40 and single

foru2discover

Well-known member
Jul 25, 2002
2,688
823
113
I used to get so down and depressed in my late 20's to my mid 30's that I was single and hadn't found the one for me. Now I love and to a certain extent, am thankful I never met someone. So many of my married friends seek refuge from there wives and kids at my place. I mean, I would have like to experience love myself but it just wasn't in the cards. Having said that, I love the fact that I have nobody to answer to, work around my own schedule, and go see whatever SP I want without feeling guilty or have to hide it.

BBL
Wouldnt it be nice to have the best of both worlds? But that can be stressful if not handled well:Eek:
 

Vermeer27

Active member
Jan 5, 2010
587
42
28
Take risks, stay curious, don't be afraid of failure,: these are all qualities associated with youth, but they are choices you can make at any age and they keep you vital and it's vitality that people respond to, including younger women. As for not being attracted to women your own age, I never understand this. I see lots of plain young women and lots of attractive middle-aged women, at least in Toronto.
 

shack

Nitpicker Extraordinaire
Oct 2, 2001
52,351
10,656
113
Toronto
Believe me, there a tonne of young women who love older guys.

I've been playing on a dating site and just found a 20 year old who prefers older guys. Just had my 2nd overnighter with her. My dick is sore (in a good way).

Don't try and force the issue. Be who you are and someone will lust after you.
 

lewd

Member
Aug 29, 2001
950
1
18
Buddy 15 years age difference might not see like alot to you or some....but if she is a hot 26 year old ..think about she may not be thinking to have kids
unitl 30 something ...and you will be pushing 50.........???
Also, put yourself in their shoes.
At 40, would you be okay being some 55 year old woman's boy toy?
 

Judge_Knoll

Member
Nov 13, 2004
198
3
18
Yeah, it is pretty hopeless. Not rich enough to be a serious sugar daddy. But I make enough to see escorts so it isn't all bad.
 

Insidious Von

My head is my home
Sep 12, 2007
40,276
7,589
113
Billy Joel went the Paul McCartney route, he got reamed out by a gold digger. Poor schlub, he even got her a gig on The Food Network before she pinched his prostate gland.

The older I get the less I try to impress.

Had a chance encounter with a single mom who's been on my radar. Ran into her in the parking lot of the supermarket. So I helped load her groceries and asked her if she wanted to go have a coffee, she was receptive.
 

Insidious Von

My head is my home
Sep 12, 2007
40,276
7,589
113
Howard Stern isn't very good at watching out for his friends. Joel's former pig, I believe Amy Lee is her name, is good friends with Beth Stern.

 

Barca

Active member
Sep 8, 2008
2,059
4
38
God damn Billy Joel is talented. Definitely one of my all time favourite musicians.
 

Insidious Von

My head is my home
Sep 12, 2007
40,276
7,589
113
Agreed, it's shame he can't go into a comfortable semi-retirement, with all the alimony he's forking out. But it's his own fault, did he actually think that marrying a woman 20+ his junior would be permanent?
 

Ridgeman08

50 Shades of AJ
Nov 28, 2008
4,494
2
38
A similar thing happened to me earlier this summer...

She is 27, I am single (separated) as well...50, but look 40ish, (from what many people tell me), and I guess because I'm very carefree, outdoorsy and active, I come off much younger than I actually am.

We met through work, but not AT work. (She works for a company we do business with...) I suspect she was looking for the stability and maturity of an older guy, and we seemed to hit it off quite well. It started out very flirtatious etc. so I asked her out, and we had a couple of very fun dates, but when I let it out that I was actually 50, it fell off the rails. I guess 40ish was OK, but 50ish was creepy for her.

My advice is don't stress about it. Age is a number... (once adulthood is attained of course), and don't worry so much about the numbers. Concentrate on compatibility. Have fun and live your life, and when you wanna bang a hottie, find an SP...
 

waynward

Active member
Oct 24, 2008
718
52
28
Smurf Village
I'm 38 and currently dating a 20 year old. And I pick up and date women in their early twenties frequently. However almost everyone thinks I'm 27/28 based on my appearance so I have that to my abnormally to my advantage. I don't care about most women around my age, because in all rightfulness they don't look as young and youthful as I do. I workout and take care of myself to keep things that way and better shape than majority guys in their early twenties. So usually find younger women usually don't care as long as you don't look and ACT old. The actual number itself doesn't seem to really matter too much if you present yourself with a good fun vibe.

I know jack shit about pop culture. But I just keep things fun and flirty with these girls without talking about all serious crap like work.

Having said that if they see my age online dating site its a tougher sell. Because they do have it stuck in their head what a guy my age is supposed to be like before meeting me and seeing what I am really like. And most importantly how I would fit in to their lives.

But if I have met a woman first say at a bar, approached randomly off the street or social circle this is not a factor. As she can just feel the vibe between us is good and all that matters.
 
