A Simple Life: Chapter 37 (Patreon)

“Wh-Wh-What’s that?”

“Something you’re going to like.  Something I’m gonna like.  And something…I dunno, maybe we’ll both like.”  Winona strides around to front of the love seat to face me.  “Scooch over.”  I slide to my left.  With her foot she stops me dead center of the seat.  Stepping forward she surprises me by kneeling down onto the love seat, her knees straddling my legs!  After arranging her skirt a bit she comes to settle down, sitting on my thighs facing me.  Even though she was fully clothed seeing her loom over me in such close proximity and feeling her weight pinning me down gives me an instant boner.  With a smokin hot bad girl grin she looks down at me and says.  “Hi.”

“H-H-Hi.”

Holding the handle of the bag in just two fingers she lightly places it between us.  My breath catches as I see at the top of the bag the most delicate French lace inside in a gorgeous mint green.  Taking the item in two fingers Winona pulls it from the bag.  Spilling out beneath the green lace was a length of glossy turquoise.  It was probably actually some sort of fine polyester but to me it looked every bit as luxurious as real silk.  It was a nightie!  A gorgeous green and blue nightie!  It wasn’t a long one, reaching down to maybe just past the hips.  The solid turquoise bottom part rippled like water as Winona moved it about.  Above that the bust of the dress was that French lace so dainty as to let the eye see right through it to the other side.  The bust tapers up to two thin and elegant spaghetti straps to go over the shoulders.  Right away I notice that it was designed for a slender woman with very small breasts.  My hopes begin to rise even as I tried to squash them back down again.

“F-F-For…you?”  I whisper, my wide eyes glued on the beautiful lady’s garment.

With a warm smile she shakes her head.  “It’s for you you silly girl.”  She says.  “I saw this and all I could think about was Althea.  I thought she’d look really cute in this.”  Turning the nightie around she gently lays the nightdress over my body.  “I had to guess your size.  I think I guessed right.”

“Oh!”  I gasp, looking down at this most wonderful gift.  My left hand comes to hover near yet pauses.  Echoing in my memory are the voices of my brothers and mother.  Sissy…pussy…queer…faggot…pervert…

Winona laughs.  “You can touch it ya know.”

Her voice breaks the spell and I bring my hand to my body and feel the gossamer lace against it.  It was quite simply the softest, nicest piece of clothing I had ever touched.  And feeling close to my own body…incredible.  “Oh Winona.  I-I-It’s…so…b-beautiful.”

“You like it?”

On the verge of tears yet again I nod, the smile on my face impossible to erase.

“I had a feeling you might.”  She smiles, happy to see her gift received as she hoped it would.  “There’s more.”  From the bag she pulls a pair of scandalously skimpy yet sumptuously elegant green panties.  PANTIES!!!  They were low cut along the top and while not a thong they were designed to show plenty of cheek.  It was barely more than a small bit of satin for the crotch and butt with narrow lace bands of lace to form the waistband.  The lace and shade of green made it a perfect match for the top part of the nightie.  “What do you think?  Sexy eh?”

“Oh!  Oh!  Oh…Win-nona!  Oh!”

“Breathe.”  She lays underwear over my groin then puts a hand on my chest.  “Breathe Sprout.”

“I…I…”  All my life I had denied myself these things and suddenly here was Winona giving them to me.  Her gift went far beyond these simple items.  Wrapped up with these things came courage…permission…acceptance…liberation!  I simply did not have the words.  “It’s…wonderful.  It’s so…wonderful.  It’s just…wonderful!”

“I’m glad you like them.”  She says with a soft stroke of my hair.  “You are going to be so pretty in them.”  She sits up tall and opens the bag again.  “We’re not done yet though.”

“Oh?”  I say, my head still swirling.

“That’s the something you’re going to like.”  She winks.  “Although I do like it too.”  Tilting it away from me she looks into the bag as a smile plays at her lips.  “Well if this doesn’t scare you off nothing will.”

