, ▁he ▁had ▁a ▁major ▁role ▁in ▁the ▁Academy ▁Award - n omin ated ▁independent ▁film ▁Trans amer ica , ▁co - st arring ▁Fel icity ▁H uff man . ▁Z eg ers ' ▁performance ▁as ▁T oby ▁Os bourne , ▁the ▁street - h ust ling ▁bis ex ual ▁son ▁of ▁a ▁trans ▁woman ▁( H uff man ) ▁was ▁pra ised ▁by ▁several ▁critics , ▁and ▁he ▁won ▁the ▁Tro ph ée ▁Ch op ard ▁for ▁Male ▁Re vel ation ▁at ▁the ▁ 2 0 0 6 ▁C annes ▁Film ▁Festival . ▁Director ▁Dun can ▁T ucker ▁said ▁he ▁had ▁to ▁overcome ▁his ▁initial ▁war iness ▁over ▁Z eg ers ' ▁good ▁looks ▁before ▁casting ▁him ▁for ▁the ▁role . ▁Vari ety ' s ▁rev iewer ▁wrote ▁that ▁" Z eg ers ... ▁finds ▁multiple ▁dimensions ▁in ▁pic ' s ▁potentially ▁most ▁cl ich éd ▁character ... ," ▁and ▁The ▁Hollywood ▁Re porter ' s ▁critic ▁said , ▁" As ▁a ▁boy ▁who ▁cons iders ▁sex ▁his ▁chief ▁talent , ▁Z eg ers ... ▁con ve ys ▁T oby ' s ▁essential ▁sweet ness ▁and ▁hung er ▁for ▁real ▁affection , ▁making ▁him ▁much ▁more ▁than ▁just ▁a ▁vain ▁or ▁dam aged ▁kid ." ▁ ▁Also ▁in ▁ 2 0 0 5 , ▁he ▁appeared ▁with ▁Sh ail ene ▁Wood ley ▁in ▁Fel icity : ▁An ▁American ▁Girl ▁Advent ure , ▁a ▁television ▁film ▁set ▁in ▁Williams burg , ▁Virginia ▁in ▁ 1 7 7 5 , ▁based ▁on ▁the ▁American