Any mother would have reservations about her forty three year old friend dating her nineteen year old son, but the situation surrounding her best friend broke Nora Jones’s heart.
Joslyn Hall had been happily married until December 2, 1999. Her husband had admitted to having an extramarital affair and had filed for a divorce. In a little over a week, the split was legally done and her dreams about seeing the end of the 1900s and greeting the 2000s with her high school sweetheart and husband had been dashed and vaporized.
Her moods ranged from resentment to suicidal, but after much support from her friends and professional counseling, Joslyn was stablized and everything seemed on the up and up.
That is until the previous week when she had called Nora and asked if she could date her son Patrick. She explained that before she had met her husband in high school, there had been a boy she had been sweet with in middle school and this boy had looked a lot like Patrick looked now, only Patrick was almost into his twenties.
At first Nora tried to talk Joslyn out of it, but on further thought, Patrick seemed to be into older women. He had admitted last year that he had hit on one of his teachers, who had kindly dissuaded him from pursuing her romantically because she was already in a relationship.
“I’ll see what he thinks, okay?” she had told Joslyn, who was delighted on hearing that.
Patrick was more than okay with it when he was told that his mother’s good friend Joslyn wanted to date him. She had a great hour glass figure and was still a head turner for guys of all ages.
On the morning of December 31, 1999, Joslyn Hall rang the doorbell of the Jones residence. She looked great in her winter gear, especially the tight-fitting blue jeans that accentuated her curvacious figure below the waist.
Nora met her at the doorway and invited her in. They talked shop for a few minutes before Patrick came down the stairs from his room. He put on a coat and he and Joslyn bid Nora goodbye.
As they were turning out of the street in Joslyn’s red Ford Taurus, she asked him, “Are you nervous?”
“A little bit.”
“Don’t be. I won’t hurt you, I promise.”
She gave him a look and they both laughed. That broke the ice.
“Chad says hi from Florida. He and Leslie are vacationing with their father and his new girlfriend.”
Patrick and Chad had been pals in high school and were still friends, although Chad had recently finished his first semester in college.
“I’m sorry about your divorce,” Patrick offered.
“Thanks, Patrick. Your mom and all my friends have been really good to me these past few days and I couldn’t be feeling any better despite the circumstances. I’m feeling great right now, being on a date with handsome stud like you. Don’t tell my kids, okay? Our secret.”
She winked at him and smiled. They laughed again. Whatever pieces of ice had been floating around were now melted away.
“I won’t. Mom told you I’m sorta into older women, did she?”
“Oh, she did. Just my luck, huh?”
“I guess we’re both lucky.”
They shared a smile and came to main street.
“Nora said you had a very light breakfast. How about we have a proper one at Wendy’s?”
“I’d love that.”
They had breakfast at the local Wendy’s and talked about each other. Patrick was a good listener, Joslyn appreciated that and asked him some questions about what he was currently going through.
“…. so that’s basically where I’m at. Just unlucky. Can’t get a girlfriend,” he finished.
“What about me?” asked Joslyn with a raised eyebrow.
“Well, we’re on a date. I don’t know if this is a one time thing or …”
“What does it take to be your girlfriend, Patrick?”
“Regular dates. Kissing, maybe,” he said, blushing slightly.
Joslyn laughed. “Why don’t we head back to my place and I’ll officially make you my boyfriend, hm?”
Patrick turned red and sipped his hot drink. “Yeah, let’s do that.”
They drove to Joslyn’s house. Once inside, Joslyn locked the door and started taking off her clothes. Patrick did the same. With the two of them completely naked, she led him to the couch in the living room. There she parted her legs and guided his head to her pussy. She instructed Patrick on just how to please her. He was a perfect student and brought her to the edge twice before she made him stop and had him sit on the couch.
She kissed his balls and cock for a while before sucking on his balls while stroking his thick hard cock. Joslyn told Patrick he was bigger than her ex-husband. That made him even harder. When she proceeded to sucking his dick, Patrick was lost in a world of ecstasy. All he knew was the sensation of this hot MILF’s lips and tongue on his cock, combined with the ministration of her hands and her soothing, sexy voice. Joslyn brought him to the edge three times before straddling him on the couch.
Patrick looked deep into her green eyes and moaned as she lowered herself on his cock, taking him inch by inch into her wet, warm, welcoming womanhood. Grabbing the back of the couch, Joslyn rode Patrick slowly at first, gazing down at his handsome face and smiling at him. From time to time, she would lower her face to kiss his and whisper something hot to him. This was the most wonderful time of his life and it was for her as well, having a young, hard dick throbbing valiantly inside her while she fucked its owner to both their sweet pleasures.
They both knew it was time to speed up and get more intense when Patrick grabbed Joslyn’s ass and spanked it. She squeezed him inside her harder and rode him faster, moaning as the level of sexual excitement in the living room increased. She felt his kisses on her body and his sucking of her breasts and nipples. It felt amazing. At one point, Patrick was squeezing her boobs with both hands and suckling, engorging himself on her milk. The sensation of breastfeeding this young man turned Joslyn on to no end, her ass continued slamming down on his thighs as her pussy tightly squeezed and fucked his manly rod for all its worth.
They came at the same time in an explosive climax, arms wrapped tightly around each other, his head in her breasts, while their hips naturally convulsed to the tune of their combined juices clashing together.
Catching their collective breath, Patrick looked around and saw bottles of water, energy drinks, and light snacks in a box.
“What are those for?”
Still on top of him with his cock inside her, Joslyn answered, “Since you’re officially my boyfriend, I was hoping you would greet the new millenium with me here. What do you think of that?”
“I would love that.”
“So do I,” said Joslyn happily.
“Just one question.”
“Ask, my love.”
“Could we spend the entire day and evening inside? I wonder if we could have a sex marathon to turn this century over to the new one.”
Patrick looked up at Joslyn for her response. She returned his gaze and kissed him deeply, fiercely. It was a very long kiss. When she was done, she said breathlessly, “Funny you would say that because I had that in mind as well.”
They spent the whole day and night fucking, taking breaks only for snacks and naps before going back to eager lovemaking. When the fireworks burst out in the night sky to signify the arrival of the year 2000, Joslyn and Patrick experienced a loud, earth-shattering orgasm that had them pining for water soon after.
“Happy New Millenium, girlfriend,” said Patrick as he lay on a fur rug with Joslyn in his arms, the two of them looking out the window at the fireworks still going off outside.
“Happy New Millenium, boyfriend,” replied Joslyn with a satisfied smile on her face.
The turn of the century had been good for them.
Source: reddit.com/r/sexystories/comments/fo0d9f/turn_of_the_century_fm_milf_fiction