I think 24 is a magical number, and on a guy’s 24th birthday, there is some miraculous explosion in his head where he realizes, “Oh my, maybe it’s time to stop being a douchebag!” After four years of going through the motions of college dating, I decided to give older men a try.

I am never going back.

First, I’ll explain the downside, and if you can make it past that, then it’s possible an older man might be just what you’re looking for.

If you’re looking for a fling, this is NOT the type of relationship for you, unless otherwise explicitly stated.  (And then you’re saying to yourself, “What?! You’re 35 and you’re NOT trying to settle down?”)

Older men are also more likely to come with baggage — like ex-wives and/or children.

Also, I always have this lingering fear that they will somehow find me, or the things I do, or like, or say, to be utterly childish.  I always have this suspicion lurking in the back of my mind that they’re saying to themselves, “Oh how naïve and cute she is.” Read More »

Q: Is it taboo to date a guy 6 years older in college?

A: I honestly laughed out loud when I saw this question in my inbox. As anyone who knows me can tell you, I have a soft spot for the older men. When I was 19, I found myself newly single after a two-year relationship. After about a week of crying in bed and eating ice cream, I decided it was time to date–and I had eyes only for older men. For two years, I dated men that were anywhere from five to eighteen (that’s not a typo!) years older than me.

What did I learn? From 18 to 38, men don’t mature all that much. Relationship angst is relationship angst, no matter the age difference. Of course, maturity level of both parties is a huge factor. Without fail, every man I dated in that two-year period would marvel at how mature I was for my age. It’s true–I’m a bit of an old woman trapped in a 20-something’s body. Dating older men worked for me because even though I was still in school, I wasn’t living on campus and was no way involved in the college social scene. And I much preferred being taken out to a nice restaurant and enjoying a glass of (illegal) wine with dinner than doing a keg stand with my significant other.

In your case, six years can be a total non-issue; he’s only a few years out of college and may very well be on the same wavelength as you in terms of relationships and lifestyle. You’re also less likely to run into the Peter Pan complex that was present in many of the older guys I dated, especially the 30-something-musician-still-waiting-for-his-big-break type. Read More »

In college, tradition is everything and there is no tradition more important, more long-lasting and more talked about than hooking up with the college freshman.

I can’t tell you how many times I watched my friends drool over the freshman girls walking in and out of the dorms. They plotted, they schemed and they visited frat parties in an effort to woo the ladies girls back to their filthy apartments.

But, why?!

What is it about this group of girls that is so appealing? And why, with so many awesome ladies already roaming around campus, do guys feel the need to “hit that sh*t”?

Let’s find out: Read More »

I told my mother the other day that I felt like I was getting old and she laughed at me. She said she didn’t want to hear sh*t about getting old until I went through menopause. Fair enough.

But that doesn’t detract from the fact that I feel thirty and all of its dastardly implications creeping up behind me, breathing warm and horrifying down my neck. Here are some signs that I’m getting old; my youth and lack of responsibility fading farther and farther into the distance. Keep in mind that there is a distinction between getting old and becoming more mature, as one can see in the way I respond to my family in #8. Read More »

My Sex Diary made me come to terms with a heretofore unrealized love for older men. There is that horrible stereotype about men aging better than women, and although I won’t speak for older women, I can absolutely attest to the fact that many guys seem to go the way of the fine wine and age deliciously. I’m in the market for an (imaginary) sugar daddy. Let’s go shopping.

Mike Rowe-46. Mike was exactly my age when I was born, meaning, of course, that he is twice as old as I am. But what is age when you have a body like that? And a voice? And a sense of humor? And he’s not afraid to get dirty, which has awesomely naughty implications. I’ve watched his show, Dirty Jobs, and seen him in the most disgusting of circumstances, but being covered by any number of horrible substances doesn’t dampen my desire for the man one tiny bit. Read More »

[Editor’s Note: New York Magazine does these Sex Diaries that are sometimes cool, sometimes lame. Sometimes they’re interesting portrayals of every day life, and sometimes they make it seem like EVERYONE in New York City is having copious amounts of crazy sex — which isn’t always the case, btw. What would happen, I wondered, if some of CC’s writers blogged about their sex life for a week? Would it be cooler? Funnier? More believable?

Let’s see…]

DAY ONE
7:05 a.m. Boyfriend wakes me up to kiss me before he goes to work, like he does every morning. Like every morning, I feel guilty about my morning breath, but he doesn’t seem to mind.
3:45 Boyfriend comes home early and suggests a quickie.
3:46 Boyfriend catches my unenthusiastic response and tells me never mind. I feel awful, as I do every time I turn him down, but I’ve been cleaning all day without a shower and I had just finished an hour of wii fit so I was sore. I promise him that I’ll make it up to him later that night.
1:22 a.m. Come home from seeing a friend’s band play. Still too sore and tired for sex, so I offer him a blow job as soon as we get home. Read More »

I had a long conversation over the weekend with a recent graduate, who after a recent breakup has decided to fully immerse herself in the dating world. At the moment, she’s dating three different guys whose ages range from 22 to 28, and in her opinion, their bedroom abilities directly correlate to how old they are. This has led her to believe that generally speaking, older equals better, which is a myth that I’ve long tried to dispel.

Girls have always been fascinated by the older guy. It’s as if you feel that because you are supposed to (and generally do) mature both emotionally and physically faster than guys, it entitles you to act superior to guys your age and seek out the more mature older guys.

And this is not a movement solely reserved for college grads. Freshman girls love the juniors and seniors. And some of my older colleagues on this site have discussed being in pursuit of law students and others enrolling in graduate programs. Hell, even most of my high school friends were often obsessed with the guys a couple grades above us. Read More »