Search results: Crossdressing Instructions
Showing 235 - 312 of 4,757 videos (0.015 seconds)

Naughty Mommy's Explicit Pussy Licking Instructions For Horny Boys HD

69% 1 Votes

Views: 0

Duration: 08:59

only-women

HD

Edge Control 101: VIP Jerk Off Instructions Page - Cum And Get It, Baby!

01:16 0 Views 75%

stockings,sexy,milf,handjob,lingerie,milking,game,cfnm,precum,stroke,big-boobs,contest,challenge,gaming,two-girls,double-handjob,two-girls-one-guy,handjob-challenge,cum-contest,dice-challenge

HD

Dicey CFNM Cum Challenge: Two Horny Girls Weighing Precum & Giving Stroking Instructions With A Twist!

10:21 0 Views 70%

cum,masturbation,POV,bdsm,fetish,femdom

HD

Obey Me Completely: Cum Eating Instructions

08:09 0 Views 76%

dildo,latina,sexy,pornstar,brunette,doggystyle,homemade,wife,curvy,fishnet,moaning,girlfriend,brazil,strip-tease,big-tits,hotwife,gostosa,dirty-talk,culona,nerd,joi,geek,ass-worship,big-butt,big-booty,wet-pussy,sex-toy,solo-girl,tan-lines,perfect-tits,asshole-worshiping

HD

Hot Latina Teases In Fishnet Overalls - Watch Her Give Jerk Off Instructions While Sucking On A Dildo And Teasing With Her Big Boobs And Ass!

12:22 0 Views 86%

toy,POV,bdsm,fetish,bondage,femdom

HD

Locked Up And Horny Forever: Submitting To Your Instructions

07:03 0 Views 88%

babe,ass,petite,amateur,homemade,booty,solo,fetish,cute,joi,big-butt,perfect-ass,big-booty,solo-girl,teens-18,only-women

HD

Stroke It Right: Obedient Begging For Jerk Off Instructions

10:26 0 Views 79%

sexy,babe,brunette,doggystyle,amateur,homemade,busty,student,solo,domination,close-up,beauty,dirty-talk,joi,black-hair,big-butt,perfect-ass,wet-pussy,tit-job,big-pussy,real-orgasm,solo-masturbation,dripping-wet-pussy,belly-button-fetish

HD

Whispering Sweet Nothings: Extreme Close-Up Of Naughty Instructions And Dirty Talk

07:06 0 Views 96%

cum,masturbation,POV,bdsm,fetish,femdom

HD

Spice Up Your Solo Time With A Naughty Twist: Jerk Off Instructions With A Surprise Ending! Can You Handle It?

07:40 46 Views 87%

POV,humiliation,domination,fetish,femdom,joi,point-of-view,small-dick,jerk-off-instruction,small-penis,small-cock,small-cock-humiliation,little-penis,helena-price,joslyn-jane

HD

Helena Price And Joslyn James Team Up To Mock Your Tiny Dick - Stroke It For Humiliation!

00:30 0 Views 88%

anal,blowjob,doggystyle,tattoo,threesome,deepthroat,fishnets,fetish,muscles,big-tits,old-young,cock-play,bi-cuckold,bi-anal,bi-cock-sucking,kinky-bisexual,threesome-fmm,bi-ass-licking,bi-rimming

HD

Seductive Mackenzie Lee Guides You With Jerk Off Instructions Ending In Anal Cumshot Adventure

06:56 0 Views 85%

latina,amateur,wet,bigbutt,tightpussy,bigass,cute,pretty,wetpussy,teenporn,bigbooty,hotbrunette,hotbabe,teenpussy,amateurteen,teenass,latinbabe,teenbabe,petitegirl,hotlatin

HD

Squirt On Command: Ahegao Edging Session With Small Penis Humiliation Instructions

02:56 0 Views 65%

domination,bdsm,femdom,cuckold,role-play,bullbasting

HD

Naughty Foot Goddess Teaches You How To Stroke - Foot Worship, Humiliation, Deep Throat, Jerk Off Instructions

10:15 0 Views 73%

latina,sexy,pornstar,ass,brunette,homemade,curvy,booty,fetish,hentai,anime,manga,beauty,roleplay,big-tits,gostosa,police,exhibitionist,dirty-talk,uniforms,culona,joi,bbc,big-butt,big-booty,wet-pussy,solo-girl,sexy-clothes,huge-toy,goddess-worship,toy-blowjob,only-women

