Ashley Fires has blackmailed her best guy friend with pictures of him dress in womens lingerie. Theres one more thing shes always wanted to do to him. Ashley returns with a big strap on dildo and makes him suck it. She bends him over, smacks his ass and puts it in him.
Princess Bella and Princess Carmela are training the sissy slave to be pimped out. He will be a street walking whore for The Mean Girls. They start by helping the sissy get dressed in a slutty lacy red dress. Princess Bella even helps the sissy put his bra on. Once the sissy is properly dressed they inform him it’s time to start his anal training.
Julie Simone finds a sissy slave dancing and feeling himself instead of getting ready for their scene! She punishes him with several swift and mighty kicks to the balls mixed with bullying.
Mistress Austin Lynn takes her sissy out of his cage for a good hard strap-on fucking. Austin enjoys taking the sissy male’s ass with her cock, making him beg for it and thank her as she plows him deeper and deeper.
Julie Simone and Elena DeLuca obliterate poor slutty sissy rubber dolly Candi CumDump w Their strap on cocks. They take turns ramming her mouth and ass over and over again and then the two sadistic Dommes switch sides so that Candi can lick her own ass juice off Elena’s cock while Julie fucks her fast and hard.
Julie Simone – Spanked Caned Sissy Maid.
Its time for Jades sissy to be milked. Amadahy is invited to share the sissy-girl. The sissy follows the Princesses into the living room from where she is kept. Her frills are lifted to expose her chastity. Her clit is swollen and her balls are full. Both Princesses tease the sissys chastity.
Goddess Lexi Sindel uses her trusty Sissy Dna Extractor 8000X to pull every last ounce of testosterone from her captive sissy slut. Once the machine has extracted the last of the semen in her balls she will be transformed into a complete sissy with no option of ever turning back.
What time is it, Sissy? It’s time for your sissy milking. After sucking off many men for Lexi, this sissy slave gets her own special reward… she gets a milking from her lovely Mistress Lexi Sindel. That entails getting out of her chastity device for the first time in weeks.
Mistress Skin Diamond humiliates and punishes her rubber sissy for not completing her chores quickly enough. Skin bitch slaps sissy and tells her to get on her knees to lick the bottoms of her heels clean, sissy needs to be broken of any pride and clean and serve her mistress at any price.
Kimber And Raven are ready to help prepare Marcello for his new life as a girl. To continue his training, he will be shipped away to Raven’s ’s house. Raven’s runs a home for sissies, where to earn their keep they are whored out on dates. In preparation, generously, Kimber and Raven are going to help Marcello learn how to take very big cocks.
To humiliate him much more, he gets my strapon from his asshole in his mouth and has to lick it clean and suck it deep. It makes so much fun to humiliate this little jerk!
Chloe and Sasha Foxxx enjoy a beautiful sunset while Sasha smokes a cigarette. The girls have a very pathetic sissy slave in service to them. They have humiliated her by dressing her in a ridiculous outfit. The ridiculous sissy must allow Sasha to use its mouth as Her ashtray.
Princess Carmela and Princess Lilly command the sissy maid to clean up the mess that their boyfriends made at the party that it was not even invited to. LOL! To make it even more entertaining they dress the sissy maid up in slutty red high heels, lacey panties, and matching bra.
Sissy Boy Pegging – Shae Celestine.
Sweet Femdom – Tricked And Sissyfied.
Sasha de Sade – Helps Mistress With Sissy Transformation.
Weak Make To Sissy Cocksucker Transformation.
TS Mistress Marissa is training a new sissy. She plans on teaching the sissy how to be a proper woman, and that starts with looking the part. She has told sissy repeatedly “NO BOY CLOTHES IN HER HOUSE!”. Mistress strips off sissies offensive boy clothing and gives her a good spanking for disobeying strict orders.
Danni is almost fully transformed. The girls have made her wear a long wig, and pink garters with a matching collar, in addition to her usual chastity device. But Danni really does not want to be humiliated any longer by being dressed up this way.
Lance gets home from a day at the office to find Asia Perez wearing fishnets, panties, knee high socks and a big pink strap-on cock. She fucks him like a slut and makes him call her daddy.
Note that this film was originally split up into a bunch of different pieces and I compressed it into the 4 original scenes. Cast: Bella Bathory, Edyn Blair and Mona Wales.
Vanessa Vixon kicks her sissy with her high heel shoe a little, then squeezes and slaps her sissy in the balls hard. Really hard. The sissy’s cock is rock hard from Vanessa’s sexy teasing, which makes Vanessa want to crush her sissy balls into nothing.
Sissy Slut Training continues when Mistresss Zita decides to take extra special care of her slave today! After undressing her slave, putting pantyhose on him, and even a chastity belt, Zita sits on his face, fucks him with butt plugs, ties him up, and even has a mechanized, fuck-machine come in and give it to her slave!
This fucking machine shoot is the epitome of sissy slut training. It is extra humiliating to be fucked in front of femdoms without them even touching you. We don’t have to get our hands dirty, just let the tools do their work.
Jade is taken from a bar in Mexico and shipped to an undisclosed location in a wooden crate because Lexi Sindel has bought him and is going to turn him into her sissy slave. She tells him to forget about everything that happened before because he’s her property now.
Natalya cinches her boy into a tight corset. She and her friend, Chloe, are turning him into a sissy. Danni, Natalya’s boy, complains about what the girls are doing to him.
Have you ever fantasized about being fucked by your strap-on armed girlfriend, while dressed up as a sissy and treated as a whore? You know your girl is probably willing to switch the roles too! We aren’t oracles, but we know your most intimate dreams.
Goddess Dava Foxx shows her sissy slut Toby, his chastity key and reminds him why he is locked up. Toby’s tiny cock is useless! She shows him the finer points on how to please a real woman and tells him that this is what has replaced him, A red shiny 8″ inch vibrator.
This site from the Amator network focuses on mistresses training their sissies/crossdressers. The main themes are feminization, strapon fucking, anal training/play, humiliation, bondage and chastity.