Jack and I have been best friends for as long as I can remember. We are actually more like brothers than friends. Neither of us have siblings, so we probably subconsciously rely on each other to fill that gap in our lives. When we graduated from high school, we joined the Navy together. After we finished our schooling, we were assigned to different ships and went our separate ways.
Jack and I wrote to each other for awhile but the letters eventually stopped coming. A few days before my enlistment ended, I bumped into him in the Enlisted Men's Club at the Norfolk Navy Base. If not for that fortuitous turn of events, I probably would not have a story to tell. Because we had enlisted at the same time, our enlistments ended at the same time. Jack was as eager to get out of the Navy as I was. We celebrated a little too hard that night.
Jack bought an old jalopy for the drive home and invited me to ride along. By sharing expenses and driving, we both saved money. After an uneventful trip, Jack and I pulled up in front of my house. I insisted that he come inside to get reacquainted with my mother.
I wasn't prepared for what I saw when Mom opened the door. She had always been very attractive, but while she was married to my father she didn't pay much attention to her appearance. But after the divorce, she reinvented herself. She trimmed off a few pounds, bought some stylish clothes, and had her hair done in a trendy style. Standing in the doorway was one of the sexiest, most beautiful women I had ever seen.
Mom and I held our embrace a little longer than is proper for a mother and son. She wasn't wearing a bra and I could feel the warmth of her big soft tits through the thin material of her blouse. She gave Jack a friendly hug and invited him in. She ushered us into the kitchen and served us frosty bottles of beer. Jack could hardly take his eyes off of her. I should have been pissed at the way my buddy was ogling my mother's cleavage and ass, but I only felt a growing sense of excitement. Jack declined Mom's invitation to stay for dinner. The first thing she said after he left was, "Your friend is certainly handsome now that his skin has cleared up."
Over dinner, Mom told me all about what she called her "brand-new life". She had gone into real estate sales and had become very successful. That explained the designer clothes and the expensive new furniture throughout the house. She insisted that I live with her for as long as I liked, and that I take my time in finding a job.
Mom and I chatted as we watched TV together. Her perfume was very distracting and so was everything else about her. I got a hard-on whenever she crossed the room. She had learned how to do a "model's walk" and it really was hot. That night in bed I had to jack off twice before I could get to sleep.
Jack called the next day and asked me to meet him for a few beers at Clancy's Tavern. We shot some pool, watched some baseball, and put away a few drafts. I could tell that my friend was eager to change subjects, and he did as soon as we settled down in a booth for some serious drinking.
"Damn, Larry, your mother is drop-dead gorgeous," he said. "I remember that she was a babe when we were in high school, but she is really something now. My Mom looks a lot hotter now, too, since she got rid of Dad."
He pulled a picture out of his shirt pocket and handed it to me. I immediately recognized Jack's mother Stella, even though there had been many changes in her appearance since I had last seen her. She was at the beach clad in a modest two-piece bathing suit that showed off her curves to perfection. She had struck a sexy calendar-girl pose for the camera.
"Damn, Jack, I'm getting a hard-on," I confessed.
"That's okay, buddy. I got more than one while I was checking out your Mom. I had to jack off before I could get to sleep last night."
"Yeah, me, too. Can I keep this picture to jack off with?"
"Sure, keep it. Look, buddy, I have a great idea," he said. "Mom's birthday is tomorrow and I'm taking her out to a nice restaurant for a fancy dinner. Why don't you guys come along?"
I accepted his invitation and the four of us met at the best restaurant in town. I struggled not to ogle the blonde bombshell sitting across the table from me. The picture Jack had shown me didn't do her justice. Damn, was she hot! Mom (her name is Connie) and Stella had been casual friends for years, but that night they really bonded. By the time we finished our coffee and went to the bar for drinks, they were like best friends. As we wound our way through the tables, every head turned in our direction. I thought my chest would burst with pride.
