My mother’s best friend Pippa is a very attractive lady. She has long wavy brown hair, blue eyes, a nice tan, and an exceptionally fit body for a 44 year old woman. Even though she dresses in a very classy and sophisticated manner for her career in real estate, she also likes showing off her sex appeal, wearing tight fitting clothes, as well as skirts and dresses which show off her legs. She has a vibrant and outgoing personality, which has helped a lot in her career and has made her popular in many different social circles.
She had been through a terrible divorce and it wasn’t long before my mother asked her to move in while she recovered and tried to make sense of her life. That was some time ago. In the recent years that we’ve been living together, I couldn’t understand why she was never in a serious relationship, despite men practically throwing themselves at her. However, all of that was about to change…
It started in the middle of a warm Saturday afternoon. Pippa was down the street showing an open house to potential buyers while I stayed at home. She had been there for a while, and since the weather was so warm, I decided to stop by and bring her a cold drink.
But when I walked over there, I was surprised to see that the door was closed and the showing was already over. There was also one car still parked in the driveway. Maybe she was meeting privately with someone and was closing a deal? But as I got to the house, I started to hear something. It was a faint noise coming from inside- something distinct. It was none of my business, but I had an idea of what could be going on in there and I had to be sure. I had to be sure that it wasn’t what I was suspecting.
When I walked around the side of the house, I looked through the kitchen window to see Pippa bent over the dining room table, being fucked from behind. She was still in her business attire, but her pants were down around her ankles. Her blouse was unbuttoned and her bra was pulled up, revealing her large pink nipples as her breasts hung down and swayed back and forth. He was also fully dressed, but of course, his pants were down as well.
I could hear her moan and grunt each time he pushed his cock inside of her. Her mouth was wide open and she grabbed onto the table as he started fucking her harder and bent down to squeeze one of her hanging breasts.
I couldn’t believe what I was seeing. She was having sex with some guy in the house she was supposed to be showing. It was the first time in my life that I had ever gotten a good look at any of her naked body parts, let alone having sex. And I also couldn’t believe that I was still watching it happen. What I was witnessing was so erotic, and so taboo, I just couldn’t look away.
He suddenly pulled his cock out of her and had her get on her knees. She knew exactly what he wanted as she took him inside of her mouth and began to bob her head. But that wasn’t enough for him. He wanted more, so he grabbed the back of her head, and with his hands filled with her wavy brown hair, he started pushing himself deeper into her mouth, forcing her to deep throat as she continued to suck. She looked up at him with her piercing blue eyes filling with tears as she was near the point of gagging; showing him how much she was enjoying it. And she clearly did enjoy it, tasting her own vaginal juices on his cock and having him be so rough with her orally- no matter how degraded she looked.
She then pushed his thighs in order to get him to stop, and said something to him, which made him lie down on the floor. She stood up and took her pants off along with her shoes on straddled him. He held his erect cock straight so that it would be guided directly into her vagina as she sat on him. And once he was in, she began to gyrate her hips, slowly at first, before eventually picking up speed and started to fuck him. She rode him with the same intensity that he was fucking her with just a moment ago. Both of them were moaning hard at this point. Even more as she swayed her hips harder.
Before long, he was yelling at her telling her that he was about to cum. She immediately got off of him and quickly wrapped her mouth around his swollen cock. Her face looked nearly caved in from how hard she was sucking. She grabbed his cock forcefully and jerked him off while she was still sucking, causing him to grunt loudly and fill her mouth with his cum. She kept swallowing it as she continued jerking him off at a furious pace, making sure to milk every last drop of cum from him. And she did too, licking her lips and the tip of his cock clean after she was done sucking.
After that, I headed back home.
I masturbated the moment I got back to my room. For that period of time, I didn’t care that she was my mother’s best friend, I only cared about my own sexual needs after seeing a beautiful woman getting fucked so hard and then swallowing his cum while sucking his cock. But maybe, the fact that she was who she was made it even more exciting. Whatever it was, it felt amazing.
Pippa came back home about 30 minutes after I did. I was expecting to see her looking disheveled, or acting funny after having just having sex, but neither of which was the case. She came back home as if nothing was out of the ordinary. She was composed, and she looked like she had everything together. Her hair was combed, her clothes were neat, and her make up looked fresh. We even talked to each other normally, where she made her normal sarcastic jokes about how she enjoyed working on such a nice day. It was as if she was used to these types of encounters with different men.
And as it turned out, that Saturday afternoon wasn’t the only time that I had fantasized about her. I replayed that event in my head every single day for the next week, masturbating every time. Sometimes I would imagine her in different scenarios, thinking what she looked like while nude in the shower, or having sex in different positions, what she looked like while she masturbated, and even what it would be like if I had sex with her.
Seeing her that once was no longer enough; I needed more. I needed to see or discover something new in order to keep my new found fantasy going. It wasn’t long before my mother went away on holiday and the two of us were left alone in the house for a while.