Your Mom is the Best

urtles53 - 29/10/2026

Alison had just turned thirty-five and was feeling her age. To be sure, she was a very attractive, sexy woman no matter her age. Attractive enough to be a trophy wife for a very wealthy older man. Art was fifty-seven, twenty-two years her senior, and had definitely lost a step sexually lately, just as she felt she was reaching her sexual peak. That was one of the issues that bothered her, but she knew the deal she was cutting when they got married, and Alison had no shortage of material comforts. They lived high and wide. Alison was Art's fifth wife. He seemed to recycle them regularly for younger ones as needed. They had been married five years, about his average before he got a fresh mount, but he was older now, and Alison thought she might be the end of the trail for Art. It wasn't a huge issue, since all his ex-wives scored big when the divorces came. At least he was not stingy in that department. Love was not really in any part of the equation, and they both knew that. Alison was 'arm candy' and played the role well. Art had four kids with three of his ex-wives. All were out of the house, except for Josh, who was eighteen and still in high school when Alison and Art tied the knot. Josh and her never had a 'mother/son' relationship, as they were only a twelve-year age difference between them, and he was still close with his real mom. Josh and Alison were actually much closer culturally than she and Art were, more like siblings. In fact, maybe more like two kids flirting with each other. It became a family joke that Alison was closer to Josh's age than her own husband. They would tease Art all the time about his age, but he was a good sport and really didn't care. Alison actually did tease and flirt with Josh even when Art wasn't around. Josh was a very good-looking young man, and Alison had to admit she was sexually attracted to him. That huge bulge in Josh's swim trunks was an incentive too! She often caught him checking her out, especially around the pool when she was sporting a bikini. She even used to see Josh and his best friend, Jordon, spying on her from Josh's bedroom window. Once in a while she would take her bikini top off to give them a thrill! Josh was now twenty-two and had just graduated college and was off to Wharton to get his MBA. He was certainly a chip off the old block and was a sharp kid. His buddy Jordon was also going with him to Wharton, and they were going to be roommates. They had both been at the same schools together since kindergarten and were BFFs for sure. Now Alison and Art would be empty nesters, and she knew she would miss Josh a lot. She liked having a younger person around the house to talk with and relate to. Josh was cleaning up his room and packing, and it was kind of sad. They were both leaving in a few days, and Alison had planned a little going-away party with just her, Josh, and Jordon. Art was in Europe putting together some business deal. Josh and Jordon had gone up to their lake cottage for one last party with some mutual friends before they took off for Wharton, and Alison was alone in the house. She went into Josh's room to see how the packing was going and to contemplate this upcoming change in her life. She knew the house would seem lonely and still without Josh's upbeat, youthful, and cheerful presence. She sat down on Josh's bed, and a tear came to her eye. Then something else caught her eye. Alison spotted a plastic storage box that had 'Ali' written on it in fairly small lettering. She probably would not have noticed it at all, but 'Ali' was what she was called by friends and family. Her curiosity won handily, and she decided to pry a bit and see what was inside. Little did she know what a Pandora's box she was about to open. Inside, she found a photo album of herself in various stages of undress. Topless at the pool, shower photos, her dressing and undressing, even a picture of her and Art in bed fucking. Josh's hobby was photography, and obviously he was very good at it. There was even one photo of his friend Jordon sniffing a pair of her panties while smiling and rubbing his crotch! So, Jordon was in on it too. Also, in the box were three pairs of her panties that appeared to have been masturbated with and a diary. She was almost scared to read an entry, but she couldn't stop herself now. The diary contained some very well-written sexual fantasies about Josh fucking her. Jordan even showed up in a couple of scenarios as they double teamed her. Alison read all of them and became totally aroused by the prose. Josh was a very good writer as well as a photographer. She had known there was some sexual tension between them, but she had no idea the depth of his lust for her. Now that same lustful feeling was overtaking her. In two days, both Josh and Jordan would be here for their going away party. This would either be the most awkward night of all time, or the very best single night in all three of their lives. Alison had some thinking to do. Actually, that thinking didn't take too long. Alison's sexual drive and sense of adventure took over quickly. She planned to fuck both Josh and Jordon at the same time. After all, Josh had already written a story about that scenario. She had not had a good tumble in the hay for quite a while now and needed one badly. The funny part was she didn't even think Art would mind that much, as he was a real pervert at heart. Now the planning. She Instantly came up with a creative and fun strategy of her getting 'seduced' by Josh and Jordan. Alison carefully removed the one story about Josh and Jordan fucking her from the box. She decided she would set the stage, just like in the story, and turn it into a play. The seduction happened in their home, and the sundress described in the story was actually one that she owned, one that Josh always complimented her on. This project was going to be fun! Alison told Josh to come over with Jordan around 4 pm, the exact time in the story, and they arrived right on the dot. She could see they were both pleased with her sundress, and she maybe even detected Josh making the connection to the story. For sure, the stage was set. They all sat around the pool for a bit and had a few drinks before going inside a little drunk and continuing the party, just like in the story. Jordan broke out a joint and passed it around, just like in the story. The flirting increased with a few double entendres, just like in the story. She was sure Josh must have felt like he was in the Twilight Zone by now, but it was just beginning! Alison got up from where Josh and Jordan were sitting at the dining table and went to the kitchen counter