13 Embarrassing First Date Stories | The Odyssey Online
Start writing a post
Relationships

13 Embarrassing First Date Stories

Whoever said that first dates are magical was wrong.

9467
13 Embarrassing First Date Stories
Google

The dreaded first date, we’ve all had them. There's so much anticipation and excitement that can turn into the good, the bad, or the ugly. It could be the beginning of something great or a night of high expectations turned into a disaster. Here are some funny, but awkward first date stories that no one would want to live over again.


1. "I met a guy on tinder and we went to my favorite local bar for our first date. He was amazing, we talked for hours! On the way home he made weird remarks like how I "looked so sexy and professional like the girls from his neighborhood" and he repeatedly tried to kiss me but I swerved. He asks if he can come "see my apartment" and I said "your Uber can be here in 5 min if you call it now" and ran inside. He ended up sitting on the front porch bench for a while. Then my roommate yells out the window if he wants to see the apartment mocking him. He walked out to our yard and looked up, saw both of us in the window, and ran down the street. I still can't look at him in the eyes when I see him at the bars...which is basically every time I go out."

2. "We were sitting eating dinner and my dates friend walks up. They start talking for a while catching up with each other. After what feels like more than a few minutes (I'm feeling completely awkward) she turned and said " this is my friend.....Darren..?". Her face all confused you could tell she didn't remember my name at all."

3. "One time I was meeting a guy to go swimming at Barton Springs really late. The whole idea seemed romantic. Swimming late at night, with the stars, in the company of a very handsome guy. I get there and he's already in the pool with 10 other men. Lucky for me right? These guys had to be 60+ ages. Apparently speedos were the trend as well."

4. "One time I went out with a girl that I thought I had just met, but apparently we had met a bunch of times and I had even been to her house. She didn't realize for a while, and thought I was joking the whole time. Then she realized I wasn't, safe to say we didn't go out again"

5. "I was on a date with this guy that I really liked. We went and got pizza and went back to my apartment where we watched one of my favorite TV shows, I was showing him one of my favorite episodes. We were sitting together cuddling, and out of nowhere he starts kissing me... he was a terrible kisser! It was so sloppy, awkward and forceful; I hated it. I pushed him away from me and told him to stop kissing me because he was interrupting my favorite episode."

6. "Before I went out with this girl I took a caffeine pill and it made me sweat like crazy and I kept stuttering my words throughout the date. It was horrible. I thought I'd be able to think of stuff to say and carry on a conversation. But nope not at all."

7. "I was so nervous and excited to go on this date that I put on two different boots in the process of getting ready. I did this, so I could pick which one looked best. Apparently they both did. The whole night I felt like people were looking and me. Thinking, "wow this outfit is fire", but I was really wearing two different colored shoes."

8. "A few years back I went one a date with this girl who was 23 and I was 19 at the time but wanted to seem cooler so said I was 20 turning 21 soon. We got to the bar early enough so I could get in and she got us both drinks. I was freaking out the whole time. Then one of her friends did some snooping and found out I was only turing 20 and calls me out. My date gets angry that she got tricked into going out with basically a high schooler. We stopped talking but then a week later she starts dating one of my close friends and I saw her all the time for 6 months after that."

9. "One time I was set up by my friend to go out with her boyfriends best friend. We went to one of those Japanese restaurants where they cook right in front of you sitting with a group of people. I went to go to the bathroom and when I came back the guy asked for a booster seat for me to sit on! It was awkward for everyone and so mean of him. I ate my dinner at the bar and left, it was on the house. He even asked me on a second date, of course I said no!"

10. "I took a girl to play mini golf then afterwards we went to my house to watch a movie. We picked a terrible horror film. I was so nervous I sat on the opposite side of the couch in terror as I contemplated making the dreaded arm around shoulder move for an hour and a half. I realized I messed up and started walking around behind the couch pacing as we fumbled through awkward conversation, where we both knew what the delay was. I ended up leaning over the couch and kissing her upside down.. leaned over the couch while she was sitting there facing forward. It was horrible, no second date."

