The Most Embarrassing Thing People Have Said To Someone They Were Trying To Impress

I once fell off of a treadmill trying to flirt with my high school crush.

I was running way too fast to show my "stamina."

I destroyed my Discman and my dignity.

Oh My

"Crush in High School worked at an ice cream store. When she asked for toppings I said 'I’ll have Reese’s penises please.' The store laughed."

WhaleyWino235

Tom Morello's Hometown

"I worked at the local guitar shop in town in high school. It happens to be Tom Morello's hometown (of rage against the machine fame). The owner used to babysit him when Tom was little and he'd always stop by to say hi when they were in town on tour. This was around the time of the evil empire and they were at peak popularity."

"He came in one day while I was there and asked if John was in. 16-year-old me just looked at him and asked 'Do you know who you are?!?!' He just laughed and said yes. Humiliated I went and got the owner and then tried to hide and die from shame."

matthewmichael

Echoes

"I was around 15, going through the receiving line at my cousin's wedding. This was my first 'grown-up' wedding and I wanted to act it. As I hugged my cousin I blurted out 'I'm so excited to be here! The last wedding I was at was your first one!'"

"That has echoed in my head for 30 years."

"E: This was my cousin's second wedding. The groom's first."

LGBecca

No Tip

"A server trying to get a tip: I went to clear a shared dessert dish from a table of 4 - mom, dad, and 2 sons. One son jokingly pointed at his mom and said 'She ate most of it.' I, the braindead server who was/is terrible at banter, but trying to get a tip said the first reply that came to mind: 'I can tell.' No idea why. Terrible reaction, as expected. No tip."

1nd1anaCroft

Snap

"I can do a Kickflip, then proceed to elegantly snap my ankle."

Mrlightyboy

Why do we risk our lives?

Have we really lost the ability for a simple flirt?

Where?

"I did once (truthfully) tell a girl from Austria that I didn't know what the capital of Austria was - which wouldn't be too embarrassing, except that I was wearing a t-shirt which said 'Vienna Rocks' on it at the time. She thought I was joking."

Ok-Fudge8848

The Red Lights

"I told everyone I knew about my plan to go on a trip to Europe. I had planned to tour different countries by train with a special visit to… Amsterdam. My intention was to visit a marijuana cafe, but in my ignorance, I thought that these were all located in the red lights district. I would tell people I was going to the red light district and they would understandably pause and ask me… why?"

"Trying to be sly I would say something like 'to do what the locals do of course,' believing that this meant smoking marijuana in a cafe… I was actually telling everyone I knew, friends, teachers, relatives, coworkers, that I was going to cross the Atlantic so I could hire a sex worker."

Virtual-Elderberry31

How Far You'll Go

"Was on an airplane years ago with my girlfriend and her parents. My girlfriend couldn't get a seat next to me and sat directly behind me. During the flight, I thought I would surprise her and reached my hand back onto her knee. Slowly I kept extending it up her thigh until I heard giggling."

"Looked behind through the seats and saw that my hand was on the leg of the guy next to her. He saw my face and said, 'I just wanted to see how far you'd go.' Of course, my girlfriend was in on it and started laughing along with the rest of the row. Was so embarrassed."

Ladon1949

Not Cool

"I was skating at a school and my girlfriend calls me and says she wants to hang out. Tell her I'm skating but she can meet me at the school and we can figure out what we're doing from there. She shows up looking cute AF, so clearly I need to impress her. There was a little two stair where she was waiting for me and I went to do a BS 180 down it. Instead of just landing normally, I thought I would look more bada** if I stomped the landing."

"As I landed my lead foot came off the board and I landed with all of my weight on that ankle... Immediate excruciating pain ensued and I'm on the ground rolling in pain. My sad attempt to look cool skating had turned into one of the worst injuries I received and an extremely embarrassing moment. The pain was so bad I could barely drive my car back home because I severely injured my right ankle."

"Didn't break my ankle but I did have a severe ankle sprain. I've had surgery on it and it's much better, but it just has never been quite the same. As far as the girlfriend goes, we're still together and have been married for 10 years."

DJAXL

Listen Again

"I told a musician I like that I liked a specific song. It was not his song."

Naca-7

We are so silly.

Why can't we just say 'Hey' and get on with it?

Such drama.