From what I know is that, you can use it multiple times. I started not long ago and have been sending and receiving from my coinpot wallet to exchanges and gamble sites. But there are certain crypto like monero and certain coins that requires certain weird address which I'm not so clear of as well.
You can re-use those addresses to, but like AdolfinWolf already said: you're compromising your anonimity... If you're fine with that AND you're using a recent wallet, there should be no problem with address re-use. In the past, there were problems with signatures re-using the same R value, in which case multiple signatures could be used to calculate your private key, but in recent times, i don't think there are wallets that still have this problem.
The main question remains: why would you re-use a address generated by a HD wallet? Personally, i do re-use my vanity address, but addresses generated by a HD wallet are single-use only.