You accompanying him to the bars is a better idea then you think. Being a single guy I know that walking into a bar alone you can be the nicest guy in the world but every woman looks at you like a potential rapist. However walking in with another woman makes the male attractive to all the other women. The best wingman a guy could have is a woman and even better than that is a sister. You could be the reason he meets his future wife and you meet your future nieces and nephews.