I personally (second hand, from someone who worked in a prison) know of a man who was imprisoned because he had sex with his 17 year old GF when he was 19.
I've heard about teenagers being prosecuted for taking nude photos of themselves [1] or to share with other teenage friends [2].
If your worst charge against Ian Miles Cheong is that he correctly pointed out draconian enforcement of these laws, then you're on the wrong side of this. The US imprisons too many people in general and this is no exception.
He's also correct that the age of consent in almost all of Europe is 16 or under. The only exceptions I see are Turkey and Vatican City.[3] The same is true in Canada and most of North America. It's even true in 32 US states. I don't see why that Tweet was included in the screenshot, as if we should be offended by the truth.
The other Tweets are offensive, but sound like jokes. Without context it's impossible to tell. MeidasTouch is clearly trying to attack Ian Miles Cheong so there's no reason to assume good faith (like not misrepresenting jokes as serious).
1: https://www.theguardian.com/us-news/2015/sep/20/teen-prosecu...
2: https://www.cbsnews.com/news/sexting-leads-to-child-porn-cha...
3: https://en.wikipedia.org/wiki/Ages_of_consent_in_Europe