New Tranny Videos Tagged with sissy training

Most Viewed
Daddy Fucks Trans Slut Raw 12:27
Daddy Fucks Trans Slut Raw
21K
87%
Becoming A Sissy (JOI) w/ Raven Gray 15:56
Becoming A Sissy (JOI) w/ Raven Gray
3.4K
100%
Sissification feminization sissy training - Sissy husband story part 2 (english voice) 12:02
Sissification feminization sissy training - Sissy husband story part 2 (english vo...
8.9K
71%
Cassie Moans Fucked By Toys Cums On Self 9:03
Cassie Moans Fucked By Toys Cums On Self
4.6K
0%
Become a Shemale Sex Slave sissy training instructions 12:58
Become a Shemale Sex Slave sissy training instructions
7.0K
50%
Sissy Candy fucked by her doll and fucks her doll 8:53
Sissy Candy fucked by her doll and fucks her doll
5.0K
75%
Sissy crossdresser femboy trans shemale cums twice in mini dress 9:07
Sissy crossdresser femboy trans shemale cums twice in mini dress
4.4K
100%
Femboy Crossdresser and Wife blowjob 7:25
Femboy Crossdresser and Wife blowjob
4.4K
100%
Hattabi4ik Sissy Femboy Trap Compilation 10:09
Hattabi4ik Sissy Femboy Trap Compilation
2.3K
100%
Sissification feminization sissy training - Sissy husband story (english voice) 9:27
Sissification feminization sissy training - Sissy husband story (english voice)
7.3K
62%
Sissy possitive brainwash Sissy conversion Sissy training Sissy mindset Femboy Shemale Trans Tgirl 25:06
Sissy possitive brainwash Sissy conversion Sissy training Sissy mindset Femboy She...
5.3K
57%
Sissy mindset sissy brainwash Sissy training Crossdresser show off Kinky Femboy Anal Slut 1:27:11
Sissy mindset sissy brainwash Sissy training Crossdresser show off Kinky Femboy An...
4.8K
85%
Sissy school 9:04
Sissy school
8.3K
66%
sissy dildo training 8:11
sissy dildo training
3.9K
0%
Fuck your mind become a sissy faggot 7:31
Fuck your mind become a sissy faggot
9.0K
88%
Sissy training: slut in chastity having fun on huge anal toys, multiple sissygasms 29:58
Sissy training: slut in chastity having fun on huge anal toys, multiple sissygasms
6.7K
78%
Femboy stretches her hole with a big dildo and cums hot hands free ( anal training ) 9:12
Femboy stretches her hole with a big dildo and cums hot hands free ( anal training )
4.7K
83%
Sissy training with my man, making him suck my hard girl dick like he means it 11:01
Sissy training with my man, making him suck my hard girl dick like he means it
2.6K
100%
Sissy Let out of Chastity For Her Unfathomable Urethral Sounding 11:30
Sissy Let out of Chastity For Her Unfathomable Urethral Sounding
1.2K
100%
Sissy Crossdresser Chastity BBC Sex Tool 9:43
Sissy Crossdresser Chastity BBC Sex Tool
1.2K
0%
Sissy Training To Cum No Hands Compilation 6:22
Sissy Training To Cum No Hands Compilation
7.9K
60%
Blonde TS barebacks marine 9:09
Blonde TS barebacks marine
1.9K
0%
Sexy mouth fuck training with a big dildo as a warm-up. Sissy slave gets used hard by 6 guys for 3 days. 17:59
Sexy mouth fuck training with a big dildo as a warm-up. Sissy slave gets used hard...
1.9K
100%
CD Teen Anal/Self Facial Compilation 12:55
CD Teen Anal/Self Facial Compilation
6.0K
100%
Hot Wife Kissing & Tonight Kissing Hot Sissy In Dress Then Sucking Her Hard Clit 8:18
Hot Wife Kissing & Tonight Kissing Hot Sissy In Dress Then Sucking Her Hard Clit
3.1K
100%
Sissy Maid Candy locked onto her dildo post again 9:20
Sissy Maid Candy locked onto her dildo post again
3.1K
100%
turning the staright guys gay 20:51
turning the staright guys gay
2.9K
85%
_-Hot Filthy Little Slut Tranny Shemale Fiona Fox Playing With Her Penis Plug And Chastity Cage -_ 10:00
_-Hot Filthy Little Slut Tranny Shemale Fiona Fox Playing With Her Penis Plug And ...
