First Date With a Daughter
Copyright© 2026 by CreepyUnclePete
Chapter 1
Romantic Story: Chapter 1 - The babysitter cancels, so she has to take her daughter along on a first date. Slower and more romantic than most of my other stories. No sex in the first few chapters.
Caution: This Romantic Story contains strong sexual content, including Romantic Heterosexual Fiction Slow
(Cherry)
“I bet he smells like Old Spice and peppermint,” I whispered to my reflection. I’m not allowed to wear makeup, but I used a tiny bit of Mom’s clear gloss on my lips so they look shiny. I really, really hope John likes me. If he likes me, maybe he’ll actually stay. Most of the guys Mom dates are like ghosts, they show up and have fun with her, they get bored quick, and then they vanish. The other ones were worse, they hurt her or hurt us both. I think John is different. He’s tall, handsome, and his eyes look at Mom like she’s the only thing in the whole world that matters. Like he already loves her a lot.
I stood in the doorway of the bathroom, watching Mom. She was putting on that red lipstick that makes her look like a movie star. She’s getting a few little lines by her eyes, but that just makes her look like a grown-up, which is cool. She looked at me in the mirror and smiled. For a second, I imagined John walking through the door and just sweeping us both up in a giant hug. I want to feel what it’s like when a man is so big he can actually hold you and your mom at the same time without dropping anyone. Strong but kind, like a good dad. A naughty thought popped into my mind, “Or maybe a good boyfriend.”
The doorbell rang. I almost tripped over my own feet running to the door. My heart was thumping against my ribs like a trapped bird. I don’t care that the babysitter cancelled; it’s actually way better. Now John has to see that I’m part of the deal. If he wants Mom, he has to love me too. I opened the door and there he was, looking all cute and nervous, and I just wanted to jump into his arms and never let go.
(John)
When I knocked on gorgeous Ann’s door, her daughter Cherry opened it, smiling from ear to ear. Her mother called from the bathroom, “Just need a few minutes, I’m finishing my hair.”
Cherry asked, “Want a soda while you wait? Water? Maybe a hug?” She wrapped her arms around my lower ribs and pressed her cheek to my sternum. I wanted to kiss, hug, and sleep with her mother. Cherry was just a kid, only fourteen, but I didn’t hate it or resist. I just awkwardly stood there, trapped in her arms, staring at her sexy mother’s back as she brushed and sprayed her hair.
God, the scent of Ann’s perfume, something like vanilla and musk, was already drifting out of the bathroom and it was making my skin itch with a desperate, clawing need. I’m nineteen and practically vibrating; my blood feels like it’s boiling in my veins. I can’t stop thinking about the way Ann’s hips fill out those pencil skirts at the shop, or the way her voice drops an octave when she’s tired. I want to tear those clothes off her and see every single line and curve of her body. Handling my needs alone in the shower twice a week wasn’t enough, twice a day was barely enough! I want her desperately!
Then there’s Cherry. She’s like a little clingy shadow, looking up at me with these wide, hopeful eyes. It’s a weird vibe. She’s cute, sure, but she’s a child, and the only reason I’m tolerating the “family date” is because it’s the only way to get Ann in the car. I’m unsure if I want to be a dad, maybe eventually, but I definitely want to be Ann’s lover tonight!
As Cherry squeezed me tighter, I felt a flicker of something, not lust, but a strange, protective pull. It’s distracting. I just need to get Ann alone so I can find out if those lips taste as good as they look in the mirror.
“Okay, all done.” Ann stepped into the hallway.
She looked breathtaking. She was wearing a light green dress that set off her strawberry-blonde hair well and clung to her frame, highlighting the subtle slope of her breasts and the curve of her waist. She looked a little tired, those faint lines by her eyes were visible, but it only made her look more real, more reachable.
“Hi, John,” she purred, stepping close. She smelled like a dream and looked like an erotic feast.
Suddenly, I forgot how to breathe. I reached out, my hand gently taking hers, unsure what a ‘first date’ usually allows. I could feel the heat radiating off her.
“You look ... incredible, Ann,” I rasped, my voice sounding deeper and more desperate than I intended.
Cherry stepped between us, breaking the tension. “Can we go to the arcade first? Please? Show me how to play the space game, John!”
Ann laughed, a soft, melodic sound that made my heart hammer. She looked at me, a playful, knowing glint in her eyes, as if she could see exactly where my mind was wandering. “Be nice to her, John. She’s been talking about this all day.”
“I can be nice,” I said, my eyes locked on Ann’s lips. “Very nice.”
(Ann)
The air between us is thick with sexual tension, like honey dripping from a spoon, and John is drowning in it. I can feel his gaze roaming over me, not just looking, but consuming, as if he wants to peel back my skin and find the secret of how I’m made. It’s a heavy, hungry kind of heat that makes my pulse flutter, but it’s also a little frightening. He’s so young, so full of a fire that doesn’t know how to simmer, only how to burn. I want that fire to keep me warm, but I wonder if it would just incinerate everything I’ve tried to build for Cherry.