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Is it not legal to import vials from another country? You might be able to find a U.S.-based vendor who would ship there.

If you're losing 0.05 out of 0.25 mL then that's 20%, which is pretty significant. In general with these small-gauge needles I don't think gravity alone is enough to cause the loss you're seeing. Another hypothesis is that the air gap expands with temperature and forces out some testosterone. In these scenarios you should find the missing testosterone in the caps. Regardless, you should not chill your testosterone. This might lead to crystallization, which would cause you some problems. If temperature fluctuations are causing this then a well-insulated container might help some.

One other comment on technique: Are you using a filter needle to draw testosterone from the ampule? That's the recommended approach to avoid getting any glass particles. After the draw one switches to a regular needle to complete the transfer.