We have four feeding spots in our house. Sammy has is own bowl in the TV room so we can protect him from the varmits! he was alone for several years and he will not eat with anyone else! I truly believe that he would rather starve.
I use paper plates so they can be thrown away and I serve Peanut Butter, Stubby, and Lucky wet and dry mixed on one plate. Maggie Sue gets her own plate (tortietude). The last three youngsters get their own plate. Sometimes they mill around and trade off. I let them work it out. I free feed dry all the time. Peanut Butter very rarely eats wet food so he pretty much stays at the dry food bowls.
None of my kitties seem to have a problem in the weight department so I guess this is working ok.