A Simple Life: Chapter 41 (Patreon)

I rush back toward the washroom but pause before I pass through the door to glance over toward the dresser.  Reading my thoughts Winona says.  “Go ahead Sprout.”  I hurry over and take the makeup kit then head into the washroom and close the door behind me.  I hang the towel up and set to work on my transformation.

Handling my garments like the precious gifts that they were I very daintily lay them out over the toilet seat then turn to the mirror.  I knew I couldn’t do near as good a job as Winona had done to me so I keep it simple.  Besides, I didn’t want to keep Daddy waiting.  As carefully as I can I apply some lipstick, some blush, and a touch up a little around the eyes.  When I was done…I looked worse than when I began!  The lipstick smudged at the left corner, the blush was too dark, and my eyelids were all sorts of fucked up.  In the bright overhead light I looked more whore than baby girl.  This was harder than it looked.  With a huff of frustration I fix it as best I could as I tell myself not to let this slow me down or spoil the mood.

At last I turn to my outfit.  My sexy and adorable outfit.  From the seat I lift the elegant green panties.  My panties.  My very own pair!  So soft and smooth.  As I pull them up my legs and snug them over my butt and bulge they just felt sooooo right.  I run my hands over my ass then around and down my front, luxuriating in the feel of them.  I back away from the over the sink mirror as much as I can to try to get a good look at myself.  I like what I see.  Unlike boys underwear panties fit so much better on a small and lithe frame like mine.  So much better.  And the feel of the rich satin against my pale skin was heaven.  I giggle at the shape of my clitty in the fine fabric.  It looked so…petite.  So…cute.

The turquoise nightie comes next.  I slip it over my head and let gravity allow it drift down over me.  When it settles into place I smooth the silky fabric and turn to look at myself again.  “Ohhhhh.”  A whispered sigh escapes my lips.  The makeup might not have been great but I still looked good.  Damn good.  The way the nightie draped so naturally over the soft curves of my body and the way the lacy bust hugged and accentuated my non-existent bosom.  It could not have fit better had I chosen it myself.  The best part of all though, the hem of the nightie was so short that the bottom of my butt cheeks juuuuust peeked out.  I give a little hop to watch myself jiggle, the cage around my penis sending a wave of pleasure up through my groin.  My peen tries to surge and escape but it remains securely encased.

I tussle my hair a little to let it hang more naturally and, hopefully, more femininely then give myself one final once over.  My gaze meets the blue eyes staring back at me from the mirror.  I smile and so does she.  “Hello baby girl.”

With spin and a giggle I turn and head back so Winona could see her presents on me.

I flick out the washroom light and open the door and for a moment I find myself in near darkness.  After a few blinks my eyes adjust.  In the minutes I’d been away the place had been transformed.  The bag, the box, and my clothes had all been whisked away so that the place looked tidy.  The light was off leaving only three flickering candles and the glow of Winona’s new television to light the room.  Stepping out I see that the screen was filled with the image of a fireplace complete with burning logs.  Very soft romantic music mingled with the crackling flames.  The familiar scent of vanilla filled the air.  On a little fold out table in front of the love seat was two glasses of wine.  Not fancy stemmed glasses, just regular old drinking glasses.  To my eye they looked just as elegant.  Between them was a little plate of cheese and crackers, beneath the table the box that the wine had come from.

The whole ambiance was as subtle as a freight train and I absolutely loved it.  It was honest.  It was unpretentious.  It was heartfelt.  And it was both bold and innocent at the same time.  It was just so…her.

I knew she must have scrambled to get all of this set up in the short time I was getting ready yet she sat leaned back on the love seat as cool and suave as Casanova.  The room wasn’t the only change.  My date had traded out her low cut top and long skirt for a man’s collared dress shirt with the sleeves rolled up to her elbows and snug blue jeans, complete with belt and buckle.  The top two buttons of her shirt allowed a glimpse of her chest and the jeans were tight enough that there was no hiding her secret.  They obviously weren’t something she could wear out.  In that outfit she really, REALLY, looked the part of sexy ‘Daddy’.  So cool!  So sexy!  She made looking good look so easy.

