Travelling for 1, Packing for 6

Okay, it's not a big problem, but for someone who is travelling a lot.. it actually is. I have no clue how to pack for 6 people, who have different interests, that are different ages and that mostly have NOTHING in common. We've made lists, we made a huge system of which goes where, we've made rules.. but when the time comes my suitcase ends up with 3 dresses, a breast binder, thong, a bra, tons of flannels, a pair of jeans, a damn suit with dress shoes and a tie, 2 plushes, a pillow, drawing supplies (three packs of pencils/markers/crayons), dance shoes and two different blankies because every little has its own.
That is not a way to travel! I can't even fit all of those in the suitcase. And if I don't take everything someone will become witty and sad and will ruin the whole trip -.- Does anyone have the same problem? And does someone have a solution because that is not working out. We have to start packing 2 months before the trip is dued and we end up with nothing of what we packed originally..
Thank you for reading and for any advice because honestly trips are filled with anxiety for us..
-Scar and Vlad

As long as the begging and whiny doesn't bother you then go with what causes you to pack less. If your parts cause you to pack for 6 then there is nothing you can do about it. Sometimes it really takes a whole lot to get them to stop with certain interest that causes a hassle or spend more money paying for baggage cost. Decrease your trip days as punishment if it is not for work. A small example would be I'm guessing someone in my system took it really hard that Wachovia is now Wells Fargo lol! That happened years ago, but Wachovia still comes out my mouth.