My name is Brandon. I’m 28, tall, athletic and single. I’m a concert sound engineer for several rock/pop stars, one or two of whom you’ve definitely heard of. I’m usually working one tour after another but, as fate would have it, I find myself with a two month break as my artists are between tours or working on their new albums. I’ve decided to use this time to go back home and visit my Mom. She’s been widowed three years now and I think a visit from her only child would be good for both of us. I’m unattached right now, although you can understand that in my line of work I get my fair share of action. I just haven’t met anyone yet who makes me want to settle down.
Mom (her name is Maryanne) is 56 and lives a pretty active lifestyle. She was a teacher for 32 years and retired after the accident which killed my father. Between my father’s insurance, his investment portfolio, her pension and the settlement she received from the accident, she’ll never want for anything the rest of her life. She lives pretty simply, though, for someone worth eight figures. She mainly travels with her two best friends Jeri and Brenda. They were teachers as well. Mom taught elementary school, while Jeri taught junior high and Brenda taught at the high school. I had a crush on both women at two different times, as each taught a class I was taking. As I remember them, they were both beautiful, although it had been some time since I had seen either of them. They were the same age as Mom, so I wondered what they would look like now.
I flew into San Jose and rented a car for the short trip to Sunnyvale, my hometown. As I was getting in around six, I told Mom that once I got settled I wanted to take her to dinner. She asked if it was okay if Jeri and Brenda could meet us there. I told her that it would be nice to see them again, so I would treat them as well.
Mom looked great when I got home. She loved teaching, but I was happy that she didn’t have to do it anymore. She just looks happier now. I was worried that when Dad died she would go into a shell, but she seems to have come through that period well. Once I was ready, we headed out to the restaurant. The girls would meet us there.
Once we arrived we spotted Jeri and Brenda standing near the door. They still looked good. A little older, yes, but we all were older. The last time I saw them was at Dad’s funeral. I always wondered why neither of them ever got married. I can’t imagine they were ever lacking for male attention, though.
They both hugged me when they saw me. Jeri was always a little thick around the middle, but with such a pretty face. I remember I used to have a thing for her ass. It was hard not to notice her ass , especially if you were behind her as she walked. It would sway to and fro. Yes, quite a thing for her ass.
Brenda, on the other hand, was tall and slender, with long straight blonde hair. She had some tits on her, though. I always wondered what they looked like. She must have had every high school boy in town drooling over her good looks and good figure.
We had a wonderful time over dinner. The girls all wanted to know about my career, or more specifically, about the people I work for. They are amazed at what I do for a living. It’s no big deal to me, but to them, it’s like knowing a celebrity up close.
At one point during dinner, Mom and Brenda excused themselves to go to the ladies’ room. While they were gone, Jeri asked me if I was seeing anyone. I told her that I wasn’t and her eyes lit up. She couldn’t believe that some good looking woman hadn’t hooked me yet. At one point she leaned close so that she could whisper. “You know, maybe you haven’t met someone who knows how to take care of you yet. Take me, for example.” She winked at me. “I always know how to take care of a man, especially a younger man.”
Holy shit! Was Jeri making a pass at me? There was only one way to find out and that was to flirt right back at her. “Well, Jeri,” I said, “maybe I’ve been looking for the wrong woman. Do you think you could point me in the right direction?”
Jeri looked me up and down. “There’s only one way to find out, isn’t there? Why don’t you swing by my place a little later? You’d be surprised what an older woman can show you.”
I felt myself getting a little hard as she told me that. “I’m going to assume you aren’t pulling my leg, Jeri. I’ll be there if you really want me to.”
“Oh, I mean it,” she whispered. “I’ll leave a light on for you, so you’d better show. Oh, and Brandon, I love to pull legs. Just not the ones you use to walk on.” She gave a little lick of her lips as she said that, a lewd smile on her face as well.
My trip home was already getting interesting.
Mom and Brenda returned from the ladies’ room shortly after. They were gone quite a while and Jeri teased them about getting lost in there. Mom blushed a bit and said something about Brenda and her makeup as they all burst into laughter.
