A Simple Life: Chapter 163 (Patreon)

My friends and lover show endless patience as I browse the racks of women’s clothing. With suggestions, advice and encouragement they guide me through my first time shopping for baby girl. I discover that shopping the lady’s section was an entirely different challenge than the gent’s. Whereas usually my struggle was simply to find clothes that didn’t look too big for my petite physique suddenly things like bust and hip and booty size played a much bigger factor. Lucky for me my slender tummy and the subtle yet distinct natural curves of my hips combined with my plump butt allowed me to fit into things that most men wouldn’t be able to very well. This effete body of mine that made me such a target for bullies suddenly felt like a blessing. Despite that though there was still a ton of stuff that simply did not suit a figure like mine and a whole lot more that didn’t like.

In the end I come away with the white gown, the green sun dress, an old-fashioned blue and white floral dress, and a slinky classic little black dress. Winona particularly liked that last one. After the dresses I take a pass through the blouses and skirts where I find my options far more expansive. From this section alone I nearly fill the cart that Winona pushed behind me. The funnest part of all though was going through the bra section. Winona doesn’t let me pick anything, insisting that she’ll buy me new ones, but I do get a lot of ideas. It was SO COOL how they actually had really small sizes for those of us with teeny boobies and how those ones often had a little padding in them to give them a really attractive shape.

With gratefulness overflowing I look to my friends. “I th-think I’m done. I’m g-gonna try them on now.”

“Right!” Kayla claps. “Let’s see what you look like. To the change rooms!”

“Mmm.” I shake my head. “I’m n-not gonna leave the change room. I’ll just try them inside.” Looking around at all the strangers in the store and especially at the grimacing old Gary the security guy I say softly. “I, um, I d-don’t think I’m b-b-brave enough yet.”

“That’s okay, Avery.” Kayla gives me a peck on the cheek. “Fashion show when we get back to my place instead?”

I look to Winona who smiles and gives me a nod. “Yeah!” I say. “That’d be c-cool!”

“Cool.” She winks as she hooks her arm into Briar’s. “Alright, Mistress. Let’s go shopping!”

Briar laughs as she is pulled away from us. Looking back over her shoulder she says. “See you soon!”

I watch them for a few seconds, sidling up to Winona’s side as I do. “I’ve g-got the best friends in the world.”

She squeezes me to her and kisses my head. “Because you’re the best friend to them. They were happy to be here, baby.”

“Yeah.”

“Ready?”

I grin. “Yeah.”

Feeling safe with Winona I stay right beside her, my hand never leaving her arm, as she makes her way toward the change rooms. The moment we step into the common area between the two rows of changing rooms she establishes control of the situation. To the dim-eyed woman standing at the counter she says plainly and assertively. “We need a room.”

“Pick one.” The woman says, her voice as dead as her eyes. Was she stoned? “They’re all open.”

“Come on, baby.”

“One person to a room.”

“Yep. Just one of us is trying on. The other’s just helping. Let’s go, Sprout.”

“Only three items at a time.” The woman says. “Leave the cart here.”

“That’ll take forever.” Winona says. “You really going to make us ferry back and forth with this much stuff?”

“Company policy.” The woman drones.

“I won’t tell if you won’t.”

The woman takes a slow blink and looks up at Winona, actually addressing her directly for the first time. After an excruciatingly long pause the woman finally says. “Whatever.”

“Ha! You’re the best…” Winona reads her name tag. “…Anal?”

“Pffft!” I cover my mouth so as not to laugh out loud.

“Ana.” The woman replies. “Ana Lebowski.”

“Of course.” She wheels the cart around the counter. “Yer the best, Ana.”

“Uh huh.”

We roll down the short corridor to take the room at the end. Winona parks the cart and together we haul all of the various items in with us to dump them on the bench inside. Winona shuts the door, locks it, then turns to me. “Alone in a booth that we’re not supposed to share. This seems familiar somehow.”

I giggle. “Again!?”

She laughs and squeezes my bottom. “Not this time, you greedy little minx.”

“He he he!”

After a kiss she takes a step back to watch me dress. Peeling out of the shoes, socks, shirt and trousers I was still wearing from work I feel super sexy and super naughty standing here in the store in just my panties.

“Mmm, MMM!” Winona shakes her head as she checks out my goods. “Dommy gonna be tearin dat up tonight, baby girl.”

“I’ll hold you t-to that!” I give her a teasing wiggle of my tush before turning to the pile of clothes.

I start at the beginning, the green sun dress. It slipped onto my body like it was made for me and with just a tug and a pull I have it on just right. Two slender straps over my shoulders lead down to the torso. Across my chest the fabric was snug, without being binding, until it cinched in to it’s narrowest spot just below the bosom. Below that it flowed out into a light and loose skirt whose hem reached to below my knees. With my hair, my eyes, and my complexion the shade of soft pastel was a perfect match. Absolutely perfect.

Slowly I reach out until I touch the mirror with the tip of my middle finger. “That’s m-me.” I whisper.

