Sissy Porn

28,316 Videos
Filters

Added

All Time Today This Week This Month 3 Months This Year

Source

All BDSM by PornBox Gay by PornBox PissVids Trans by PornBox XNXX xVideos

Quality

All HD

Duration

Filter Your Results

Time Period
Source
Quality
Duration
Reset Filters
Sexy sissy Eva Groth in stockings rides big toy 7 min

Sexy sissy Eva Groth in stockings rides big toy

xVideos 89%
SissyTask-Steel Clothes from neighbours and daily anal training 11 min

SissyTask-Steel Clothes from neighbours and daily anal training

XNXX 85%
i love to stretch my sissy ass 30 sec

i love to stretch my sissy ass

Trans by PornBox 89%
hard sissy trainning compilation 0 sec

hard sissy trainning compilation

PissVids 66%
stay limp while your get fucked - sissy training 004 8 min

stay limp while your get fucked - sissy training 004

xVideos 86%
Sissy Bailey Wilde in Chastity Fucked Doggystyle 7 min

Sissy Bailey Wilde in Chastity Fucked Doggystyle

XNXX 89%
Hot Blonde Sissy Bailey Wilde Fucked 7 min

Hot Blonde Sissy Bailey Wilde Fucked

xVideos 85%
Huge dildos up my sissy ass 6 min

Huge dildos up my sissy ass

XNXX 82%
watch me streaching my sissy ass 19 sec

watch me streaching my sissy ass

Trans by PornBox 87%
Sissy Slave Fed Spit And Cum 7 min

Sissy Slave Fed Spit And Cum

XNXX 87%
Sissy takes my hard cock all the way up her hot ass 3 6 min

Sissy takes my hard cock all the way up her hot ass 3

xVideos 84%
Sissy jumping ass on dildo 15 min

Sissy jumping ass on dildo

xVideos 82%
massive dildos in my sissy ass part01 30 sec

massive dildos in my sissy ass part01

Trans by PornBox 82%
filling my ass with many dildos and cum like a sissy slut - sissygasm 14 min

filling my ass with many dildos and cum like a sissy slut - sissygasm

XNXX 82%
Sexy Blonde Sissy Bailey Wilde Fucked Missionary 7 min

Sexy Blonde Sissy Bailey Wilde Fucked Missionary

XNXX 84%
&ldquo_Mi sissy puta no se cansa de trag&aacute_rmela &ndash_ la domino hasta que grita&rdquo_ 10 min

&ldquo_Mi sissy puta no se cansa de trag&aacute_rmela &ndash_ la domino hasta que grita&rdquo_

xVideos 85%
fucking my sissy ass with a fuck machine and cum no hands 9 min

fucking my sissy ass with a fuck machine and cum no hands

xVideos 82%
tiny dick sissy fucking her ass with a fuck machine a cum without hands 21 sec

tiny dick sissy fucking her ass with a fuck machine a cum without hands

Trans by PornBox 87%
&ldquo_As&iacute_ se viste una esclava. As&iacute_ se comporta una sissy&rdquo_ 35 min

&ldquo_As&iacute_ se viste una esclava. As&iacute_ se comporta una sissy&rdquo_

XNXX 88%
fucking my sissy ass witha BBC dildo - sissy captions 7 min

fucking my sissy ass witha BBC dildo - sissy captions

XNXX 88%
Sissy Trainer 2 20 min

Sissy Trainer 2

xVideos 84%
fucking my sissy ass and getting a sissygasm 35 sec

fucking my sissy ass and getting a sissygasm

Trans by PornBox 85%
i need a huge cock in my sissy ass - sissy captions 8 min

i need a huge cock in my sissy ass - sissy captions

xVideos 87%
Sissy Slut Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom 7 min

