Awkward Flirting Novels & Stories

“You don’t think it’s the tiniest bit awkward that we’re swaying and twirling like it’s the last dance at the end of the world, while everyone else is…well, making it rain glitter?” “Awkward?” Andrei echoes, his grin widening, revealing that charming smile I've known all too well. “I've got the most gorgeous woman in my arms, swaying and dancing to our own rhythm, oblivious to everything else. Trust me, awkward is the furthest thing from my mind.” I can’t help but let out a soft laugh at his response, feeling a warmth spread through me. We lose ourselves in the music for a brief, shining moment… before reality snaps back into focus.

I shrug, holding my breath while pretending I wasn’t in the middle of a mini freakout. “You like riding it?” That’s a weird question to ask. I swallow, “Well, I guess…” I did not know what to say. And the crazy thing is, his question made me feel awkward. Not the cringe-awkward but the hot type of awkward, if you know what I mean. “I have something else you can ride.” Hades smirks, sending me a wink. I was beyond stunned. Is he flirting with me?

“Ouch ... what ?” “What ?” He makes a motion with his hand towards the hallway. “Could you maybe be just slightly less obvious when flirting with my girlfriend in front of me ?” “I wasn’t ... I didn’t mean too ... shit”. I rub a hand over my face. “I am so sorry Nick. I don’t know what the hell is wrong with me ... I’ll stop .. I promise, no more ... flirting”. He looks at me in this weird way again. “Okay then ... I know you meant no harm. It just started getting ... a bit awkward”.

he says, winking at the waitress, who's clearly doing the absolute most just to get noticed by him. Lyra growls inside me, low and irritated, and I can't even lie, I'm jealous. Like, unreasonably jealous. He literally asked me out, and here he is openly flirting with Miss Doing-the-Most in heels. I shift uncomfortably, legs pressed tight together, heart thudding like a damn bass drum. I feel awkward as hell. It's weird being in a place like this... where I don't know the rules, don't know the game, and definitely don't know where I fit in.

A wreath of embarrassment wrapped it’s tight vines around my neck, my cheeks rose with color and I instantly regretted the stupid words that just blurted right out of my mouth. “I—- “I wouldn’t call it flirting.” He chuckled softly, “It’s more like a friendly teasing. Come on Aurora, you’re pretty but you’re not my type.” My regret flashed by almost immediately and I scoffed, “Oh please.” He shrugged again, “I like my women with a little more flesh. In all honesty, I don’t think I’m capable of loving a woman again. If I gave you the wrong impression then I—“ he paused and smirked, “Actually I’m not gonna apologize for my impeccable charm.”

“Well, at least I can make you smile.” “I am not smi—” He suddenly leans towards me and I pause midway. A victorious smile appears on his face and he says, “Now, do you think I am still no good at flirting?” I slap and push the front of his face. “If startling women means flirting to you, then I feel bad for the next woman you ‌‌inflict that on.” “Prepare yourself then,” he says and sips on his bottle of whiskey. *******************

“That’s a truckload.” “Maybe after we eat, we can-” “No. It’s fine. Let’s talk while eating.” “Isn’t that like bad table manners?” “Fuck table manners when I have you seated in front of me.” “Oh God.” I felt… what’s it called? Fanny flutters? Yeah. That. “You are a flirt.” “Funny,” he briefly stood up halfway to adjust my plate, “I am usually not one. When I’m with you, it comes naturally.”

Who? He smiles at me and God damn that dimple of his is a vagina killer. "And..." I trailed off. "I missed you too." I added sheepishly. I’m flirting. I can’t help but flirt back to an engaged man. There is no taking that back now, he heard it but it felt good to finally say it out loud.

" please. I've survived foster homes, two caseworkers who ghosted me, and cafeteria lasagna. You're just a pretty face with a loud voice. Try harder." "Ouch", he said, putting his hand over his chest as if I wounded him. " that's cold. But fair enough." I smiled, just a little. You'll live."Is this what flirting with you is like? Mild emotional damage and vague threats?"I grinned. "Pretty much. Still interested?" He paused. Just long enough to shift the energy. "Yeah," he said." I am."

Desmond Lucas. Desmond grinds. The man I had a flash marriage with. And of course, he looked completely unbothered. “It’s okay,” he said casually. Then, with that smirk of his: “How many times have you thrown yourself into my arms today? Am I that irresistible, dear wife?” God, he was annoying. I blinked. Twice. My brain glitched like a buffering video. I’d already learned this about him. He flirts during the most awkward situations like it’s a hobby—or maybe a personality trait. Probably genetic.