First Meeting: It was not the best first meeting but after sometime after getting to know one another they grew to like each other and grew to love each other. Ash's auntie taught him that Weres were very sweet but his father Ian taught him never to trust a were, so Ash had a lot on his mind when he met Sonic but when Sonic saved him he got to see what his Auntie was really talking about in so many ways.
Second Meeting: Ash had asked Sonic of he could see him in his werehog form, Sonic was nervous about it but with some good persuading Sonic transformed in front of Ash kinda forgetting Ash never really saw a were in that form before.