Feb 2, 2014
244
1
16
Try being 55 and newly single...with the taste for 30 ish women....I've found girls in the 23 to 26 range are ok with dating, as long as you go home to your wife...29 to 40 are fun dates too, but after several dates I find out they are are married, or have...,, surprise... kids...and other boy friends. ... ive been told I look 40.... but answered they were bad liars....I just wish people were just up front about things.... not everything is a deal breaker... everybody has a past...
 

notthemama

Banned
Jun 27, 2012
1,010
2
38
On the road with Willy
I don't care to date in my age group, mid 50s.
It's not so much a cosmetic thing.
I don't want to know about their past lives and relationships.
I don't want to meet their families and friends.
Just too much baggage.
I don't care about her evil spawn or her evil spawn grand evil spawn.
I'm comfortable in my retirement and don't need any hangers on supplementing there lifestyle.
I also don't expect or want a relationship with someone significantly younger.
I'm secure enough in myself to be alone.
I often say I'd rather be lonely once in a while than miserable all the time.
When I'm bored or lonely I know enough people to go for a coffee or drink.
When I'm horny I have several agencies on speed dial.
I can be soiling a sure thing, fresh 20 year old within the hour.
Beats the hell out of doing chores around the house and giving up your freedom for a chance at the same old pussy you've been doing for decades. If she doesn't have a headache.:hand:
 

newyear5774

Member
Oct 8, 2014
76
0
6
there are no slim, sexy, smart, women that are looking for decent men, they only want your wallet, or a dr or a lawyer,
 

Titalian

No Regrets
Nov 27, 2012
8,499
9
0
Everywhere
Being single in 40s(or bit later) is the best thing there is. We have the cash, we still can, we know exactly what we want. And most importantly, we know that life is too short not to try almost everything. Enjoy!
^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
Best answer, right here !!!
 

bazokajoe

Well-known member
Nov 6, 2010
10,257
8,592
113
I don't care to date in my age group, mid 50s.
It's not so much a cosmetic thing.
I don't want to know about their past lives and relationships.
I don't want to meet their families and friends.
Just too much baggage.
I don't care about her evil spawn or her evil spawn grand evil spawn.
I'm comfortable in my retirement and don't need any hangers on supplementing there lifestyle.
I also don't expect or want a relationship with someone significantly younger.
I'm secure enough in myself to be alone.
I often say I'd rather be lonely once in a while than miserable all the time.
When I'm bored or lonely I know enough people to go for a coffee or drink.
When I'm horny I have several agencies on speed dial.
I can be soiling a sure thing, fresh 20 year old within the hour.
Beats the hell out of doing chores around the house and giving up your freedom for a chance at the same old pussy you've been doing for decades. If she doesn't have a headache.:hand:
Exactly how I feel.
 

chongqing

New member
Oct 23, 2008
121
0
0
All you guys who think 40 is over the hill. Only with North American women my friends, ageism is alive and well here. Your average Canadian girl wants a 24 year old version of Brad Pitt with money.
You have to the get the fuck out of Canada to find women who don't judge. My top 5 countries to start with would be Russia, Ukraine, Colombia, Mexico and Senegal.
Trust me guys, once you've sampled these women, you won't want to date women living in Canada ever again.
Work hard while living here, makes lots of money to leave Canada and live a happier life banging/dating young women in more exotic countries of the world, while lowering your cost of living. A 20-30 year age difference is accepted in these countries providing you are wealthy and attractive.

Cheers - Chongqing
 

Brotherman

Active member
Jan 17, 2004
1,157
4
38
I'm 38 and currently dating a 20 year old. And I pick up and date women in their early twenties frequently. However almost everyone thinks I'm 27/28 based on my appearance so I have that to my abnormally to my advantage. I don't care about most women around my age, because in all rightfulness they don't look as young and youthful as I do. I workout and take care of myself to keep things that way and better shape than majority guys in their early twenties. So usually find younger women usually don't care as long as you don't look and ACT old. The actual number itself doesn't seem to really matter too much if you present yourself with a good fun vibe.

I know jack shit about pop culture. But I just keep things fun and flirty with these girls without talking about all serious crap like work.

Having said that if they see my age online dating site its a tougher sell. Because they do have it stuck in their head what a guy my age is supposed to be like before meeting me and seeing what I am really like. And most importantly how I would fit in to their lives.

But if I have met a woman first say at a bar, approached randomly off the street or social circle this is not a factor. As she can just feel the vibe between us is good and all that matters.
Exactly. Just keep things fun and flirty and don't act old you will do fine. Working out and staying in shape is the key to all of this, because looking young helps alot. I would say once you hit 70's and your skin gets old and wrinkly like an old man then you can call it quits.
 

Smallcock

Active member
Jun 5, 2009
13,696
21
38
I'm secure enough in myself to be alone.
I often say I'd rather be lonely once in a while than miserable all the time.
When I'm bored or lonely I know enough people to go for a coffee or drink.
When I'm horny I have several agencies on speed dial.
I can be soiling a sure thing, fresh 20 year old within the hour.
Beats the hell out of doing chores around the house and giving up your freedom for a chance at the same old pussy you've been doing for decades. If she doesn't have a headache.:hand:
Great philosophy and lifestyle. If I do not find a compatible female companion (it's hard finding a woman that has a good [paying] job, that is mature [no games], interesting, and self-sufficient) as I age, I will certainly and happily emulate what you've written. Anything less would be pure daily misery.
 
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