Abby kitty part AB071 - Sissy training and squirting
Abby gets pegged in the standing doggy positions while her hands are tied above her head; she then receives a handjob-to-completion while in rope bondage...
Format: mp4
Duration: 44:10
Video: 1920x1080, AVC (H.264), 10124kbps
Audio: 309kbps
File size: 3.3 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
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
Perfect Submission - Abby Rains
Abby has proved herself to be a very submissive masochist...We were all impressed by her fabulous body and beauty, but through three sessions, Abby has now impressed us all with her love for submission within BDSM...In fifteen years of dominating women for SocietySM, Abby may be my favorite player of all time...She is a charming and intelligent young woman with a great sense of humor and a lust for new experiences and knowledge...She enters BDSM with a perfect attitude...she is there to be used, and she offers herself without manipulation...A truly submissive masochist is hard to find...Her type of flexible body and toughness are also hard to find...I take advantage of all of Abby's gifts...her perfect tits and pink pussy, her limber body, her lust for service and her willingness to endure for her Dominant...Abby is essentially free of her training now...she can truly enjoy BDSM for all it has to offer and come out smiling after screaming...Abby just may be the perfect submissive woman....
Format: mp4
Duration: 1:11:36
Video: 1280x720, AVC (H.264), 1278kbps
Audio: 185kbps
File size: 771.5 MB
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
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
Sissy (45) - Hairy squirting MILF shaving herself
Release Year: 2023
Genres: Masturbation, Solo, Toys, Mature, MILF, Hairy pussy, Squirting
Hairy cougar Sissy gets a squirting orgasm just before she shaves her pubic hair.
Format: mp4
Duration: 28:17
Video: 1920x1080, AVC (H.264), 4658kbps
Audio: 126kbps
File size: 992.2 MB
Abby Somers - Abby And The Assistant (2023)
Release Year: 2023
Cast: Abby Somers
Genres: HD Video, All Sex
Video language: English
While tending to the household, Abby gets an unexpected visit from her husband’s new assistant, Nicky. He takes a fast liking to Abby, especially her incredible tits, which peek out from behind her cardigan. Nicky knows he has to get a feel for himself, and although Abby is nervous, she can’t help but give into the lust she is feeling for Nicky. When Abby finds out her husband is cheating on her, she gives into her lust entirely and lets Nicky fuck her on the couch. Abby loves every second of it and can’t wait to start seeing Nicky on the regular.
Format: mp4
Duration: 40:26
Video: 1920x1080, AVC (H.264), 4222kbps
Audio: 124kbps
File size: 1.3 GB
Abby Somers - Abby And The Assistant FullHD 1080p
Release Year: 2022
Cast: Abby Somers
Video language: English
While tending to the household, Abby gets an unexpected visit from her husband’s new assistant, Nicky. He takes a fast liking to Abby, especially her incredible tits, which peek out from behind her cardigan. Nicky knows he has to get a feel for himself, and although Abby is nervous, she can’t help but give into the lust she is feeling for Nicky. When Abby finds out her husband is cheating on her, she gives into her lust entirely and lets Nicky fuck her on the couch. Abby loves every second of it and can’t wait to start seeing Nicky on the regular.
Format: mp4
Duration: 40:26
Video: 1920x1080, AVC (H.264), 4222kbps
Audio: 124kbps
File size: 1.3 GB
Lady Lessons Part Three: The Trainer - WebYoung
Release Year: 2014
Studio: WebYoung
Cast: Veronica Rodriguez, Abby Cross
Genres: Blonde, Brunette, Girl on Girl, Natural Tits, Small Tits, Fingering, Teen, 69, Pussy Licking, Sports
Video language: English
Abby likes to pick up girls at work. She´s personal trainer, and works at a gym for women. The location is perfect because it brings in girls she wants to be with, freshmen at the local college. Veronica is one such student, and when Veronica notices Abby sharing glances, she decides to be the extrovert, and meet someone new. Abby got exactly what she wanted, and now all that is left is to seduce the petite Latina into licking her soft fit pussy!Veronica pulls up to Abby´s place and knocks on the door. Abby answers moments later, and greets Veronica, welcoming her into her home and directing her to the studio to change and start their session. Abby always asks her clients to stretch in front of her so she can see everything that she´s doing. Veronica bends over, and it´s clear Abby´s view is jaw dropping. One thing leads to another, and after Abby gets chances to palm Veronica´s soft ass and get cute curves, Abby and Veronica are making out, like they can´t get enough of one another.Abby helps the cutie out of her gear to reveal her tiny breasts and her juicy lesbian pussy. Abby tastes Veronica´s nipples and feeds her hers. Soon they are completely naked, and writhing against the floor, anticipating the relief of having their wet pussies licked professionally. Abby devours Veronica, sucking and licking her shaved teen pussy, before climbing on top to get twice the pleasure. They share their pussy nectar with one another as they make out, before Abby gets herself into position to feed Veronica her soft pink pussy from above. Abby doesn´t take long to get close to climax, and soon her soft skin is pressed against the glass of the window as she cums, to the sound of passion and pleasure.
