Search results: The Program Sissy
Showing 157 - 234 of 464,601 videos (0.062 seconds)

You Are Going To Be My New Naughty Sissy Dress Up Toy HD

84% 1 Votes

Views: 2k

Duration: 04:21

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

You're Going To Be Our Slutty Little Sissy Dress Up Doll

02:23 1.5k Views 87%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Obey And Submit To Your Sissy Bitch Mistress!

06:34 379 Views 81%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

I Command You To Embrace Your Sissy Side And Submit To My Ultimate Pleasure

04:10 2.2k Views 66%

uniform,submissive,bdsm,bondage,jerk,mistress,piss,dominatrix,sub,dominant,masochism,dom,maso,sissy,prodomme

HD

Seductive Femdoms Golden Shower Play With Submissive Sissy Boy

05:57 75 Views 100%

humiliation,slave,sissy,feminization

Controlled And Dominated Sissy Slut

54:08 2.2k Views 0%

humiliation,domination,fetish,femdom,roleplay,cuckold,joi,sissy,dirty-talking,sph,cei,female-domination,findom

Pathetic Sissy Loser Gets Dominated And Humiliated By A Powerful Mistress

08:45 218 Views 93%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Transforming You Into My Slutty Sissy Dress-Up Toy

08:01 587 Views 77%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

You Are Now My Obedient Little Sissy Doll Slut

03:34 984 Views 88%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Slutty Sissy Boy Gets Hot In Lingerie

10:14 128 Views 64%

cocksucker,training,femdom,cocksuckers,femaledomination,trainer,sissy,sissies,forcedbi,cockslut

Shiny Dominatrix - Sissy Slut Instructor

07:34 656 Views 94%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

I Will Make You My Submissive Sissy Dress-up Slut

09:30 23 Views 98%

facial,pussy,licking,interracial,blowjob,homemade,wife,threesome,group,cunnilingus,doggy,fantasy,missionary,cuckold,fmm,sissy,bull

Alert: Horny Wife Trains Her Sissy Sub!

05:02 275 Views 66%

mistress,sissy

Sultry Sissy Struts And Seduces

06:10 751 Views 60%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

I'll Make You My Naughty Sissy Toy

06:56 401 Views 65%

babe,handjob,amateur,group,spanking,bigboobs,strapon,mistress,femdom,whipping,dominatrix,domina,pegging,sissy,malesub,mediumboobs,malelave

HD

Slutty Babes Dominate And Fuck Sissy Boy With Strapons And Whips

04:10 578 Views 100%

POV,bdsm,fetish,femdom,bisexual,sissy,feminization

HD

I'm Gonna Make You Beg For More, My Naughty Little Sissy Slut!

07:49 122 Views 89%

HD

Pathetic Sissy Slut Pounded Hard While Playing With Their Tight Hole

00:16 532 Views 86%

anal,dildo,huge,shemale,sissy

HD

Massive Dildo Pounding My Tight Sissy Slot

01:25 1.1k Views 99%

latex,strapon,slave,femdom,jade,hart,pegging,sissy,lance,fina,indica

Jade Indica & Lance Hart: Naughty Sissy Gets Dirty With Forced Bi Pegging Threesome

44:03 25.7k Views 57%

blonde,milf,riding,bj,mother,grinding,blow-job,point-of-view,pearl-necklace,mom-son,hot-mom,thecockninja,mom-fucks-son,family-sex,smartykat314,smartykat,fucked-up-family,cock-ninja-studios,the-cock-ninja

HD

Be Quiet, Daddy's Snoozing! Featuring Cock Ninja - Teaser

02:00 46.3k Views 66%

blowjob,POV,dick,oral,the,shawna,lenee,suckers

Thirsty Throats Slurping Shawna Lenee's Satisfying Cock Worship

22:14 7.9k Views 80%

big,blonde,pool,dick,the,and,major,attendant,frank,viktoria

Frank Major & Viktoria Blonde (The Pool Attendant) Take A Deep Dive Into Lust

20:50 3k Views 100%

porn,tits,brunette,bride,the,breasts,tori,welles,scarlet

Tori Welles The Eager Slut (Eva Mendez Double)

09:13 11.1k Views 67%

porn,sex,the,family,sister,brother,taboo,anus,1991,mrperfect

The Anus Family 1991: Mr. Perfect's Wild Ride

29:20 10.9k Views 50%

cumshot,facial,pussy,hardcore,milf,blowjob,brunette,doggystyle,gagging,threesome,busty,booty,pussyfucking,oral,big-tits,lela-star,eating-pussy,austin-kincaid,glow-in-the-dark,conalingus

