Free
Ladyboy
Sex
Home
Models
Categories
Relevant Search Results: Latest chastity
Sort by:
Date
Likes
Views
0
Dancing for all my friends at a few strangers at the lake in a skimpy swimsuit and showing my chastity cage
0 views
4:13
2024-05-11
Crossdresser
Dress
Outdoors
Swimmsuit
0
Kawaii Fiona is a super cute and petite tgirl from the East Coast. She's super submissive and loves to lock up her cock in her chastity cage. I met her on twitter and invited her over
512 views
3:11
2024-05-06
Cut Duck
Cute
Fuck
Petitte
0
sissy in selfbondage with electric chastity and electric plug with a time lock
500 views
6:57
2024-04-27
Anal Toys
BDSM
Bra
Sex
0
Sissyboi Femboi playing with her big dildo in doggiestyle position while in chastity. Anal stimulation should be the only way a good sissyboi finds pleasure, there is no need to release the clitty unless zour daddy wants it.
900 views
2:01
2024-04-25
Anal Sex
Anal Toys
Crossdresser
Dildo
Dress
Masturbated
0
Jessica Bloom tries out her F-Machine Alpha, while locked up in a sissy chastity cage with a huge double dildo strapped onto the machine. It fucks Jessica's asshole hard and fast showing multiple angles as the hard anal pumping makes her girldick leak and
11737 views
7:12
2024-04-14
Anal Sex
Anus
Crossdresser
Cum
Cumshots
Dildo
0
Femboi Sissyboi fucking her tight boipussy with a huge dildo wearin her pink chastity cage starting to pee from anal stimulation. Big ass latina ladyboi playing with her bussy analy.
2003 views
2:04
2024-03-28
Anal Sex
Anal Toys
Cum
Dildo
Fuck
Masturbated
0
Fucking a big dildo mounted to a glass shower door. Three hot angles for you to view as I fuck my horny ass while locked in a tiny chastity cage. Close ups and 3 cameras make this a very sexy video to stroke to and wait for the end where I do some dildo
352 views
15:30
2024-03-26
Anal Sex
Anal Toys
Close-Up
Dildo
Dress
Fuck
0
Locked in Chastity as always and dressed in a sexy french maids lingerie nighty. Serving my Mistress on my hands and knees cleaning her bathroom toilet and floors. Nice rear shot showing off my hot ass. Lube up and enjoy watching your Sissy Maid cleani
291 views
4:05
2024-03-17
Bathroom
Dress
High Heels
Maids
Mistress
Sex
0
Follow me down the long hotel hallway to the ice machine to fill my bucket. Wearing sexy stockings, corset, mini skirt and high heels. Flashing my chastity cage and ass for the woman behind the camera. Very fun and sexy video.
506 views
2:58
2024-03-17
Dress
High Heels
Lingerie
Mini Skirt
Sex
Sexy
0
A video for my fellow sissy sluts, or anyone interested in how one can train to cum in a chastity cage from getting fucked in the ass! In this method I use a vibrator to bring myself to the edge and then pump my asshole to cum. This builds an association
1735 views
6:14
2024-03-16
Anal Sex
Anus
Anal Toys
Bra
Crossdresser
Cum
0
Sisk Release Her Clit From Chastity Cage
139 views
5:17
2024-03-08
Crossdresser
Dress
Panties
Stockings
0
MaureenNadh - Masturbation And Cum After 2 Weeks Locked In Micro Chastity
742 views
5:24
2024-03-07
Cum
Masturbated
0
MaureenNadh - Tied Up Dildo Riding, Locked In Micro Chastity
138 views
5:12
2024-03-06
Anal Sex
Anal Toys
Crossdresser
Cum
Dildo
Dress
0
Sisk Pantyhos Jerking off After Release Her Penis From Chastity Cage
505 views
2:22
2024-03-05
Anal Sex
Anal Toys
Big Butt
Butty
Dress
Jerking
0
Cute femboy in chastity ride my big cock
135 views
