Search results: Crossdressing Fiction
Showing 1 - 78 of 976 videos (0.012 seconds)

outdoor,uniform,vibrator,tease,teasing,bdsm,public,outdoors,bizarre,weird,femdom,outside,shy,crossdresser,shame,drag,crossdressing,embarrassed,remote,shaming

Captions Wild Japanese Crossdresser Dominatrix In Public

02:56 11.9k Views 100%

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

You're A Dirty Slutty Crossdresser

04:35 6k Views 0%

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

You Can Be Our New Naughty Crossdressing Slut

02:42 3k Views 0%

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

You Can Be Our New Filthy Crossdressing Fucktoy

04:10 2k Views 0%

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

HD

Hot And Horny Crossdressing Adventure - Try It Now!

03:39 494 Views 69%

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 Am The AI For Filthy Men; I Can Help You Fulfill Your Wildest Crossdressing Desires

06:55 307 Views 73%

anal,blowjob,handjob,fingering,asian,japanese,femdom,japan,jav,crossdressing,femboy,anal-sex,gay-blowjob,gay-anal,crossdressor,femme-boy

HD

Maiden's Sissification Fantasy: Watch Her First Naughty Adventure As A Gorgeous Crossdresser On Xvideos!

25:57 8.3k Views 100%

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

HD

You're A Dirty Crossdressing Whore

02:11 1k 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're A Naughty Little Crossdressing Whore

05:42 856 Views 77%

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 Love Your Tiny Slutty Crossdressing Kink

07:27 451 Views 93%

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

HD

Degraded And Humiliated: Forced Crossdressing For Punishment

07:05 530 Views 85%

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 A Sensual Crossdressing Minx

07:03 610 Views 64%

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

Naughty Role-Playing Fun With Crossdressing Dream

03:42 856 Views 78%

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

HD

You Are Now Our New Filthy, Horny Crossdressing Slut

06:20 1.4k Views 76%

transvestite,crossdressing

Sizzling Crossdressing Fantasy - Unleashing Your Wildest Desires!

05:22 537 Views 80%

stockings,dildo,lingerie,fetish,big-ass,garter,kink,sissy,bimbo,sissification,ass-worship,feminization,foot-fetish,femdom-pov,sissy-training,ass-fetish,bimbofication,make-me-bi,transformation-fetish,crossdressing-training

HD

Anal Crossdressing Dildo Drill Session

10:00 0 Views 62%

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

HD

I Will Turn You Into My Filthy Sissy Slut

10:39 1.8k Views 0%

blonde,blowjob,bitch,amateur,bj,homemade,wife,closeup,high-heels,tightpussy,highheels,higheels,beautiful,housewife,clothes,crossdresser,sexual,cross,cd,cockriding,crossdressing,cdgirls

Dress Up And Get Dirty With The Wife!

13:57 1.3k Views 50%

outdoor,uniform,vibrator,tease,teasing,bdsm,public,outdoors,bizarre,weird,femdom,outside,shy,crossdresser,shame,drag,crossdressing,embarrassed,remote,shaming

Depraved Japanese Femdom Domme Uses Submissive Crossdresser In Public

03:27 1.7k Views 0%

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

HD

You Are A Sexy Little Sissy Slut

06:43 2.2k Views 80%

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

HD

You're A Naughty Sissy Slut For Daddy

05:34 779 Views 90%

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

Exhibitionist Crossdresser Struts His Stuff In Public!

02:13 1.3k Views 78%

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

Your Gender-Bending Dream Is Getting Me So Horny

07:54 84 Views 78%

anal,stockings,latin,blowjob,panties,ebony,lingerie,cute,makeup,crossdresser,lipstick,kinky,sissy,crossdressing

HD

Naughty Sissy Slut Gets Dressed Up And Dirty!

10:30 529 Views 99%

sub,bottom,cd,sissy,crossdressing

HD

Sissy Slut Gets Freaky With Big Black Dildo

00:09 0 Views 65%

cumshot,facial,babe,milf,brunette,amateur,fingering,threesome,pussy-licking,fetish,german,big-tits,vaginal-masturbation

HD

MMV FILMS Horny German Milf Ravages Her Sissy Crossdressing Husband

12:54 172 Views 99%

anal,prolapse,sex-toy,destroyed-gape

HD

Hot Crossdressing Stud Stretches With Huge Dolphin Dildo And Takes Deep Anal Fisting And Domination TWT006

01:00 280 Views 95%

whore,crossdresser,hypno

Sexy Crossdressing Sissy Roxxy Gets Naughty And Pays With More Than Just Cash For Her Room

04:54 95 Views 100%

anal,hardcore,pornstar,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,trans,crossdresser,big-tits,ladyboy,big-cock,big-boobs,femboy,big-butt,anal-sex

HD

Naughty Indian Trans Solo In Hot Black Lingerie Part 3 Crossdressing Extravaganza!

