I'm sorry I don't have an answer to your quetsion. I have no idea what bagpipe reeds are like
what I can say, though, is if you want to play the oboe, and you think you can do it, go for it!
Right before I started playing oboe, I was told it was the hardest instrument to play, but I actually don't find it all that difficult. I don't know why, but it comes naturally to me, as do piano, flute, clarinet, and saxophone (and I'm sure that if the violinists at my orchestra showed me how to play a note, then I could learn violin too), but maybe I'm just weird like that.
I saw the hardest instrument thing as an encouragement, as well. I love challenges. Challenges are what I live for.
If you have a friend who could help you, then she probably would be a great asset to your playing.
I find the hardest thing about oboes is reed-making. I have to make at least one reed a week to take to my lesson, so that my teacher and I can work on finishing them, but with my schedule, I have like 1 1/2 days to do that, so I have decent time to make them. It took me all of 3 years (I mainly worked in the summer) to learn how to make reeds, but one of the teachers at camp said that she learned in 1 semester in college how to make reeds (and she dropped her volleyball scholarship).
Again, I wish I could answer your question, but if you want to play the oboe, then it'd be a fun instrument to learn. Of course, I find every instrument fun.