JL;DR SUMMARY This piece reflects on the stereotype of the 'Jewish American Princess' (JAP), which the author first encountered at a college fraternity party in the early '80s. The stereotype, often caricatured as materialistic and self-centered, is explored through personal anecdotes and societal perceptions. The author discusses how this label stems from antisemitic discomfort with Jewish upward mobility, conflicting with her own experiences and identity. She wrestles with assumptions around dating, gender roles, and the misguided stereotypes that women like her face. In her journey of dating as a widow, the author embraces the idea that 'princesses' don't settle for less, challenging the negative stereotype and advocating for women's empowerment and agency. A way out west there was a fella, fella I want to tell you about, fella by the name of Jeff Lebowski. At least, that was the handle his lovin' parents gave him, but he never had much use for it himself. This Lebowski, he called himself the Dude. Now, Dude, that's a name no one would self-apply where I come from. But then, there was a lot about the Dude that didn't make a whole lot of sense to me. And a lot about where he lived, likewise. But then again, maybe that's why I found the place s'durned innarestin'.