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He Lied about His Age - Can I Trust Him?

This is a guest blog submitted by floryo. I have been dating with a guy for about a month, and he told me that he was 20 when we first met. It actually took me quite some time to get over with the fact that I'm a year an…
Dear Dr. Datingish: Too Much Hope For The Future?

Dr. DatingishI've always dated guys older than I am because I feel like I can connect with them better. I'm at a young age - let's just say under 20 - and there is still a lot in life that I haven't experienced yet. I…
Middle-Aged Couples Making Out in Public

Mr. Lion A few days ago, while getting into the train station at 42nd Street, I noticed a couple making out in front of the station entrance. I was somewhat surprised to see a middle-aged couple stick…
Dear Dr. Datingish: An Older Woman Is Pursuing Me - What Do I Do?

Dr. Datingish This girl from my work contacted me through Facebook, then after talking to her for a while, she randomly IMed me. I really don't know what to think about her. The thing I'm worried about is this is…
I Never Lied About My Age; He Just Never Asked

This is a guest blog submitted by breakingthemold. "You really should come to my dorm and watch 'Grey's Anatomy' with me some night," he told me with a wink as we put things backstage. I rolled my eyes and tried to t…
Dear Dr. Datingish: How Do I Get through to An Older Guy?

Dr. DatingishHow do subtly hint to someone that you're interested when he/she is 20 years older than you without looking silly?
Stuck Between Two Boyfriend Stages...Can I Have Both?

This is a guest blog submitted by bigaslives. Being the Token Single Girl within my group of friends, it's no surprise that I'm the go-to girl when it comes to relationship advice. I don't mind it. It makes me feel us…
My Sister's BF Is My Age - How Should We Act?

This is a guest blog submitted by sahar. My sister's newest romance is seven years younger than she is. I haven't officially met him yet, but this Sunday we're all going to the beach together. In the past, though so…
Men's Collective Mental Age?

This is a guest blog submitted by a Datingish reader. Recently, I was having a conversation with my older cousin about men and their mental ages. I would never EVER desire a man any bit younger than me; to me, most m…
Age Differences in dating

by Mr. Macchiato I am almost exactly four years older than my wife. Mrs. Macchiato tells me that in Korean culture, it's considered lucky to be exactly four years apart. Any multiple of four will work: 8 years…