Sissy Slut Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

XNXX 88%
Sissy Emma Is Powerless Against Cumming With Her Tight Ass Filled 7 min

Sissy Emma Is Powerless Against Cumming With Her Tight Ass Filled

XNXX 85%
sissy slut with a tiny dick playing with toys is her ass 20 sec

sissy slut with a tiny dick playing with toys is her ass

Trans by PornBox 83%
Sissy outside pussy and ass pluged and fuck dildo 11 min

Sissy outside pussy and ass pluged and fuck dildo

XNXX 82%
Clipping Her Sissy Clit To Get Her Reward 6 min

Clipping Her Sissy Clit To Get Her Reward

xVideos 81%
Sissy outside pussy and ass pluged and fuck dildo 11 min

Sissy outside pussy and ass pluged and fuck dildo

xVideos 80%
sissy milf with big ass and small dick fucking her ass 31 sec

sissy milf with big ass and small dick fucking her ass

Trans by PornBox 84%
fucking my big sissy ass and cum no hands 6 min

fucking my big sissy ass and cum no hands

XNXX 86%
Sissy hole gaped by large dildo 6 min

Sissy hole gaped by large dildo

XNXX 85%
Cocksucking Sissy Slut starring Betty Ramone 12 min

Cocksucking Sissy Slut starring Betty Ramone

xVideos 82%
Sissy Dildo Anal Training 11 min

Sissy Dildo Anal Training

xVideos 81%
jennstarts webcam show - sissy slut, big ass, tranny milf 30 sec

jennstarts webcam show - sissy slut, big ass, tranny milf

Trans by PornBox 88%
SISSY CLITER CUM COMPILATION 12 min

SISSY CLITER CUM COMPILATION

XNXX 80%
massive dildos in my ass - sissy whore 6 min

massive dildos in my ass - sissy whore

XNXX 86%
Mistress Sucks off Sissy Jessica Bloom And Spits Cum into Her Own Mouth 7 min

Mistress Sucks off Sissy Jessica Bloom And Spits Cum into Her Own Mouth

xVideos 84%
sissy cum milking in mouth compilation! 5 sec

sissy cum milking in mouth compilation!

Trans by PornBox 84%
Sissy training 25 - enjoy your your ass 6 min

Sissy training 25 - enjoy your your ass

xVideos 87%
Sissy stepsister enjoy BBC hard dick again part2 10 min

Sissy stepsister enjoy BBC hard dick again part2

XNXX 82%
Homemade Amateur Sissy - blowjob with cum in mouth 13 min

Homemade Amateur Sissy - blowjob with cum in mouth

xVideos 87%
stay limp while your get fucked - sissy training 004 8 min

stay limp while your get fucked - sissy training 004

XNXX 88%
sissys cum this way only 18 sec

sissys cum this way only

Trans by PornBox 75%
Horse Cock for Sissy HOLES! 10 min

Horse Cock for Sissy HOLES!

XNXX 83%
Sissy dildo riding outside 11 min

Sissy dildo riding outside

xVideos 83%
Sissy Hope Compilation 1 11 min

Sissy Hope Compilation 1

xVideos 86%
big ass sissy slut fucking her ass with fuck machine and big toys 30 sec

big ass sissy slut fucking her ass with fuck machine and big toys

Trans by PornBox 84%
Clipping Her Sissy Clit To Get Her Reward 6 min

Clipping Her Sissy Clit To Get Her Reward

XNXX 88%
MISTRESS PEGGING SISSY SLUT COMPILATION 10 min

MISTRESS PEGGING SISSY SLUT COMPILATION

XNXX 85%
CUM SISSY TRAINING 11 min

CUM SISSY TRAINING

xVideos 87%
Sissy training 03 - get your asshole ready for BBC 6 min

Sissy training 03 - get your asshole ready for BBC

xVideos 81%
sissy traning, train your ass like a pro, and be always ready for real cocks 30 sec

sissy traning, train your ass like a pro, and be always ready for real cocks

Trans by PornBox 81%
CD Sissy relaxes her man with a cigar and a blowjob Smoking Femboy Massage Facial Fiona Fortune 19 min

CD Sissy relaxes her man with a cigar and a blowjob Smoking Femboy Massage Facial Fiona Fortune

