PokéBase - Pokémon Q&A
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You have a Mail then you write "**** You :)" in the mail then give the mail to a Pokémon and then trade the Pokémon holding that mail to another person.

Did people already do this or it still happening?

edited by
Given human nature and the unrestricted nature of Mail, it's statistically almost impossible that people *didn't* swear at each other with Mail.

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Mail was in Gens 2-5. Of these, only Generation 2 could have people writing profanities in them, due to anything being able to be put in the message. After Gen 3, people were restricted to a list of pre-determined words that they could use, this being called an easy-chat system. This function was expanded on in Gen 4 and 5 with even more restrictions like message structures. So, only Gen 2 had Mail that could include profanities.
Source: https://m.bulbapedia.bulbagarden.net/wiki/Mail#

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In the VC releases of GSC, the Mail must not contain a single profanity.