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The original was posted on /r/tifu by /u/Routine_Plant_1927 on 2026-01-05 01:48:04+00:00.
This actually happened New Years Eve and, honestly was a fitting end to the year.
I'm 31m, matched with a beautiful 35f on one of the apps and somehow convinced her to come on a hike with my dog and I. Now my dog is adorable, will draw you right in with her big brown eyes and cute little eyebrows but has an endless motor. She doesn't get tired, and gets upset if we don't walk fast enough (foreshadowing).
First mistake was deciding to meet in a nearby county park to avoid the fees. Second mistake was decididing to going down a 35-40ft grade 3, maybe grade 4 leafy hillside where she slid down 90% of it on her butt within the first 20 minutes. We found out on the way back (I know, she kept going), that we missed a small left turn about 50 yards before the hillside.
We spent the next 30ish minutes engaging in decent conversation, I notice she's not asking me a ton of questions in return but I obliviously just chalk it up to her being nervous. I'm an idiot.
Third mistake was bringing my dog. Adorable, but can be an absolute hellhound. We weren't going fast enough for her liking, as I kept the pace slower than normal so I didn't leave this poor girl behind in the woods. Dog starts barking, non stop, for what feels like an hour. It wasn't, maybe 10 minutes but holy shit. Holding a conversation with a pissed off 70lbs spoiled queen on the end of a leash was painful.
Fourth mistake, because why learn from your first - to avoid paying to walk back into the big park, we went back off trail, down another leafy hillside to a trail. I asked her like 5 times if she wanted to, and she said it was fine. It wasn't as steep as the first one, but she slid down her butt again for most of it.
Oh and she may have had an accident at this park in the past.
She said she just wanted to be friends when I asked for a second date (I don't think a lot), and unmatched me on the app. Can't blame her tbh.
TL;DR: Took a girl for a hike with my dog, cheaped out on parking. Had her sliding down hills off trail on her butt... twice. Dog wouldn't stop barking because we weren't walking fast enough. I was dumb enough to ask for a second date.