshot,petite,blowjob,brunette,smalltits,big-cock,4k

HD

Tiny4k Bendy Ballerina Alina Lopez Gets Her Tight Pussy Stretched And Fucked

10:08 3.4k Views 100%

amateur,homemade,solo,tease,teasing,domination,fetish,femdom,hd,control,denial,1080p,lelu,lelu-love,schedule

Can YOU Last Through This 30 Day Edging Marathon Challenge

06:40 1.8k Views 50%

Double Your Pleasure: Get Ready To Explode Twice In Just 5 Minutes - November 6, 2018 Edition

13:29 2.2k Views 100%

cumshot,blonde,babe,blowjob,swallow,deepthroat,big-tits,sloppy,big-dick,throated,cum-in-mouth

HD

DEEP THROAT EXPERT SARA VANDELLA GETS YOUR VOTE

09:46 1.7k Views 0%

outdoor,blowjob,busty,POV,public,oral,outdoors,crazy,outside,shy,fellatio,nudist,dare,uncensored,exposed,nudism,challenge,cmnf,embarrassed,enf

Raunchy Japanese Exhibitionism And Raw Blowjob Action

03:32 4.6k Views 0%

sex,teen,black,hardcore,big,blonde,sexy,cock,interracial,girl,white,small,deepthroat,dick,show,women,penis,men,bbc,cuckload

Massive Ebony Dildo BBFC 1: Plastic Schlong Cuckload Interracial Teen

31:43 8.2k Views 50%

teen,interracial,bigcock,monstercock,bigdick,daughter

HD

Triple XXX Triplets Invade Tight Tube Space!

10:40 10.1k Views 100%

cumshot,facial,teen,big,cock,skinny,small,ebony,POV,tiny,of,point,view,interatial,digitalplayground

HD

XXX Porn Video - Captain America Gets Naughty In A XXX Parody

08:00 34.2k Views 60%

real,amateur,POV,nurse,doctor,spy,voyeur,reality,hospital,exam,patient,spying,hidden-cameras

HD

CounterfeitMedical New Patients Cock Shaft Treats Voluptuous Babe's Aching Rear

13:55 1.9k Views 78%

Sensual Tiffany Craves A Big Hard Cock

32:27 423 Views 79%

anal,dildo,blonde,gaping,toy,masturbating,toys,masturbation,solo,gape,sextoy,masturbate,insertion,stocking,brutal

Vanda Gets Her Tight Asshole Stretched Wide By Huge Dildos

07:36 2.5k Views 100%

teen,chubby,young,older,bbw,vs

Elderly Shaft Ravages Plump Cutie!

06:16 2.7k Views 100%

dildo,petite,amateur,toy,masturbating,masturbation,solo,gape,sextoy,masturbate,insertion,brutal

Tiny Asian Slut Gets Her Tight Hole Destroyed By Huge Dildo

06:33 2.4k Views 0%

dildo,pussy,fucking,gaping,girl,slut,hairy,solo,gape,cunt,whore,hole,fisting,insertion,bottle,extreme,stretching,gaped,glass,self

Slutty Babe's Extravaganza - Insane Stretching, Self-Pleasure With Bottles And Toys!

05:02 14.8k Views 71%

anal,dildo,lesbian,lesbians,brunette,tattoo,busty,toy,sextoy,strapon,lesbo,strap,insertion,lez

Voluptuous Brandi And Mya Get It On With Massive Strap-on Toys

08:04 2.3k Views 50%

stockings,teen,european,babe,blowjob,amateur,young,lingerie,cocksucking,british,classy,oldman,glamour,sir,oldvsyoung

Steaming Hot Young Babe Bouncing On Older Man's Hard Dick In HD

08:50 3.8k Views 67%

HD

Embarrassed Naked Female Amateur Strip Off!

08:44 5.2k Views 0%

dildo,brunette,amateur,toy,masturbating,masturbation,solo,sextoy,masturbate,insertion,brutal

Courtney Gets Her Holes Stretched Wide By Massive Dildos

06:52 575 Views 0%

dildo,blonde,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Stunning Blonde Laura Stretching Her Wet Hole With A Gigantic Sex Toy

08:31 1.7k Views 100%

fucking,fuck,squirting,deep,insertion,pee,urethra,peehole,bizarre,extreme,german,sounds

HD

Extreme Japanese Urethral Penetration - Stretching And Filling All Holes!