HD

Naughty Cop Seduces You: Jerk Off Instructions With Blowjob And Titjob

11:01 0 Views 64%

lesbian,babe,curvy,beauty,new,big-tits,dirty-talk,cosplay,round-ass,pink-pussy,emo,alternative,perfect-ass,wet-pussy,anal-fingering,white-girl,tight-pussy,perfect-tits,pretty-pussy,pussy-worship,blue-hair,dripping-wet-pussy,slim-waist,real-ass,only-women,shaved-pussy-hair,fancy-color-hair,perfect-shape-tits

HD

Spice Up Your Solo Show With The Ultimate Jerk-Off Instructions - Get Ready For A Steamy Session!

00:13 0 Views 75%

dildo,blonde,pornstar,amateur,homemade,chubby,curvy,solo,dirty,bbw,big-tits,joi,sloppy,big-butt,big-booty,solo-masturbation,big-natural-tits,sex-toy,united-kingdom,curvy-body,big-woman,only-women

HD

Cum For Me Following My Dirty Jerk Off Instructions

11:54 0 Views 80%

brunette,amateur,footjob,small-tits

HD

Sensual Foot Pleasure Tutorial - Brandi Belle

05:49 1.7k Views 0%

milf,masturbation,jerk,off,encouragement,instruction

Forbidden Masturbation Orders From Naughty Step-Sisters At Fetcon 2014

05:22 2.7k Views 99%

milf,mature,masturbating,masturbation,masturbate,mommy,jerkoff,taboo,afton

Milf Afton - Masturbate Commands For Her Boy And You

10:14 5.7k Views 100%

Obey And Cum For Mommy's Dirty Commands

34:23 244 Views 75%

sex,milf,amateur,solo,masturbate,mommy,matures,afton

Blonde MILF Afton - XXX Therapy Lessons

08:37 3.3k Views 50%

cumshot,sex,hardcore,ass,blowjob,brunette,POV,big-ass,couple,caught,big-tits,taboo,joi,big-cock,big-boobs,pawg,real-amateur,stepsister,step-brother,fucked-up-family

HD

The Ultimate Masturbation Guide - Intense Jerk Off With Sizzling Sloppy Blow Job

10:09 1.9k Views 94%

dildo,tits,pornstar,brunette,masturbation,solo,tease,british,jerkoff,juggs,joi,bigtitties,sophie-dee

HD

Gorgeous Brit Babe Sophie Dee Guides You Through A Jerk Off Session

06:55 1k Views 100%

strap,on,jerk,off,light,flesh,instruction

HD

Harness Mounted Sex Toy Guided Masturbation Tutorial

03:23 43 Views 83%

masturbation,masturbate,whore,webcam,webcamshow

HD

Guidance For Solo Pleasure With Olesya

06:40 1.2k Views 81%

interracial,milf,blowjob,sensual,exotic

HD

Sultry Wet Mouth Teasing Tutorial

07:00 0 Views 62%

humiliation,domination,fetish,mistress,femdom,dominatrix,roleplay,dirty-talk,cuckold,joi,sissy,humiliatrix,sph,cei,female-domination,findom,paypig

Slutty Anal Obedience Training

06:48 1.1k Views 97%

anal,bitch,assfucking,butthole,boy,anus,pegging,joi

Prostate Pounding POV - I'll Make You Beg For More! StraponInvasionXXX.com

08:36 795 Views 100%

masturbation,POV,bdsm,femdom,cum-eating,cei

HD

Obey Me And Swallow Every Last Drop Of Your Own Jizz CEI

08:26 473 Views 89%

cumshot,teen,hardcore,doggystyle,real,amateur,teenie,POV,teens,big-ass,hardsex,reality,big-tits,taboo,big-boobs,big-butt,peite,kendra-spade,cogwirl

HD

Kendra Spade Obeys Every Naughty Command!

08:00 147 Views 68%

teen,sexy,babe,amateur,busty,big-ass,compilation,big-tits,downblouse,downblousebeauty

HD

Stroking Guide With Horny Brunette MILF!

