Alumni weekend cuckold [MF] (Long)

This past weekend I attended my colleges alumni weekend. It’s filled with all of these events geared towards the alumni. I had to fly out. I had my friend pick me up from the airport and we immediately went to our old college bar where they were having the first event.

While we are there I’m seeing people I haven’t seen in a while when all of a sudden this girl Tori (changed the name) shows up. Now Tori was the same major as me at our time here and we worked on a couple projects. She was there with her boyfriend Jim (also changed) who also went to school with us but was a much different major. Tori was a blonde about 5’1” with a really great body. She was toned and had breasts and an ass you could just grab a handful of.

We see each other and we start talking and reminiscing about old times. We exchange numbers to do stuff over the weekend and go our separate ways at that time. About an hour later, after I’ve left the bar, I get a text asking where I went. I respond with o I just went to another event with my friends. She told me she had something she wanted to ask me but had to do it in person. I told her where I was and where I would be so she can tell me.

I fucked my college professor [MF] [Long]

This story takes place during my senior year of college. My professor was absolutely gorgeous. She was only about 5’0” tall, married, blonde hair down to her shoulders and was a B cup with a tight small ass. She was also in her mid-30’s. I had always had a little thing for her. Her and I always got along. She was actually in charge of my senior year seminar with me and the rest of the students.

Her and I had always been close ever since she started at my school the year before. She looked so young I honestly thought she was a student the first day of class my junior year. I wasn’t the best student but I was always someone that worked hard.

Our senior thesis was insanely grueling. We had to create different campaigns for two different local companies and write two 150 page papers on our reasoning behind what we did. We also had to create all of the campaign collateral.

I fucked one of my players’ mom [MF] [Long]

During the spring I coach youth lacrosse. During the off-season I do work with certain players that have a great deal of promise. This was about a month ago. I was working with one of my former players at his house just running drills outside in their massive backyard.

I kept getting the feeling that someone was watching me. I looked up at the window and I noticed, well we will call her Becca but I call her Mrs. T out of respect. She’s recently divorced and does not look like she would have a son who was 12 years old. She looks like around my age and I’m 25. She has this tight body that you can easily tell she works out 4-5 times a week. She has blonde hair down to almost the middle of her back. She is a low C cup but her ass is perfect. She can twerk but you can tell it’s real.

Halloween party foursome [Group] [Long]

This story took place four years ago when I was in college. We used to have some wild parties at my old house. We did not have Greek life. I was on the lacrosse team however and it could essentially be a fraternity at the heart of it. I lived with one of my teammates and then two other guys that I’ve known since freshman year.

The year before we threw an epic Halloween party so of course people were expecting us to do it again this upcoming year. I was told by my friend Emma (not her real name) that I had to invite her sister who was a freshman, let’s call her Kate and Kate’s roommate who we will call Natalie. They were both really cute so I had no problem inviting them. The only problem with inviting freshman to your party is that they invite a bunch of people without your permission and then it takes your draw off of the party.

I had decided to go as a lifeguard to show off my body and my buddy Tom was always the guy who went as something funny. He went as Buzz LightBeer and had wings made of Bud Light boxes.

Charity event fuck fest [MF]

This coworker and I have had a very flirtatious past few weeks. I recently broke up with my girlfriend and when I told her she became more and more flirtatious with me. We will call her Kerri (not her real name) She’s about 5’5” with longish brown hair. She’s pretty stacked. Large C cup breasts on an hourglass figure you could tell doesn’t quit.

We had an event for work on the weekend that we all had to attend. It was for a charity organization we are affiliated with. The attire was business casual. I decide to overdress a little because it always is better to overdress than under dress. I wear my tailored khakis and a white button down with my blue and black windowpane blazer.

I get to the event and damn she must have thought the same exact thing because she walked in a tight fitting dress that wasn’t slutty but it didn’t say she was a saint either. We started talking and were laughing a lot.