i think 50% of one's "looks" is their attitude, which you can just see on their face and can really make or break a person. So i'd say senior year of undergrad, when i was the happiest and most confident i've ever been in my life
things only have been getting better last few years...this year specifically has been the best in a while though...fell into a rut after getting married and didnt do anything but be miserable...finally snapped out of it last year now im good to go