connor mead ( matthew mcconaughey ) be a well know photographer with the reputation of be a love em and leave em kind of guy . stink rich with an ego to match while he actually break up with three girlfriend at once on a conference call . he reluctantly go home to attend his brother ( breckin meyer ) wedding and ruin the rehearsal and dinner by profess the fault with marriage . connor shockingly be visit by his dead uncle wayne ( michael douglas ) and who forewarn him of be haunt by ghost of his past girlfriend . romantic . not exactly . funny . have it moment . worth watch . only if you be a mcconaughey fan while his arrogance and over capacity of self loving be really a turnoff . those that love him will more than likely be beguile . douglas be pretty funny . connor childhood girlfriend play by jennifer garner be beautiful and bring the only sanity to the film . others in the cast represent robert forster and anne archer and lacey chabert and emma stone .