01:31 21.7k Views 100%

anal,lesbian,lesbians,gaping,brunette,gape,lesbo,fisting,insertion,lez,fist,extreme,brutal

Alisya's Sizzling Anal Stretching By Micara's Fisting Fury

06:06 1.6k Views 62%

anal,dildo,teen,brunette,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Sultry Brunette Lauryn Cramming Her Wet Holes With Gigantic Dildos

08:25 697 Views 94%

dildo,european,blonde,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Sultry Allison Pierce Deep Throating And Riding Massive Dildos

08:16 1k Views 89%

latex,bdsm,medical,dominacion,catheter,uretra

Examen Íntimo: Doctora Caliente Realiza Exploración De Calidad Máxima

06:12 3.9k Views 50%

dildo,brunette,amateur,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Brief Russian Tina Takes On Massive Dildo With Her Tight Pussy

09:11 437 Views 50%

sex,licking,hot,sexy,babe,blowjob,brunette,fuck,cowgirl,sweet,doggy,kissing,softcore,babes,orgasm,erotic,couple,passion,glamour,passionate

Chanel Preston Rides A Big Dick On A Vast Mountainside

06:04 3.7k Views 0%

sweet,she,is,who

Who Is She? Seductive Threesome Challenge! (25)

21:10 2.7k Views 63%

anal,dildo,teen,gaping,brunette,amateur,toy,masturbating,toys,masturbation,solo,gape,sextoy,masturbate,insertion,brutal,prolapse

Dark-haired Young Lady Hammers A Massive Dildo Until Her Butt Gets Wrecked!

06:56 3.7k Views 92%

cumshot,facial,sucking,blowjob,bj,ebony,bigcock,ballsucking,cocksuck

HD

She's Terrified Of The Massive Skeet Blast!

07:21 677 Views 64%

anal,interracial,amateur,penetration,double,italian,alex,roxana,ardi,magni

Roxana Ardi Gets Her Ass Reamed In A Hardcore DP! Exhibitionism And Wild Fantasies Unleashed!

15:17 5.4k Views 100%

anal,interracial,monstercock,bigcocks,bigblackcock,bigdick,hugecocks,bigdicks,amber,bigblackcocks,big-cock,bigblackdick,black-dick,black-cock,monster-cock,big-black-cock,huge-cock,dogfart,big-dicks,dogfartnetwork

Bootylicious Babe Amber Takes On Big Black Cocks In Wild Gangbang Action

19:59 4.5k Views 100%

anal,dildo,pussy,tattoo,fingering,closeup,vibrator,toy,bigtits,masturbation,solo,bigass,sextoy,insertion,machine

HD

Blonde Bombshell Gets Her Tight Holes Drilled By Massive Dildo

10:00 5.6k Views 100%

interracial,monstercock,bigcocks,bigblackcock,bigdick,hugecocks,bigdicks,bigblackcocks,big-cock,bigblackdick,bigblackdicks,black-dick,black-cock,monster-cock,big-black-cock,huge-cock,dogfart,big-dicks,noelle-easton,dogfartnetwork

HD

Noelle Easton Gets Pounded By A Massive Black Cock In Interracial Hookups

08:11 7.5k Views 67%

dildo,blonde,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Lustful Babe's Tight Pussy Destroyed By Giant Dildos

05:18 1.4k Views 97%

lesbian,lesbians,gaping,gape,lesbo,fisting,insertion,lez,fist,extreme,brutal

Rita Rips Open Brunette Lisa's Pussy With Her Fist

05:52 2.4k Views 100%

porn,cumshot,cum,facial,sex,hardcore,blonde,sexy,babe,pornstar,blow,blowjob,deepthroat,deep-throat,oral,hard

HD

Aaliyah Love Gets Deepthroated In The ULTIMATE Face-fuck Challenge!

10:25 2.8k Views 50%

anal,dildo,big,huge,toys,deep,insertion,balls,vegetables,objects,massive,bizzare

Giant Beastly Dildo Ravaging Tight Ass Dream

10:59 1.7k Views 100%

porn,porno,anal,teen,pornstar,doggystyle,teenie,teens,matador,anale,anal-sex

Erotic Escapades Of My Slutty Wife Vol. 3

15:33 3.2k Views 100%

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%

dildo,brunette,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

HD

Iva's Tight Pussy Stretched Wide By Massive Dildo

06:06 3.1k Views 71%

black,fucking,ass,throat,dick,fat,deep

All The Shafts Deep In Her Mind

21:23 905 Views 76%

anal,dildo,gaping,brunette,toy,masturbating,toys,masturbation,solo,gape,sextoy,masturbate,insertion,brutal

Alisya's Asshole Annihilated By Gigantic Dildo

06:24 5.2k Views 0%

pussy,fucking,tits,milk,bdsm,breast,milking,bottle,extreme,nipple,champagne,saline,needles,injection,milked,infusion

Big Boobs Pumped With Saline, Nipples Pierced And Milked, Champagne Bottle Penetration

01:56 9.7k Views 100%

interracial,blowjob,gagging,deepthroat,lingerie,asian,POV,gag,deepthroating,facefuck,sloppy,throating,throated,bbc,cum-in-mouth,ir,point-of-view,big-black-cock,open-mouth-cumshot,deepthroat-blowjob

HD

Throbbing Brenna Sparks Deepthroats Massive Ebony Cock In Extreme Throatfuck Marathon!

07:30 6.5k Views 50%

dildo,petite,amateur,busty,toy,masturbating,bigtits,masturbation,solo,sextoy,masturbate,insertion,brutal

Slutty Amateur Satisfies Her Tight Holes With Two Massive Dildos

06:29 1.2k Views 100%

cumshot,facial,hardcore,pornstar,petite,brunette,doggystyle,deepthroat,smalltits,bigcock,jizz,bigdick,tight,tiny,missionary,facialize,teamskeet,exxxtrasmall,riley-reid,small-frame

HD

Riley Reid's Pussy Gets Stretched To The Max!

