The first thing I tell a new sissy is that I adore dressing men in panties and lingerie and helping them look pretty and feel hot and sexual. Seeing a man swollen and hard the first time he's pantied excites me more than anything else except, of course, sissy milking time....
JOIN MY SITE TO SEE OVER 12 HOURS OF REAL FEMINIZATION MOVIES FILMED IN MY HOME.
Adobe Flash Player not installed or older than 9.0.115!
He was a little scared and nervous at being with Mrs Loving but his mother told him he must go and be very good and do everything he was told. The first thing Mrs Loving did was to tell him his new name was going to be Monika.Mrs loving told Monika that she had been asked to feminize him into a pretty sissy girl. He wasn't sure about it but it sounded exciting at the same time. He had often dreamed of wearing a pretty, lacy party dress, but he never told anyone.
Adobe Flash Player not installed or older than 9.0.115!
To play sissy feminization video click on arrow above.
Sissy Monika comes home from school and finds mommy waiting in her bedroom. "I'm so glad your home from school my sweet little sissy. Let's get you out of your boy clothes. Mommy bought you a new pink satin sissy dress and panties to play it. Time to get you dressed. Mommy has some fun new surprises for you". Mother as a full lush body and she's training her Sissy Daughter to service her sexually. Mother's body craves SISSY SEX
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving gets Sissy Christine out of his boys clothes. She has fun along the way feeling and touching her new sissy. Watch how creative Mrs Loving can be with girls panties!
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving has a new sissy to train. Sissy Christine saw Mrs Loving's web site and sent her an email. She agreed to oversee his training as a sissy. In the first session she gets him out of his boy clothes and into his first pair of panties. Watch as she tries them on and the results she gets.
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving began removing his ugly boy clothing when she discovered he was wearing white satin girls panties with sissy ruffles on the butt. He was embarrassed at her discovery and he explained that he had to wear them. It took some coaxing but she got Monika to admit that he really like wearing them. It was obvious because the more they talked about his panties the harder he got. That made him even more embarrassed but Mrs loving seemed to enjoy seeing him like that and even giving his erect penis a little pat before taking the rest of his clothes off.
Adobe Flash Player not installed or older than 9.0.115!
Sissy Monika is dressed in ruffly panties, a pouffy white petticoat and a sweet lacy party dress. It's so much fun getting my sissy dressed and pretty. I especially love playing with them as I do. It's such a joy knowing how excited my sissy gets when I fondle and caress his sissy clitty. His mother will adore him in his panties!
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving told Monika to model for her in the little lacy part dress with the puffy white chiffon petticoat. Sissy was prancing and primping to the instructions of Mrs Loving. “Show me how you shake your ass. Now lift your little dress and show me your sissy panties. My, you must like this. You're little sissy clit is growing. I'm going to have fun with you today.
Adobe Flash Player not installed or older than 9.0.115!
Ms Simone has some special needs that only an obedient sissy can fulfill. Mrs Loving is confident that her training sessions with Monika will make her the perfect sissy sex toy for Ms. Simone. This is the first time that Monika has been given to another Mistress. She's both afraid and excited. What wil he be in store for her? What does her mother know about this? Her clitty cock is getting harder at the thought of being Ms. Simone's sissy play thing. Will she be forced to lick her pussy or her asshole?
Adobe Flash Player not installed or older than 9.0.115!
To play petticoat punishment Trailer click on arrow above.
Ms Simone is having a very difficult time with Sissy Monika. Back talk requires punishment and a firm paddling is given. After punishment is given Ms Simone requires servicing. She takes her breast out for Monika to suck and play with. While sucking Monika admits to dressing up when her mother is away. Outraged at betraying her mother's directives Ms Simone intensifies the punishment by smacking Monika's erect sissy clitty with a firm paddle several times before applying the wooden clothes pins to Sissy Monika's hard cock. Monika screams and whimpers when they are removed by Ms Simone. This clip ends with Sissy Monika honoring and worshiping Ms Simone's pussy
Adobe Flash Player not installed or older than 9.0.115!
To play petticoat punishment Trailer click on arrow above.
Ms Simone's requires that her pussy and asshole be serviced by Sissy Monika. Sissy has been well trained by Mrs Loving and embraces her new task with relish. With her nose buried deep in Ms Simone asshole sissy licks her hard, wet erect clitoris. Mr Simone gets what she needs before showing Monika what it's like to be penetrated by a dildo. She fucks Sissy with the dildo before making her sissy use the dildo on her pussy.