XNXX 80%
cute butt plug in my big sissy ass - the tranny milf 6 min

cute butt plug in my big sissy ass - the tranny milf

XNXX 80%
Sissy school girl give blow job 9 min

Sissy school girl give blow job

xVideos 89%
fucking my sissy ass doggy with a 12in dildo and a fuck machine - hollow plug, big gape 18 sec

fucking my sissy ass doggy with a 12in dildo and a fuck machine - hollow plug, big gape

Trans by PornBox 75%
Sissy Outside riding dick in new dress 11 min

Sissy Outside riding dick in new dress

xVideos 81%
Sissy sex machine home 6 min

Sissy sex machine home

XNXX 82%
sissy whore training her ass for cocks - sissy05 6 min

sissy whore training her ass for cocks - sissy05

xVideos 86%
Caged Sissy try get pleasure by anal dildo play 11 min

Caged Sissy try get pleasure by anal dildo play

XNXX 84%
fucking mt ass while vibrating my small sissy dick 19 sec

fucking mt ass while vibrating my small sissy dick

Trans by PornBox 76%
Sissy Dreams 1 8 min

Sissy Dreams 1

XNXX 83%
Sissy training 24 - use a fuck machine 6 min

Sissy training 24 - use a fuck machine

xVideos 88%
Sissy Training Strapon Fucking 8 min

Sissy Training Strapon Fucking

xVideos 89%
big beautiful ass sissy slut 33 sec

big beautiful ass sissy slut

Trans by PornBox 76%
Sissy training 10 - train your pussy 6 min

Sissy training 10 - train your pussy

XNXX 80%
Sissy Crossdresser Slut Luce Taking Loads Compilation 16 min

Sissy Crossdresser Slut Luce Taking Loads Compilation

XNXX 89%
SISSY FLOW PRECUM COMPILATION 11 min

SISSY FLOW PRECUM COMPILATION

xVideos 82%
Sissy training 23 -buy dildos 6 min

Sissy training 23 -buy dildos

xVideos 84%
big ass tranny milf in cage fucking huge dildos - fuckmachine lingerie anal sissy 0 sec

big ass tranny milf in cage fucking huge dildos - fuckmachine lingerie anal sissy

Trans by PornBox 80%
Sissy being fucked by a rich NRI client in Mumbai 24 min

Sissy being fucked by a rich NRI client in Mumbai

XNXX 83%
Sissy training 18 - use huge dildos 6 min

Sissy training 18 - use huge dildos

XNXX 83%
Sissy in see-through micro bikini penetrating her ass with two vibrators at once outdoors 8 min

Sissy in see-through micro bikini penetrating her ass with two vibrators at once outdoors

xVideos 85%
fucking my big sissy ass - sissy, tranny milf 19 sec

fucking my big sissy ass - sissy, tranny milf

Trans by PornBox 72%
Sissy anal fuck in the bath 10 min

Sissy anal fuck in the bath

xVideos 82%
Fresh Sissy Compilation - Cumshots And Anal 7 min

Fresh Sissy Compilation - Cumshots And Anal

XNXX 89%
Sissy tranny Natalie Mars toying with lascivious blonde 9 min

Sissy tranny Natalie Mars toying with lascivious blonde

xVideos 89%
fucking my big sissy ass with big dildo - The Tranny MILF 7 min

fucking my big sissy ass with big dildo - The Tranny MILF

XNXX 85%
trainning my sissy ass with a massive 12 in dildo 24 sec

trainning my sissy ass with a massive 12 in dildo

Trans by PornBox 70%
Russian Mistress open the ass of a crossdressing boy using the Impaler L from The Wonder Toys 17 min

Russian Mistress open the ass of a crossdressing boy using the Impaler L from The Wonder Toys

