Q: I’ve heard the praises of dating older women, like being more experienced. But this woman I know is anything BUT. She’s very conservative. We have a 10-year gap, and I don’t know if this can work. Any thoughts? — Lee, via e-mail
A: First, ask yourself what motivated you to pursue this lady. While some of these ‘benefits’ may be true, it’s not an across-the-board kind of thing. Older women have the advantage of experience but they are not devoid of inhibitions. Second, what does your instinct tell you? Is it telling you it’s not going to work? Chances are, it may not, but that shouldn’t stop you from looking at all the possibilities. From the tone of your query, you seem to be more bothered by the fact that she’s very conservative (which goes against the stereotype of ‘experienced’ women) than the 10-year seniority she has over you. I say, if you like her enough and you feel your ‘relationship’ has a potential, why not try to cook up ways to coax her out of her shell? Who knows, you may just be the guy she needs to liberate her from her inhibitions and initiate her into the ‘modern’ ways of the world.