A Simple Life: Chapter 22 (Patreon)

With me hunched over and clinging to her leg and Winona leaning down over me with her arms around me to hold me close I tremble for a time before gradually settling into a state of deep calm.  The more I stayed like this the more I relaxed and savored the fuzzy afterglow of my orgasm.  My shrinking dick, my balls, my whole groin region was a sticky mess with the load I had just shot into my shorts but right now, for as long as Winona wanted to hold me like this, I just didn’t care.  This moment right now…was wonderful!

I can feel the warmth of her body.  The slow, steady rise and fall of her breathing.  The smooth texture of her one of her long braids draping down over my wrist.  I can smell her floral deodorant mixing with the vanilla of the candles.  Gently I rub my fingers against the denim of her overalls, my head pillowed on her soft thigh, and stare at the golden glow of the candle’s flame.  Outside the storm was waning leaving just the subtle patter of a soft rain against the window.  Most of all I feel her strong arms around me.

Nobody had ever held me like this after sex.  After cumming I often felt vulnerable and emotional, sometimes even a little sad, and I felt like I had to hurry to return to normal so as not to make the situation even more awkward than it already was.  But this silent, unhurried embrace allowed me to feel…safe.  Safe to come down from my climax in my own time and in my own way.  Time to savor the feelings flowing through me.  It was such a simple thing, yet so profound.  I don’t know if Winona realized what she was doing right now but it was rocking my whole world.  I never realized how much I needed to be held like this.

I could have stayed like that forever but eventually her arms relax and she sits up again.  In a soft voice she asks.  “How ya doin Avery?”

“Good.”

“Good.”

Lifting my head from her thigh I look up at her in sheepish awe.  “That was…d-different.”

She looks down at me, a little grin playing about her lips, and for just an instant I worried a mask was about to slip.  I worried that Winona was about to reveal her true self and tease me about what had just happened.  My worries were for nothing.

“That…was…so…fucking…hot!”  She says at last.  “Holy shit that was hot Avery.  Holy shit!”  She bites her finger.  “NNNGH!”

I giggle.  “Yeah.  A little embarrassing though.”

“Embarrassing?  No way.  That was fucking fire.  I’ve never had someone cum with just my leg before.  I’ve never had anyone listen like that before.”  She says.  “That lost puppy look when you busted your load, those cute noises you made…nnngh!  Mommy like!”  She briefly digs her fingers into my back.  “Mommy liiiike.”

“Oh!”  I blush.  “I-It was new for me too.  A-And really hot.”

“You are a lot of fun Avery.”  She says.  “And fucking SEXY.”

“You too.”  I let out a long contented sigh.  “Thank you.”

“You’re welcome.”  She smiles.  “And hey, at least it’ll tamp down that boner you’ve been sporting all night.”

“For a little while.  He he he.”  With a smirk I glance up and tease.  “Er, creampie my panties?”

“What?”

“Who says that stuff like that?  Creampie my panties!?  He he he!”

“HA!”  She pinches my cheek.  “I was making it up as I went.  Gimme a break dude.”

“I liked it!  And…I did it.”  With a look down to my soggy crotch I cringe.  “Ew.”

“Big load, huh?”

“Oh yeah.”  I nod.

“If I asked…would you taste it?”

“Taste…it?”

“Yeah.”  She tilts her head.  “Would you?  If Mommy asked reeeeal nice?  Just a little bit off your finger?”

I consider a moment, then nod.  “Yes Mommy.”

“Stop.”  She says as I begin to reach.  “I was just curious.”

“Oh.”

“Good girl.”  She says with a pat.  “That’s a good girl.”

“I…I like when you say that stuff.”  I whisper.  “I…really like you…Winona.”

“I like you too Avery.”  She says warmly.  “Alright lover boy.  On your feet.”  She grabs me by the shoulders and hoists me up as she stands.  My head still swirling from having a beautiful woman physically lift me to my feet Winona cinches onto the back of my neck with both hands and pulls me in stopping with our lips just two inches apart.  She stares deep into my eyes, her warm breath washing over my face.  I melt in her hands and await the kiss…that never comes.  She just holds me there, gazing into my eyes with a cocksure grin.  “Go clean up.”

“Um…”

She lets me go all at once, nearly causing me to collapse to the floor, then brushes past me on her way to her dresser.  “Here.  I’ve got some underwear you can use.”  Taking a pair of ladies boxer briefs from the drawer she tosses them my way.  “You can return them whenever.”

I catch the gray garment and look at them.  They looked like mens briefs just sexier, shorter in the leg, and more roomy in the hips and ass.  Unlike most women’s underwear however the fabric was stretched out in the crotch.

“You can wash your knickers in there.”  She motions to the washroom.

“Knickers?”  I titter.

She chuckles and shakes her head.  “It’s Sioux for creampied panties.”

“Ha!”

“Get going.”  She waves toward the washroom.  “Before it dries.”

“Um…”  I hesitate.  “D-Did you want…t-to join me?”  My eyes flit to the hard shaft still visible through Winona’s pants.  “I-I-I could…”

“Nuh uh.”  She waggles a finger.  “I told you, that’s all you get tonight.”   With that same hand she takes a hard grip of her thick cock through the overalls.  “I’m not that kind of girl, remember?”

“Oh yeah.”  I squeak.

She lets it go.  “Play your cards right on our date tomorrow…and we’ll see what happens.”  She approaches me and tosses a fresh towel over my head.  Momentarily blind I don’t see the swat to my butt coming.  “Now go on you tease.”

“Eeep!”  I hop then double-time it toward the washroom.

A few minutes later and I am scrubbing off inside of the tight confines of the stand up shower stall.  Using the soaps available I clean the cum from my body and the makeup from my face.  The entire time I’ve got a great big smile plastered on my face.  What had just happened out there wasn’t something from a fantasy, it was way better.  Something I hadn’t even imagined before.  I’d just dressed as a girl and humped a fully clothed woman’s leg to a sticky climax…and I felt AMAZING!  Every part of it left me buzzing.  It had started as one type of role play and melded into another.  And by becoming someone else for a little while I now felt more myself than I ever have…though that made no sense at all.  She had let me do things I’d always wanted and things I didn’t even know I wanted.  It had all been so wild and unexpected and imaginative and fresh and liberating and barrier breaking and FUN.  And, unless I was incredibly bad at reading people, I think Winona had as much fun as I did.

Chapter 23