I have an iPhone and my own iTunes account. My dad has an iPhone and his own iTunes account. What happens if I log into my account on his computer and try to download an app to his phone that I already purchased under my account?
Why don't you just sync your dads phone to your computer and sync your applications so they get copied to his phone. Once your done you can simply delete the ones he has no need for.
About the only way I have found is to do home sharing on your account. I think u may have a problem with his apps because he would have to use ur account on his phone.