My journey to the weights room came largely from not being all too good at sport, never being picked for my football (soccer) team who were by the way TERRIBLE in the lowest local league, generally being in the lower 1/3 of performance in most sports, specifically I was useless at sprinting and didn't have the balls for rugby (when I was 13-16). I did see glimpses of hope in being a reasonably good distance runner and high jumper, but my physique reflected the sports less desirable attributes (incidentally my grandma was a national-level high-jumper and grandpa a good distance runner).
I was never too down about being bad at most sports but I jumped on the idea of training at the local leisure centre with my best friend. He quit after a few months or so, I carried on going. At some point my dad joined up and I trained with him for awhile, previously I had messed with a little bench and a few old DBs he had lying around. We moved on up from the leisure centre when we realised a power-rack and some 20s would pay themselves of in about a year for us both, and to this day we have a home gym set-up compromising of a GREAT power-rack, (nonOL)7ft bar, around 190kg of weights and adjustable db's to about 18-20kg each at a push.. I've sort of outgrown it due to the non-olympic bars strength and the restrictive dumbells, but this is a great little place to train when I'm at home and don't fancy the closest hardcore gym.
It's worth mentioning at 16 my motivation almost definitely came with girls in mind too, and "things" ended up going nicely with regards to that, confidence definitely flew up thanks to weights..
Very interestingly, when I play football now, despite having around 1/10th of the experience of some of the guys I am far far more competitive overall due to physical stature AND MASSIVELY IMPROVED CONFIDENCE IN SELF!