Sweetheart
Characters: Jensen Ackles x Y/N Female character
Summary: After years apart, Y/N and Jensen, high school sweethearts, unexpectedly reunite. As they reminisce about their past, Jensen expresses regret about their breakup, and the chemistry between them reignites. Despite the weight of Jensen's current relationship with Danneel, they share a tentative kiss that brings back fond memories of their first love.
Warnings: none
*Please do not copy my work, reblog/comments/likes are appreciated*
I sat at the dimly lit bar, nursing a glass of wine, absently watching the room filled with chatter and laughter. It had been a long week, and I needed a quiet moment to myself. At least that was the plan. But life had a funny way of messing up those plans.
Because across the room, sitting at a table with a group of familiar faces, was Jensen Ackles. My heart dropped into my stomach.
Jensen.
The memories hit me like a wave—late-night drives, stolen kisses under the stars, the reckless thrill of being young and in love. We were high school sweethearts once upon a time. Back when things were simple, before his acting career took off and our lives spun in completely different directions.
I thought I’d gotten over him. After all, it had been a lifetime. But there he was, laughing with his friends—Jared, Gen, and his wife, Danneel. All smiles, completely unaware that I was sitting there watching from a distance, fighting the urge to bolt out of the bar.
Just as I was about to slip out quietly, he turned, his eyes catching mine. His laughter stilled, replaced by a look of pure shock. Then, something softened in his expression—recognition, nostalgia, maybe even regret. Before I knew it, he was standing up and walking toward me.
“Y/N?”
His voice was the same as I remembered—deep, with that familiar Texas drawl that used to make my heart skip a beat.
“Hey, Jensen.” I tried to keep my voice steady, but seeing him up close after all these years made my chest tighten.
“Wow, it’s really you,” he said, running a hand through his hair. “It’s been forever.”
I nodded. “Yeah, it has.”
He glanced back at his table, where Danneel was eyeing us curiously, and then turned back to me. “Listen, we’ve got some room at our table. You should come join us. Catch up a bit?”
I hesitated. Sitting down with Jensen and his friends wasn’t exactly the way I envisioned spending my evening, but something about the look in his eyes made it impossible to say no.
“Sure,” I said, offering a small smile.
As we walked over, Danneel’s eyes flickered between us, but she smiled politely when I sat down. Jared gave me a big grin, and Gen waved. They were all friendly, but I could feel the tension in the air.
--
“So, Y/N, how do you know Jensen?” Jared asked, breaking the ice.
Jensen chuckled, glancing at me. “We went to high school together. We eh... Dated for a while, actually.”
There was a brief pause before Jared’s eyes widened. “No way. You’re that Y/N?”
I laughed softly. “Yeah, I guess I am.” looking at Danneel, who didn't seemed pleased with me being there.
--
Jensen and I were thrown back into the past. We started talking about the memories we had buried for years—the late-night drives, the reckless things we used to do when we were teenagers, and how Jensen once stole his dad’s car just so we could drive around town at 2 a.m.
“You were terrified we’d get caught,” Jensen teased, nudging me with his elbow. “But you still climbed in anyway.”
“I didn’t want to miss out on the fun,” I shot back. “Plus, you were always the smooth talker. I figured if we got pulled over, you’d charm your way out of it.”
Jared laughed. “Oh man, I can picture that. Jensen with that cheesy grin, trying to sweet-talk the cops.”
Gen leaned in, smiling. “And you stayed out all night?”
“Not all night,” I said, laughing. “But we drove around for a while, talking about everything and nothing.”
“Yeah, and you made me park by the lake...” Jensen added, his voice softening. My breath caught at that, the intensity of his gaze bringing back memories I thought I’d buried.
There was a time when he knew everything about me and I never miss one of his games, no matter the sport, how he’d always catch my eye from the field or the court and flash that smile, just for me.
Sitting there with Jensen, surrounded by his friends, I couldn’t help but feel like I was being transported back in time. The weight of years between us was starting to slip away with every memory that bubbled up between us.
