I will skip over a bit here, because it wasn't sexy and took a few weeks. Very soon after meeting with Tim, I raised the subject with my wife. I suggested to her that I found myself excited by the cuckold idea and I shared a few stories and websites with her. (Maybe it was those stories that ultimately led me to write this.)
At first, she kind of shrugged it off but I could tell she was intrigued. Remember, she had basically no sexual experience before me. She was very sensitive physically, easily aroused, and easily led to orgasm--but our sex life had kind of fallen on the rocks as I hadn't been able to perform for quite some time. I knew she masturbated (as I did at least once a day) but we had had basically zero sexual contact for well over a year.
I also one time, in dirty talk, had dropped the idea that I would love to see someone else fuck her. She came instantly when I said that to her, but we never discussed it after and I think it was just lost in dirty talk haze. When we did start talking about reality, the idea of her having sex with other men certainly wasn't something that came naturally to her. It took some discussion. I told her that people did this without messing up their relationships and that there were actually a lot of couples into this. She asked a lot of questions and I tried to answer them all. She had never done anything with a girl either, so the idea that I might be touching another cock was also different for her. It didn't take much discussion to convince her that I wasn't gay and that this experience was something I wanted to explore for real.
I also told her that I had met someone chatting online. At first, this seemed like a betrayal and like cheating, but she came to see it that I had basically checked him out and was interested in exploring with him. (The interracial aspect was another barrier we had to overcome. We had more than a few discussions about that, but eventually she came to see it as a bit of an extra kink.)
I told her I had met Tim and that he was very interested in meeting her. I also told her about his interest in a Dominant and submissive relationship, so this gave her some other things to think about. As we know from recent history, women have responded well to things like 50 Shades so i think this actually pushed her toward a yes. All in, this took a month or so, and I was talking to him along the way. One morning, she told me yes. Yes... she was in... yes, she would do this. Partially for me, but she admitted that she was more than a little intrigued herself.
I texted Tim that morning and he said, "very good. Let's talk tonight and set a timeline. I will go to the doctor and get an STD test today. I trust that you and her have been faithful and I won't ask you to be tested unless you want to. Up to you." I called off work that day because I knew I would be completely unable to focus, which turned out to be correct. I spent most of the day with my cock in hand.
She agreed on a Monday morning. Tim said the next step was for him and her to meet for a drink, alone. He would promise that he would not touch her in any "inappropriate" way. When I laughed at that and asked what was inappropriate he said, "good point. But what I mean is zero sexual contact. Even if she begs for it!"
He also sent me shopping for her. He wanted her in a red bra (he had already seen her tits in that bra in pics) and wanted a low cut, sleeveless blouse, a skirt, stockings (not pantyhose), thin silk panties, and high heels. I went shopping mid-week after asking her for help on sizing, but I still had to buy several sizes of a few of the things to be sure to find a fit. As you might expect, I was breathless and throbbing the entire shopping trip.
When the day rolled around, he gave me further instructions. I was to pamper her, bathe her, and shave her completely smooth--both her pussy and armpits. The completely shaved pussy was, at first, a surprise. She groomed carefully, always, but had never shaved bare. At most, she had shaved to a small strip for me once (for our wedding night), but I told her that this was what he wanted and he was in charge. Right away, this put us both in the mindset that I was preparing her for the man who owned her.