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Anal Sissy Training Videos

Sissy Cow Rides on Big Purple Dildo
5:34
Sissy Cow Rides on Big Purple Dildo
2 years ago
Sissy Trap Femboy self Fuck Squirt Orgasm Training Compilation
2:51
Sissy Trap Femboy self Fuck Squirt Orgasm Training Compilation
1 year ago
Sissy gets anally pounded with her superglued pussy - part 3 of 3
11:58
Sissy gets anally pounded with her superglued pussy - part 3 of 3
11 months ago
Mistress Trains her Whore's Ass and Mouth with a Strap-on
30:06
Mistress Trains her Whore's Ass and Mouth with a Strap-on
2 years ago
Silicone Slut Anal Training with a Fucking Machine and Huge Toys (highlights Video)
8:19
Silicone Slut Anal Training with a Fucking Machine and Huge Toys (highlights Video)
4 years ago
Sissy Slut needs Anal Training
2:39
Sissy Slut needs Anal Training
2 years ago
Latex Femboy Slave Trains his Asshole with Buttplug
8:23
Latex Femboy Slave Trains his Asshole with Buttplug
3 years ago
Sissy Escalating Dildo Training
25:02
Sissy Escalating Dildo Training
3 years ago
Fucking Machine for ReaLL SLUT TRaining ANAL
11:09
Fucking Machine for ReaLL SLUT TRaining ANAL
1 year ago
Big Ass Fucking Deep Penetration and Dildo Riding ( Sissy Femboy Trap TS )
10:06
Big Ass Fucking Deep Penetration and Dildo Riding ( Sissy Femboy Trap TS )
5 years ago
Sissy Anal Training
10:29
Sissy Anal Training
2 years ago
Sissy Gets Anal Balls in her Loose Ass after a Dildo Fuck
10:34
Sissy Gets Anal Balls in her Loose Ass after a Dildo Fuck
3 years ago
Anal Update 2: Princess Edition!
20:09
Anal Update 2: Princess Edition!
11 months ago
Cute Big Ass Trans Girl Anal Gaped Open
2:08
Cute Big Ass Trans Girl Anal Gaped Open
3 years ago
Sissy Crossdresser Walking outside with a Vibrator inside her Ass and a Micro Chastity Cage
3:15
Sissy Crossdresser Walking outside with a Vibrator inside her Ass and a Micro Chastity Cage
3 years ago
Sissy Gaping while Parents are Watching TV
7:51
Sissy Gaping while Parents are Watching TV
4 years ago
Sissygasm Challenge Day 4: Sissy Panties
2:09
Sissygasm Challenge Day 4: Sissy Panties
4 years ago
Pegging Training – Deflowering Husband
21:14
Pegging Training – Deflowering Husband
2 years ago
Sissy Inspection & Fucking
11:58
Sissy Inspection & Fucking
1 year ago
Full Bareback Throatfuck Spanking Cumshoot Sissy Toy Slave Training by TS Goddess of MILK London UK
2:45
Full Bareback Throatfuck Spanking Cumshoot Sissy Toy Slave Training by TS Goddess of MILK London UK
2 years ago
Trap Ride Big Dildo Deep Anal 4k ( Sissy Femboy Anal Training Doggystyle )
8:26
Trap Ride Big Dildo Deep Anal 4k ( Sissy Femboy Anal Training Doggystyle )
4 years ago
Sissy Gets Caged and Trained by a Femboy
1:10
Sissy Gets Caged and Trained by a Femboy
2 years ago
Japanese Sissy Ejaculated in my Mouth and Drank Semen【女装 男の娘 Crossdresser Cosplay】
1:38
Japanese Sissy Ejaculated in my Mouth and Drank Semen【女装 男の娘 Crossdresser Cosplay】
2 years ago
Mistress Fucks Sissy Husband in Hotel; the Sexy Femdom Pegs his Ass Hard in different Positions
7:15
Mistress Fucks Sissy Husband in Hotel; the Sexy Femdom Pegs his Ass Hard in different Positions
4 years ago
Sissy Slut Training by DominaFire
12:16
Sissy Slut Training by DominaFire
2 years ago
Permanent Chastity Sissy Destroyed by 10
12:21
Permanent Chastity Sissy Destroyed by 10"s
5 years ago
Strapon, Sissy Cross Dressing Slut, Pegging
3:57
Strapon, Sissy Cross Dressing Slut, Pegging
5 years ago
Sissy Deborah Cum in Chastity - Sissygasm Compilation
4:36
Sissy Deborah Cum in Chastity - Sissygasm Compilation
3 years ago
Sissy Babe Sadee Anal Fucked Outdoors & Blowjob Cum Swapping Swallowing Sluts
4:59
Sissy Babe Sadee Anal Fucked Outdoors & Blowjob Cum Swapping Swallowing Sluts
3 years ago
The sissy pissy anal experience
8:12
The sissy pissy anal experience
1 year ago
My sissy bitch dressed up and pegged in his tight hole
2:42
My sissy bitch dressed up and pegged in his tight hole
1 year ago
Sasha Earth – sissy slut has anal sex with Anastasia Mistress
0:56
Sasha Earth – sissy slut has anal sex with Anastasia Mistress
2 years ago
Sissy Anal Whore Gets Deep Throated, Hardcore Pegging, Rough Ass Fucked, and Anal Fisting
9:50
Sissy Anal Whore Gets Deep Throated, Hardcore Pegging, Rough Ass Fucked, and Anal Fisting
9 months ago
Sissy Anal Hooked and Strapon Fucked by Dominafire
11:41
Sissy Anal Hooked and Strapon Fucked by Dominafire
1 year ago
Sexy Locked Sissy with Nano Chastity, wants to be Fucked
1:39
Sexy Locked Sissy with Nano Chastity, wants to be Fucked
3 years ago
Sissy boi dressed up and pegged in his ass by his dominate mistress
2:56
Sissy boi dressed up and pegged in his ass by his dominate mistress
1 year ago
Sissy husband dressed up as a worthless slut and fucked in his ass by his mistress
4:18
Sissy husband dressed up as a worthless slut and fucked in his ass by his mistress
1 year ago
Mistress Mercer Latex Pegging Fisting with Gloves for Sissy by Strapon Mistress
1:11
Mistress Mercer Latex Pegging Fisting with Gloves for Sissy by Strapon Mistress
4 years ago
Anal Orgasm Prostate Dildo Double Sissygasm Fuck Machine Deep Anal Fucking makes him Cum twice
7:32
Anal Orgasm Prostate Dildo Double Sissygasm Fuck Machine Deep Anal Fucking makes him Cum twice
1 year ago
Sissy getting Ready to go out for a Public Walk by Inserting two Dancing Vibrators up her Ass
1:17
Sissy getting Ready to go out for a Public Walk by Inserting two Dancing Vibrators up her Ass
1 year ago

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