Dating Aria: Love in the Cheer Zone

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A tantalizing tale: MILF queen and her cheerleading flame.
3.8k words
4.62
6.3k
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Part 6 of the 10 part series

Updated 12/30/2023
Created 02/01/2023
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Dating Aria: Love in the Cheer Zone

- 6 -

Aria goes back to the squad and gets her post-game MILF reward.

After a grueling Pilates class last night, I considered skipping my Tuesday morning workout session with Natalia, my no-nonsense personal trainer. However, I knew she wouldn't let me off the hook so easily, and sure enough, she insisted I show up. As I entered the gym, the unmistakable scent of sweat and iron filled my nostrils, and my determination wavered. But I reminded myself of my commitment to taking care of my body and impressing my new girlfriend, Aria.

Aria embodies the classic teenage persona with her endless texts and heart-stopping selfies. However, last night's Facetime call was cut short when her mother suddenly interrupted, leaving us both in a state of panic. Luckily, this morning brought reassurance and a selfie of Aria's radiant smile, which I couldn't resist sharing with my friend Natalia.

Agreeing with Natalia on how cute Aria looked, I felt a stronger urge to impress the teen. So, I asked Natalia to capture me doing side leg lifts on the yoga mat, hoping to show off my flexibility and strength to Aria. In my trusty orange jumpsuit, I felt like a busty goddess, accentuating my curves and channeling my inner 80s superhero. Despite the soreness, I was determined to give Aria a glimpse of my best self. The anticipation of seeing her reaction was enough to keep me going.

As soon as we hit send, a flood of fire and heart emojis from Aria validated my impulsive decision to show off my workout to her. Natalia couldn't resist teasing me about using proper grammar, but who needs that when you have emojis and inside jokes? Still, she wasn't impressed and hoped Aria wasn't as emoji-crazy in real life as she seemed to be in texts.

The clang of weights and the grunts of fellow gym-goers almost made me not hear the call coming in right at the end of our session. "Is it the fire emoji girl?" she asked with a smirk. I couldn't help but laugh at her nickname for Aria as I answered the call, eager to hear what she had to tell me.

Aria's voice came through the line, filled with excitement as she shared the news. The cheerleading squad had asked her to perform again after a two-year hiatus. I promised to be there to cheer her on, my mind already picturing her high kicks and perfectly synchronized moves. Aria had always been cute, but seeing her like this would be a whole new level of sexy. I was already anticipating the game, eager to catch a glimpse of my gorgeous girlfriend in all her glory.

My excitement was infectious as I shared the news of Aria's upcoming cheerleading performance. "You're going to see Fire Emoji Girl in action!" she exclaimed. "I knew something great had happened in your life the moment I saw you this morning!" Her words made me feel even more special, but then her expression turned nostalgic. "That takes me back. I used to cheer in college, but I started at Sunny High actually," she revealed, the name of Aria's current high school rolling off her tongue. I did a double-take. "Wait, what? Aria goes to Sunny High," I said, realizing the coincidence. Natalia's face lit up with recognition. "Oh, really? Well, let's just say it was a long time ago when I was cheering for the Sharks," she said with a sly grin, emphasizing the age difference between her and Aria. My heart skipped a beat at the thought of Natalia and Aria both being cheerleaders, albeit at different times.

Natalia chortled as she reminisced about her cheerleading mishap. "I remember this one time during a Sunny High football game, I was lifting up my flyer when her shoe flew off and landed right in the middle of the court! It was hilarious!" We both laughed, but then I glanced at my watch and realized I was running behind schedule for my dermatologist appointment. "Thanks for the workout," I said, feeling rushed as she made me promise to keep her posted on the Sharks' progress.

I sprinted out of the gym and dashed to the clinic, the sound of my squeaking sneakers echoing against the sterile floor. The scent of antiseptic filled my nose as I walked into the waiting room, feeling like a sore thumb in my bright orange jumpsuit. But I quipped to myself, "Who needs designer clothes when you've got flawless skin?"

For the past several years, I had been seeing Dr. Nguyen for regular check-ups and a range of skincare treatments. Her personalized approach, from chemical peels to microdermabrasion, had truly become my secret weapon against aging. I always left her office feeling rejuvenated and glowing with confidence. As usual, Dr. Nguyen greeted me with a warm smile and complimented me on my youthful look. She asked me if I was doing anything different, and after some thought, I simply said no. But I couldn't help but wonder if the excitement of dating Aria was perhaps contributing to my refreshed appearance.

