Sissy Spitroast part 1
Cast: Mistress Serena/Goddess Gynarchy, Mistress Bonnie Brown
Genres: Femdom, Strapon, Sissy Slut, Pegging
This touchy feely little slut better be ready as Mistress Serena and Bonnie Brown set to giving her a lesson in manners! Bonnie gagging the slut on her strap-on as Serena sets to ripping apart sluts ass with a good hard fucking! The dirty little whore is kept busy, all holes filled as she is brought to the brink of tears! Mistress Serena/Goddess Gynarchy has her sissy slave on all four on a fuck bench, she fingers his ass and fucks him from behind with a strapon while the slave blows Bonnie Brownn’s strapon
Format: mp4
Duration: 11:50
Video: 1920x1080, AVC (H.264), 19192kbps
Audio: 309kbps
File size: 1.7 GB
Goddess Gracie Haze - Sissy Training
Cast: Goddess Gracie Haze
Genres: Jerk Off Instruction, JOI, Sissification, Sissy Training, Sissyboy
Video language: English
Time to give up and give in to the fact that you are a sissy. I am going to train you to be a good sissy. So listen carefully to My instructions on how you are going to cum from now on. It will take preparation but being a girl does. I am going to make you cum like a girl, sissy. You know that you are girly enough to be a sissy so you need to just embrace it.
Format: mp4
Duration: 11:14
Video: 1920x1080, AVC (H.264), 3297kbps
Audio: 124kbps
File size: 282.1 MB
Extreme Pegging Punishment: Mistress Hush 1080p
Studio: iwantclips
Cast: Mistress Hush
Genres: Femdom
Mistress L Hush took her sissy along to a meal with her friends, Mistress was extremely disappointed with how the sissy behaved during dinner. The sissy was showing off acting cocky, Mistress made it clear she was in-fact not funny but embarrassing. The slut spilled food on her new dress, Mistress suggesting she is useless and will need to wear a bib from now on. The last thing the sissy did wrong was only offering to pay for hers and Mistress's food not Mistress's friends, making the sissy look like a broke slut. The sissy was dragged home via her hair and delt a hard, degrading, verbal punishment. The sissy was fucked so hard with mistress L Hush's Bbc that she definitely will not forget this lesson.
Format: mp4
Duration: 11:22
Video: 1920x1080, AVC (H.264), 13651kbps
Audio: 247kbps
File size: 1.1 GB
Subbyhubby Femdom Collection Part Sixteen
Video language: English
Sissy maids & sissy boys also Cuckold; A sexually inadequate husband who accepts his wife's pussy is her solely property and she alone decides which men she will fuck, husband denial, official sissy maids at Subby Hubby.
Total size: 29.0 GB in 33 files.
Subbyhubby Femdom Collection Part Thirteen
Video language: English
Sissy maids & sissy boys also Cuckold; A sexually inadequate husband who accepts his wife's pussy is her solely property and she alone decides which men she will fuck, husband denial, official sissy maids at Subby Hubby.
Total size: 41.5 GB in 50 files.
Subbyhubby Femdom Collection Part Fourteen
Video language: English
Sissy maids & sissy boys also Cuckold; A sexually inadequate husband who accepts his wife's pussy is her solely property and she alone decides which men she will fuck, husband denial, official sissy maids at Subby Hubby.
Total size: 45.5 GB in 50 files.
Subbyhubby Femdom Collection Part Fifteen
Video language: English
Sissy maids & sissy boys also Cuckold; A sexually inadequate husband who accepts his wife's pussy is her solely property and she alone decides which men she will fuck, husband denial, official sissy maids at Subby Hubby.
Total size: 30.1 GB in 35 files.
Mistress Hush - Extreme Pegging Punishment
Release Year: 2023
Cast: Mistress Hush
Genres: Lesbian, BBC, British Domme, Chastity, Female Strap-On, Punishment, Corporal Punishment
Video language: English
Description: Mistress L Hush took her sissy along to a meal with her friends, Mistress was extremely disappointed with how the sissy behaved during dinner. The sissy was showing off acting cocky, Mistress made it clear she was in-fact not funny but embarrassing. The slut spilled food on her new dress, Mistress suggesting she is useless and will need to wear a bib from now on. The last thing the sissy did wrong was only offering to pay for hers and Mistress's food not Mistress's friends, making the sissy look like a broke slut. The sissy was dragged home via her hair and delt a HARD, degrading, verbal punishment. The sissy was fucked so hard with mistress L Hush's BBC that she definitely will not forget this lesson.