Jensen leaned forward, his eyes locked on mine as if we were the only two people in the room. “Do you remember when you used to just sit in your room, lost in one of those books, and I’d be trying to get your attention?”
I couldn’t help but laugh, the memory as clear as day. “Oh God, you mean when you’d literally cling to my legs like some sort of needy puppy?”
He grinned sheepishly. “Hey, I wasn’t that bad.”
I shot him a teasing look. “Jensen, you would lie on the bed, wrap your arms around my knees, and just hold on while I tried to read. I couldn’t even walk, and all you’d do was look up at me, waiting for me to give in.”
Jared snorted into his drink, clearly amused by the image of a younger Jensen desperately vying for attention.
“I had to fight for your attention,” Jensen said, a twinkle in his eyes. “But honestly? I secretly loved it when you’d ignore me and just keep reading. You always looked so peaceful, completely lost in whatever world you were in.”
My smile softened, a warmth blooming in my chest. Those quiet moments, when it was just the two of us, had been some of my favorites. No words, no pressure—just the comfort of being with each other.
“Then there were the not-so-quiet moments,” I said, raising an eyebrow. “Like that time during one of your soccer games, when you got hurt…”
“Oh man,” Jensen groaned, already knowing where I was headed.
Gen leaned forward, clearly invested in the story. “What happened?”
“He got tackled pretty hard during a game,” I said, recalling the scene like it was yesterday. “The ref didn’t call anything, and I lost it. I yelled at him from the bleachers so loudly, everyone turned to look.”
Jensen laughed, shaking his head. “You were fuming. I swear, I’ve never seen you that angry before.”
“I was ready to throw hands with that referee,” I said, my voice lighter than I felt as the memory surged. “No one was going to hurt you on my watch.”
Danneel, who had been quietly sipping her drink, quirked a brow at that, her smile tightening ever so slightly. I ignored the tension radiating from her side of the table, trying to focus on the flood of old memories that were coming back faster than I could process. Maybe it was time to stop this trip down memory lane, but Jensen thought different.
“And then there was that trip to my family’s lake house,” Jensen said suddenly, his voice dipping into a playful tone. His eyes glinted with mischief, and I knew exactly what story he was about to bring up. “Remember how my dad almost caught us?”
“Oh God,” I groaned, covering my face with my hands. “How could I forget? You made me jump out of a window, Jensen.”
Jared nearly choked on his drink. “Wait, what?”
Jensen was grinning like an idiot now, clearly relishing in the memory. “After a school year of dating each other, my family invited her along for the summer."
I added: "We were supposed to be in separate rooms, you know—strict family rules. That was my moms only rule."
"But I snuck Y/N into my room late that night. We were just talking, hanging out. Nothing crazy.”
I rolled my eyes. “Yeah, just talking—until we heard your dad walking down the hall. You panicked and threw me out of the window.”
Jensen burst out laughing. “You didn’t even hesitate! I told you to jump, and you were out of there in seconds.”
“You gave me no choice! Your dad knocked on the door, and I thought for sure we were caught,” I said, laughing at the absurdity of it now. “I ended up hiding under the deck in my pajamas, freezing, while you played it cool upstairs like nothing happened.”
“I’m impressed,” Gen said, grinning. “That’s some serious stealth.”
“I wasn’t feeling too stealthy at the time,” I admitted, still laughing. “But we made it out alive, somehow.”
Jensen shook his head, the smile lingering on his lips. “That weekend was one of the best I’ve ever had, though. We stayed up late, talked about everything—your dreams, my acting, what the future might look like. You made me feel like I could do anything.”
I felt a lump form in my throat at his words. I remembered those nights vividly, especially one night, the night I lost my virginity to Jensen. He made sure it was perfect. And I was pretty sure that night was on his mind right now, while he was smirking looking at his hands on the table.
Besides a romantic he was also full of ambition back then, and I was convinced he’d make it big. I had always believed in him, even when the world seemed like it was asking for too much.
There was a moment where it felt like everything around us had faded, like the rest of the table didn’t exist. Just me and Jensen, sitting in the memories of a time when we were so young and so sure of each other.
