Your favorite hold to pin him - Headlock

While both you and your opponent are on your feet, tie your rival up with one hand cupping over his triceps. The other hand should be around his neck and should be resting on the nape. Step in towards your opponent quickly. Your leading leg should be on the same side being used to cup the nape. As you step in, powerfully rotate your body inward. Pull your rivals's arm across your waist, using your handhold on his triceps. As you turn, catch your opponent's head in your armpit. Extend the hand that was resting on his nape. Wrap it further around his neck. Fall backward. Keep your rival's head and arm held fast. When you go down to the mat, your opponent will be on his back. Lean on him with your back. Place one arm around his head. Pull his arm across your waist. At this point, lock your hands. His head and one arm should be stuck in your grasp. Keep pressure on your opponent, Stay on your heels and squeeze the headlock as tight as possible. Lift his head so that he cannot bride off his neck and pin him to the mat. 

And ideal man to finish him by headlock? Hard to say, probably it depends more on you than him, when you feel that your armpit will be far away from the advertisement of Gillette antiperspirants let it taste to your opponent. :)