Women Are Confessing The "Cringiest Things They've Ever Done," And The Second-Hand Embarrassment Is Off The Charts

Reddit user u/not_doing_that recently asked, "What's the cringiest thing you've done that haunts you to this day?" and the comment section is filled with hilarious stories that are giving me an unreal amount of second-hand embarrassment.

Michael Jordan laughing
OWN

Here are the top-voted comments:

1."I was in a situationship with a guy in my earlier 20s, and he did not like me AT ALL. For some reason, I thought me sending him bikini pics would make him think I was hot as hell and magically like me. Boy didn’t even react to them. I want to die just thinking about it. 💀"

Taylor Swift covering her face

2."I was in a college certification program that had students from multiple universities. One day, a guy asked me if I was a cougar, and I responded that I didn't think I was old enough. The cougar was their mascot. ☠️"

u/fangedguyssuck

3."It was the Fourth of July party at our house. We have a built-in pool and a hot tub, so it’s pretty ideal for summer parties. Around 50 people were here, and we were pretty much all in swimwear. I thought it would be fun to tease my now husband and wear a butt plug. He would be the only one who knew, and it would be an all day tease to get him revved up for later. So, I’m in the kitchen making a pitcher of sangria talking to my brother-in-law while he was cutting the fruit. I get allergies pretty bad. Like sudden sneeze attacks out of nowhere. Guess who sneezed a butt plug out of her ass at high speed onto our hardwood floors in front of her husband's brother? My soul left my body."

John Cena looking shocked

4."When I was in middle school, I put the number of days I'd been single for in my MSN name, updated daily. 💀"

Kristen Bell making a cringey face

5."I once forgot my phone at home when I went to work. I was talking to my colleague, and I mentioned that I didn't have my phone with me, and how I 'felt like I had lost an arm.' My colleague only had one arm. 😑 I'll think about that moment until I die."

u/Remarkable_Crazy_210

6."A hiring manager called me one day around 7 a.m. I was still sleeping so I didn’t answer, and he left a voicemail. When I woke up, I checked the message, and it was him saying, 'Hello? Hello? Hello?….hello?' This went on for at least 45 seconds, and I was laughing after each 'hello' because who the hell keeps trying to say 'hello' in a voicemail for that long? I was crying by the time the voicemail ended. I went to press 7 to delete the message but, strangely, the call had ended instead of giving me the option to delete. That’s when I realized, it wasn’t a voicemail. I had dialed his number back, not my voicemail. I was laughing my ass off at a hiring manager with whom I desperately wanted to get work. Thank god I didn’t yell out to my fiancé what I wanted to, 'This idiot thinks he’s talking to me, but he’s talking to my voicemail!' Never check your 'voicemail' before coffee, friends."

u/LilMissMixalot

"I’m cackling. 😂😂"

u/muzzlepop

7."In high school debate class, I was presenting a speech... and that morning had realized I had no underwear that's clean. I went commando. I was, like, 16, but I had definitely never shaved. Well, halfway through the speech, I realized a boy in class had been looking at my crotch. I look down, and my bush is issuing forth from my zipper. Red and brown curly pubes, and now all the therapy in the world will not remove this as a nightmare memory."

A woman making a cringey face

8."I visited a spa in Vietnam when I wanted to get my first ever massage. As I emerged from the changing area in my towel, the friendly receptionist handed me what I believed to be a paper shower cap and said something in Vietnamese. Unfortunately, my knowledge of the language was nonexistent, so I had to rely on my instincts, which turned out to be utterly misguided. I took the 'paper shower cap' from her and gave it a puzzled look. It did seem a bit unusual, but in my mind, it was a quirky and fashionable shower cap that would protect my hair from getting oily. Oh, how wrong I was! With confidence, I placed that supposed shower cap on my head and strutted over to the massage area, feeling quite fashionable and ready for relaxation. The moment the masseuse laid eyes on me, she burst into uncontrollable laughter..."

"I couldn't fathom the reason behind her amusement until I caught a glimpse of myself in the mirror. To my horror, there I stood, with paper underwear perched on my head like a clueless fool! Between laughing and gasping for breath, the masseuse managed to explain, 'Miss...Sir...Miss, not head! Below!' The realization hit me like a ton of bricks."

u/Visible_Compote9193

9."My high school friend had a pregnancy scare. I got a call and was told they had good news. I exclaimed, 'You're not pregnant!' I spoke too soon. She was. We had just graduated from high school. It never occurred to me that someone my age at the time would be excited about having a baby. They had a shotgun wedding, and they are still married in their 40s so it worked out, and they have grandkids now, but I still cringe about it."

Closeup of a woman making a cringey face

10."I went into a group dancing competition and, for the first time in my life, was holding hands with a boy for more than a few minutes. Oh boy, were my sweaty palms so fucking noticeable, especially when he wiped his hands off after the practice for everyone to see. 🤦‍♀️"

u/Easy-Struggle4256

11."I showed up at a college party elaborately dressed as Charlie Chaplin. I was the only person in costume. At some point, I ended up stuck in a little room with a couple who were aggressively making out. I couldn’t leave because someone had accidentally blocked us in. Good times."

A person dressed like Charlie Chaplin

12."I once tried to get on the plane before boarding. 🤦🏻‍♀️"

u/IllegalUnicorn

13."I left my sixth-grade crush a voicemail of me singing '2 Become 1' by the Spice Girls."

Screenshot from "The Office"

14."I had a friend in undergrad whose family worked in radio, but that's all I knew; I didn't know specifics. She picked me up after class one day, and she had my least favorite talk show playing in her car. 'Ugh, I HATE this woman's voice every time she comes on, it's the worst,' I said as soon as I got in the car. To which she replied...'That's my mom.' This moment still gives me nightmares sometimes."

u/blkcoffeewhiskeyneat

And finally...

15."At a college dance, I saw my former crush leaving with another girl. I (drunkenly) hurried over to say goodbye, so I wrapped an arm around his neck and pulled myself up to his ear and whispered 'sleep with her for me' and then went right back to the dance floor. I woke up to my roommate leaning over the edge of the bed, saying 'Uh, heyyyy, do you remember what you said last night?' It came back to me awhile later, but JFC, what on God's green earth possessed me?! And why this man didn’t immediately block me on every social media platform, I cannot imagine."

Screenshot from "Schitt's Creek"

Now, it's your turn! What's the cringiest thing that's happened to you? Comment below!

Note: Submissions have been edited for length and/or clarity.