[MF] The house cleaning sugar baby

My wife and I have used a house cleaning service for about 5 years. After a while, we started getting the same girl (Madison) cleaning our house every time. She was a sweet, cute college kid who did a really great job, so we always requested her. I work from home and my wife occasionally has to go into the office. Madison usually cleans for us 2x a month of Fridays, so my wife only sees her about half the time.

So…I use sites like Seeking Arrangement to find sugar babies and fuck them. One time, I was on there just browsing around when I happened to see Madison’s profile. I immediately freaked out and quickly blocked her so she wouldn’t see that I’d seen her page, but I couldn’t shake the thought. I’d always wanted to have her, but never assumed she’d be up for anything like that.

The next time she was over, I purposely made a casual joke about her needing to win the lottery or get a sugar daddy so she didn’t have to clean houses anymore. She laughed and said something like, “I’d take either!” That was my opening. I just straight up offered her an arrangement on the spot. She accepted.

I [36M] have naked pictures and videos of a now-famous actress. [F]

So I’ve been a collector of personalized porn for about 6 years now. I typically find college girls on sites like Seeking Arrangement and offer them money for pictures and videos. I’ve probably spent around $50k on it over the last 6 years and I’ve done it with around 100 girls. The fun thing for me is that these are always girls who would never be caught dead on a site like OnlyFans or doing actual porn. They were usually just really cute, sweet college girls that needed a little extra cash. The pictures and videos they took were just for me, and I know they’ve never ended up anywhere else. I’d have them do things like say my name in each video and put things in the pictures that prove they were for me, so no risk of them selling them to anyone else.

One of those girls is now very famous.

When I first sent her a message, I figured she’d never go for it. She was very striking-looking and those girls sometimes get overwhelmed with messages. Looking back, I kind of lowballed her, but apparently she really needed the money and replied right away. She was a freshman in college and was studying theater or some type of performance art. Obviously, she was also very pretty and I was super excited to do this with her.

[MF] Overhearing an orgasm

I live in a quiet townhome community. It’s mostly older people and families. A few months ago, two recent college grads moved in to the place next door. Besides a few loud parties, they’ve mostly been fine as neighbors.

One of them has a long-term girlfriend who comes over fairly often. She’s very cute. 22, blonde, college senior.

—–

So today, like every other day, I take my dog for a walk around 8am. On our way back home, my dog and I both heard something that made us literally stop in our tracks.

From an open window on the second floor, we hear the distinct sounds of a woman moaning in ecstasy. At first, I figured someone was messing around or it was porn. Then I heard it again. Nope, definitely the real thing.

My dog got interested in sniffing the ground for a bit, and I did nothing to stop him. Instead, I got treated to what sounded like a VERY nice orgasm for her. And then another. Absolutely loved hearing her say he was going to make her cum again.