FUNNIEST, Dumbest, Most Cringe First Date FAILS!

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[stevecarson]

4:45 Maybe it's just me, but I find there's something endearing about a guy who is so paralyzed with nervousness on his first date that he's actually googled good questions and WRITTEN THEM ON HIS HAND. I'd give the poor guy a break, to see if he got a bit more self-confident as he got more relaxed. Frankly, I think people who are shy and socially awkward are a lot more appealing than some conceited SOB who would think he was doing you a favour by spending time with you.

[purplehipporecorder]

I disagree, "gleeful cruelty" should be brought out on a first date, so that the other person doesn't have to waste any more of their life. You don't want someone who's good at hiding that.

[WakkasLove]

Well that last one was just insane. Sounds like he would be an abuser too.

[furlupendicott]

There is this story about a guy who scored 4 touchdowns in a single game in high school and to this day it is his greatest achievement.

[SiqueScarface]

Sometimes, I am wondering if I should have dated more, just to have something to tell. But alas, I am still married to the first girl I invited to the movies.

[IanM-idor]

I like the one about the Indy 500. And I agree - racism is extremely unattractive

[funnyhumor]

Ah yes, nothing brings people together like the shared trauma of a first date disaster. 💀😂 BRB, grabbing popcorn for the cringe-fest!

[christopherbedford]

My friend Charles, whilst a student at university, filled three little black books with girls' details. Mostly one-and two-date relationships. Where he found them all remains a mystery.

His worst first date had to be the time he took this girl to the "Rand Easter Show" which is I guess South Africa's sort-of answer to a big State Fair. Lots of displays and rides and attractions, and it goes on for about 10 days. It's held at an agricultural showground so some parts are a bit "rough". I'm not sure I remember all the incidents but as far as I recall: -
- got his foot stuck in a hole in the ground and the rest of the group (it was a double date with a girl friend of hers, I think) unknowingly walked away. Took him ages to find them again
- decided to put his jacket on after they sat down on the rollercoaster, but he had thrown it over the back of the seat earlier so one sleeve was behind the girl - the button in the cuff caught in her hair but he obliviously keept tugging, unable to work out that there was probably a reason he couldn't get his arm in the sleeve. She of course suffered in silence
- pushed his tray off the end of the rails in the cafeteria-style self-service restaurant and had to go back and start again
- had his plate cleared away from in front of him before he was done, but was paying attention to the conversation rather than the busboy.He actually got up to run after him and got his food back

Most people would have given up and committed suicide at this point but Charles persevered! He's been happily married for over 30 years now 😁

[NastyLittleBagginses]

1:50 - Honestly, the surprising thing isn't that she was his ex-wife, it's that he was ever able to get married in the first place.

[Unknown]

The "jacked" Russell Terrier story, where she said, "I don't think you are funny": There are people in the world who do not understand humor and who actively disapprove of people who are funny. To them, "funny" ONLY means you are "funny-weird, " not "funny-ha-ha." They pride themselves on this and are always cold-fish, heartless kinds of people. I am old, so take my advice and RUN from them!

[weirdredpanda]

At least the guy going to Alcoholics Anonymous is trying, though I agree taking a date there is weird.

[EbenBransome]

They guy with the calluses - in the Uk you also get them from sailing, rowing and playing cricket, which are not typically blue collar occupations. You'd walk out from the shock of the sheer ignorance.

[JedTaub]

Guys and cats: When I met my girl, she was a definite cat person; I was a dog person with a bad cat allergy. Her cat got to love me, jumping on the dinner table and putting her output in my face over my plate to show me she trusted me. I knew if I made it a condition, me or the cat, the cat would win. But my girl was impressed the cat trusted me. The cat sadly died years ago, but we've been married 38 years now. And you don't have to walk a cat.... Walk in circles: A guy I knew was in a motorcycle accident and mangled his left foot. In the hospital, he was feeling marked for life, and the nurse asked him about it. He said, ' Could you ever love a guy with a foot and a half?" She stared for a moment and RAN out of the room. She came back and apologized, saying seriously, " Well, if I loved a man, it wouldn't make any difference to me if he had a deformity. But to answer your question directly, what girl WOULDN'T love a guy with a foot and a half??!"

[JC]

7:13 Was the guy's name Al, and was it a basketball game at Polk High?

[slc]

My cringe is that I made the mistake of going on a dating app in my mid 40s. I’m sibgle, own my own home, had a good job as a nurse (now retired). Oh my gosh, I attracted every loser in the book! Those who wanted a roof, those who wanted a babysitter for their kids, or had medical problems and wanted a nurse. After a few months, I closed my account. Still single and happy.

[rufust.firefly]

:25>George Constanza: Guys and cats?...I don't know. 5:38> I met a gal over 40 yrs ago that was 10 yrs older than I. We hit it off for a couple yrs. She wanted to get married, but I didn't. It wasn't because of the age difference. We're still friends.

[lesley]

“If you could get rid of one race what race would it be?” What!!!

[keepdancingmaria]

Well, I thought that " *JACKED* Russel Terrier" was humorous. I mean, it wasn't sidesplitting, but it was appropriate to the comment that elicited it, and was appropriately funny.
Glad the guy didn't waste any time on her.

[keepdancingmaria]

Honestly? I'd've given "written questions on hand" guy another chance...
I really would have. When someone knows there's a problem and is trying to find a way to fix it, that's a person who deserves more chances in my book.

[robstockton]

I think Scrabble on the trailer floor wins.