For me it depends on my mood and what I'm doing at the time. I've had straights, 1/4 bent, full bent, church wardens and so on. I do find the bents are easier to carry in my pocket, for obvious reasons.
I have yet to master the art of holding a pipe in my mouth while working with my hands doing something else, and not drooling all over the place like the village idiot. However when I do try, I find the bents easier to deal with.
When I first started smoking a pipe I tended to lean towards the straights, but in the last month or so I have been looking to buy some more bent pipes. I still love my straights though!
Out of my modest collection of maybe 20 pipes, the bents outnumber the straights a bit. However, I don't think I prefer one type over the other. And in actuality, I hate that I can't get a pipe cleaner straight through really any of my bents whilst smoking, which is something I can do with ease with my straights. It sure helps the pipe from smoking too wet/gurgly.
1/4 to 1/2 bent here. Ditto on the other comments regarding looks. I think many of us see smoking the pipe as a hobby equal parts smoking and collecting pieces of "art" in a sense. For me a pipe also has to just feel right in the hand; just one of the intangibles of the hobby that are important for me.
Hi pens87 and welcome to the forums. I think you got to the crux of the matter when you said that the hobby is an admixture of interests: smoking; art collecting; tinkering and futzing with the associated toys; and constant exploration of new tobacco blends, pipe shapes and materials. There's so much more to this than a mere, vulgar habit. (I won't even go into the cultivation of personal skills like identifying leaf varieties, etc.!)
Raf66 this is one area where higher end pipes tend to be superior. I have 5 or 6 high end bent pipes, all - through which I can easily pass pipe cleaners, and I also have several mid-range pipes that I cannot and some I can.
It is one test that I perform before purchasing any pipe (now). I simply pass a pipe cleaner down the air hole. If it does not progress smoothly I reject the pipe, and begin browsing again. For example: my Petersons (one bent, one straight); if I had attempted to pass a pipe cleaner through them, I wouldn't purchase them now. But, live and learn. My Cavicchi's every one is drilled beautifully (bent and straight), no problem with the cleaner test on any I have ever seen. That's one difference between a $50 to $80 pipe and a $250 to $350+ pipe that is quantifiable.
However: I will not say that mid and lower end pipes will always fail this test. It is however one test that I recommend. It is worth the effort when looking for a pipe, bent or straight.
A few months ago I had a tobacconist ask me that same question while I was looking over his pipes for sale.
I told him "I started out buying only bents but lately I have been gravitating towards straights".
He asked me "Any reason why?"
I had to answer "Not really, I am just going through a straights phase I guess."
I enjoy them both.