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If I do a ".party" or something, will that ruin my life? Will web forms still reject it and will people always be adding ".com" whenever I tell it to them?
Also, check the renewal price - some of those newer TLDs have much higher fees for renewal than initial registration.
Unless you desperately want COMMONNAME.TLD, I’d go with the .COM for the lack of headaches. They’re ~$20 a year, which doesn’t seem like much money for the simplicity.
I also have an email on a .email domain, I have seen it occasionally get rejected by web forms. .party would likely have similar issues.
So as well as the issues with trying to explain a TLD to people and bad validation, you're also going to find that your emails are more likely to get flagged as spam out outright blocked.
Even with an .com domain you might face some problems from time to time. I've had a few sites outright ban any address that doesn't end with popular providers (gmail.com, live.com, etc). I have a burner gmail address just for these cases.
Biggest issue is trust, everybody will assume you’re a spam domain. Never mind the numerous number of forms that won’t allow it.