Search results: Chastity Simulation
Showing 235 - 312 of 4,393 videos (0.017 seconds)

I'll Lock Up Your Cock And Tease You Until You Beg For Release! HD

100% 2 Votes

Views: 1k

Duration: 07:55

toys,bdsm,bondage,femdom,chastity

HD

Stroking Your Hard Cock Like A Good Boy

07:25 115 Views 100%

3d,hentai,mami,nanami,kanojo,kinoshita,3d-hentai,koikatsu,koikatsu-party,kazuya,rent-a-girlfriend,mami-nanami,okarishimasu,kanojo-okarishimasu,kazuya-kinoshita

HD

Hire-A-Girlfriend: Kazuya Gets Laid By Mami On The Sandy Shore

13:04 569 Views 100%

teen,hardcore,latina,brunette,real,masturbation,lingerie,american,big-ass,america,big-tits,dirty-talk,usa,big-boobs,streaptease,big-butt,solo-girl,verified,katrina-moreno

HD

Watch Hot Brunette Katrina Moreno's Busty Solo Masturbation And Rough Orgasm With Realistic POV Sex Experience!

12:12 2.5k Views 100%

toy,toys,POV,bdsm,bondage,femdom,chastity

HD

Dominate Me With Your Chastity, Cuckold: Let The Hotwife Games Begin!

08:15 769 Views 100%

toy,toys,POV,bdsm,bondage,femdom,chastity

HD

This Torturous Cock Cage Is Locking Your Manhood Away

07:39 316 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

I Will Make Your Throbbing Cock Explode With Pleasure!

07:58 0 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Horny Boys Like You Get Locked Up In Cock Cages

05:13 464 Views 100%

cumshot,teen,hardcore,blowjob,brunette,skinny,young,pigtails,bigdick,bedroom,nice-tits,dagfs,larisaiermilov

HD

DAGFS - Popping Her Cherry With His Massive Cock

05:06 230 Views 100%

fucking,hardcore,milf,mature,group,orgy,swingers

Throbbing Chastity Ravaged At A Wild Orgy!

06:00 27 Views 100%

toy,toys,masturbation,POV,fetish,bondage,chastity

HD

Watch Me Lock Your Rock-hard Cock In This Tight Cage And Beg For Release!

07:12 85 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

Locked And Loaded: Exploring The Limits Of Chastity With A New Device

07:37 76 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

This Cock Cage Will Make You Beg For Release From Jerking Addiction!

07:00 507 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

Hot Busty Domme Drills Sissy Boy's Tight Ass With Huge Strap-On

07:47 328 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

Begging For Release: Chastised And Aching For Pleasure

07:35 353 Views 100%

hardcore,pornstar,ass,threesome,booty,groupsex,big-ass,pussy-eating,spread,big-butt,digitalplayground

HD

Chastity Lyyn And Jada Stevens Explore Their Submissive Side In A Hot Domination Session

07:20 35 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

Riding You Until You're Begging To Be Released: Denial Edition

07:39 976 Views 100%

toys,POV,bdsm,bondage,femdom,chastity

HD

Submit To Your Goddess And Be Locked In Chastity Until You Beg For Release!

05:19 68 Views 100%

POV,bdsm,bondage,femdom,chastity

HD

I Will Make You Lose All Self-control!

06:59 431 Views 100%

toys,POV,bdsm,femdom,chastity

HD

Your Throbbing Member Deserves To Be Locked Up Tight

07:17 117 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

Tease And Denial: Endless Edging Until Your Release Is Denied!

