Whatever you buy/wear, make sure it has armor inside it. Even if its hot and you're sweating, better to lose a bit of sweat than any blood or skin. Besides, chicks dig sweaty men
I'm a huge fan of Rev'It jackets and coats. They do tend to be a bit more "modern" but that also means they have conspicuity stripes, ballistic nylon, multi-layer options, and armor. I'll forego a bit on the looks department to enhance my safety and survivability.
Often, not always, you will find the "better" helmets (read, more expensive) are much quieter and have much better venting. They are often much lighter too, making the strain on your neck, shoulders and back less while you ride, especially a bike with no fairing. Nothing beats a full face helmet with great venting and noise controlling design. Ear plugs help too, but don't make it so damn "insulated" from sound that you can't hear traffic or your bike around you.
Its great to ride with music and be alone in your own thoughts, but right now, you need to pay attention and hear whats happening around you more than you need to hear your Playlist.