In simple terms, the speaker is recalling a time when he was more daring or adventurous. He would often take bold actions without much hesitation, such as attempting to kiss Kate Moss, a well-known model and celebrity.
The deeper meaning of this quote lies in reflecting on past behaviors and attitudes. The speaker is reminiscing about his younger self who wasn't afraid to pursue desires, no matter how unlikely or impractical they seemed. This kind of boldness can be seen both as an admirable quality for embracing life fully and living without regrets, but also as a somewhat reckless behavior that could lead to unwanted consequences. It invites the reader to consider their own attitudes towards risk-taking and ambition.
Dan Colen is an American contemporary artist known for his provocative installations and performances that often blend elements of street culture with fine art. His work frequently explores themes of excess, danger, and personal transformation, reflecting a bold and unapologetic approach to creativity similar to the attitude he describes in this quote.