Dating Aria: Sneaking in Sneakers

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Sophia finds herself sneaking into Aria's room.
4.4k words
4.7
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14

Part 2 of the 10 part series

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

- 2 -

Sneaking In Sneakers

Sophia's relationship with Aria hits new levels on their second date on Friday.

I was ecstatic as I rushed around my salon, setting up last minute appointments and prepping orders of supplies. It was hectic like most Fridays, but that was just the way I liked it. Yet, my thoughts kept going back to my anticipated date with my unexpected dating app teenybopper match Aria. Last night, we set a time to meet up today but not a place. I found myself constantly checking my phone, waiting for her to text me with where she wanted to go for the evening. But just as I was starting to panic, Aria's text came through saying she wanted to meet at this trendy outdoor restaurant by the water.

A thrill shot through me as I imagined us sitting side by side, watching the sun set over the water while we talked and laughed with ease. As I raced to finish my day, all I wanted was for it to be time for our date already. I had to force myself to stay calm as I rushed out of the salon. I jogged to my car and threw my bag in the backseat, quickly applying a layer of shimmery lipstick before I sped away. I was so eager to get to my date, but I was even more excited by the thought of impressing her.

I drove up to the restaurant on the edge of the waterfront and immediately noticed Aria- with her endless beauty- sitting outside, blowing bubbles with her bubblegum and scrolling diligently through her phone. It was five o'clock sharp- she hadn't been waiting too long, thankfully. I could only hope she spent her day eagerly counting down the minutes until we'd come together too.

My swagger intensified as I walked closer, my light blue ripped jeans, simple white tee that hugged my assets and pristine white designer sneakers on full display. I saw it in her eyes: I'd impressed her. As she got up to wave back her phone flew gracefully from her hands, adding a hilarious and heartwarming moment to our date. We couldn't stop teasing each other about it for the rest of the night.

We stood in a tight embrace, our cheeks touching, and a spark of electricity shot through me as I breathed her adventurous scent in. Our intertwined fingers slowly guided us to the hostess, and eventually made our way to the outdoor terrace with the sun just starting to dip below the horizon. We were both nervous -- Aria more so than I -- but we managed to summon enough courage to order a couple of mojitos, sans alcohol for my little love, and our conversation slowly started to flow.

The sun-drenched restaurant overlooked the sparkling water. My gaze burned into Aria. Her white racer top was two sizes too small, practically painted onto her body, and her pert breasts were supported by nothing but thin air. Denim overalls hugged her curves in the most tantalizing way, leaving just enough skin exposed to drive me wild. Her bright white high-tops were too cute for words. A perfect complement to her total boho chic vibe. The same vibe I saw on her dating profile photos and absolutely adored. Her curtain bangs begged me to push them out of her face and kiss her beautiful lips right then and there. All I wanted was to take her in my arms and never let her go.

I noticed Aria's voice shifts between a whine and poise as she tells me about her day at high school. Then I was entranced by her tales of her friends, who she lovingly referred to as "the gang" and their wild adventures. She described an amusement park trip with such delight and recounted how they screamed in ecstasy as they soared through the air. I couldn't help but smile, captivated by her beauty and innocence.

Just as she was telling me about some recent drama at school, Aria let out a soft "Oh shit" and attempted to hide her face with her hand. Dread filled me as I heard a loud and overly dramatic "ARIA!". Before I knew it, some girl was storming our table, her haughty attitude radiating off of her with every step. Aria had no choice but to give this girl an awkward hug, and I knew right away that I would never like her. It was clear that Aria and the girl had some kind of history but the only thing I wanted to know was what it meant for me.

The hug from Aria's friend was uncomfortable, but when she mistook me for her mother and commented on my va-va-voom figure, it made it even more unbearable. But I held my composure, breaking the hug to a handshake. "My name is Sophia," I said. "I'm Aria's date for the evening." Her shock was palpable, "Date? Whoa...sorry, I thought you were her mom!" She laughed nervously, unsure of how to feel about her schoolmate having a date as old and sexy as me. It was a confusing mix of humiliation and shock. But I couldn't help but laugh along.

"My name is Britney," she declared. "Aria and I...dated." Her words were like a bomb, exploding in my head. Aria had told me she'd never been in a relationship. I saw confusion on Aria's face but she remained silent. Then, the obnoxious girl made her presence known. "I heard the Spanish teacher is really good in bed if you're into older women now," she shouted.

