I'm more focused on the charity event part, I have thought about it quite a bit, and I think it could be a mixed bag. For a while it will further awareness and comfort about seeing it done, but on the other side there will be some farcical aspects to the way it's presented. People will make lots of jokes about it as they post it on social media.
In the end I think that having someone proud on the top levels of the organization helping direct it would help, and in the end the fact that it's for charity will always place it in a much more positive light than lets say doing it at a stag party in a foreign country (ran across one once where the guys did all dress up). The city hated most english speakers and I think it was because of the volume of stag parties that were running through it on a regular basis.