Format: mp4
Duration: 11:22
Video: 1920x1080, AVC (H.264), 13651kbps
Audio: 247kbps
File size: 1.1 GB
Sissy Moore - 19-Year-Old Ukie Cuties 1st Ever Scene (2022)
Release Year: 2022
Cast: Sissy Moore
Genres: HD Video, All Sex
Video language: English
Ukrainian teen Sissy Moore appears in her 1st scene ever today, and we paired her up with Latino stud Max Cartel for today's update. After the interview portion of the program, Sissy stands, disrobes, & begins to stimulate her very meaty vag In steps Max with some lube for the 19-year-old's perky tits & lovely ass. Sissy then gets on her knees to suck & drool all over Max's big gift The 2 make their way to the bed, dick still in mouth, until Max decides to return all the oral favors he just received. Then he puts it in Sissy gets deep dicked by Max in the missionary position pauses to give him a footjob then hops on top & takes her moist vagina for a cowgirl & reverse cowgirl cock ride. Max then hammer-fucks Sissy doggystyle & on her side, until he pulls out & cums on her pretty little face We followed our new friends into the shower after only to find more oral treats being delivered.
Format: mp4
Duration: 48:20
Video: 1920x1080, AVC (H.264), 7800kbps
Audio: 240kbps
File size: 2.8 GB
My sissy and his made bi experience!!!
Cast: Kathia Nobili
Genres: cuckolding, small penis humiliation, pov, female domination, made bi
Video language: English
My devoted sissy is begging for my attention! With his small penis he is able to do anything to have his Mistress close to him! And I'll be cruel with my sissy slave! Today is lesson time for you!!! I'll made you to BI!!! making you to suck the huge cock!...Now on your knees sissy and open your mouth....as wide as you can! Get ready for some mouth fuck...open...What! Stay right there and suck and tease that cock with your mouth!!! Is so big.....take it deep sissy!!! And you'll taste all his warm cum! Stay on your knees with your mouth wide open.... every single drop of his sperm must finish in your mouth! And now close it and let it deep into you throat!!!......GOOD SISSY!!!
Format: mp4
Duration: 11:17
Video: 1920x1080, AVC (H.264), 9214kbps
Audio: 309kbps
File size: 787.5 MB
My sissy and his For BI experience!
Video language: English
My devoted sissy is begging for my attention! With his small penis he is able to do anything to have his Mistress close to him! And I'll be cruel with my sissy slave! Today is lesson time for you!!! I'll made you to BI!!! making you to suck the huge cock!...Now on your knees sissy and open your mouth....as wide as you can! Get ready for some mouth fuck...open...What! Stay right there and suck and tease that cock with your mouth!!! Is so big.....take it deep sissy!!! And you'll taste all his warm cum! Stay on your knees with your mouth wide open.... every single drop of his sperm must finish in your mouth! And now close it and let it deep into you throat
Format: mp4
Duration: 11:17
Video: 1920x1080, AVC (H.264), 9214kbps
Audio: 309kbps
File size: 787.5 MB
Mackenzie Moss - Sissys Last Orgasm (2023)
Release Year: 2023
Cast: Mackenzie Moss
Genres: Handjob
Video language: English
Mistress Mackenzie is giving her sissy slut one final orgasm before a life of permanent chastity begins. She isn't always a cruel Mistress as she wants her sissy to have completely empty balls before the slut is denied forever. She makes her sissy show her his moves as he humps and fucks her hand one final time. He is going to become a true sissy where the only pleasure he will have going forward is by his ass filled and fucked. His wardrobe will always consist of pink and white frills so leaving the house may a problem but that isn't a worry for Mistress Mackenzie. He wanted to become a sissy and now he will be. Mistress Mackenzie strokes and edges a huge load out of his balls then introduces him to a mouth full of cum. No sissy is complete without cum sliding down their throat as he enters his new sissyfilled life.
Format: mp4
Duration: 17:54
Video: 1920x1080, MP4V, 11653kbps
Audio: 125kbps
File size: 1.5 GB
Sissy Sex Slave
Studio: Transfetish Productions
Cast: Lexi Sindel Marcos J.J. John Kendra James Jade Madison
Genres: FemDom, Strapon, Feminization, Anal, Dildo, Fetish, Spanking, Bi Oral, , Submales, Rubber/Latex
Get ready to suck sissy slut! Join us for real sissy slut training! She makes him her Sissy Sex Slave forever!!
Format: avi
Duration: 1:22:02
Video: 640x480, XviD, 1170kbps
Audio: 125kbps
File size: 786.4 MB
My sissy and his BI experience!!!
