The song "I Wonder Would You Mind" by Gilbert O'Sullivan is a whimsical and humorous tune that explores moments of awkwardness and social discomfort. In the lyrics, the singer starts by mentioning a cup that someone has taken from him from time to time. He politely asks for it to be returned, wondering if the person would mind giving it back. The song then takes a slightly more uncomfortable turn as the singer addresses a woman who has her hand on his knee. He requests her to remove it and mentions that his collar is getting stiff, implying that he may be feeling uncomfortable or restricted by her touch. Next, the singer ponders what would happen if he asked the woman out on a date and kept her out late. He questions whether she would be happy or upset with him and if she would still have respect for him. He wonders if he would be seen as a danger or undeserving of her regard. The song then shifts to a more motivational tone, encouraging listeners to not give up despite failure. The phrase "On your mark get set all ready go" suggests starting anew and not being discouraged by previous setbacks. The singer advises not to be a "silly ass" and implies that failure is temporary and can be overcome with perseverance. Overall, "I Wonder Would You Mind" showcases Gilbert O'Sullivan's playful and witty storytelling abilities, using awkward and relatable situations to explore themes of discomfort, social dynamics, and personal growth.
