Girl Posse Ski Aspen - Day 02

Girl Posse Ski Aspen - Day Two

Two Points to Ponder on Day Two

"Feel the mountain and let it show you how you're going to ski it. Relax and cruise. This isn't a fight, it's a dance, and the mountain always leads." ~ Jim Bowden

"I'm OK on the slopes, but my best sport is après skiing."

When I call, the Posse comes. I'm Nikki Madison, and I'm the Girl Posse Leader. The Posse plays and parties together. This week, we have gathered in Aspen to ski and frolic in one of the world's most famous ski areas.

The four resorts in Aspen are widely regarded as the premier ski destination for LGBTQ travelers. The resorts offer vast skiable terrain, impressive après-ski options, cosmopolitan restaurants, and an exuberant atmosphere for adventurous women like us. And the Posse shares. One would say we are all very good friends with benefits.

We play by our own rules, and even then, there are not many rules. No means no, and an open door is an invitation to join.

This story has been posted to Literotica. com with the full knowledge of the original author under my pen name, NikkijMaadison. No part or whole of this story may be reprinted in any other format or on any other website without the express written consent of the original author. I edited this story using Microsoft for spellchecking, flagging punctuation, grammar review, and as a dictionary. I use any other suggestions only as a guide. You may discover mistakes. That will happen.

© Copyright NikkijMaadison - All rights reserved.

This story contains sexual activities and situations between consenting adults. All characters are above the age of eighteen. Any similarity to any individual, living or deceased, or location is coincidental and unintended.

Each story will be told in the first person; however, there are eight days in our week, and eight women are members of the Aspen Posse. I am planning eight viewpoints - nine stories. Willow narrated 'Nikki and the Girl Posse, Ski Aspen'. Then Nikki told us about Day One.

Today's story will be told from Pepper and Clare's viewpoint. Pepper will talk first.

The Posse Partied into the Night - But Morning Arrives -

Since the Erotic Exotic Halloween weekend two years ago, Clare and I have been inseparable. When you're Nikki's friend, your lives intertwine, and lifelong friendships develop, and when you are Nikki's friend, you always enjoy the benefits! Wink, wink!

Clare and I met at a Hotel Bar on Nob Hill in San Francisco. She tended bar, and I was one of her regular customers. That was during my escort days, and I frequented the high-end bar often. Clare was always protective of girls like me. She always said I was special. Unbeknownst to me, then we were woven from the same cloth. Like her; we are both chicks with dicks.

Clare took a hospitality position in Las Vegas and reconnected through Nikki and our mutual San Francisco friends, Naomi and Kendall. With my escort money and investment advice from my clients, I opened my first of three high-end clothing boutiques. Clare's relocating back to San Francisco.

But let's briefly return to all the happenings yesterday. Bay's a talented skier. So am I. Yesterday, we glided through the terrain parks at Buttermilk. Clare stayed with us all day, a true gamer, who never slowed us down. Back at the chalet, we frolicked in the hot tub. Bay kept my cock and Clare's aroused all evening.

She was in cock heaven and joined Clare and I for a night of passionate sex. Two transwoman cocks was a first for her. Clare and I rocked Bay's world last night, and not surprisingly, Bay taught us a few things.

But that was yesterday. This morning brought us a new day; it will be sunny and warm. The Girl Posse crew was off to ski Aspen Highlands. The ski mountain is adored by locals, with trails for every skier's expertise. We arrived at Highlands early to ski and frolic.

It Was a Perfect Morning to Ski

Harper and I took the Exhibition Lift to mid-station, then the Loge Peak chair to the top. Nikki and Willow joined us. As did Olivia and Clare. The six of us spent most of the morning skiing Broadway, Meadows, Wine Ridge, and Upper Robinson trails, over and over. We often could ski right to the chair, which would take us back to the top of the mountain. We spent the morning cruising the Ble trails.

Since it was Heather's first day, Bay helped her get her ski legs, spending their morning skiing off the Thunderbowl lift.