08:40 8.3k Views 64%

hot,3d,girl,blowjob,monsterdick,bigdick,beautiful,floor,hentai,fantasy,japanese,game,jav,animated,wall,illusion,honeyselect

HD

Horny Selection #10 - Horny Cock Surfaces! (XXXGame)

07:11 3.3k Views 100%

porn,anal,cum,teen,pussy,hardcore,petite,girl,blowjob,skinny,amateur,wet,ebony,asian,teens,fetish,indian,tight,babes,brazzers

HD

Horny Babes - Pleasure Priority Featuring Antonio Ross And Rina Ellis

08:00 10.5k Views 67%

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

HD

Melonechallenge: Stud Struggles To Stay Hard While Pounding Mea Melone

09:26 4.2k Views 100%

dildo,european,toy,masturbating,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Voluptuous Hungarian Goddess Aliz Ravages Her Tight Hole With A Massive Dildo

06:06 1.8k Views 100%

dildo,blonde,shaved,pale,toy,masturbating,masturbation,solo,sextoy,masturbate,insertion,brutal

HD

Pale Platinum Blonde Gets Her Tight Hole Destroyed By Massive Dildo

08:48 3.5k Views 100%

porn,hardcore,latina,colombia,colombiana,estrella,nace

Una Estrella Nace Desnuda

11:45 237 Views 65%

dildo,blonde,busty,toy,masturbating,bigtits,masturbation,solo,sextoy,masturbate,insertion,brutal

Sultry Blonde Babe Bounces Her Enormous Jugs While Riding A Massive Toy

07:00 1.4k Views 90%

cumshot,facial,teen,sexy,babe,handjob,amateur,deepthroat,asian,POV,oral,cum-swallow,head,penis,big-breasts,suck-cock,sucking-dick,in-mouth,dildo-toy

HD

FILTHY COCK SUCKING CHALLENGE: DEEPTHROAT TRAINING WITH MASSIVE DILDO!

12:30 3.2k Views 0%

milf,blowjob,asian,japanese,oriental

Chubby And Busty Slut Deepthroats Fat Dicks And Gets Gangbanged

08:16 2.8k Views 99%

dildo,sex,pussy,licking,hot,milf,amateur,fingering,small,squirting,naked,toy,toys,hairy,asian,insertion,japanese,foot,up,close

Rika Tamura's Naughty Toy Play On Cam With Sloppy Finishing

12:16 3.5k Views 50%

dildo,brunette,amateur,toy,masturbating,masturbation,solo,sextoy,masturbate,insertion,brutal

HD

Inexperienced Dark-haired Ennie Screams And Bangs A Massive Ebony Dildo

07:23 439 Views 100%

cum,sucking,interracial,blowjob,big-dick,bbc,cum-in-mouth,black-cock

HD

KAYLAN PARKER GETS DOUBLE PENETRATED AND FILLED WITH CUM

28:53 2.9k Views 100%

anal,dildo,lesbian,european,lesbians,toy,sextoy,strapon,lesbo,strap,insertion,lez

Alice Dominates Lolly With Massive Strap-On Anal Delight

08:59 1.9k Views 100%

dildo,pornstar,milf,busty,toy,masturbating,bigtits,toys,masturbation,solo,sextoy,masturbate,insertion,brutal

Voluptuous Cougar Janet Deepthroats A Massive, Merciless Dildo

06:16 1.5k Views 100%

cum,facial,hardcore,blowjob,amateur,toys,bathroom,college,orgasm,first-time,exploited

Pound Princess Mira On Violated University Hotties

12:23 5.5k Views 99%

dildo,lesbian,blonde,babe,tattoo,amateur,closeup,vibrator,toy,sextoy,babes,insertion,machine,spreading,upsidedown

HD

Upside Down Sapphic Sweeties Ride Dildo Machine

10:00 4.6k Views 83%

dildo,pornstar,gaping,brunette,toy,masturbating,masturbation,solo,gape,sextoy,masturbate,insertion,brutal

HD

Sultry Brunette Kelsi Monroe Gets Naughty With Huge Dildo

06:23 1.9k Views 100%

dildo,pussy,amateur,closeup,vibrator,toy,bigtits,masturbation,solo,sextoy,chair,insertion,machine,restrained,forniphilia

HD

Horny Hottie Tied Down And Pussy Played With

10:00 946 Views 67%

blowjob,pigtails,threesome,doublepenetration,penetration,double,blond,vaginal,jousting

Blonde Cutie Takes On Two Big Cocks In Her Tight Holes!

30:26 1.4k Views 100%

It never hurts to see what other fans of LetMeJerk are looking for

Discover a premium selection of Challenge Insertion 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 Challenge Insertion also check out: Insertion, Dildo, Toy, Solo, Sextoy.

With over 20,827 unique Challenge Insertion 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 36% of our Challenge Insertion collection is available in HD for your viewing pleasure.

We update our Challenge Insertion 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!