06:32 0 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

Your Name Is Now Slut

07:36 748 Views 100%

sucking-cock,virgin-pussy,handjob-porn,blowjob-porn,deepthroat-porn,oral-sex-porn,small-tits-porn,big-cock-porn,masturbation-porn,babe-porn,jaye-summers,virgin-sex,brunette-sex,lingerie-porn,pussy-licking-porn,eric-masterson,kissing-video,old-and-young-sex,step-daughter,step-daddy-porn

HD

Stepdaddy Claims His Little Stepdaughter's Cherry

06:11 217 Views 100%

shaved-pussy,reluctance,old-and-young,virgin-pussy,handjob-porn,blowjob-porn,deepthroat-porn,asian-girl-sex,tattooed-girl,petite-girl-porn,small-tits-porn,big-cock-porn,masturbation-porn,babe-porn,blonde-sex,submissive-girl,virgin-sex,taboo-sex,avery-black,hardcore-sex-porn

HD

SluttyAsianBabe.com - Young Beauty Pleases Experienced Daddy For The First Time

06:11 932 Views 100%

cum,interracial,petite,blacks,blondes,big-cock,big-dick,black-dick,black-cock,dogfart,chastity-lynn

HD

Chastity Lynn's Pussy Pounded By Big Black Cock And Swallows Every Last Drop

04:59 2.3k Views 100%

teen,hardcore,amateurporn,teenpussy,pure18,hardcore-fuck,horny-slut,real-amateurs,free-18-year-old-porn,free-blow-job,free-blowjob-porn,fucking-videos,free-young-porn,free-rough-porn,seduction-porn,amateur-free-porn,defloration-video,losing-virginity-porn

Deflowering The Innocent Housemate

05:11 1.8k Views 100%

cumshot,teen,blonde,petite,blowjob,cowgirl,shaved-pussy,doggy-style,small-tits,step-daughter,step-dad,fathers-day

HD

Riding Stepfather's Hard Cock On Father's Day S3:E2

21:44 3.7k Views 100%

tease,humiliation,bdsm,femdom,chastity,denial,femdom-pov,chastity-cage,femdom-passwords,cock-cage,chastity-denial,chastity-orgasm,tease-and-denied,tease-denial,chastity-toy,chastity-passwords,femdom-forums

HD

Naughty Fun With A New Vibrating Friend

07:18 280 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Sensual Suck And Clean: Lick Your Filthy Chastity Device

06:37 414 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Locked Up And Ready To Cum: Chastity Playtime Delight

05:12 0 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

This Unbreakable Steel Cock Cage Will Keep You Locked And Horny

04:28 230 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

You Need A Crash Course In Pleasure

10:31 1.2k Views 100%

teen,hardcore,real,amateur,fingering,fuck,young,closeup,russian,first,virgin,euro,hymen,defloration,deflowered,teenies,erotic-porn,porn-sites

Deflowering The Innocent!

05:01 0 Views 100%

teen,hardcore,amateur,white,fuck,young,closeup,russian,first,virgin,euro,hymen,defloration,deflowered,teenies,sex-movie,freepor

Sloppy Blowjob Takes Innocence

05:01 98 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Locked In Chastity: No Release In Sight

05:20 79 Views 100%

humiliation,femdom,chastity,humiliatrix,tease-and-denial,orgasm-denial,humiliation-pov,chastity-pov,tease-denied,femdom-passwords,chastity-clips,chastity-forum,femdom-forum,femdom-download,chastity-handjob

HD

Tease And Denial: Submitting To Your Chastity Mistress

06:48 224 Views 100%

teen,hardcore,real,amateur,fingering,white,fuck,young,closeup,russian,first,virgin,hymen,deflowered,teenies,fre-porn-videos

Deflowering A Virgin's Tight Hole

05:01 97 Views 100%

teen,hardcore,real,amateur,fingering,white,fuck,young,closeup,russian,first,virgin,euro,hymen,defloration,teenies,porno-xxxx

First Time Sex Fiend Loses Her V-Card

05:01 337 Views 100%

teen,hardcore,amateur,fingering,white,fuck,young,russian,first,virgin,euro,hymen,defloration,deflowered,teenies,free-young-porn,freeporn-sites

Horny Young Slut Gets Her Cherry Popped!

