Dating someone older than your mother

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jakewriter82

Active Member
Joined
Mar 12, 2007
Messages
1,109
So I haven't posted on here in a while, but I wanted to get the opinions from some of the SportsJournalists.com crowd on this one.

I lost my job on Wednesday, which sucks, but one of the good parts, at least, there's gotta be SOMETHING positive, is that I have some free time that I haven't had since I've started working.

Anyway to cut to the chase,
Last week I met this woman and she's 40. I'm 26.
Which, at first glance I was like, whoa there, that's nuts, but the more we've been talking the more we've had in common, it seems, and it's safe to say she's a hot MILF.
We had some fun last weekend and she invited me over this Friday again.

Today, strangely enough, I met her ex-husband at her house with some of her friends over coffee. He seems like an all right guy but like after everyone left he came back when the two of us were just there...and it was awkward! She said he was disappointed that she didn't want to go out with him.

Anyone ever had success with dating someone with that many years on you?
I remember there's been a thread on this a while back, but I couldn't find it off hand.

This is new to me, but so far it's been a blast.
It still feels a little odd, but thats only when I ignore all her personal traits and look just at her age.
She's a young 40 year old if there ever was one, I think.
 
Re: Dating someone nearly twice your age

If you like her, why worry about her age? It's hard enough to find decent people in your neck of the woods without ruling out everybody over the age 25.
 
Re: Dating someone nearly twice your age

The one thing I'd be concerned about is how much you're going to have in common with someone who's significantly older than you are. On the basic level, you each are likely going to have different cultural references. You might have grown up listening to Linkin Park. She might have grown up listening to Lynyrd Skynyrd.

On the more serious level, people in different generations have different priorities. Perhaps a 20-something may still be in the college mindset or just starting to get out of it. Meanwhile, a 40-year-old is likely to have left that mindset behind a long time ago. And if the 40-year-old has children, if the two of you were to get married (not saying that's even in the cards), you're suddenly going to have to add the responsibility for being a stepfather.

In terms of simply meeting up for drinks or fun, there's no harm in dating someone much older -- or younger. But if you're talking about a long term relationship, there are concerns the two of you are going to have to address.
 
Re: Dating someone nearly twice your age

it'll only be awkward if you let it be awkward.
 
Re: Dating someone nearly twice your age

Hey SC...the subject is dating someone nearly TWICE your age, not dating someone nearly HALF your age. :D :D :D :D [/dead to you!]
 
Re: Dating someone nearly twice your age

sportschick said:
If you like her, why worry about her age? It's hard enough to find decent people in your neck of the woods without ruling out everybody over the age 25.
That's why I've been excited to get to know her, she's awesome.
I just had in the back of my head a few days ago, "well, what would mom and dad think?"
But you know I don't really care that much.
 
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Re: Dating someone nearly twice your age

One of the best summers of my life was playing boy toy to a college professor. ;D

She was great, a 38-year-old English prof. I was 24, unemployed and reasonably buff.

We both knew what it was, both knew it was temporary and both enjoyed the hell out of it. Happy memories.
 
Re: Dating someone nearly twice your age

it's tough for me but only because i like the perkiness of 20-something boobies.
 
Re: Dating someone nearly twice your age

I'll never tell said:
it's tough for me but only because i like the perkiness of 20-something boobies.

Dood!

Older women rule. They kick you out of bed afterwards and tell you to go home. It's fan-freakin'-tastic.
 
Re: Dating someone nearly twice your age

lono said:
One of the best summers of my life was playing boy toy to a college professor. ;D

She was great, a 38-year-old English prof. I was 24, unemployed and reasonably buff.

We both knew what it was, both knew it was temporary and both enjoyed the hell out of it. Happy memories.

Outing alert: Lono is...

061208_brandonwalsh.jpg
 
Re: Dating someone nearly twice your age

Which would make you David Silver and Mikey Scott Gu ... SOMEONE CHECK ON MIKEY!!!!!!!!!!!!!
 
Re: Dating someone nearly twice your age

Dickens Cider said:
Which would make you David Silver and Mikey Scott Gu ... SOMEONE CHECK ON MIKEY!!!!!!!!!!!!!

I bet friend would get the rope if he could.
 
Re: Dating someone nearly twice your age

jakewriter82 said:
Today, strangely enough, I met her ex-husband at her house with some of her friends over coffee. He seems like an all right guy but like after everyone left he came back when the two of us were just there...and it was awkward! She said he was disappointed that she didn't want to go out with him.

I hate to be a party pooper, but red flag, anyone?

They could have a totally healthy, sibling-style relationship nowadays, but this jumped out.
 
Re: Dating someone nearly twice your age

wicked said:
jakewriter82 said:
Today, strangely enough, I met her ex-husband at her house with some of her friends over coffee. He seems like an all right guy but like after everyone left he came back when the two of us were just there...and it was awkward! She said he was disappointed that she didn't want to go out with him.

I hate to be a party pooper, but red flag, anyone?

They could have a totally healthy, sibling-style relationship nowadays, but this jumped out.

He's sooooooooo still got feelings for her. And not the care-about-her feelings, the still-loves-her feelings
 

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