Eidour Gudjohnsen came on as a substitute in an international match for Iceland replacing his dad only time its ever happened.
Michael Owen has never scored more than 20 league goals in a season, despite people referring to him as 20 goal a season striker.
Ian Wright was plucked from non league for a transfer fee of: a set of gym weights
Perhaps one of my favourite is when Seth Johson signed for Leeds Utd, Johnson and his agent wanted 13k a week, before they said anything Risdale's offer was 30k a week. Johnson and his agent just looked amazed and said what? Risdale responded with. Ok then 37k a week?
They're perhaps the most random I remember.