I grew up in a family with four sons, with me being the oldest and the youngest being born eight years after me. When we were growing up, a lady named Linda would come over to our house to babysit and help with housework three days per week while my parents worked. She did this for years, and obviously became friendly with my family. Now that one of my younger brothers was in high school, two were in college, and I had just graduated, she obviously did not need to babysit any of us anymore. However, she would always have the four of us over to her house around Christmas for a spaghetti dinner, just to keep in touch.
This little tradition was especially nice for me, and I suspect my brother Matt, as we had both tagged her when we were in high school and she was still coming over to the house to watch our younger brothers. I was the first to do so, and once I found out that he had fucked her as well, we ended up double teaming her once at our house. And now every time I saw her, no matter what the environment, I would try to sneak away with her for a few minutes and get a quickie in...for old times' sake, of course.
Linda is about 5'4", slightly over 100 pounds, blue eyes, black hair which is dyed blond, and has a nice, thin body with a great combination of curves and legs for an older woman. The whole time I have known Linda, she has been willing to do almost anything to please you, and I really began to understand how far she was willing to go as I got older. While I'm not sure exactly how old she is, I believe that she was in her late forties when this story occurred; making her the definition of hot, mature MILF.
On the evening we were scheduled to go over to Linda's house for dinner, we all drove over together in the same car. I know that Matt and I had a little something on our mind, but I'm not sure if my younger two brothers had ever done anything with Linda or if they never had the pleasure. Anyways, Matt and I were mumbling about our hopes and ambitions on the car ride over, and I wouldn't doubt that my younger brothers had overheard us to some degree.
After about a twenty minute ride, we arrived at her house and parked on the street. The four of us walked up to the door together and rang the doorbell. After a brief moment's wait, the door opened and our jaws almost hit the floor. A smiling Linda was standing before us at the door in nothing but a skimpy little red skirt that barely covered her ass cheeks, a green, silk bra, and white fishnet stalkings. She wasn't even trying to hide the fact that she wanted to get down and dirty tonight!
"Hello boys!" she exclaimed as we walked in, giving us all a big hug as walked past her into the foyer. "Dinner is still cooking on the stove, so I figured that I could provide you a little appetizer. You know, just to wet your appetite." Wide-eyed stares and lustful expressions of pure desire looked back at her. No one really knew what to say, but I'm sure that the four tents in our pants said all that was necessary.
"Why don't you boys take off your shoes and come on over here to the family room and make yourselves comfortable," she said as she guided us to the room to the right of the foyer. However, just as I slipped my shoes off and was about to make my way into the other room, she gently grabbed my hand and said, "Marc, why don't you follow me upstairs and we can get things started. You're the oldest, so you can get first helpings."
She didn't have to ask me twice! As she strutted upstairs in front of me, her hand still guiding mine, my brothers gawked in lascivious envy as they made their way to the family room. Leaving them behind me, I eagerly turned my attention back to Linda. As she led me up the stairs, I could practically see her pussy lips underneath that skimpy red skirt of hers as she walked. I could hardly believe this was really happening, and I could not wait to get to where we were going!
Once we reached the hallway at the top of the stairs, we did not proceed all the way down to the master bedroom like I had anticipated, but rather she pulled me into a little side room on the left that had nothing but empty carpet space on the floor. After entering, she locked the door behind us and wrapped her arms around my neck. "I hope you don't mind this as your Christmas present," she said as she slowly grinded herself up against my already stiff erection and stared seductively up into my eyes.
"Baby, I don't want anything else," I replied. She leaned up to kiss me, and I eagerly met her as our lips mashed together. There was no taking it slow; our tongues were tangling in the crevasses of each other mouths in no time. There was barely a moment to breath as I grabbed her ass with one hand and wrapped the other around the back of her beautiful blond hair. I pulled her in close, and my raging boner was soon pressed up against her bare stomach. As we continued to make out fervently, my cock ground against her body, itching to get out of my pants.
She then pulled her mouth away and broke our embrace, and turned herself around in my arms so that the rock hard bulge in my pants was right up against her ass cheeks. I once again pulled her body in close to mine and gyrated my hips right up on her. She knew that I was more than ready to go.
After rubbing my arms for a moment, she bent over in front of me, pushing her rear end right up against my crotch. As she did so, I took my shirt off in anticipation of what was to come. She then turned to face me and said, "I saved my ass just for you, because I know how much you love it. You're going to be only one who fucks me there tonight. But first, I have to lube you up."