I was 16 (late bloomer) and the boy was a friend of the family. He actually rang my dad first and asked if it would be ok to take me out. This would have been late 80s.
I knew I didn't fancy him but it seemed like all my other friends had boyfriends so I thought I'd give him a try. We went to see one of the Rocky films and then afterwards sat in McDonald's drinking milkshakes, having literally nothing at all to say to each other.
Unmitigated disaster and we had zero in common. Bizarrely he asked me out the following week and I agreed out of politeness but then I got my mum to ring his mum and tell him I didn't want to go.
Horrendous 😂