8:06
2024-03-04
Anal Sex
BDSM
Big Dick
Cut Duck
Cute
Dress
0
Showering in steel chastity and latex
792 views
9:57
2024-03-01
BDSM
Shower
0
Neosteel chastity workout
177 views
11:57
2024-02-27
BDSM
0
Cuming locked in a Chastity Cage Sissy Mindy
157 views
2:19
2024-02-20
Anal Toys
Bra
Crossdresser
Cum
Dress
Fuck
0
Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom
169 views
8:12
2024-02-12
Anal Sex
Big Butt
Cum
Cum On Cock
Dildo
Fisting
0
A Little Black Dress & Pink Chastity Cage Photo Shoot
2933 views
2:51
2024-02-09
Dress
High Heels
0
Femboi Sissyboi Chastity dildo anal playing sissygasm
431 views
1:57
2024-02-09
Anal Sex
Anal Toys
Crossdresser
Cum
Cumshots
Dildo
0
Chastity Orgasm by Sissy Mindy
528 views
16:05
2024-01-26
Bra
Crossdresser
Cum
Cumshots
Dress
Solo
0
How to put on a chastity device
164 views
5:19
2024-01-17
BDSM
0
Sissy Dani riding in chastity
4070 views
1:19
2024-01-10
Anal Toys
Dildo
Domination
3
Cumming in my chastity cage !! :3
306 views
2:09
2024-01-09
Anal Sex
Bra
Cum
Cumshots
Solo
0
Femboi Sissyboi Anal stimulation dildo play in Chastity
1127 views
3:02
2024-01-06
Anal Sex
Anal Toys
Crossdresser
Dildo
Dress
Sex
0
Vibrating Sissy Cow Anal Toy & Chastity Show staring Sissy Mindy
597 views
14:51
2024-01-05
Anal Sex
Anal Toys
Bra
Dress
Fuck
High Heels
0
Permanent chastity is a sissy's dream
10051 views
2:16
2023-12-19
BDSM
Crossdresser
Cum
Cum On Cock
Dress
Fuck
0
Sissy Fucks Dildo In chastity
945 views
12:28
2023-12-09
Anal Sex
Anal Toys
BDSM
Anal Beads
Bra
Crossdresser
0
Sissy Mindy Chastity Cage Vibrations
252 views
2:33
2023-12-06
Anal Toys
Bra
Dress
High Heels
Sex
Sexy
3
Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum
10232 views
5:47
2023-12-03
Anal Toys
Cum
Cum On Cock
Cute
Natural Tits
Nipples
0
Sissy Magic Bomb Chastity Cage Challenge
175 views
3:10
2023-12-02
Dress
High Heels
Sex
Sexy
Solo
Stockings
0
Sisk Unlock Her Chastity Cage and Play with Her Clitty Dick
533 views
1:30
2023-11-30
Anal Sex
Anal Toys
Bra
Close-Up
Cum
Cum On Cock
0
Hairy femboy piss walking in chastity cage
491 views
6:10
2023-11-21
Beach
Cum
Cum On Cock
Hairy Dick
Nude
Outdoors
0
How a Sissy should Masturbate - Sissy - Crossdresser slut - Chastity with Vibrator - Sissy Joanna
258 views
6:55
2023-11-17
Anal Toys
BDSM
Bondage
Bra
Crossdresser
Cum
1
Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom
11178 views
10:11
2023-11-05
Anal Sex
Cum
Cumshots
Dildo
Fisting
Sex
0
Erika Oak Pissing In Chastity
667 views
0:47
2023-11-02
Pissing
Solo
Stockings
Slave
0
ABS024 Beauty femboy wearing cheongsam in chastity
698 views
6:16
2023-11-02
Anal Toys
Beautiful
Big Dick
Big Tits
Girlfriends
Masturbated
0
Titanium Prince Albert Piercing Barbell secures urethral outlet in chastity lock
5209 views
0:36
2023-10-18
Anal Toys
BDSM
Piercings
Sex
0
Erika Oak Cums in Chastity
626 views
4:47
2023-10-13
Bra
Cum
Cumshots
Solo
Stockings
Vibrator
0
Fountain of sperm after one month of abstinence in the chastity castle
676 views
1:27
2023-10-11
Crossdresser
Cum
Dress
Sperm
Spermeating
21
AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)
12098 views
3:09
2023-10-08
Dildo
Dress
Fuck
High Heels
Panties
Pantyhose
0
The Sissy Bunny Chastity Cage walk
1156 views
2:06
2023-10-06
Bikini
Cosplay
Outdoors
Panties
Stockings
0
Putting myself into chastity for loctober. The ring is very tight, that's why I'm struggling a bit in the beginning.
