Midlife Dating Advice: 3 Smooth, Suave, and Sophisticated Dating Tips for Younger Men Wanting to Date Older Cougar Women
Used to be 20 years ago that for a young man to be interested in an older woman, people thought he must be “hard up.” Nowadays, there is still some residual judgement and bias where people think and whisper to each other, “Well, you know, he must be after only one thing.”
But the truth is one of the hottest current trends in dating is Cougar Dating wherein younger men are pursuing older women.
If you’re a younger man and you are attracted to the confidence, maturity, and fun of an older woman, here are 3 smooth, suave, and sophisticated dating tips for you to attract, pursue, and date older women.
Cougar Dating Tip #1. Do Be Smooth: Go Where The Fish Are
Where do older women congregate? Are older women really at the same singles bars as the 20 something girls? In some cases, yes, they are. In Silicon Valley, Los Angeles, and Manhattan, you will find the sexy successful business executive women rubbing elbows while downing the Chardonnay, Mojitos, Cosmos, or Margaritas together with the 20 somethings just out of college. And while singles bars are fun, they really can be a mad house.
Where else could you try? When you want to stand out and not be one of many other single men in the crowd, go to the gym or YMCA classes that women love and attend en masse. There are always more women in the group classes at the gym because studies demonstrate that women are very tribal and socializers. Take a yoga class.
Cougar Dating Tip #2. Do Be Suave: Do Move In When You First Meet and Be Low Key
Now the thing is, while it is a hot new dating trend for younger men to date older women, frankly, not every 40+ year old is thinking that way. You might need to woo her a little bit about the idea. Be a man and do approach her. She will respect your masculinity for this. However, be a bit more covert. Be low key in your exchange, and her defenses will go down.
At the end of the class just warmly strike up conversations with the other women. Be smooth and suave here. Just strike up a conversation. Don’t immediately push to get her phone number. Just say at the end, “I’ve really enjoyed talking with you. I hope to see you next week. I’ll definitely be back again.”
Cougar Dating Tip #3. Do Be Sophisticated: Invite Her Out with You at Your Second Meeting
At your second conversation, she will be more comfortable with you. That’s when you could suggest, “Hey, I haven’t had my coffee yet, and gotta get some java. Would you like to join me for a cup of coffee around the corner before you head out?”
You show your confident sophistication knowing that she is busy. It’s also a compliment. “You’re beautiful. You’re successful. You must be busy.”
By doing that, subtly and smoothly you just let her know it would be brief. No pressure for too much of anything right away. You’re just looking to get to know her a bit better in a romantic way. She will feel more comfortable with you this way which increases your chances of romantic pursuit success your with dating older women.
Happy Dating and Relationships,
April Braswell
Las Vegas Boomer Over 40 After 50 Dating Expert
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JJ Jalopy says
September 23, 2009 at 3:23 PMYou’re beautiful. You’re successful. You must be busy.
😉
Lisa McLellan says
September 23, 2009 at 7:27 PMI don’t know if I could actually go after a younger guy. I’d always be worried that when his cougar turned grey, he’d be looking for a kitten.
Lisa McLellan
Babysitting Services – Babysitters and Nannies
Mister P says
September 23, 2009 at 8:02 PMAPRIL
Solid information!
Have you noticed the correlation between dating and sales?
Bert (alter ego- Mister P)
Steve Chambers says
September 23, 2009 at 9:44 PMPeople still pretty much say, “He must be after one thing.” We just don’t want to believe it.
Steve Chambers, B2B Sale Trainer
cable says
September 23, 2009 at 10:07 PMI am also love with one old woman and these three tips are really helpful for me when i will go for a dating.
April Braswell says
September 23, 2009 at 10:25 PMlol! the women are now, too! Great to see you here Steve. Thanks for stopping by and commenting at my blog. – April
Anthony Lemme says
October 1, 2009 at 7:32 AMI am sadly too old to pursue cougars…missed my chance!
Anthony
Michael D Walker says
April 11, 2010 at 4:42 AMJust found this post & it’s terrific advice.
For the record, when I was 21 & going to school near L.A.
I dated a 38 year old woman & it was the best thing to happen to me
and I would argue the best thing to happen to everyone I’ve been in relationship with since.
Definitely learned a different outlook on culture, art, conversation,
fashion & took on a more worldly view of life than i would’ve had I dated
another 21 year old that summer.
Never really liked the term “cougar”.
Instead I always think “Beauty & Grace”
Michael
The Success Secrets
Jikar says
August 22, 2010 at 1:26 PMit happened that I dated a 40 years old women when i was 28. It was the most sexiest experience I have ever encountered. I saw my cougar in hanging out in the a public garden,but I did not approach her untill she was aware that I am interested. She was a bit older but I could feel a call for love and sexiness not only in her dressing style but in her body langgauge as well. Her calling eyes confirmed her sex appeal. I was very excited to date. She was very mature and confident. I relocate and met a new young date but I can never forget her.
Alex Pablate says
September 9, 2010 at 1:36 AMMichael D Walker, I found very unique your dating story, however, your views are really appreciative!
Anyway, if a man wants to date a woman then there are some things that should always be there like honesty, care and a good personality.
Overall, I enjoyed the stuff greatly, keep it up please!
Thanks
Alex
Cathy says
December 16, 2010 at 10:40 PMroar. I think younger men are very attractive sexy men.
Warren Abbett says
December 20, 2010 at 5:31 AMExcellent post for reminding singles to make the effort April. Thanks.
David says
December 25, 2010 at 7:20 AMIs there a particular place you’d suggest I hang out to meet hot older women? Or is the internet the best place?
Daryl says
December 27, 2010 at 7:57 PMI like cougar dating. I always wanted to be Benjamin because I thought Mrs. Robinson was hot. Anne Bancroft looked great in that movie. I like that different age dating is more acceptable these days.
Aaron says
December 28, 2010 at 7:38 PMWomen who are a few years older than me are the most attractive. They know what they want and like in men. Less flakey.
Cassie says
December 28, 2010 at 9:58 PMI think younger men are great. They’re still eager to date and behave like gentlemen.
Jacqueline says
December 28, 2010 at 11:59 PMThis is a great post full of dating tips. Thanks so much for sharing, like always April.
Cheryl says
December 29, 2010 at 8:51 AMI like the idea of dating younger hot men just they seem so immature. What do you suggest?
Randy Feldman says
January 1, 2011 at 8:06 PMOnce we re all over 40 years old, the age differences don’t make much difference. I think it’s great that women date younger guys.