I think that Frye is well past his prime and isn't going to take Kimbo down so I say Kimbo by KO after taking some heavy blows from Frye. But I wouldn't be surprised to see this fight actually happen in Kimbo's next few fights.
Fry has shit for technique and only has power. He won't even land a shot and Best believe Kimbo won't be going blow for blow with him. Kimbo by KO 40 seconds in the 1st.