Archive for the ‘sissy humiliation’ Category

Playing With Our Sissy

Thursday, November 1st, 2012 by admin

Ms Simone and I have been been feminizing sissies together for many years. Some women like to go out for tea or lunch with their girlfriends. some go shopping together. Ms Simone and I love to get together to play with and enjoy our sissies. Here are a few pictures from our last feminization session. We hope you enjoy seeing them as much as we enjoyed ourselves.

Ms Simone Fingering sissies ass while Mrs Loving milks his clitty cock

Sissy on hands and knees getting a milking

sissy cock fully exposed for Mrs loving and Ms simone

Mrs loving teaching sissy about a woman's pussy and how to touch and lick it

Two Milkings Photos From Clip 3

Thursday, September 27th, 2012 by Mrs Loving

Here’s a few more pictures to keep you hard in you panties while you look at the tour of my site. My members have seen the most interesting feminization sessions. Take some time to read my blog and my response to comments from readers. I think you’ll find something special.

sissy getting cock sucking training

sissy has four hands miking his cock

sissy gets finger in ass while being milked

Two mistresses with dildo in sissies ass jerking her cock

One Crossdresser-Two Mistresses-Two Milkings Clip 2

Monday, September 10th, 2012 by Mrs Loving

Hello All You Delicious Sissies.

I hope you are alone, comfortable and wearing your favorite pair of girly panties because you are going to feel the desires to touch yourself when you see these photos taken from my latest feminization movies with Ms Simone and Sissy Allyson.

You know that i love to tease my sissies in a loving and gentle way. They always respond with great enthusiasm. In this clip I tell Ms Simone that Sissy Allyson gets very very excited when he can sniff panties that a woman has been wearing all day. Ms Simone quickly took hers off and smothered Allyson’s face with them while I played with her excited cock. We then laid her down on the table, put the panties on her face and had our way with her.

sissy cock is being inspected by two femdom mistresses

Mistress take her panties off to put on sissies nose and face

breathing in Ms Simone Pussy smell excites sissy

moist damp panties ready for sissies face

some mistress are playful and nurturing

Ms Rain Returns For Mouth Fucking Training With Sissy Allyson

Tuesday, August 7th, 2012 by admin

I love it when Ms Rain takes over for the occasional feminization session with one of my sissies. As you’ll see, see does tings very differently than I do. She can be very, very firm if need be. you need to keep in mind that Ms Rain loves to firm and harsh. Notice the smile on her face at the end of the movie. She squeezing and rubbing the head of  of Allyson’s cock after she was just milk of all her cream. Her clitty is extraordinarily sensitive. Ms Rain is well aware of how much pain she is inflicting on Allyson and she is smiling. Smiling and enjoying watching Allyson squirm and try to get away. Here’s some pictures taken from the movie.

Sissy's press on nails ready for inspection

Ms Rain squeezes precome from sissy's clitty girl cock

Sissy is hungry for cock, any cock

Ms Rain loves shoving her cock down a sissies throat

sissies squirting on demand

sticky cummy panties after sissy is milked

sissy must lick ALL the Come off her hand

Sissy Allyson’s Next Feminization Training.

Wednesday, July 25th, 2012 by admin

Well my sweet sissies, I’ve just completed another feminization with Sissy Allyson. I had a wonderful time training her. If coming two times during a session is any indication I’m sure she did too. Coming twice doesn’t happen often so this was a rare occasion. It came about because during the session I learned of Sissies deep love of women’s feet and especially mine. I had her worship my stockinged legs and high heels and lick and suck my shoes and toes. Her cock got very, very hard with out even being touched. She obviously had a deep fetish that I could use to my advantage.

For now, I’ll post some photos of the first part of our session where I pantied, dressed and toyed with her cock. She gets very hard and excited and is so much fun to play with. After getting her dressed and excited I put my favorite latex cock rings on her. One around her balls, another around her cock and balls both and still another right underneath the head of her cock. Sissies need to stay focused no matter what I am doing to them and this is away of doing that. I’ve been training her to come on my command and this movie and photos captures that.

Soon, I’ll soon be posting photos of how I teased her and made her come with my feet. I haven’t done this in a movie before so for those of you sissies with a foot fetish, you’re going to love this movie!