After dinner we said our goodbyes to Jeri and Brenda. Brenda gave me a light peck on the cheek. Jeri didn’t kiss me, but her hug lingered a bit and she whispered “Please don’t forget about my place” in my ear. I wonder if she could feel my growing cock against her as we hugged. She didn’t let on, but the wicked smile on her face told me all I needed to know.
When we got back to Mom’s place I told Mom I wanted to go look up a few people. She understood and told me to drive safely. We would have plenty of time in the morning to chat.
I drove off and headed to Jeri’s house. She had a nice two bedroom ranch home about a mile or so from Mom’s place. One good thing about growing up here is that you know where most people live.
As I drove down her street, I noticed a blue SUV leaving her driveway. That must be Brenda’s car, I thought. She must have just dropped her off. That was good because I knew she would be home and I wouldn’t have to wait for her.
After I parked my car, I walked to the front porch and noticed that the place was dark, save for a light in a window to the far left side of her ranch. I had to think it was her bedroom. I figured that I would find out soon enough.
I rang the doorbell and after thirty seconds or so, Jeri came to the door. She was wearing a long, white silky robe that was loosely tied at the waist. It was parted slightly above her waist and I could make out two prominent breasts. She was smiling as she opened the door.
“Why, hello there Brandon,” she said to me. She made no effort to close the top of the robe. “I wasn’t sure if you were going to show up or not, but I see you didn’t waste any time getting here.”
I gave her a peck on the cheek as I walked inside. “Well, Jeri, I couldn’t ass up an opportunity to get some free advice from an older woman.” I winked at her slyly as I said that.
The living room was dark and Jeri motioned for me to go down the hall to her bedroom with her. I was liking this already.
Once we went into her bedroom, Jeri put her arms around me and pulled me close for a kiss. I wrapped my arms around her and gave her a long, deep, wet kiss. I wanted to see what her reaction would be, and I was happy with what it was. Jeri opened her mouth and gave me her tongue. She really was a good kisser, moving her head from side to side, exploring my mouth with her tongue and giving little moans and sighs to let me know she liked what I was giving her.
As we broke the kiss, I stood back a bit and sized Jeri up and down. “So what can an older woman show me that a younger woman cannot?”
Jeri proceeded to do just that, untying the robe and letting it fall to the floor. Jeri had a nice body, a little thick around the middle, with breasts that hung down a bit. Her curves were on display, and I noticed that her pussy was shaved smooth. Then there was that magnificent ass. She turned around to give me the whole view and my cock sprang to attention when I saw her ass. It was big, yet firm and round. I always wondered what it would look like, and I wasn’t disappointed at all.
I bent down to take one of her breasts into my mouth, sucking and gently nibbling on her firm nipples. It grew even bigger as I sucked it and rolled it around with my tongue. Jeri obviously loved this and threw her head back, moaning as she did so. She offered me the other one and it responded the same. Her hands were in my hair, keeping me attached to her nipples.
“Oh, Brandon,” she whispered. “Come to the bed so I can show you more.”
As she said that, her hands released my head and began working to get me out of my clothes. She concentrated on my jeans while I took off my shirt. Once my jeans were unbuttoned, she pulled them down and let out a gasp at the sight of my cock.
I was blessed with a huge cock, a full nine inches long and very thick. It was all she could do to get both hands around it, but she managed to stroke me up and down. Her eyes were glazed over as she pushed me down onto the bed. I was barely on my back when she got on top of me and proceeded to take me into her mouth.
She began by licking the entire length of it, then rolling her tongue around the head. Once she had given me a tongue bath and my cock was glistening with her saliva, she took the head into her mouth and began to suck hard. Her cheeks caved in as she sucked my cock and her eyes became big as she fought to get as much of it inside her mouth as she could. She was breathless as she worked the head around her mouth, her teeth dragging along the soft underside of my cock. I found myself thrusting more of it into her eager mouth and she was able to take what I gave her.