and pulled out the story Josh had written about her being double-teamed by them. "Gentlemen," Alison said with a sly smile, "I have an oral presentation for you in honor of you both becoming fine young men on your way to graduate school. I want to make this night one that you will never forget, and I am betting I can! I am going to read a story written by my talented and handsome stepson, Josh, entitled "Josh, Your Mom's the Best". Josh jolted as if he had just gotten an electric shock. As Alison started to read the story, Josh began to squirm a bit, but Jordan was amused right off the bat. She read it slowly and very dramatically for emphasis and effect, but also added a comical tone at times to lighten the mood. Eventually, even Josh started to smile as he realized his gig was up. Both Josh and Jordan also realized how this evening had been planned by Alison to exactly resemble the story so far. Both their minds were spinning with the possibilities at hand. She stopped reading the story halfway through, ending with the paragraph below. From here on out, it would be an improv piece. "Josh returned from the bathroom and discovered Jordan had his stepmom pinned against the fridge with her hands held above her head and was forcibly kissing her. With her arms raised, her sundress rode up, exposing a pair of matching red panties. She was squealing a little and showing some resistance, but that soon faded even by the time Josh got to the fridge to make sure she was OK. Jordan had let go of her arms, and they were now wrapped around him as she returned his kisses passionately and started moaning. There was no way Josh was going to let Jordan fuck his stepmom without him getting in the action too. After all, they were not blood-related, and it was time his fantasy was fulfilled." "Now, Josh, don't you have to go to the bathroom?" Alison asked with a sly smile as she laid the story back down on the counter, "I'm sure Jordan will keep me good company until you get back. Then we can continue the story in real-time. I know you know the plot." Josh dutifully went to the bathroom, and when he came back, sure enough, Jordan had Alison pinned up against the fridge, kissing her as she squirmed and pleaded, "No, this isn't right, Jordan!" As soon as they saw Josh, she dropped her arms and started passionately kissing Jordan back, right on script. Jordan was a great actor too and really getting into his part! Josh knew the script by heart from here on out. He walked up to them to make sure Alison was OK. She was extra OK and turned and kissed Josh right on the lips. The surreality of this situation suddenly hit all of them. Alison had to giggle as she took both Josh and Jordan's hands and led them to the guest bedroom down the hall from the kitchen. The excitement of all three of them having their fantasy about to be fulfilled was electric! Once there, Alison jumped on the bed laughing as Josh and Jordan joined her. Suddenly four hands were all over her in a feeling-up frenzy. Jordan wasted no time and quickly lifted Alison's sundress over her head as Josh ripped off her panties. Now Alison was completely naked as the boys licked their lips in appreciation of the beautiful sight lying in front of them. Fantasies were about to be manifested! Josh and Jordan both began kissing Alison's face from both sides as their hands roamed her tight and sexy body. Jordan instantly went downtown and started eating out Alison's now moist and excited pussy as she bucked against his face. Josh stayed up top and bent over and began kissing her face and sucking on her tits. All Alison could do was smile and moan. The first orgasm ripped through her as she shook and spasmed. It was obvious all of them had read the story and were sticking to the script! Josh and Jordan then pulled Alison up on her knees and stood on either side of her as she alternately sucked their cocks. Jordan was hung like a horse too, so Alison's work was cut out for her! She smiled, sucked, and slurped away as the boys moaned and gave words of encouragement. Then the famous words and title of the story came out of Jordan's mouth, "Josh, Your Mom's the Best!" They all had to stop and laugh. This was even turning out better than the story! Jordan then turned Alison over on her knees and stuck his cock into her now steaming cunt doggie style as she squealed with passion. He was slamming her like a pile driver and just repeating, "My God, this pussy is so good!" Josh took front duty, kissing her face and tits until she pushed him back and started to suck his cock, taking it all the way to the hilt with her deep throat talent. Josh's mantra during this was just repeating "Oh fuck!" Between sucking, she would rise and kiss Josh on the lips as they looked into each other's eyes, realizing what an incredible moment this was for all of them. Now Alison straddled the now prone Josh cowgirl style as Jordan took over in front, kissing her deeply right before offering her his huge cock as he shoved it in her mouth as she bent over. They were all a fucking machine now, in perfect rhythm with all the slapping, slurping, and moaning. Another intense orgasm ripped through her, and right after, Jordan kissed her passionately on the mouth again. She was impressed that the boys hadn't cum yet either. They were in complete control of the situation, much to her delight! From there on out, the boys threw Alison around like a rag doll into all kinds of positions as she alternately moaned and laughed with glee. She had several more orgasms until they put Alison on her back and Josh took her missionary style, and Jordan shoved his cock down her throat for the finish. Josh pounded her until he pulled out and shot a huge load of cum all over her belly, as Jordan unloaded another all over her face as she squealed into one last orgasm. Alison reached up and kissed both Josh and Jordan several times on the lips before she lay back down and smiled. The boys were all smiling too. "Wow," Alison giggled, "That was fun! I can't wait for Spring Break! Can you bring more guys from school?" "Sure, Mom!" Josh joked, "I'll be on the rugby team and can bring them all here! I am sure it will beat any plans they had at home!" They all took a nice shower together in Alison’s huge bathroom with much kissing, laughter, and joking. Josh and Jordan even got excited again and bent Alison over the shower bench and fucked her one more time doggie style and came all over her ass. "You guys!' Alison giggled, "Young, dumb, and full of cum! Now I have to take another shower!" It truly was a magical, erotic, and even romantic experience they would all remember and cherish for the rest of their lives.