Question:
I wore several drug store frags in my high school years. Then I discovered CK one and thought it was the greatest thing since sliced bread. Shortly after, I adored CK be.
But it wasn't until about 3 years ago that I discovered Clinique Happy (for men) & it opened the doors to men's frags for me. I guess I'm just better suited for them!

Answer:
Jean Patou Prive.
Sadly, its been discontinued... so I looked all over for it online.. which led me to Basenotes..which led me on the road to discovering other great frags and "niche" houses I never knew existed. I'm enjoying the ride so far.

Answer:
Calvin Klein Obsession.

Answer:
For a while, I was wearing Axe, until I graduated to Ferrari #1 cologne (I found it at a car show, and I already had a bunch of Ferrari merchandise as I love their cars and F1 team). After I finished the bottle, I ordered another one, and with it came a bunch of samples of fragrances I haven't heard of before. While none of them were really my kind of scent (though I didn't think Ultraviolet was too bad), I found it fascinating that fine fragrances had so much more depth and complexity than body sprays, and it really piqued my interest. I found basenotes, read around a bit, and finally ponied up the cash for a decant of Acier Aluminum. I was blown away at the power, depth, and complexity of this fragrance (and soon ordered a full bottle). Since then, I've made many purchases, and sniffed hundreds of fragrances, but Acier Aluminum still resonates in my mind.

Answer:
Can't pick just one.
But my collection started to expand uncontrollably when I got interested in Oldies (starting with Guerlains pre Jean-Paul) and more experimental houses (like for example Comme des Garçons and Serge Lutens).

Answer:
It seems once you trade up and you train your nose, there is no turning back.

Answer:
Eternity for Men, after reading an article on fragrance reviews in (of all places!!) Consumer Reports magazine, back in 1993.