Nikki and Willow joined Harper and me on a few of the Black expert slopes on the Steeplechase section of the mountain. Olivia and Clare stayed on Loge Peak. We all agreed to meet up at the Merry-Go Round for lunch. It was a glorious morning. Harper was by my side all morning. Nikki and Willow were never lagging far behind.

Lunch With Good Friends - Clare Shares Her Perspective.

The Merry-Go-Round restaurant is a fantastic meeting spot. And the grilled burgers are best. The aroma of the burgers cooking outside spreads that enticing smell throughout the upper mountain. Bay and Heather were the first to arrive, finding a group of comfortable Adirondack chairs, followed by Olivia and me, who were next on the scene. Pepper must still be guiding the rest of the crew down the Steeplechase slopes. She texted me that they were going to the Loge Peak summit.

This morning was the first time I had spent this much time with Olivia. And I plan to get to know her better, as the day progresses into evening. She's a hottie, and we've been flirting with each other all morning. She keeps dropping subtle hints about playing the flute. Not to be outdone, I've been just as flirtatious as I have intimate that I love 'eating peaches'. It's been a pleasant morning cruising with Olivia.

The wine was already flowing. And the burgers are delicious. So are the chicken bowls. We spotted our girlfriends cruising down Gunbarrel. They could have been racing. Pepper was still leading the pack, but seemingly caught an edge that enabled Willow to take the lead. As they got closer, Nikki crept ahead. Willow was jokingly not happy.

The Merry-Go-Round is a perfect place to relax and prepare for the afternoon. Still if we stay too long, and the cocktails and the wine keep flowing, we decide to spend the rest of the afternoon skiing off the Exhibition chairlift, finishing up in the Thunderbowl section. The sun in the afternoon on the lower slopes is magnificent.

Bay and Heather lead the way. Olivia and I missed the cutoff to Golden Horn and took the Jerome Bowl down to the Exhibition Lift. The others followed Bay and Heather. It ended up perfect, as Olivia and I shared a quad chair alone back to mid-station. Olivia caressed my flute up the chair lift. My semi-aroused cock made it challenging to disembark the chair at the top. I crashed, and the lift operator had to help me off the snow.

Sometimes I Only Ski for the Après Ski Moments!

We rejoined the group, making their second run down Golden Horn, followed by a third, a fourth, and so on. Ultimately, we made our way to the base, plopping down on the outside tables at the Highlands Alehouse. Willow spotted Matthew, our property manager, sitting with two of his local friends, Bernard and Beatrice. They joined us.

Harper and Pepper sat with Olivia and me. Harper whispered, "Matty spent the afternoon with her and Willow on the hot tub deck." She paused, adding, "And Matty experienced a few firsts!" A little juicy gossip is always fun to hear.

The sun was setting, and it was time to move this party elsewhere. The Posse was beginning to pair off for the evening. Bay and Heather were the first to leave. They said they were headed into town to shop and grab dinner at a stylish trattoria on Main Street.

Matty's friends, Bernard and Beatrice, were the next to leave. Nikki, Willow, and Matty took off too. Wherever they were headed, it wasn't back to the Chalet to change. Nikki told Olivia, "I'll meet you back at the house later."

Olivia giggled, "Ok, Babe, I'm in good hands with Clare!" They exchanged winks! After all, this week was all about sharing and experiencing new things.

Pepper remarked, "Ok, girls, do we want to change for dinner, or I'm just as happy to grill some steaks on the Chalet's deck!"

Olivia promptly replied, "Let's grill the steaks, I'll make a salad with pistachios and goat cheese. I spotted several Cabs on the wine rack. " I chuckled when Olivia said pistachios.

She smiled at me, adding, "I love it when someone pries open each pistachio individually, when they do it's well worth the effort!"

Harper mentioned, "There's fresh shrimp in the fridge. I'll handle the appetizer."

Grinning at Olivia, I cackled, "Then it's peaches and cream for dessert!" Olivia was all smiles. I quickly added, "This has been fun, but let's get going!"

Neither Harper nor Pepper picked up on the exchange between Olivia and me. We loaded our skis onto the SUV and immediately returned to the chalet.

