Posts Tagged ‘Sissy Masturbation Instructions’

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’s First Feminization Session With Mrs Loving

Saturday, October 16th, 2010 by admin

Mrs Loving Greet A New Sissy Trainee Sent By His Mother

Mrs Loving Greet A New Sissy Trainee Sent By His Mother

Telling Her Sissy Her Training Rules

Telling Her Sissy Her Training Rules

Mrs Loving Helping Her Sissy To Relax

Mrs Loving Helping Her Sissy To Relax

Lets Get Those Ugly Boys Clothes Off You

Lets Get Those Ugly Boys Clothes Off You

Does Your Mother Know You're Wearing Girls Panties

Does Your Mother Know You're Wearing Girls Panties

What A Cute Sissy Ass You Have

What A Cute Sissy Ass You Have

Mrs Loving's First Look At His Sissy Clitty

Mrs Loving's First Look At His Sissy Clitty

She Puts Him In His Very First Girls Brassiere

She Puts Him In His Very First Girls Brassiere

Smell My Panty Gusset My Sweet Sissy

Friday, September 17th, 2010 by admin

Mrs Loving has a new sissy to feminize.  This is a picture taken from her latest training.  Mrs Loving knows how important panties are to most every sissy.  She know how much they love to wear them, play in them, see others in their panties and to feel their hard clitty cocks swaying about inside silky nylon panties.  She know they love the feel of panties on their asses and balls.

Mrs Loving adores performing the SISSY PANTY RITUAL with new sissies.  Her she has taken off her panties which she notices are damp and almost wet from excitment.  You see, the reason Mrs Loving trains and feminizes sissy’s is becasue they turn her on and make her hot.

She places the damp crotch of her freshly worn nylon panties directly over the nose of Sissy Allison.  The damp panty gusset is right over her nose. “Take a Deep long breth my sweet sissy” she tells Sissy Allison”  Inhale my pussy fragrance deep, deep into your body until you can smeel with your sissy clitty and balls.  Yes, that’s it” She says.  Sissy Alisson cock gets harder and firner with each breath.

Mrs Loving's Holds Her Panties To Her Sissies Nose

Mrs Loving's Holds Her Panties To Her Sissies Nose

Sissy Crossdresser Is Made Into A Girl

Wednesday, August 18th, 2010 by admin

The final touch.  Mrs loving has Sissy Christine dressed in the prettiest pink frothy little girls dress with cute matching satin pink panties.   His cock has been hard since she first slid the panties over his ass.  It remained hard as she she placed his arms through the straps of the little girls dress and pulled it down over his body.
He was now wearing a sissy girls dress and very frilly satin girls panties and he one red lips stick and his cheeks were blushing with rouge.  His eye shadow made his eye large and very girly.
Mrs loving hadn’t let him look in the mirror yet.  She had one last thing to do and that was to put on his wig and make him into the girl he was meant to be.

Sissy Crossdresser Gets Pink Nail Polish

Wednesday, August 18th, 2010 by admin

A good sissy crossdresser must always have their nails done with pretty pink nails polish.  Watch Mrs loving make this crossdresser into to a real little girly sissy when she puts nail polish on him.  The sissy gets very hard and excited as she does this and his cock springs to attention.  Mrs loving makes sure that he gets all the attention her needs.

Crossdresser Loves Seeing Mrs Loving Take Off Her Panty Briefs and Put Them On The Sissy Crossdressers Nose

Wednesday, July 28th, 2010 by Mrs Loving

Hi Mrs. Loving.
Just love your site and your very hot and sexy videos.  You are a beautiful women with an awesome body.
I’ve watched Strap on Sissy Part 5 again and again and again.  I can’t stop watching it and masturbating everytime.   I always come at the same as you make your sissy come while you are fucking him with your strap on.  That is such a great video.
I love seeing you take off your panty briefs and putting them over the nose of your sissy crossdresser. That is my strongest fantasy’s right there.  I would like to here you ask him what does my little sissy want and make him ask
for a good sissy fucking.

Your crossdressing sissy,

Dianna

Now that’s a very unacceptable pose for a sissy. Put your hands at your side in a more submissive pose

Tuesday, July 28th, 2009 by Mrs Loving

“Your sissy cock is so hard, I don’t know how I’m going to get it into these girly panties”

