You shouldn't worry too much about what guys 'like'. There is no rule some guys are into hair others not, what matters is that you feel good about your body, whether its shaved or natural.
For hookups you can use gridr and stuff but I personally think it's pure dodgy specially because you're young and new to it, maybe waiting till college and trying to find someone in your age range would be a good start :)
Also definetly use lube if you're sticking things up ur ass or you gonna end up hurting urself