In my early days of cheating, I often turned to what used to be the gold standard – Ashley Madison. I would always use a pre-paid gift card and register that under a fake address so it could not be traced back to me without connecting a lot of dots. Thankgoodness I did this, as AM was hacked, as we all remember.
Anyway, a few weeks before a business trip, I set my location to my upcoming destination and browsed profiles, sent a few messages, and hoped to make a connection. Luckily “Amy” responded. We sent a few messages and moved the conversation to a chat application.
I had only been with a few women outside my marriage at this point, and Amy had not cheated yet. We talked a lot about anxieties about cheating, how to not get caught, things like this. We of course sexted and sent nudes. We were both leaning towards meeting, but Amy had to ensure she would not get caught.
My trip arrived and I flew to the meeting location. When I landed, I messaged Amy to let her know I was in town, and I hoped she could escape to come see me. She quickly responded “Yes! My class tomorrow is canceled so I have hours of free time!” I checked my schedule, and her free time fit perfectly into my availability.