Cookies, milk, then dressup

Rebeccah's mother takes you down to the kitchen where you gradually come out of your fog and you blushingly remember you had just been sucking on one of the two swollen nipples on display in front of you as you munch on a cookie and sip cool milk. You find yourself wishing you could drink milk directly from her nipples rather than a glass.

She catches you staring, and again, does nothing to cover up and doesn't seem to mind.

"That was such a nice moment, wasn't it?" she asks, smiling and showing her dimples. "It's such a lovely, sensual feeling, and you are such a sweet, gentle boy. We should do it again sometime."

You just nod, blushing. You would like to do it all of the time.

"I told you earlier that I have an idea about how to keep ourselves occupied while we wait for Rebeccah to come home from her date. We should go upstairs to my dressing room and play dressup. Rebeccah used to love playing dressup with me. What do you think?"

"Um, okay." you say, not exactly sure what she is talking about.

So after tidying up, she leads you to her bedroom, and from there, through some double doors to a large walk-in closet with a vanity. You are surrounded by dresses, shoes, blouses, skirts and every other type of feminine wear you could imagine. And at the large vanity, anything a woman would need to do her makeup and hair.

"Here are some of Rebeccah's old clothes which I hung up in here for playing dressup," she tells you, referring to a small hanging section with some dresses, blouses and skirts.

She unties her night dress and slides it off her shoulders. She seems to enjoy your reaction as her she stands in front of you, now fully naked. She turns and hangs it on it's proper hook, giving you a view of her wide hips and perfectly shaped ass.

"We can't have you in diapers for dressup," she announces. She walks over and removes your diaper, then peels off your teeshirt, leaving you naked except for your chastity cage and plug. She walks around you, inspecting your body.

"You know, you actually have kind of a big round butt for a boy. You're a skinny little thing but then down here, you have some hips and a little bubble butt." her tone is teasing but she doesn't seem to be trying to be cruel.

"Look, it has some wobble to it," she says, giving it a firm pat with her hand and watching it bounce.

"That's why you look so good in panties," she informs you.

She starts to go through the rack with Rebeccah's old clothes on it, and pulls off a few hangars and lays them down on the cushion in the middle of the room.

"I think this will fit you," she says, handing you a tan suede skirt.

"I thought I was going to be watching you trying things on," you say, holding the skirt awkwardly.

"Go on, try it on," she encourages you. "Aren't you curious about how it will look on you? I'll find something to wear once we get you dressed."

She goes back to the rack and picks out a black top while you step into the skirt. You figure out how the fastener on the side works and you manage to get it over your butt and fastened. It's snug, but you think it fits. Rebeccah's mother tells you to turn around and you feel her hand smoothing over your butt.

"It's perfect," she announces. "It really shows off that butt."

You turn sideways and look at yourself in the mirror and realize she isn't wrong. Your butt does look pretty good in the skirt. Its a confusing feeling, looking at your butt in a skirt and realizing it looks pretty good.

She hands you a black sweater which is soft and fuzzy. When you pull it over your head, it doesn't reach your skirt, leaving a small swath of bare skin. The sleeves only go half way down your forearms and the neckline in the front and back plunge down, showing lots of skin on your chest and back.

"That's lovely on you," she says. "You don't have much of a chest, but a sexy top like this makes up for it."

"My turn now," she says, turning back to the racks and shuffling through them.

"I haven't worn this in a long time," she says, holding up what you think is some kind of leather corset. "Let's see if it still fits."

She unzips the back and steps into it, shimmying it up her body, until it's around her waist.

"Do you mind zipping me?" she asks, holding up her hair.

You pull the zipper up, noticing that it's a snug fit, but it zips. She turns around and you see that her breasts are still exposed, and in fact are on display.

"This is called a shelf bra," she says, settling the bottoms of her heavy breasts into the two half cups. Her nipples are stiff and swollen and pointed directly at you. She gives her nipples a playful squeeze.

"Wearing this always makes my nipples hard," she comments, giving them a gentle tug. "And I think having you suck on them made them swollen."

She sits on the edge of the divan in the middle of the dressing room and spreads her legs. She holds two panels with sturdy snaps and shows you that they meet in the middle, right over her bare pussy.

"Will you help me with my snaps?" she asks you innocently. "I have trouble doing it myself."

You kneel in front of her. Her pubic hair is trimmed into a perfect triangle over the slit of her vagina. You can see that her clit is protruding at the top of her cleft, and her open legs are causing her lips to part, revealing pink flesh, coated with wetness. You long to taste it again, and you end up staring too long.

"Go on," she says, with a teasing smile. "You've gotten a good look. Now cover it up."

As you snap the panels together, the backs of your fingers graze her. You feel the heat of her soft folds and your fingers come away coated with clear sticky nectar. She notices and gently takes your hand and guides it to your mouth where you suck it off, savoring the musky taste.

"That's a good girl," she whispers huskily, and you blush, still kneeling between her legs.

That's when you notice The steel ring attached to the corset just above her crotch.

"What's that, mommy?" you ask, gesturing to the ring.

"I will show you after we put on some makeup," she says, teasingly, as she gets up and moves to the vanity, patting the seat next to her.