“Yes, baby. That’s you.” Stepping closer Winona looks me up and down. She twists the left shoulder strap so that it laid right then nods. “I like it.”

I twirl to let the skirt rise then waft back down again. “Me too.”

I stare at the woman in the mirror. This wasn’t like my panties or my nightie or my hose. This was different. In this I didn’t feel naughty or sexy or kinky, like in those things. In this I just felt…pretty. This dress was pretty. And I was pretty in it. I belonged in a dress like this. There was something innocent and wholesome about it that really appealed to me. In this I could imagine myself walking barefoot through the blooms of mountain fairy-slippers as the spring breeze made the dress flutter around my pale legs. I could see myself running on the beech laughing under a clear summer sky. I could see myself…being free! This was the kind of girl I wanted to be when I wasn’t being sexy.

“I…I w-wanna wear this one for Grandpa.” I say. “When I sh-show him.”

“Oh?”

I run my hands down my front. Even without breasts the cut of this looked so good and so natural.

Next came the white gown that I was hoping to wear as Althea. The good news about it was that I wasn’t too long after all. The bad news was that as elegant as it looked on the outside it was all sharp seams and abrasive stitching on the inside. Plus, no matter how I tightened or loosened the strips that went around the back of my neck the bosom never quite looked right. Despite the downsides I had to admit that this did have a certain elvish class to it.

“A bit of stuffing maybe.” Winona says as she too tries to fix the bust to no avail. “Hmm.”

“Wh-What about that strapless b-bra we saw.” I say. “It was padded. Kayla s-said it was my size.”

“I’m not getting you someone else’s old underwear!” She says. “My baby deserves new.”

“But…the g-game’s tomorrow.” Through the mirror I give her the eyes. “Pleeease?”

“Mmm.” She tilts her head and fluffs my chest then flattens it again. Taking out her phone she dials and brings it to her ear. “Kay. Remember that pink bandeau we saw? Yep. Could you nab it for us.” She listens. “I know. But she wants that one. Thanks, pal.” She hangs up and pockets the phone. “Happy?”

“Yes.” I grin brightly. Standing taller sway my hips back and forth to admire my lean figure in this body hugging gown. Uncomfortable though it might be it did look good.

Next was the old-fashioned white dress with the blue flowers. What a transformation! In just a minute or two I turn from graceful elven lady to some 1950’s homemaker from one of those old family shows. Short sleeved and collared with buttons down the front it cinched in super tight just above my hips then flared out toward the hem which hung to my knees. The top half was like a short-sleeved blouse which actually looked quite fetching with my flat bust. And if I put on my corset this tight midsection would further accentuate the strengths I did have. Though prim and proper this dress was designed to give that hourglass shape to even the most curveless of housewives. Ideal for a gal like me.

As I swish the skirt back and forth an image pops into my head. An image of me wearing this with an apron cooking Winona supper as she worked out in the garage. And oh yes, I would have that corset on. The corset and the whole bdsm harness that went with it! My cage too! Under this virtuous exterior would be a wanton slut ready to welcome her partner home.

I begin to giggle.

“What?” Winona asks.

“Nothin.” I say with an impish grin. “He he he!”

Last and definitely least, measuring by material that is, came the sexy little black number. Damn! It left nothing to imagination. This was not the cocktail dress I first thought it was. This was floozy fashion through and through. Really it was little more than a skin tight tube of fabric that ran from just above the tits to just below the crotch. It was so short that if you bend over at all or move the wrong way the world would be getting a glimpse of either your titties or your panties, if not both. And it was so tight that I could see the little dip of my belly button, and little bulge below it!

“Um…I don’t know.”

“That’s…a look.” Winona says. Her eyes pan down my bare legs then back up again drinking in my every curve and contour. “Oh my.”

I push my hands down my sides. “This would l-look good with my black stockings. Actually, r-really good.”

“Yeah.” She huffs, having trouble concentrating on my words. I loved it when she looked at me like this. “Really good.”

“Hmm.” My bare feet on tip toes I stroll like a tart back and forth between her and the mirror, my hips swaying seductively. Her mouth hanging open Winona’s gaze follows me with rapt and raunchy attention. I had her drooling! “I g-guess it’s not so bad.” Turning toward her I run my hand down my front until my fingers play across the bump of my clitty-penis. “Do you like it, Dommy?”

Winona bites her bottom lip then hisses. “Fuuuuuck!”

My smile grows. I knew I’d be paying for this tease later, and I couldn’t wait! In a nonchalant tone I say. “I think I l-like this one after all.”

“Yeah!” Winona moistens her dry mouth and swallows. “Me too!”

“He he he!”

Looking over the four dresses I say. “I th-think I want them all. If that’s ok-kay? Is that too m-much? It’s t-too much, isn’t it?”

“Too much?” She steps up on me and pulls me in hard against her. Petting my hair she gazes into my eyes. “Baby girl, we’re just getting started.”

Chapter 164