[M]y ex-wi[F]e’s nanny

My wife and I divorced a few years ago. It was about as amicable as it could be. We have 2 kids under the age of 8. She has custody most of the time. She has a nanny to take care of the kids after school and during parts of school breaks. She is 23 and getting a degree in early childhood development at a nearby university.

I had the kids for Thanksgiving break. I decided to take them on a week long trip. We went to Disney World for a few days and then to an island in the Caribbean.

I wanted to be able to enjoy the vacation a bit myself so I asked if the nanny might be interested in coming to help out a bit. My wife was fine with it. I discussed it with the nanny and we came to terms on payment. I asked her to work roughly half time. She was going to take care of /assist me with the kids during 4 days and was going to watch them at night for the 4 other nights.

A couple of sexual adventures [MF]

As I mentioned in my original post, I came into money (8 figures) several years ago. In that time, I’ve had several experiences where that money has opened up sexual opportunities. I’m not much of a writer so I figured I’d just share them all at once rather than trying to turn each onto a complete story.

THE COCKTAIL WAITRESS:

I had taken a meeting with the executives of a small company looking to grow to discuss me investing in them. Their CEO and CFO made a presentation in their offices. We then went to dinner and finally to a upscale bar.

Things were not going well for them and they knew it. They had overpromised to get the meeting. They didn’t sell their presentation well. By the time we were getting drinks, they were getting desperate. My financial adviser and I had already decided this was an easy no. We were mostly being polite at this point.

This whole time we were getting served by this very cute little cocktail waitress. She was in her mid or early 20s. She was about 5’2” with great curves. She was wearing a plain white button up shirt and tight black skirt that showed her curves.

Met a model from Instagram [MF]

Apologies if this sucks. It’s my first time posting something like this.

I am in my forties. I came into some money 3 years ago. I don’t want to get into specifics but it was 8 figures.

I recently read and heard about how rich guys find models and other women on Instagram and other places then set up meetings with them for sex.

Those stories sounded hot to me. One night after more than a few drinks I decided to go for it. I have an Instagram account for whack off purposes. I never post anything. I follow models and porn stars mostly. I used the list of women I follow as a starting point. I identified the ones that live in the US. I focused on girls currently between 19-25.

I started messaging them. For some reason I thought it seemed more legitimate if I pretend to be someone working for me. It made sense in the moment.