Format: mp4
Duration: 26:27
Video: 960x544, AVC (H.264), 1702kbps
Audio: 148kbps
File size: 359.7 MB
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
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
My Sissy Property Amator
To his shame and my financial advantage, I have declared slave 66 permanently my sissy property. With Sissys and their fuck holes rent mistress can make yes good cash and so my Sissy gets the best training ever before she may expect with freshly made tits defenseless in the hotel tied to a chair her first client.
Format: mp4
Duration: 54:02
Video: 1920x1080, AVC (H.264), 5863kbps
Audio: 125kbps
File size: 2.3 GB
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.
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 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 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.
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
Pure Taboo - It's Better To Be Sure
Release Year: 2022
Studio: Pure Taboo
Cast: Ryan Driller, Brooklyn Gray
Video language: English
A young lesbian couple, Candice (Brooklyn Gray) and Abby (Phoenix Askani), are hanging out together. As Candice lovingly brushes and styles Abby's hair, they don't notice they are being observed by one of Abby's parents, Ethan (Ryan Driller), who is hungrily admiring Candice's body. When the couple finally addresses Ethan by asking him how Abby looks with her hair styled, he cracks a silly joke, so that they don't suspect a thing.
A few days later, Abby looks upset about something, and Ethan asks what's wrong. Abby replies that she and Candice had been invited to a friend's house for a slumber party, but then the friend's bigoted parents canceled the invitation because Abby and Candice are lesbians. Ethan suggests that Abby can invite Candice over tonight, so they can have their own little slumber party instead. Abby is delighted, not realizing that Ethan has an ulterior motive.
That night, as Candice and Abby doze together on Abby's bed, Ethan tosses a pillow in Candice's direction and then ducks out into the hallway. Candice becomes alert but uncertain of what happened, and wanders out into the hall, running into Ethan. He asks if everything is okay, and Candice says it must have been a bad dream. Ethan offers to have a friendly chat in the living room, to help Candice relax. They make some small talk, and conversation turns to Candice's relationship with Abby. Ethan asks if Candice is really close with Abby. Candice believes that to be true, but Ethan plants a little seed of doubt by bringing up things about Abby that he knows because he raised her, and then acting surprised when Candice admits to not knowing those things.
Ethan asks if maybe Candice and Abby are more like friends rather than girlfriends, and questions how Candice is sure about being a lesbian. He explains that it's better to be sure before their relationship becomes even more serious, because he doesn't want Abby to end up too heartbroken later. He adds that he thinks Candice is a really nice person too, so he doesn't want Candice to get hurt by putting too much time and energy into a mistake either. Candice becomes worried, and Ethan asks if Candice has ever even tried having sex with a guy.
Candice admits to never having had sex with a man, and Ethan suggests that's something worth trying, to see if Candice is really a lesbian. Candice is surprised at the idea of seeking out a guy just to do that, plus it would feel like betraying Abby. Ethan then offers to be the one to have sex with Candice, which shocks Candice even more. Ethan says it's safer to do this with someone trustworthy, and since he's doing this as a concerned parent trying to ensure Abby's happiness, it's not a betrayal. He keeps up the sweet talk and seduction, until Candice agrees. It's all for Abby's sake... right?7
Format: mp4
Duration: 45:11
Video: 3840x2160, AVC (H.264), 13068kbps
Audio: 125kbps
File size: 4.3 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
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