I'm sure others will have better ideas, but as far as easiest fruit I'd have to go with bananas. Something like apple has little juice and a lot of bulk so they get pressed. Other fruits with skins need to be peeled because of the flavors in the skins and seeds.
But even easier and better would be to make a frozen fruit concentrate wine. Get the Welches Niagara or other pure juice frozen concentrates from the grocery store, add some water and yeast and you're set. There are plenty of recipies to be found for ingredients and directions.