Adobe Flash Player not installed or older than 9.0.115!
To play petticoat punishment Trailer click on arrow above.
Ms Simone has lovely large mommy breasts that she takes out for Sissy Monika's nursing and milking. She cuddles her sissy in her arms and place her soft full breast into her sissy mouth and tells her to nurse from her tits while being milked. Ms Simone oils up Monika's clitty for a very long and satisfying milking. She rubs her softly and gently making sissy harder and harder. The need to come and spurt sissy cream is over urgent. Cliity swells to it hardest and soon erupts into to stream of sissy come spurting high into the air
Adobe Flash Player not installed or older than 9.0.115!
To play petticoat punishment Trailer click on arrow above.
Mrs loving has a new sissy to training. She first gets him out of his boys clothes and then plays with his body. She's having fun teasing him and getting him ready for more sissy pleasures. Glen, soon to be Glenda has been dressing for a while but he is looking for some help in probing his sissy desires and fantasies
Adobe Flash Player not installed or older than 9.0.115!
To play sissy feminization video click on arrow above.
Mrs loving watches and instructs her sissy in how to put on stockings in a very feminine way. He needs to be more girly and she shows him how. She has more in mind and ties a pair of pantyhose around glenda"s cock and balls. You have to SEE THIS! Watch as she has his cock by the pantyhose lease and pulls him around the room. He can take a lot and his cock gets more red and swollen.
Adobe Flash Player not installed or older than 9.0.115!
To play sissy feminization video click on arrow above.
Next come the pantyhose but Mrs Loving doesn't like how his balls look in them so she pulls them down and puts on a latex ball separators and a cock ring too. She puts him back in his pantyhose and admires her work before cutting a hole and pulling his cock and balls out. He's very embarrassed to look like this but he's also very hard and excited.
Adobe Flash Player not installed or older than 9.0.115!
To play sissy feminization video click on arrow above.
With his pantyhose cut open and his cock exposed Mrs Loving bends him over and lubes up for her anal work. She slides a finger deep in his sissy assholepussy and begins finger fucking his ass hole while with the other hands she begins the teasingly slow milking. Watch as she milks him and he comes all over her black shiny thigh high boots
Adobe Flash Player not installed or older than 9.0.115!
To play sissy feminization video click on arrow above.
Mrs Martin discovered a box hidden deep in the closet. She was shocked to find it full of frilly panties, a little girls party dress and other frilly women's clothing. Not knowing what to do she went online and found out her husband had been to many "sissy" sites including Mrs Lovings. She began to have an idea of what was going on with her husband so she decided to call MRs Loving and see if she would help her understand her husband..
Adobe Flash Player not installed or older than 9.0.115!
To play sissy husband Trailer click on arrow above.
Mrs Martin tells her sissy husband that he has been brought to Mrs Loving for her expertise in working with couples where the husband is a sissy. He's very nervous about his long held secret being out in the open but he soon learns to relax after realizing that Mrs Loving and his wife have something very special in store for him
Adobe Flash Player not installed or older than 9.0.115!
To play sissy husband Trailer click on arrow above.
Sissy husband is undressed by his wife and Mrs Loving. Once naked Mrs loving examines his body and give instructions to his wife to feminize him including putting nail polish on his fingers and toes. shaving his sissy clitty and balls and waxing the hair on his chest. This clip ends with Mrs loving and his wife putting him in a pair of white frilly panties and examining his clitty as it grows under their touch. Mrs Loving shows Mrs Martin the various ways that sissies like to play in their panties. They enjoy teasing and humiliating him while he's standing there hard and erect in his panties
Adobe Flash Player not installed or older than 9.0.115!
To play sissy husband Trailer click on arrow above.
Mrs Loving and Mrs Martin dress her husband in a little girls party dress complete with a little ruffled petticoat. He's embarrassed to be seen like this in front of his wife and Mrs Loving but he's also excited. They tell him to lift up his dress and petticoat and show them his frilly lacy sissy panties. His cock is hard in his panties and that makes him even more embarrassed. Anyone who gets this hard wearing a party dress and panties must really be a sissy!
Adobe Flash Player not installed or older than 9.0.115!
