James Adores His Momsy-In-Law
by Prim

Prim's note: Sissy James wrote to my Aunt asking if he could be sissified in one of the stories. Here you are James - anyone who reads this story is reading about you.

Astrid Chalmers opens the door and reveals herself to her son-in-law in her choice of fashions for today. James wilts with desire, sitting on his baby stool in her pink satin negligée, like soft putty in her hands. She stands over him to impress her ivory satin bust and sleeves on his fluttering brain and watches his face with her richly made up eyes. She loves the tremble of his jaw as her kid gloves rest in fists on the hips of her leather skirt, and her navy kid boots are planted a foot apart on the pink carpet. He drinks in the pleasure of submitting to his Mother-In-Law, until she motions him to stand and take her hand, and leads him into her room where his clothes are laid out for the day.

He cringes at his own weakness, owned by Selena's mother. Will his wife come round today and see him in his baby things? Will they sit on the settee and laugh at him as he wets himself for them and cries and slobbers down his bib? She pulls his hand down and he drops into a kneel at her boots. He crumples at her feet, allowed to rest his cheek on Astrid's kid boot and clasp them in his hands for one minute. How lucky he is that she is actually spending her time on him. She may be mocking him, provoking his shame, but it's so blissful to be the object of her cold feelings.

"Time for dressing," she declares, and she starts with her suspender belt and dark stockings. Already his cock stands small and shameful in front of her. "I see my little James is sexually submissive to his Mother-In-Law again this morning," she says, her lips pursed in judgement. "Does he want to wear Momsy's lingerie and hose then?"

"Yes please, Momsy-In-Law." Even as he confesses his devotion, he half pictures Selena standing with her mother and hearing him admit his sexlessness. Astrid wraps her white rubber apron over her skirt and sits on the bed.

"And does James want Momsy to put him into a big, safe baby diaper and plastic panty?"

His cock stiffens more, in sissy feelings of arousal. "Y-yes please, Momsy. Please dress me."

She lifts her brows with dissatisfaction. "So what does little James say to his Momsy-In-Law?"

He kneels at her boots wearing just her suspenders and stockings. "Momsy dearest, I want to be your l-l-little baby g-girl. P-Please will you diaper me into being your baby girl again. Please."

He places his bare ass across her apron for her to lay his head and shoulders back onto the bed, and his thick diaper is drawn up and fastened all round. Then his white plastic panties are drawn up his stockings and pulled up to cover his diaper with a hundred pictures of little pink and blue dresses. Astrid rolls him from her knees onto the floor so that he can kneel in front of her for his petticoating.

"If you want Momsy-In-Law to be your mommy today, you will look very sweet and very pretty. Hands in."

His petticoat is in white nylon, with narrow ribbons over his shoulders and white bows of satin ribbon all round the bottom. He aches with shame as she fastens ribbon ties down his back. His baby dress-and-bloomer set are on the bed, in powder blue seersucker, adding pangs of shame to the pleasure in his diaper.

"I wonder if James should be put into such a pretty dress, with matching baby diaper bloomers?" she says. "Does he love his Momsy enough? Maybe he doesn't deserve to wear them?"

James feels this loss fighting with the humiliation in his heart. The horror of his pleasure being denied him, taken away, while the only way to grasp it is to bow down in submission to Astrid. "Oh I do love you Momsy," he says, and he clasps his hands together an inch from her booted knees.

"Tell me how you want to love your Momsy-In-Law."

"With all my heart, Momsy."

"Oh? Loving me as a boyfriend?"

James bows as he has to clarify. "I want to love Momsy as her little girly babykins." His cock stretches with shame and desire as she grants him a curling smile of contempt and gathers his little blue dress from the bedspread. He holds his arms forward and it slips into place around his petticoat, and he turns on his knees for her to draw it together and fasten its shiny blue buttons over his petti and panty.

"Hold up your dress, babykins," she told him, "and your petticoat, and Momsy-In-Law will put her little girlie into his matching powder blue diaper bloomers." He does as he is told and stands in front of her for his seersucker bloomers to be drawn up his stockings. They fasten with the same blue buttons as his dress, at each hip and between his legs to envelop his wide plastic baby pants. When he is fully dressed, she puts him into a pair of her high heeled pumps in black patent.

"Come," orders Astrid, and she leads him in his new heels down the stairs and into the living room where his playpen awaits him. Hanging over one end she has chosen four of his dresses, bringing him a swell of girlishness. He wants to kiss and cuddle them to amuse his Mother-In-Law, and maybe - maybe later, if he pleases her - she will dress him in them. James steps into his pen and kneels in front of his dresses as the barred lid of his pen is closed and locked. He must await his permissions, while Astrid opens her wine and lights her cigarette. She sits back and surveys her pathetic son-in-law, and breathes a cloud of her smoke over him to confirm his surrender. "You may love your baby dresses," she declares, and he obeys, clasping three of his dresses into one embrace and kissing the front dress with a surge of sissy pleasure.

As James hugs and kisses, and thrusts his seersucker bloomers into the skirts of his dresses, Astrid calls Selena at her office and makes her early morning report. "Your husband is looking quite a picture in his baby dress and bloomers, darling," she says, "the pale blue sleeveless dress with the white ribbon sash. He wants to kiss his dresses for me. He's moaning like a sissy baby, with his face buried in pretty white nylon and lace. What a pathetic wimp you married dear." She exchanges giggles with her daughter. "I'll give him what his sissy heart desires - a little caress with my navy kid boot. Aaah, he's taken my heel into his mouth, darling. He's sucking on it, and I would guess at this moment that he's half-creaming, half urinating into his diaper while he surrenders all his sex to his darling Mother-In-Law."

***

 

BACK