After my appointment, it was time for work. Entering my bustling salon, I weaved through the crowds of stylists and clients, feeling right at home in the midst of the chaos. But as I approached my back office, I noticed Sarah and Jen in a heated argument. Sarah accused Jen of stealing her client, while Jen insisted it was a mistake. I intervened with a calm yet commanding presence, diffusing the situation and restoring order to the salon. Betty, one of the senior stylists, gave me a grateful hug, whispering in my ear that I was the queen bee of the hive. I felt satisfied at having resolved the issue and went about happily checking off all the items on my to-do list so I can make it home with time to change.

My excitement for the big game continued to build. I knew I had to look and feel my best when cheering on my fire emoji girl. After work, I made a beeline for my closet, determined to find the perfect outfit to match my excitement. I frantically searched through my clothes until I remembered my daughter's old room. Running inside, I dug through her closet until I found it: a faded blue vintage Sunny High school t-shirt. It was just the right mix of playful and sexy. Slipping into it, I couldn't help but admire how it hugged my curves just right. I paired it with my favorite jeans and a trusty black La Perla bra, feeling the soft fabric against my skin and enjoying the perfect lift and support it provided. Admiring my reflection, I felt confident and ready to cheer my heart out.

As luck would have it, I found myself caught in a nightmarish traffic jam, making it increasingly unlikely that I would arrive at the game on time. My heart raced with a mix of excitement and anxiety as I clenched my fists on the steering wheel, pushing the gas pedal to the floor and weaving through the dense traffic towards the stadium.

As I finally made my way through the stands, the sound of cheers and drums filled my ears. Despite Sunny High being behind in the score, the fans showed no sign of giving up hope. Their cheers grew louder, and they waved their banners with even more fervor.

Meanwhile, Aria and her squad continued to perform their stunts and cheers with an unwavering spirit. Despite the pressure, they never faltered and their movements were sharp and synchronized. Every time they nailed a stunt or executed a perfect cheer, the crowd erupted into wild applause. It was clear that these girls weren't just performing for the score; they were performing for the love of the game and the thrill of the performance.

When things finally came to a close, I hurried down to the field, scanning the sea of people for Aria. My heart raced with anticipation until I finally spotted her jogging towards me with a radiant smile on her face. I could feel the warmth of her body as she drew closer, her high ponytail swishing from side to side and her white and maroon cheer uniform hugging her body like a second skin. I couldn't help but let out a low whistle at the sight of her.

As she reached me, she threw her arms around my neck and squeezed me tightly. I inhaled her scent, a mix of sweat and perfume, and relished in the feel of her slender body pressed against mine.

"Hey there, my favorite cheerleader," I said teasingly, returning her embrace.

Aria laughed and pulled away slightly, her eyes sparkling. "You know I'm your only cheerleader, right?"

I shrugged nonchalantly. "That doesn't mean you're not my favorite. You were amazing out there."

"You were amazing out there too, looking slay and cheering louder than anyone else!" Aria said.

"Oh you heard?" I blushed.

"I'm sorry we lost. I feel like I dragged you out here for nothing," Aria said, her expression turning apologetic.

I shook my head, not wanting her to feel bad. "Girl, please, I loved watching you perform. You were the best part of the game," I said, and meant every word.

Aria's eyes shone with amusement as she teased me, "You were fashionably late too."

I rolled my eyes playfully. "Better late than never, honey. I'm a busy woman," I said, making light of my tardiness.

"Uh-huh," she replied, bumping her elbow against mine.

"I'll be sure to make it up to you later, my beautiful cheerleader," I said, giving her a wink.

In the background, I could hear the booming drums and blaring horns of the marching band winding down, the cheers of the die-hard fans, and the bustle of the cleaning crew as they prepared the field for a future game.

"Now come, it's time for me to introduce you to the team," she said, ushering me forward.

Aria beamed as she proudly introduced me to the cheerleaders as her "boo". Some eyed us skeptically while others welcomed us with open arms. The party girls showered me with compliments and high fives, while the nerdy ones inquired about my hobbies and job. The sporty lesbians gave me a nod of approval, making me feel like part of their exclusive club.