But then, just as quickly, the weight of the present came crashing back in.
Danneel shifted beside him, her eyes on me, her smile no longer reaching her eyes. “So, why did it end?” she asked, her voice soft but carrying an edge. “If everything was so perfect back then?”
The question hung in the air, cutting through the laughter like a knife.
I swallowed hard, suddenly feeling like I couldn’t breathe. The reality of it all—the years apart, the heartbreak, the different lives we’d built—crashed down on me.
Jensen was looking at me, his expression unreadable. But I couldn’t do it. I couldn’t relive that part of the story. The part where we broke up, where his career took him away, where I was left behind to figure out how to move on without him.
I swallowed hard, looking down at my glass. “Sometimes life just takes you in different directions,” I said quietly, not daring to meet her eyes. “Jensen’s acting career was taking off, and I… I had my own path to follow. We couldn’t make it work with the distance.”
It was a truth that still stung, even after all this time. I’d always been proud of him, but it didn’t make it any easier when our worlds no longer fit together.
Jensen looked like he wanted to say something, but I couldn’t stay. Not with Danneel’s question lingering in the air, not with the way my heart was pounding in my chest.
I stood up abruptly, the chair scraping against the floor. “I should really get going,” I said, forcing a smile, my voice tight. “It’s getting late.”
Jensen reached out as if he wanted to stop me, but he hesitated. “Y/N…”
“I’m glad we got to catch up,” I said quickly, trying to keep my voice steady. “It was nice seeing you, Jensen. All of you.”
Before anyone could say anything else, I turned and walked out, my heart pounding in my chest. The cool night air hit me as I stepped outside, but it did nothing to ease the storm swirling inside of me.
Some memories were just too heavy to carry, even when they were wrapped in laughter.
Without waiting for a response, I turned and walked out of the bar, the cool night air hitting my face as I stepped outside. My chest felt tight, and I didn’t stop walking until I was far enough away that I could breathe again.
Some things were better left in the past. Even if the heart had a way of clinging to them.
As I stepped out into the cool night air, my heart raced. I thought I could escape the weight of the past, but as I made my way down the sidewalk, I heard the familiar sound of footsteps rushing after me.
“Y/N!” Jensen called, his voice full of urgency. I paused, glancing over my shoulder to see him closing the distance between us, concern etched on his face. He caught up to me, gently grabbing my arm to stop me.
“Hey, wait,” he said, his breath coming a bit heavier. The warmth of his hand on my arm sent a shiver through me.
I turned to face him, my chest tightening as I looked into his deep green eyes. “What is it, Jensen?”
"Don't leave like that please." I shuffled nervously.
His brow furrowed slightly as he studied my face. “You really haven’t changed, have you?” I couldn’t help but smile at that, he was trying to stall. “Neither have you.”
He tilted his head, an amused grin forming on his lips. “Have you ever even cut your hair differently?” I asked.
Instinctively, my hand moved to his hair, brushing my fingers through the familiar softness. The moment hung in the air between us, electric and charged with memories. But as I realized what I had done, my breath caught in my throat.
“I’m sorry,” I said quickly, pulling my hand back, embarrassment flooding my cheeks.
But he held my hand in place, bringing it back to his side, fingers intertwined. “You clearly missed 15 years of my career,” he joked, trying to lighten the mood.
I smiled, shaking my head. “Oh no, I really liked Supernatural.”
He raised an eyebrow, clearly surprised. “You watched?”
I looked down, a shy smile creeping onto my face. “I promised you I’d support you. Always.”
His thumb brushed over my cheek, the gentle touch sending a spark through me. His eyes locked on my lips. “It would be wrong if I want to kiss you, right?” he asked, his voice low, almost hesitant.
I swallowed hard, my heart racing at the thought. “Yeah, right…”
But deep down, my heart was screaming the opposite. It wanted to feel his perfect lips against mine again, to bridge the gap that had formed between us over the years. All the memories of stolen kisses, laughter, and the way he used to look at me flooded back, overwhelming me.
