Folks tend to figure that since the sound doesn't seem so loud, it's not doing damage, and that's just not the case. You can get less perceived sound by using a simple seat of foam EAR plugs...but you haven't really protected your hearing. More damage is done to your ears through the bone structure surrounding your ears, than through the auditory canal. Plug that canal, and you feel safe and secure, but the hearing damage goes on anyway. Quiet doesn't mean safe.
For comfort, I never found any real difference between the Bose and the Lightspeed. The lightspeed is perhaps a little more comfortable to wear, but there's no perceptible difference that I can tell between the hearing comfort of the Bose and the Lightspeed.
I had a choice of ANR or none in my helmet, and went without the ANR.
During flying, I wear a Telex 750, and it works fine. I really liked the T50 headset from plantronics, but I can't function well hearing in just one ear...the airman puts the sound to both ears and works fine.
A plain jane old headset with oregon aero ear seals, a wide sheepskin headband, and the internal hush kit (extra dense foam) works wonders, and is really all you need...it's going to give you the protection you need. If you want any more then throw in the EAR plugs as well, and you're set.