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Apr 01, 2026
It’s okay to admit it… Most dates are pretty forgettable. We won’t tell your exes. (Also, yeah, we agree.)
But every now and then, there’s one you keep coming back to. Not because it was big or flashy, but because something about it just felt right. Sometimes it’s the setting, sometimes it’s the effort, and sometimes it’s a small, unexpected gesture that replays in your memory over and over again.
So, we asked the HER team to share a moment from their own dating lives that has stayed with them. A date that they still think about, or a small way that someone really made them feel seen.
Here’s what they had to say:
Jill, Brand
“The best date with my partner was getting to experience the Salem Night Faire in Salem, Massachusetts. We traveled from the Midwest to Salem for our anniversary to check out everything spooky, and it was perfect. We walked around Salem historic village, listened to the live music, got to do some creepy cool quests, and then finished it off by going to Dani and Max’s house from Hocus Pocus and dinner at a little local joint out of town on the beach. It was kinda weird, kinda spooky, and very us.”
The best dates aren’t always the most polished. They’re the ones that feel like something only the two of you would plan.
Abi, Social Media:
“My partner makes me a piece of jewellery for every special occasion, every birthday, Christmas, anniversary, and they’re all really special, personal pieces. It means I get to wear all our perfect little moments on myself every day.”
Some people show love in ways that quite literally stay with you.
Robyn, Founder:
“I remember I had a first date where she brought me a hand-drawn birthday card. It was funny, super cute, and personal. It was just so thoughtful (but like in a not too much kinda way).
It doesn’t have to be over the top. Just intentional.
Annie, Marketing:
“Speaking of sapphics going beyond- my partner made a fully written music production video for me with my daughter for Mother’s Day last year, and this is why we date better. THE EFFORT!!!!”
Being present sounds simple. But it’s one of the clearest ways someone shows they care.
Jill, Brand:
“The same partner (during my TwiHard phase) waited in line for hours at their local mall to get me Peter Facinelli (aka Dr Cullen’s) autograph. They hate (and hated) Twilight so much, but they did this for me still.”
You don’t have to love the same things. But choosing to show up for them anyway. That’s the part that matters.
Emily, Moderator:
“Little ways that I feel seen and loved are the way my partner pebbles. Videos on instagram of food we can try, places to visit, cute little relationship messages, and even videos about things that I like and they’re not interested in. It just shows that they listen to me and think of me often.”
Care isn’t always big moments. It’s being thought of, consistently.
There’s no one way to date better. But if there is a pattern here, it’s this:
The moments people remember aren’t the biggest ones. They’re the ones that feel thoughtful, personal, and actually meant for them.
It’s the planning. The tiny details. Showing up for something that matters to them, even if it’s not your thing. That’s the kind of care people remember days, months, and years later.
Don’t settle for less.
Chicago-based community manager, content writer, and professional cupid who’s still in her emo era. When she's not hosting HER virtual events, you’ll find her creating oddly specific playlists on Spotify and hitting up way too many concerts with her partner. Catch her where the music’s loud, the food is cheesy, and the eyeliner’s smudged just right!