195 views
3:04
2023-10-04
BDSM
High Heels
0
Video Arcade Chastity Sissy
303 views
1:27
2023-10-03
Bra
Crossdresser
Dress
Swimmsuit
Vibrator
0
Femboy Chastity Ball-busting Tutorial: How to Lock Your Penis for BNWO
1900 views
5:53
2023-09-23
Anal Sex
Anus
Anal Toys
Balls
BDSM
Bra
0
Sissy Chastity BBC Dildo Ride
258 views
0:48
2023-09-12
Anal Toys
Dildo
High Heels
0
Schoolgurl Pai-chan's Fem Boi-clit is Chastity-sealed Tonight
330 views
14:58
2023-08-28
Crossdresser
Cum
Dress
Masturbated
Outdoors
Schoolgirls
0
mexican sissy in chastity
10608 views
6:55
2023-08-28
Anal Sex
Anal Toys
Crossdresser
Cute
Dress
Fuck
0
SisK lingerie collection EP16.1: Crossdress on Ppen Crotch Black Pantyhose and Chastity Cage
1374 views
11:28
2023-08-21
Crossdresser
Cum
Cum On Cock
Dress
Girlfriends
High Heels
0
18 year old puppy femboy in chastity has first anal orgasm
1760 views
3:07
2023-08-18
Anal Sex
Cute
Fuck
Teen
0
(Part 2) Skinny Asian Sissy Cum Twice After Locked In Chastity For A Week
1025 views
4:17
2023-08-04
Cum
Legs
0
(Part 1) Skinny Asian Sissy Cum Twice After Locked In Chastity For A Week
6200 views
6:04
2023-08-04
Cum
0
Sissy Chastity Fuck Machine Session
1813 views
1:05
2023-08-02
Anal Toys
Fuck
0
sissy to horny, so put erect penis into pink chastity cage
3732 views
3:12
2023-07-29
Anal Toys
BDSM
Crossdresser
Dress
Sex
0
Chastity JOI by Tranny Girl for small penis Loser! Ruined Orgasm! GERMAN DEUTSCH
2308 views
0:42
2023-07-24
Cum
Girlfriends
Legs
Domination
Slave
13
ABH054 In chastity riding dildo until cumshot
10035 views
5:10
2023-07-22
Anal Toys
Bra
Cum
Cum On Cock
Cumshots
Dildo
0
Pale femboy trap in striped stockings beats own balls escapes chastity and rubs her little cock to a limp hands free cum
4630 views
10:00
2023-07-20
Anal Toys
Balls
Crossdresser
Cum
Cum On Cock
Cumshots
0
Sissy locked in chastity fucking her ass with a dildo
277 views
1:23
2023-07-17
Anal Sex
Crossdresser
Dildo
Dress
Fuck
1
Mexican Sissy Maid un chastity Cage
6545 views
16:05
2023-07-16
Anal Toys
Crossdresser
Dress
Maids
0
sissy crossdresser in chastity choosen diaper, another pick one: blue or white?
2394 views
5:28
2023-07-10
BDSM
Crossdresser
Dress
Interracials
0
Sissy plays with her chastity
1153 views
0:39
2023-07-08
Crossdresser
Dress
Masturbated
Sex
Sexy
Solo
0
sissy in chastity , wich looks better? pink cage or transparant cage?
615 views
4:10
2023-07-08
BDSM
Crossdresser
Dress
Small Cock
0
Sissy slut dressed in lingerie locked in chastity and playing with a big glass anal plug
10594 views
4:42
2023-07-07
Anal Sex
Anal Toys
Dress
Glasses
Masturbated
Post-Op
0
Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later
507 views
8:13
2023-07-02
Butty
Crossdresser
Dress
Natural Tits
Pissing
Sex
0
Sissy MariaStephanie outdoors strip in chastity.