"Seriously Britney?" Aria scoffed.

"You just heard that or is this from experience?" I asked.

The comment I had made left Britney shocked for a moment, her expression turning into a smirk as she said, "please don't mind this interruption," while her entire family of six were seated right next to us. I knew Aria was scared and feeling intimidated, but I thought my remark was perfect.

We both wanted alone time, but the drinks we were having were so delicious and the scenery so inviting that we were both unwilling to leave just yet. Aria sent me a text underneath the table saying "it's complicated" which I understood immediately. Britney's gaze never strayed from us, no doubt trying to figure out why an experienced woman like me was on a date with an inexperienced 18-year-old like Aria. We made small talk, straining to avoid the elephant in the room. Until Aria suddenly threw down a bombshell: "So, how long have you been divorced?"

I paused before I answered, "It's been over 10 years, but we stayed together for our daughter's sake." Her eyes widened with shock and surprise. I cursed myself for neglecting to mention my daughter earlier.

"Surprise!" I cackled, guzzling my drink. "Wow, I had no idea!" exclaimed Aria, her wide-eyed look of surprise only confirming my successful surprise. "I guess she's a grown-up now, huh?"

"Yeah, I'm sorry," I sighed, a look of regret on my face. "It never came up in our conversations. My adult daughter has moved to California for work and I'm hoping that's where she stays," I muttered. Aria nodded, intrigued by this new piece of information about me and obviously relieved that I wasn't taking the conversation as seriously as she expected.

"So your daughter knows you're not straight?" Aria quizzed me.

"Absolutely," I replied.

My tongue was taut with tension, knowing that Britney was listening to every word I said. It reminded me of the other night when Aria had said she attended Sunny High. My cup of Merlot almost spilled out of my hands as soon as it dawned on me--my daughter had graduated from that same school ten years ago. But to keep Aria from having a heart attack, I decided to keep this little factoid to myself and tell her later in private.

The waiter returned to our table, ready to take our second round of orders, yet I had already determined the course of our evening. I coyly bent towards Aria, my gaze lingering on her honey-colored eyes as I whispered, "Shall we make our escape?" As Aria grinned, I asked her what was so funny. She held out her phone, shaking it back and forth as if it had a life of its own. I took the device in my hand, steadying it so I could read the words: "Heading to Costco, let me know if you need anything. Love you, Mom <3".

"My mom stays there FOREVER!" Aria exclaimed, eyes full of glee.

I only had a vague idea of what Aria was hinting at..."I know, Costco runs take forever," I said, suppressing the urge to roll my eyes.

"Must be a mom thing, huh?" Aria replied, her voice trailing off as she tried to wrap her head around the concept of me being a mother. I could almost see the wheels spinning in her brain.

"What are you getting at?" I asked, playfully raising an eyebrow.

The teen jokes, "I guess that makes you a MILF!"

I shook my head, lifting her drink to my lips to make sure there was no alcohol in it while I pretended to be angry at her smart-aleck comment. "Hmmm," I said with a smirk. "Tastes like a virgin to me!"

So here was Aria trying to get me to sneak into her room. Me, the MILF, in her room? It was wild. I had to hold my composure as I thought of the potential. Oh thank God I had decided to wear my sneakers instead of some heels.

My fingers closed around two twenties from my tight jean pockets and I threw them on the table. Aria and I said our goodbyes to her friend and her family, but we had to hurry away, we were two women on a mission. To keep our secret safe, I dropped her off a block away from her building. Tonight's adventure at the restaurant was exciting, but running into her friend Britney only confirmed that we need to be more careful when it comes to discretion.

Inside the building, we both stood next to each other in front of the elevator, as if perfect strangers, with aching anticipation. The tension was so thick you could cut it with a knife, but my girl couldn't take it anymore. Once inside, her arms found mine, and it was like the universe conspired in our favor. We kissed like nothing else mattered, a surge of electricity unlike anything I'd ever felt before coursing through us. The elevator pinged, calling us back to reality. We leapt apart and I hastily fixed my clothes, only to catch sight of the security camera in the corner of the lift. Damn it - so much for the hope of being discreet!

