This happened to me a few years ago. You see, I really wanted to surprise my girlfriend for her birthday, so I made a video of me wishing her all the best for her birthday. There I was, just me and my laptop, as usual, and I was just about to send her a video with my best wishes straight to her inbox. Somehow, in a hurry, I hit the wrong button and instead of sending my girlfriend a file with my birthday wishes, I send by mistake a file of me jacking off to my best friend, yet another straight guy like me. We were still in our teens back then. Had no idea how it happened! I was so sure I deleted the video of me jacking off, all alone, in my own room, and now I send it to my best friend in his mailbox. At first I had no idea what just happened, until my friend send me an email asking me why did I ever send him something like that. I never felt more embarrased in my whole life!!! But, to make things even worse, instead of telling him I made a mistake, I told him I just wanted to see his reaction when I share something so intimate with my best friend. It was a white lie, I know, but had to say something. So, I asked him not to share it with anybody else. And do you know what he did? He send me a video of himself jacking off, saying now we're even! For the next couple of months it was all we ever talked about. He told me he kept the video for himself and somehow, knowing my best friend very well, I'm sure he was telling me the truth. I got to know my best friend a lot better than I ever thought possible, and he sure got to know me a lot better, too. Nothing happened between us, in case you were wondering. We're both straight and we're still best friends. I only wish I send that damn deleted video of mine to my girlfriend for her birthday! At least I would get laid. We broke up later on, if you must know, just not because of all this. Still, I wish I never made such a stupid mistake. Now I check everything I send to someone twice, just to make sure. Talkin' 'bout learning from our own mistakes! But enough about me, what about you?

Fucking hell. I've done heaps of dumbass shit, tbh.

I think the stupidest was telling all my mates that my girlfriend, at the time, might be pregnant and that I had to get a pregnancy test. She'd already told me not to tell anyone, but, I was absolutely shitting bricks at the prospect of being potentially a father to a fucking kid and got really, really fucking drunk.

So, yeah, she found out about me telling them and was absolutely furious. The pregnancy test came back negative and then she found out that she actually had glandular fever. Lol.