Hi J.,
I would have to suggest a sippy cup with a soft straw. Skip the whole bottle thing, and find a cuppy he'll drink from. Start cheap and hope they work for him.
Babies don't usually take change well the first time you try something new, you just have to keep trying.
I breastfed all of my children, but with my last, she was mostly bf, but due to travel and lots of public places, we did alot of bottle feeding.
When I decided to do the switch, I did find a bottle that had a sippy top instead of a nipple, and was interchangable with the nipple. But it leaked.
I found cuppies from Walmart, cheap, and never had much problem with them leaking. Nubi, I think they are and they work great. They have a soft rubber/plastic straw that seems comfortable to my little one. My youngest is now 2 1/2 years old and still uses these cuppies. One milk cuppy with about a tsp of flavored coffee creamer, warmed, for nap time, and one plain water cuppy at bedtime. And she uses big girl cuppies throughout the day.
Good luck with the switch.