2.7K
0%
Femboy Playing with Toy hands-free Cumshot 8:42
Femboy Playing with Toy hands-free Cumshot
1.4K
100%
SISSY TRAINING FOR COCK CRAVING CROSSDRESSER 10:14
SISSY TRAINING FOR COCK CRAVING CROSSDRESSER
1.1K
0%
The Anal Trainee: Sissy Anal Masturbation, Big ass gaping, big dildo, femboy, anal training precum 25:02
The Anal Trainee: Sissy Anal Masturbation, Big ass gaping, big dildo, femboy, anal...
1.1K
100%
Femboy needs a daddy 12:38
Femboy needs a daddy
2.4K
100%
Sissy crossdresser femboy ruins her own orgasm with hardcore ballbusting 9:03
Sissy crossdresser femboy ruins her own orgasm with hardcore ballbusting
2.7K
100%
Cute sissy tucked in FuFuClip cumming multiple times on Goliath dildo 9:19
Cute sissy tucked in FuFuClip cumming multiple times on Goliath dildo
969
0%
Femboy forces an whole sextoy up his butt and pushes it out until this guy cums 10:17
Femboy forces an whole sextoy up his butt and pushes it out until this guy cums
749
0%
Femboy Anal Training with HUGE Dildo- Gaping Hole 9:36
Femboy Anal Training with HUGE Dildo- Gaping Hole
2.0K
100%
Transformation from a normal lad into a concupiscent sissy sex slut that can be used hard out of lenience. 14:34
Transformation from a normal lad into a concupiscent sissy sex slut that can be us...
823
100%
Latex Femboy Slave Trains His Asshole With Buttplug 8:24
Latex Femboy Slave Trains His Asshole With Buttplug
2.7K
100%
sissy crossdresser enjoys hard cock caress wet pussy and cum in panties ts 10:28
sissy crossdresser enjoys hard cock caress wet pussy and cum in panties ts
2.0K
100%
BDSM mistress plays with her sissy girl 11:37
BDSM mistress plays with her sissy girl
1.6K
100%
Lara White Sissy Anal Training gaping big ass big dildo sissygasm crossdresser femboy transgender asspussy masturbation 11 17:59
Lara White Sissy Anal Training gaping big ass big dildo sissygasm crossdresser fem...
736
0%
Squeezing a penis into a micro cage 11:40
Squeezing a penis into a micro cage
1.2K
100%
sissy bonks herself with a marital-device in a chastity strap using her cum as a lubricant 11:40
sissy bonks herself with a marital-device in a chastity strap using her cum as a l...
1.3K
100%
Femboy sissygasm training session 3:22
Femboy sissygasm training session
3.5K
66%
Sissy Maid Candy playing with her dildos again 9:32
Sissy Maid Candy playing with her dildos again
1.5K
100%
Sissy femboy cd tv Femdom Shemale Masturbation High Heels Red dress big tits big ass 8:49
Sissy femboy cd tv Femdom Shemale Masturbation High Heels Red dress big tits big ass
1.6K
0%
deep bubble fucking ass doggystyle with big dildo 4k ( femboy toy riding ) 12:25
deep bubble fucking ass doggystyle with big dildo 4k ( femboy toy riding )
1.7K
100%
Sissy training myself for my BBC Daddy Joseph ! Thank you for the toys Papi 14:13
Sissy training myself for my BBC Daddy Joseph ! Thank you for the toys Papi
659
0%
SissyBoy - I Don't Need a Pussy to CUM ( SissyBoy life ) 2:40
SissyBoy - I Don't Need a Pussy to CUM ( SissyBoy life )
1.2K
100%
Inexperienced sissy shows her skills and eats her cum 16:33
Inexperienced sissy shows her skills and eats her cum
1.6K
100%
Sissy Oksana fucks her ass hard with her clit closed in chastity. sissygasm. 10:09
Sissy Oksana fucks her ass hard with her clit closed in chastity. sissygasm.
1.1K
100%
Big White Sissy Ass Crossdresser Slut Twink Gay Fem Boy Lady Boy Emo Style Flowred Sexy Dress 14:21
Big White Sissy Ass Crossdresser Slut Twink Gay Fem Boy Lady Boy Emo Style Flowred...