"Yay!! We made it," Aria cheered as we stepped into the apartment. "Are you sure this is a wise move? What would your mom say if she knew?" I questioned, having second thoughts. "I'm a grown up now, so I can do whatever I want," she glamorized, throwing open the door. "But you still live with her, no matter what," I pointed out as I followed her in. "Yeah, so what," she shrugged, her typical nonchalant attitude towards authority radiating through.

The fact that Aria said nothing about her dad made me assume, rightly, that he wasn't around. It was a topic I knew I would need to address another time. For the moment, I was too enraptured with the breathtaking view of the Atlantic Ocean from her apartment. "I remember having a view like this. So breathtaking. Never gets old," I commented, admiring fully the awe-inspiring sight. A tender smile unfurled across her lips as she came up behind me and wrapped her arms around my waist and said warmly, "just like you." I tensed up ever so slightly at her closeness but couldn't deny the warmth that travelled through me as she spoke. I spun around to take in her beauty; mesmerizing like the view outside, captivating me with her soulful eyes and heart-stopping smile.

"You know, I'm even too old to date your mom," I stated.

"Pfft, that's her loss!" Aria shot back with an impish grin, totally unfazed by the comment.

"Oh my God, you're such a brat!" I exclaimed playfully.

"And that's your problem!" Aria snapped back. "But that's not going to stop us. Come, since you've had this view before, let me show you something you've only dreamed of," she giggled as she grabbed my hand and dragged me to her room.

My smile widened as I reminded her, "I already saw your room over FaceTime."

"No wayyyyy! That soooo doesn't count!" Aria shouted in frustration, rolling her eyes at my reminder.

My heart thumped in my chest as I stepped into Aria's room. Her bright smile melted away my worries, and I suddenly forgot how I was ever anxious. We were alone and had little time until her parent returns from Costco, and it felt like a stolen moment that only we could have. Two nights ago, we'd been complete strangers, talking online and now here we were, covering each other in love-soaked kisses and tender caresses. The forbidden thrill of our relationship filled me with a fierce desire like nothing else I'd ever felt before.

Never before had I felt so intensely. Her sweet kisses were like a passionate symphony, each one setting off a crescendo of desire within me. Our soft breaths echoed in the air like a poem. I was lost in her embrace, my body trembling with each caress. Together we danced in a trance of ecstasy, and I knew I was completely under Aria's spell. Nothing else mattered but her touch and the thrill of being in her room.

With a seductive smile, she kicked her shoes off and the electricity between us was undeniable. I couldn't resist and grabbed her face in my hands, losing myself in a passionate kiss. I lift my shirt off, revealing my curves wrapped up in a black satin double D bra that had been taunting her all night. I was ready, and so was she...

"Oh. My. Gosh.. I've never seen boobs this big before so up close. These boobs were made for me." Aria gushed, her eyes sparkling with amazement as she took in my bra-clad figure in her bedroom. As she looked at me with admiration, I couldn't help but take in the chaos that surrounded us. Her bedroom was a total disaster! Clothes were strewn across her bed, bras draped along lampshades, school books stacked in piles on the floor. Empty coke bottles, makeup boxes, and jewelry sparkled randomly in the mess. But amidst the chaos, I couldn't help but admire the way she had arranged her lights and designed the striking photo mural above her bed. But, I digress. I knew that tossing my t-shirt onto the pile of clothes that was her floor wasn't helping matters, but it was only a fraction of what needed to be done before we could be together.

"Excuse me for going into 'mom mode', but we really need to tidy up your room before we can continue." I attempted to speak seriously.

"'Mom mode'". I love it!" she squealed, not paying much heed to my sarcastic but serious remark.

"I mean it!" I said as I picked up some clothes and put them on the one chair in her room.

"You look so cute!" she gushed, admiring me in my bra and jeans.

"Hey, someone's gotta keep this love nest in order," I quipped, making her giggle as I energetically wrestled her bedspread into place. "So you just plan to stand here and stare?" I said, laughing as I undid my jeans buttons, trying to make sense of the clutter and be sexy at the same time. Nevertheless, the atmosphere shifted from passionate to playful.

"You got it," she giggled as I shimmied out of my denim jeans, revealing wearing sheer white panties, now soaked, that matched my top.

With a playful grin, I held up a handful of random jewelry and asked, "Where should I put these? On my fingers, or maybe...around your neck?" as I playfully wiggled my hips with my jeans still around my ankles.

