Geetarfreek!
WELCOME!!
1. Does God have anything against JW's playing Guitar?
No, as long as you do not play heavy metal music, join a band, enjoy sex and drugs along with your rock and roll, modify Kingdom Songs, or play Kingdom Songs at the Kingdom Hall on your guitar. All Kingdom Songs are to be heard identically throughout the world, because God is not a God of disorder, but of anal-retentiveness.
I am kidding about that last. God is really cool. He's a God of peace. The Governing Body are anal-retentive in His name.
2. I f I have a family member of friend that I care dearly for but they don't believe in Jehovah God then surely I won't see them again after Armageddon day. Therefore how can we live in paradise if we aren't there with all the people we dearly love?
Paradise doesn't refer to the earth. That is a warped JW belief that isn't true. Whether the earth remains or not, "paradise" and "earth" are never mixed in the Bible. The worst part of their beliefs is they portray God as a vindictive ogre. You're His little sheep unless you piss Him off then you are dead to Him. Literally. Makes no sense whatsoever.
I like you. Stick around. I think you will have fun here.
Respectfully,
AuldSoul