Answer:
a. Let Q be the total number of quarters you take with you when you go shopping. The total number of quarters you have is 20, and you find 40% more quarters in your room, which is an additional 0.4 * 20 = <<0.420=8>>8 quarters. Therefore, the total number of quarters you have after finding more quarters in your room is 20 + 8 = <<20+8=28>>28 quarters. When you go shopping, you spend 50% of the total number of quarters, which is 0.5 * 28 = <<0.528=14>>14 quarters. Therefore, the total number of quarters you take with you when you go shopping is 28 - 14 = <<28-14=14>>14 quarters. This can be represented by the expression Q = 28 - 0.5 * 28.
b. If you have 14 quarters with you when you go shopping, and you spend 50% of the total number of quarters, then you have 0.5 * 14 = <<0.514=7>>7 quarters left. Since each quarter is worth $0.25, you have 7 * 0.25 = $<<70.25=1.75>>1.75 left. Answer: \boxed{1.75}.