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A couple who have been dating a while, not married first time stories

Stories in First Time tagged a couple who have been dating a while, not married, ranked by how many readers finish them. Reads run 19 to 25 minutes. Writers to know: Dusk Story, The Gold Type and Hour of Flint. Readers usually start with “Ballast and Bread” and “The Thirty-Ninth”. Some are free to read in full; the rest open with a free preview.

Average 22 min · updated 14 Aug 2026

A couple who have been dating a while, not married first time stories, ranked by readers

  1. 01

    Ballast and Bread

    Gail had been in Caherdaniel for fourteen months by then, and most of that time she had spent telling herself that starting over at…

    Premium · Midnight Works · First Time · 19 min · a couple who have been dating a while, not married, uniforms, playful and teasing

  2. 02

    The Thirty-Ninth

    The office at Bell's Automotive smelled like coffee and brake dust, which is not a combination I'd recommend to anybody.

    Premium · Topaz Hour · First Time · 26 min · size difference, matter-of-fact, a couple who have been dating a while, not married

  3. 03

    The Barge Date

    So there I was, standing on the landing stage at Pier Head at seven o'clock on a Thursday evening, holding a bottle of wine my sister…

    Premium · North Craft · First Time · 25 min · chastity, a couple who have been dating a while, not married, playful and teasing

  4. 04

    The Night Shift Confession

    I want to tell you about the night everything changed for me, and I'm sixty-two years old, so you know right away this isn't some college…

    Premium · Dusk Story · First Time · 22 min · funny and chatty, oil and massage, a couple who have been dating a while, not married

  5. 07

    Thaw Point

    You'd think a guy who does pretend for a living could handle a little cold.

    Premium · Hour of Flint · First Time · 22 min · tender and slow, construction site, stockings and lingerie

  6. 08

    The Collection Run

    Fran Smyth was twenty-three years old, and she had learned something about herself that fall: you can walk into your own apartment with a…

    Premium · The Gold Type · First Time · 19 min · breathless and eager, size difference, a couple who have been dating a while, not married