Pepper Enjoys A Little After-Ski Treat!

Clare poured everyone a glass of the Napa Chardonnay and stayed inside to help Olivia with the beet, goat cheese salad. She removed the pistachio shells.

I took over the outdoor grill. Four rib eyes will be perfect. I seasoned them perfectly. Harper peeled and deveined the shrimp and quickly came outside to help me with the grill the shrimp and four rib eyes.

We were all still in our ski clothes, although I had removed my sweater. Being outside only in my white camisole undershirt was a little brisk. I did remove my bra, enabling my nipples to be visible through the thin fabric.

And the exposed nips caught Harper's eyes. She came up behind me and tweaked both nipples with her thumb and fingers. Pushing her chest into my back, she whispered, "Pepper, I have been thinking about your body all day."

I turned to face her, replying, "Harper, my thoughts were more precise. I envisioned your mouth on my cock.

Harper was quick to retort, "Pepper, your hard cock is the perfect appetizer!" She abruptly dropped to her knees, pulling my ski down my thighs as she did. My rock-hard shaft was pulsating in her face.

Reaching out, she squeezed my shaft with both hands, then twirled her tongue around my cock head and across the head of my helmet. Harper then slid her tongue up and down each side of my shaft.

She spoke, "Pepper your cock is gorgeous, it's so smooth and juicy!" She paused, adding, "And you're so hard!"

Her lips felt so good on my cock. I have wanted her mouth on my cock all day. Harper squeezed my shaft, first with two fingers, then three, then with her mouth. She focused on my enormous balls, squeezing one with her lips and the other.

She kissed and pecked her way back up my shaft, running her lips the entire length only to twirl her tongue along the tip of my cockhead. Harper's finger pressure on my lower shaft is now tighter. Her mouth lingers again at the tip of my helmet, and as she lowers her mouth over the head, she inches her way down my shaft. My moans increase in tempo. Harper knows how to suck cock

I pushed cock deeper into her mouth my mouth. She gags raising her mouth off mouth cock, she shakes her head then dive back in, taking more of shaft down her throat. The pulse of my moans increases.

She pushed her head back, looking into my eyes, Harper demanded, "Pepper, I want your cream!" As she releases her grip on my shaft, throbbing cock shoots my load into her mouth. It's more than she can swallow at once, as my cream is oozing out of the sides of her mouth.

Harper gasped at the thickness of my cream. I surprised her with a second spurt; and my cream is now covering her chin.

Clare comes onto the deck to freshen our wine. "Pepper, you need to turn the steaks over. I prefer butter on my steaks!" Harper looks up, and Clare's face hovers over Harper, and she twirls her tongue across Harper's chin to clean my cream off.

Giggling, she adds, "Pepper's cream always tastes good with wine. The salad's ready."

I replied, "The steaks are almost done!"

Harper stood, and we kissed. She held a plate for me to place the rib eyes and the shrimp from the grill. We quickly went inside to eat.

The Napa Cab was delicious. The steaks were cooked just right, and the salad was a perfectly complemented to the meal. I asked Clare, "Do we have dessert?"

Looking at Olivia, she replied, " I do. Olivia is serving her peach in the bedroom!" She paused, extending her hand to Olivia. She added, "Are you ready, Girlfriend? Pepper and Harper will clean up!"

Olivia replied, "Clare, I have been waiting all day!" They stood and held hands, wiggling their gorgeous booties up the stairs to the fifth bedroom.

Grabbing the dirty dishes, Harper stood and remarked, "Pepper, I want your cock as my dessert!"

Dessert is Served - Clare is First

We slipped into the unoccupied bedroom. We didn't expect anyone to join us, but we left the door open anyway. I quickly removed my sweater and camisole undershirt. Olivia moves closer to help me out of my tight ski pants and helps me unhook my sports bra, keeping my red boy shorts on.

Olivia raises her arms over her head to enable me to pull her ski sweater off her upper torso. Her white undershirt was next, revealing her gorgeous boobies to me. Olivia's black lace bra was a little sexy to wear skiing, but too sexy for me to trace the mid-bust underwire seams with my fingers.

