Ooookey dokey...
Well, first thing's first. Don't know if there are any MC's in here or not, but I'm really going to have to speak out against it. The concept of a MC is "outlaw", or "1%'er", which does often involve illegal activity. If that's your thing, hey go for it. Just be really aware that what you are thinking here is flawed. You don't join a MC. You are picked, then you are a prospect, and then maybe you become a member. It's not nearly as easy as buying a bike, slapping a patch on, and calling it a day...not unless you want a SERIOUS arse beating mixed inbetween there on more than one occasion.
MCs are not something to mess with unless you really know what you are doing. So far, I'm gonna have to say that you don't. Sure, there may be smaller MCs in your area that are nice and friendly, but keep in mind that there are only a few true MCs, and those which are smaller and not recognized by the big ones are subject to being overtaken, beaten up, made to pay tribute, or worse. It's a dangerous world, man.
How do I know? I've done my homework... and one of my titles is "President - Laurel Highlands Vulcan Riders Association, Chapter 1-17". I am the founder and current Pres of an AMA-recognized riding club - a RC. Big differences here, man. MC's earn their patches, RC's buy 'em. The Vulcan Riders Association, VRA, is an owners club that's internationally recognized, like Harley Owners Group (HOG) or the Goldwing Riders. Yeah, we're more or less the weekend warriors of the motorcycling community, but we know what it's all about - the ride.
Our organization is family friendly and the focus is on the ride and having fun. If you're looking for that from a MC, then that might not be the focus of them. If you're looking to get out and ride, look for a RC in your area. If there isn't one, you can actually start one. Best bet is to contact HOG if you buy a Harley and go from there.
As for bikes, that one is VERY much up to you. Learn to ride, buy something that fits you, and go from there. I could recommend a Kawasaki Vulcan because I have the experience with them - reliable, long-running, and the 1600 engine in my Mean Streak is bulletproof. Nowadays, most ALL manufacturers make great bikes. Hondas are sporty, as are a lot of the Suzuki and Star (Yamaha) bikes. Victories are really B.A., and they're made in America just like Harleys (even more so, actually). Those are just the bigger brands. Ultimately it's up to you to find something you like and go from there. Honestly, don't buy it for a brand name. That's just being fashionable, and unfortunately, that seems to be where most HD owners fall nowadays. But hey, if you want to ride a "real bike" wearing your penny loafers, go for it! As for me, my Meanie's seen many miles in the rain and performed beautifully last Monday when I left for work... at 15 degrees outside.
Buy a bike that fits. Buy one you like. Trick it out as you see fit. First and foremost, GET OUT AND RIDE!!! There's no experience quite like it. If you have any questions from a club aspect, fire away. I'll help as much as I can.
Oh, and I'd be remiss if I didn't throw up a pic of my baby, just to gloat... he he he...