Well you should order from Amazon to stay in that price range. Check these shorts out 1 or 2. I really recommned full bibs though because the shorts tend to move around, but I really don't know your preference with that. With that being said, if you live close enough to one of those bike shops just go in so you can try a pair on to know your size so you don't have to order multiple pairs online.
I like these shorts they are not that expensive and have lasted well over a year and going strong. My floor pump looks something like this but I can't remember the brand name. As far as tools you likely just need a screw driver and an allen key for the adjustments. There are some youtube videos that explain the process. You will want a work stand. <-- is the one I got. It is a little bouncy but it works and it was under $100 so I'm happy with it. You may want to throw in a pedal wrench while your at it.
Either they went up, or I was a little off. Still 30$ isn't bad. here's are a couple links.
I like the Canari ones.