Regards,
Shodan
Oh hell yes. No possible chance nor want.
Teenagers now. It’s not too bad actually.
Absolutely. I have nothing to hide.
Well, in that case, go for it. 
It can just be dinner and drinks. Go for it, it could be fun!
Do you know what it is? It never occurs to guys that they can say no. I’ve seen friends freak out the same way - “what if she wants sex?” They worry about performance, consequences, and never think “Eh, I’ll pass.” 
Be safe.
Considering she would be pushing 60, I doubt pregnancy would be an issue, but since she’s a swinger I’d be making sure the condom was on.
You are correct;, although she looks like she’s in her early 40s: no joking.
And, well, I was snipped a long time ago. Still STDs are of concern for sure.
I don’t understand. How could that ever be an option?
In my experience:
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When people treat you like an animate sex toy, it’s a pretty strong indicator of how much (read: little) they respect you.
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Every single time I’ve been propositioned for group adult playtime, there was always a big stinkin’ lie involved, somewhere. I’m just glad I uncovered the lies before I got pulled into something I couldn’t undo.
In short, set your expectations accordingly, tread carefully, and if you choose to get involved, do so with eyes WIDE open. (And proceed slowly and ask a LOT of questions. Most big stinkin’ lies can’t stand up to that.)
Jeezuz Christ on a pogostick - don’t people just fuck anymore?
Call me a prude, but I’d do my sexual experimentation before I had kids, or after they’d grown and left the house.
We’re getting together this Saturday, one-on-one. I’m nervous and excited.
Good luck!
Just approach it as if you were dating her like any other women you were attracted to, with the understanding that the two of you are not going to be exclusive.
I’m 52, and like someone mentioned earlier in the thread, what I regret are the things I didn’t do. That, and the opportunities I missed through being so astonishingly clueless about reading signals from women. Those missed opportunities play on a continuous loop in my head.
This relationship is going to be completely about sex, right?
Damn,
Ain’t that the truth. Boy, in hindsight I am sure I missed out on some just short fun romps, some longer romps aka friends with benefits sorta things, and probably a few relationships that could have been long term and perhaps even turned in “the one” or something approaching it.
I guess on the flip side I never “got anything” or knocked up the crazy and spend a good fraction of my life being driven nearly insane.
And women of all ages. If you like a guy and eventually want to kiss or fuck em JUST LET THEM KNOW. WE MEN ARE OFTEN CLUELESS.
Enjoy,
Steven
*“It’s been so long since I had sex, I forget who ties up whom.” *-Joan Rivers
Yes. I am second guessing myself now though.
“Sex without love is an empty experience, but, as empty experiences go, it’s one of the best.”* - Woody Allen