Hi Guys,
Sorry to ask simple questions but i didn't know where else to ask, so i came here.
I've recently started running. I'm a previous footballer/general sportsman but have limited time to play my preferred sports these days. So i opted to take up running recently to keep me in decent shape.
I run later at night now due to work and family commitments so it has to be hard surface running for me. The lights show me the way 
I have previously disliked running but found it quite enjoyable recently. The weather has probably helped. Running on a cool evening down quiet roads has been really enjoyable.
Anyway, i wanted to get some advice on two things:
1) General all round advice on running on hard surfaces:
Is it ok to run on hard surfaces all the time?
Is it normal to get that sort of lower back of the leg/achilles/calf pain when first starting out?
Will decent footwear improve things for me?
The pain in the legs is the only thing that stops me at the minute. I'm pleased my fitness is able to take me further but stuck about the pain.
2) Footwear
It appears to me that my footwear is clearly not great for running. I'm just using a cheap pair i happened to have had for the last few years. Will getting a decent pair help with the cushioing on hard surfaces? What pair to choose? I've seen so much about sometimes getting the wrong shoe and it all being a disaster. Getting it right seems so tricky. I don't know how i run and how that translates to a pair of shoes. I wouldn't know if my instep or heel arch were high/low/left/right 
I'm more than prepared to get a new pair. I just don't know which ones.
Any advice is greatly appreciated.
P.S any tips on good ipod sleeve things? Running with it in my pocket is doing my head in.