I started for a couple of reasons.

One, I have always loved the smell of a cigar (those were usually cheapo gas station cigars though) so it always appealed to me.
Secondly, I was going through a rough patch and needed something to de-compress and couldn't afford therapy. lol
The few cigarettes I tried were not enjoyable at all. I hated the taste and the smell.

I picked up a couple of cheapo cigars like Black and Milds and Swishers. I liked the smell, but they didn't taste good.

Then my brother gave me a Padron 2000 and the clouds parted and the angels sang and all was right.

Even though now I am more likely to reach for a pipe, I still love a cigar once or twice a week.

Also, even though I am in a much better place in life now, a cigar and glass of Scotch still helps me unwind after a long week and immediately makes the stress of the day disappear.