I tried to surprise my friend with a birthday trip to Chicago that fell apart completely.

I booked a fancy hotel and concert tickets for her birthday last month. When I told her, she just looked at me and said, 'I have a huge work deadline that week, I can't go.' I was so focused on the plan being cool that I never checked if she was free. It cost me about $400 in non-refundable fees. Has anyone else messed up by not asking the basic questions first?

2 comments

2 Comments

kai5646d ago

Look at it from her side, you sprung a whole trip on her without asking. That's a lot of pressure. People have real lives and work stuff you don't know about. The surprise part is what made it fail, not just forgetting to check her calendar.

troy_reed5d ago

Honestly planning a surprise trip to Paris for my wife last year was the best thing I did. She had a big project but her boss let her shift things because the gesture meant so much. The problem wasn't the surprise, it was not knowing your partner well enough to guess their calendar. If you're close, you can make it work.