“I shouldn’t have let you go all those years ago,” he said suddenly, the weight of his words heavy in the cool night air breaking the chain of thoughts. “I thought I could handle it, but I never realized how much I’d miss you.”
My breath caught at the honesty in his eyes, the raw vulnerability that made my heart ache. “Jensen…”
“I know... and I don’t want to put you on the spot,” he said, his voice dropping to a whisper. “But seeing you tonight brought back... rverything, and I can’t pretend it doesn’t matter.”
I felt tears prick at the corners of my eyes, a mix of happiness and longing. “You matter, Jensen. You always have.”
He stepped closer, his breath mingling with the cool night air. “Then why did we let it slip away?” His voice was thick with emotion, and I could see the conflict in his eyes.
“Because life happened,” I replied softly, my voice shaking. “We both got caught up in our dreams and forgot how to hold on to each other.”
“But we’re here now,” he said, a glimmer of hope in his gaze. “Can’t we just…?”
The warmth of his hand still holding mine, the softness of his touch—it felt so right. Everything in me wanted to say yes, to lean in and kiss him and pretend that nothing had ever changed. But reality loomed like a shadow, reminding me of all that had passed between us.
“I don’t know,” I whispered, my heart torn between what I wanted and what I thought was right.
He stepped even closer, tilting my chin up with his fingers, forcing me to meet his gaze. “ I don’t want to lose you again. I can’t.”
The sincerity in his eyes made my heart swell, but the fear of what that meant for us, after all this time, pulled me back. I could feel the tension between us thickening, the unspoken words hanging heavy in the air.
And for a brief moment, I let myself imagine what it would be like to kiss him again. To feel his lips against mine, to reclaim that spark that had never truly gone away.
But then I remembered Danneel’s earlier words, the weight of their relationship looming like a cloud over us. It felt wrong, messy, and yet—
“Maybe you’re just drunk,” I joked, trying to lighten the mood, hoping it would ease the tension hanging between us.
“No,” he said, shaking his head, his gaze never leaving mine. “I’ve never been more sober in my life.”
The seriousness in his voice sent a rush of warmth through me, and before I knew it, he moved in closer, his intentions clear. There was an unspoken understanding in the air—he was giving me a chance to back out. But I didn’t want to back out. I couldn’t.
As he leaned in, I saw the same teenage boy I had fallen for all those years ago. The one who had clung to my legs while I read, the one who had made me laugh until my sides hurt, the one who had kissed me beneath the stars and took my breath away. That sweet, sweet young man who had always made me feel like I was his whole world.
His freckles were lighter now, but his eyes still shone with that same vibrant light that had captivated me back then. It was like he had somehow retained every part of himself that I had loved. And suddenly, the chaos of our lives faded into the background. All that mattered was the two of us standing there in the night, the world around us falling silent.
When his lips brushed over mine, I closed my eyes, surrendering to the moment. The warmth of his touch ignited something deep within me, pulling me back to that summer by the lake, when everything felt perfect and right. I could almost hear the sound of the water lapping at the shore, feel the gentle breeze on my skin.
It was there, in that sacred space between us, that I remembered the first time he said, “I love you.” It was shy, a whisper barely carried by the wind, but it was everything I had ever wanted to hear. That moment was etched in my heart, and now, with his lips on mine again, it felt like we were reclaiming it.
The kiss deepened, slow and tentative at first, as if we were both afraid of breaking the spell we were under. I felt my heart racing, every inch of my skin alive with sensation. He tasted like the memories of my youth—sweet, familiar, and filled with promise.
As we pulled away slightly, our foreheads resting against each other, I could see the questions dancing in his eyes, the uncertainty mingling with hope.
As we stood there, the worries of our past and the complexities of our present became distant echoes.
And all I could think of was maybe, just maybe, we could find our way back to each other again.
Jared walked outside, his voice made me almost jump, but Jensen still held me. "Jensen, we're leaving, man."
Jensen turned his face but kept looking at me.
"I'll be right there."
I let go of him, both our eyes filled with tears either of joy that we found each other again, or out of spite we had to let go again.
"Bye." I whispered.
"Bye."
--
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