XNXX 89%
Sissy trying new dress with abilty to get fucked fast 16 min

Sissy trying new dress with abilty to get fucked fast

xVideos 83%
Chastity Sissy Anal Training Jessica Bloom Anal Instructions 8 min

Chastity Sissy Anal Training Jessica Bloom Anal Instructions

xVideos 87%
fuck my big sissy ass untiil my tiny dick cums 40 sec

fuck my big sissy ass untiil my tiny dick cums

Trans by PornBox 70%
fucking my sissy ass until cum like a sissy slut in a sissygasm 19 min

fucking my sissy ass until cum like a sissy slut in a sissygasm

XNXX 84%
Crossdressing Sissy for Big Black Cock bareback BBC fuck 20 min

Crossdressing Sissy for Big Black Cock bareback BBC fuck

XNXX 88%
beautiful ibig ass tranny milf in fishnet enjoyin gg her fuck macine - sissy slut, sissy, big ass 11 min

beautiful ibig ass tranny milf in fishnet enjoyin gg her fuck macine - sissy slut, sissy, big ass

xVideos 80%
Horny Sissy on Way Home 13 min

Horny Sissy on Way Home

xVideos 84%
amazing webcam show, huge dildos, fuck machine, big gape, big ass, sissy slut 3 min

amazing webcam show, huge dildos, fuck machine, big gape, big ass, sissy slut

Trans by PornBox 72%
Crossdressing Sissy Stuffs Her Ass w/Huge Dildos!! SHEMALEXXXPRESS.com 10 min

Crossdressing Sissy Stuffs Her Ass w/Huge Dildos!! SHEMALEXXXPRESS.com

XNXX 81%
Sissy training 23 -buy dildos 6 min

Sissy training 23 -buy dildos

XNXX 80%
Crossdressing Sissy for Big Black Cock bareback BBC fuck 20 min

Crossdressing Sissy for Big Black Cock bareback BBC fuck

xVideos 82%
fuck my big sissy ass with a massive 12 in dildo 26 sec

fuck my big sissy ass with a massive 12 in dildo

Trans by PornBox 72%
Cuckold husband gets hard painful fucking from his wife&#039_s bull lover Rough humiliation CD Sissy Crossdresser Fiona Fortune 13 min

Cuckold husband gets hard painful fucking from his wife&#039_s bull lover Rough humiliation CD Sissy Crossdresser Fiona Fortune

xVideos 86%
Swallow Your Cum Sissy! CEI Encouragement Compilation - Jessica Bloom 5 min

Swallow Your Cum Sissy! CEI Encouragement Compilation - Jessica Bloom

XNXX 87%
SELF CREAMPIE SISSY TRANS! 10 min

SELF CREAMPIE SISSY TRANS!

xVideos 88%
Sissy training 17 - buy a fuck machine 6 min

Sissy training 17 - buy a fuck machine

XNXX 86%
12 in dildo and a fuck machine destroy my sissy asshole 26 sec

12 in dildo and a fuck machine destroy my sissy asshole

Trans by PornBox 73%
Sissy Self Sucking &amp_ Cum Swallow Plus Cumplay and Anal Dildo Jessica Bloom 5 min

Sissy Self Sucking &amp_ Cum Swallow Plus Cumplay and Anal Dildo Jessica Bloom

XNXX 81%
Sissy alone at home with Dildo 14 min

Sissy alone at home with Dildo

xVideos 83%
Sissy slut in cage with big dildos 6 min

Sissy slut in cage with big dildos

xVideos 84%
fucking my sissy ass while vibrating my small dick 19 sec

fucking my sissy ass while vibrating my small dick

Trans by PornBox 68%
Sissy Inside and Outside Anal Play 11 min

Sissy Inside and Outside Anal Play

XNXX 84%
Sexy sissy Eva Groth in stockings rides big toy 7 min

Sexy sissy Eva Groth in stockings rides big toy

XNXX 75%
Sissy Bitch Takes Massive Monster Dildos Jessica Bloom Anal Training And Prostate Milking 8 min

Sissy Bitch Takes Massive Monster Dildos Jessica Bloom Anal Training And Prostate Milking

xVideos 80%
fuck your ass doggy style - sissy training 31 12 min

fuck your ass doggy style - sissy training 31

xVideos 83%
huge toys up my ass, sissy slut, tiny dick 6 min

huge toys up my ass, sissy slut, tiny dick

XNXX 77%
pretty tiny dick sissy slut fuck her ass 6 min

pretty tiny dick sissy slut fuck her ass

xVideos 75%
Slutty Sissy Trans Gamer Girl Humiliates Your tiny dick and dominates your mind with subliminal messages. 17 min

Slutty Sissy Trans Gamer Girl Humiliates Your tiny dick and dominates your mind with subliminal messages.

