It is legal for an 18 year old and a 16 year old to have sex in Florida, but it is a really really bad idea.
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That depends on what your definition of "trouble" is. He won't get arrested if the sex was consensual. Not sure how your or his folks would feel about a couple of teenagers having a baby. There's all kinds of trouble a pregnant teenage couple can get to.
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Will he get in trouble by the law? No. Unless you are he is independently wealthy already, will you subject your child to a hard life by having the baby at such a young and immature age, yes.