1.9K
50%
Sissy rides bad dragon dildo gets creampie and jerks off with closeup cumshot 11:02
Sissy rides bad dragon dildo gets creampie and jerks off with closeup cumshot
1.9K
100%
Anal gaping extreme training 11:05
Anal gaping extreme training
2.1K
100%
Sissy Candy in lingerie locked on her dildo post 9:38
Sissy Candy in lingerie locked on her dildo post
1.9K
50%
VR sissy training part 1 (close up cock dripping all over you) 10:57
VR sissy training part 1 (close up cock dripping all over you)
1.8K
50%
Sissy Kara Rides Her Dildo For Her Hotwife 9:39
Sissy Kara Rides Her Dildo For Her Hotwife
1.3K
0%
Femboy in Chastity Solo 10:09
Femboy in Chastity Solo
1.2K
100%
Sissy fuck machine anal training last spunk fountain 13:08
Sissy fuck machine anal training last spunk fountain
597
100%
Sadee Sloppy Deep Throat On My 9 Inch Strap On Gagging Her & Dick Slapping Her Face 6:23
Sadee Sloppy Deep Throat On My 9 Inch Strap On Gagging Her & Dick Slapping Her Face
1.9K
100%
Chloe is a Good Sissy Maid 15:47
Chloe is a Good Sissy Maid
1.7K
100%
Horny sissy teases and pleasure hersellf in front of a cam 6:03
Horny sissy teases and pleasure hersellf in front of a cam
1.2K
0%
Big Butt Trans CD Sissy Maid Feminization sissification Training 13:09
Big Butt Trans CD Sissy Maid Feminization sissification Training
605
0%
Cute trans rough anal from a fuck machine part 1 8:43
Cute trans rough anal from a fuck machine part 1
699
100%
30 minutes no break deepthroat spitroast challenge! 29:51
30 minutes no break deepthroat spitroast challenge!
1.2K
66%
Anal training for daddy's BBC 9:28
Anal training for daddy's BBC
534
0%
Femboi Kara On A Pegging Date 24:57
Femboi Kara On A Pegging Date
681
0%
Pimped Out Sissy ft Trans Femdom Queen 0:34
Pimped Out Sissy ft Trans Femdom Queen
726
66%
Sissy slut anal BBC Gape princess 12:20
Sissy slut anal BBC Gape princess
1.6K
100%
shemale spunker up close 10:37
shemale spunker up close
1.1K
100%
Quinn Stone rides cock in black lingerie till she explodes 28:07
Quinn Stone rides cock in black lingerie till she explodes
1.0K
100%
Beautiful Sissy Slut rides a huge dildo and sissygasms multiple times 4:27
Beautiful Sissy Slut rides a huge dildo and sissygasms multiple times
2.3K
71%
Crossdresser riding multiple dildos 14:45
Crossdresser riding multiple dildos
2.1K
100%
Bambi Has A Huge SissyGasm While Twerking For You! | Hands Free CumShot! 10:05
Bambi Has A Huge SissyGasm While Twerking For You! | Hands Free CumShot!
3.0K
75%
Sissy Fem Goddess Calls You Out 10:27
Sissy Fem Goddess Calls You Out
2.2K
87%
Sissy Quinn Stone takes Fuck Machine Doggy Style 21:16
Sissy Quinn Stone takes Fuck Machine Doggy Style
1.0K
0%
Astrid Apathy Self Facial 16:37
Astrid Apathy Self Facial
936
100%
Especially for you, Daddy Ralph 18:32
Especially for you, Daddy Ralph
864
100%
Sissy Floozy Training Pmv 8:48
Sissy Floozy Training Pmv
497
0%
AteneaDolly- hentai anal dildo 5:24
AteneaDolly- hentai anal dildo
2.3K
100%
Sissy Lisa in fishnets stretches her asshole with toys and fist | Fisting and Gaping Asshole 12:09
Sissy Lisa in fishnets stretches her asshole with toys and fist | Fisting and Gapi...
1.3K
0%
Sissy riding dildo and cum _2 5:57
Sissy riding dildo and cum _2
1.2K
100%
CD/TS Porn Star destroys anal with monster dildo horny for group sex, London 2022 8:06
CD/TS Porn Star destroys anal with monster dildo horny for group sex, London 2022
1.4K
100%
Sissy crossdresser getting fisted for the first time 14:31
Sissy crossdresser getting fisted for the first time
1.2K
100%
transgender sissy slave playing with her dildo ass fucking gape anal hole ass pussy on floor pink 21:47
transgender sissy slave playing with her dildo ass fucking gape anal hole ass puss...