My cock was now fully erect and she licked a droplet of precum from the tip. As she sucked, she stroked me up and down, completely engrossed with my dick. She was almost frantic in her actions, but I stroked her hair and told her to take her time. She responded by slowing it down and treating my cock as though it were fragile and could break at any moment.
I looked down at her as she lavished praise on my cock, licking and sucking, biting and kissing. You could tell that she loved cocks, because she couldn’t seem to get enough of mine. At this distance, in this light, the lines on her face and hands were more visible. I caught myself wondering what I was doing with a 54-year old woman. Not only that, but also one who was my mother’s best friend.
I must admit to being really, really excited by the fact that she was an older woman. I have always fantasized about older women, although my experience has been limited to two women I met while on tour. Not together, of course, but they were so sweet and loving, something that I can see on Jeri’s face as she looks at me and as she gives me head. With younger women, it’s always about something they feel they have to do, or it’s expected of them. With older women, it’s something they love to do, because the penis is an extension of the man, another part of him to love and cherish.
And that makes all the difference in the world.
Despite Jeri’s objections, I pulled my cock out of her mouth and turned Jeri around. I then straddled her head and fed her my hard, shiny cock. She gobbled it with an attitude, so happy to have it back in her mouth. I fell forward and spread her thighs apart, exposing her already wet pussy. Leaning in, I begin to flick and kiss her lips, making Jeri squirm and moan.
After a few minutes of this, I spread her lips apart with my fingers and dove in deep. I tried to devour her cunt, eating her excitedly. That got her attention, so I slowed it way down and lazily slurped her from front to back. On some of those slurps, I went further and licked and sucked her ass, really driving Jeri wild as I did so. Her sucking of my cock slowed nearly to a stop as she responded to me going down on her. She worked her hand down enough to grab my head and hold it while my tongue was inside her ass. She wriggled and moaned as I rimmed her ass. I worked my tongue around and around until she was nearly screaming. I took that as a good sign to stop.
As I stopped, Jeri whimpered her protest, but she was about to get all of my cock up her pussy. I positioned myself at the entrance and slid in easily. Jeri took all I could give her and my cock was buried to the hilt.
Her eyes were on fire, a wicked smile crossed her lips as she pumped her hips up at my thrusts. She was loving every bit of this, as she licked her lips seductively. It was clear from her aggressive response to my fucking that this was a woman who enjoyed sex. She knew what she liked and went after it.
“Brandon, keep fucking me,” she cried as I continued feeding her nine inches at a time. “God, your cock is so big! Give it to me, honey, give Jeri what she wants. Make me cum, baby, I want to cum!”
I fucked her as hard as I could and she kept taking it, moaning and gasping as she did. She was hanging on, barely able to keep the orgasm from building deep inside her. She twitched as if hit with an electrical shock, jolting around underneath me as the first waves of pleasure swept over her.
“Oh, God, oh Brandon, Oh God! I’m cumming darling, I’m cumming!”
She went completely bat-shit crazy when the bulk of her orgasm reared its head and hit her like a haymaker in a prizefight. She was thrashing about on the bed, crying and screaming as the pleasure took her on a steep dive. Her nails dug into my back and sides as she lost control. I lost control myself, my hot, sticky cum shooting into her pussy. I pulled it out as I was spurting and a couple jets shot over her tits and onto her lower lip. She greedily licked up what she could.
Finally the orgasm waned and she returned to normal, or at least as near normal as possible. I held her as her breathing settled and her body stopped trembling. Jeri had a Category 5 cum, and it took a while for her to recover.
For a long time we lay together, satisfied that we had given each other so much pleasure. I asked her when I could see her again and she told me to come over tomorrow night. An hour later I got dressed, kissed Jeri goodnight and was on my way.
I crept into the house upon returning. Ordinarily it wouldn’t be a big deal, getting in so late, but I wasn’t up to explaining my whereabouts to Mom just yet. It could wait until morning for me to come up with something plausible.
I woke up feeling strange. I had terrific sex the night before with an older woman, yet there was a hint of guilt in my feelings because the woman happened to be one of my mother’s best friends. I don’t know exactly how Mom would take the news that I had slept with Jeri, but I doubt if it would be looked on favorably. Best to be careful and keep this to myself.