Release Year: 2019
Cast: Kathia Nobili
Genres: Female Domination, Femdom, Cuckolding, Humiliation, POV
Video language: English
My devoted sissy is begging for my attention! With his small penis he is able to do anything to have his Mistress close to him! And I'll be cruel with my sissy slave! Today is lesson time for you!!! You must to suck the huge cock!...Now on your knees sissy and open your mouth....as wide as you can! Get ready for some mouth fuck...open...What! Stay right there and suck and tease that cock with your mouth!!! Is so big.....take it deep ssissy!!! And you'll taste all his warm cum! Stay on your knees with your mouth wide open.... every single drop of his sperm must finish in your mouth! And now close it and let it deep into you throat!!!......Good Sissy!!!
Format: mp4
Duration: 11:17
Video: 1920x1080, AVC (H.264), 9214kbps
Audio: 309kbps
File size: 787.5 MB
Harley King - Jamie and Musa are happy to oblige (2022)
Release Year: 2022
Cast: Harley King
Genres: Public Sex, Cuckold, Interracial, Threesome
Video language: English
Harley is excited to take her sissy out for a dirty adventure and to meet some hot boys. She takes sissy to her corner glory hole and puts him to work sucking at a fucking machine while she takes on the real cocks. And Big Cocks they are, so big in fact that after a few minutes she decides to invite them back to her place to keep the action going. Back at their place sissy is on her knees rubbing his Mistress feet when Harley's delivery dicks ring the door bell. Not one to wait, she is on them in a second. The guys not sure what to make of sissy marcy, Harley instructs sissy to show the Men her chastity device locked on her little clit. Harley explains that because of this she needs all the dick she can get. Jamie and Musa are happy to oblige. Harley takes all the dicks she can handle when the guys start to blow. Sissy Marcy is rewarded with cum kisses and a very messy creampie to clean up as well.
Format: mp4
Duration: 36:50
Video: 1920x1080, AVC (H.264), 9763kbps
Audio: 104kbps
File size: 2.6 GB
Sissy Maid Slave
In the ever-expanding world of sexual fetishes, feminization is quickly gaining in popularity. Acquiring a sissy may be all the rage, but getting one to do all your bidding can prove to be tough work. You have to be a determined Mistress with a firm hand like Dita Rose, the no-nonsense Femdom of Sissy Maid Slave. For those curious, this Transfetish Production is a very thorough look into the life of a sissy maid. From training to complete servitude, this movie has it all.
If you’ve ever had an interest in sissification, the talented young Mistress Dita gives us a firsthand look at how to properly dress, train and handle your own sissy slave. Her prey is the sexually confused Jade Madison. He’s posing as a computer repairman and claims to have a girlfriend, but Dita can see right through that act. She knows he was born to live his life as an obedient little sissy slut. Watching Jade become a submissive tranny is a long and, thanks to Dita, very enjoyable journey. If you’re a fan of domination and humiliation, you can’t pass up these first three scenes, which deal with the submale’s intense training.
Not one to waste any time, we dive right into the transformation. Stockings, a new frilly outfit, some makeup – they all play a big part in turning this average straight male into a sissy. As part of his girly change, Jade is also thoroughly educated on how to please his fickle Mistress. This includes how to properly clean her filthy heels with his tongue and the daily upkeep of the house, which as a sissy maid he’s obligated to do everything a regular maid would only in a kinkier way. For example, for sissy maid Jade, cleaning a toilet isn’t a simple act. No, in the hands of Dita it’s a fetish treat, as he’s to clean it with a toilet brush attached to his mouth gag. It’s the only way to ensure a proper cleaning. Of course no one ever said training a sissy was easy. These worthless subs are bound to mess up. But don’t worry; Dita knows that when a sissy makes a mistake, the only way to correct him is with an intense spanking session.
Jade endures a lot, but ultimately becomes a sissy maid Dita can be proud to show off. She invites Mistress Ashley and her husband Damian over to check out her new acquisition, and the couple are only too eager to put him to the test. Jade is clearly nervous, but she’s been properly trained. She knows she has to do anything to make Dita’s guests happy, and that includes getting on all fours to suck on Damian’s cock. When she first pulls his dick out it’s small and flaccid, but with a few strokes of her tongue it soon grows to fill her mouth nicely. Since it’s not massive in size, Jade is able to properly deep-throat him. That may not seem like a difficult task, but it’s a little more challenging when you have his wife fucking your tight sissy ass with a strap-on. Mistress Ashley is outstanding at doing just that while she barks orders on how to properly suck her husband’s cock. Jade does outstanding work and is rewarded nicely with a mouthful of cum. Pleased with the obedient sissy, the couple decide to take her with them on their vacation.