I tried to connect with each group, but one girl, Kendra, stood out with her captivating confidence and jet-black hair. Her toned muscles were highlighted by her well-fitted cheerleading uniform, and her red lip gloss made you just want to move in and kiss her. As she spoke passionately about the sport, sharing intricate details about the formations and precise timing required for each move, I couldn't help but make a playful comment, "Aria isn't nearly as devoted as you." Kendra raised an eyebrow and asked, "Oh, really? What makes you say that?"

"Well for starters, she hasn't cheered in two years from what I understand," I replied with conviction.

"Yeah, I know. That's practically ancient history in cheerleading time," she says, shaking her head. "I'm impressed that she's even attempting to come back after such a long break."

"Yeah, but even with cobwebs on her Adidas cheer shoes, Aria still shines," I said with a grin as Aria approached us.

"So, how long have you two been...a thing?" Kendra asked, raising an eyebrow.

I tried to play it cool. "Not long, but it feels like forever," I said with a smile.

Aria looked a little suspicious at Kendra's teasing, but she quickly regained her composure. "I see you've met Kendra, the queen of cheerleading," she said, introducing us.

"Indeed I have. Kendra's dedication and skills are truly impressive," I said, hoping to smooth things over.

"This is my girlfriend, by the way," she said to Kendra, gesturing to me.

Kendra gave me an appraising look. "Yeah, i thought as much. Wow, Aria...you really know how to pick 'em," she said with a playful grin.

Aria looked at Kendra, rolling her eyes. "Can we catch up later? I want to show Sophie around," she said, putting her arm around me.

"Yeah, no problem," Kendra said with a smile. "I have some stuff to take care of anyway. Catch you later, lovebirds."

As Kendra walked away, Aria turned to me. "Sorry about her, she can be a bit much sometimes," she said with a laugh.

"It's all good," I replied, smiling. "How about you go grab your stuff and we can get out of here?"

As Aria rushed off to grab her things, I found myself face to face with her Spanish teacher, Ms. Barrios, again. She started gushing about how well Aria did on her make-up assignment and I couldn't help but feel a sense of pride knowing that I had helped her improve her oral skills so much and so fast.

As we discussed Aria's academic aspirations, Ms. Barrios's gaze lingered on my shirt. "It's been ages since I've seen that old school shirt," she said, eyeing the fabric.

"It's actually my daughter's old shirt," I said, feeling nostalgic.

"Your daughter?" Ms. Barrios asked, curious.

Oops. "She graduated in 2010," I replied, bracing myself for a reaction.

"Wow! You look great for having a daughter that age," she commented, taking note of my missing wedding ring.

"Thanks, it's all thanks to my skincare routine," I said with a smile, adding, "Oh, I'm divorced."

"Well whatever it is you're doing to help her, it's really making a difference," she said, turning the subject back to Aria's academics.

"And there she finally is!" I called out just as Aria sauntered over, her arms full of books and cheer gear.

"Can you give me a ride home tonight, babe?" she asked, before quickly rephrasing herself when she notices who I am having a conversation with. "Oh, I mean, hey Mom, I'm ready to go," she said, catching on to the situation.

Ms. Barrios suggested I join the PTA, prompting Aria to tease me about it. "You'd be a natural," she said, prodding me.

I hesitated, but eventually agreed to attend a meeting if my schedule allowed. Ms. Barrios couldn't help but comment on our dynamic before walking away. "You two are so cute together," she said, still not knowing our true relationship. I couldn't help but feel a pang of guilt as I smiled and nodded along.

It was a close call, and I couldn't help but feel grateful that Aria caught on quickly. And it was nice to hear about Aria's recent academic achievements.

"I heard you did amazing on your assignments today! I'm so proud of you," I beamed.

"Thanks, babe! You know what you promised me if I did well, right?" she teased, a mischievous glint in her eye.

"I don't recall making any promises," I replied playfully.

She leaned in for a kiss, but I pulled back slightly, wary of our surroundings. "Careful now, we don't want to get caught by Ms. Barrios," I warned.

Aria rolled her eyes and sighed, "You're always so cautious."

"I just don't want to risk it," I said, trying to reason with her.

She pouted slightly, "You can be so boring sometimes," she whined, clearly frustrated with my cautiousness.

"Hey, someone has to be the responsible one in this relationship. And let's be real, we both know it's not going to be you." I said, trying to assert my authority.

"We'll see about that, boss lady," the teen said accompanied by a wink or a smirk.

"Well you don't want me to be all booked up until your next report card comes in," I threatened.

