[name_u]Wynn[/name_u] is my favourite- it is absolutely lovely and handsome and sounds, well, winning :). [name_m]Bennett[/name_m] is very sweet too, but [name_u]Wynn[/name_u] wins (haha) by a mile for me. The meaning (fair, blessed) is fantastic too, and it kind of has that vaguely cowboyish sound that a lot of your names have. [name_m]Weston[/name_m] (I prefer Western though) and [name_m]Fitzwilliam[/name_m] are fun too, but [name_u]Wynn[/name_u] is the best, in my humble opinion.
Other suggestions:
[name_m]Booker[/name_m], [name_m]Calloway[/name_m], [name_m]Callahan[/name_m], [name_u]Van[/name_u], [name_m]Boone[/name_m], [name_m]Autry[/name_m], [name_u]Sutton[/name_u], [name_m]Baker[/name_m], [name_m]Hale[/name_m], [name_m]Gable[/name_m], [name_u]Cassidy[/name_u], [name_u]Destry[/name_u], [name_m]Calix[/name_m], [name_m]Salix[/name_m], [name_u]Raleigh[/name_u], [name_u]Roscoe[/name_u], [name_u]Beck[/name_u], [name_u]Cass[/name_u], [name_u]Paget[/name_u] / [name_u]Padget[/name_u], [name_u]Auden[/name_u], [name_u]Arden[/name_u], [name_u]Oakley[/name_u], [name_u]Ellington[/name_u], [name_u]Kingsley[/name_u], [name_m]Kingston[/name_m], [name_u]Campbell[/name_u], [name_u]Bellamy[/name_u], [name_m]Brooks[/name_m], [name_m]Adler[/name_m], [name_m]Beacon[/name_m], [name_m]Sayer[/name_m], [name_u]Utah[/name_u], [name_u]Nevada[/name_u], [name_u]Tierney[/name_u], [name_f]Rez[/name_f], [name_f]Kew[/name_f], [name_u]Kerr[/name_u], [name_m]Kenyon[/name_m], [name_u]Canyon[/name_u], [name_u]Connelly[/name_u], [name_u]Connery[/name_u], [name_m]Fielder[/name_m], [name_m]Field[/name_m], [name_m]Garner[/name_m], [name_u]Gardener[/name_u], [name_m]Banner[/name_m], [name_u]Laken[/name_u], [name_u]Lake[/name_u], [name_u]Dune[/name_u], [name_m]Indio[/name_m], [name_u]Indiana[/name_u], [name_u]Tate[/name_u], Tayo, [name_m]Miller[/name_m], [name_u]Sorrel[/name_u], [name_u]Hartley[/name_u], [name_u]Hadley[/name_u], [name_u]Clancy[/name_u], [name_u]Murphy[/name_u], [name_m]Edison[/name_m], [name_m]Fletcher[/name_m], [name_u]Mercer[/name_u], [name_u]Guthrie[/name_u], [name_u]Merce[/name_u], [name_m]Penn[/name_m], [name_m]Quiller[/name_m], [name_m]Quill[/name_m], [name_u]Renny[/name_u], Moseley, [name_u]Walker[/name_u], [name_m]Davis[/name_m], [name_m]Houston[/name_m], [name_m]Ford[/name_m], [name_u]Carey[/name_u], [name_u]Cary[/name_u], Luden, [name_m]Bannon[/name_m], Noonan, [name_m]Maclean[/name_m], [name_m]Mack[/name_m], [name_m]Morrison[/name_m], Corrigan, [name_u]Rex[/name_u], [name_m]Hart[/name_m], [name_u]Bo[/name_u] / [name_m]Beau[/name_m], [name_m]Reno[/name_m], [name_m]Stetson[/name_m], [name_m]Ranger[/name_m], [name_m]Nash[/name_m], [name_u]Jericho[/name_u], [name_m]Calhoun[/name_m], [name_f]East[/name_f], [name_u]West[/name_u], [name_u]Hollis[/name_u], Holliden, Holleder, [name_m]Wes[/name_m], [name_m]Bas[/name_m] / [name_m]Baz[/name_m], [name_m]Seb[/name_m], [name_m]Fisher[/name_m].