I told my now wife two hours into our first date. I knew I only wanted to be partnered to a hotwife, so to not waste hers or my time I just told her. She was quite a slut in her teens and a bit of a homewrecker in her 20's so as soon as she googled the term cuckold and it stated that a man (usually with a small penis) is monogamous to a promiscuous wife, she told me its not something that interests in the near future, but the idea appealed to her a lot. It also helped bring up thetopic of my penis size.
The hard bit was telling probaby 12 or so women on first dates that either laughed, looked shocked, repulsed or said not in a million years.