Dear Sambag,

As I was leaving my seat in my local coffee shop an older man approached me. He told me he thought I was cute, that he wanted to ask me out and he understood if I wasn’t into other guys. I told him I was flattered and that I liked guys but I wasn’t sure if I was interested. He gave me his number and said if I changed my mind to call him.

The only reason I declined was his age. He was handsome. He seemed super lovely. But I just had never considered dating or even acknowledging an older man as a potential relationship.

I am 19 and he seemed to be in his late 40s. A part of me wants to get to know him but I’m not so sure. Do you think I should accept his offer and go on a date with him?

– Jonathan

Dear Jonathan,

Sure, why not?! Meet with him again, in a public place and talk; get acquainted, discuss things like life, expectations, experiences, boundaries, etc until you are comfortable, then go to the next level. Sampling new places, things, people and ideas is part of life and shouldn’t be passed up, keeping in mind the difference between stupidity and calculated risk, and, taking precautions like the public meeting (where there are video cameras) and leaving a note as to what you’re doing. The chances of things going bad are exceedingly small and there’s nothing wrong with a date with someone older. Good luck!

But I’ll stop there and let our readers weigh in. Please share your advice in the Comments below.

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Dear Sambag, As I was leaving my seat in my local coffee shop an older man approached me. He told me he thought I was cute, that he wanted to ask me out and he understood if I wasn't into other guys. I told him I was flattered and that...