That day Mom and I had an opportunity to get out and spend time together. It’s not like we never talked in the three years Dad has been gone, but there’s no substitute for being with someone. We had a great morning together, but my mind was preoccupied with thoughts of last night and Jeri. I wanted more of her, and tonight would be a great chance.
I picked up some chicken at the store with Mom and decided to grill us some dinner, using the recipe that Dad taught me. He had a real way around the grill and showed me all of his secrets. Of course, Mom could tell what I was up to because she always loved his chicken. She was so happy that I never forgot how to do it his way. We ate and laughed, reminiscing about Dad the whole time.
At one point I asked Mom if she had gone out with anyone, dancing around the whole subject of dating. It felt odd, quizzing my mother about dating other men. Mom told me that she had been out a few times, but nothing real serious. She said that Dad wouldn’t want her to hide in her shell or anything, so she was testing the waters. That was more than enough information for me, so I dropped the subject.
That night, I invented another cover story about seeing some friends in San Francisco. So I told Mom not to wait up, that I might spend the night. I told her that I would let her know if I was staying, so that she wouldn’t worry about me. I had always been good about checking in when I was younger, so Mom was happy to see that I would do that for her.
I headed over to Jeri’s house around 7:30. She never mentioned a certain time, so I thought I would just drop in on her. I parked halfway down the block and walked to her house. I noticed a blue SUV parked several doors down on the other side of Jeri’s place, but never thought anything more about it.
I rang her doorbell and, just like last night, Jeri answered it quickly. She was dressed in a robe, but a different one from last night. This was a terry robe and it was tied tightly, leaving no view of her body. Her hair was damp, either from a shower or perhaps from perspiration. Her face was flushed, so I guessed it was perspiration.
“Dear me, Brandon,” she said breathlessly. “You are early tonight. I haven’t had a chance to get ready for you. Why didn’t you call first?”
“Jeri, I don’t have your number,” I answered. “I wasn’t about to ask my mother what it was, for obvious reasons. Besides, you never mentioned a good time to come over. Is this a bad time?”
“Uh, er, no. No, Brandon, this is as good a time as any. Come on in.” She seemed nervous, as though she were hiding something. I was about to find out what it might be.
As I walked into her living room, Brenda came in from the kitchen. She was wearing a loose-fitting camisole and panties. Not exactly the attire I would expect to see for a friendly visit.
“Oh, hello, Brandon,” she said matter-of-factly. “Jeri was just telling me about your visit last night. I told her that I was jealous, but now that you’re here you can show me first hand why she was so excited to tell me about it.” She made no effort to conceal anything, and her nipples were standing at attention.
I looked at Jeri. She had a sheepish look on her face and shrugged her shoulders. “I’m sorry, Brandon. Brenda wanted to know what I did last night and I couldn’t keep it a secret. She wants to know if she can join us tonight. I hope you don’t mind.”
“Well, no, I don’t mind at all. You two were the object of most of my fantasies when I was younger, so now I get the chance to live them out. A question, though. Are you two lovers? I can’t imagine you were longing around in those outfits talking about your favorite books or TV shows.”
Jeri answered my question. “Yes, Brandon, we have been seeing each other for many years now. We are bisexual, but it seems that we prefer each other over men sometimes. Of course, tonight we’ll get to be with a handsome young man who we’ve fantasized about for years.”
“Jeri was just showing me how good you are at eating pussy,” said Brenda. “It’s not the same as having you go down on me, but now I’ll get to find out first hand what made her so excited.”
She came over to me and gave me a kiss, her hands working their way down my body until she found my bulging cock. “Let’s go to the bedroom, Brandon.”
The three of us walked slowly toward Jeri’s bedroom. Their hands were all over me as we made our way. Good God, this was going to be quite a night. I would have to call Mom and let her know I wouldn’t be coming home tonight. These two were going to command my full attention and I planned to give it to them, in more ways than one.
