The song "Jackpot" by The Drifters is about the feeling of hitting it big in love. The lyrics talk about never having much luck in winning prizes at fairs or games, but finding the ultimate prize in a romantic relationship. The singer describes how they never won anything for free, but when they received a kiss from their love, they knew they had hit the jackpot. The song uses colloquial expressions like "gosh, oh gee," "Yessiree," and "gee you are so fine" to convey the excitement and joy of finding true love. The message of the song is that despite past disappointments, finding love is the ultimate prize, like hitting the jackpot.