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MATURE SEX

Crisscross Ch 01

Crisscross Ch 01

by reardon1
19 min read
4.73 (29600 views)
adultfiction

Prologue

"Hey, Mark. Wanna race?"

"To the other end or back?"

Sophia Russo opened her eyes to see her son and his friend wading in the pool by the edge of the deck. They were both 20 years-old and in between their sophomore and junior year of college. Their summers consisted of part-time work, playing video games, and showing off in front of the girls at their community's pool. As they raced, she noticed the girls - perhaps a little younger than the boys - watching with interest. As they hit the halfway point, Mark, her son, had a small lead. But, with half a pool length to go, Tim, who was leaner, knifed through the water and won the race by inches.

"You got me this time," Mark said, as they gave each other fist bumps.

Sophia looked over at her friend (and Tim's mom), Siobhan.

Siobhan O'Connor lifted up her sunglasses as Tim pulled himself up the ladder. "I've always said you would have been great on the swim team instead of running around like a crazy person playing soccer."

"Yeah," he replied, "but I like team sports more."

Sophia couldn't help but notice Tim in his bathing suit. He was lean, cut, and fair skinned like his mother. His touseled, sandy-blond hair and green eyes left plenty of young girls wanting to snag him, Sophia was sure of that. She looked over at the girls. Yup.

Mark pulled himself up, his athletic body evident to everyone, including Siobhan. She let her eyes linger on his broad chest and muscular arms. If I was 20 years younger, she thought to herself with a laugh...

- - - -

Two weeks later

Siobhan cursed to herself as she pulled into her driveway following another dud of a first date. The guy she had met for drinks, Alex, was a friend of a friend.

"I have a good feeling about this one," Linda had said. "Tall, good-looking, and a single dad."

To Linda's credit, Alex was tall and a single dad. Good-looking, however, was a bit of stretch. He was decent-looking in his own way, but there wasn't a spark between them - at least from Siobhan's perspective. Alex seemed perfectly nice, but Siobhan wasn't looking for nice; she was looking for something a little more...exciting. She had a son and he had a father. Although now divorced for almost three years - the result of them both drifting apart by prioritizing work and their son over their relationship - they raised their boy together. Siobhan didn't need to find her 20 year-old a step dad. But, after three years of spotty companionship, she did need to find someone that could satisfy her very real needs.

She sighed as she undressed. At 43 and of Irish descent, Siobhan had long red hair, fair skin, and an athletic figure born from good genes and an active lifestyle consisting of daily trips to the gym and hiking. She could still turn the heads of guys 10 or more years her junior and she sometimes wondered what it would be like to indulge in having her way with a 30 year-old or younger.

It had taken her some time after her divorce to venture back into the dating scene; the results had been mixed. She had gone on a few dates and even dated a guy for a while. But he wanted to move in and take their relationship to a level Siobhan wasn't ready to handle. He was nice, handsome, and successful. If she had been looking for something more serious, perhaps she would have been more open to the idea. However, at the time, she was still less than two years removed from her divorce. What Siobhan needed then - and needed even more now - was a good fuck without commitment. Was it time to try something new? Something more...daring? Like satisfying some 20-something's MILF fantasy?

Dismissing the idea for the time being, she changed out of her clothes and into a t-shirt and shorts. Tim, her son, was hanging out with friends that evening. It was summer and he was about to enter his junior year of college where he was studying biology. How time had flown, she thought, as she poured herself a glass of the Chardonnay she had kept in the fridge. It was just past nine in the evening; not too late to call on her neighbor, Sophia.

- - - -

With her son out of the house, Sophia had decided to pamper herself - first with takeout from her favorite Thai restaurant, then a hot bath followed by an erotic short story to get herself in the mood. On this night, she chose one of her go-to fantasies - a May-December affair between an older woman and her 19 year-old former student. Placing her phone (and the story) to the side, Sophia lay naked on her bed. She caressed her ample breasts, squeezing them and letting her fingers graze across her sensitive nipples. She let her mind drift to a recent memory of her young neighbor at the pool as she closed her eyes. She imagined his hard body pressed against her soft curves; his strong hands grasping her ass; his hardness penetrating her folds. Sophia slipped a finger inside and sighed.

That's when she heard her phone buzz.

"Fuck!"

She had obviously forgotten to put her phone on "Do Not Disturb."

Glancing to her nightstand, she saw that it was a text from Siobhan.

