All characters engaging in sex are 18 years or older. This is a work of FICTION. Any resemblance to real persons is coincidental. If you like this story, please vote, comment, and let me know what you liked, and look forward to many more stories from me. A big thanks to kenjisato for the editing.
Okay, I don't know where to start; so, let's start here. I have been in a relationship with my mom for the last five years now. No, that's not a good place to start; but let me start at the beginning. My name is John, but my mom calls me Johnny. Growing up, I had a normal family life; until one day, when I was 8 years old, my mom found out my dad had cheated on her. At first, she was mad; but then, she didn't care and was okay with it, after they had a long talk. They seemed happy with everything after their talk, and even started going out on dates once every couple of weeks and life was good for everyone.
But one day, after coming home from their date, they started to fight, and it got to the point, that my mom started to sleep in my room with me.
This went on for a couple of months, before my dad left the house and mom received the divorce papers shortly after.
I didn't see dad anymore; he had moved to another state. Mom never told me what happened that day.
I moved into mom's room and slept there because she didn't want to sleep alone. Around this time, mom started to call me her little man and the man of the house, and told me that as the new man of the house, I needed to take care of her from now on. We started to go on mother-son dates and at that age, everyone thought it was cute. Now, it's not what you think; I never saw her naked, and we never did anything but normal mom and son things.
Mom had me when she was 18 years old. She is about five foot eight, and 150 pounds. She has black hair, C cup boobs, and a killer ass. We started working out together every day when I was 16 years old.
When I graduated high school, I moved to a different state. Mom wasn't too happy about it; but, it was the best college from which I had gotten offers, and they were going to provide for everything, as long as I played baseball for them.
College life was good. Playing baseball comes with a lot of perks, if you were good; and I was. I had pro teams looking at me during my first year at college. But all the girls and parties kept me there. Everything changed after I met Sammy, or her mom Bethany, I should say. Sammy and I only dated for a couple of weeks, so it wasn't anything special; but, it was her mom Bethany that changed my life. At first, it was the best sex I ever got.
Slowly, she started to get me involved with her lifestyle. I never knew that she was into swinging, but one weekend, she asked if I would like to come with her to a party. That was it -- I was hooked. I ended up becoming a bull for some couples, and even made a couple of girls at college my pets.
Every Christmas I was home, I always looked for some swingers group to join, but had no luck. I later found out that a lot of swingers groups only let new people in, if you know someone in it. But that didn't stop me from finding a couple looking for a third to play with.
My last year of college was coming fast, but my dream of playing pro ball wasn't going to happen; due to me fucking up my arm in my last game of the year, and needing surgery. It wasn't going to be the same as before, and no one wanted to take a chance on me.
In my last two months, one of the women Anna, I had been with for two years told me she had a sister that lived in my hometown, and was going to come by next week. She wanted me to meet her. Anna's sister and husband were big into the swinger scene back home, and if I wanted to get into it, she was the one I needed to meet.
The next week, I met Anna and her sister, Summer, for dinner. Now she never told me that her little sister, Summer, was the new weather girl from back home. We hit it off like two old friends; and ended up back at Anna's house, where things quickly got heated up.
Now, I am no stranger to a threesomes; but, I never have had one with two sisters. It was a first for me, and a very enjoyable one. At one point, I stepped back and let them have their quality sister bonding time. After a while, they finally noticed me standing there, and pulled me back in.
It was a good weekend, as I woke up every morning with a sister cuddling on both sides of me. However, nothing lasts forever. Summer had to go back, but I got her number and a promise to meet, when I got back to town.
Being back sucked. I didn't have a job and was back living with my mom; although mom was more than happy to have me there. But I did meet up with Summer and her husband once a week.
My first month wasn't going as well as I had hoped; but I did get an invitation to Summer's swingers party that they had every month for a small group of fifteen people.
On the day of the party, I was excited all day. I did my party routine of shower and shave, and got my physical paperwork to show them I was clean and safe. Now, I only needed to wait for the party.
I sat down and was watching TV when my mom came in from shopping. She sat down and we made some small talk. I asked if she had plans for the night. She told me she was going to a friend's house for dinner later and asked about my plans. I told her that I was going to meet up with someone I met when I was at college, to see her and her husband tonight. My mom told me to have a good time, and not to drink and drive. I told her I was going to take a Uber there and back, but added that I may stay the night if it gets too late.
I got to their house and was greeted at the door by Summer. She told me where to go to put my things and get naked, and handed me a mask. I looked at her and asked what the mask was for. She told me to save myself for later. And that there were going to be some local celebrities there and she would point them out for me, and the masks were so that no one knew it was them.
I came out of the room and looked around. There were some people their talking and drinking; and waiting for them to start the party. I was the youngest one there by far. At 8:00pm, Summer came and found me, and took me to a room that two hot MILFs were in, and we got the party started. After an hour with the two of them, the four of us came out of the room. Summer and I got some drinks and sat down on the couch and looked over at the people having fun.
I told her that she had to tell me later who the two women were. She told me she would after the party. We sat there talking, and that's when I heard the front door open. After several minutes, a hot blonde comes into the room and says hello to me and Summer, before going over to a couple sitting at the end of the room.
As I saw her walk away, my heart stopped as I saw the small lips tattoo on the blonde's ass. I looked at Summer and asked her if she knew everyone at this party. She told me she knew everyone and if she didn't they wouldn't be here right now.
I looked at her.
"Can I ask you something?"
Summer replied, "Sure, ask me anything."
"Okay, so when we first met, at Anna's house that night, you two had some time together as I stood by and watched."
"Yeah, I remember. It was hot."
I continued, "I know that night wasn't your first time with her. So, was it just in the moment, or are you into that thing?"