My 1st fm "adventure" was on FM 2010 and it was the best until now:
Porto 2009/2010 - 2010/2011 won EVERY national trophy and lost both times champs league in semi finals
Chelsea 2011/2012 - 2012/2013 Won 1 EPL 2 Fa Cups and the Champions League
Man Utd 2013/2014 - 2014/2015 Won Uefa Cup , and 1 Champs league, 1 carlsberg cup, 1 EPL and 1 Fa Cup
in FM 10, playing as Everton in 3rd season, beating Man Utd 1-0 aet FA Cup Final. Never punched the air so much in my life. Nearly dislocated my shoulder punched that hard lol
From FM09-11 Its Has Been The Paint Trophy. LMA Manager 2000 I Won The Coppa Italia First I Think On The PS1(H). Cant remember any older FM's for some reason