"Voilà!" she pointed at the empty butterfly bowl perched atop her relatively spotless desk. "Ta-da!" I grinned, holding up the butterfly bowl filled with her trinkets like a trophy. Her eyes sparkled with delight, as if I was the most beautiful thing she had ever seen in her room. Well, to be fair I probably was!

"Hold my beer," Aria then quipped. "I'm the master of making and cleaning messes!" she exclaimed, giddily unlocking her overalls and throwing them onto the pile of clothes, and then proceeded to clear what remained on her bed in one swift move, showcasing her unorthodox tidying skills.

Diving into her bed with wild ambition she asks, "Satisfied now, Sophia?"

With an eager grin, I shouted, "Ready, set, go!" before jumping into bed with Aria. Her lips tasted like the sweetest wine, and I couldn't help but moan approvingly in response. As her hands slowly explored my body beneath the sheer fabric of my lingerie, I felt Aria's inner power ignite. A passionate fire was building between us that was beyond anything my wildest dreams had ever conjured.

"Oh my gosh, whoa!" she gasped when she felt the spring of my double D's after single-handedly unfastening my bra. She was still gawking at the size of them. Then she eagerly suckled on my bountiful breasts as I caressed and massaged them closer together for her convenience. Instead of attempting to loosen her tight white racer top, I zeroed in on the heat between her legs. Her wetness seeped through her silky white cotton panties, and I smiled as I felt it against my skin. I wanted badly to surrender my senses to the moment and come undulating in pleasure, but knew that this moment would be best savored in its entirety. We had only just begun!

Her sultry moves screamed of her desire, and I was powerless to resist. I stayed in her arms as if I'd been there a million times before. With one finger, she traced circles around my collarbone and my heart raced faster than ever before. I'd never experienced something so passionate, so hot, on a first date. But this was no normal date and this was no ordinary girl - this was a night that would never be forgotten.

As Aria took off her panties and I lay down on her queen-sized bed, I was ready to taste her virgin pussy for the very first time. Her taste did not disappoint and I kept going until Aria started trembling with pleasure. She kept yelling "fuck fuck fuck" as I licked her until she had multiple orgasms in my mouth. After that, a satisfied smile engulfed my earlier thought: tastes like a virgin! Aria held onto my hands tight as if for dear life, as we both wanted this so badly.

Now I wanted her to experience me. I begged her to relish in the feel of my double D's. My soft cries echoed off the walls as she tugged and nibbled on my breasts. I gasped as my panties pooled at my ankles, exposing my freshly waxed Brazilian. She seemed enamored, like this was her first time exploring a cougar pussy. Well, it was.

The fact that she could make me moan with pleasure pleasantly surprised me. This seemed to ignite a fire within, and she licked with greater intensity and passion. No tongue had been down there in an eternity, and my clitoris was electric with each tender stroke. This aroused Aria's confidence as she explored my pussy with her tongue, and I soon found myself quivering in anticipation of climaxing.

When the pleasure finally hit me, I screamed out her name, my body trembling and shaking in the most exquisite way. We tangled ourselves in one another, tasting the sweet honey on our tongues. I was lost in the moment, but the thought of Aria's mom kept playing on repeat in my head, reminding me that if she caught us she'd lose her shit.

"What time is it?" I ask.

"Beats me!" the spunky and satisfied teen retorts.

"No, seriously! Your mom is probably gonna be back soon," I wondered.

"Ahh, it's the weekend! Maybe my mom went out to party with her squad."

Clearly all the lesbian sex had Aria not thinking straight, so I rummaged around and found my phone to check the time.

"Shit, it's 7:30 already? I gotta jet, Aria," I said, keeping my cool in anticipation of getting caught.

"No way, you can't leave now," she pleaded, her eyes wide with panic.

"Are you kidding me? Your mom will have a field day if she finds me in here," I replied, laughing at the absurdity of the situation.

"Please, she won't even notice. Plus, the risk makes it all the more exciting," she whispered, her voice all of a sudden low and seductive.

"I created a monster," I said half-jokingly, getting out of bed to fish for my clothes scattered around her floor.

"Nooo...I want you to fuck me again," she responded.

"I wish, babe--next time. My place, OK?" was my offer, but she couldn't accept it fast enough. Aria flopped onto her bed, grinning at me.

"You don't look like the other chicks in school," Aria noted.

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