05:01 335 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Your Throbbing Shaft Belongs To Me Now

05:17 393 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Your Worthless Cock Deserves To Be Locked Up

04:30 248 Views 100%

handjob,bdsm,orgasm,femdom,chastity,slaves,slave-training,orgasm-denial,humiliation-pov,chastity-pov,chastity-humiliation,handjob-pov,femdommes,chastity-handjob,chastity-denial,chastity-release

HD

Locked And Loaded: Submitting Your Hard Cock To My Chastity Device

06:14 0 Views 100%

teen,hardcore,amateur,russian,small-tits,fuck-pussy,hot-fucking,free-hardcore-porn-videos,sloppy-blow-job,crazy-porn,fuck-video,free-fuck-videos,girls-fucking,free-amature-porn,free-amature-videos,free-amatuer-videos,hard-core-porn,ameture-porn

Gorgeous Babe Takes It Up The Ass For The First Time

05:10 342 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

Rough Mistress Dominates Submissive Slave With Ballbusting

04:30 0 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

Prepare For An Intensive Anal Pounding From Two Hung Studs!

09:15 0 Views 100%

tease,humiliation,bdsm,femdom,chastity,denial,femdom-pov,chastity-cage,femdom-passwords,cock-cage,chastity-denial,chastity-orgasm,tease-and-denied,tease-denial,chastity-toy,chastity-passwords,femdom-forums

HD

Throbbing Lust And Endless Tease Porn

06:36 165 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

Shower Me With Gifts And Cover My Bills

05:06 382 Views 100%

humiliation,femdom,chastity,humiliatrix,tease-and-denial,orgasm-denial,humiliation-pov,chastity-pov,tease-denied,femdom-passwords,chastity-clips,chastity-forum,femdom-forum,femdom-download,chastity-handjob

HD

I Crave Your Insatiable Lust As Much As You Crave Mine

05:29 153 Views 100%

humiliation,bdsm,slave,mistress,femdom,chastity,denial,ballbusting,male-chastity,female-domination,femdom-pov,cum-eating-instruction,mistress-pov,male-slaves

HD

I'll Teach You A Lesson You Won't Forget

05:37 44 Views 100%

hardcore,creampie,bdsm,fetish,face-sitting,swingers,femdom,facesitting,big-tits,hotwife,cuckold,sissy,chastity,cheating-wife,female-domination,creampie-eating,keyholder,femdom-chastity,hot-wife,keyholding

HD

Horny Wife Humiliates Sissy Hubby: Watch As August Taylor Cucks, Fucks, And Dominates With Creampies And Cum Eating!

01:44 614 Views 100%

creampie,POV,pussy-licking,fetish,swingers,femdom,facesitting,hotwife,cuckold,cum-eating,sissy,chastity,cuckhold,cheating-wife,female-domination,creampie-eating,verbal-humiliation,hot-wife,hot-wives,creampie-cleanup

Stepdad Cuckolded And Locked In Chastity By Tracy Sweet: Forced To Eat All The Creampies!

59:56 945 Views 100%

sex,blowjob,handjob,brunette,glasses,spanking,czech,pussy-licking,fetish,big-ass,feet,euro,brazzers,kinky,blouse,voluptuous,handjob-pov,blowjob-pov,facial-pov,sex-therapist

HD

Sofia Unleashes Jordi's Throbbing Member - Hardcore Edition! [XXX Link: Http://zzfull.com/chac]

01:09 861 Views 100%

hardcore,creampie,pussy-licking,strapon,bdsm,femdom,facesitting,hotwife,cuckold,sissy,cuck,chastity,cuckhold,ass-worship,female-domination,creampie-eating,femdom-sex,hot-wife,hot-wives,creampie-cleanup

Ultimate Cuckold Creampie Sissy Training - Wives And Stepdaughters Dominate Husbands And Fathers, Making Them Eat Creampies And Submit To Chastity!

