I always play with a strap, whether sitting or standing, to keep the guitar in position. Actually, an electric guitar/bass without a strap is a pet-peeve of mine, haha.
If you go the $5 route (I did) just make sure you buy a strap with durable tabs. Don't buy the ones with that material that you might find on a cheap belt or something, two skinny little pieces of synthetic material glued together. Those will fall apart. Go for strong thick durable leather for the ends, at least.
There's a brand they sell at the pawnshops where I live called "Fort Bryan" which, while the straps are not a fancy super comfortable material (they are nylon. It works for me), the ends are a good thick strong leather (I think? I looked it up, and the description says leather) and will not break on you like other cheap straps with the thin synthetic looking tabs.
As my main concern when I bought them was durability and expense, not comfort. I haven't yet gotten to the point where I need to change them out yet
If you're just looking for something inexpensive that won't break down on you, this is it.
But you probably want to go a bit more high-end. Throw it over your shoulder and see what feels comfortable and looks durable.