    I hold the panties at knee-level.  “Step through the leg holes, one at a time,” I instruct, and Monika obeys.  I pull the panties up to her knees,letting her get used to the idea of actually wearing the panties.  “Sissy girls and ladies have very sensitive inner thighs,” I explain, as I stroke her thighs sensually from knee to groin, gliding my hands between her legs, under her balls and softly caressing the underside of her sissy cock.  “That feels good, Mrs. Loving,” she says, watching me intently.  She throws her head back and puts her hands on her hips and moves her legs further apart, as she gets more aroused.
    “Now that’s a very unacceptable pose for a sissy,” I exclaim, slapping her hands down off her hips.  “You look like a cocky little boy!”  “I’m sorry, Mrs. Loving,” she says, waving her arms, at a loss as to what to do with them.  “Put your hands at your side in a more submissive pose,” I order, and she drops her arms immediately, keeping them tightly at her sides.  “That’s better,” I say, noticing her cock getting even harder.  “Your sissy cock is so hard, I don’t know how I’m going to get it into these girly panties,” I tease, as I slide the panties slowly up her thighs and over her ass, letting her cock and balls dangle outside for a moment.  
    “That’s a lot of flesh to get inside a pair of dainty girls panties,” I remark.  She giggles, her cock twitching.  “The proper position for a sissy cock in panties is either straight up, pointing to your belly button, or out one of the leg holes.  We’re going to start with the straight up position.  Now take your hand and grasp your balls and slowly glide your fingers up the underside of your cock, bringing it flat against your belly,” I coach.  Monika follows my directions.  When her cock is flat, I pull the panties up holding her cock in a vertical position. She is so hard that the head of her cock peeks over the top of the waistband. I look her in her eyes and tell her how naughty it looks while I tickle the tip of her sissy cock gently with my fingers, eliciting little gasps from Monika. I stroke my hand over her panty-covered cock, positioning it at a slight angle so that we can modestly cover the cock head while containing her erection. “There, that’s better,” I say, satisfied with the arrangement…

This is the dress your Momma picked out for you. Are you ready to wear it, my budding little sissy girl?

Friday, July 24th, 2009 by Mrs Loving

What a lovely specimen of sissyhood she is becoming! I am thrilled, and I know her mother will be as well

    Finally, I hold up the dress.  It is a little girl party-style dress, satiny peach-colored with a ruffled neckline, puffed sleeves, and a full skirt.  “This is the dress your Momma picked out for you. Are you ready to wear it, my budding little sissy girl?” I ask.  She smiles shyly and nods.  “OK, step into it,” I say, holding the dress out.  She steps into the dress and I arrange the skirt and the petticoat underneath.  “Hold your arms out now,” I say, and Monika slips her hands through the puffed sleeves. I twirl her around and zip up the back.  There is an apron that matches the outfit which I fasten behind her back in a big bow.  
    “And now for the sissy socks and shoes,” I say, motioning her to sit on a nearby chair. I sit on the sofa and tell Monika to rest her foot on my knee.  The socks are stretch lace with a little ruffle around the ankle.  “Have you ever seen such girly socks before?” I exclaim.  “No, Ma’am,” she answers, a little dazed by the relentless onslaught of sissy clothing.  I slip on the socks and the shoes, which are black patent-leather Mary Janes with a strap and buckle.  They fit perfectly.  
    I help her up and encourage her to play with the skirt and petticoat.  She obliges by swishing them around, wiggling her body, occasionally sticking her butt out and flashing her ruffled, peach-colored panties. What a lovely specimen of sissyhood she is becoming! I am thrilled, and I know her mother will be as well.

Monika stands wearing only the white padded bra. Her cock is hard as she contemplates the panties I am dangling in front of her

Tuesday, July 21st, 2009 by Mrs Loving

“Would you like to wear these panties?” I ask her seductively.  Monika hangs her head down, avoiding my eyes as her cock gets harder, pointing straight at me.  I reach forward and pull her toward me gently by her cock.

    I walk over to the sofa where Monika’s sissy clothes are laid out and pick up the satiny, peach-colored, lacy panties and I hold them up, smiling.  “Panties are a very feminine garment.  These are even more girly than the naughty panties you wore here under your overalls, aren’t they?” I ask.   “Yes, Mrs. Loving, I’ve never worn panties like those before,” she admits.  
    Monika stands before me wearing only the white padded bra.  Her cock is getting hard as she contemplates the panties I am dangling in front of her.  “Would you like to wear these?” I ask seductively.  She hangs her head down, avoiding my eyes as her cock gets harder, pointing straight at me.  I reach forward and pull Monika toward me gently by her cock.  “Remember what I told you about sissy cocks never lying?”  “Yes, Mrs. Loving, but I don’t know what that means.”  “If your cock gets hard when you are being sissified, it means that you are sexually-excited by the idea of feminization, even if it’s ‘forced. Our cocks and pussies and clits don’t lie.  They tell the truth about what turns us on.” I explain. “Does that help you feel better about your sissy training?” I ask.  “I guess so. It makes me feel good, kind of tingly inside, Mrs. Loving,” she admits.  “Well, that’s a good start,” I say, continuing to stroke her cock and pulling her even closer, as I sit down on the sofa in front of her.