04:53 660 Views 100%

black,interracial,rough,deepthroat,spitting,ethnic,big-tits,oral-sex,simulation,black-porn,ebony-porn,ebony-girl,free-black-porn

HD

Sultry Ebony Goddess Gets Down And Dirty In Wild BDSM Session With Her Man

05:01 205 Views 100%

tease,humiliation,bdsm,femdom,chastity,denial,femdom-pov,chastity-cage,femdom-passwords,cock-cage,chastity-denial,chastity-orgasm,tease-and-denied,tease-denial,chastity-toy,chastity-passwords,femdom-forums

HD

Penny Barber Teasing And Denying Your Throbbing Cock In Chastity!

06:58 1.2k Views 100%

cumshot,blowjob,handjob,tattoos,humiliation,foot,feet,femdom,big-tits,cuckold,sissy,chastity,foot-fetish,female-domination,forced-bi,lance-hart

Sarah DiAvola Dominates Lance Hart With Hot Cuckolding Action!

02:06 12k Views 100%

cumshot,cum,facial,redhead,POV,domination,femdom,roleplay,pegging,peg,futanari,futa,sissy,chastity,domme,sissification,long-hair,sissy-slut,futa-girl,futa-cumshot

HD

Domme Futa MILF Dominates Your Ass And Turns You Into A Sissy Slut Cumslut - Available Now On Veggiebabyy MV!

01:09 1k Views 100%

trainer,sissy,chastity,hypno

Mindfuck Sissy Trainer - Submit To My Commands!

09:57 3k Views 100%

curvy,deepthroat,cowgirl,reality,virgin,first-time,pawg,riding-dick,sex-dungeon,seth-gamble,virgin-pussy,hard-rough-sex,rough-doggystyle,losing-virginity,eliza-eves

HD

DIRTY FANTASY: Eliza Eves Deflowers In NAUGHTY SEX LAIR To Seal Her Destiny

20:09 474 Views 100%

licking,ass,ass-licking,femdom,cuckold,cuckolding,femdom-cuckold,femdom-chastity,real-cuckold,femdom-compilation,mistress-kym,mistress-compilation,real-story-cuckold,mistress-chastity

HD

Dominant Mistress Kym Humiliates Submissive Cuckold - Hot FLR Action!

06:37 494 Views 100%

ass,blowjob,handjob,thong,shaved,teens,casting,virgin,first-time,hymen,virginity,defloration,chastity

HD

Sexy Anka Minetchica Seductively Milks Her Virgin Fuck Stick

05:11 544 Views 100%

teen,interracial,blowjob,young,teens,cute,tiny,small-tits,bbc,black-cock,chastity-lynn,huge-black-cock

HD

Chastity Lynn Can't Resist Touching It - And You Won't Be Able To Either!

10:04 56 Views 100%

anal,cumshot,facial,black,hardcore,interracial,blowjob,real,natural,amateur,homemade,deepthroat,ebony,POV,close-up,big-ass,reality,casting,interview,african

HD

Busty South African Model Gets Asshole Stretched Wide In Deceptive Casting Couch Session

11:12 204 Views 100%

sex,hardcore,creampie,strapon,bdsm,fetish,swingers,femdom,facesitting,cuckold,sissy,chastity,cuckolding,female-domination,creampie-eating,findom,keyholder,hot-wife,hot-wives

HD

Ultimate Cuckold Fantasy POV 14: Hotwife Creampie Delight With Big Cocks - Watch Horny Lovers Command You To Suck Out Creampies!

02:03 1k Views 100%

hardcore,sexy,blowjob,amateur,POV,cowgirl,public,orgasm,reality,taxi,hd,car-sex,arian-joy,lutro-steel

HD

Simulation Car Lucky Driver's Meat Stuffing Sexy Passenger's Tight Pink Slit

07:52 140 Views 100%

bdsm,chastity,premature,huge-load,chastity-cage,cock-cage,wife-handjob,multiple-cumshots,cum-countdown,femdom-milking,premature-cum,premie,post-orgasm-handjob,prejac

HD

WATCH HIM EXPLODE WITH PLEASURE AS HIS HUGE DICK UNLEASHES A MASSIVE LOAD

09:22 316 Views 100%

domination,bdsm,femdom,cfnm,medical,cbt,clitty,chastity-cage,cock-cage,slave-degradation,forever-caged

HD

Intimate Sounding Session - Get Up Close And Personal!

