I'd be interested. Including in whether a fixed-pitch prop changes things much. My limited understanding is that a constant-speed prop has more consistent efficiency of turning horsepower into thrust at different airspeeds and, maybe, altitudes.
Propulsion power = crankshaft power * propeller efficiency = drag * TAS
Drag = Cd * A * 0.5 * rho * TAS^2, where Cd is drag coefficient, A is area, and rho is density.
Therefore, propulsion power = Cd * A * 0.5 * rho * TAS^3 (the cubic power of speed is what makes it very very difficult to fly fast)
At 10,000 ft, density is 75% of sea level. If we maintain the same propulsion power, TAS will increase by (1/0.75)^(1/3) which is 1.1, or 10% increase.
At 20,000 ft, density is 50% of sea level. If we maintain the same propulsion power, TAS will increase by (1/0.5)^(1/3) which is 1.25, or 25% increase.
Pitot (dynamic) pressure has the same drag equation. In other words, the pitot tube is like a miniature airplane "flying" through the same air.
Dynamic Pressure = Cd * 0.5 * rho * TAS^2. The drag coefficient is different for the pitot tube, but that does not change the results.
At 10,000 ft, the 75% density and 1.1x TAS gives a dynamic pressure of 0.9, or 10% decrease. So your IAS will read 10% lower compared to sea level.
At 20,000 ft, the 50% density and 1.25x TAS gives a dynamic pressure of 0.78, or 22% decrease. So your IAS will read 22% lower compared to sea level.
All of this assumes that the drag coefficient does not change, which is not exactly true.
Considering a Cessna Skylane, at 2000 ft the published cruise performance at 70% power is 146 KTAS. At 10,000 ft, at 70% power, the cruise speed is 155 KTAS. This is a 7% increase in speed. Considering that we are comparing it to 2000 ft (instead of sea level), this is consistent with the calculated 10%. If you can somehow maintain the same 70% power up to 20,000 ft, the airspeed will be close to 180 KTAS.
The indicator will show the following: At 2000 ft, it will be 146 KIAS. At 10,000 ft, it will be 130 KIAS. At 20,000 ft, it will be 115 KIAS.
Edit:
I realized a small error in the above calculation. KIAS is not just dynamic pressure, but dynamic pressure minus static pressure. Density and pressure both decline with altitude by roughly the same amount. So, I don't believe it changes the conclusions that much.