Loli Advent Calendar by Imouto Kitten

Day 6: Misty gifts herself.

Misty was unusually nervous as she exited the bathroom, hair damp from 
the shower and with only a towel covering her. The last few months had 
been supremely frustrating as she repeatedly dropped hints of her 
attraction to one Ash Ketchum, only for the dense boy to either not 
notice or interpret her efforts as gestures of mere friendship.

And here she was, less than an hour to midnight on Christmas Eve and 
about to execute a plan that, if it succeeded would bring her what she 
most wanted for Christmas, but which would leave her eternally 
embarrassed if it backfired.

"Come on Misty, not even Ash is dense enough to miss your intentions on 
this one!" Announces the redhead to the otherwise empty room in an 
effort to psych herself up.

Letting the towel fall to the floor, Misty retrieves a roll of silk 
ribbon, unfurling the bright red cloth to several meters of length.

Finding the middle of the ribbon, Misty steps over it before pressing it 
to her pubic mound, the smooth material feeling sinfully sensual to her 
freshly shaved, baby smooth skin. The ribbon is barely wide enough to 
cover her mound and not immediately vanish between her toned half moons 
as she pulls the ribbon tight against her crotch and starts winding it 
around her torso, forming a pair of parallel spirals, her skin, nearly 
at it's palest after autumn let her summer tan fade looking almost white 
against the bright red.

Reaching her chest, she makes sure one spiral goes over her right nipple 
and the other over her left, the girl shivering in delight as the silke 
glides over the hardened nubs.

As one spiral vanishes backward over her shoulder, she loops that end of 
the ribbon under her arm so it can meet the other as it comes forward 
over the opposite shoulder, and double checking that ther is no excess 
slack or twists in the ribbon and that the spirals are evenly spaced all 
up and down her torso, Misty ties the remaining ribbon into a large bow 
centered over her heart, the kind of bow that will easily fall apart 
when a loose end is pulled.

Admiring herself in the mirror and deciding the illusion of a one piece 
swimsuit with a candy cane pattern is perfect, Misty makes quick work of 
pulling on a matching set of thighhigh stockings and shoulder length 
gloves, also made of silk and with the red and white spirals of a candy 
cane.

Checking herself in the mirror one last time, Misty declares to herself, 
"Phase 1 complete." Before covering herself with a ankle length bathrobe 
for the next phase of her plan.

Mere minutes to midnight found Misty standing outside of Ash's room, a 
large, empty gift box sitting atop a small trolley next to her. She had 
confided the gist of her plan to Pikachu and so knew the electric mouse 
wouldn't be with his trainer tonight, the redhead thinking the pokemon 
is probably cuddled up with a bottle of ketchup on the couch, but she's 
still nervous about what might happen in the next few minutes.

Checking she's alone in the hallway, Misty undoes the velcro holding one 
of the box's vertical edges together and steps inside before letting the 
bathrobe pool around her feet and carefully sitting down, hugging her 
knees to her chest and pressing her heels to her bottom to fit in the 
tight confines. Double checking the box's panels are properly velcroed 
together, she pulls the lid over her head, leaving just enough of a gap 
to reach a fist out to knock on the door before closing the lid and 
pulling on a cord dangling from the lid to tighten the ribbons and bow 
surrounding the box.

Trying to keep her breathing quiet, Misty can hear the door open as Ash 
asks, "What's up?" followed by the sensation of movement as Ash rolls 
the trolley the box is sitting on into his room and the click of him 
closing the door behind him.

"Huh, there's a card." comments the boy and Misty can feel as Ash pulls 
the greeting card she taped to the box's lid away. "Open at the stroke 
of midnight?" The boy reads the cryptic instructions she left for him 
and after a pause, she hears him add, "11:59,,, I wonder what's inside."

Misty has no way of knowing if their mutual wait is just a few seconds 
or a full minute, but it feels like a subjective eternity as she holds 
her breath, her own heartbeat seeming much louder than it actually is as 
the moment of truth approaches.

And then she hears the cry of a Hoothoot as a clock in the room chimes 
midnight, soon followed by a rustling as Ash starts unraveling the bow 
atop the box.

As Ash lifts the lid off the box, Misty meets his gaze with a smile, the 
boy surprised to find a person within the box, "Huh? Misty, what are 
yo-"

But before Ash can finish his question, Misty strikes, pushing on the 
side of the box separating them, the velcro letting it easily fall away 
as with a cry of "Merry Christmas, Ash!" Misty tackles the startled boy 
to the floor, aided by the fact that he apparently kneeled to open the 
mystery gift.

Having pinned him to the floor, Misty sits up, straddling his hips as 
she asks, "How do you like my special, Christmas outfit? I ordered it 
just to show off to you, Ash."

His brain clearly having not caught up with the situation, a verbal 
response is not forthcoming from Ash, but feeling something poke her, 
Misty's smile widens as she comments, "I'll take little Ash using harden 
as a yes." before reaching down to adjust things so she has Ash's 
erection pinned to his stomach as she grinds against him, the silken 
ribbon and his cotton boxers the only thing between them.

Enboldened by the moans this draws from his throat, Misty pushes his 
black t-shirt up to allow her to run her gloved hands over his chest and 
stomach. He didn't have much muscle tone, but the boy had long since 
lost any baby fat, and if the firmness she felt under his skin was any 
indicator, he wouldn't have much trouble developing a six pack over the 
next few years if he wanted to.

Grinding against his cock was already getting her wet, but the thought 
of an older Ash standing over her and pressing her smaller frame against 
his muscular body had her gushing like a water gun, her juices soaking 
not only the ribbon conncealing her girlhood, but also where she was 
grinding against his boxers.

