Dear Prudence,
I'm a single woman in my 30s. I met a guy a couple of months ago through an online dating website, and we hit it off and are spending a lot of time together. He is funny, smart, articulate, sensitive, talented, and seems to adore me. The catch is that he is missing several of his teeth. In the front. This completely threw me off on our first date (his profile pictures all featured closed-mouth smiles, obviously). But I kept seeing him because we got along so well. Now we're on the brink of entering a committed relationship. He has already introduced me to many of his friends and family members. My parents and most of my friends live in another state and, frankly, I would be embarrassed to introduce him to them because of his dental situation. He is in college and works part time, so I assume he doesn't have health insurance. I would temporarily go into debt to fill in any holes in my mouth if I had them, but obviously this isn't a priority for him. I need some perspective on whether this is something worth feeling hesitant about. I don’t know if I should even broach the subject with him. How would I suggest he consider cosmetic dentistry? We've been very open and honest in our communication on other sticky matters, but I just don't know if I can go there. Please help!