I'm obviously biased, but for me the Meanstreak is still the best "power" cruiser. Yeah it gets knocked in every review for being underpowered, yada yada yada, but I prefer twisties to drag racing and the meanstreak handles very well for a cruiser. I have over 40,000kms on my '04 and it's been my daily commuter, as well as several long trips and it works equally well in both situations. Decide what's more important to you, if it's handling I'd go with the Warrior or Meanstreak, if it's drag racing stick with the M109. And if you like the v-twin sound, make sure you get a single pin crank! The VTX1800 sounds absolutely horrible with aftermarket pipes.
You mention carrying a pillion, scratch the meanstreak then, unless you get a good aftermarket seat, I wouldn't let an enemy ride for 5 minutes on the back of my meanstreak with it's stock seat. The meanstreak and I believe the warrior as well are really designed as one up bikes.