Dating Aria: Great Sleepover Scheme

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Will Sophia & Aria's sneaky sleepover plans work?
3.6k words
4.64
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12

Part 3 of the 10 part series

Updated 12/30/2023
Created 02/01/2023
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Dating Aria

-3-

The Great Sleepover Scheme

It's Saturday and the third date for the age gap couple is a tangled web of shopping, missions and midnight masquerades.

I stumbled into work this morning looking like a mess, but my team had no clue as to why my disheveled state - a wild night with my new teenage lover Aria. The memory of almost getting caught by her mom still sends shivers down my spine, but it just adds to the excitement of our forbidden romance. But as thrilling as it is, it's also causing major distractions at work - I forgot to process payroll yesterday and my staff is not happy. Oops! I can't help but wonder if this relationship with Aria is just lust or something more. She's young, but she's got a hold on me and I can't stop thinking about her.

As I attempt to concentrate, my mind keeps wandering back to her. Her constant flirtatious messages and suggestions for future plans isn't helping the situation. Eventually, we settled to meet by the koi fish pond at the big mall later today. This forbidden affair has me questioning everything I thought I knew, yet I crave whatever it could bring. Now back to reality.

Today was hectic. Payroll done, check. Salon running smoothly for the rest of the weekend, check. Botox appointment done, check. Painkillers taken, check. Nail and hair styled, check. Shopping date with Aria, check. I was determined to have it all, even if it meant looking like a swollen, rainbow-nailed, hot mess. But hey, at least I was a stylish hot mess.

Despite my crazy schedule and battling through heavy traffic, I arrived at the mall just in time. My gaze quickly fell upon Aria, who stood out amidst the crowded chaos with her bold fashion sense of tight ripped jeans, checkered sneakers, and a daring braless crop top. As I approached her, I couldn't help but chuckle at the stark contrast between her relaxed and carefree appearance and my polished and sophisticated outfit of beige high-waisted tailored pants and a cream silk blouse. But as soon as our eyes met, all fashion comparisons faded away and I was left captivated by her.

"Hello gorgeous," she greeted with a playful smirk, her eyes twinkling with delight.

We embraced each other tightly, and it was a win that her phone didn't fall from her hands and go for a swim in the koi pond. It wouldn't have made it out alive!

"Where were these hiding last night?" she playfully quipped, admiring my expertly manicured nails.

"Just got them done. Now I match the pride flag in your room," I said with a wink.

She gave me a confused look, "Wait, I thought we were going to your place tonight?"

"Oh, we are...Nevermind," I disregard the awkward moment of confusion.

After a quick peck on the lips, we dove into shopping mode. "Let's shop till we drop!" I exclaimed as we walked into Tiffany's. I had a pre-pandemic item still waiting for pickup and also thought it would be nice to upgrade Aria's fashion jewelry game. Nothing too fancy, it's only our third date after all. But I had my eyes on a classic silver heart-shaped pendant. The sales associate welcomed me with a warm "Hey! Good to see you again!" and couldn't help but mistake Aria and me for mother and daughter. Aria rolled her eyes and cuddled into my chest. She looked up at me with a playful grin and I kissed her forehead.

I showed Aria the pendant and said, "A little late birthday gift for you." She loved it and the sales associate complimented it as well. "Sterling silver and 18 karat rose gold," she informed us. "Sterling silver and rose gold, just like our love!" Aria cleverly responded. "Eighteen, just like you!" I added, teasingly. I asked Aria if she liked it and she said she loved it, however, she hesitated to accept the gift. I convinced her to take it and put it on right away and then she turned ecstatic.

"This is so mood. I fucking love it!" Aria noted. She couldn't stop admiring how it looked on her and I couldn't stop admiring her. With a firm grip on her hand, I led Aria out of Tiffany's, "Time for the next stop," I whispered in her ear.

We sauntered next into an Italian designer boutique filled with steamy lingerie, the air thick with anticipation. As we browsed through the selections, the thought crossed my mind that we looked more like a doting parent assisting their daughter in choosing something seductive to captivate her partner, rather than a couple selecting something to tantalize one another. But the vibe soon changed.

"Look at these!" Arial playfully shouted as she held up a pair of Brazilian briefs. "These match you down there!"

"Yes! They're a must-have," I playfully replied as she tossed them to me.