Siobhan: Free to talk?

Sophia could always pick up where she left off later. If her friend was texting at this time of night, she needed to talk about something. Groaning in frustration, she picked up her phone.

Sophia: Sure.

Pausing for a moment, she slipped on a pair of shorts and a long-sleeve t-shirt, then sent another text.

Sophia: Want to come over?

Five minutes later, Siobhan knocked at the door, a bottle of wine in hand.

"I just opened it," she said, crossing the threshold.

"I'll grab a couple of glasses."

After they had settled on the living room sofa, Siobhan asked, "Where's Mark?"

"Staying over a friend's place for the night. Tim?"

"Same. I think they're all playing video games."

"Of course they are," Sophia remarked with a roll of her eyes.

Siobhan had resided in her house since before Tim's birth. It had been five years since Sophia and Mark moved into the neighborhood following her divorce. Through their shared experience of being single mothers of teenage sons, the two women formed a strong bond. Their sons had even become good friends.

"Didn't you have a date tonight?" Sophia asked.

"Yup," Siobhan said, taking a sip from her glass. "Hence my text."

"That good, huh?"

"How is it that neither of us can find someone worth more than one or two dates lately?" Siobhan asked, almost rhetorically. "I mean, look at us!"

They both laughed.

Sophia was a striking woman. Just a year older than Siobhan, she was a mix of Italian and German with olive skin; long dark hair; and a fit, curvaceous figure. She and her ex-husband maintained an amicable relationship as they raised their son together. Since the divorce, she had entertained a handful of suitors but only one had lasted more than a couple of months.

"Tell me about it," Sophia replied. "I don't need a second husband. A good lay from a young stud would suffice."

Siobhan almost spit out her wine in response. "Sophia!"

"What? At this point, wouldn't you like something uncomplicated like a young stud not looking for marriage?"

Siobhan recalled her earlier thoughts and was a little surprised her friend was having similar ideas.

"I have to admit the idea does have merit," Siobhan said with a laugh. "But, I don't need to be teaching some college kid the art of cunnilingus."

It was Sophia's turn to laugh. "There is a happy medium," she replied. "I'm sure there are young guys out there who are eager to please and have the skills to get the job done."

After taking another sip of wine, Sophia continued, "Now that I've had a couple glasses of wine, I will admit that I've been thinking about finding a young guy to have some fun with." I'll leave out the fact that I was just fantasizing about your son, she thought to herself.

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"You are so bad," Siobhan said.

Before Sophia could respond, there was a sound at the door.

"Mark?" Sophia called out.

"Yeah, mom."

A moment later, Sophia's 20 year-old son came into the room.

"Oh!" he said, at seeing Siobhan. "Hey, Ms. O'Connor."

Sophia's son was tall like her own son, but instead of the fair complexion of an Irishman, Mark had tanned skin and medium-length, dark hair. He had an athletic build, a handsome face, and piercing blue eyes. He was quite good-looking for his age, Siobhan admitted.

"Hi, Mark! How are you?"

"I'm good."

"I thought you were staying over Jason's tonight?" Sophia asked.

"Oh, yeah, I am. We just came from the mall. Just grabbing a change of clothes."

With that, he went upstairs, and a few minutes later was out the door.

Siobhan found herself imagining Mark's strong hands on her hips as he...

"What is it?" Sophia asked, interrupting Siobhan's thoughts. "You look...flushed."

"Oh, it's nothing. Probably the wine."

Sophia followed her friend's gaze to the doorway. Was it possible that Siobhan was attracted to her son? Of course it was possible, she thought. While Sophia was certainly biased, she knew that Mark was a good-looking young man...and given her own thoughts earlier, she couldn't possibly dismiss the idea.

"What are you thinking about?" Siobhan asked.

"Oh," Sophia replied, "nothing. More wine?"

"What do you think?"

They had finished the bottle Siobhan had brought over so Sophia grabbed another from the small wine fridge under the kitchen island.

Over the next 20 minutes and another glass of wine each, they caught up with what was going on in their jobs and life. They were both in a similar place - single moms and lonely.

"There's something I've been thinking about," Sophia said.

"Oh yeah?" Siobhan said, leaning forward on the sofa next to her friend.

"You know what I was saying earlier? About finding a young guy? What do you think? Really?"

Siobhan laughed dismissively but then considered her friend's idea. "I mean...who hasn't thought about it? But to be honest, I just don't see us going to a bar and picking up some guy in college."

