I am in my mid-forties and I have been online dating off and on for about 2½ years and dating in general for 4 years. I am a year and a half out of a relationship and in that time, I have found only one guy I was interested in but he did the vanishing act. I have probably more dates than the average woman and I just can’t seem to find a guy I want to date. I am often told I am beautiful and I look about 10 years younger than I my age. I get contacted by a fair number of guys in their 20’s and most I don’t respond to because I just feel it won’t go anywhere. Recently, however, I was contacted by a guy in his mid-twenties and I was impressed by his profile…he’s mature, intelligent, articulate and attractive. I started up a correspondence with him. I was curious. But I still feel that maybe it’s a mistake…what do I really have in common with this guy? After all, I am twenty years older than he is.
In your opinion, what do guys in their twenties really expect and/or want when contacting an older woman? The youngest guy I have ever been out with is 33.
Thanks for your insight. I really enjoy reading your blog and I feel that of many so-called dating experts that you are right on!
Thanks, Coug–, uh Carla. As a so-called dating expert, I really appreciate the kind words!
Which is why I’m sure you’re going to be completely receptive to this:
You’re wasting your time with this kid.
Okay, that’s not fair. Let me use more words to say it:
If you’re looking for a long-term relationship, you’re most likely wasting your time with this kid. However, if you’re looking for good, clean (and not-so-clean) fun with a young stallion, you can have an amazing time. In fact, I would encourage you to do so. And take lots of pictures.
If you’re looking for a long-term relationship, you’re most likely wasting your time with this kid. However, if you’re looking for good, clean (and not-so-clean) fun with a young stallion, you can have an amazing time.
See, I’m not here to set the rules for society. I’m here to observe society and report back to you how things USUALLY work out. And for every Demi and Ashton (Celebrities, They’re Just Like Us!), there are thousands of other instances of cross-generational relationships that die a quick, painless death. Why? Because he was born in the 80’s, right about the time that you were losing your virginity in college. Because he’s been in the workforce for oh, about four years. Because he may be a great communicator, mature for his age, and relationship minded, but he’s also, y’know, a BABY.
You know how I know this? Because I’M that guy. I’ve ALWAYS loved older women. I was with a 35 year old woman when I was 20. I used to flirt with my mom’s friends. And when all my friends would make fun of me and say, “Why would you date an older woman when you could date a younger woman?”, I’d say, “Why would you date a younger woman when you can date an older woman?”. …