11. "I was meeting this super hot guy at a cute coffee shop who seemed super excited to go out with me, and I was excited to go out with him! But during the date he didn't talk the entire time, and I know how to keep a conversation going! He was so awkward that I ended the date after a half hour and never spoke to him again."

12. "I went on a date with a guy who was a lot older than me so I wasn't quite sure how to handle the situation towards the end. So I just put out my hand and gave him a high five... Maybe that kind of thing isn't so bad? After all he asked me on another date!"

13. "I met this guy at a local Mexican restaurant where we had dinner and a marg. Normally I would be fine but for some reason when we got to the baseball game I felt so nauseas (maybe it was the Chinese I had for lunch? Mexican, Chinese and Tequila.. not a good combo for future reference). I knew what was about to happen and I ran behind a bus in the parking lot and threw up. I turned around super embarrassed; he was right there. He even offered for me to wipe my mouth on his shirt, which I denied immediately. Luckily I puked and rallied and had a great rest of the date!"

Report this Content
This article has not been reviewed by Odyssey HQ and solely reflects the ideas and opinions of the creator.
Featured

15 Mind-Bending Riddles

Hopefully they will make you laugh.

188290
 Ilistrated image of the planet and images of questions
StableDiffusion

I've been super busy lately with school work, studying, etc. Besides the fact that I do nothing but AP chemistry and AP economics, I constantly think of stupid questions that are almost impossible to answer. So, maybe you could answer them for me, and if not then we can both wonder what the answers to these 15 questions could be.

Keep Reading...Show less
Entertainment

Most Epic Aurora Borealis Photos: October 2024

As if May wasn't enough, a truly spectacular Northern Lights show lit up the sky on Oct. 10, 2024

13712
stunning aurora borealis display over a forest of trees and lake
StableDiffusion

From sea to shining sea, the United States was uniquely positioned for an incredible Aurora Borealis display on Thursday, Oct. 10, 2024, going into Friday, Oct. 11.

It was the second time this year after an historic geomagnetic storm in May 2024. Those Northern Lights were visible in Europe and North America, just like this latest rendition.

Keep Reading...Show less
 silhouette of a woman on the beach at sunrise
StableDiffusion

Content warning: This article contains descriptions of suicide/suicidal thoughts.

When you are feeling down, please know that there are many reasons to keep living.

Keep Reading...Show less
Relationships

Power of Love Letters

I don't think I say it enough...

456951
Illistrated image of a letter with 2 red hearts
StableDiffusion

To My Loving Boyfriend,

  • Thank you for all that you do for me
  • Thank you for working through disagreements with me
  • Thank you for always supporting me
  • I appreciate you more than words can express
  • You have helped me grow and become a better person
  • I can't wait to see where life takes us next
  • I promise to cherish every moment with you
  • Thank you for being my best friend and confidante
  • I love you and everything you do

To start off, here's something I don't say nearly enough: thank you. Thank you, thank you, thank you from the bottom of my heart. You do so much for me that I can't even put into words how much I appreciate everything you do - and have done - for me over the course of our relationship so far. While every couple has their fair share of tiffs and disagreements, thank you for getting through all of them with me and making us a better couple at the other end. With any argument, we don't just throw in the towel and say we're done, but we work towards a solution that puts us in a greater place each day. Thank you for always working with me and never giving up on us.

Keep Reading...Show less
Lifestyle

11 Signs You Grew Up In Hauppauge, NY

Because no one ever really leaves.

26080
Map of Hauppauge, New York
Google

Ah, yes, good old Hauppauge. We are that town in the dead center of Long Island that barely anyone knows how to pronounce unless they're from the town itself or live in a nearby area. Hauppauge is home to people of all kinds. We always have new families joining the community but honestly, the majority of the town is filled with people who never leave (high school alumni) and elders who have raised their kids here. Around the town, there are some just some landmarks and places that only the people of Hauppauge will ever understand the importance or even the annoyance of.

Keep Reading...Show less

Subscribe to Our Newsletter

Facebook Comments