HD

Austin Kincaid And Lela Star Light Up The Night With A Steamy Threesome

20:44 4.3k Views 33%

anal,riding,POV,big-ass,anal-creampie,sister,grinding,taboo,yoga,point-of-view,yoga-pants,brother-sister,thecockninja,brother-fucks-sister,family-sex,smartykat314,smartykat,the-cock-ninja,smartykat-anal,cns

HD

Stepbrother Crashes Stepsister's Steamy Yoga Session With The Dick Sensei - Teaser

01:41 50.1k Views 62%

teen,teenager,deepthroat,rough-sex,feet,taboo,stepsister,sloppy-blowjob,pov-blowjob,missax,katrina-jade,blair-williams,emma-hix,just-the-tip

HD

MissaX.com - Spin The Bottle - Naughty Teaser

08:16 10.7k Views 33%

office,babes,the,and,-,lord,temptress,kiara,obsession,cale,temp,kristof

HD

Seductive Secretaries - Hot Office Hookup - Kiara Lord And Kristof Cale - The Naughty Temp's Lustful Agenda

08:00 4.2k Views 25%

black,fit,babes,the,is,and,perfect,-,rob,better,piper,lacroix,remi

HD

Horny Babe Gets Stretched Out By Big Black Cock - Remi Lacroix Takes The Perfect Fit

08:00 18k Views 56%

blonde,blowjob,doggystyle,tattoo,shaved,POV,public,car,big-ass,reality,bang,bad-girl,cop-car,layla-love,screw-the-cops

HD

Pounding The Police - Curvy White Babe Gets Naughty In Cop Car

05:30 9.5k Views 100%

the,is,i,sunny,at,love,sun,out,-,when,leone,twistys,starring

HD

Twistys - Sunny Leone Loves To Get Hot And Wet In The Sunshine

08:00 85.3k Views 64%

big,pornstars,the,and,lee,it,brazzers,-,like,experience,keiran,rotten,bonnie

HD

Brazzers - Horny Pornstars Crave It Huge - Bonnie Rotten And Keiran Lee - The Ultimate Bonnie Rotten Bangfest

08:00 14.7k Views 50%

sex,long,the,over,-,logan,counter,monique,realitykings,sneaky,alexander

HD

Sultry Seduction: Logan Long Takes Monique Alexander Over The Counter

08:00 12.5k Views 67%

hot,the,jolie,and,brazzers,rose,-,lynn,mean,sheena,uma,krissy,outing,outed

HD

Brazzers - Hot And Mean - Krissy Lynn Sheena Rose And Uma Jolie - Exposing The Secret Slut

08:00 9.7k Views 100%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

You Are Going To Be Such A Filthy Cock-slut

06:46 600 Views 63%

milf,threesome,latex,humiliation,strapon,whore,british,bbw,femdom,crossdresser,uk,cuckold,pegging,pvc,sissy,pegged

Naughty Brit Takes Blonde Milf's Strap-On

08:34 2.7k Views 50%

teen,skinny,swallow,hairy,POV,blue,kissing,orgasm,pee,casting,ukrainian,ukraine,ninfo,bwc,60fps,refugee,à¹„à¸—à¸¢,ÐºÐ¸ÑÐºÐ°,sissy-moore,fuck-for-frist-time,rough-dv,orgasm-intens

HD

EXPLOSION OF DESIRE - Sissy Moore's Insatiable Hunger For Hard Cock In POV Ukraine Teen Casting

13:18 593 Views 85%

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%

humiliation,femdom,sissy,humiliatrix,dommes,forced-fem,forced-feminization,forced-gay,forced-femdom,forced-sissy,crossdresser-torrents,crossdress-dommes,crossdressing-movies,crossdress-download,crossdresser-passwords,forced-to-crossdress

HD

Join In On The Orgy Fun With The Girls Next Door!

