Dating a woman half my age
Most men — me included – would jump at the chance to date a girl younger than themselves. That being said, here it is my friends – my top 10 tips for dating a girl who you probably shouldn’t date. We all, at some point, made fun of our parents for not knowing a band, and if your potential playmate says how much she “Loves The Weeknd,” if you respond with “me too, I can’t wait for Friday! Check Reddit, check You Tube, be on top of what’s going on in this new digital age.
Some people scoff at the idea (usually middle-aged single women). While you’re at it install Snapchat, Whats App or whatever the new app of the moment is… But don’t be an idiot about it and ask about her relationship with her father. If you are in your 40s and she’s in her 20s, she hasn’t written a lot of touching hallmark cards on that third Sunday of June.
A feature on my podcast (The SDR Show) is called Dick Tales where we share stories of dating, and a recurring theme is me dating women A LOT younger than me. because if a 22-year-old says she wants to kik with you, you better know what that means. First and foremost – if she’s obviously A LOT younger, there’s daddy issues there. Last year, I met a gorgeous girl in Texas, after a truly amazing weekend together, she called to tell me her biological father had found her and wanted to re-connect, and as happy as I was for her, I knew it was over for us, and literally the day after she met him, she told me she didn’t think we should see each other anymore.
By the way, let’s be honest – it probably won’t be going anywhere. So, right now, take a moment to thank all those absentee dads out there for setting the wheels in motion for you.
I keep a top 40 radio station on in the shower, so that every day I hear what new music is out there.
Since you don’t want to answer the question yourself, DO NOT ask her how old she is.
DO NOT talk about things that happened to you in the 80s. Sentences like “It was a while ago” “back when I was a kid” are fine.
Unless she’s a 80s movie buff, there’s no need to talk about how great was so much better when John Belushi was on, or how Ronald Reagan was your favorite president. Ideally you can keep it vague, at least until you sleep with her once, and then hopefully she won’t care how old you are.Think about what you are going to say before you say it. One of the charming and attractive things to dating an older man is that you’ve got life experience, and hopefully a few more dollars than she does.So pick the restaurant, send an Uber, talk about the food or the wine or the neighborhood, and show her something that DJ kid with the six-pack abs she used to date would have no idea about.Don’t under-estimate the allure of confidence and experience.I can honestly tell how old a girl is based on how she likes to communicate. If she’s under – it’ll be texting, Snapchatting, Whats App, Kik or Facebook messenger.
PLUS – you MUST not use the standard “:)” smiley emoticon. That being said, no twenty-something wants to talk on the phone.