How to Compliment an Older Woman

When you’re hooking up with an older woman it can be hard to know what to say. “Hey, you look 32, not 38!” If you want to be able to compliment your cougar playmate without shooting yourself in the foot, there are a couple simple rules that you should be following. These will let her know that you appreciate her fine form while keeping you out of the dog house.

Don’t Focus on Beauty

"Compliment her on her dressing sense"

“Compliment her on her dressing sense”


Let’s face the facts. Anything that looks good on your cougar would have looked better at 22. She probably looks really awesome for her age. That phrase is always hovering around older women. She’s hip “for her age.” She’s beautiful “for her age.” She’s sick of hearing it, and the truth is that she always will. Even if you just tell her that she’s gorgeous, she’ll have all of society to remind her that she’s kept it tight but she’s getting on in years. If you try to compliment her by only focusing on her beauty you’re not going to get very far. You need to change things up and not remind her that her looks are all she has.

Compliment Her Confidence

Women who are past their youth want to be complimented on how far they’ve come. Every confident cougar was once a shy little sex kitten waiting to happen. If you want to really flatter a cougar, praise the woman that she’s become. Focus on how confident she is, how good she is in bed, and all the experience she has. This will make her feel like she traded her youth for something worthwhile. If you’re at a loss just think about all the things that you can ask of her that you can’t ask from a younger woman. Compliment her on being the bold, confident woman that all girls want to be.

If she’s into kinky play, let her know that you are too by engaging in a little female domination. Even if that’s not usually her thing, it’s a great way for you to say thanks for being such an awesome, sexy, and confident lady.

Tell Her You Want Her

"Love her and make her feel special"

“Love her and make her feel special”


An older woman hooking up with a hot young stud is a victory for her. Let her know that you want her, and you’ll be paying her the best compliment of all. She wants to know that she can still attract the young bucks. A good sex session will do more to compliment her skills than a thousand compliments, but you can enhance it by being vocal. This is especially true if you’re more the strong, silent type in bed. The next time you want to make her feel special make the effort to be loud. She’ll know that she’s still got it and you don’t have to go searching for words.

Even though just being with you is a compliment to an older woman, remember to keep those affirmations coming. She’s a smart, strong, sexy lady who doesn’t need to be reminded that her physical beauty is past its prime.

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