The Tinder Match Affair Ch. 03

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Newly Single, Alison goes on her 'first' date.
5.4k words
4.57
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Part 3 of the 3 part series

Updated 06/11/2023
Created 11/13/2021
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Gowonzu
Gowonzu
415 Followers

[F4M] The Tinder Match Affair: Chapter 3

Tags: Gentle Fdom, Msub to Switch, Age Difference, Older Woman, Mommy-Dom, Voyeurism, Public Sex, Riding, Handjob, Breast play, almost uncontrollable lust, teasing, Big Ass, worship.

Summary:

Newly divorced, Alison no longer has to hide her ongoing relationship with Andrew. Today is date night and she plans to show off as publicly as possible.

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"So, how do I look?" Alison asked, twirling around in her dress.

Her yellow sundress swished around her legs. She was wearing her favorite pair of black heels that matched her outfit perfectly. A light pink flower clip held her brown curls out of her face. A smile tugged at her lips as if saying: "See how pretty I am?"

Andrew stared up at her, admiring the outfit as well as how she was looking in it. "You look beautiful."

The young man was completely stunned by Alison's look. She was always beautiful, but today she was even more gorgeous, with her bright smile and playful attitude it was hard to believe she was thirty-eight years old. She seemed younger, happier and more youthful these days.

It had been six months since Andrew had first met and hooked up with Alison, during which Alison had eventually left her husband. The prior months had been a struggle at times for Alison with arguments and lawyers. The future was uncertain, not knowing how she will be moving forward or if a relationship with a younger man was going to grow into something more lasting. But today wasn't the day to dwell on these thoughts. With the divorce finalized, Jim had moved out. Andrew was now here, in front of Alison once again, who was dressed up to the nines.

The agenda for the day was a simple one, but also a very important one. Today Andrew and Alison were going to the park, on a date, their first 'official' date. After months of hiding, sneaking around, and having plenty of sex at each other's houses, Alison was finally 'single' again. Meaning there was no longer a reason to hide their affair anymore and Alison could openly show her attraction toward Andrew without fear.

This meant that today was going to be perfect. They had planned it for weeks, Alison was practically jumping up and down when Andrew first suggested a public date. The idea of going out somewhere public for a change was as exciting as it was intimidating. Months of sneaking around had formed there behaviour, so to try and act like a normal couple for once was going to be a challenge, especially for Andrew.

Satisfied with her outfit, Alison walked towards Andrew and kissed him as he placed two hands on her waist. As their tongues intertwined Andrew thought how easy it would be to spend yet another day inside fucking each other all day long. However that would be a waste of a perfectly fine day, so he opted to leave his hands where they were.

"Ready to go?", Alison giggled as she broke off the kiss.

"Of course," Replied Andrew as he dropped his hands, "Ready when you are."

The two walked out the door and headed towards the park, chatting away about nothing in particular.

They arrived at the park about fifteen minutes later, it was a weekday so the park was sparsely populated, beyond the odd late-morning jogger they had the place to themselves.

This didn't stop Andrew from feeling anxious as they walked together. They had never been so public with each other before, so each and every eye that glanced their way felt like small stabs of judgment as if they all could immediately recognize them, knowing what they have been up for the past months.

He could feel the nervous energy radiating off of Alison as they neared the entrance to the park. His heart was thudding against his chest as they walked past some fountain that separated a playground from the main area of the park. Alison was fidgeting beside him and biting her lip.

Andrew drew in a deep breath before grabbing Alison's hand and intertwining their fingers.

"Don't be nervous," Andrew mumbled, more to himself than Alison. "Everything will be okay."

The spent the next twenty minutes enjoying their time with each other, walking in circles, talking and eating snacks. It was all so domestic and Andrew couldn't help smiling at the sight. He hadn't been this relaxed in a long time.

Eventually, Andrew led the both of them into the park, passing a couple of people as they found a picnic bench hidden away in a corner of the park. They sat down and Andrew scooted to one side on the bench, so he could sit next to Alison. She smiled shyly and gazed at him, then leaned forward, connecting her lips with his. The kiss was soft and tender, filled with love and care.