There are so many things she wants to do with Ash in build up to the 
main event, but after months of flirting that fell flat and how aroused 
she is at that moment, the redhead quickly decides to screw foreplay, 
and lifting her hips, she pulls the ribbon looped between her thighs 
aside, fishes Ash's cock out of his boxers and starts sliding his tip 
along her slit, before taking his lack of protest to her actions as 
consent and sinking down upon him, his cock smoothly sliding deep inside 
her, the way eased by the tomboy's active lifestyle having torn her 
hymen long ago.

Both trainers let out moans at their union, Ash too overwhelmed by being 
inside a girl for the first time to really do anything, and Misty simply 
wanting to savor being filled with a cock for the first time.

Of course, it isn't long before Misty's cozy cunny craves more than 
being simply stuffed with Ash's cock. Experimentally, she lifts her hips 
and sinks back down a few times, eachimpalement on that magnificent 
member sending a thunderbolt up the girl's spine and drawing a moan from 
the boy's throat.

Picking up pace, her own moans joining Ash's as her perfectly toned 
rear, sculpted over a lifetime of swimming bounces with her movements, 
Misty leans forward and asks, "So Ash, do you like my pussy?"

"Huh?" replies the boy, still rather out of it, "Your pussy? Is that 
where my diglet is right now?"

Giggling at his childish term for his cock, Misty clenches up around 
him, grinding her clit against his pubic bone as she replies, "Yes Ash, 
your Diglet is buried deep in my pussy... though, if your going to call 
your cock a diglet, you can call my pussy a cloyster." Sitting up, Misty 
resumes her up and down motions, reaching one hand up to pinch her 
nipple through the ribbon and lowering her other to play with her clit, 
her internal muscles continuing to squeeze and massage the shaft they're 
wrapped around. Rephrasing her question, she asks again, "So Ash, does 
your diglet like being in my cloyster? Do you like it when my cloyster 
uses clamp on your diglet?"

"It feels amazing!" answers Ash, Misty beaming at the answer before 
laying fully atop Ash and capturing his lips in a passionate kiss. At 
the same time, she guides his hands to her exposed rear, and laying her 
small hands over his much larger ones, does her best to quietly 
encourage him to squeeze and knead them, wondering if he would name her 
half-moons after a pokemon as well.

Although it's Misty doing the leading, it's Ash who breaks the kiss as 
he announces, "Misty, it feels like I'm going to pee!"

Misty is a bit surprised, but delighted at the prospect that she's not 
only Ash's first, but might recieve his first cumshot, the boy clearly 
unfamiliar with what's going on as she replies, "It's okay, Ash, let it 
all out." Before resuming the kiss.

Shortly after, Ash erupts for the first time ever deep within Misty, 
sending the girl over the edge as well, her pussy milking him for all 
he's worth.

Recovering from her climax, Misty sits up and asks, "Did you enjoy that, 
Ash?"

"Wow!" replies the boy, panting from the experience of his first orgasm, 
"That was better than winning a gym badge!"

Giggling at his response, Misty lifts off Ash's member, a string of 
semen connecting his tip to her opening, "I'll take that as high praise 
considering how obsessed you are with training and battling.

Noticing the string connecting him and Misty, Ash comments, "Huh? I 
didn't know diglet could learn string shot... maybe I have a caterpie 
instead."

Cringing at the mental image that gives her, Misty replies, "Never call 
your cock a caterpie, or any other bug, again, or you don't get to stick 
it in my cloyster."

"Does that mean my diglet can do that again?"Asks the boy as the pair 
rise to their feet.

"Yes, as long as you don't talk about bugs." replies Misty before gettin 
a mischievious smile and adding, "You never did finish unwrapping your 
gift." at this, she guides his hand to the loose end of the ribbon, and 
taking the hint, Ash pulls on it, the bow over her heart coming undone 
and the spiraling ribbon cascading down her body to pool around her 
ankles.

She can already see Ash's cock hardening once more, but for good 
measure, she strikes a pose and asks, "What do you think, Ash? Like what 
you see?"

Closing the distance between them, Ash pulls her into a hug, his 
erection pinned between them as he replies, "You're really cute, Misty."

"Just cute?" asks Misty with a slight pout, "I was going for sexy."

"What's sexy?" Asks Ash, confused.

"It means looking at me makes your diglet use harden and you want to 
stick it in my cloyster." replies Misty, torn between finding his 
innocence endearing and his ignorance exasperating."Now, if you think 
I'm sexy and not just cute, ditch the boxers and t-shirt and carrry me 
to the bed."

Pulling away from her briefly, Ash lets his boxers drop to the floor and 
pulls his t-shirt over his head before scooping Misty up in a princess 
carry and heading for his bed.

Along the way, a hand goes to her butt and he comments, "Your 
jigglypuffs are nice to play with." the girl giggling at the nickname he 
just gave her bottom and the fun she can have with that.

As Ash lays her on the bed, she assumes a spread eagle position as she 
orders, "Ash, I want your diglet to use dig on my cloyster!", and 
understanding her meaning, he climbs atop her and sinks into her 
feminine folds, and remembering what she did when she was on top, he 
starts sliding in and out of her and soon sets a rapid pace, making her 
cry out, "YES! Keep having your diglet use pound on my cloyster!"

Though he came only a few minutes ago, Ash's inexperience has him 
spilling in Misty again before long, Misty wrapping her arms and legs 
around him as her pussy milks him once more.

Recovering, Ash comments, "That was even better than the first time."

"Glad to hear it." replies Misty before stifling a yawn, "We should 
probably get some sleep.

"Yeah." replies Ash with a yawn of his own before the couple snuggle up 
under the blankets, falling asleep in each other's arms.