00:58 1.1k Views 100%

interracial,milf,threesome,monstercock,bigcocks,bigblackcock,bigdick,bigdicks,big-cock,bigblackdick,bigblackdicks,black-dick,big-black-cock,huge-cock,dogfart,milf-sex,big-dicks,tara-holiday,milf-porn,dogfartnetwork

HD

Experienced Cougar Tara Holiday & Innocent Chastity Lynn Take Massive Black Schlongs

08:21 0 Views 100%

masturbation,humiliation,fetish,mistress,foot,feet,femdom,goddess,princess,worship,cuckold,sissy,chastity,financial-domination,female-domination,foot-worship,findom,xninanorthx

HD

Barefoot Seduction: Command Me To Cum - XNINANORTHX

10:17 0 Views 100%

bj,busty,toys,lingerie,cocksucking,strapon,bdsm,oral,outdoors,3some,femdom,adult,cd,sissy,chastity,crossdress

HD

Filthy Sissy Punished And Used Like The Slut She Is

08:45 141 Views 100%

anal,hardcore,blowjob,handjob,shaved,closeup,teens,casting,virgin,first-time,hymen,virginity,defloration,big-tits,chastity

HD

Shura Tambov's Tightest Hole Stretched And Hammered After Mind-Blowing Blowjob

05:15 163 Views 100%

hardcore,shaved,closeup,teens,casting,virgin,first-time,hymen,virginity,defloration,big-tits,chastity

HD

Massive Titty Slut Lisa Tutoha Has Her Tight Cherry Popped

05:15 62 Views 100%

blonde,babe,blowjob,handjob,doggystyle,busty,shaved-pussy,princess,reverse-cowgirl,big-cock,big-boobs,romantic,digitalplayground,cum-on-pussy,perfect-body,spread-eagle,chastity-belt,side-fuck

HD

Endless Lust: Episode 3 - DIGITAL PLAYGROUND

00:30 747 Views 100%

3d,hentai,mmd,3d-hentai,vtuber,hololive

HD

Hot Hololive Hottie Chloe Wows With Sensual Sex Dance In MMD Simulation!

01:24 610 Views 100%

anal,cum,dildo,hot,real,homemade,strapon,fetish,girlfriend,couple,mistress,femdom,kink,pegging,chastity,sex-toys,anal-sex,deep-anal,big-dildo

HD

Devilish Domme Thrusts Huge Strap-On Into Sub's Tight Ass

05:38 0 Views 100%

interracial,bigblackcock,hotwife,cuckold,humiliate,cuck,chastity,bbc,cuckolding,big-black-cock,cuckold-porn,hot-wife,cuck-old,cucko

A Massive Black Cock Bangs Horny Wife Maggie Matthews While Cuckold Watches

07:00 524 Views 100%

hardcore,creampie,asian,POV,strapon,bdsm,swingers,femdom,cuckold,sissy,cbt,chastity,cuckolding,sph,pov-sex,female-domination,creampie-eating,femdom-sex,hot-wife,hot-wives

HD

Hot Asian MILF Bianca Burke Dominates Cuckold Sissy In Strapon Creampie Extravaganza!

42:52 662 Views 100%

latina,latin,bangbros,POV,big-ass,footjob,game,bunda,pawg,stepsister,stepbrother,interactive,point-of-view,bang-bros,culo-grande,gros-cul,logan-xander,sex-selector,sexselector,gaby-ortega

HD

HORNY SISTER SEDUCTION - Watch Gaby Ortega Get Wet And Wild!

03:39 1k Views 100%

Discover a premium selection of Chastity Simulation 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 Chastity Simulation also check out: Chastity, Femdom, Bdsm, POV, Hardcore.

With over 4,393 unique Chastity Simulation 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 83% of our Chastity Simulation collection is available in HD for your viewing pleasure.

We update our Chastity Simulation 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!