Aria rolls her eyes. "You know you can't resist me for that long," she says, leaning in closer to me. "But I'll make sure to keep up my grades anyway, just to keep you on your toes and those boobs in my mouth."

As we strolled towards my car, I noticed "The Great Gatsby" on top of the books Aria was carrying.

"Need a hand with those?" I asked, adding, "What do you think of it so far?"

"Just got it. Supposed to start reading it tonight," she replied.

"It can be a slow burn, but it's worth it in the end. You'll see," I encouraged.

"I don't have the patience for reading," Aria replied, her tone bordering on whiny. "Can't we just watch the movie instead?"

"A movie won't cut it this time," I snickered at Aria's persistence. "Trust me, the book will change your mind."

Aria huffed, but handed me the books, letting me carry the weight as we headed towards the car. "Why did you park so far away? I'm beat from cheering at the game," she complained, her entitled tone creeping in.

In reality, I had parked the car strategically far from the school with a mischievous plan in mind. Any woman with a bit of daring would do the same if they were dating someone as stunning as Aria, starlet of the cheer squad. As soon as I opened the back door, she had already figured out my plan and was clearly ready to have some fun.

"Best post-game ever!" she exclaimed, bouncing into my backseat. I joined her, feeling the rush of our forbidden rendezvous. Admiring her beauty in her cheer outfit, I surveyed the surroundings, ensuring privacy. The thrill was irresistible. I kept the engine and lights off to avoid attention.

"It's OK, the parking lot is poorly lit," I reassured her with a smile.

"Not that, it's so fucking hot in here," Aria said, scrunching up her nose.

The Florida heat was indeed suffocating and Aria worried more about sweat than being caught.

"Smells like teen spirit to me," I joked, trying to lighten the mood.

It was indeed going to be a hot and steamy session inside my Escalade. I was dying to get out of my tight jeans, and the vintage school shirt was clinging to me like a second skin. Thankfully, the observant cheerleader swooped in and skillfully stripped me down without even mussing up her own team uniform.

Her eyes lit up when she saw my MILF pussy on display for her -- and boy, did she go in for the feast! She lapped up every drop with gusto, making sure to savor every inch of me with her tongue. Her moans echoed through the vehicle as if she were cheering me on the field and I was more than happy to enjoy multiple orgasms thanks to her mighty tongue work. My girl had certainly worked up quite an appetite! Ah, cougar problems.

We quickly swapped positions and I nestled up right next to her. My hand instinctively dove under her cheerleading skirt and panties. Just as the intensity rose, however, a set of flickering headlights cut through the inky night. We both peered out the window to find a school security car rolling closer and closer to my SUV.

I continued to drive her wild with pleasure, until an explosive orgasm surged through her body in my palm. Knowing our time was up, I issued a desperate plea: "Go to the driver's seat!" My hand ripped away from under her panties as I thrust her into the front seat in a flurry of fear.

"Umm..I can't drive?" Aria laughed nervously, still recovering from the strong O.

"Just step on the gas and start the engine!" I instructed but Aria couldn't start the car right away.

Then, just as the school security guard approached our car, the engine suddenly roared to life, and Aria lowered her window with a wide grin.

"Oops! Sorry about that. I was just catching up with my bestie," she explained, flashing her glistening mouth full of my pussy juice.

The guard looked a bit suspicious, wondering why she had parked so far from the entrance. Aria quickly offered an excuse, "I've been at school all day and was trying to get some extra exercise by walking," she said with a shimmering, sweet smile.

"Alright then, take care," he replied with a knowing wink before walking away. Meanwhile, I was in the back, anxiously praying to every God I could think of, in my undressed state.

"Do you still want me behind the wheel?" Aria jokes.

"No way," I laughed, "I'm not taking any more chances. Let me get us home safely."

As I stretched and pulled the Sunny High shirt down over my head, the fabric gave way with a loud rip. My heart sank as I realized there was a large tear on the right side, exposing my side boob to the world. Aria couldn't help but burst out laughing, teasing me with a reference to the previous day's wardrobe malfunction in her classroom. "Two strikes!" she exclaimed, still giggling.

Despite the rollercoaster of emotions that the night had brought, we found comfort in our love for each other and cherished these moments together. And Aria sure didn't mind an eye-ful as I drove her home.

"Hope you enjoyed your treat for being such an awesome cheerleader!" I said, dropping her off.

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