SingleEdition.com's Funniest Dating Stories
| One more lousy date sending you over the edge? Don’t despair! We’ve gathered some classic dating disaster stories from our readers to give you a good chuckle. Just remember, you’re not alone! |
![]() |
2. My funniest date had to be with a cardiac nurse who was convinced I was a gay porn star she had seen the night before. – Joel, Founder SparkBliss.com
3. I had no business getting in this guy's car after a first date through the personals. He insisted on driving me to my car. When we reached the parking lot I went to open the door and he locked it from his side and said, "Do you like my Ted Bundy locks?" He laughed. I didn't. There was no second date. – Gina F.
4. It had to be my second date with a man by the name of Joe. He was on his way to pick me up when I managed to lock myself into my own bedroom. Needless to say, we spent a good part of the evening divided by a wall, while my Superintendent and a locksmith worked on setting me free. In hindsight, it foreshadowed the relationship barrier than would eventually lead to our break-up.- Sherri, NYC
5. Funniest date was camping in Fundy Park. I brought my dog along, and during the night, he made a big load of poop by my boyfriend's head. – Anne, Cape Breton
6. Let's just say 'put down the blackberry' folks. Text messaging is no way to engage in foreplay. – Karyn, NYC
7. My friends coerced me into calling a radio station for "Win a Guy Wednesday" contest. The guy was a firefighter, a skier, a skydiver, and a computer nerd, potentially a good match. When we met, he owned up to being a volunteer firefighter for a small rural town, he had skied once, and gave up his job working for "Bill" to join the US Skydiving Team, after only 2 jumps ever!!! The only evidence he might have worked in the computer industry was the torn Microsoft polo shirt that he wore on our date. My dinner consisted of a salad while he had half of a cow because he had to "bulk up for diving."- Christina, Arizona
8. I recently went on a date to Ikea. We spent four hours laughing and talking on every couch, chair and bed in the store, but didn't see or purchase anything. All despite the fact that I just moved, had NO furniture and was sleeping on a borrowed air mattress.- Crystal, L.A.
9. I was on this really great date. We were getting along, we had a lot in common and there was an obvious attraction between us. We first met at this really nice classy lounge and had a few drinks and then proceeded on to dinner. The restaurant he picked was one I had been wanting to go to, so automatic points there. With dinner we ordered a bottle of wine, as per usual. Well I don't know if my date had a bit too much truth serum (alcohol) but in the middle of our conversation he mentioned that his girlfriend would really like this place!!! I got up right then and walked out and didn't look back. Stopped at 7-Eleven on my way home, got some tabloid mags and a slushie and called it a night. – Jill, Chicago IL
10. When I first moved to Clearwater I went out on a date with a guy that worked for the same company as my mother. He kept begging her to introduce us and wanted to show me around since I was new in town. We went out for some margaritas and then went dancing at a country western bar. We had a great time until it was time to go home and he ran out of gas on the highway about 1/2 mile away from a gas station. I refused to help him push the car to the gas station in 3 inch heels so he started pushing the truck on his own. 3 guys pulled up and asked if we needed help and began to push the truck along with my date. Those same 3 guys had been at the same dance club we were at and started hitting on me when they saw me in the car. They teased my date so bad saying that I could come with them since they had a full tank of gas. My date was mortified and I couldn't do anything but keep laughing. – Mel, Florida
Search Locally
Browse by State
All Local Guides
Alabama
Alaska
Arizona
Arkansas
California
Colorado
Connecticut
DC
Delaware
Florida
Georgia
Hawaii
Idaho
Illinois
Indiana
Iowa
Kansas
Kentucky
Louisiana
Maine
Maryland
Massachusetts
Michigan
Minnesota
Mississippi
Missouri
Montana
Nebraska
Nevada
New Hampshire
New Jersey
New Mexico
New York
North Carolina
Alabama
Alaska
Arizona
Arkansas
California
Colorado
Connecticut
DC
Delaware
Florida
Georgia
Hawaii
Idaho
Illinois
Indiana
Iowa
Kansas
Kentucky
Louisiana
Maine
Maryland
Massachusetts
Michigan
Minnesota
Mississippi
Missouri
Montana
Nebraska
Nevada
New Hampshire
New Jersey
New Mexico
New York
North Carolina













