There's nothing quite as cringe-inducing as your first relationship - and it makes sense: you're young, inexperienced, excited, and desperate to make a good impression...but really have NO IDEA WHAT YOU'RE DOING. It's hard to understand the rhythms of a romantic relationship until you've had one - before that, you're relying on what you've SEEN in your life and in movies and TV. So, odds are, you'll have a lot of stupid, awful, embarrassing behavior in your attempts to have a middle school romance predicated on having the same lunch period as someone else.

The problem is that once you've grown a little older and had a few more relationships, you begin to truly comprehend how AWKWARD and DUMB you were in that first relationship. It's hard to even explain, because each individual story sounds so ridiculous to an outside observer, but you know that that was the way it happened. And nowhere is it clearer than in this r/AskReddit thread, where people recounted their most cringe-inducing memories of that first shot at love.

1. TheLogicalCow

She asked me out over snap by saying "I want to date you". I thought she was joking (I was thrilled because I like her a lot but didn't want to jump into saying yes and have her just be kidding). So I go downstairs and my reply was me holding a bag of prunes and I say "I don't have any dates but I have prunes". I am not proud of my actions and I have no idea how we are dating as of now but yeah, that worked.

2. tmonster9999

My Ex's mom wasn't a big fan of me so I wrote a 13 page paper introducing myself and proving why she should give me a chance...

3. Danoodlepod

My first one, he broke up with me and I started bawling for a good hour while he hugged me. Poor dude probably just wanted to home. My first "serious" one, I never talked to him, because I was shy. But we made out at school every day in front of everyone. God, I fucking hate teenage me.

4. SensationalSavior

First relationship, 14 years old. With the girl for a few weeks, and decide it's time to find out what's under her pants. Watched porn before, so I knew..but you know..Never touched it. Touched it, audibly said "wow, it's squishy".

She still brings it up 15 years later(we're still friends). I cringe everytime

5. Netvision9

Sent him porn of Tony the Tiger and Chester the Cheetah with the caption "This could be us". Thought it came off as humorous...it did not.



6. pocket_jello

This was less a relationship and more a crush... He was walking me to the subway station, and I wanted to hold his hand. I reached for it and he just kind of... Kept his hand stiff. So I walked with him with our palms flat against each others, held out in front of us. Why 15 year old me, why.

7. Brooklyn-Beatdwn

He was 14 and I was 13. I was young, dumb and thought I was in love. We were in the kitchen with my mom and at least one of my step sisters. My mom is doing something at the counter and my boyfriend stands behind her, pulls his dick out and says "Hey mom, what flavor is this?" She turns around and I've never seen her turn back around so quick. I don't remember the conversation following (this was 11 years ago) but although I thought it was weird and felt uncomfortable about that, I laughed it off. Did I mention how dumb I was? It was cringy on both sides, but more so on his part.

8. ShowMeYourM0ves

Sang an Aerosmith song to her. So fucking ughhhhhh

9. CrazyMuppetSex

We would put a blanket over us and fool around with other people in the room. The sounds they must have heard, my god.

10. TommF

I introduced her to my friends by giving her a standing lap dance while she slapped my ass. No idea why I did that, it was just one of those times where you're like "well, I already started, might as well go all the way."

11. PM_me_a_nip

One of my first one's anyways... I was going to try sexy time with my lady, and though I only tried it like 2 times total before with someone else, I felt like I was well versed in the subject.

Anyways, we are naked, under the covers and I am on top of her. As not to get too descriptive, I am ready to go(!) and I was under the impression that I could perhaps get her aroused if I .... well, there is no easy way to explain this so i'm just going to say.... if I essentially scraped my erect member back and forth on her bean as hard as I could... Think sharpening a knife... yes, exactly that motion back and forth with a rock hard member of a football playing 16 year old.... well, she did not really understand why I was doing that but allowed me to do it as she though i liked it and was not very well versed in the matter either. I think back on what her face looked like, and I will say with certainty, in retrospect, that's not what pleasure looks like... :(

I asked her the next day if she liked it and she said it was absolutely terrible, for which I was forever apologetic because I didn't really like it either, I just thought maybe she would. I think about it today and almost have an aneurysm from cringing so hard

12. MiyamotoMusashi5

I had a crush on a girl and after years of innocent flirting I didn't know how to take the next step so one day I text her " I love them big ol boobies of yours" and she never spoke to me again. I still cringe thinking about it. It was just so out of the blue. I was just so stuck in this innocent flirting mode and didn't know how to take the next step so one day I just decided I would take a trust fall and I fell flat and hard lol.

13. songforsaturday88

I wore a floor length leather jacket to our first date because The Matrix was really cool at the time.

14. pixiupixiu

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?

15. GangstaCheezItz

I might be late but when I was in middle school my then girlfriend asked me to finger her on the bus. I was just poking her belly button for 20 solid minutes.

Why didn't she stop it? I have no idea. She was great.