That must be a nightmare to keep styled on a windy day! Yeah you`ll need a higher density than medium..but not too high. I think around 75% would be ok.... John will help you with the final choice.... I think freestyle will work too...are you intending to wear the hair as you have it in pic 2 there ? If so, it won`t need much of a cut-in really as the hair is long..all systems come with a standard 6-inch hair length [ unless you specify less] That tyle would be easy to work-with. Get your template made and `follow`your original hair line at the front....if you frown/crease your forehead, you`ll see the scalp skin stays as is..the forehead skin `moves`...just mark that point and then follow around to the temples......template-making tutorial, courtesy of Snipe here: http://s768.photobucket.com/albums/xx325...ideshow%3E just hover the mouse/cursor over the images for instructions...... Paul.