Why do BoolValue's value not update?

Hey! I'm here again -- with another question:

So , I started debugging using the Lua debugger at if wander==false and hit. blalblalba it works fine, but when the function is activated multiple times (which doesnt do anything besides activating since canenable is false), the code abruptly stops. Alright, that's the first "error". (Not the main question,however it comes first in the script so I thought I'll show it first)

local wander = test.wanderstate.Value
wander = false -- MOB STATE
canenable = true
local enabler = script.Parent.Parent.Cave.enabler

enabler.Touched:Connect(function(hit)

    if wander == false and hit.Parent:FindFirstChild("Humanoid") and canenable == true
        then wander = true
        canenable = false
        wait()
        print(wander)
        wait(3)
        canenable = true
        return wander
        end
end)

Second "error" - the main question: Why do BoolValue's value not update with script? when I set the BoolValue of wander to true manually, this code runs fine :

if wander == true then
    print("initiate")
    loadedInactive:Stop()
    loadedActivate:Play()
    wait(6)
while wander == true do
    loadedWalk:Play()
    moveto = Vector3.new((math.random(-30,30)+test.Torso.Position.X),0,(math.random(-30,30)+test.Torso.Position.Z))

    test.Humanoid:MoveTo(moveto) -- MOVE TO RANDOM COORDINATES ABOVE
    test.Humanoid.MoveToFinished:Wait(5)
    for i=1,3 do
        if math.random(1,3) == 3 then
            loadedSwing:Play()
        end
        if wander == false then break 
        else
            loadedWalk:Stop()
            loadedIdle:Play()
            wait(5) -- COOLDOWN
            loadedIdle:Stop()
        end
    end 

but when BoolValue is set to true using the first .Touched function, the script does not activate,even though when I put in print(wander) in the function and it says true.