Obviously, there was the Iran-Contra Affair. I'm sure other things as well.
Just saw this video about the 1985 Sigonella Incident, which involved, in the aftermath of the hijacking of the Achille Lauro, orders by Ronald Reagan (i) specifically authorizing interception of a civilian plane to capture the hijackers (an act of war / violation of international law), (ii) resulting in an armed standoff on Sicily between US special forces (Seal Team 6 and Delta Force) and the Italian military, and (iii) an armed standoff in the air between the US Air Force and the Italian Air Force, as Italian military sought to stop a US Air Force executive plane, and the US Air Force sought to protect that plane ... not to mention a "cover-up" as both nations sought to downplay the dispute for diplomatic purposes afterward. Can you imagine if this had been Trump doing this?