Some dates give you butterflies. Others give you a story you'll be telling for years.
Welcome to Dating Disasters - where awkward first dates, unexpected surprises, mixed signals, and questionable dating decisions become conversations worth having.
Maybe your date spent two hours talking about their ex. Maybe someone showed up an hour late without an apology. Or maybe the date went so badly that you wished you'd stayed home with your favorite show.
We've all heard a dating story that made us ask: What were they thinking?
Here, you'll find entertaining dating dilemmas, funny fictional scenarios, and relatable moments from the complicated world of modern dating.
The Dating Disaster of the Day
Your Date Brings Their Ex Into Every Conversation
Imagine you're on a first date. The food is good, the atmosphere is romantic, and everything seems promising.
Then your date starts talking about their ex.
At first, it's just a passing comment. Ten minutes later, you're hearing about their vacation together, their favorite restaurant, and the terrible way their relationship ended.
Eventually, you realize you know more about the ex than you know about the person sitting across from you.
What would you do?
- A. Give them another chance. First dates can be awkward.
- B. Politely change the subject and see what happens.
- C. Finish dinner, wish them well, and don't schedule date number two.
- D. Ask whether the ex knows they're on a date.
💬 Join the conversation: Is talking about an ex on a first date an honest attempt to share the past, or a sign someone isn't ready to move on?
Tell Us Your Dating Disaster
We want to hear about the awkward, surprising, hilarious, and unforgettable moments that make dating such an adventure.
What's the strangest thing someone has done on a date with you?
Share your experience in the comments. Please avoid posting private information about other people.
Note: Some scenarios on this page are fictional or created for entertainment and discussion.*
HeartConnect — Funny Love. Real Opinions.