c/date-night-disasters

My sister told me to 'just be myself' on a date and I ended up ranting about squirrels for 20 minutes

So I went on a date last weekend with this guy I met at a coffee shop in Chicago. My sister, who is always giving relationship advice, told me to 'just be yourself' and not try to impress him. I took that literally. We sat down at a pizza place and I got nervous, so I started talking about how I feed the squirrels in my backyard and they have names like Chonky and Nibbles. He asked one question about them and I went on a full tangent about the squirrel hierarchy in my neighborhood. He just stared at me, finished his slice, and said he had to leave early. Has anyone else taken advice too literally and regretted it?

2 comments

dianas50•12d ago

That time a fancy dinner date turned into a cheap taco truck adventure

I went on a date back in 2018 with a guy who insisted on taking me to a super expensive steakhouse downtown, but he forgot his wallet. We ended up eating 2-for-1 tacos from a truck by the gas station, and he tried to pay with a card that got declined. Has anyone else had a date fall apart because of money problems? Did you laugh it off or just leave?

2 comments

parker_park8•13d ago

Finally had a date that didn't start with a phone check

Met someone last week who actually put her phone face down on the table before we ordered drinks. Dont know why that felt like a big deal but it did. Has anyone else noticed how rare that is now?

c/date-night-disasters

My sister told me to 'just be myself' on a date and I ended up ranting about squirrels for 20 minutes

That time a fancy dinner date turned into a cheap taco truck adventure

Finally had a date that didn't start with a phone check

Spent $80 on a fancy speed dating event and got zero matches

That time my date brought her mom along without telling me

That $60 sushi dinner that I barely touched after she pulled out a binder of 'red flags'

I finally tried that 'just be yourself' advice everyone gives and it blew up

Vent: The girl who talked about her ex for 45 minutes straight at Chili's

Rant: That time the bill arrived and we both had different ideas about who pays

The $40 Dinner That Became a $200 Lesson on Split Checks

That time I walked out mid dinner at Olive Garden in Miami

The guy who bragged about his cooking skills on date one then served me microwaved pasta

Picked a fancy steakhouse over a casual burger joint for a first date last month

Had a conversation with my sister after her divorce that made me rethink my whole 'you should date around' advice

So my date brought a 'spirit animal' guide to dinner...

I saw how first dates changed after I started dressing nicer

Used to plan every minute of a first date like a military operation

PSA: I hit a weird milestone on my 47th first date and it kinda blew my mind

Just realized I was the one making every first date feel like a job interview

PSA: My date brought a full PowerPoint presentation to a coffee shop in Austin last Tuesday.

This guy on a podcast said his date brought her own Tupperware to a steakhouse

Why does nobody talk about the 'check split' test on a first date?

A friend said my 'no second date' rule was the real problem...

My date insisted we split the bill, then left me with the whole $120 check

My date last night spent the whole time talking about his ex-wife's cat