JFK bought 1200 Cuban cigars hours before he made them illegal!
As you may or may not know, the US has had a trade embargo with Cuba for over fifty years. To this day, Cuban cigars are illegal. According to a man who worked for John F Kennedy, Kennedy liked to smoke Petit Upmann Cuban cigars.
In 1961, following the Bay of Pigs fiasco, the embargo was put in place. But just before then, JFK decided to try and get his hands on as many Cuban cigars as he could. He didn’t quite feel like giving them up.
He reportedly asked for a thousand Petit Upmanns within 24 hours. The next day, he received 1,200. Immediately following the news that he’d received the cigars, he pulled out the trade embargo banning all Cuban products from the US and signed it.