Andrew had kissed her hundreds of times since they had first met, however being able to kiss her in the open light of the day brought a smile to his face. Alison's lips felt wonderful against his and his body was humming with excitement. Alison's hands roamed across his chest, running down to his stomach, caressing him gently. The sound of footsteps approaching made Andrew attempt to back away, his instincts telling him to hide and act natural, only to be met with a forceful tug back by Alison, who was determined to continue the kiss.

Andrew was trapped as a second hand on the back of his head held him in place, between kissing Alison 'acting naturally', the choice was obvious.

He could hear passerby gasp from the pathway behind them as the couple showed no sign of slowing down. Alison couldn't help but smile as she reveled in her very public display of affection. Neither one of them saw the passerby as by the time they had stopped making out, the stranger had left.

Knowing they were now alone only escalated their passion, they continued kissing with vigor until Andrew finally broke the kiss and gasped for air.

"I thought the idea was to have a nice normal date?" He panted. He was still trying to regain control.

Alison stared back at him with hungry eyes. "The idea, was that I could finally show off my boy toy to the public."

Her fingers ran along Andrew's chest again, teasing the end of his shirt, threatening to lift it off him.

He shivered slightly under her touch, he loved how much she could affect him. Before meeting Alison, he would have never considered himself being 'submissive,' yet Alison loved to prod and tease him. Over time, this wore down Andrew's ego and while he still would show an aggressive side from time to time, he knew at the end of the day he was nothing but 'Mommy's Toy.'

"I'm serious," Andrew moaned, struggling to keep his shirt on against her constant tugging. "You said yourself that you just wanted a quiet walk in the park."

"Mmm, and yet here we are." She pressed her lips against his neck, leaving small wet kisses along his throat. She began nibbling her way down to the dip where his collarbones and shoulder joined.

"Pretty naive of you to think I wouldn't try anything."

Her hand had given up on trying to lift his shirt and instead moved lower to softly stroke the growing bulge in his pants. Andrew immediately jerked his whole body forward in response to her change in tactics, scanning the surrounding area for anyone who was watching them.

"Relax..." Alison cooed in his ear, pulling him back down to the bench, "Nobody is going to see us here, and any who do will mind their own business."

Her finger circled around the tip of his erection, teasing the young boy while she soothed him with words. Andrew moaned again, obviously nervous to be doing this in such a public place, yet he made no second attempt to stop it.

In no time at all he was fully erect; it grew painfully hard to concentrate, and his entire body shook at the sensation. With some deft hand movements, Alison exposed his cock and started to jerk him, slowly.

The action was slow, almost torturous as she rubbed her hand against the already hard appendage. Her eyes locked onto his, begging him to move. Andrew let out another involuntary moan as he thrust his hips upwards, wanting to please her. Alison watched on with a devilish grin, taking pleasure in making the young man do all the work. Only moments ago he was acting shy about kissing in public, now he was practically jumping in his seat to get her to jerk him faster.

A mixture of pride and pity brought Alison back to the moment, as she wrapped her fingers tighter around his length and pumped with a tempo that matched his. She squeezed and squeezed and rubbed and massaged and rubbed till Andrew was shaking with want. Andrew could finally relax his hips as Alison took over, her wrist slapping along his thigh with every stroke.

"Don't cum yet," Alison whispered into his ear, nibbling his earlobe as she spoke, "I've got bigger plans than this."

Andrew groaned at her statement, his breathing labored and fast. It could have been so easy to give in to her hand and cum in moments, but the promise of something bigger was all the motivation he needed. Alison continued to rock him, bringing the young boy up to the edge before he finally let go, his body tensing and jerking, moaning softly between kisses.

A few moments passed and she pulled away, giving him a final kiss on the nose, before getting up off of the bench, leaving Andrew with his unsatisfied erection.

"What's the matter, baby?" Alison smirked looking down at her boy toy as he tried to recover from whatever she had done, "Wasn't that enough for you?"

Andrew gazed at Alison as she laughed at his flushed cheeks, unable to find a proper comeback at her remark. As Alison continued to walk forwards, closer to the bushes ahead.

"So what next?" He asked, standing up and covering himself, now aware he was sitting alone on a park bench with his dick out. "What was this plan of yours?"

Alison kept walking further towards the bushes, surveying the location as if looking for something specific.

