"A doctor gave me his number" - wtf do I do?

You need to approach it very slowly & carefully. Just the right comments here or there. Get her thinking about it & she'll do the rest. Like when u both see a guy that's her type, say something like, "look at that handsome guy or, isn't that guy well put together? Just to get her thinking with the inference that you think its ok without you saying it directly, yet.
I agree 💯. That’s what I’m doing now and it’s been almost a year of discussions and gigging about the kink fantasy and also watching more wife-sharing porn (almost exclusively at this point) and role playing using all new, larger toys. It’s so much fun anticipating and seeing how she’s adjusting and exploring her own true, secret, MOST salacious thoughts and desires.
Best wishes for you both
 
You need to approach it very slowly & carefully. Just the right comments here or there. Get her thinking about it & she'll do the rest. Like when u both see a guy that's her type, say something like, "look at that handsome guy or, isn't that guy well put together? Just to get her thinking with the inference that you think its ok without you saying it directly, yet.
Absolutely Show me and tell me everything I want her so bad she’s Phenomenal
 
I’d shy away from porn, and from your ideal fantasy/fantasies. But catalogue in your mind — and record any relevant information or developments here for further consideration.

Also, try to figure out Anna’s ideal fantasy evening or date. Practice passive listening. If a mentioned theme comes up one or two more times, that is gold.

Example: In other contexts, my wife has indicated that she has always liked the idea of a luxury cruise in Europe. A while later, she was remarking on some gorgeous shots of the French Alps.

So I asked, ‘sooo — your ideal vacation would be … what … a seagoing venture to Europe, or a log cabin in the mountains of Colorado?

The mountains win. Passive listening, and an intriguing question between two, very desirable vacation options. And I now know her all time preference.

See how I learn this? See where I’m going?

In the same way, find out about what she finds attractive in men.

Edit: You mention — slightly rough and ready, salt of the earth types, or academic, intelligent men.

Hugely helpful — a slightly rough and ready, salt of the earth type, who is an intelligent, well educated man! Now — what is her favourite area of academic interest? Has she a hobby interest to suggest this? Is it medicine? Or research? Figure out what applies. It’s HER fantasy!

End edit:

Begin piecing together what her ideal date would be.

Anything relevant, you want to explore thoroughly. With the confluence of all relevant elements, put together the picture of HER perfect seduction scenario.

Her favorite time of year [fall — autumn colors, winter — indoor coziness?]. Learn all her preferences. Create a most pleasurable environment where all proceeds naturally, and she doesn’t even think about ending it or causing a scene…

The right man, whom you have coached at exhaustive length about her sexual behaviors and tendencies…

Who wants this to end?!
 
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