Mrs Loving discover her sissy wearing panties under his boys clothes

Mrs Loving Finds the perfect bra for her sweet girl

Every sissy needs a pink slip

Mrs Loving is delighted with her work

Let's try on another iittle slip pantie.

Mrs Loving enjoying her time with Sissy Allyson

Even a sissy needs a little quiet time after squirting his sissy cream

Mrs Loving Enjoys, Fondles and Feminizes TWO Sissies

Wednesday, January 18th, 2012 by admin

Mrs Loving has had a wonderful time enjoying and feminizing her many sissies. On rare occasion she’s able to bring two sissies together for an enhanced training. Here’s some photos from her latest training session with one of her favorite sissies, Monika and an up and coming sissy trainee, Allyson.

Mrs Loving getting her sissies ready for training

She always begins by gently touching them all over

Mrs Loving checks the growing bulge hidden under skirt and panties

Sissy Monika Grows Up mrs Loving Fucks Her With A Strap ON

Friday, September 30th, 2011 by admin

Here’s a few pictures that were taken from our upcoming release of your latest movies and feminization sessions.  Monika returns for another visit with Mrs Loving.  Mrs loving is surprised to see how grown up Monika is looking and dressing but still acting like a naughty little girl.

Mrs Loving has a special way with clitty cocks

Mrs Loving enjoying another sissy and another training session

Mrs Loving applies soft latex bands that accentuate Monika's balls

Sissy Lauren Get’s Pantied For The First Time By Mrs Loving

Wednesday, January 12th, 2011 by admin

Standing in the pink satin sissy dress, Mrs want to see him in, he was red with embarrassment and still his cock was hard and throbbing.  Mrs Loving teased him about how hard he was and that really made him a sissy.  She teased him about how his panties were going to fit over his big cock.  She told him to go to the sissy panty drawer and bring her three pairs.  She looked at all three and chose the light pink full cut nylon ones with the rosebud embroidery and little pink satin bows.  These were very much like little girl panties and she knew that’s what her sissy needed.

She told him how she wanted to see him put them on so she would get as much pleasure she could from his humiliation.  He slipped his feet into the panty and pulled it up his legs slowly until he got just below his hard cock when Mrs Loving took his cock into one hand and the panties with the other and pulled them up and over his erection.  He was getting harder and wetter by the minute and was afraid he was going to be naughty and spurt his sissy cream right into her hand and the panties.

Mistress Checks The Sissy Panty Fitting

Mistress Checks The Sissy Panty Fitting

Sissy Lauren Is Both Humiliated and Excited Seeing The Pink Satin Girly Dress Part 2

Tuesday, January 4th, 2011 by admin

Sissy Lauren is humiliated, teased and paddled before the feminization session continues.  With a bright red bottom and hard cock Mrs Loving begins the most exciting part of the training for sissies. First she puts Lauren in a black bra.  She slips his arms through the strap and fastens the hooks in back.  Once tugged into place she insert silicone breast forms to fill out the cup of his bra and give him realistic titties for her to play with.  His sissy clitty cock is hard and excited even though he’s embarrassed being almost naked in front of Mrs Loving.  Next, she picks out on of the most sissy of dresses.  A pink tight fitting satin dress with thin feminine strap.  The bottom flare out like a ruffly pink tutu.  You can see Sissy Lauren turn bright red at the tough for putting it on but you could also see his cock throb and leak with his excitement.

Sissy Put Into Pink Satin Girly Dress With Petticoat Trim

Sissy Put Into Pink Satin Girly Dress With Petticoat Trim

Sissy Caught Wearing His Auntie’s Pantys Is Punished L1 Part 1

Friday, December 17th, 2010 by admin

Sissy Lauren is caught wearing and masturbating in his Auntie’s Panties.  She found him in front of her bedroom mirror wearing her favorite pair of pink satin panties.  His was rubbing his cock through the panties while looking at himself in her mirror.  Auntie told her sister who told her to do what she wanted with him.  Auntie thought that he could benefit from feminization training so she sends him to Mrs Loving for serious training.  This clip starts off with Sissy Lauren being punished and spanked as Mrs Loving embarrasses him by making him tell her what he had done.

Sissy punished for being caught in his Aunties panties

Sissy punished for being caught in his Aunties panties