07:15 1k Views 100%

blonde,petite,POV,joi,small-tits,jerking-off,jerk-off-instruction,wank-it-now,jack-off-instruction,joi-pov,jerkoff-instruction,jerk-off-instructor,jerk-instruction,elli-foxx,jerk-instructor,jackoff-instruction,jerkoff-instructor,jackoff-instructor

Fill My Tight Hole With Your Sticky Cum - Elli Foxx Teaches You How To Stroke It!

06:47 3.2k Views 100%

POV,bdsm,femdom,cum-eating,cei

HD

Obey My Every Command Or Face The Consequences CEI

08:07 306 Views 93%

petite,family,sister,taboo,joi,small-tits,stepsister,step-sister,masturbation-instruction,jerk-off-instruction,jack-off-instruction,lizzie-tucker,jerk-off-instructor,taboo-family,jerk-instruction,taboo-joi,jackoff-instruction,jerkoff-instructor,jack-off-instructor,jackoff-instructor

My Juicy Stepsister Lizzie Tucker Tempts Your Cock - Intense Masturbation Guidance

08:26 1.4k Views 100%

oil,asian,erotic,body,massage,india,couples,desi,art,lovers,relax,intimate

HD

Hot Tantric Techniques For Ultimate Pleasure

08:00 481 Views 84%

stockings,petite,masturbation,POV,joi,small-tits,thigh-highs,masturbation-instruction,jerk-off-instruction,wank-it-now,jack-off-instruction,joi-pov,jerkoff-instruction,jerk-off-instructor,jerk-instruction,jerk-instructor,jackoff-instruction,jerkoff-instructor,jack-off-instructor,natalie-sharp

Stroking To Natalie's Luscious 42-inch Legs - Masturbation Guidance

07:09 1.3k Views 100%

anal,cumshot,pussy,licking,blonde,interracial,ass,gaping,milf,blowjob,slut,doggystyle,fingering,threesome,deepthroat,whore,face-sitting,facial-cumshot,big-boobs,big-butt

Brooke Hunter Teaches Shawnie Anal Pleasure With Big Black Cock

12:50 610 Views 69%

teen,teenager,brunette,POV,big-tits,joi,big-boobs,kitty-bella,jerk-off-instruction,jack-off-instruction,joi-pov,jerkoff-instruction,jerk-off-instructor,big-tit-joi,jerk-instruction,jerk-instructor,jackoff-instruction,jack-off-instructor

Stroking Meow Meow With Kitty Bella - Masturbation Orders

07:44 1.4k Views 93%

Gape And Stretch With Massive Toys: An Intense POV Guide

05:18 52 Views 95%

petite,masturbation,joi,small-tits,small-boobs,masturbation-instruction,jerk-off-instruction,wank-it-now,jack-off-instruction,joi-pov,jerk-off-instructor,jerk-instruction,jerk-instructor,jackoff-instruction,jerkoff-instructor,jack-off-instructor,jackoff-instructor,mikayla-hendricks

Deprived Of Real-time Pussy - Mikayla Hendricks Gives You The Ultimate Jerk Off Commands

07:43 1.2k Views 100%

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

First-Person Bliss: Swallow Every Drop Tutorial

10:28 1.7k Views 92%

girl,blowjob,strip,webcam,erotic,safada,joi,novinha,estudante,jerk-off-instruction,asmr,manyvids,plug-anal,gozada-na-boca,fake-cum,emanuelly-raquel,asmr-porn,lider-de-torcida

HD

Horny ASMR Cheerleader Commands You To Stroke It With Fake Cum JOI Cum-Control Challenge

12:18 2.6k Views 75%

bitch,masturbation,POV,boss,joi,victoria-lawson,masturbation-instruction,jerk-off-instruction,wank-it-now,jack-off-instruction,joi-pov,jerkoff-instruction,jerk-off-instructor,jerk-instruction,jerk-instructor,jerkoff-instructor,jack-off-instructor,jack-instruction

Stroke That Cock Or Face Termination - Victoria Lawson - Masturbation Instruction

08:48 1.6k Views 81%

teen,pussy,amateur,masturbating,cam

Former Girlfriend's Sensual Masturbation Guidance

10:32 119 Views 61%

POV,humiliation,bdsm,fetish,mistress,femdom,dominatrix,domina,cuckold,joi,sissy,humiliatrix,domme,sph,cei,female-domination,findom,sissy-training

