A relationship with a big age difference can be a challenge, but it doesn't necessarily mean it's doomed. Rabbi Shmuley discusses the ups and downs of May-December romances—relationships in which one person is significantly older than the other.
Rabbi Shmuley says as long as the age difference is not too large, a May-December romance is acceptable. For example, he says, an age gap of a five to 10 years is a suitable difference. A generation gap of 25 years or more, however, should be avoided, he says. "There's really no good reason to date someone that's 25 years different than you."
"In May-December romances, age gaps are okay, but generation gaps are a really bad idea. Avoid the pitfall of ever equating youth as the soul ingredient of beauty."