14 May

Dating Older Women, Being Content Single, and Doubled-Ended Dildos — Reader Advice Roundup

Read more about mature women for dating here.

The Reality for Older Women Dating Younger Men

She can teach her partner a few things. Older women have learned a few things about sex, relationships, and life in general. Her partner will benefit from her knowledge and experience, and gain a new perspective. More often than not, an older woman has faced her insecurities and fears head on, and has dealt with them to the best of her abilities. She likely has enough life experience to know what matters and what doesn’t.

When you are dating an older woman, always stay true to your own age and personality. If you are 25, and you are dating a woman that is 35 or older, you shouldn’t try to mold yourself into another type of lifestyle and age demographic.

There’s always that slight intimidation factor in the back of your mind as a younger man trying to woo an older, attractive woman. And older, attractive women can sense guys who are confident in themselves from a mile away.

This is a huge plus for a young man. They don’t have to worry about financing another person’s life. Also, they know that you’re in the relationship for the right reasons, rather than using him for money.

• Men are afraid to make mistakes, look bad or insult an older woman as if all older women were bitter, judgmental and fickle.
• When you’re clear on what you want and your profile reflects it, there’s a greater chance of the ‘right’ people connecting with you.
• This is a huge benefit of dating an older woman because trust and honesty are two of the most important things when it comes to the foundation of a long-term relationship.

9. Let her know what you have extends beyond her age

If you’re used to dating younger women or women your age then dating women a few years older than you gives you a fantastic opportunity to grow. #9 Younger guys only want an older woman for a fling.

However, if you change too much, then the woman will lose sight of the man she was attracted to, at first. Though you may work on gaining experience, becoming more mature, and holding your own in the relationship, you shouldn’t change yourself so completely that the older woman doesn’t even recognize the guy who asked her out. Impress her with your independence. Older women don’t want little lapdogs who will follow them around everywhere they go; they want men who have their own friends, their own interests, and their own goals to pursue.

Plus, you know exactly what you want and don’t want in a woman. But guess what? So does she.

He finds her to be respectable, mature, cultured, and self-assured. Therefore, the younger man will most often be the one pursuing, not generally the other way around. #3 A younger guy won’t want to take on all that “baggage.” Believe it or not, plenty of men take on children from their partners’ previous marriage(s) regardless of how old they are. This is not an issue for all young guy/older female couples. Instead, it’s just a matter of two people and how they handle baggage from previous relationships.

Assuming here she has kids from a previous marriage, doesn’t mean she wouldn’t want to ‘breed’ with someone younger that she cares about if they decided to have children dating an older woman together. Some young guys want kids, some don’t, so it’s not safe to say all relationships with an older woman are fraught with arguments about children.