First, I hope this weekend worked out well for the both of you.
But yes, I think you are missing a LOT. It sounds as if you are trying to top from the bottom and making the experience more about you than her. This seems to move this from less of a cuckold fantasy to more of a dominant fantasy where you are basically whoring her out to who you decide. From this viewpoint, I am sure it is easy to realize why she might be hesitant or resistant.
Consider what HER fantasy is as well and how does this play for her. My wife for example has only once told me she was with someone else and she did so in a laughingly way to allow her deniability. If I were able to convict her on circumstantial evidence though, it would be overwhelming. Her fantasy is not to cuck me, she prefers to cheat. Though some would crucify this, I have to accept that she accepts me for my cuck fantasy, and if she prefers to fuck others without me knowing....well, I am still a cuck.
Is this man the one for her? My preference for my wife would a black man in which we do not already know, that would likely be in and out of our lives fairly quickly. When I asked her about the man that I think fucked her, her response was "do you really think I would fuck him?", I reasoned from her viewpoint that it was ideal. She knew him from childhood, so there was a reasonable amount of trust, for confidentiality and health risks. He was married with kids of his own, so there was no threat of a long term relationship, just a good fuck buddy. And with his job, there was ample opportunity for them to get together when it was convenient for the two of them. She never did deny fucking him, and there were even times I know they tried to spend the night together as well...
If you want to discuss these further, you can email me at
[email protected].