Sophia, tipsy now, nodded. "I couldn't agree more." Did she dare say what she was thinking? Here's what she knew: Siobhan was incredibly beautiful and Sophia would be stunned if her friend hadn't been the subject of her son's fantasies. How could she not be? Guys his age fantasized about women like Siobhan. That was a fact, and lately she had been surprised how often Tim had invaded her own fantasies. Was it really that wrong? She was twice his age, yes; but he was 20 years-old and an adult...a young adult, but an adult none-the-less.

"Here's the thing," she started, "I saw how you looked at Mark," Sophia said.

Siobhan started to protest but Sophia held up a hand.

"Just hear me out," Sophia said. "I have to admit something." She paused, biting her lip. "I sometimes fantasize about Tim."

Siobhan was shocked. "What?! Are you serious?!"

Of course, her mind instantly went to her own recent daydreams and how her body had responded to seeing Mark earlier. Glass houses and all.

"What if...you seduced my son...and I seduced yours?"

Siobhan was speechless and couldn't believe Sophia had spoken aloud such an idea. Sure, she had thought about Mark during fleeting moments of weakness, but it wasn't serious. He was 20 and she was 43! He'd never want to be with someone her age...would he? Her mind went to Tim. She could remember a time or two noticing him checking Sophia out but it still seemed crazy.

"Sophia," she started, then stopped, not sure how to respond.

"What do you say," Sophia said, "to a little swap?"

"Are you serious right now?" Siobhan asked, laughing despite herself.

"Dead serious," Sophia replied. "What do you think?"

"I think you're insane!" She thought about it for a moment, her head spinning, then said, "Wait. Do you think they're still virgins? They couldn't be, right?"

Sophia smiled as she said, "Mark isn't; at least I highly doubt it."

"How do you know?"

"Senior prom," she said. "What I know is he (and I assume his date) went from the prom to Sandler's Bluff that night."

"Wait. Do you track your son's phone?"

"No, not really," Sophia replied, "but we both use the "Find My" feature on our iPhones. He can see where I am and I can see where he is. Anyways, they were there for about an hour. When I saw him the next morning and asked how prom was, he had the look."

Siobhan leaned back and smiled. She knew what her friend meant. Tim had the same look after senior prom himself. "I'm pretty sure Tim had sex that night too," she said.

"And they've both had girlfriends in college, and you and I both know what that's like."

Siobhan nodded. Could she really seduce a 20 year-old college student? Her neighbor and friend's son no less? Fuck, she could feel herself getting turned on thinking about his young, hard body servicing her needs. It was so wrong to be thinking of him like this. And yet...

"Why don't we sleep on it," Siobhan finally said. "If we wake up with clear (and sober) minds and still think this crazy idea of yours is a good one, then I'm in."

"Just like the movie 'Strangers on a Train.'"

"Not even remotely," Siobhan replied with a laugh, "but I get what you mean."

"Crisscross," Sophia said, as they clinked glasses.

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- - - -

Siobhan woke up with a mild headache as the morning's first light filled her bedroom. How much had they drunk last night, she wondered.

As she went to the bathroom, splashed water on her face, and brushed her teeth, she recalled the very intimate conversation she and Sophia had the previous night. While they had talked about their sexual exploits before, they had never spoken quite like they had the previous night. Her thoughts settled on Sophia's insane proposal.

Could she do it? Yes, she could. Would she?

She sent Sophia a text.

Siobhan: Crisscross

Sophia: :-o

- - - -

One week later. Saturday.

Timothy O'Connor - Tim to everyone except his mom when she was mad at him - had just finished several laps at the community pool, something he enjoyed doing as much as his schedule allowed. As he pulled himself up the ladder, he noticed Ms. Russo on one of the loungers. She was wearing a black and white floral two-piece bathing suit with a bikini top and high waist bottom. While she was over twice Tim's age, she had a killer body with nice tits and a fantastic, round ass. Her olive skin glistened in the sun while her long, dark hair framed her face as she lay in the lounge chair. She wore large sunglasses and Tim thought she might be asleep, but he saw her lips curl into a smile as he approached.

"Hey there," she said, her voice warm and friendly.

"Hey, Ms. Russo. When did you get here?"

"A few minutes ago. Wanted to catch some sun and maybe take a dip before it gets too hot."