Olivia reaches out, holding me at the waist, and we embrace. The room is full of sexual excitement. I kiss her neck with little pecks, and nibbles on her earlobe. Olivia softly moans as I kiss her cheek. I paused momentarily, then kissed her lips softly. My gentle kiss turns into an enthusiastic kiss. She pushes her tongue into my mouth.

I backed away slightly, caressing her face, then brushing her hair out of her eyes. And we both stared into each other's eyes, my hands resting on her hips, we easily unbuttoned her sleek ski pants as she wiggled out, letting the pants drop to her ankles. Her barely-there G-string matched her lace bra.

Olivia is captivating and irresistible.

I kissed my way down her chest to her right breast. With my tongue, I circle the areola, then nibble on her perky nipple, and then twirl my tongue around. Olivia whimpers. Her boobies are so sensitive. I lick my way to her left breast. I nibble, lick, and twirl my tongue all over her chest. Her whimpers increase. I love the feel of bare skin under lace.

My hands are holding her hips, and I trace her hips and waistline with my fingers. As I move down her tight body, kissing and licking her stomach, I am mesmerized by Olivia's taste and smell. She is sensual.

She speaks for the first time. "Clare let's move to bed. I want to cuddle with your naked body."

I instantly reached under her waist with my left arm; with my right arm, I grasped her legs. Olivia flings her arms around my neck and shoulders, lifting her as I carry her to the bed.

Lying her gently on the bed, on her back, Olivia wiggles out of her bra and G-string. She is completely naked and gorgeous. Inviting me to join her, Olivia spreads her legs.

I slide my red boy shorts off, revealing my nakedness. My cock is aroused, bobbling back and forth as I climb into bed, burying my face into her inviting tan and white pussy area. I push my arms under her booty, and I kiss my way to her right inner thigh; more nibbles, more pecks, more kisses. My tongue circles the white tan less path up to her vagina. Olivia moans.

I repeat the tongue journey down her left inner thigh as she moans and wiggles. She pulls my head back towards her pussy. "Don't tease me, Clare, lick me!" One hand holds my head down; The other is rubbing her magic button. Olivia wraps her legs around my waist, holding me in place.

My tongue parts her labia lips. Olivia is wet, and she smells divine. She smells like peaches. I suck her juices out, swallowing as much as I can. Olivia's whimpers quicken, then faster. I took deep breaths blowing warm air into her soaked pussy. She raised her voice slightly between whimpers, , "Clare don't stop teasing!" I didn't. I ran my tongue up and down her labia lips, blowing more warm breath into the soaked area.

Feeling her lower movement pushing her crotch into my face, I teased her with my tongue slowly dancing around her clit with my tongue. She placed both hands directly on my head, pushing me down. With my tongue on her clit, her whimpers turned into louder moans.

All I could hear between moans was Olivia repeatedly saying my name. "Clare, Clare, Clare!"

I was aware that she was getting close, so I continued to lick her clit from side to side. This was always Olivia's preference. Now for the crescendo, I moved my tongue in an infinity motion. Her moans became louder.

Feeling her thighs tighten, I spread with my fingers her labia lips apart. Her body tensed so gently as I pushed two fingers to penetrate her vagina. Her moans quickened, so I knew I had found her G-spot with my fingers. It was becoming her time!

My tongue penetrated her lips, and Olivia screamed. She soaked my face, spurting her juices all over; there was so much fluid that I gagged. I could feel her press my head deeper into her pussy, her body was spasming. I could barely breathe as her thighs pushed against my head. Then, sharply, I could feel her body begin to calm down.

"Clare, I want your cock inside me now!" Her tone was sharp but not demanding. I crawled on top, face to face, she said "Clare fuck me, now!" Her legs were now propped up, and she opened her legs, allowing me to crawl between them. My aroused cock was throbbing. "That's what I want... Now!"

