Romantic love - with its emphasis on desire, secrecy, and opposition to marriage - fundamentally contradicts Jewish values and concepts of marital relationships. Contemporary Jewish scholarship has struggled to articulate an authentically Jewish concept of marriage, often inappropriately embracing romantic literary traditions instead of focusing on traditional "leal" love. Through comparative literary analysis of romantic works like Dante's *La Vita Nuova* and Stendhal's *On Love* against biblical and rabbinic texts, this research reveals how Jewish "leal" love derives from biblical concepts of covenant and peace (*shalom bayit*), emphasizing loyalty, faithfulness, and genuine knowledge of real persons within marriage and family frameworks. Examination of medieval Jewish responses to courtly love traditions, alongside analysis of contemporary Jewish scholars Rabbi Maybaum and Rabbi Weinstein, demonstrates that Jewish literature consistently avoided romantic themes even during periods of intense cultural contact. The romantic "crystallization" process proves incompatible with Jewish emphasis on authentic relationships, while traditional Jewish matchmaking (*shadkhan*) embodies an alternative framework rooted in communal responsibility and peaceful partnership rather than individual passion. These findings suggest modern Jewish marriage counseling should recalibrate toward traditional concepts rather than continuing to adopt romantic ideals.