"Oh, I don't know, it's really less of a plan and more of an idea, I suppose." She responded idly, walking up to a rather thick tree, she stroked it calmly while looking up to see how tall it was. Once finished admiring its height, she walked behind it and disappeared.

Her carefree attitude was infuriating, mainly because of the excited state she had left Andrew in. Every second she took to respond felt like an eternity. Andrew walked closer into the bushes, up to the large tree to see where Alison had gone. He found her on the other side of the tree, facing her with both hands on the trunk. She was leaned forward with her back arched up, her ass, almost exposed at this angle in her dress, slowly waving from side to side.

"I figured I'd just do this and, see what happens." Alison purred, pointing her ass towards Andrew as it swayed.

It was more than apparent that she had decided not to wear any underwear on this date. Her legs were slightly parted, exposing more of her bare skin to Andrew. Andrew clenched his jaw and growled lowly, letting his lust get the best of him, ignoring the idea that there were people who could potentially see or hear them right now. But seeing his girl in her most vulnerable state, naked from the waist down, was just too tempting.

Andrew approached from behind, his hands gripping Alison's waist. His cock was still out and erect, it wasted no time finding its place. He placed the tip near the entrance of her tight pussy and thrust slightly, eliciting a moan from the brunette. Andrew paused briefly, admiring the view of Alison's exposed rear before thrusting once.

It was Alison's turn to moan now, enjoying the feel of Andrew's strong body pressing against hers.

He kept thrusting inside her, moving his hips in time with each thrust. Hands worked their way up her dress and along her body. She turned her head to the side and was met with a kiss.

Soon they were completely lost in each other, making out passionately, touching each other everywhere. It was a long while later when they finally parted, gasping for air.

"You're a bad influence." Andrew smiled.

"Maybe so, but that doesn't stop me from having fun." Alison grinned wickedly back at him.

"No," Andrew nodded.

"Now keep being a good boy and fuck your Mommy," Alison commanded.

"Yes ma'am," Andrew chuckled, picking up the pace even further.

The two continued kissing, not only because of how desperate they were to press all their flesh into one another but also because it was the only way to muffle the escaping noises. Both of them had always been very passionate sex partners, but this time around Andrew seemed especially eager to please, his body moving against her, it was only a matter of time before he was going to hit his limit.

Alison kept goading him on, to fuck her faster, harder and rougher. He couldn't hold back anymore; his control had slipped. He pushed his body further into hers, filling her even deeper as his hand traveled higher, grabbing her hair tightly. He pounded himself into her hard, his body rocking furiously.

"That's right!" Alison moaned out, her mouth free and with no care as to who was listening, "Fuck Mommy like a good boy!"

With every thrust, she pushed back into him. The need to come was overwhelming her and with how much she was grinding herself against him it was obvious she wasn't able to hold out for long. In no time, Andrew reached the same peak of excitement, sending her flying over the edge.

Andrew wasn't far behind, cumming within seconds of Alison finishing. He collapsed onto her back, his sweaty body resting limply on her as he panted loudly. They were both leaning against the tree, still catching their breath, neither of them sure of what to say or do after the intense session they had just shared.

After a few minutes of silence, Andrew pulled himself up and tucked away his cock, then helped Alison to her feet. She readjusted her dress, pulling out a small hair tie to fix herself up. After the two of them regained their composure, they stood silently in the bushes. Andrew became all too aware of where they were, and while they may have been hidden from the average park pedestrian, the tree that they had decided to have fun on was backed onto a fence of someone's private property.

"We should get out of here," Alison said, knowing that anyone on the other side of the said fence would most likely heard them.

Andrew nodded in agreement, as the two quickly walked out of the park together. All the while Alison hoped that no one they passed by would notice the mess that was occasionally dripping out from between her legs, a downside of her 'no underwear' idea.

If anyone had noticed them, they kept quiet, as the couple managed to make it back to Alison's house without any issues. When they finally made it into the house, Alison went straight upstairs.

"I'm gonna shower and clean myself up," Alison told him.

Andrew nodded and headed into the living room, deciding to watch TV instead. His heart with still thumping in his chest, the thrill of such a public act still fresh on his mind. He didn't even notice himself falling asleep once the adrenaline drained from him.

Andrew awoke hours later to a shirt being thrown onto his face.

