I worked an ISP in the nineties and a coworker registered atdot.com, ran a home server for it with sendmail, and assigned himself the dotat username. He would tell people over the phone that his email was "dot at at at dot dot com". This was when you had to contact InterNIC directly to register a domain.
Could be the same guy for all I know.
Digression: I registered mouse.net in ~1996 back when TLD categories were being enforced. But the NIC bungled the renewal and by the time I proved it to them it had been snagged by a Korean company. NIC threw their hands up because no one there spoke Korean. I think Altavista's Babelfish existed then but I don't remember if it supported Korean.
I own poggers.website which is always funny when I tell people to look at my "poggers website".
At some point I tried to register chee.se so my email could be themoonis@chee.se but unfortunately it's a 4-letter domain that spells a common word, so it's squatted to hell and back.
For a while, I had butt.online as domain. You can also use subdomains like sexy.butt.online or licks.butt.online or fucks.butt.online... endless buttibilities. I set up my.wife@has.a.big.butt.online if someone wanted her email, butt that backfired...
not joke domains, but when high on acid, my gf and me watched finding nemo. all i had in my head in that time was, how great the idea of a crypto coin named "fishcoin" would be.
Similar. In stores or wherever in-person a hostess asks for my mail for ads or some dumb subscription, I just start to dictate "spam...yes, spam@[myname].com". Sometimes they believe me and I actually got the spam since I configured a catch-all.
Not to embarrass or unsettle, but I know someone, when debating online, who would ask the other side to send him their evidence, or an article, by email at this address : chris@toujoursraison.final
In French, if you read all the words and symbols, it translates as "Chris is always right period".
I love to submit my ILoveSpam@domainname.com E-Mail Adress at In-Person Counters when they ask for an E-Mail-Adress. Makes every person I told it grin :D
Edit: noticed some sentence building errors. Corrected 'em.
corn.com is supposedly for sale. My partner thought I was crazy for submitting an inquiry to buy it, but GoDaddy never responded :( There went my dreams of being captaincorny@corn.com or maybe cornman@corn.com.
Oh well, they probably wanted thousands of dollars anyway. All the 4-character .coms likely got squatted ages ago.
I have my firstname@lastname.email for my primary after deciding to try and reduce my reliance on gmail, that can get good reactions.
I bought ymous.[tld] deliberately to have anon@ymous.tld as a functioning joke email for when places request one, though amusingly the reason I didn't say which tld is that it's not one which allows whois masking so it's really not anonymous at all...