[MF] My worst experience

During this pandemic I was thinking about what stories I could share to pass the time….everybody always shares great experiences, but then I thought….what about my WORST experience ever?….well this is it;

I knew I was traveling to a town for business so I started looking for some fun flings in that city on different swiping apps. I matched with a cute girl that seems like she would be a lot of fun. She was about 5’5″, black, thin, with small C cup tits. We got to talking and we really started to hit it off. She was getting out of a serious long term relationship so she was not looking for anything serious so she was excited for a weekend of fun.

Throughout our talking we discussed various kinks, such as getting tied up, and that she was interested in having a DD/LG style of relationship for the weekend. She had lots of energy in the texts and said as soon as I open my hotel door for her she was going to yell “daddy!” and jump into my arms.

Everything seemed like I was going to have a great weekend of role play and sex with this cute girl.

[MF]I awakened a freak [Part 1] (LONG)

I’ll try to keep the backstory brief; Back in the days of Craigslist personals I put out an ad looking for a girl that was interested in experimenting with kinks or fantasies. Not surprisingly I only got one reply, but the girl lived outside of my area so we started just talking and sharing our ideas. We started to role play and sext for a couple weeks.

She tells me that she wants to try being totally submissive outside of short role play. So progressively I try to be more degrading to her and the more I degrade her the more she loves it. I no longer even remember what her real name is because I just call her DOG and she only calls me “Sir” or “my lord”. We talk about house rules like she isn’t allowed underwear/bras/pants, she also is not allowed to wear clothes in the house except when we have company. She would have to submit to inspections where I would look over her body like a dog at a dog show. Also I’m supposed to pick out all of her clothes and she has no say over anything. Most of the time we role play in the hypothetical that we are in this ultra-controlling relationship.

I fucked my FWB in her bank office [MF](long)

I had been FWB with Kristy for a few weeks now and we had discussed some of our fantasies. One of her fantasies was to be fucked in her office, and another was to be filled up with cum from 2 different guys. She had another FWB who was married and the three of us couldn’t free up our schedules to make this happen within a reasonable time. So the plan was made that I would at least meet her at her office for some fun. Kristy is a chubby short girl with long brown hair, and blue eyes that always looked like she was planning something kinky.

Kristy worked at a bank as one of the management so she had a private office away from where customers usually are. We made the arrangement that i would visit her for advice with hiring and looking over my resume. This was the plan to get me in the building and make everything look official to her colleagues.