Achilles pain playing tennis
I play tennis for at least twice a week. I understand. Make sure you do warm up exercise and also stretch your legs after the game. Yoga can improve your flexibility. Have fun with playing tennis.
I played a lot of basketball when I was in high school and was constantly dealing with ankle injuries, including but not limited to Achilles pain. I only found one thing that I could wear that would allow me to play through pain and that is a 'sports' ankle brace, or one that laces up with metal rods on either side. Icy Hot, Ben Gay and when I was lucky Biofreeze would temporarily relieve the pain.