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?
last edited over a year ago
Kuro_Hyou666
commented…
I was going to comment on this the other night, but I've come back to it. To be honest, I can't imagine how awkward it would be if I did that to one of my mates' - I legit think we'd never talk again, or at least for a long time. You guys must've been really good friends to make that not so awkward.
over a year ago
memefreak2k2
commented…
Ik In my case, it was different. You see, we know each other for all of our lives, my best friend and I, so guess he just thought it's no big deal. We talked 'bout it a lot for months, but I think he was much more open-minded than I ever gave him credit for. Sure it was awkward, dude. That's why this whole forum topic is called That one thing that made you go ouch. It sure made me go ouch!
over a year ago
memefreak2k2
commented…
And I'm sorry you don't like it. I just thought I'd be nice to share some of my most embarrassing moments of my life with all of my friends on this site, one of the most personal moments ever. Guess I was wrong.
over a year ago