XNXX 83%
Sissy riding dildo outside 10 min

Sissy riding dildo outside

XNXX 78%
Sissy riding dildo outside 10 min

Sissy riding dildo outside

xVideos 81%
Sissy training 01 - streching my ass 6 min

Sissy training 01 - streching my ass

xVideos 86%
Black fat sissy play with her cock 12 min

Black fat sissy play with her cock

XNXX 84%
Sissy Hope Compilation 7 11 min

Sissy Hope Compilation 7

xVideos 80%
Sissy training 01 - streching my ass 6 min

Sissy training 01 - streching my ass

XNXX 87%
Alexiasissyslut milking her hard clingy during sissy addiction 8 min

Alexiasissyslut milking her hard clingy during sissy addiction

XNXX 75%
I didn&#039_t expect the shemale Ting Xuan to be such a sassy suspenders under the skirt 10 min

I didn&#039_t expect the shemale Ting Xuan to be such a sassy suspenders under the skirt

xVideos 88%

Related Categories

Download
HD Premium
Prev Video Next Video
Remove Ads - Get 7 Days Free
Close Ad
Continue to source to watch this video!
Continue to source to watch this video! video
#ABCDEFGHIJKLMNOPQRSTUVWY

Popular Porn Categories A-Z

#
3some 4K 4some 69
A
Adorable African Airplane Alien Amateur Amateur Anal Amateur Blowjob Amateur Interracial Amateur Teen (18/19) Amateur Threesome Amputee Anal Anal Beads Anal Casting Anal Compilation Anal Creampie Anal Dildo Anal Fuck Anal Gape Anal Orgasm Anime Arab Armpit Asian Asian Amateur Asian Anal Sex Asian BDSM Asian Beauty Asian Big Dick Asian Big Tits Asian Blowjob Asian Bondage Asian Creampie Asian Cum Asian Deepthroat Asian Dick Asian Feet Asian Footjob Asian Gangbang Asian Handjob Asian Homemade Porn Asian Massage Asian Orgasm Asian Shemale Asian Teen (18/19) Asian Threesome Asian Tits Ass Ass To Mouth Ass Worship Asshole Assjob Australian
B
Balcony Ball Licking Balloon Bar Bathroom BDSM Beach Beauty Bedroom Behind The Scenes Best Friend Big Ass Big Black Ass Big Black Cock Big Cock Big Dick Big Dildo Big Natural Tits Big Perky Boobs Big Tits Biker Bikini Birthday Black Black Beauty Black Booty Black Cock Black Teen (18/19) Blonde Blonde Teen (18/19) Blowbang Blowjob Boat Bollywood Bondage Boobs Booty Bra Brazilian Brazilian Shemale Brazilian Teen (18/19) Brazilian Tranny British Brunette Bubble Butt Bus Busty Busty Asian
C
Car Cartoon CBT CGI Cheating Cheerleader Chinese Chinese Blowjob Chinese Teen (18/19) Chinese Tits Christmas Chubby Chubby Asian Chubby Teen (18/19) Classy Close Up College Party Colombian Condom Cop Cosplay Costume Couch Country Crazy Creampie Creampie Compilation Creampie Eating Crotchless Panties Cuban Cum Cum Covered Cum Eating Cum In Mouth Cum In Mouth Compilation Cum Inside Cum On Tits Cum Twice Cumshot Cumshot Compilation Curly Hair Curvy Cute Cute Asian Czech
D
Deepthroat Dentist Desi Desi Boobs Dick Dick Flash Dildo Dirty Dirty Talk Docking Doctor Doggy Style Domination Dominican Double Anal Double Blowjob Double Penetration Dress Dressing Room Dutch
E
Ebony Ebony Amateur Ebony Homemade Porn Ebony Shemale Ebony Teen (18/19) Elevator Emo English Erotic Erotic Art European Exhibitionist Exotic Extreme
F
