Inside of evangelicalism, there are many young adults frustrated with dating. Generally, they are taught to go to the Bible for answers. However, when they find no explicit roadmap to figure out how to get to marriage, they are left confounded in their romantic pursuits. How is one supposed to figure out if they are ready to marry, and how shall they know when they find someone they should consider for marriage? And who gets to speak into these habits and the beliefs that undergird their outworking? This paper explores such questions through interviews with couples, both dating and married. The interviews are compared and contrasted. The patterns that emerge from each interview are put into conversation with the other interviews. The findings expound on the overlap of the interviews and note degrees of resonance and dissonance between them. The implications of the themes are then outlined, best practices for the premarital experience are briefly noted, and areas for further study are identified.