06:00 1.1k Views 50%

anal,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,crossdresser,big-tits,ladyboy,big-cock,big-boobs,femboy,big-butt,anal-sex,indian-trans

HD

Racy Red Heels: 2nd Round Of Sizzling Crossdressing With Sexy Indian Trans Babe!

06:00 0 Views 60%

anal,teen,pornstar,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,big-tits,big-cock,big-dick,big-boobs,big-butt,black-cock,anal-sex

HD

Indulging In Sizzling Crossdressing Fun With An Exotic Indian Shemale In Her Blue Bikini - Part 7

07:30 297 Views 89%

porn,anal,pornstar,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,big-tits,big-cock,big-dick,big-boobs,big-butt,black-cock,anal-sex

HD

BULGING BLUE BIKINI: PART 4 - SEDUCTIVE CROSSDRESSING WITH AN EXOTIC INDIAN SHEMALE

06:00 305 Views 65%

anal,teen,sucking,ass,shaved,amateur,solo,lingerie,asian,tranny,shaved-pussy,big-ass,indian,trans,big-tits,big-cock,big-boobs,soloboy,big-butt,anal-sex

HD

Throbbing In Black Lace: A Shemale's Crossdressing Adventure Part 1

06:00 0 Views 72%

porn,anal,teen,hot,ass,amateur,homemade,solo,lingerie,asian,tranny,shemale,masturbate,big-ass,indian,trans,big-tits,big-boobs,big-butt,anal-sex

HD

Busty Indian Shemale Sizzles In Lime Green Bikini - Part 2: Crossdressing Delight

06:00 0 Views 61%

anal,teen,ass,shaved,amateur,homemade,solo,lingerie,asian,dick,big-ass,horny,indian,big-tits,big-boobs,big-butt,anal-sex

HD

Tiny Bikini Temptations: Indian Shemale's Crossdressing Seduction

07:15 62 Views 100%

anal,teen,ass,amateur,homemade,masturbation,solo,lingerie,asian,tranny,shemale,big-ass,horny,indian,trans,big-tits,ladyboy,big-boobs,big-butt,anal-sex

HD

Neon Bikini Bonanza: Indian Shemale's Crossdressing Delight - Episode 1

06:00 0 Views 100%

anal,ass,amateur,solo,lingerie,asian,shemale,big-ass,horny,indian,gay,crossdresser,big-tits,big-boobs,soloboy,big-butt,gay-sex,gay-anal,gay-porn,gay-masturbation

HD

Pretty In Pink: Crossdressing Extravaganza Part 2

06:00 0 Views 89%

anal,teen,hot,ass,amateur,homemade,solo,lingerie,asian,big-ass,horny,indian,big-tits,big-cock,big-boobs,big-butt,anal-sex

HD

Wild And Kinky: Indian Shemale's Crossdressing Adventure Part 2

06:00 0 Views 98%

porn,ass,milf,amateur,masturbation,solo,lingerie,tranny,shemale,big-ass,horny,trans,big-tits,big-boobs,big-butt

HD

Blue Bikini Babes: Part 1 - Indian Shemale Crossdressing Delight

08:00 0 Views 66%

porn,anal,pornstar,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,big-tits,big-cock,big-dick,big-boobs,big-butt,black-cock,anal-sex

HD

Indulging In Crossdressing Delights With An Exotic Indian Shemale In A Blue Bikini: Part 5

06:30 0 Views 88%

porn,anal,teen,ass,amateur,homemade,masturbation,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,crossdresser,big-tits,big-boobs,big-butt,perfect-ass

HD

SHRUTEERANI'S SIZZLING SEQUEL: CROSSDRESSING IN A PURPLE BIKINI

06:00 0 Views 80%

teen,hot,sexy,ass,slut,amateur,homemade,wife,wet,cowgirl,tranny,shemale,cute,whore,big-ass,webcam,trans,bbw,twink,big-butt

HD

Crossdressing Catwalk: Flaunting Fabulous And Seductive Outfits!