The rest of this film is dedicated to the various tasks Mistress Ashley gives their weekend sissy. She’s much more aggressive than Dita, but Jade handles herself nicely. From massaging her new Mistress’s tired feet to allowing herself to be suspended as she gets probed with various anal toys, Jade is a model submissive. She takes on every task with gusto, but she’s really at her best when taking care of Damian. The beefy straight man makes a last appearance at the end and we get another chance to watch Jade suck on his cock. Jade really is a talented cocksucker, giving Damien another mind-blowing orgasm.
Cuckolding, bisexual acts, – Sissy Maid Slave touches on all these fetishes and many more. Sissification may not be for everyone, but this feature offers plenty of titillating acts to satisfy all fans of kink. Exploring a new fetish is always an exciting adventure, so jump right into the action with this quality Transfetish production.
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Format: avi
Duration: 1:02:47
Video: 720x480, XviD, 1263kbps
Audio: 125kbps
File size: 644.3 MB
Lusty Grandmas - Ball Game for GILFs
Release Year: 2020
Studio: Lusty Grandmas
Cast: Mugur, Sissy
Genres: Natural Tits, Squirt, Old Young, Hairy, Facial, Blowjob, Deepthroat, Cumshot, Big Dick, Black Hair, Mature, Granny, pussy eating
Video language: English
Sexy Sissy is interested in learning how to play pool from her hot boyfriend Mugur. She accidentally hits him in the balls with her pool stick. Sissy feels very bad about it that she grabs his cock and gives him a bj. Then offers Mugur to fuck her now wet pussy. Mugur pounds his throbbing cock deep into Sissy pussy before giving her a messy facial. Playing pool has never been so much fun.
Format: mp4
Duration: 20:46
Video: 3840x2160, AVC (H.264), 17416kbps
Audio: 125kbps
File size: 2.6 GB
21sextreme - Ball Game for GILFs
Release Year: 2020
Studio: 21sextreme
Cast: Mugur, Sissy
Genres: blowjob, facial, mature, big dick, squirting, granny, hairy, black hair, old-young, one on one, cumshot, natural tits, Deepthroat, Pussy Licking
Video language: English
Sexy Sissy is interested in learning how to play pool from her hot boyfriend Mugur. She accidentally hits him in the balls with her pool stick. Sissy feels very bad about it that she grabs his cock and gives him a bj. Then offers Mugur to fuck her now wet pussy. Mugur pounds his throbbing cock deep into Sissy pussy before giving her a messy facial. Playing pool has never been so much fun.
Format: mp4
Duration: 20:46
Video: 960x544, AVC (H.264), 2292kbps
Audio: 187kbps
File size: 378.6 MB
Mom and Peg while the Prettiest Girl in School Watches
Release Year: 2017
Genres: Femdom, Pegging, Ass Fucking, Dildo Fucking, Humiliation, High Heels, Taboo, Sissy Training, Chastity, Brat Girls, Sissy Sluts, Strap-On
Video language: English
Danni’s mom, Brianna, has been training him to become a sissy. Danni’s younger , Natalya, is helping her mom with the training. Danni has been fully transformed into a sissy, complete with corset, makeup, high heels and pretty hair. Natalya has invited her friend, Chloe, over to watch. Danni thinks that Chloe is the prettiest girl in school. It is especially embarrassing for danni to be fucked like a girl by his and in front of the prettiest girl in school. Chloe takes video of danni while he gets fucked by his and is to suck his ’s dildo. She is going to show everyone at school what his and have made him do. When is done fucking danni from behind, it’s his ’s turn. Danni does not want to be fucked by his younger . But insists. His little fucks him so hard, his chastity jingles. Chloe makes danni read aloud pages from a young adult romance novel, while his fucks him. The romance novels are part of danni’s training to make him more feminine. Chloe knows that danni wants to date her, but she is excited to set him up on dates with older men instead. He is being trained to identify with the girl characters in the romance books, since he is unfit to ever play the boy’s part. Natalya lifts her ’s leg up and fucks him with his legs spread. That’s how girls like to get fucked. When Natalya has finished with her , mom starts up again. Brianna makes her tell his family that he loves them. She makes him thank his and for taking his virginity. Brianna tells her that she can have a slumber party and invite her girlfriends over to help train her to take more cocks. Chloe starts the guest list in a group chat. They will invite the whole cheer squad to start.
Format: mp4
Duration: 13:06
Video: 1920x1080, AVC (H.264), 9722kbps
Audio: 258kbps
File size: 957.6 MB
Lylyta, Sissy - Lesbian Sex Date (2021)
Release Year: 2021
Cast: Lylyta, Sissy
Genres: Lesbian
Video language: English
18 year old babe Lylyta has a lesbian sexdate with a mature nympho Sissy, 43 years old.
Format: mp4
Duration: 40:18
Video: 1920x1080, AVC (H.264), 4362kbps
Audio: 124kbps
File size: 1.3 GB
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