The Last Hurrah - Part 1

Part 1 - An Ominous Beginning

I called the Caribbean trip our grand finale, "Laine" (not her real name) called it our Last Hurrah. Whatever it's called, it was a trip to be remembered.

Prior to the trip she had never missed a flight or a meeting in six months, but I guess there is a first time for everything. I talked to her the night of her departure for about an hour while she was packing and we hung up about two hours before her redeye flight to meet me. At around 2am she called to tell me that she is cutting it too close, she just parked her car and waiting for the shuttle to the terminal. About 15 minutes later I got the bad news, the check-in counter was officially closed and they wouldn't let her on the flight.

She offered to give me a "refund" and not go on the trip, but I had put too much money and effort into it to just give up. I told her to go home and I'll call her back with our options. After spending some time with the airline on the phone, I was able to rebook her for a morning flight to Miami and I changed my flights to meet her there. We'll still get to the destination on the same day but 7 hours later than planned at 10pm instead of 3pm. Needless to say I didn't get any sleep at all because I had my flight to catch early in the morning and I had to wait four hours for her to arrive in Miami.

By the time she arrived in Miami I wasn't in the best of mood for many reasons. We talked but she can sense that I was kind of cold and distant. But once we got on the flight to San Juan she was being her usual self, playful and funny, and we had some enjoyable moments. But as always we went from enjoying each other's company to being at each other's throat in no time. By the time we got to San Juan and waiting for the next flight we weren't talking again.

My original plan was to play dumb for a few days and then confront her on the last day with all the games she played on me in the past. But it didn't quite work out that way. Prior to the trip we had talked only twice on the phone in two weeks which was far less often than how things used to be. She mentioned the week before the trip she was going to be busy because there were several guys wanting to see her. To make a long story short, on our way there she told me about several more guys that she was seeing for money, including someone in the same city as me and her "new guy" which is her new SD that appeared to be loaded (more about both of them later).

Basically the extent of her "escorting" on the side was far greater than I could have imagined. She had gone from a hard working person who worked six days a week, to quitting her day job to spend more time on "escorting". Clearly she wasn't the same person I met six months ago. I originally found her on sugardaddie.com, but now she has a profile on a site called "SeekingArrangement" and that's where she met her new SD. Apparently her escort friends told her about it and they're all having a lot of luck with that site. I had already found her profile there so it wasn't a big surprise to me.

Coming up, being evil...