HD

Dominant Mistress Humiliates And Controls Cuckold Husband

10:20 391 Views 85%

milf,mature,POV,domination,fetish,mom,mommy,femdom,roleplay,taboo,joi,stepmom,ageplay,dirty-talking

Dirty Stepmom Teaches You How To Stroke

07:12 661 Views 100%

cumshot,babe,petite,brunette,fingering,redhead,glasses,masturbation,POV,office,fetish,orgasm,feet,big-tits,joi,all-natural,hairy-pussy,foot-job,natural-tits,penny-pax

HD

Scarlet Penny Pax Demands You Stroke And Worship Her Feet!

08:00 815 Views 100%

big,bigtits,masturbation,big-ass,bbw,big-tits,joi,big-boobs,lila-lovely

HD

Chunky Blondie Lila Lovely Ditches Date To Get Naughty Jerking Off Commands

04:59 1.5k Views 80%

cumshot,hardcore,fucked,brunette,real,busty,bigtits,masturbation,bigass,american,taboo,hanjob,old-young,jerking-off

HD

Vera King's Dirty Jerk Off Command!

08:24 1.4k Views 100%

anal,smoking,milf,brunette,tattoo,masturbation,lingerie,ass-licking,fetish,strap-on,big-ass,femdom,big-tits,leather,foot-fetish

Elderly Man's Kinky Appointments With Latex Dominatrix Taylor St. Claire And Her Strap-on, As Prescribed By The Proctologist

25:50 1.4k Views 0%

teen,cowgirl,family,caught,taboo,immoral,bratty,inbred,fucked-up-family,naughty-sister,bro-sis-fuck,bro-sis-videos,bro-sis-caught-fucking,xxx-bro-sis,best-bro-sis-2019,teen-sister-fucks-brother,sister-paid-to-fuck

HD

Barely Legal Sis Slams Stepbrother Under MILF's Command - Featuring Carmen Santana

08:05 223 Views 78%

smoking,homemade,hairy,masturbation,solo,tease,costume,slender,joi,silly,pussy-rubbing,long-legs,self-shot,cheesy,curly-hair,meaty-pussy,natural-beauty,cute-smile,super-hairy,daisiesandhalos

HD

Daisy's Juicy Meaty Taco Masturbation Tutorial

07:24 393 Views 100%

teen,babe,amateur,masturbation,solo,maya-farrell

HD

Stroking Guide: Seductive Maya Farrell Teaches You How To Jerk Off

06:02 445 Views 100%

cumshot,cum,blonde,blowjob,doggystyle,deepthroat,lingerie,POV,teens,big-boobs,foot-fetish,natural-tits,special-locations

Horny Hottie Lisa Rhymes Learns How To Please A Massive Cock With Her Natural Tits And Blowjob Skills

22:32 318 Views 80%

toys,POV,bdsm,bondage,femdom,chastity

HD

Submit To My Demands Or Your Cock Stays Locked Up Forever

08:19 478 Views 94%

dildo,blonde,milf,huge-tits,bedroom,medium,light-skin,long-hair,sarah-jessie,camel-toe,mini-dress,medium-ass,solo-milf,professional-production,cinematic-story,3rd-person-narrative,casual-wear,belly-button-piercings,clit-piercings,cute-little-butts

HD

Obsessed With Watching Insatiable MILF (Sarah Jessie) Showcase Her Sizzling Body And Guide Your Sensual Masturbation

12:42 385 Views 100%

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

Pleasing Your Mistress: A Sissy's Guide To Submission

08:24 438 Views 81%

cumshot,tattoo,curvy,pussy-licking,big-tits,dirty-talk,cuckold,sissy,subtitles,point-of-view,femdom-joi,russian-mistress,russian-dirty-talk,polysweet,femdom-dominate-guy,butt-close-up

HD

Strap-On Edging Session For Submissive Sissy Sluts

05:30 1.3k Views 95%

fetish,mistress,femdom,dominatrix,domina,cuckold,joi,sissy,humiliatrix,domme,sph,cei,female-domination,findom,sissy-training

Filthy Dirty Slut Learns To Submit To Mistress's Commands

07:12 64 Views 63%

cum,panties,masturbate,sissy,eat-cum

A Sissy Slut Obeys And Jerks Off For His Master's Pleasure

05:43 762 Views 97%

mistress,femdom,dominatrix,goddess,cuckold,joi,humiliatrix,sph,cei,findom,sissy-training

