So, this civvie some 25 years my junior is sending some pretty obvious signals. Exciting possibility... She does have a significant other (why should it be any different on the other side?).

If you have an affair you have to trust what she'll do when it ends. IMHO: Forgeddaboutit.

And....Then Report Back With Specific Details !!!  Good Luck and Enjoy !!!
 

Posted By: OnlyLiveTwice

So, this civvie some 25 years my junior is sending some pretty obvious signals. Exciting possibility... She does have a significant other (why should it be any different on the other side?).  
   
 Want to send you some advice my way? Curious to see what bubbles up...  
   
 #1 don't get caught - does not count at our age getting shot by a jealous husband is a compliment!  
   
 

the risks involved far outweigh any benefits..

Exact deal with me and the consummation is close at hand. However,
conversations are getting a little too personal.
I've decided to pass. Pains me to no end but nothing in life is static, especially regarding an
affair. It's a 1 in 1,000 chance that it won't be problematic.

I see a setup. She needs you for something, and I doubt it’s the sex you can provide. So what do you have to lose, and is it worth loosing it?

Come On Guy's !! What's Happened To That Sense Of Adventure You Once Had ???!!!  Somebody needs to Go For It !!!

At our age, it's not the heart we have to worry about getting stolen, it's the wallet, so keep a sharp eye on that.

I think it was Hemingway who said:  (paraphrasing) All affairs end badly.  And he should have known.

With the hobby, we can get our kicks for a reasonable price and without baggage.  Free sex always costs more.

So what are you going to do-play it safe-turn down the chance of a lifetime-or take advantage of what could be the last opportunity like this you get ???!!!!

Posted By: OnlyLiveTwice

So, this civvie some 25 years my junior is sending some pretty obvious signals. Exciting possibility... She does have a significant other (why should it be any different on the other side?).  
   
 Want to send you some advice my way? Curious to see what bubbles up...  
   
 #1 don't get caught - does not count at our age getting shot by a jealous husband is a compliment!  
   
 

but I do have issues seeing a woman of any age with an SO, I would much prefer seeing hookers, you are much less likely to get shot. Not to mention I don't mind being seen out in public with a pro, being out in public with another man's woman, not so much.

Damn, I must sound like a prude saying this on a fuck board,

As for the OP, you could always find a hooker that looks just like her, maybe that would satisfy the unscratched itch you have. lol

You pay her to leave.

Know what-I doubt that the OP responds-I'm thinking it is another one of those posts made just to see what comments the poster might collect !  I think the fellow has created a bogus scenario....and we been fish hooked !

It caused me no end of hurt & aggravation.  We took crazy chances and, luckily, were never caught...  but it was secret for only a short while but became public knowledge like the elephant in the room...   Quite possibly the love of my life but also totally wrong place, wrong time.   It was on again / off agan...  took me 5 years to break it off & make it stick.  
I belatedly realized she would never leave him (as she said) but I was in love by then.  
Because it could never go anywhere...  it was a waste of time & money...  and these were years when I should have been settling down with someone who was available.  

Plastics

8o)

Not  fishing at all... Though I cannot blame you for thinking it.

She's got an agenda, and it ain't likely romance.

Take too long, and she might decide you are just playing with her and a looser.

If you're seriously thinking about it, can you ASK her directly what's in it for her? Having that straight ahead of time might avoid some serious shit when it ends. (And it will end.) Oh, and don't assume that she doesn't want your money just because she's making a lot of her own. Many people make lots of money just to dig themselves into financial hell, and have the poor judgment or naivete to think that more money will bail them out of it.

In which case, all I will have lost was a possibility... No worries - it either happens or it doesn't.

Based upon this additional info-Go For It !!!!!  Let The Nay Sayers Be Damned !!! Report on progress-Enjoy !!!!

Some couples have open relationships, some have don't ask/don't tell relationships, some women will have a guy on the side (ONS, short term or long term) while wanting to keep her primary relationship intact.  Some people are like monkeys on the subway, they don't let go of one hand-hold until they have grips on another.  There are websites/discussion boards devoted to married-but-looking people.