We humans are quite funny creatures at times, and often find ourselves in awkward situations. Especially when it comes to relationships! Sadly for us, those memories that make us cringe will haunt us for the rest of our lives, but there's actually a way to survive - just laugh it out!

So, get your popcorn ready and let's share the worst fails you made in your first relationships!

#1

The first time I kissed a guy I was 18 years old... Up until then my only exposure to kissing was from sex scenes in shows/movies. So when we started making out (in public... In the SUB at our Uni), I made moaning noises because I thought that's what you were supposed to do! God, I hate myself. I can't even look at him anymore... I just see idiot me moaning like an asshole Mmmm Mmmm mmm uhhh mmm whyyyyyyy?

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Aud Wey 3 months ago

AHAHAHAHAHAHAHAHA! That was funny!!!

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#2

Started kissing in a Target parking lot. She got on top of me and took her shirt off only to realize that the family in the car in front of us was watching

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GraceLOL 3 months ago

*Awkward Silence*

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#3

Thought it would start like in the movies. She kissed me, pushed her onto the bed. Tried to take off her pants then her mom walks in.

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Jessamyn Zolczynski 3 months ago

nothing to see here, move along. Lol

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#4

**FRESHMAN YEAR IN HIGHSCHOOL**My girlfriends birthday was coming up and I wanted to get her the perfect present. So, I asked my older sister to help. We go to the mall and I wanted to get her this gem-encrusted necklace but my sister told me that was too predictable. She said, "if I wanted to keep this girl, I had to be unique and appeal to her feminine side". So she leads me to the sex shop where she picks out this ridiculous looking thing called a rabbit. She said, "if I get her that it would make me seem confident and that she would think about me every time she used it". Both of those things sounded great to me so I bought it, I wrapped it discretely and I couldn't wait to give it to her. I made sure I caught her at her locker and I gave her the present. I told her not to open it here and to open it later. Hoping that she would just put it in her locker and open it when she got home. Lunchtime comes around and we are in the cafeteria. When I meet her at our table she is surrounded by her friends with a table full of cards and gifts and my terribly wrapped dildo was right smack in the middle. Before I could say anything, she grabs it, announces that "this one is from my boo" and opens it. Everyone just froze and of course, they then chime in with their "Oh my gosh's" and "what a freak?" " what kind of girl do you think she is?". Then she turns it on and puts it in the middle of the table vibrating and spinning and of course attracting more people. I was so embarrassed, I couldn't move. Needless to say, she didn't appreciate the gift as much as my sister said she would. We broke up not too long after that. I really hope she kept the toy and thinks about me when she uses it.

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Daniel Mallory 3 months ago

i actually laughed at the end also i think i heard this one before

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#5

My first girlfriend in high school, first time making out...on a balcony during a party. I thought in order to make a woman feel good, you had to squeeze the living hell out of her nipples. NO idea where I got that. Hurt so much she fell down and yelled at me.

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Rogue 3 months ago

Sounds like a made up scene from a movie. If she fell down from a balcony I think her sore nipples would be the least of her problems.

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#6

In my first make out session I had no clue what to do, so I bit his tongue. Hard. He left shortly after.

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Barbara 3 months ago

Love hurts, but most times not like this! Hope you didn't 'Mike Tysoned' his tongue?

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#7

In my first relationship, I was on the playground after school with my boyfriend (we’re not together anymore).he was reaching over to kiss me, and I leaned back toget away from him and I fell off of the platform we were on. EMBARRASING!

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Shruti Naik 3 months ago

hahahahahaha! I'm imagining it and laughing so hard!

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#8

I leaned in to kiss my first bf. I missed and ended up with my lips in his nose. He laughed and kept me anyway. Still together to this day.

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3 months ago

Oh we also finally kissed correctly lol

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#9

When i was kissing with a girl i was with for about 4 months ....
She sat on me and after a while of her wiggiling i got a boner.
Awkward when you are 16 and she feels it....
(We broke up 1 week later

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Lucida 3 months ago

Seriously, what's to be ashamed of? If I was sitting on a 16 year old boy, wiggling and kissing, and he would NOT get a boner, I would feel insulted.

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#10

16 - 17 years old : Being too exclusive, wanting to be just the two uf us all the time, thereby refusing to "share him" with his friends and not socializing enough. Also, thinking sex was the best thing I could do to show him my love, resulting in a relationship where all we did was sex. Needless to say, he got bored of it after a while and I had the worst heartache of my life because I was genuinely in love and just too stupid to open up to his world and his friends...

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BusLady 2 months ago

Maybe you took the relationship more seriously than he did. Sounds like you were hurting more from the breakup.

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#11

literally couldn't kiss properly, when i tried i hit my nose because i was moving too fast

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sakora 3 months ago

This comment is hidden. Click here to view.

Did You broke the nose?

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#12

Late bloomer here.
After we broke up, we still shared the same circle of friends. Ended up staying at the same hotel for an event. To make an embarrassing night short: Got drunk and thought it would be a good idea to knock on his door in the middle of the night. Very loudly. For about 15 minutes.
After that I staggered back to my own room, cried under the shower, almost drowned myself because the alcohol made me drowsy (it was a nice hotel with a giant shower big enough to comfortably crouch in) and woke up the next morning with an epic headache and missing memories of the night before. Sadly, the cringy ones were still crystal clear.
Best part? Met him and the others at breakfast. Pretended not to remember anything. It felt like the meal would never end.