06:20 5.6k Views 0%

sissy,transformation,magic,entrapment

Trap Your Sissy Slut 2

07:03 242 Views 66%

anal,hardcore,gaping,rough,real,homemade,pig,banana,balls,crazy,extreme,femdom,kinky,enema,sissy,perverted,locked,amateur-couple,chastity-belt,cock-cage

HD

THE FILTHIEST AND NAUGHTIEST - Luscious Lady Dominating A Sissy Boy

22:48 0 Views 72%

anal,dildo,pornstar,skinny,tattoo,moaning,lube,femdom,tiny-tits,sissy,alternative,dreadlocks,1-on-1,ass-fisting,anal-slut,anal-fingering,nipple-piercing,big-dildo,slim-body,anal-masturbation,giant-dildo,anal-queen,anal-orgasm,toy-in-ass,intense-anal,straight-to-the-ass,heavily-tattooed

HD

Inked Mistress Pushes The Anal Boundaries Of Her Submissive Sissy - Fisting Extravaganza!

03:20 411 Views 68%

stockings,european,sexy,pornstar,milf,handjob,bra,homemade,lingerie,domination,fetish,cute,close-up,nylon,corset,dress,bedroom,couple,underwear,femdom,new,missionary,bisexual,hotwife,see-through,pegging,glamour,foreplay,sissy,sissification,feminization,real-orgasm,living-room,sexy-clothes,cum-covered,cock-play,orgasm-control,creamy-pussy,fun-sex,cock-rubbing,slutty-clothes

HD

Madam Bex's Titillating Tutorial For Sissy Minx Michelle: The Magnificent Masturbation Manifesto

05:00 366 Views 96%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Submit To Your Mistress And Her Strap-On!

05:39 648 Views 100%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Get On Your Knees And Savor Every Inch - Sissy Training For Cock-Sucking Sluts

09:06 4.1k Views 100%

trainer,sissy,hypno

HD

Pecker Adoration Bi Sissy Mindfuck Instructor

10:42 3.8k Views 100%

3d,creampie,threesome,animation,futanari,futa,animated,3d-blowjob,3d-cumshot,3d-shemale,futa-on-male,shemale-milf,3d-milf,3d-anal,futa-on-female,sissy-femboy,3some-futa,futa-milf,animation-girl,animation-futa

HD

Busty Futa MILF And Sissy Femboy Tag Team Satisfying A Horny Bitch With Cum In Every Hole!

06:26 804 Views 100%

femdom,sissy,humiliatrix,dommes,crossdresser-torrents,crossdress-dommes,crossdressing-movies,crossdress-download,crossdresser-passwords

HD

I Recognized Your Sissy Desires The Instant Our Eyes Met

04:12 83 Views 73%

POV,humiliation,domination,fetish,femdom,cuckold,joi,sissy,bbc,dirty-talking,sph,cei,female-domination,findom,pay-pig

Cuckqueen Submissive Hunk Submission Tutorial

08:43 0 Views 62%

big,cock,interracial,milf,slut,wife,humiliation,orgy,cuckold,sissy

Interracial Cuckold Orgy: Wife Humiliated By Big Cock Milf Slut!

05:12 1.1k Views 89%

stockings,cumshot,amateur,vibrator,toys,ass-licking,big-ass,orgasm,couple,femdom,rimming,sissy,sissy-husband,boy-sex

HD

Slutty Transformation: From Husband To Sissy Whore

13:05 174 Views 100%

big,sucking,cock,blowjob,white,cocks,dick,dicks,training,crossdresser,cd,trainer,sissy,sissies,sissys,hypno,mindfuck,bwc,brainwash,cds

HD

Massive White Dicks Mind-Control Sissy Transformation

07:05 919 Views 76%

anal,pussy,toys,masturbation,solo,legs,fetish,shaved-pussy,orgasm,mistress,panty,goddess,free,pierced,dirty-talk,cuckold,toes,sissy,soles,dirty-feet

HD

Dirty Cum-Filled Panties And Filthy Foot Worship For Sissy Slut

19:14 469 Views 50%

humiliation,femdom,sissy,humiliatrix,dommes,crossdresser-torrents,crossdress-dommes,crossdressing-movies,crossdress-download,crossdresser-passwords

HD

Whore Begs To Be Filled With Cock Like The Desperate Sissy He Is

06:54 43 Views 76%

female-domination,femdom-sissy,divinebitches,strapon-doggystyle,prostate-pegging,femdom-dominate-guy,mistress-goddess,pegging-homemade,anastasia-mistress,girl-fucks-guy-with-strap-on,mistress-and-male-slave,submissive-feminized-guy,rough-femdom-sex,prostate-fucked,pegging-homemade-crossdresser,girl-strapon-sissy-femboy,real-amateur-homemade-dominatrix-rus,feminization-submissive-anal-whore,strapon-dildo-fucking,bdsm-femdom-porn

