What drew me to pipes and pipe smoking was the whole package. As a kid, I loved the aroma of my Grandpa's pipe tobacco (Amphora, Sir Walter Raleigh Aromatic), even though I really disliked other kinds of tobacco smoke (still do). I liked the ritual of packing, tamping, lighting, relighting, etc. I admired the look of a pipe, which seemed like a cooler way to smoke. Fewer men smoked pipes than cigarettes and cigars, so I developed the impression that pipes were smoked by a smaller population of discerning gentlemen like my Grandpa.
A couple of times, my Grandpa encouraged my Dad to switch to pipes, and I absolutely loved the frequent scent of his tobacco smoke in and around the house (I remember he liked Borkum Riff for a while). I enjoyed sniffing his unsmoked tobacco from the pouch. Even as a young kid, I looked forward to my first chance to try smoking tobacco in a pipe, and I paid close attention to the technique.
Another aspect of pipe smoking that appealed to me was that you could smoke a pipe as a hobby, rather than letting it become an addictive habit. It never occurred to me to try cigarettes because they didn't appeal to me. Mild cigars had some allure when I was a teenager, partly because they were easy to buy with no problem (life was more permissive in the 80s). The cigars were okay but lacked the nice scent of pipe tobacco. They definitely made me wonder what made people want to smoke cigars because I just couldn't detect a lot of flavor.
I had to give pipes a serious try, so I did - with one of my Dad's pipes. First few experiences were sketchy, but I took to it after a little while around age 15. After I returned Dad's pipe, a friend and I bought Dr. Gs and smoked the blends we could borrow from the pipe smokers in our families. I really enjoyed the slow process of packing and lighting a pipe, savoring the smoke and relaxing for a while. The secrecy made me nervous, but it also added to the specialness of a private bowl. I figured that getting busted for smoking a tobacco pipe might result in a lighter penalty than smoking cigarettes or weed. Thankfully, I was mostly right about that when I decided it was nutty to sneak around with my pipe when I was a college freshman. Parents were already fairly positive about pipes, so they were on board. The generally friendly attitude toward pipes, pipe tobacco, and pipe smoking definitely added to my enjoyment of the hobby.
[I hope no one minds that I plagiarized myself by copying and editing content from an earlier post. ;-) ]