Dating an older woman
Discussion
Cold said:
Despite your respective ages, are you both at similar stages of your lives?
Kind of..Maturity levels I would say we are pretty much the same. I've always been a bit of an 'old man' and she seems to still have the giddy youthful aspect about her.
Relationship wise she has recently been through a divorce, I obviously have never been married but have been in a fairly long term (5years) and serious relationship which ended over a year ago.
She is higher up the career path than I'am, which is where it gets a bit tricky. She is a manager in my company, not my direct line manager but she line manages certain aspects of me.
Met at 23/37, now 43/57. Looking forward to 63/77 and the rest. 
It's really no big deal; actually it's quite fun when occasionally someone looks at you both quizzically and they aren't quite sure how to pigeon-hole your noticeable half-generation difference (Son/Mum? Friends? Relatives? ThisDoesntFitWithMyNarrowWorldViewOMG!1!!).
It's really no big deal; actually it's quite fun when occasionally someone looks at you both quizzically and they aren't quite sure how to pigeon-hole your noticeable half-generation difference (Son/Mum? Friends? Relatives? ThisDoesntFitWithMyNarrowWorldViewOMG!1!!).
Likes Fast Cars said:
Some great experiences being shared on this thread
I've had the same experience in the past, 9 years senior to me. She looked younger than her age, was always gagging for it, keen to do most things, etc. That lasted a few years but she got a little saggy and floppy (too much rogering I suppose) and traded her in for a younger model.
Years and years before that I had some fluff on the side for a few months with a divorcee 20 years my senior, very fit bod and an absolute cracker in the sack, but that was just fun, her pussy was surprising tight given she'd popped out two kids.
The positives:
If you don't want a family the older woman scenario can be good
Usually they're more settled in their career
In general they tend to be slightly "lower maintenance" than the later models.
The negatives:
She may be wanting kids soon (someone mentioned the ticking clock)
Menopause.... down the line (when your mates have partners who are not experiencing the same with their ladies)
Dry pussy, spend half your time lubricating.
I've had the same experience in the past, 9 years senior to me. She looked younger than her age, was always gagging for it, keen to do most things, etc. That lasted a few years but she got a little saggy and floppy (too much rogering I suppose) and traded her in for a younger model.
Years and years before that I had some fluff on the side for a few months with a divorcee 20 years my senior, very fit bod and an absolute cracker in the sack, but that was just fun, her pussy was surprising tight given she'd popped out two kids.
The positives:
If you don't want a family the older woman scenario can be good
Usually they're more settled in their career
In general they tend to be slightly "lower maintenance" than the later models.
The negatives:
She may be wanting kids soon (someone mentioned the ticking clock)
Menopause.... down the line (when your mates have partners who are not experiencing the same with their ladies)
Dry pussy, spend half your time lubricating.
Baz2000 said:
Cold said:
Despite your respective ages, are you both at similar stages of your lives?
Kind of..Maturity levels I would say we are pretty much the same. I've always been a bit of an 'old man' and she seems to still have the giddy youthful aspect about her.
Relationship wise she has recently been through a divorce, I obviously have never been married but have been in a fairly long term (5years) and serious relationship which ended over a year ago.
She is higher up the career path than I'am, which is where it gets a bit tricky. She is a manager in my company, not my direct line manager but she line manages certain aspects of me.
andy_s said:
Likes Fast Cars said:
Some great experiences being shared on this thread
I've had the same experience in the past, 9 years senior to me. She looked younger than her age, was always gagging for it, keen to do most things, etc. That lasted a few years but she got a little saggy and floppy (too much rogering I suppose) and traded her in for a younger model.
Years and years before that I had some fluff on the side for a few months with a divorcee 20 years my senior, very fit bod and an absolute cracker in the sack, but that was just fun, her pussy was surprising tight given she'd popped out two kids.
The positives:
If you don't want a family the older woman scenario can be good
Usually they're more settled in their career
In general they tend to be slightly "lower maintenance" than the later models.
The negatives:
She may be wanting kids soon (someone mentioned the ticking clock)
Menopause.... down the line (when your mates have partners who are not experiencing the same with their ladies)
Dry pussy, spend half your time lubricating.
I've had the same experience in the past, 9 years senior to me. She looked younger than her age, was always gagging for it, keen to do most things, etc. That lasted a few years but she got a little saggy and floppy (too much rogering I suppose) and traded her in for a younger model.
Years and years before that I had some fluff on the side for a few months with a divorcee 20 years my senior, very fit bod and an absolute cracker in the sack, but that was just fun, her pussy was surprising tight given she'd popped out two kids.
The positives:
If you don't want a family the older woman scenario can be good
Usually they're more settled in their career
In general they tend to be slightly "lower maintenance" than the later models.
The negatives:
She may be wanting kids soon (someone mentioned the ticking clock)
Menopause.... down the line (when your mates have partners who are not experiencing the same with their ladies)
Dry pussy, spend half your time lubricating.
What a cracking post by LFC.
Reminds me of that thread we had on here years ago discussing strip clubs. One chap said he loved it because there were so many fannies on show. The way he described it was quite sad, but really funny.
funkyrobot said:
What a cracking post by LFC.
Reminds me of that thread we had on here years ago discussing strip clubs. One chap said he loved it because there were so many fannies on show. The way he described it was quite sad, but really funny.
These days I'm happily married and have left all that nonsense behind me.
Likes Fast Cars said:
funkyrobot said:
What a cracking post by LFC.
Reminds me of that thread we had on here years ago discussing strip clubs. One chap said he loved it because there were so many fannies on show. The way he described it was quite sad, but really funny.
These days I'm happily married and have left all that nonsense behind me.
Your comment also reminds me of someone I used to work with. At one of my old companies, there was a HR lady who was about 58 and dressed as though she was someone with a better body for it. You know, high skirts, everything extremely tight, bronzed/orange skin, really high heels. Fair enough, it was up to her and I can't tell anyone how to dress.
What did it for me though was the comment made by my colleague one day. A couple of them were talking about office totty and one mentioned the HR lady (who was actually a lorry driver's favourite). One of my colleagues responded with 'yeah, she isn't bad and I bet her minge is really tight for an old one.'
The conversation instantly stopped and you could pretty much see the tumbleweed rolling across the room.
Wacky Racer said:
I went out with a lady aged 44 for four years when I was 21
My wife of 36 years is eight years younger than me.
Variety is the spice of life....
When I was 19, I had a friend who was of similar age and who had spent a wild weekend with a large, black, 45 year old divorcee woman. The reason I say black is because he emphasised this point at the time, for some reason.My wife of 36 years is eight years younger than me.
Variety is the spice of life....
Apparently, after their first session in the sack (which physically injured him), she rolled over and said with a smile 'you are a real man now.'
I was 18, started messing about with a 31 year old. Ended up having a kid & spent 14 good years with her. I just selfishly wanted out as i had spent my 20's bringing up my son & her daughter.
I'm now 37 & with a woman of similar age with a 2 year old bundle of joy.
Life throws much at you. I enjoyed my spin on the older one, it was an education
I'm now 37 & with a woman of similar age with a 2 year old bundle of joy.
Life throws much at you. I enjoyed my spin on the older one, it was an education
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