05:58 0 Views 96%

dildo,teen,hardcore,blonde,milf,blowjob,brunette,threesome,masturbation,cowgirl,pussy-licking,doggy,missionary,foot-fetish

HD

Hard Truth Or Wet Fantasy

07:50 41 Views 64%

porn,licking,blowjob,brunette,glamour,art

HD

Hotter Than Fantasy Scene 1

07:01 1.3k Views 97%

porn,licking,blowjob,brunette,glamour,art

HD

Hotter Than Fantasy: Scene 2

07:00 120 Views 66%

skinny,masturbation,lingerie,fetish,twink

HD

Feeling Sexy And Slutty In Lingerie

17:33 73 Views 60%

anal,stockings,fisting,dirty-talk,prolapse,sex-toy,huge-anal-gape

HD

Crossdresser Takes Massive Handmade Dildo And Gets Stretched Wide With Fist And ButtRose TWT001

00:39 1.7k Views 94%

anal,stockings,dirty-talk,prolapse,sex-toy,gapes-gaping-asshole

HD

Sissy Boy Stuffs XL Handmade Dildo In His Tight Ass And Receives 19.5 Cm Of Pleasure With ButtRose Domination TWT002

00:46 0 Views 63%

anal,stockings,dirty-talk,prolapse,sex-toy

HD

Sissy Slut Rides Massive Dolphin Dildo While Taking 7.6 Inches And Receives Hardcore Anal Fisting And Domination TWT005

00:37 240 Views 83%

pegging,crossdress

Being Dominated In Lingerie: Pegging Pleasure!

01:54 0 Views 100%

anal,fucking,ass,amateur,homemade,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,big-tits,big-cock,big-dick,big-boobs,big-butt,black-cock,anal-sex

HD

Midnight Seduction: Part 1 - Seducing As An Indian Crossdresser

06:00 38 Views 90%

teen,tits,sexy,slut,wet,masturbation,cowgirl,tranny,shemale,masturbate,cute,big-ass,massage,trans,bbw,new,twink,big-cock,big-butt,gay-masturbation

HD

DIY Sissy Surprise: Turn Your Boy Clothes Into Girl's Pleasure

05:43 77 Views 80%

porn,anal,teen,ass,amateur,homemade,solo,lingerie,asian,tranny,shemale,big-ass,horny,indian,trans,big-tits,big-cock,big-boobs,big-butt,anal-sex

HD

Wild Encounter: Volume 1 - Exotic Transgender In Animal Print

06:00 52 Views 69%

anal,teen,hardcore,hot,ass,amateur,homemade,solo,lingerie,asian,tranny,shemale,big-ass,horny,indian,trans,big-tits,big-boobs,big-butt,anal-sex

HD

Naughty Boy Caught In Blue Bikini: Indian Shemale Seduction Part 3

06:00 470 Views 100%

porn,anal,teen,ass,amateur,homemade,solo,lingerie,asian,teens,tranny,shemale,big-ass,horny,indian,trans,big-tits,big-boobs,big-butt,anal-sex

HD

Teeny Bikini Shenanigans: A Sequel - Indian Shemale Gets Naughty In Crossdresser Embrace

06:00 0 Views 81%

anal,hardcore,ass,amateur,homemade,masturbation,solo,lingerie,asian,tranny,shemale,big-ass,horny,indian,trans,femdom,big-tits,big-boobs,big-butt,anal-sex

HD

Juicy Olive Bikini Delight: Part 1 - Getting Frisky With A Seductive Indian Shemale

06:00 416 Views 88%

anal,teen,ass,shaved,amateur,solo,lingerie,asian,shemale,big-ass,indian,gay,big-tits,big-boobs,big-butt,gay-amateur,gay-sex,gay-anal,gay-porn,gay-masturbation

HD

Ravishing In Pink: Sissy Transformation Saga

07:15 0 Views 81%

porn,anal,teen,fucking,pornstar,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,indian,trans,big-tits,big-cock,big-boobs,big-butt,anal-sex

HD

BARELY LEGAL IN A BLUE THONG - PART 6: SEDUCED BY AN EXOTIC SHE-MALE

07:30 489 Views 92%

porn,anal,cumshot,teen,fucking,ass,amateur,solo,lingerie,asian,tranny,shemale,big-ass,horny,indian,trans,big-tits,big-boobs,big-butt,anal-sex

HD

Riding Dirty In A Denim Bikini With A Naughty Desi Shemale

06:00 0 Views 70%

anal,ass,amateur,homemade,solo,lingerie,asian,shemale,masturbate,big-ass,indian,gay,big-tits,big-boobs,big-butt,gay-amateur,gay-sex,gay-anal,gay-porn,gay-masturbation

HD

Lusty Lingerie: Sissy Showdown Part 4

06:00 58 Views 92%

teen,hot,sexy,ass,slut,amateur,wife,wet,young,cowgirl,tranny,shemale,cute,whore,big-ass,webcam,trans,bbw,twink,big-butt

HD

Gender-Bend Bonanza: Unleashing Your Inner Diva And Exploring Erotic Identity

05:10 254 Views 63%

blonde,boots,pantyhose,nylons,halloween,crossdress,perfect-ass

HD

Trick Or Treat: Gender Bender Edition!