To play sissy husband Trailer click on arrow above.
This is his first time being feminized and sissified and he was very nervous. Mrs Loving asks him about the first time he came to wear panties and he told her that he got excited seeing his mother and sister panties drying in the bathroom. She asked what else he did with them beside look and he told her that he would put them on and then take another pair from the laundry and sniff them while he masturbated like a sissy. “You're very naughty” she said. “Did you squirt into them?” Again he was embarrassed and lowered his head and said shyly “yes”
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving loves to see her sissy try on lots of panties and lingerie. She had asked him to bring his favorites for the feminization session. She held up each pair of panties one by one remarked about how cute and pretty they were. She put the first pair on and he became embarrassed and humiliated at being so hard and excited in front of her. “I feel like such a sissy” he told her. “You look so sweet in your panties. There is no need to be embarrassed here.” This put sissy right at ease and you'll see that Mrs loving enjoyed playing with his cock in many ways using silky nylon panties
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving loves to see her sissy try on lots of panties and lingerie. She had asked him to bring his favorites for the feminization session. She held up each pair of panties one by one remarked about how cute and pretty they were. She put the first pair on and he became embarrassed and humiliated at being so hard and excited in front of her. “I feel like such a sissy” he told her. “You look so sweet in your panties. There is no need to be embarrassed here.” This put sissy right at ease and you'll see that Mrs loving enjoyed playing with his cock in many ways using silky nylon panties
Adobe Flash Player not installed or older than 9.0.115!
This sissy loves being humiliated and embarrassed. Mrs Loving makes sure that all his sissy desires are meet. She wraps a pair of panties around his balls and another is wrapped around the head of his hard cock. Gently but insistently she tugs the panty noose until Sissy Pete is embarrassed. Next, she takes off her wet nylon panties and puts them over her sissy trainees face making sure the sticky gusset is directly over his nose. “Do my wet panties smell good? Do you like the smell of my pussy?” She asked as she began to increase the speed of her cock stroking. He was in a panty trance now, just where she wanted him. The stroking continued until the sissy couldn't hold back any longer. He exploded in heavy spurts of come. Mrs Loving's sissy trainee was gasping for air while his mind swirled with happiness and satisfaction
Adobe Flash Player not installed or older than 9.0.115!
My sweet sissy was ready for further training. It was a good time to show her of to my friend Sunny. Monika had never been seen dressed as a sissy except her mother and myself. She was very nervous but her hard cock told me she was equally excited. Sunny and I dressed our sissy in cute frilly rumba panties and a lovely pink nylon slip that her mother wanted to see her in.
Adobe Flash Player not installed or older than 9.0.115!
Our sweet pretty sissy is being trained for all kinds of service. He must learn to be available when Mrs loving and Sunny feel like playing sissy dress up and enjoying teasing and humiliating the sissy. They enjoy seeing how embarrassed when he gets hard and swollen in his ruffled panties
Adobe Flash Player not installed or older than 9.0.115!
Monika is instructed to take of Sunny's panties and smell her pussy. Mrs loving covers Sissy Monika's with the white nylon panties and makes him sniff them while she plays with his swollen cock. Monika is to learn about pleasing a woman gently teasing her cunt through sheer nylon panties. He's being made into a true sissy panty slave
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving and Sunny get their sissy on all four and play with his sissy clit and balls through his satin ruffled panties. They both enjoy seeing their sissies ass and cock exposed and hard. Mrs loving puts on the latex gloves and begins to open the sissy's asshole. while Sunny lubes up our sissies clitty and begins the long delicious milking. She holds the pink satin panties to receive the load os hot sticky sissy juice.
Adobe Flash Player not installed or older than 9.0.115!
Mrs loving had a big session planned for the day. First she would Dress Monika in a new peach colored frilly little girls party dress. “Put A frilly dress on a boy and his whole demeanor changes and he becomes very girly. Then the training can begin. First Make up and then teaching him to be girly and also begin to prepare him for servicing a man...like a good sissy should!
Adobe Flash Player not installed or older than 9.0.115!
After the girly lipstick comes the frilly girly panties. I so love crossdressing my sissies in the most girly of panties. I just adore seeing their clitties grow as I touch them. Sometimes my sissies even our grown their panties. It's very hot to see an excited sissy cock peeking out of sheer nylon pink panties
Adobe Flash Player not installed or older than 9.0.115!
