I'm going to post in the same vein as Mr Jones and mention one that didn't go according to plan.
Last year, I went on a 5 night trip abroad, spending €3,000 on the escort's fee, plus flights, the hotel and some good restaurants. The woman concerned got up early on the first morning and cleared off with the money, leaving me high and dry, with four more nights to kill. Effectively, it cost me €3,000 for 12 hours.
This may sound like an all too familiar story (apart from the sum involved). The difference here is that I'd taken the same woman on four long trips abroad without issue prior to this.