Maybe the fascination with older women started with Mrs. Robinson in 1967's “The Graduate,” (or before), but the term “MILF" (mom I’d like to f*ck) wasn't popularized until Stifler's mom in “American Pie.” From then, it seems that increasing numbers of younger men were chasing older women.
An older woman offers the appeal of experience. Some women don't discover their sexual capabilities until they reach their 30s or beyond. Squirting, multiple orgasms, anal play and other not-so-vanilla sexual experiences are generally less foreign to an older female. Young women may not even know what some of these things are — or at the very least, they are not yet comfortable with their sexualities to act so adventurously in tune with their bodies.
But, many women in their 30s or 40s or 50s aren’t interested in sleeping with most of you 20-somethings. These women know what they want — they don't play games and they expect you to treat them well. But, they do appreciate the energy and fun that a younger man can offer. Your youthful appearance and toned body may turn her on, but it’s just as easy for you to turn her off if you employ those dating games and tricks you play with younger women.
Here’s some advice for how you can attract a MILF and keep her happy:
Sex is a journey, not a destination. It's time to realize that the real goal of sex is to satisfy the other person. Some younger guys haven't yet figured one out; they see sex as a way to pleasure themselves, as in, a selfish act. An older woman knows how to have an orgasm (plenty of 20-something women have never had one). If you learn to focus on satisfying your partner first, you'll find that sex will become a more fulfilling experience for both partners.
Once you jump into bed with an older woman, forget about trying to manipulate her with your disingenuous promises. Be upfront about who you are and what you want, including if you are looking for a relationship or just a hookup. She knows all the games guys play — she just wants honesty.
Don't Be An Assh*le
Kindness rules with older women. While some men seem to think nice guys finish last, you will not be successful with an older woman by acting like a prick. These women are done with bad boys, so be your most gentlemanly self.
This is the one thing you can fake if you must. Confidence is especially important for an older woman. She wants someone who is sure of himself. Regardless of whether or not you feel completely secure, act the part. Say things that exude your confidence and walk into a room with your head held high.
Older women expect the details of their sexcapades to remain secret. They don't feel the need to brag to their friends, so if you're still acting like a frat boy, high-fiving your bros after each lay, she'll pick up on your immature attitude toward sex. She'll move on to the next young stud who's more responsive to her needs for discretion.
It should come as no surprise that older women come with a lot of wisdom. Many have spent some time alone, and they may prefer solidarity as an alternative to dealing with someone who doesn't treat them with the utmost respect. By this point in their lives, they know both what they want and what they don't.