I slip my sissy into her little peach colored party dress. She is so adorable when she wearing her panties and little girl party frock. I can't seem to keep my hands off her. She has a lovely clitty that is very responsive to my touch. I love how it sticks straight out in front and bobs up and down as she walks
Adobe Flash Player not installed or older than 9.0.115!
After a long session of training Monika she's ready for her reward. What she didn't know was that I was going to get her used to receiving a man's cock in her ass or sissy pussy. When I told her that I was going to be opening her up with a dildo at the same time I milked her sissy clitty she got very nervous. I promised her that it wouldn't hurt and she would really enjoy it. She did enjoy it and so did I!
Adobe Flash Player not installed or older than 9.0.115!
In this clip Mrs Loving introduced Dade to her sissy. She teaches Sissy Monika how to gently take a cock out of it's pants and rub it until it gets hard. Mrs loving shows Monika many ways to touch and eventually suck Dades cock.Monika is scared at first but Mrs loving gently guides her through it until you see her begin to enjoy having Dade's cock in her hands and then her mouth. If you've ever wanted to learn about pleasing a man then you'll really learn from this clip.
Adobe Flash Player not installed or older than 9.0.115!
Monika was to be taught how to please a man's cock and ball's. Not all Sissies are right for this kind of training but Monika LOVED IT! First, Mrs Loving holds Dade's cock against Monika's lips and instructs her how to lick and suck it. Then she spreads her sissy's ass cheeks and offers Dade his first taste of her sissy pussy hole. The session ends with Sissy Monika hungrily sucking Dade's very big cock while Mrs Loving is finger fucking her sweet sissy's asshole with her lubed black latex glove getting her perfectly open and ready for her first cock.
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving holds and comforts Sissy Monika as she receives her first cock in her sissy pussy. Monika receives it rather well with the help of Mrs Loving. With this part of the training complete she then feminizes Dade by dressing him in a little pink cami and matching panties. Mrs Loves playing with two sissies at the same time and it really shows. She's smiling all the time she's stroking and rubbing both their sissy clitties. The clip ends with Dade sitting one side of Mrs Loving and Monika on the other. Both of these sissies masturbate while being encouraged. Monika gets excited when Dade spurts and leans over to drink his come.
Adobe Flash Player not installed or older than 9.0.115!
Sissy Monika loves being dressed in frilly panties and a little party dress. This time Mrs Loving gets help from Ms Simone who tends to be much more forceful and demanding. In this clip they show and instruct Monika how to walk and priss about like a good little sissy. They get Monika dressed and then make her model for them making sure to correct every mistake she makes. Watch out for Ms Simone. She brought her paddles for this sissy training.
Adobe Flash Player not installed or older than 9.0.115!
Sissy misbehaves and gets a spanking from Ms Simone. Up goes the sissy dress and down go the frilly panties. Sissies bare ass is exposed and spanked into compliance. Monika is being prepared to be a sissy sex slave and to be available for Mrs loving , Ms Simone and there friends. Ms Simone Loves to feel a hard cock in her mouth but Sissy has never done this before and is scared and apprehensive. Mrs loving assures her that it will be enjoyable. She gently holds Monika's clitty cock for Ms Simone's open mouth.
Adobe Flash Player not installed or older than 9.0.115!
Ms Simone takes off her damp panties and puts them over the face and nose of Sissy. Breath deeply and smell Ms Simone's beautiful fragrance says Mrs Loving. With panties on her head she sits between this two women while they play with his sissy clitty cock. They rub and milk his penis until it is big and hard and ready for a huge sissy squirt. They make him milk his own clitty as they cuddle and love him.
Adobe Flash Player not installed or older than 9.0.115!
Sissy Monika was sent to Mrs Loving by his mother. Mother had just dressed Sissy for the first time and it was sissies first time out of the house dressed like a girl. Mrs Loving asks several questions about his relationship with his mother. It's very, very personal
Adobe Flash Player not installed or older than 9.0.115!
Monika needs to learn how to sexually service and please both men and women and the occasional other sissy trainee. This lesson was to get Monika ready to slowly and sensually please a woman. She also had to begin her cock sucking training. My strap on was the perfect beginning. She looked so cute on her knees with my black cock in her mouth. She seemed eager to please and would be a very good cock sucker
Adobe Flash Player not installed or older than 9.0.115!