HD

Subjected Sissy Slave Surrenders To Dominatrix's Every Command

06:11 372 Views 92%

anal,interracial,blowjob,handjob,asian,erotic,lick,massage,india,sensual,lovers,romantic

HD

Sensual Indian Pussy Tonguing Guide To Ecstasy

06:01 31 Views 98%

boots,POV,femdom,joi,foot-fetish,masturbation-instruction,jerk-off-instruction,female-domination,wank-it-now,jack-off-instruction,joi-pov,jerkoff-instruction,pov-joi,jerk-off-instructor,jerk-instruction,jerk-instructor,jackoff-instruction,jerkoff-instructor,jack-off-instructor,jackoff-instructor

Shooting My Hot Load On These Sexy Boots - Beladonna Blue - Masturbation Guidance

07:24 921 Views 94%

humiliation,domination,fetish,mistress,femdom,dominatrix,cuckold,joi,sissy,humiliatrix,domme,sph,cei,female-domination,findom

HD

Jizz Swallowing Lessons

10:00 644 Views 91%

big,boobs,babe,masturbation,masturbate,big-ass,big-tits,big-boobs,dolce-vandella

HD

Luscious MILF Dolce Vandella Teaches Son's Friend How To Get Off

05:00 110 Views 100%

POV,humiliation,bdsm,fetish,mistress,femdom,dominatrix,domina,cuckold,joi,sissy,humiliatrix,domme,sph,cei,female-domination,findom,sissy-training

Dominant Goddess Teaches You How To Be A Pathetic Cuck!

06:16 799 Views 85%

jerk,off,encouragement

Stroking Guidance 2: Who's The Dirty Cumslut?

06:02 596 Views 60%

stockings,masturbation,jerking,legs,fetish,nylon,pantyhose,feet,femdom,jerkoff

Caroline's Hands-On Masturbation Tutorial

05:33 374 Views 92%

stockings,masturbation,jerking,legs,fetish,nylon,pantyhose,feet,femdom,jerkoff

Brianna's XXX Jerkoff Guide: Learn To Stroke It Right!

05:39 782 Views 82%

cum,milf,mature,ebony,jerk,off,feet,toes,encouragement,instruction,joi,soles,joe

Experienced Woman's Hot Foot Play Tutorial

07:21 58 Views 82%

feet,femdom,toes,footworship

Seductive Asian Goddess Teaches You How To Worship Her Perfect Feet

07:42 278 Views 76%

humiliation,domination,fetish,mistress,femdom,dominatrix,roleplay,dirty-talk,cuckold,joi,sissy,humiliatrix,sph,cei,female-domination,findom,paypig

HD

Mistress's Humiliating Jerk-off Commands For Pathetic Subs

04:58 441 Views 86%

teen,humiliation,domination,fetish,femdom,dominatrix,roleplay,dirty-talk,cuckold,joi,sissy,humiliatrix,sph,cei,female-domination,findom,paypig

Horny POV Masturbation Commands For Your Fetishistic Desires

20:59 108 Views 100%

fucking,hardcore,blowjob,handjob,amateur,homemade,bigcock,POV,banging,girlfriend,couple,reality,exgirlfriend,exgf

HD

Voluptuous Blonde Provides Viewers With Explicit Masturbation Commands

07:10 0 Views 91%

stockings,masturbation,jerking,legs,fetish,nylon,pantyhose,feet,femdom,jerkoff

Gigi's Naughty Masturbation Guide

06:46 512 Views 100%

threesome,fat,femdom,midget

Tiny Holly Directs The Action

06:02 569 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%

fucked,sexy,fuck,hard,indian,jerk,india,jerkoff,hd,bhabi

Sultry Indian Seductress Gives Naughty Masturbation Tutorial - EXTREME X-RATED EDITION

05:17 1.3k Views 74%

Discover a premium selection of Crossdressing Instructions 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 Crossdressing Instructions also check out: Joi, Femdom, Fetish, Masturbation, POV.

With over 4,757 unique Crossdressing Instructions 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 Crossdressing Instructions collection is available in HD for your viewing pleasure.

We update our Crossdressing Instructions 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!