The International Aviation Federation (FAI) considers the space border at 100 km (330,000 ft) above sea level. So if an orbiting body goes below that altitude and continues its orbit without propulsion, do they count as two (and more) spaceflights (or a 'double spaceflight') for the FAI? Consequently they should even though it's weird.
An example would be the two GoldenEye satellites from the James Bond movie reaching an altitude of exactly 100 km and maybe lower (the FAI defines space as above, not at, 100 km).