Facial Facial Compilation Fake Tits Fantasy Fat Teen (18/19) Feet Felching Fetish Fight Filipina First Time First Time Anal Fishnet Fitness Flat Chested Flexible Food Foot Fetish Footjob Foreplay Foursome French FTM Fucking Funny Futanari
G
Gagging Game Show Gangbang German Ghetto Giantess Giving Head Glamour Glasses Gloves Goddess Golf Gorgeous Goth Greek Grinding Group Sex Gym Gymnast
H
Hairy Hairy Mature Hairy Teen (18/19) Halloween Handcuffed Handjob Handjob Compilation Handjob Cumshot Happy Ending Hard Fuck Hardcore HD Porn Hentai Hentai Bondage Hentai Monster Hermaphrodite High Heels Home Homeless Homemade Porn Homemade Threesome Hood Horror Hospital Hotel Huge Cock Huge Knockers Huge Tits Humiliation
I
Indian Indian Big Tits Indian Blowjob Indian Boobs Indian HD Porn Indian Teen (18/19) Interracial Interracial Gangbang Iranian Irish Israeli Italian
J
Jail Jamaican Japanese Japanese BDSM Japanese Big Tits Japanese Blowjob Japanese Bondage Japanese Bukkake Japanese Creampie Japanese Footjob Japanese Handjob Japanese Mature Japanese Pornstar Japanese Teen (18/19) Japanese Tits JAV Jeans Jerk Off Encouragement Jewish Jizz JOI
K
Kitchen Korean
L
Ladyboy Latex Latina Latina Boobs Latina Teen (18/19) Leather Legs Licking Lifeguard Lingerie Long Hair
M
Massive Tits Mature Mature Amateur Mature Anal Sex Mature Gangbang Mature Handjob Mature Latina Medical Medieval Mega Tits Mexican Mexican Teen (18/19) Midget Moaning Money Monster Cock Monster Tits Morning Mud Mutual Masturbation
N
Natural Boobs Natural Tits Naughty Neighbor Nude Nude Beach Nylon Nympho
O
Obese Oiled Old And Young (18-25) Old Young (18-25) One Night Stand Oral Creampie Oral Sex Orgasm Orgy Outdoor
P
Pakistani Pale Panty Pantyhose Park Party Passionate Pawn Shop Penis Pump Perfect Perfect Body Perky Boobs Persian Phone Photoshoot Pick Up Pigtail Pinay Pizza Pizza Delivery Plumper Police Polish Pool Porn Audition Porn Compilation Porn Music Porn Noises POV POV Blowjob Prank Princess Prostate Public Sex Puffy Nipples Punk
Q
Quickie
R
Reality Redhead Redhead Teen (18/19) Redneck Riding Riding Crop Rimjob Rimming Romanian Romantic Rough Sex Ruined Orgasm Russian Russian Voyeur
S
Saggy Tits Sauna Screaming Secretary Self Fuck Self Suck Sensual Sex Dungeon Sex Talk Sex Tape Sexy Legs Shemale Shemale Big Cock Shemale Fucks Guy Short Hair Short Shorts Shower Shy Sissy Skinny Skirt Slave Slut Small Cock Small Tits Smoking Smoking Fetish Soccer Sockjob Socks Softcore Solo Spandex Spanish Spanking Sport Spring Break Stranger Street Stripper Student Submissive Superhero Surprise Swedish Swimming
T
Table Tall Tan Lines Tattoo Taxi Teen (18/19) Teen Anal Sex (18/19) Teen POV (18/19) Tennis Tent Tentacle Tgirl Thai Thai Shemale Thai Teen (18/19) Thick Thick Black Thong Threesome Tied Up Tight Tiny Dick Tiny Tits Titjob Tits Titty Fuck Toon Tranny Transformation Transgender Transsexual Transvestite Truth Or Dare Tugjob Twerk
U
Ugly Uk Uncensored Uncut Dick Underwater Upskirt
V
Vacation Vampire Van Virtual Voyeur VR VR 360
W
Wanking Webcam Weird Wet White Wild Workout Wrestling Wtf
Y
Yoga Young (18-25) Young Asian (18-25) Young Japanese (18-25)