My first point of departure was negative.

Although wife and I have a very fulfilling happy and adventurous sex life, I have no doubt this is something she would never ever want to try. Her and I are happy, devoted and loyal, so she would never even have considered something like this. The fact that her work friends jumped to protect her from a handsome little predator proved that everyone knew that. Her reaction when she found out established how horrified she was. She has never had much to drink at a work function ever again. The HR Manager (who reports to her) convinced the young man that his future lay elsewhere and he quietly resigned. This was on her instructions.

The other thing was what I had learned from the Cuckold Consultant books. The direct "confession" approach almost never works. Sometimes I have thought of certain kinky stuff we could do and confessed it to my wife and she has NEVER liked that. So that direct approach was never going to work in any event. Not just from the books I bought but also from personal experience.

As any women is in a stable marriage, she has certain stylized, shall we say, views, on women who have affairs and women who sleep around. I would have to get past this stigma 

On the positive, she is open minded and adventurous in bed and she likes to play (only with me, but she likes that).

I would have to come at her from an angle that she would never guess what I was up to. It was also going to be a long term thing. I was looking on a scale of a few years. Effectively I would have to seduce her into it and she would have to eventually decide it was something she wanted to try. You have to plant an idea and let it germinate and let her mull it. Wife is extremely analytical about stuff. Sometimes exasperatingly so, so I needed to be careful that when she analysed stuff she'd reach conclusions based on the input I gave that would eventually convince her that it was something she would want to try and that she was okay with it and that I was okay with it.

So to start off with I decided to wait till we had finished making love one night (while we were away alone one "dirty weekend") and then I asked her about previous boyfriends and guys she slept with.

The questions were innocuous, but she found them a bit uncomfortable, until I reassured her I was just curious about the guys who were there before me. I recall about seven. After she agreed to answer the questions because I told her I was curious and found it a little bit sexy, she was candid in her post orgasmic bliss period.

Which of them had the biggest dick? You

But besides me... Uuhhh A did, but not as big as yours.

Which one banged you best? You

No, besides me... It was B

Why? He had this technique where he would alternate the depth of his strokes, sometimes deep, sometimes shallow. It was nice...* but he used to cum quickly.

Which one gave the best orgasms? Like from sex?

Yes. None of them... you were the first one to give me and orgasm during sex.

Like penetrative? Yes... only you

And non penetrative? Hmmm, C had this lovely way of rubbing my clit over my panties with three fingers in little circle motions... That was very nice. But he was the only one other than you.

Biggest dick besides mine? It was on holiday when I was just out of school. He came back to our holiday flat with me from a nightclub and we got very hot and heavy kissing and touching and undressing each other. It was very sexy... we were on the couch and he was between my legs and I wore a little skirt that was up on my waist. I was wearing it like a belt by then. I told him I had to take my panties off, so he sits up,  reaches into his pocket, slips a condom onand just pushes my panties to the side and pops it into me. The condom felt like a piece of plastic because it was so thick so I didn't like it at all, but his dick was biggest I'd had before then. And the biggest till I met you.**

Others you slept with? Hmmm, there was D, who didn't have a condom and I told him he could put it in but not cum in me. Poor bugger blew his load all over my tummy before he even got it in... (she giggled). It was the first time I actually saw cum.

Who was the best looking? Ohhhh some Irish guy, E, who picked me up in a club. Took me to his house. Called me "my loov" in that Irish accent that melted my panties off me. I was ready and vey willing to let him take me, but the poor bugger was so drunk he couldn't get hard. He told me "ooo moi loov, Oim soo droonk, I gone and lost me boner"

Who did cum in you first? You did. Before you it never got to that. I was going to let E do it, but he couldn't.

Wife of own accord. Gee I was a little slut

Me: Glad to see there was a naughty wild little slut in there once... but now you're my slut. Wonder if we can entice her out again?

Wife: I'm just your slut and yours alone.

Me: Oh I know.

Wife: Doesn't it upset you to know about the guys I slept with?

Me: No, it actually turns me on to know so many guys wanted you, and I got you.

Wife: Really?

Me: Yes, now come here you delicious little slut let me show you what I do to little sluts...

The dialogue went something like that.

My next step was to ask about guys hitting on her.

I'll tell you about it next time...

*Note to self to try this with her at that time
** Second note to self that pushing aside her panties is sexy for her - done it a couple of times since and it DEFINITELY pushes her buttons when we have spontaneous sex.