Your Love Story Advent Calendar: 25 Tiny Writing Prompts for December

A playful way to unwrap your memories, one day at a time.

December always feels a little magical, doesn’t it?
Twinkle lights. Peppermint everything. The scent of evergreens drifting in from somewhere. And tucked inside all of it — these tiny pockets of nostalgia that remind us who we are and what we love most.

This year, instead of just counting down the days…
why not write your way through them?

Here’s a Love Story Advent Calendar — 25 simple, cozy writing prompts designed to help you unwrap the sweetest pieces of your relationship. No pressure. No perfection. Just one small memory a day.

Think of these prompts like a warm mug handed to you on a cold morning: comforting, doable, and meant to make you smile.


Day-by-Day Holiday LOVE Story Prompts


Day 1: A gift they gave you early on — sweet, surprising, or adorably off-the-mark.
Day 2: A holiday scent that instantly takes you back to your first season together.
Day 3: A moment when your early holiday plans went sideways… and unexpectedly brought you closer.
Day 4: The last Christmas before you met them — and what you had no idea was about to change.
Day 5: A holiday activity you shared as a new couple that made you think, “This is special.”
Day 6: Your first time holiday shopping together — what you noticed about each other.
Day 7: Your very first attempt at decorating something together — a tree, your place, or even a tiny corner.
Day 8: A holiday mishap or mini-disaster from those early days that you now laugh about.
Day 9: A tiny tradition you unknowingly started together during that first holiday season.
Day 10: A holiday travel moment you shared — from smooth and cozy to “we’ll laugh about this later.”
Day 11: The coldest or snowiest day you faced together — and how you handled it as a couple.
Day 12: The first holiday movie you watched together — and the moment that stuck with you.
Day 13: A small gesture they made during the holidays that meant more than they realized.
Day 14: A holiday task you tackled as a team — and what it revealed about your “couple rhythm.”
Day 15: A weather moment — magical snow, messy rain, or unexpected sunshine — that created a little holiday story of its own.
Day 16: A gift you gave them early on — and what you were secretly hoping it communicated.
Day 17: A holiday place you visited together — a neighborhood, shop, event, or quiet lookout.
Day 18: A holiday-season misunderstanding or mix-up that now makes you smile.
Day 19: The first tradition you borrowed, blended, or adapted from your different families.
Day 20: A memory involving lights — twinkle lights, candles, shop windows, or a beautifully decorated street.
Day 21: A holiday baking (or attempted baking) moment you shared — sweet, funny, or slightly chaotic.
Day 22: A holiday couples ritual you created that still feels meaningful today.
Day 23: The funniest holiday-season photo you have from your early relationship.
Day 24: A holiday song tied to a specific moment from your early dating days.
Day 25: A holiday-season kiss you’ll never forget — the place, the timing, and why it stuck.

How to Use Your Advent Calendar


No rules. No guilt. No catching up if you fall behind.

Don't worry if  a prompt doesn't spark that exact memory - write whatever comes to mind. It can be a paragraph, a sentence or just a few words.

Just choose a time of day — morning, quiet evening, or a quick 5-minute break — and write a few lines. Every memory you jot down becomes a little gift to your future selves.

By Christmas Day, you’ll have a whole lot of tiny pieces of your love story that might’ve stayed tucked away in your mind forever. Now? They’re written, remembered, and ready to become part of your story.


and...  I'D LOVE to read your stories - SHARE on Socials with hashtag: #ourwhenholiday

or comment on posts daily on the TAMIPOTTER Facebook page.

Until next time,

Tami