1.1K
100%
Sissy Elise plays with her new vibrators until she cums 12:48
Sissy Elise plays with her new vibrators until she cums
498
100%
Femboy anal fuck vibrator 11:59
Femboy anal fuck vibrator
285
0%
Sissy in red nightie copulates her butt whilst locked in chastity 41:04
Sissy in red nightie copulates her butt whilst locked in chastity
588
0%
Sissy Sophie Banging Her Marital-Device Like a Bitch (Compilation) 10:50
Sissy Sophie Banging Her Marital-Device Like a Bitch (Compilation)
783
100%
Asian Ladyboy Stuffs Toys inside it's asshole and do prolapse 7:32
Asian Ladyboy Stuffs Toys inside it's asshole and do prolapse
2.0K
100%
Sissy ANAL cumshot 13:06
Sissy ANAL cumshot
1.2K
100%
Bratty tgirl bound for feet and ass spank 9:35
Bratty tgirl bound for feet and ass spank
1.5K
100%
Lara White Sissy Anal Training gaping big ass big dildo sissygasm crossdresser femboy transgender asspussy masturbation 3 8:08
Lara White Sissy Anal Training gaping big ass big dildo sissygasm crossdresser fem...
888
100%
Sissy Destroys Balls and Cums! 9:59
Sissy Destroys Balls and Cums!
587
0%
anime outfit sissy cums huge nut with toy 7:37
anime outfit sissy cums huge nut with toy
1.1K
100%
SissyBoy - Multiple Cumshots Riding Big Dildo 4:05
SissyBoy - Multiple Cumshots Riding Big Dildo
1.5K
100%
Cute Sissy Masturbates Tentacle to Sissygasm 12:37
Cute Sissy Masturbates Tentacle to Sissygasm
2.7K
100%
Pervert nurse trains sissy's ass with inflatable plug 13:58
Pervert nurse trains sissy's ass with inflatable plug
1.0K
50%
sissy pussy training - learning to be a buttslut 22:33
sissy pussy training - learning to be a buttslut
1.5K
100%
Annika Transfemme Persuasion Ep 2 18:03
Annika Transfemme Persuasion Ep 2
1.8K
75%
Introducing Sissy Bitch Lawyer 12:17
Introducing Sissy Bitch Lawyer
2.4K
90%
Sissy Anal Masturbation, Big ass gaping, big dildo, femboy, anal training precum, anal gaping 10 18:02
Sissy Anal Masturbation, Big ass gaping, big dildo, femboy, anal training precum, ...
694
0%
Allie North in corn rows toying for youuu 11:19
Allie North in corn rows toying for youuu
347
0%
Femboi Kara Preps For Daddies 26:04
Femboi Kara Preps For Daddies
331
0%
BBC Vibrator Sissy Training 11:50
BBC Vibrator Sissy Training
523
0%
Sissy Crossdresser Rides BBC Vibrator 9:29
Sissy Crossdresser Rides BBC Vibrator
223
0%
Anal fuck toys femboy 9:44
Anal fuck toys femboy
604
75%
Transgirl Jenny elm play time anal... and choking... and two toys.. 20:11
Transgirl Jenny elm play time anal... and choking... and two toys..
918
100%
My tight sissy ass gets stretched by a beer bottle 12:12
My tight sissy ass gets stretched by a beer bottle
736
0%
mistress makes a slave suck a rubber dick and fucks her hand in the ass 16:12
mistress makes a slave suck a rubber dick and fucks her hand in the ass
1.3K
100%
Skitty in Anal Plug progression Stretching 24:37
Skitty in Anal Plug progression Stretching
594
0%
Trans girl gives her self a huge load on her pretty face 13:31
Trans girl gives her self a huge load on her pretty face
969
100%
Dancing for you, Daddy Ralph 16:00
Dancing for you, Daddy Ralph
410
100%
Transsexual cumming and tasting her own cum for the 1st time 14:00
Transsexual cumming and tasting her own cum for the 1st time
460
100%
Sissy floozy banging her anal opening with large sex tool 24:54
Sissy floozy banging her anal opening with large sex tool
594
100%
Asian Femboy Fucks 6inch Dildo 7:43
Asian Femboy Fucks 6inch Dildo
2.2K
100%
Shemale Dana fuck giant Cock Dildo with passion 10:12
Shemale Dana fuck giant Cock Dildo with passion
1.5K
100%
Bimbo Stephanie - Pleasing people on chaturbate! 2:36
Bimbo Stephanie - Pleasing people on chaturbate!
1.5K
100%
sexy Sissy CD loves riding dildos to get dick hard 2:01
sexy Sissy CD loves riding dildos to get dick hard
1.4K
100%
Sissy Twink Gets Pounded by his Wife's cock 8:43
Sissy Twink Gets Pounded by his Wife's cock
1.4K
100%