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Assess Your Respective Sexualities Though I find that most people overemphasize the importance of sex and sexual attraction, intimacy is a factor worth considering. You’re not going to a get a true picture about someone’s lifestyle in a month; give yourself a few months of dating to make sure that you’ve seen him or her in as many real-life situations as possible.What began as a romantic adventure into unconventional love turned into a disaster I should have seen coming from waaaay over the hill. How old you actually are doesn't necessarily have a lot to do with your lifestyle. Even though this guy and I were 25 years apart, we had a lot in common. I didn't know then that our age gap would define the relationship. I got that; but even though I knew there was no future, I didn’t cut it off completely. After it ended, he talked to a lot of people about our relationship -- and what happened through the grapevine was unexpected. Women judged me as having an ulterior, economic motive: “She just dated him for his money,” or “She thought she could get ahead.” In our society people are so quick to judge a young, naïve woman -- never the older man who perhaps should’ve known better too. (It will never be exactly the same for two different people.) Assess Your Proclivity for Indulgences While many behaviors in the extreme form represent a problem or even an addiction, some of those same behaviors can be harmless if not taken to the extreme.Consider a list of activities that fall on the hedonistic end of the behavioral spectrum: drinking alcohol, gambling, shopping, traveling, and spending, for example.

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Because he had a reluctance to grow up, he wanted to stay young in as many ways as possible.

And while cliché dictates that, sure, men are into it, there’s been some recent research done about younger females often gravitate toward mature men.

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? It’s exhausting), the fear of commitment that plagues most twentysomethings, and the simple fact that most guys my age aren’t as emotionally mature as I am.

It can be tough when you and your older partner can’t share childhood commonalities (dude’s never read a book!?