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."
With the most licentious, lustful look in her eyes that I have ever seen on a woman, she slowly turned around and got on her knees in front of me. Taking off her silky green bra and tossing it to the side, she then went for my pants. Undoing my belt and my zipper with her petite hands, they soon fell to the floor and I stepped out of them. Next came my underwear. My raging boner popped right out into her face, which made her smile even more. She glanced that devious smile up at me one more time, and then slid her head forward to take my manhood into her mouth. As her warm lips engulfed the head of my cock and she began to lick around its' head, I instantly felt my knees weaken as I moaned out in pleasure. She slowly started to bob her head back and forth, letting her soft lips and her moist tongue work their magic. After a few moments my hips pushed forward, slowly feeding her some more of my 7 inch penis. She willingly and skillfully accepted my advances, and glanced up at me with her baby blue eyes as she did so. She then placed one of her little hands tightly around the base of my shaft and took the rest of my cock into her mouth each time her head went forward. Her pace began to quicken, but her tongue was still skillfully working the head and tip of my meat as she sucked. The entire time her innocent little eyes were glancing up at me and my moans of ecstasy. She may have been pushing 50, but the head she gave was as good as any on this earth. I felt like I was coming to cum soon, so I put a hand on the back of her head and really began force-feeding her my cock. However, she did not want me to explode in her mouth, but rather wanted me to take her ass. She knew I was close, so after a few moments she pulled her head off.
She then leaned back, turned around, and got down on all fours. She then reached back and spread her butt cheeks, exposing her beautifully tight little rosebud to be. She licked two of her fingers and slowly began to finger her rear hole, preparing it for the onslaught that was surely about to come. As I stood there watching this stunning scene from a few feet away and gently stroking my moist rod she glanced back at me, ass cheeks spread apart, and said, "Come and have your way with me."
I was on it! I got on my hands and knees and approached her from behind. Leaning forward, I licked all the way from her pussy right up to her asshole, and then spit a giant glob of saliva right where I had left off. I worked it around with my fingers for a few moments, and then placed my bulging penis at the entrance to her rear end. She put her face down on the carpet, submissively glanced back at me, and used both of her hands to spread her cheeks. Not being able to wait any longer, I pressed my cockhead right up against her asshole and plowed it forward.
"OOHHH MARC IT'S SO BIG! OH IT'S SO BIG!" Linda pelted out as it popped right in. She was as tight as can be, and I kept ramming my piece forward. "OOHH, UUHH, UUUUHHHH, BABY, AAAAHHHH," she kept shrieking out as I worked my way deeper and deeper into her. I was in heaven. After I had gotten my cock about one third of the way in, I slowly pulled out, admired the beautiful gape that I had just made, and sent another giant gob of spit onto her rear hole and plowed back in. After slowly and gradually pressing forward for a few moments I had about half of my meat in her. She was loosening up just enough for me to start sawing in and out of her, so I began to speed up my thrusts. I grabbed onto her hips for leverage, and went to town. Every time that I plowed into her I was plowing her face down into the carpet, which caused her to moan and in pain and submission.
"You like getting fucked in the ass, don't you baby? You like that fat dick in there?" I implored her with each degrading thrust.
"Oh yes, daddy. Give it to me, daddy. Give me your fat cock," she whimpered back. I then grabbed both of her hands and held them together at the wrist on her back, leaving nothing but the side of her face to bear the weight of her body as I seemingly fucked her into the ground. I could feel the inside of her ass tightly gripping my bulging cock with each thrust, and then it struggling not to rip as I continued to ruthlessly plow in and out her. I then got up on one knee to get a better angle at her ass, and really started to go to town. Almost my entire length was disappearing into her, and her cries were as loud as ever. Then I felt her body tighten around my rod, and it sent me over the edge. I rammed my cock forward one last time and held it there, slowly humping as I felt my balls tingle and a huge load of hot cum rise through my manhood. My hips thrusted forward and as I exploded into her, she squealed out in sexual ecstasy as she felt stream after stream of my spunk get deposited deep in her insides.