Monika's first day of feminization and sissification had gone very well. It was time for her incentive reward. It was to be her first sexual touching by a women and an older mature Mistress at that. He was very excited and hard in his satin panties but also scared about someone seeing his sissy clit spurt for the first time. This part of the training gets pretty messy.
Adobe Flash Player not installed or older than 9.0.115!
Mrs Loving has a talk with Sissy Monika about being proud of her sissyhood. She gives her sissy "special" words to say everyday to make her a better and happier sissy. Monika is instructed to hold her sissy clitty every day when she repeats her words.
Adobe Flash Player not installed or older than 9.0.115!
Mistress puts her sissy on her hands in knees. The perfect position to play with her sissy pussy. Lots of lube and two different dildos makes this sissy very , very happy. Mrs loving is caring and gentle as she slide the dildo in and out of her while stroking her sissy clitty at the same time.
Adobe Flash Player not installed or older than 9.0.115!
Mistress Loving stretches her sissies ass pussy keeping her open and always ready to service a man. While fucking her ass hole with a dildoe she milks her sissy to remove all the hot sissy cream. This movie has a surprise ending. Here's a hint. Mrs Loving gives her panties to Sissy Monika. But for what purpose?e.
Adobe Flash Player not installed or older than 9.0.115!
Sweet Sissy Monika Is shown and instructed by Ms Simone on how to handle a man's cock. She teaches by example. If you have ever wondered what it would be like to service a man then this is the movie for you! In this clip she shows Sissy Monika how to stroke and play with Brad's penis. Ms Simone has several cock pleasing techniques to teach you.
Adobe Flash Player not installed or older than 9.0.115!
Ms Simone shows Sissy Monika her best techniques for sucking a cock. Then she watches Monika suck brad correcting her style. Ms Simone likes to see her sissies suck cock and loves to masturbate as she watches. Then they both suck Brad's cock at the same time until Brad asks to lick Monika's ass. watch all three as they play with each other
Adobe Flash Player not installed or older than 9.0.115!
This Clip has the hottest scene ever. Ms Simone gets Monika's ass pussy hole ready for fucking. Watch Monika get fucked by Brad's cock while Ms Simone plays with both cocks. Ms Simone pulls on Brad's balls while he is inside Monika pussy and then takes suck's her sissy clitty into her mouth. Sissy Monika is getting Fucked and sucked at the same time.
Adobe Flash Player not installed or older than 9.0.115!
Ms Simone want to see Sissy Monika suck Brad's cock and self milk while she watches and pleasures her breasts and pussy. Watch and listen while Sissy Monika masturbates to Ms Simone directions while sucking on Brad's hard cock. Sissy had a big come and sprays her sissy cream for everyone to see
Adobe Flash Player not installed or older than 9.0.115!
Mother has strong insistent sexual needs that only her sissy girl can fulfill. Mother loves her little girl in frilly panties but she also likes the big hard clitty hidden in side. While Mother is putting on the sissy panties Monika's clitty gets very hard. Mother can't wait and sucks it into her mouth moaning with deep satisfaction of feeling it hard and erect in her mouth. Mother loves making the sissy cock get hard and swollen. Mother tells Sissy to lay down on the bed, on her back. She then sits on sissies face pushing her panty gusset right over Monika's nose and mouth. "Sniff my panties, Sweet Monika" You'll hear mother say.
Adobe Flash Player not installed or older than 9.0.115!
To play Mother Sissy Sex Trailer click on arrow above.
If you've have ever thought of being milked and fucked with strap-on at the same time then you'll enjoy seeing Mother getting Sissy Monika ready for her strap-on fucking. Mother has Sissy help her on with the dildo harness. The applies lube to sissies pussy hole and then bend her over the bed. While fucking her sissy from behind Mother reaches around and starts milking Monika's cock. "Are you going to shoot your sissy cream for Mommy" Mother asks. "Yes, Mommy. I'm going to spurt my cream just for you. AWWWWWW Mommyyyyyy, I'm starting to spurt!!!!
Adobe Flash Player not installed or older than 9.0.115!
You are entering a site that is intended for adults only. This site may contains sexuall oriented material. Do not continue if: you are not of legal age, accessing sexual material is illegal in your region, or sexual material offends you.