1109 views
0:55
2023-06-25
Bra
Outdoors
Panties
Stockings
Striptease
Domination
0
Sissy Chastity Cage Orgasm cuming in my chastity cage
10257 views
1:39
2023-06-24
Bra
Crossdresser
Cum
Cumshots
Dress
Sex
1
Locked in a chastity belt Sonechka filled her ass with her lube ruined sissygasm
4314 views
4:00
2023-06-23
Anal Sex
Anus
Crossdresser
Cum
Cum On Cock
Dildo
0
Sissy Fucked in Chastity by a Machine
2631 views
6:55
2023-06-22
Anal Sex
Anal Toys
BDSM
Crossdresser
Cum
Dress
0
Unlocking chastity in public restroom
463 views
2:58
2023-06-21
Anal Sex
Crossdresser
Cum
Cumshots
Dress
Fuck
0
Horny Latex Slut Locked In The Inverted Chastity Cage
620 views
2:31
2023-06-21
Crossdresser
Cute
Dress
0
Chastity Cage River Dance
305 views
5:06
2023-06-17
Crossdresser
Dress
Sex
Sexy
0
Get ready to fuck me and cum... I'll wait for you in chastity and with my ass open
386 views
7:04
2023-06-11
Anal Sex
Anal Toys
Crossdresser
Cum
Dress
Fuck
0
Caged Sissy pussy fucking machine in chastity
7480 views
12:28
2023-05-22
Anal Sex
Anal Toys
Dildo
Fuck
Post-Op
Sex
0
Sissy wearing negative chastity cage under the skirt
10202 views
0:31
2023-05-21
Crossdresser
Dress
0
Finally soaking all in. Sissy training in chastity, riding dildo.
3091 views
4:47
2023-05-16
Anal Sex
Anal Toys
Dildo
0
Chastity E-stimming
319 views
6:53
2023-05-10
Anal Toys
BDSM
Bondage
Cum
Cum On Cock
Masturbated
0
Hot Sissy Epic Sissygasm Cum 4th Time, while Locked in Chastity
350 views
4:26
2023-05-06
Anal Sex
Anal Toys
Bra
Cum
Cum On Cock
Cumshots
0
Sexy Big Tits Ladyboy Rides a Blue Dildo while Locked in Chastity
7967 views
3:03
2023-05-06
Anal Sex
Anal Toys
Big Tits
Cum
Dildo
Fuck
0
My new chastity cage look great, doesn't it?
10028 views
1:13
2023-05-01
BDSM
0
Horny Femboy Slut Fucks a Big BBC Dildo while Locked in Chastity Cage
437 views
2:58
2023-04-27
Anal Sex
Anal Toys
Crossdresser
Cum
Dildo
Dress
0
White Dirty Sissy Slut Fuck by Huge BBC Dildo penetrated while Locked in Chastity
437 views
4:11
2023-04-27
Anal Sex
Anal Toys
BDSM
Bra
Crossdresser
Cum
0
Alexa fucking ass-pussy with large Beowulf in chastity & corset
5783 views
7:05
2023-04-27
Anal Sex
Anal Toys
Fuck
Lingerie
Sex
0
sissy slut riding like a champ in chastity - MercurySissy trans anal solo
430 views
2:21
2023-04-12
Anal Sex
Anal Toys
Hairy Dick
Solo
2
MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage
2128 views
5:40
2023-03-27
Anal Sex
Cute
Dildo
Fuck
Squirting
Popular Searches
femboy
chinese
sm
cum
cosplay
asian
korea
ts
sissy
compilation
op
play
end
transgender
ja
japanese
pop
indian
india
thai
wooseure
top
cd
tgirl
solo
gender
cums
best
bar
lux
ai
dg
dy
19
sissyga
ep
ol
cut
japan
chinese shemale
Our Best Sites
asianladyboys.pro
xladyboyporn.com
amateurladyboytube.com
dirtyladyboys.com
freeladyboyvids.com
freeladyboyporn.net
onlyladyboys.com
ladyboyhdtube.com
allhotladyboys.com
asiansladyboy.com
kathoeypornvideo.com
ladyboyxxxpics.com
bigcockladyboys.com
bustyladyboys.com
asiansladyboysex.com
asianfemboypics.com
ladyboys.pro
nudeladyboys.net
japannewhalf.com
japanladyboys.com
myasianladyboy.com
ladyboyfucktube.com
asianladyboyvids.com
nudeladyboypics.com
1
2
3
2024 ©
freeladyboysex.com
. All Rigths Reserved. All models were 0ver 18 y.o.