My pulsing cock hovered over her pussy, pushing closer, and my fully aroused tool easily slipped in. I did two quick thrusts to get the rhythm. Olivia wrapped her legs around my midsection, and we matched thrust for thrust. I have no idea how long or how many thrusts. Olivia screamed, "Yes, Clare, Yes, yes!" I continued to thrust now deeper inside her pussy. Her screams subsided, and then abruptly she repeated my name. "Yes, Clare, yes!" She was spent!

I could feel the tense buildup in my own body, as I spurted my cream, driving deeper inside Olivia's pussy. It was my turn to scream! Rolling over, with my cock still deep inside her Olivia rolled with me with her now on top.

Olivia said, "Clare, you are the best of both worlds. Few people, man or woman have ever licked and sucked my pussy better; then you finish me off with your cock deep inside me."

She tilts her head as she leans in to kiss me. I closed my eyes and ran my right hand through her hair once again. I move my mouth toward her right ear, and I whisper to her, "Your pussy is the sweetest thing I have ever tasted, that I have ever been inside, and I love it when you scream my name. You make a wonderful dessert."

"Clare, you make me wet, you make me scream."

As we snuggled, we fell asleep in each other's arms.

Pepper and Harper Clean Up, Then Off to Bed

After we entered my bedroom, Harper spoke, "Pepper, it's time to fuck your snow bunny. Your cock is awesome and right my booty is feeling a bit empty right now!"

We hastily removed our clothes, dropping them into a tangled pile on the bedroom floor.

I did as requested, so I lubed her butthole. Harper assumed the doggie position. I pushed her head and body forward, and she arched her booty into the air. I inserted three fingers inside her, then toyed with her butthole with my hard cock, then rammed my cockhead against her puckered hole until my cock popped deep inside her.

Harper yelped as I pushed hard, and our rhythm was quick and steady. I whimpered. I love fuck boi pussy.

I was in total control.

Harper spoke for the first time, "Take all of me, Pepper. I want you deep inside me."

With each thrust, she wiggled her ass, pushing back onto my cock. She twerked as best she knew how and she wanted all of my cock.

Her cock was flopping from side to side then up and down moving wildly as I smashed her butthole. My cock with each thrust went deeper and deeper inside her. Her whines turned to sighs, then louder squeals, then steadier moans.

She whispered. "I need this." I pushed deeper. She cried out in pain. She screamed, "Keep fucking me, Pepper. " I found her p-spot. I kept pressing my cock against that elusive spot.

I spoke, "Can you take my shaft deeper, Harper? I know you want it deeper!" She pushed her upper body downward forcing her ass back into me.

"Fuck me harder, harder, deeper Pepper. I need it deeper." She was my rag doll.

The more she yelled, the harder and faster I fucked her ass.

I gave her one last thrust and shot my load; I felt her shiver as she did, and she fell forward. I could feel my cock throbbing in her ass, and I felt the quiver in her body.

Hercock was now ready to burst, too. She ejaculated all over the bed and her stomach, and she fell forward onto the bed, with my weight pushing her down. I rolled over onto my back. Harper cuddled beside me. I held her in my arms.

She whispered, "Pepper, I want to fuck you, but I need some time to recover."

I squeezed her tightly. We fell asleep.

Noises Coming From The Hallway

The Party girls had returned. Bay and Heather were back first. I overheard them talking about the heavy snowfall. Hopefully, we'll have some fresh powder in the morning. If so, Snowmass will be perfect. Bay and Heather's voices died down. I'm sure they found accommodations to sleep together. Well, ultimately, to sleep anyway.

Eventually, Nikki and Willow returned, too. I'm not sure when, but it was late. I hope they are game to ski the fresh powder.

To be continued in the 'Girl Posse Ski Aspen - Day Three'- It's the natural progression. Unfortunately, Day Three is still a work in progress and most likely wont be finished on time. Skip to Day 4, and the storyline will be fine.

"The hardest thing is to get started, but the really hardest thing is to finish." ~ Yogi Berra is a famous American sports philosopher known for his witticisms.

This story has been submitted for the "YAY TEAM 2025" challenge. The Girl Posse is my Team!

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