Coming on to an older wealthy man presents challenges a girl usually wouldn’t have to consider. The longer he’s lived, the more history he’s got. (Hopefully that history doesn’t translate into baggage.) But you likely will have to consider that he has an ex-wife, or kids, or something in his past he’s not proud of. Keep in mind that there are many benefits to dating an older man. You won’t have to deal with the immaturity to which younger guys inevitably fall victim. He’ll likely call you back the next day, be settled into his life financially and emotionally, and will have learned a bit in the bedroom over the years — so your approach needs to be adjusted accordingly.
“I want you to hold open doors for me… and there’s one door in particular…”
Older men know what they want, and will appreciate that you do as well. Courtesy and chivalry are not dead when it comes to older men, so acknowledge it and enjoy it along with him.
“I bet there are all kinds of things you could teach me.”
Men love to mentor women. It beacons a primordial protective instinct and inspires a sense of power over you. Add a dash of sexy innuendo and you’ll strike just the right nerves.
“OK, where’s the pre-nup?”
Sure the insinuation is cheesy, but it could be right on the money — pun intended. Coming on to an obviously successful older man by joking about the elephant in the room will remove you from the gold-digger bracket, and show you have a sense of humor about the potential problems you’ll encounter.
“You know, you’re only as young as I feel.”
Sooner or later, you’ll have to acknowledge the obvious. He’s older. You’re younger. You have to make sure he understands that you know what your age difference entails, and you don’t care. Making light of it will take some of the pressure off.
“Let’s really piss off your ex-wife.”
As much as you’ll sound like a cad, if you get a laugh with this one, you’re in. After all, what man wouldn’t want to piss off their ex-wife just a little by dating a younger, hotter woman?