Aria was truly in her zone making a TikTok video showcasing the endless options of underwear before her, seeking the opinions of her followers on which pair to choose. I, on the other hand, was in a serious search for something that would look great on her tonight. I was not used to shopping for someone so lanky so I needed a professional's touch to pick out the perfect pieces and make her feel like the runway model she could be, if she were only a little bit taller.

An authentically Italian associate led me to a few garter belts, the most risqué attire in the store. I also found a bronze silk satin slip and a daring bodysuit, perfect for our sleepover tonight. The price tag made me do a double take, but it was too late, I had to see it on her. Aria tried on everything with great success, including the bodysuit, which even got the saleswoman's approval.

Then we hit MAC where we giggled like schoolgirls as we swatched every shade of lipstick and eye shadow, trying to find the perfect colors to complement our outfits. "Baby, come over here and try this on," I said, handing her the brush. Aria hesitantly took the brush and started to apply the blush to her cheek. She wasn't used to wearing much makeup, and she wasn't sure if she was doing it right. Noticing Aria's hesitation, I encouraged her, "Don't worry, darling, just go for it!"

Aria started to apply the blush with a little more confidence, but as she was about to put the brush back down, she suddenly tripped and stumbled forward, sending the brush flying across the store and leaving a bright pink streak on my cheek. Everyone in the store turned to look at us, and I burst out laughing. "Well, at least now we know this shade is long-lasting," I said, giggling. We both left the store with pink cheeks and big smiles to continue our shopping date.

It wasn't long for hunger to strike, so we sauntered into the sushi restaurant, feeling like celebrities on a shopping spree. We had bags upon bags of designer clothes and makeup, and our stomachs were rumbling with appetite. As we settled into our booth and perused the menu, I noticed heads turning in our direction - and it wasn't just because of the aroma of the fresh sushi rolls. People were probably wondering what this confident, curvy boss lady was doing with a sweet young thing like Aria.

"Finally, some sushi," Aria exclaimed. It brought a smile to my face as I remembered the first night we talked, and she mentioned sushi was one of her favorites. "Looks like we have good taste in food too," I said, ready to indulge. Then I hear a familiar voice say "Well, well, well, if it isn't Sophia!" I look up to see my realtor friend, Karen, standing before us with a big grin on her face. I freeze up, feeling a mix of nerves and embarrassment at being caught in public with this much younger girl. But Karen doesn't seem to mind the age difference, in fact, she leans in and playfully whispers, "Don't worry, your secret's safe with me. I won't tell a soul about your, ahem, 'acquired taste' in sushi companions." The tension dissipates and she quickly leaves us to it.

The food was a total hit, and after Aria got some more content for her TikTok, we quickly grabbed our bags and hightailed it out. It was time to bid the mall adieu and move on to the next adventure. As we briskly strolled to my car, our hands entwined, we were unfazed by the opinions of others. All that mattered was that Aria would be looking smokin' hot that evening, and I'd be one lucky woman.

The plan for tonight was simple: Aria would tell her mom she was sleeping over at her bff's Maddie's, but in reality, we were headed to my place, of course. To cover our tracks, Aria planned to FaceTime her mom from Maddie's house. However, upon arriving at her friend's posh but empty house, Aria's plan went awry, leaving her in a state of panic. She tried to track down Maddie without any luck. This was my first experience with an upset Aria. But, being quick on my feet, I came up with a Plan B: Aria could FaceTime from my house and pretend she was still at Maddie's. One snag, Aria's mom Monica was familiar with Maddie's house. So this would not be foolproof, but still worth a shot I thought.

"Don't stress, baby, we'll conquer this together," I soothed Aria, who was near to tears.

"I feel like such a mess," she sighed.

"Nonsense, it's just a minor hiccup," I comforted the teen, rubbing her arm.

"I just wish we didn't have to hide our love," she pined.

"I feel ya, but the world isn't quite ready for us yet. We just have to be a little more creative. After all, we can't let a little challenge stop us," I said with a reassuring smile.

Then it hit me. "What about Britney? Can she help us out?" I asked Aria, who responded, "No way, she's too much drama." But I persisted and she caved, texting Britney for help. Within minutes, we were at Britney's house which was conveniently in Aria's neighborhood. Aria made it clear that she and Britney didn't date and that comment the girl made the other day is just part of Britney's track record of being idiotic. She says stupid shit all the time. I figured as much. I did feel bad that we were stuck having to rely on this girl in this situation, but hey, what are frenemies for?