HD

Anastasia Mistress Dominates And Pounds Submissive Sissy Boy's Tight Ass With Massive Strapon

09:12 516 Views 0%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Submit To Your Mistress: A Night Of Sissy Boy Pleasure And Submission

04:37 2.8k Views 67%

POV,humiliation,domination,fetish,femdom,cuckold,joi,sissy,dirty-talking,sph,cei,female-domination,findom,pay-pig

Seductive Sissy Submission

07:05 61 Views 88%

humiliation,domination,slave,femdom,handjobs,sissy,hubby,clubdom,subby

HD

The Lustful Exploits Of Stroke Master & The Cum Slinger

26:52 2.5k Views 0%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Be My Naughty Plaything And Experience The Ultimate Pleasure Orgy

09:53 2.2k Views 0%

dildo,toy,fetish,strap-on,outdoors,hairless,sissy,diaper,adultbaby

Big-booty Boy In A Dirty Diaper Gets His Smooth Ass Pounded With A Huge Strapon In The Outdoor!

06:59 3.7k Views 90%

Sissy Slave Gets Dominated By Her Powerful Master In Hardcore BDSM Session - XxxSAM8772 - HD Porn Video

06:10 509 Views 74%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

You're Gonna Get Off So Hard When You Feel The Sensation Of Those Stockings

02:58 1.2k Views 100%

POV,strapon,strap,on,femdom,trainer,sissy,feminization

HD

Strapon POV Ass Stretching - Keep Your Eyes On The Prize!

05:26 3.1k Views 78%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,forced-bisexual,forced-gay,crossdresser-femdom,forced-crossdresser,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Training A Pathetic Sissy Boy Into The Ultimate Cock-Hungry Slut

08:01 998 Views 64%

panties,toys,lingerie,POV,bdsm,femdom,sissy

HD

Expose Your Sissy Desires And Embrace The Filthy Fun!

07:53 164 Views 68%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Ravishing On The Runway: Naughty Sissy Doll Edition

07:23 250 Views 95%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Experience My Virgin Sissy Transformation For The First Time

12:50 615 Views 100%

porn,dildo,blowjob,slut,fishnets,tranny,whore,oral,twink,sissy

HD

Allie The Sissy Slurps On Dildo!

00:26 31 Views 100%

cumshot,thong,lingerie,masturbate,crossdresser,big-cock,sissy,jerking-off,gay-masturbation

HD

Sissy Slut Worshipping My Huge Throbbing Cock In Sexy Black Lingerie

01:46 342 Views 64%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Unleash Your Sissy Desires And Embrace The Filthy Fun!

10:01 167 Views 68%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Transformed Into A Submissive Sissy Slut: Learn The Art Of Pleasing

13:39 1.1k Views 62%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,crossdresser-femdom,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Experience The Sensual Transformation As A Sissy Slut!

07:24 482 Views 66%

humiliation,domination,bdsm,fetish,slave,femdom,crossdresser,crossdressers,sissy,crossdressing,sissification,forced-bisexual,forced-gay,crossdresser-femdom,forced-crossdresser,crossdresser-sex,crossdresser-porn,crossdress-humiliation

HD

Submissive Males Should Learn The Art Of Cock Sucking

07:28 1.8k Views 100%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Turning You Into The Ultimate Sissy Slut For Maximum Hotness

05:44 38 Views 87%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Prepare To Be Transformed Into The Ultimate Sissy Slut Doll For Our Pleasure!

06:13 66 Views 82%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

I Will Turn You Into The Ultimate Sissy Slut For My Pleasure

05:52 312 Views 92%

humiliation,bdsm,femdom,sissy,crossdress,sissification,feminization,femdom-pov,humiliation-pov,crossdresser-tube,fem-clips,crossdress-clips,crossdresser-torrents,crossdresser-forums,crossdresser-sex,bi-crossdresser,femdom-crossdressing

HD

Transforming You Into The Sluttiest Sissy Girl

07:41 573 Views 75%

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

Discover a premium selection of The Program Sissy 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 The Program Sissy also check out: Sissy, Femdom, Humiliation, Bdsm, Sissification.

With over 464,601 unique The Program Sissy 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 78% of our The Program Sissy collection is available in HD for your viewing pleasure.

We update our The Program Sissy 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!