Gilmore Girls

From the WB Media Site: ""After Lorelai encourages Sookie to ask out her produce man, Jackson, she soon finds herself on the double date from hell with Jackson's very odd cousin (guest star Max Perlich, ""Homicide: Life on the Street""), which makes Luke jealous enough to finally work up the courage to ask Lorelai out. Meanwhile, Rory and Lane get into trouble when they double date with Dean and his friend Todd (guest star Lukas Behnken) without telling their moms.