"Wake up, Baby," Alison chuckled, throwing a jacket to the pile of clothes on him, "Get dressed, or we're going to be late."

The loud sound of clacking from Alison's heels getting closer to the man.

"Wha-?" Andrew responded in a daze, staring at the clothes that were thrown at him, a rather fine dress shirt.

"Get dressed," Alison chided gently, rustling Andrew's hair as she walked by. "I've made dinner plans."

Alison was wearing a provocative red dress with a high slit that exposed her leg as she walked by, complete with matching heels and lipstick. Her hair was perfectly styled with small curls framing her face.

"Wow," Andrew muttered under his breath as he stood up.

Alison giggled as she put on a silver-colored necklace, a small silver-gold heart hanging from it, and turned around to show Andrew.

Andrew pulled himself up from the couch and quickly dressed, the outfit would have once belonged to Alison's ex-husband but Andrew got the feeling that it had been pulled out from deep storage and would not be missed any time soon.

Before long, the two were in Alison's car heading off to their second date today. Alison hadn't even mentioned where they were going, but it looked a bit fancy for Andrew, although he didn't dare comment on that. Instead, he focused entirely on Alison, who while in the middle of driving to their destination, took a free hand to rest on his inner thigh.

This act of possessiveness was enough to make the young man blush, his face warming up. However, he enjoyed the sensation, hoping it was simply the prelude to something more. Unfortunately, nothing else came of the car ride.

When they arrived at the restaurant, Andrew noticed immediately that this was a very fancy-looking restaurant; the décor was luxurious and everything else about it screamed 'expensive'. As they walked in the front door they were greeted by a waiter.

"Welcome to the Gaunt Nopal," The waiter said, inviting the couple in, "Do you have a reservation?"

"Yes," Alison responded, stepping forward. "It's under Alison"

The waiter tapped away at his computer for a moment before looking back up.

"Ah yes, I see." The waiter continued, stepping out to lead the way, "One booth seat for Mrs-"

"Miss" Alison interrupted, putting emphasis on her word.

"Ms. Alison" The waiter corrected, gesturing towards the table he was leading them to, "Follow me please."

The two followed after the waiter, taking their seats. Andrew and Alison sat together in a side booth, the table gave them some small amount of privacy at the cost of a dull corner view. Even still, the atmosphere in the room felt intimate and romantic, with soft lights decorating the area and elegant flowers surrounding them. The waiter left them alone after seating himself opposite them

"Order whatever you want." Alison smiled, pulling up the menu and reading to herself. "I'm paying."

The food on the menu varied from somewhat expensive to ridiculous.

"Okay..." Andrew said, unsure of how genuine her offer was, "How?"

After several seconds of sifting through entrees, he decided to stick to one main dish. Regardless of who was paying, Andrew did not feel comfortable ordering food at this level.

"You have a nice house and all, but this is a tad... excessive?"

Alison chuckled as she waved off his remark.

"Sure, I could never dine here every week." Alison said, twirling the heart on her necklace, "Or every month, or year..."

Andrew's eyes were immediately drawn to her necklace, then to her neckline, and finally her cleavage.

"But it's fine to splurge every once in a while. It makes life worth living."

The waiter returned before Andrew could voice another protest.

"Are we ready to order?"

"Yes," Alison responded, holding her menu up again. "I think I'll go with the steak, also a glass of this red here."

The waiter took note of where she pointed, "Only a glass though, I'm driving."

Andrew felt somewhat anxious, he was still looking for the least expensive meal that he would also enjoy.

"I'll take the same." He finally said, not daring to look at the price of what he'd just ordered.

"And to drink?" The waiter asked. The slight anxious feeling returned again to Andrew, he never drank much wine but he already knew he didn't enjoy red wine.

"He'll take a whiskey with cola," Alison interjected, handing the menus back to the waiter, giving Andrew a wink in the process.

The waiter read back the order, "Two steak dishes, one glass of pinot noir for the Madam, and a whiskey cola for your S-"

"Boyfriend," Alison interrupted again before the waiter said anything embarrassing. "My boyfriend."

Saying it again softer and proudly, another firm grip on Andrew's thigh.

Gowonzu
Gowonzu
415 Followers
12