“I’m not afraid.”  I say in soft yet bold voice, a boldness that even surprised myself.

“We’ll see.”  She chuckles.  “This one’s the ‘I dunno’ one.”  With that she pulls a square package from the bag and shows it to me.  It was a cubical box about 4 inches to a side with a hunky looking dude down in a submissive position on the front.  Across the top reads ‘Male Chastity Device’.

“Oh!”

With a great big grin Winona turns to look at the front herself.  “Cool, huh?”  Pulling the top of the box open she rummages inside.  “Check it out.  It comes with this cool carrying case.”  Out of the box she produces a square faux leather case that looked like a very small travel grooming kit.  Dropping the box back into the bag she unzips it to reveal a shiny brand new cock cage.  The material was of hard plastic, the color of soft pink.  “Medical grade polycarbonate.  Totally body safe and super durable.  I got you pink, the other options were way too masculine I thought.  A pretty girl like you deserves pink for her pretty clitty.  Would have preferred black Avery?”

In a daze I shake my head no.  I liked the pink.  In fact I liked it a lot.  A pretty girl did deserve pink for her…clitty.

“Didn’t think so.”  She says.  “Check it out.”  She passes me the device.  Taking it from her I stare at it in my hand.  Affixed to a ring at the back the front part was a penis shaped length tube maybe two and half inches long with a slit at the tip of it, presumably to go pee through.  Taking out the box again she excitedly pulls out one thing after another.  “There are different sized rings.  They got these spacers to adjust it.  You can make it to just your size.  Let’s see…a lock, HA!  It comes with a lock.”  Indeed she shows me the tiny padlock with keys that came with it.  “Fuckin rad, yeah?”

“Um.  Wow.”

“I know, I know!”  She laughs.  “It’s weird.  But listen, from one chick with a dick to another, them sexy little panties look great but they are piss poor at…ahem…containing things.  Ya get me?”

“Pfff.”  I giggle.  Turning the chastity device in my hand and feeling its stiff, glossy smooth surface I am truly at a loss for words.  With a thousand tries I never would have guessed that a nightie, panties, and a cock cage was what Winona wanted to show me…on our first date!

“These aren’t for us.”  She explains, her voice firm yet gentle.  “They’re for you.  I am not presuming anything here.  Take them.  Wear them or don’t.  I just…”  She shrugs.  “…I just went on a hunch.  I saw how happy being Althea made you and, well…”  For a moment she struggles with her words.  “I just wanted you to know that it’s okay be happy.  It’s okay to feel sexy or feminine or beautiful or any other way you want to feel.  There’s nothing wrong with you or the feelings you have.  You don’t have be ashamed or embarrassed.  You deserve to be happy Avery.”  She looks deep into my eyes.  “Okay?”

“Okay.”  I say, my voice quakey from all of the emotions she was stirring inside of me.

“Okay.”  She smiles and pats my cheek.  “Good girl.”

I look to the gorgeous nightie, the sexy panties, the lovely pink penis sheath, then to this breathtaking Lakota angel sitting on top of me.  The tears well up again.  This time I don’t try to stop them and a single tear of joy escapes to roll down my left cheek.

“Hey.  Don’t cry Sprout.”  Moving the bag to my left and the case carefully to my right she sidles closer.  With her thumb she wipes the tear away before he it could drip down onto my nightie.  “It’s okay.  It’s the least I could do after all you’ve done for me.”

“I…I…I don’t know what to say.”  I whisper.

She tilts her head, her smile growing.  “Thank you would be nice.”

“Thank you!”  Dropping the cage at my side I sit up and throw my arms around her and hug her as tight as I can.  “Thank you…Mommy!”

For a second she stiffens up in my embrace…before relaxing and returning my hug.  Holding my head close to her bosom she whispers.  “You’re welcome Sprout.”

Chapter 38