My silver lining: I never got this drunk again and the next time we met, he was extremely rude to some other girl so I got reminded of why breaking up with him wasn't entirely a sad thing.

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Shruti Naik 3 months ago

Good for you for getting out of that relationship!

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#13

In college (yes, I was a late bloomer) I flew across Texas to visit my older brother. Brother introduces me to his friend, George. George asks me out on a date. We had a few beers and then went to the county fair, and I rode the "Zipper" for the first time. Got off, and threw up on George's shoes. About a month later George DRIVES eight hours to visit me at college. I was sick with tonsillitis, but he had driven all that way. He picks me up to go to a movie. I'm running a fever, and threw up in his car. Never made the movie. Never saw him again.

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Desi Platias 3 months ago

poor George!

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#14

When I tried to seduce him but I failed. I found out he's a gay.

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#15

well where to start aha well i was in a relationship with a boy called keenan and i was in year 5 at school my mum made us a picnic to have in the garden all was going well when i caught a glimpse of a pik axe in the garden i lifted it up thinking i could show off and didnt relise he was behind me and he got a pik axe in the knee and had to go to hospital then asked me to marry him WTF!!!

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Anne Lanham 3 months ago

I used to be an adventurer like you, then I got a pick axe in the knee!

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#16

The Cringiest Thing I’ve Ever Done Is Nothing.
*forever alone*
*Insert Seinfeld Theme*

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Allayna 3 months ago

It's okay, me too, and I'm already in High School ( ,_.)

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#17

losing my virginity at 15 and having his brother walk in on us.

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Gayle Bynum Cardosa 3 months ago

So far that wins as the cringiest and not in a good or funny way. Just sad.

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#18

When I was 12 I decided to ask this guy out. He said no, AAAAAAANNNNNNNDDDDDDDDDDd he told his mom that he found out I liked him. His mom said ¨I could have told you that at the start of 2nd grade. (Yes. I liked him for that long) Later that summer we were both volunteering at VBS together. He was in a group with my best friend. on the last day of VBS, he asked me out. Later that night he hugs me... his mom saw it. (she was standing at the window) Later that month he had surgery. I spammed his phone and blah blah blah. We were hanging out one day and my brother was fascinated with the scar on his chin (he had oral surgery... like me :)) so my brother touched it and asked if it hurt. he said no. then my little brother Kicked his face. and asked if that hurt. we broke up the next day

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Mc’scuse me 3 months ago

If only I saw that

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#19

My first boy friend and i 'got married' on our fist date and he dressed as the doctor from Doctor Who
but it was cute and funny since we were little

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Magpie 3 months ago

Not cringy

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#20

Well apparently its not sexy when to make your move in a "moving car" which leads to car crash!

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Barbara 3 months ago

This honestly is the 'plot' of a commercial I've seen on TV :D

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#21

Once i was like,7, i had a relationship with a boy named Paul. I came to him and SPRAYED HIS FRICKIN FACE WITH WATER! And that is, my dear friends ,the story of how I , ended up being an introvert.

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Ben Smith 3 months ago

You don't have relationships when you're 7. You have friends and you were goofing off, big deal.

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#22

So i was madly in love with this guy, (he liked me too) and all je did was trying to set me up with his friend/brother who was into me. So eventualy his friend gave up and he was starting to show interest in me. I was so nervous and worried coz i didn't know how to kiss, and i through he was experienced. I came up to idea to make a deal whit that friend of his. I was to kiss him (which he really wanted) to practice making out and he was supposed to keep that secret. We kissed, turns out i wasnt that bad. Later , i ended up with that guy i liked and almoust broke up coz his friend couldn't keep a secret. I did it all so i didnt embarrass my self i coz i thought i was wayyyyy out of his league.
So that is the story of my first bf, but we are still together, its been 5 years ago.

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BusLady 2 months ago

How old were you then?

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#23

Not me, but a friend. Almost went all the way during a sleepover- parents walked in. Oh God... He came to school the next day and proclaimed he would never have sex until he was 16.

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BusLady 2 months ago

I bet he did

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#24

I bought a new pair of jeans for the first date and we were watching a movie when he asked "New jeans?" I said "No, why do you ask?"...so he reached over and pulled a long clear plastic size tape off the leg that I missed when getting ready. Busted!

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Shruti Naik 3 months ago

This is sweet and innocent. Its ok! don't have to be embarrassed about it! In a few years, you'll laugh about it!

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#25

My first girlfriend is a long distance relationship and when we met im trying to do an effort. Its too hot in that day so i borrow her umbrella (she was holding) to cover her in a sunny day. We slightly debate because she want to hold it by herself but i win and when i trying to open it. I do my best to open it even my face express how hard im trying to open it. And when my girlfriend notice me acting weird. Its too late. I open the umbrella. It is a umbrella that you need to click to open it (it wasn't that trend at the time.) I ruined the umbrella and she gave me "i told you so" face at the same time

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Daniel Mallory 3 months ago

did the relationship last also that sounds like a sex analogy

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