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Single men always seem to be in the game. As single men grow older, they get wiser and more confident. When I was younger I got my heart broken by an older woman. No matter what I said, or what nice things I did for Karen, she was out of my league since I was younger. Karen was a 17 year old junior, and I was an incredibly good looking and intelligent 16 year old.

Years old 35
My hair: Blond
Sign of the zodiac: Aquarius
I like: Sailing
Tattoo: I don't have tattoos

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Evolutionary psychologists say that relationships like this often occur because while fertility lasts only from puberty to menopause in women, it starts at puberty and can extend long into midlife for lots of men. I even tried it when my boyfriend and I took a short break, and I found it was painstakingly difficult and more complicated than my experience dating an older guy. The texting games How long should I wait to text him back? Should I not be the first to text?

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That said, there are not-so-little things that can cause friction too. Jason Statham and Rosie Huntington-Whiteley: 20 years apart. Photo: WENN.

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And while that may be true for some, a study by the University of Dundee in Scotland found that as women become more financially independent, their taste may skew toward older and better-looking men. What does that mean? As a woman becomes more confident in her own career and finances, she seeks a partner who matches that, which often is not a year-old guy.


No more texting games. And continued to call when he said he would and replied to messages fairly quickly. This alone is a reason why I refuse to go back into the dating pool with guys my own age. Olivier Sarkozy and Mary-Kate Olsen: 17 years apart.

What about the golden cross of love for women?

Photo: Getty Images. His confidence gets major points. Rarely do younger guys approach me. To find out why, I asked a straight twentysomething male friend, who pointed out that younger guys are simply intimidated.


Persistence also takes confidence—my boyfriend extended three invitations before I finally agreed to get coffee with him. I can recall numerous situations—work issues, arguments with people—that my boyfriend was able to help me with based on his chat with old guys mistakes and victories. Plus, when it comes to things like taxes, real estate, and life hacks that you pick up over time, an older guy can be a goldmine of useful information.

Jealousy takes a backseat. I dated a guy right before my boyfriend who was really … clingy. Sure, chat with old guys occasionally happens, but my boyfriend understands that being in a codependent relationship le to all sorts of trouble and that spending time apart sometimes is key.

Getting awkward questions wait, how do you know each other?! I find it difficult to explain to people how my relationship came to be. Well, I was and still am friends with a select crew of musicians and creatives in Los Angeles, and my boyfriend happened to be a part of that scene.


Other inquire whether I was purposely seeking an older man when I met him. If chat with old guys family is fairly protective, especially your dad, it can be a pretty nerve-racking conversation. What helped me most was talking about how wonderful he is a lot leading up to their meet and asking my older sister to talk to them too. I was a fresh-out-of-college aspiring digital fashion writer with no clue on how to break in. My boyfriend had been steadily working in his field for years, so it was hard to get him to understand things I felt I had to do in order to find success in my field.

Luckily, my boyfriend understands how important my career is to me, so there was never a question if I wanted to take chances like moving back and forth from Los Angeles to New York for amazing opportunities at dream companies or postponing planned dates because chat chat with old guys old guys was an event or story I needed to cover.

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Alec and Hilaria Baldwin: 26 years apart. If your future with your boyfriend is important to you, these things might take a lot of talking and compromise to chat with old guys into your current life.

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