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Im using 2 knights a cleric and a wizard. My one knight is a mul wielding a greatsword who has 2 points into strength, giving him 22 strength, pure raw power. The other knight (who im roleplaying as my character has 20 constitution as I added 2 points to his con. at his 4th and 8th level.

1-Is it possible to make a walking hardy tank like that? I mainly want to know if when he reaches every 2 levels in constitution if that counts for all his previous levels. If so, that would be very viable. Thanks.

2-How many times can you take the feat toughness? (Ive never used it before)

1- Yes. When you get +2 in constitution, you gain +1 HP/level. It works with health amulets as well as level-up ability point increases.
It's viable to focus on constitution but I prefer to focus on strength for a fighter.

2- As many times as you want.