Things got heated when they saw each other, with Britney accusing Aria of hurting her and what not. Aria apologized, but Britney was having none of it. As I stood there, observing the altercation, I couldn't shake the feeling that I was somehow responsible for the dramatic turn of events, despite being in the dark about what was truly going on. Nevertheless, my job was to remind them of our little Plan C: calling Aria's mom.

Aria executed the fake story as planned and FaceTimed her mom, with Britney seamlessly playing along. To everyone's surprise, Britney's parents even popped in unexpectedly making a cameo to say hello, which further allayed any concerns Aria's mother may have had of her daughter b/s'ing her about the sleepover tonight.

With our mission successful, Aria praised me with a high-five and a joyful "You're a genius, Sophia!" before running off to go pee. I was left with Britney and her parents, who did recognize me from the other day when we were seated next to each other at the restaurant.

"Must be all the sake we just drank," I quipped at Aria's sudden disappearance.

"I have no idea what you see in her," Britney said to me emotionlessly.

I shrugged off Britney's comments and didn't argue my feelings for Aria. Her parents saw the tension and knew I was in love.

"Your blouse is amazing!" Britney's mom complimented, while her daughter's eyes remained fixed, unimpressed.

"Thank you! It's a luxurious 100% silk piece I acquired on a trip to Europe a few years ago, back when traveling was still effortless," I boasted with a smile.

"Oh, Europe. How fancy," Britney sneered.

"It sounds like Sophia had a great trip," her dad said.

"Yes, Europe was quite the adventure," I smiled, trying to steer the conversation away from Britney's negativity. "I loved soaking up the sun in St. Tropez."

"You know she's still in high school?" Britney asked

"Yes, I am aware. I drop her off in the mornings," I replied with a smirk, exaggerating our relationship.

"Wow, must be nice to have a sugar momma," Britney quipped.

Her mom gave Britney a stern look and said, "Let's not use that kind of language, it's not appropriate."

"I prefer cougar, thanks." I replied.

"Looks like you've had more work done than a construction site," the teenager sneered.

"Well, at least I'll age gracefully like a vintage bottle of wine, unlike you who'll be a flat and expired can of soda," I retorted, causing a collective gasp from everyone present.

Just then, Aria returned, rescuing me from any further snide comments from Britney and the awkward conversation with her parents. We quickly made our exit and headed to my place for a cozy sleepover.

"That was tough. Don't leave me like that again," I breathed out in relief to Aria.

"Sorry, nature called," Aria shrugged.

"Next time no sake before a mission," I chuckled.

"Incredible, right? Britney's parents endorsing me like that? The mission was a straight-up success," Aria smirked.

"They were probably clueless," I said, "but it's probably for the best that we keep some distance from Britney. She's probably feeling pretty envious right now."

"Yeah, you're right," Aria agreed. "But I can't deny this whole drama was on me, but I'm just hype we made it work."

As we finally arrived at my pad, a rush of excitement washed over me. We had accomplished our goal of being together without sneaking in or having momma bear around. I proudly welcomed Aria in and gave her a tour of my cozy yet well-appointed home. Aria's eyes widened as she stumbled upon some old photos of me from the 1980s. She giggled at the sight of my wild hairstyles and funky fashion choices from the era. I commented on how much technology has changed the world and how kids these days can't imagine a life without instant gratification.

The irony wasn't lost on me when Aria ecstatically entered the master bedroom, embodying the epitome of instant gratification. She exclaimed, "Now this is the real showstopper." I playfully responded, "Welcome to Sophia's lair, my love." Her eyes lit up as she took in my room. "Dude, this place is so much sicker and way cleaner than mine!" she exclaimed. "Why didn't we come here before?" she queried, arching an eyebrow. "Oh, the fleeting memory of youth," I replied. "Your mom was at Costco, remember, dude?" I added with a grin.

"I can't wait to tear off all your clothes," she teased with a naughty grin before pressing her lips to mine and launching us both into an exciting night of passion. However, tonight we had all the time in the world to explore each other's bodies and learn the secrets that belonged only to us. And after a long day of running around, this beautiful girl and this sexy MILF were definitely ready for some serious fun.

"Welcome to the big leagues," I snickered.

"I've been dreaming about this forever!" she giggled in delight with the sight of her busty lover.

