I have always been a fun loving confident guy. This is a true story of my account with my friends' mom. She was one of those hot moms that any boy would have a crush on growing up. I masturbated to thoughts of her many times over the years. Even as an adult she has been the lady in my thoughts as I pleasured myself.
I learned that she was going to have a bachelorette party a couple of nights before her wedding to her new husband. I took it upon myself to surprise her with a little strip tease. She and I would play little flirty games and tell dirty jokes to each other and just had a good time whenever we were around each other. That's why I felt comfortable doing what I did. I showed up to the house dressed as a pizza delivery guy with a pizza and everything. I kinda busted in and she of course knew it was me right away but her friends didn't all know me. Anyway I started dancing and stripping. I got down to my banana hammock underwear. I started dancing really close to her and grinding against her. She and her friends were having a great time and so was I. As I was dancing with the maid of honor she was rubbing all on my butt. All at once the ladies felt it was okay to rub all over me. I can't lie; although they were all older than I was I loved the feeling of all the hands on me.
I found myself with a woody that I couldn't hide. All at once my friends' mom just reached over and started rubbing all over it through my underwear. I was embarrassed and turned on at the same time. I backed up a little to get out of reach and turned away from the group. She got a little carried away so I was going to just dismiss it from my mind. But she didn't stop there. My friends' mom stood up behind me grinding and dancing against me and was reaching around to hold onto my crotch like it was a handle or something. Out of shock I stopped dancing and kind of covered up the goods. We were both laughing but for different reasons. She reached up and hugged me around the waist and we kept dancing for the ladies.
As soon as I put my hands in the air she reached into my undies and had her hands full with my penis. She gripped tight and wouldn't let go. At the same time she reached in with her other hand from the side and started playing with my balls. In the meantime her friends are cheering on the whole thing. She got 4-5 good strokes in before I managed to break away. I'm glad she stopped when she did. A few more moments and I would have had an orgasm right in her hands. Although that would have been a dream come true literally I just couldn't let it happen. I went into the kitchen to get dressed and left out the back door.