Some very nice guys either called in or hit me on the feedback regarding the Mile High Club question. Done it. It’s nice to know you are kinky without really knowing it, eh?
I read somewhere that there are a few young actors dating older women – Ashton somebody and Demi Moore and Justin Timberlake and anyone over 30. I don’t see anything wrong with an older woman dating a younger man. As a matter of fact it can be very educational for the guy. Personally I have found men who have had older lovers turn out to be great lovers themselves. If anything when these men do settle down their wives should be very satisfied.
There are times when the older woman – younger man thing does not work. Take for instance the 40-something mother of a nine-year girl who married a 14-year old boy. I know they do things a little differently in the central states, but DAMN! Just because it’s permissible under the law doesn’t mean it should be allowed. Another heartache is younger men still sowing their wild oats hooking up with a woman watching her biological clock. That is a disaster waiting to happen.
If I were a man in my 20s, I would date women who have already been married or are still married, women who have already had their children and women who are financially stable. So therefore a never been married childless woman in her 30s is a pass. While a 40-year old divorcee with kids who spend half their time at daddy’s is a keeper. I guess that’s why the whole MILF thing took off.
I have a friend who shall remain nameless who has a thing for older women – really old women. Sometimes they are 20 or 30 years older. Once he brought a 64-year old woman to a dinner party I was having. As a hostess you got to wear your game face at all times. The party was a success. The next day however I headed straight to his house.
I am not one to sugar coat things. I told him that the 64-year chick has got to go. He stood up for himself by saying that she was very active and great in the bedroom which was an image I could have done without. I didn’t do the when you’re this age, she’ll be this old routine. I went straight for the jugular. I told him that it’s wrong, twisted and indicates that there is something else going on here. I told him that I may not be a counselor but he’s got mother issues – good, bad or indifferent – and needs to work them out. So I gave my friend the number of a very discrete shrink and he has been in counselling ever sense.
When your friend is in a questionable relationship, you can either sit and watch the train wreck or you can hit him/her hard. Another friend of mine has a thing for younger women. He’s such an idiot sometimes. He met this woman from a personal ad. They met at a restaurant in Chevy Chase and he was smitten. Within two weeks he’s buying her expensive gifts, planning weekend trips, doing everything possible to make her feel like a princess. Well, after their trip to the mountains, her mother catches them at his place. She says her daughter is underage and that she’s going to the police.
At that point my friend rushes to my place. He’s a big man: 6’5”, dark hair, green eyes. He was white as a sheet and I towered over him. He crouched into a little ball and didn’t know what to do. I just sat and listened. After a few hours I got the complete story on his new love interest and gathered that the mother was willing not to go to the police if she was compensated adequately. Smelled fishy to me.
I have known this guy for years and although he has a thing for firm thighs and skin that snaps back like a cat, he’s not that stupid. I took his cell phone, gave him a sedative and convinced him to go to bed. Things always look better in the morning. It turns out it was a scam. The chick was as underage as I am. Now my friend checks for identification and moved to dating women in their mid-20s. He’s still an idiot.
It’s a shame though. The same energy that mother and daughter team used to hustle money out of guys could be used to set-up a legitimate business. Now how did I get here? It must be the weather. The warm temperatures cloud my mind.
Play it safe. Find the right partner and you are free to think with your other head throughout the relationship.
The phone is ringing.
Cheryl, Cheap Phone Sex, 1-888-669-6389