I can imagine everyone finding Phil annoying during the elections, but only when he's out campaigning for Steve. The rest of the time, he's just scary as hell with his idle threats to Stark about tasers and his way too competent skills in just about everything.
Awe a young Peter would be a cute addition :3 although I think Wade is older than Peter. He would fit well in a class with Wolverine's age group considering they have very similar powers and have history together
and honestly no idea, Wade was a good-looking blonde mercenary before turning into Deadpool or "Ryan Reynolds mixed with a Shar pei" xD maybe he'd look like a kid who got in a accident of some sort and know has deformity on his face?