I asked Aria to dig through the bags and find the sexiest item to model for me. I stripped down to my black bra and panties as I impatiently awaited her return, every nerve alight with anticipation. As Sade's soulful melodies filled the room, I watched my love transform before my eyes. She emerged in a white, garter-belt corset that criss-crossed up her back and over the curve of her small, perky breasts. I couldn't help but admire her beauty. I felt like I was in a romantic movie, and I couldn't be more smitten. The Italian saleswoman who helped us pick out this lingerie would be so proud to see us now. As the fabric fell from her fingers, she smiled at me and shook her hips. My breath caught in my throat.

"I looove the music!" she exclaimed.

"Oh yeah? This is like my old photos...from the 80's, way before your time," I teased.

"I don't care, I love it. Just like I love you," she giggled, wrapping her arms around me.

"I guess I'm just a blast from the past," I laughed, tightly hugging her back so she gets the sense of the size of my breasts.

We clung together, our skin aching to explore each other. When our lips connected, a spark of electricity ran through my body. I felt a warmth growing inside me as my desire stirred. Tonight was special; we wanted to take things slow. We had the luxury of having the whole night to ourselves under my roof.

I felt her heart beating as I held her, each kiss amplifying our connection. I knew this night would be a firestorm of pleasure that neither of us would ever forget. Indeed, I couldn't believe I was here, with her in my arms. She was so beautiful I just stared at her body, entranced by her youthful beauty.

"I'm on cloud nine!" she cheered, as I grinned and took her hand, leading her towards the bed.

I explored her body with gentle kisses, eager to make all of her dreams come true. I could feel my heart flutter as her soft moans filled the air. It wasn't long before we started really going at it. She slid down my underwear, put my massive boob in her mouth, and stuck her finger into my pussy to finger bang me. She then moved her tongue down to my wet pussy to lap it up like the hungry girl she was.

I moved my body between her thighs and licked the juices of her arousal. Then, I found myself on top again, bouncing up and down her face as her hands gripped my butt cheeks firmly and held me in place. Her mouth savored my wildness as I rocked against her, building my pleasure until I was lost in a sea of blissful sensations. With every thrust, the muscles of my thighs burned with the effort, but I was too lost to care. Her tongue unleashed a flurry of sparks up my spine until I could no longer hold back and I let out a loud moan as I reached the peak of my pleasure. When it was over, I collapsed onto the bed, an exhausted mess, muttering "Who needs Pilates?" to myself.

We paused from the hot sex to catch our breath and take time to take stock of the shopping acquisitions. "Is there anything else you'd like to try?" I inquired, glancing over my multitude of bags. Her answer was instant and clear, "Ass." I reveled in her boldness and wasted no time to get down on all fours. She wasted no time either and eagerly nuzzled my behind, pushing her face firmly against my cheeks as I pushed into her with encouragement.

Aria was devouring my ass, her tongue darting in and out as I let out soft yet passionate moans. She hissed, and her eyes rolled closed with pleasure. Then Aria's phone suddenly lit up and to my astonishment she answered a video call from her BFF Maddie right then and there.

"Hey girl! Where have you been? We went to your place and you were nowhere to be found!" she shouted, her luscious lips still glistening from my arousal.

I cleared my throat, my voice firm as I tried to take back the power in the room. "O. M. G. Excuse me! Wait a sec, weren't we in the middle of something here?"

"Hey bestie, you're never gonna guess who I'm in bed with right now!" Aria continued as she winked at the camera.

Although I wanted to remind Aria to keep her personal and sex life separate, my heart skipped a beat when I heard her introduce me as her girlfriend to Maddie. Despite my embarrassment when Aria pointed the camera at me, I shyly waved, holding the bed sheet to cover my chest. It was clear that phones had no place in the bedroom, especially with a girlfriend who was always easily distracted. After their call ended, I took Aria's phone and went out to place it on the kitchen counter, giving her a strict rule: no phones allowed in the bedroom. Especially in the middle of eating my ass out!

Distractions aside, we straddled up again, this time ready to scissor. I grabbed her hips and pulled her closer as we both felt our breathing intensify. Our bodies moved in perfect synchrony, rapidly increasing in intensity until nothing mattered but the pleasure between us. She moaned and gasped as I got harder and deeper, pushing us both to the brink of ecstasy.

Finally, all at once, we both reached a powerful climax. Our bodies still trembling from pleasure, we laughed and kissed and shared in a moment of pure euphoria.

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