Guy Takes Crush to Bar, She Goes Home With Someone Else

A guy drove his crush 45 minutes to a bar, thinking it was a romantic date night. Her well-meaning friends immediately started playing matchmaker with other men instead. He watched helplessly as she hit it off with a stranger and chose to go home with him, leaving our heartbroken protagonist to sob alone in his car.

The Original Post

Tifu by bringing my crush to a bar. There is this girl I met let’s call her Jen. I over the last week have developed a huge crush on Jen and I have been trying to spend as much time with her as possible. We have been FaceTiming almost every night and spending a ton of time together. Jen is a social butterfly and enjoys having drinks so I thought hey she hasn’t really explored the bars in the area so I should take her out! Now we go out to the bar and mind you it’s a 45 minute drive to the bars from where we live. I’m super excited and really enjoying the car ride there we are talking listening to music and having a good time. As we get to the bar one of Jen’s friends is at one of the bars we wanted to go to so we decided to meet up with them. Let’s call her Holly and her boyfriend Percy. We begin hanging with holly and Percy and buy a round of drinks. Holly begins matching up Jen with men in the bar. After about 20 minutes in the first bar holly walks up to this guy and pairs off Jen and him we will call him Doug. Doug is a really nice guy and ends up hitting it off with Jen. I imagined they would flirt and then Jen’s attention would be back on me. After about 3 hours of being out it becomes apparent that’s not the case. Percy begins trying to pair me off with girls in the bar and I kinda told him about how I was here with Jen and I was hoping to make this like a date night and he leans over to me and says “dude I’m so sorry me and holly did not read that at all” so after him hyping me up about Jen he and holly decide to call it a night. I am Jen’s ride home so I literally third wheeled with Jen and Doug. After another hour I let Jen know hey I’m going to need to tap out soon and head home (I hadn’t drank since the start of the night and was getting really uncomfortable watching her and Doug) she said “oh it’s fine Doug can bring me home” I walked her to my car to get her keys and her charger and said bye to Doug and Jen. I felt ashamed and embarrassed as soon as they walked away from the car. I immediately sobbed for about 15 minutes. After taking some time to breathe and compose myself I drove the hour home took a nap and now I am chuckling about how stupid I was in this situation and how if I had just been more transparent about my feelings I could have dodged this entire situation.

TL;DR:

I took my crush out to the bars hoping for a date, but her friends didn’t realize that and actively set her up with another guy. She ended up hitting it off with him, I awkwardly third-wheeled all night, and she ultimately went home with him instead of me—turning what I hoped was a date into a painfully clear signal that she doesn’t see me the same way.

What Reddit Said

Redditors felt genuine sympathy for OP’s painful situation. Most agreed the core issue was his failure to communicate his romantic intentions clearly. However, they also recognized how devastating it must have been to watch his crush go home with another guy.

The top comment captured the collective cringe perfectly: “holy fuck that was embarrassing to read.” Meanwhile, many users shared their own dating horror stories in solidarity. Therefore, the overall tone was supportive rather than mocking.

The Verdict

The overwhelming consensus: OP learned a brutal but necessary lesson about dating communication. This is a classic case of dating fails where assumptions led to heartbreak. While watching his crush go home with another guy was devastating, Redditors agreed that being upfront about intentions prevents these situations entirely.


Original post from r/tifu (1,766 upvotes, 301 comments)

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