Completely different situation. This is a communist government and don’t have an alliance with the us. It’s only a matter of time before some idiot brings his vape and some zips of weed and gets caught. They won’t tolerate that over here. I know tons of PB bros thinking they above the law bringing in their own supply and thinking they slick to Colombia Dr etc. Cuba can apply the law whenever they want. Also remember. Prostitution is illegal in Cuba. In other countries it’s not.
Well, certainly not advisable to bring anything with you. All checked baggage is x-rayed as well as your carry on and you go through security also, shoes and belts off etc. And they take there time looking at the checked bags (don't check a bag).
Not 100% sure they would Brittney Griner you for a blunt, more likely deport you right away, but show up with some facebook glasses some mini cams, thumb drives and all that youtube hidden cam shit and they could call you a spy and keep you for years. You would be f--ked if you showed up with a starlink or a sat phone for whatever reason.
And yes prostitution is illegal... For the female, they won't hold you (unless you are with a minor) but your date will be in shit if out and about with you, and she wont get out of jail free in the morning.