She looks me up and down, not even trying to hide her desire for me.  How I loved being looked at like that.  “Give me a spin.”  She says.  Holding my hands like a dancer slowly turn around on the spot one full rotation.  “Mmm.”  She nods, trying hard not to squint despite having removed her glasses for her cool look.  “Ohhh my.  I didn’t realize how short it was.”  She bites her lip and gives me a wanton grin that made me feel like the prettiest girl on the whole island.  “Daaamn.  You are so fucking hot baby girl.”

“Y-You look v-very handsome too Daddy.”  I say, deeply flattered.

She pats the spot next to her.  “Sit that little honey pot right here.”

I cannot contain my smile.  Holding my hands down in front of me demurely I walk up and sit down beside her.  She slips her arm around my shoulders like it belonged there.  Taking a glass she offers it to me.  After I accept it she takes her own and we relax back.  Her fingers play lightly down my shoulder as I take my first sip of the sweet wine.

“Cold?”  She takes a long sip, her eyes glimmering in the firelight.

“Mmm.”  I shake my head no.

“Looks like everything fits okay?”

“Mmm.”  I nod.

“So you like your present?”

“Oh Winona.”  I say as I fiddle at the lace along my chest.  “I can’t even…”

“Good.”  The back of her fingers slowly and lightly paint up and down my arm.  “So soft.”

“Mmm.”  I snuggle in closer to her side.

As one we let out a quiet sigh as our bodies meld together.  We sit for a time watching the fire, drinking our wine, and simply enjoying each other’s warmth.  After a few minutes she begins to play with my hair, wiggling her fingers through the tips then occasionally pulling at it lightly.  As if pulled by gravity I find my eyes returning again…and again…and again to the sizable bulge the filled the crotch of Winona’s jeans.  Through the denim I could make out the long, thick shape of her raging erection.  She was HUGE!  And every time I look my little guy strains against its cage and all of that energy that is denied to my member feeds back into me in other ways.  Add to this how absolutely fucking sexy I felt in my panties and nightie and…ohhhh GOD!  My skin tingled, my cheeks burned, my mouth watered for a taste, my hole twitched for a touch, and my whole body was alive with lust.  I had never been so god damned horny in my life.

I set down my drink and turn look to her, my hands gripping at her shirt.  “Don’t send me home tonight.”

With a dreamy gaze she caresses my cheek tenderly.  “What’s that baby girl?”

“I-I-I know it’s our f-first date a-and I respect your boundaries but…i-it’s kind of our second date too.”

“Is it?”  She smirks and takes a casual sip and swallow.  “So you think I’m a two date kind of girl?”

“No!  I mean, yes!  I-I-I mean…”  I stammer.  “We d-don’t even h-have t-to…”

“Shhh.”  She runs her fingers along my jaw and around my chin.  “Easy my girl.  Eeeasyyy.”

“I just…I want to stay.”  My voice lowers to a whisper.  “With you.”  I look down to her arousal and let my eyes linger before looking back up again.  “Let me stay.  Please.”

“You ask so nice.”  The tips of her fingers slowly snake down the sensitive skin of my exposed cleavage causing the fire inside of me to burn even hotter.  “Sooo soffft.”

“Ohhhh.”  I heave my chest up to press against her touch and invite more.  “I wanna stay here…with you tonight.”  I plead like the needy girl that I was.  “Please.  Don’t take me home tonight.  Please Daddy?  I’ll do anything.  Anything.”  I take a shuddering breath.  “I’ll be your baby girl.”

She tilts her head and studies me, her fingers continuing to stroke and tease across my flesh.  “Something you should know about me Sprout.”  She coolly takes another long sip of her wine then licks her ruby lips.  “I never drink and drive.”

Chapter 42