03:40 0 Views 71%

tranny,makeup,trans,crossdresser,cd,sissy,transformation,crossdress,feminization,sissy-boy,sissy-slut,teen-slut,cd-slut

HD

Makeover Madness: Step Dad's Sissy Transformation!

05:02 243 Views 69%

crossdresser,bisexual,gay-masturbation,sissy-crossdress,self-humiliation,cumshot-in-hand,bisexual-crossdresser,not-ashamed,stockings-and-suspenders,real-amateur-homemade-video,not-cam-shy,i-am-who-i-am-like-me-or-not,self-handjob-with-cumshot,cumshot-swallower,cumshot-licked-of-hand,let-me-swallow-your-cumshot

HD

Naughty Crossdresser Loves To Guzzle Cum Like A Thirsty Vixen!

09:23 26 Views 99%

dildo,ass-to-mouth,crossdresser,bisexual,gay-anal,anal-insertion,bisexual-amateur,sissy-crossdress,amateur-crossdresser,real-homemade-video,bisexual-crossdresser,kelly-wright-filming

HD

Bi Crossdresser's Virginal Fantasies Fulfilled

05:51 36 Views 66%

gay,crossdresser,bisexual,real-homemade,sissy-crossdress,bisexual-crossdresser,real-amateur-homemade-video,not-cam-shy,what-i-am-saying-i-want-for-real,whos-willing-to-fuck-me-like-this,kelly-wright-filming

HD

Naughty Bi Sissy Craves Anal With Another Crossdresser!

08:32 25 Views 84%

anal,pussy,licking,blowjob,brunette,redhead,threesome,bigtits,pussyfucking,blowjobs,italian,big-tits,vintage,italy,big-boobs,anal-sex

Movie: Lustful Fantasies Unleashed 2

25:22 2.9k Views 100%

pussy,licking,blowjob,brunette,redhead,bigtits,pussyfucking,italian,big-tits,vintage,big-boobs

Erotic Tales - Volume 1 Of Lustful Adventures

23:46 1.4k Views 100%

closeup,cunnilingus,slender,small-breasts,eating-pussy,aaliyah-love,hot-blonde,cum-on-pussy,hard-nipples,hot-nurse,side-fuck,sexy-nurse,licking-cock,small-nipples,fuck-from-behind,sensual-kissing,jake-adams,nurse-and-patient,sex-in-hospital,pinup-girl

HD

Sexy Nurse Aaliyah Love Seduces And Pleasures Hung Patient Jake Adams In A Steamy Hospital Encounter - Naughty Medical Roleplay!

06:14 2k Views 77%

teen,blonde,pornstar,blowjob,natural-tits

HD

Exploring The Galactic Lust Of The Space Insemination Machine

06:00 1.4k Views 60%

blonde,milf,blowjob,brunette,riding,threesome,busty,fetish,cheating,oral,big-ass,fantasy,affair,big-tits,nerd,geek,pawg

HD

Alien MILF Gets Intergalactic Pussy Pounded By Big Dicks In Space - Starring Mercedes Carrera

08:06 361 Views 100%

lesbian,blonde,fingering,wet,pool,pussylicking

Cumming Tales

07:54 0 Views 68%

anal,pussy,licking,blonde,blowjob,brunette,threesome,bigtits,dp,pussyfucking,blowjobs,italian,big-tits,vintage,italy,double-penetration,big-boobs,anal-sex

Fucking Fantasies 4: Dirty Desires

24:50 0 Views 78%

teen,blonde,petite,fingering,vibrator,masturbation,small-tits,spandex,bare-feet

HD

Emma Rosie's Naughty True Stories

03:52 264 Views 80%

teen,hardcore,petite,blowjob,real,amateur,teenie,smalltits,POV,curves,big-ass,hardsex,reality,taboo,small-tits,big-butt,charles-dera,donnie-rock,sona-bella,delilah-dagger

HD

Spicy Ink: Writing Steamy Stories For Naughty Nights

07:00 0 Views 75%

milf,threesome,party,fetish,pantyhose,bizarre,weird,femdom,milfs,shy,cougar,strange,drag,crossdressing,exposed,cougars,embarrassed,cross-dressing,demure

Japanese MILFs Humiliate Sissy At Wild Costume Orgy!

05:08 3.3k Views 0%

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

HD

Impassioned Tranny Seduces With Sexy Crossdressing!

01:52 998 Views 61%

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 Ready To Release Your Inner Sissy Slut!

07:36 4.5k Views 75%

Discover a premium selection of Crossdressing Fiction 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 Fiction also check out: Anal, Big-ass, Amateur, Big-tits, Big-butt.

With over 976 unique Crossdressing Fiction 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 86% of our Crossdressing Fiction collection is available in HD for your viewing pleasure.

We update our Crossdressing Fiction 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!