The Ultimate Dating Guide for 50s: Find Love Again

The ultimate guide for men, dating in their 50s.

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[AustinKloud]

I’m 52 and divorced…. I’m raising my 16 and 18 year old sons as a single father. I don’t need some crazy trying to ruin what’s left of my family.
*Rich I bought your book and i recommend it to every man I know.

[stevec]

I dated 3 single mothers years ago. I don’t recommend it at all. The family dog will get more respect than you will.

[fishinbogey]

A good friend of mine is in his early 60's and consistently dates women who are 35-45. He's in the gym daily, definitely working on himself, and keeping his game and frame at it's peak. Makes 60ish a year. He's my OG Red Pill mentor. No marriage. No cohabitation. He lays this all out from the get go, and they all fall in line. His last relationship was going along fabulously, until she started trying to Betatize him. Told her that it was going to be his way. Period. She withdrew her suggestions, but started up again a month later. Back to the streets she went.

[patluvsvettes]

I'm about a year away from turning 50, and honestly, I've stopped dating. The juice ain't worth the squeeze at this point in my life, and I have WAY too much to lose.

[zoesparrow-rkse]

I'm a 58 year-old man. Not the least interested in women in their 20s. Too entitled and immature. I'm not raising someone elses kids so women in their 30s and 40s. I'm very much enjoying the women I've met in their 50s. They're settled, know what they want, and appreciate the activities we do. Women in their 50s have been great.

[KennyD-biec]

As someone who just turned 52, and has been separated since Sept 21; I can say I am in a happy place in my life. I realized that I don't need another relationship/situationship to make me a complete person. I love the fact that I am on my own now, save for when my kids are with me. I have been doing the work on myself. I've been going to the gym since Feb, and have hit 64 days so far. I think a lot of guys forget what a solid separation/divorce can be for you. You get a do-over. Rediscover yourself. Invest in you. You will be happier for it. Life doesn't have to end with the end of a relationship. You are worth it!

[jimmyjuju]

I'm 50 and my #1 rule regarding women is that they need to fill a role in my life: mother, sister, daughter, aunt, teacher, co-worker, partner/gf/wife, etc.

Under no circumstance do I need female friends to "hang out" with. Absolutely and resolutely "no thank you".

[michaeldunn]

At 50 i am more interested in making money, being a full time dad to my son and enjoying my passions than dating women. I enjoy their company but nothing trumps your own personal freedom to come and go as you please, without having to deal with an undiagnosed personality disorder !

[philsrandomstuff]

As a 46 year old newly single bloke one of the hardest thing is to have male friends to hang out with as they are all controlled by their female partners, if you’re not a strong guy a woman will take away your identity like what happened to me and you will be left single and friendless. If you’re not strong she will drive all your friends away. I let this happen. I may be single and alone but I now have control over my own direction.

[PNdebt-hctg]

I must be the exception. Divorced at 62 and found a great lady that is two years younger than me. She is beautiful, takes care of herself in every way. Good family, finances and a near perfect match. I have the guy bonding thing down well enough so finding an adventurous lady is perfect. We are 15 months in and the future looks great. Sex is really good for both. Great intimacy. Guys..don't give up. Personally, I could not build a future with a lady that was a lot younger than me. Prefer an equal for the long haul.

[StrahaoftheRace]

I dated a single mother with Borderline Personality Disorder. She ended up slicing up her legs with a razor because I was too good for her. I will never date again.

[StickNate]

I’m 49 and got out of a 10 year relationship/marriage and we have no kids.

Last Summer I met a 36 year old single mother with 2 kids, 6 and 10. we shared a similar profession and had some things in common.

The kids were friendly, but probably more out of curiosity. They were very clingy and kids are the ultimate cock-Blockers.

The Mother had a look of defeat on her face consistently and screamed at her kids over the most minor things. This wasn’t apparent the first couple weeks.

I had stayed over at her place 2 or 3 times. That was enough.
Quiet, sporadic sex with someone who is constantly stressed and irritated was god-awful. I do not recommend.

In regards to maturity. I’ve met 24 year olds that have a plan, hobbies and a good attitude. I’ve also known 50 year old Prima Dona’s that have baggage, entitlement and demanding attitudes.

Some women age; win the house and child support in the divorce and then believe they’re going to get the attention that they got at 25.

[canarc]

I just went on a date recently where the woman catfished me. I was there anyways and stayed for a drink rather than splitting immediately. She said as we were talking.l bet you’re lonely. I said, Hun, l don’t need anything or anybody, l would survive just fine even if l was living in a storm pipe. The fact is l would sooner be doing that that cohabitating with a nasty sexless woman. Gulped my rum down and happily carried on with the afternoon, knowing l have peace and no chaos in my life, priceless.

[highdesertutah]

I’m in my 50’s and for the vast % of older guys I’ll give this advice. Don’t bother unless you have the looks, money/status, game, and desire to get a younger woman. Women my age turn me on about as much as a bag of redi mix concrete and I have no chance getting a younger woman unless I pay a pro. That’s probably the best way to go for older dudes. The sex drive of most men past 45 or so has diminished enough that rubbing one out a couple times a week works just fine then they can get back to earning money and pursuing hobbies.

[wingandhog]

Hanging out with like minded dudes is important. I ride motorcycles with several close friends and we spend days exploring interesting places on the bikes, then hanging out for dinner and laughs. Love those times!

[GBU]

If a man reaches his 50s and is single, it won’t get better moving forward with relationships. You will find as you age you stop caring what women want/think because usually what she offers is no longer worth all the work. A more realistic approach is don’t promise anything and keep your options open. I found, now in my 60s, that having my own home, and my own space offers me the control of my life that works well. If I meet a woman along the way that will allow me to lead, I will see her while I am enjoying the time we spend together. Ultimately none of these relationships last anyway, so by becoming indifferent, I save myself a lot of grief and heartache. If I want a true companion, I will get a dog.

[swamptoedenliving]

I am 53 and divorced for 4 years. I was only dating 30 and under after trying the 30’s, 40’ and 50 year old women. Now I have been in a relationship with a 23 year old with no kids for the last 1.5 years and it’s been great. If you know how to lead as a man they will follow. There are no real men in the younger range that stay in their masculine frame.

[victorblock]

My soulmate is my dog. He's my sweetheart. With him there's intimacy, love, friendship, companionship and loyalty. For my libido it's a local Asian massage parlor.

[nw]

Dont date a single mother no matter how old she is. All they are looking for is a sucker to help raise her children. When the children are old enough she will dump you, married or not. Also, it doesnt matter how old the gf is, she still is "monkey branching". I dated a 62 year old widow, petite and looked much younger when i was 58. She was much older than i prefered but after all the heartache i endured my whole life, i thought i was golden. I sacrificed age for stability. Boy, was i wrong. Her friend contacted me and said she was seeing 2 other guys. Then her girlfriend who was in a relationship hinted that she wanted to sleep with me, disgusting!

[edwardwallace]

Menopause is a real thing
I went through it with my ex wife and one lady friend
They don’t like sex
My current lady friend is 38 and good to go
I’m not moving anyone in or getting married
Thanks Rich!