I have a sensible medium sized family hatchback, less than a year old.
Household is DS1 who has his own small hatchback (that was previously mine), DS2 18yo, not showing any interest in learning to drive but it's something I should insist he does, an important life skill, but hard atm because of lack of availability of tests and lessons.
I'm early 50s thinking about early retirement.
I've had a shocking time over the last 2 years, the kind of things that make you realise life is short and "the future" doesn't happen for everyone.
I've got some cash saved to finance the early retirement, thinking that for a few years I can live off capital rather than taking pensions early. I'm not desperate to leave work, but I'd like more free time/ freedom iyswim.
Anyway, I have this idea that I'd love a little 2 seater convertible. DS1 says I can't have a "middle aged mum car", which of course makes it all the more attractive. 
Realistically I need to keep the sensible car too, although I could share it with DS2 once he starts learning.
Spending the cash effectively delays retirement by a year....
I know it makes no sense but that's kind of why I'd like to do it! I've spent a lifetime being sensible - that's why I can afford to do it.
What do you think?