How to make MouseHeld/Release Detection?

So I'm checking my output and when I click/release the clicking variable prints as it should within the server script. For some reason though the code embodied in the function does not detect that so it does not keep breaking blocks.

The goal here is to be able to click and hold for a certain amount of time. Once the time limit is hit we break the block. If the mouse button is let go for any reason, the block will not be destroyed and the initial mouse holding timer will be reset.

--Server Script

local RE = game:GetService('ReplicatedStorage'):WaitForChild("PickaxeEvent")

RE.OnServerEvent:Connect(function(player, clicking, target)
    print(clicking)
        if target ~= nil and target.Name ~= 'Bedrock' then
                while clicking == true do
                    wait(1)
                    print('Is clicking')
                    --target:Destroy()
                end
        end

end)

--Local Script

local RE = game:GetService("ReplicatedStorage"):WaitForChild("PickaxeEvent")
local player = game:GetService("Players").LocalPlayer
local mouse = player:GetMouse()
local tool = script.Parent
local handle = tool:WaitForChild("Handle")
local active = false
local clicking = false

tool.Equipped:Connect(function()
    active = true       

    game:GetService("UserInputService").InputBegan:Connect(function(input,gpe) -- Player is clicking
        if gpe then return end
        if input.UserInputType == Enum.UserInputType.MouseButton1 then
            clicking = true
            if active then
--              while clicking do -- I tried to get it working with this as well...
--                  wait()
--                  print('clicking')
--              end
                RE:FireServer(clicking, mouse.target)
            end
        end
    end)

    game:GetService("UserInputService").InputEnded:Connect(function(input,gpe) -- Player is not clicking
        if gpe then return end
        if input.UserInputType == Enum.UserInputType.MouseButton1 then
            clicking = false
            if active then
                RE:FireServer(clicking, mouse.target)
            end
        end
    end)
end)

tool.Unequipped:Connect(function()
    active = false
    clicking = false
end)