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Brave Barry from Newbury is planning to make a clean breast of it (blimey, that’s an unappealing expression when you look at it):
I am a 16-year-old with a big decision to make.
After I finish school this year I am probably going to a college in a nearby town. I have liked a girl for about 8 months and we had (very) brief relationship. Although it didn’t work out, I am convinced she still has feelings for me.
I am going to the college for a fresh start so have decided to tell my friends some of my biggest secrets when I leave in August. I am going to tell this girl everything in the hope that she feels the same and something will happen.
So, answer me this: do you think I should pour out my heart to her and if so, when should I tell her?
We cannot tell you what to tell her, Barry, for we do not know what lies in your heart to be poured out. However, if you’re so convinced she still carries a torch for you, what have you got to lose? And why the hell are you waiting till August to do it, just before you leave? You could be enjoying months of fun before then! Or at least looking into alternative options, if your appraisal of the situation turns out to be erroneous.
Meanwhile, think carefully about the potential repercussions of what you’re planning to say to your friends. If it’s not very complimentary, you might be sensible to keep it to yourself, because your new college is geographically close enough to catch the tail end of a shitstorm.
Answer Me This! Podcast 
February 4, 2012 at 9:41 am |
For god’s sake, don’t do it! This is going to be EXACTLY the sort of memory that will wake you up early in the morning, heart racing with embarrassment, for the rest of your life.
If you absolutely, really, really must tell this girl, then I suppose you could do it, but unless you have slightly better reasons for thinking she still likes you than ‘because I really want it to be true’ then probably the best thing to do is to meet someone else when you go to college.
And as for telling your friends some secrets about you, have a think about the reasons why you didn’t tell them these things before. If you assume that its now ‘safe’ to tell them these things because you’re never going to see them again, then you are WRONG. You WILL see these people again, you WILL wish you hadn’t told them.