Sophia took advantage of the fact she was wearing sunglasses to take measure of her friend's son. He was tall, and while not quite as filled out as her own son, he was cut, with a lean-muscled physique and six-pack abs. His legs were toned from playing soccer, and his sandy-blond hair made him look like a surfer as it fell into his green eyes.

Ms. Russo uncrossed her legs, bringing her right foot close to her butt, then began to swing her knee open and closed as they spoke. Tim's eyes instinctively fell to between her legs as she absently fanned her leg back and forth. Her left hand, which had been resting on her knee, fell between her legs. Wearing a bathing suit wouldn't do much to hide an erection and he was starting to feel his cock swell in his shorts.

"What's Mark up to?" he asked, in an effort to distract himself.

"I think he's getting a workout in," she said before standing. Walking past him, she said in a low voice, "I could use a good workout myself," then climbed down the ladder and into the pool.

That's when Tim realized he was as hard as a rock and quickly swiped up his towel before anyone - especially Ms. Russo - could see.

- - - -

Mark Russo had just gotten out of the shower, dressed, and settled on the back deck with his phone when he saw Ms. O'Connor come out onto her deck wearing a floral bikini with a halter top. She looked beautiful, with a toned body; fair, freckled skin; and long, red hair. Mark couldn't help but stare as she began to apply sunscreen on her arms and chest. She seemed to stuggle to reach around her back, which was when she noticed him staring at her.

Shit. Busted, he thought.

He waved like an idiot. "Oh, hey Ms. O'Connor!"

"Mark! How are you?" she asked.

"I'm good. Just hanging out before I have to go to work."

She rubbed more lotion on her flat belly.

"You?" he asked.

"Just trying to get some sun," she replied. "With my complexion, I need to make sure I have plenty of sunscreen." She paused, then said, "Could you...would you mind helping me out?" She held up the bottle.

Mark took a nanosecond to reply. "Sure. I'll be right over!"

"Thanks for the help," she said, once Mark had made his way over. "I already did my arms and my front." Turning to her lounger, she lay down on her belly.

Mark could actually feel his heart thumping in his chest as he watched her lithe body. Ms. O'Connor had no idea how hot she was, did she? Trying to calm himself, he knelt beside her.

"May I...um...move your hair? I don't want to get any sunscreen on it."

"Do whatever you need," she said. "We wouldn't want me to burn, would we?"

"No, Ma'am," he replied.

Such a polite young man, she thought. She wondered if, in the right circumstances, she could unleash another side of him. A question for another time.

Mark took her long, red hair and shifted it over her shoulder, exposing her upper back. Squirting some sunscreen into one hand, he slowly rubbed his hands together before working the lotion into her warm, soft skin.

After a few moments, she said, "Don't be afraid to go under the strap. Actually, this halter top is lovely but with the tie around my neck, you won't be able to put any lotion there. Here," she said, then untied the top, "now you can get my neck too."

Jesus Christ, Mark thought, as he watched the straps to her top fall to the side. Concentrating on the task at hand, he rubbed the sunscreen onto her delicate neck, shoulders, and upper back, which elicited a soft sigh from Ms. O'Connor. He continued under the strap across the middle of her back, and down to her lower back, slowly caressing her skin with a soft but firm stroke. The tips of his fingers grazed the sides of her tits causing her to moan softly.

Fuck, he thought. Stay focused.

"Back of your legs too?" he asked, his hands trembling just a little as he applied more sunscreen.

"Yes, please," she murmured.

Mark decided to start with her feet, massaging the lotion into her right foot and over over her toned calf.

"Mmmm," she moaned, as his hands glided over her skin.

Deciding to work the bottom of the other leg before touching her thighs - the thought of which was making him hard - Mark worked his way from her left foot, over her calf, and to the back of her knee before applying more lotion to massage her thighs.

"That feels nice," she sighed. "You can go harder. I can take it."

- - - -

"Are you still seeing...Oh I can't remember her name. Your mom told me about her," Sophia said.

"Oh, you mean Kelly? Actually, we broke up a couple months ago. I'm not really seeing anyone seriously right now."

Though he did hookup with a girl at a party just before summer break, he thought to himself. A cute blonde in his sociology class that had an amazing ass...

"I bet you have plenty of girls vying for your attention."

Tim laughed nervously, "I don't know about that."

After a long moment, Sophia broke the silence. "Why don't you come back in. We could get a little workout in together...a few strokes around the pool?"

How did she make swimming sound sexy, Tim thought.

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