What’s your biggest regret?

I don’t really have many regrets. 

I make most decisions quite carefully, although I’m not especially risk-averse (in the physical, daring sense at least), so between these two factors, there are only rare occasions when I’ve either missed out by avoiding something (regret: inaction) or unwisely chosen to pursue something that turned out badly (regret: action).

I have a sufficiently untroubled life to avoid dwelling on minor historical decisions or indecisions, so my only regrets that come to mind are pretty lame, and possibly likely to have led me – had I pursued them – to somewhere less profitable and enjoyable in my present life. Unsurprisingly, both my regrets fall into the regret: INaction category...

Regret number one: I wish I’d been more of a slut when I was younger.
I am pretty jealous of all the guys I know who went around having sex with loads of guys. I’ve been coupled since seventeen, aside from the odd (sanctioned) recreational assignation, and missed out on slutty teens and slutty twenties.

But I’m aware it generally sounds more fun than it actually is, and half the guys I know who *did* enjoy the penises of others more regularly than I, say they regret it, say it was thoroughly unenjoyable and usually made them miserable afterwards. If not during.

The other half are completely fucked up by the experience and seem incapable of recovering to a point where they can sustain a meaningful relationship again.

So yes, whilst I’m jealous on a superficial level, I think, in retrospect, I’m probably better off as I am.

Regret number two: I wish I’d auditioned for things and given it my all.
I loved theatre as a teen; I loved to act and – to a lesser extent – sing, and I dabbled a little bit. I was reasonably good, within the high school context, but quite fearful about not being the best. (Academically, I was the best, and that made me safe – trying at something and being just okay?  That was an ordeal for me.  Or would have been had I gone through with it.)

I did a couple of auditions, and got parts in a couple of productions, but I look back and realise how much I held back, even once I was in them, even once it got to the performances. I wish I’d auditioned for more things, maybe outside of school, and let myself go a bit. I think I could have been much better and really enjoyed it. My brief forays into theatre were amazing, and I’ve always been a bit cross with myself that I never really went for it.

But... well, they were such time-vampires, and such big commitments. I don’t know -  it couldn’t have hurt, could it...