For us, it was months in the planning, wifey's previous used to flirt with her all the time, after he moved to a different company he kept in contact over social media, so she decided that her first would be with him if it worked out, so she started interacting with him more and then accepted a coffee invite. Both knew the other was married, but she did not tell him I was in the know and it was planned. She wanted to play it as an affair.
After that he asked her out for dinner. she accepted but the few days prior there was a lot of hesitation, throwing up but on the day she made up her mind went in a rather risqué dress, see pics from that fateful day 7 years ago, my worry was that she could panic or if he wanted to take it slow, she would lose confidence.
I dropped her off close to the restaurant, and waited at home, I got a call at midnight with the safe word and she said that she would stay over and next I heard from her was at 11 in the morning, for a pickup at the park,. She did not say much but had a huge smile on her face, it was the following day that she recounted the experience, he fucked her twice that night and once in the morning and she enjoyed the thrill of the peril.
That was the start of the journey for her