Mom invited Jack and Stella back to our place for drinks. When Mom found out that Stella was a Bridge player, she insisted on a game. Bridge was one of Mom's favorites, too. Those two certainly had a lot in common. If Mom and Stella had any faults it was that they were a little too free with the bottle. Both of them got a little tipsy, and Jack and I swapped winks when Stella asked us if we had visited any whorehouses while we were in the Navy. It just kept getting better and better.
Our Bridge games became a regular weekly occurrence. Jack and I hated the game but we played because it gave us an opportunity to ogle our mothers. As soon as the girls had a few drinks in them, they began to flirt with us. Stella was fond of using not-so-subtle double-entendres to tease me. I had to struggle to concentrate on the game and to keep my dick from rising.
Jack and I were at Clancy's one evening having a few pints and shooting the breeze. "The next time we play cards I'm going to make a run on your Mom," he said. "Do you have a problem with that?"
"Hell, no, as long as you don't mind me making a run on yours."
We came up with a devious plan. Our Bridge games always stopped promptly at ten so Mom and Stella could watch their favorite nighttime soap. I always taped the program in case Mom missed any of it because of a phone call or other interruption. I loaded a porno tape into the VCR beforehand, and when I pretended to start recording Mom's program, I hit the play button instead. The soap opera disappeared and was replaced with a raunchy orgy scene.
"Oh, my God, I'm so sorry," I said. "I was watching that this afternoon and forgot to take it out. I'll turn it off."
But before I could hit the stop button, Stella said something that Jack and I had been hoping to hear.
"Oh, no, leave it on. I've heard about these but I've never had an opportunity to watch one. Let me satisfy my curiosity."
Sitting beside my mother watching porno was the wildest thing I had done in my life until then. The tape was really hot, and I wished that I had chosen something a little less raunchy. But it worked just the way Jack and I had hoped. Mom and Stella began exchanging comments about what was happening on the screen.
"Wow, what a mess," Mom said, after a very sloppy cum-shot.
"Yeah, that thing was like a firehose," Stella said with a giggle.
We watched the entire tape, and Mom and Stella loved it. Jack looked over at me and winked. I could see that he was terrified. I wondered if he could overcome his fear enough to make his move. He rose to his feet and stumbled toward Mom. His dick was so hard that he couldn't walk upright.
"C..c..c..come on, C..C..Connie," he stammered. Mom's jaw dropped and she looked over at me. I didn't see anger or shock on her pretty face, only the same look she gets when someone pays her a compliment.
"Don't look at me, Mom," I said.
Mom got to her feet and led my best friend to her bedroom. Stella and I sat quietly for a few minutes, and then she began to giggle.
"Well, wasn't that special?" she said. "Well, it's just you and me, Larry. I don't suppose you would be interested in screwing an old hag like me, would you?"
"You're one of the most beautiful women I've ever seen, Stella," I said. Then I took her by the hand and led her to my bedroom. She let me undress her, and I felt her up at the same time. Her tits weren't especially big, but they were just the right shape and had the right amount of sag. I finally had her down to her panties. I knelt in front of her and yanked them down. My cock nearly ripped through my zipper when I saw the full bush on her pussy. She grabbed me by the ears and pulled my face right into her sweet-smelling snatch. I ran my tongue up and down the slot and swirled it around the nubbin at the top. I hoped that my enthusiasm would make up for my lack of experience.
"Oh, yes, baby," she said. "I love that long, silky tongue. I really look forward to teaching you how to eat pussy with finesse."
She flopped down on the bed and spread her legs. I nearly broke one of mine getting out of my pants. I tried to mount her but she pushed me away.
"You wouldn't last a minute, baby, and I need a lot more fucking than that. I'll suck the first one out of you. Once we get that one out of the way, I'm sure you'll last longer."
Stella's mouth was warm and very wet. I had had my cock sucked by a few whores while I was in the Navy and a couple of sluts in high school, but none of them had been as good as Stella.
"Grab me by the hair and push my head up and down," she demanded. "I like my sex a little rough."
If I hadn't done as she asked, I probably would have lasted a little longer. I grabbed a handful of her hair and pushed her pretty head down on my cock until it hit her throat. That sent me over the edge.