Mom's Friend Amy
Erotic Couplings Story

Mom's Friend Amy

by Devlinmea 18 min read 4.6 (20,800 views)
shy virgin domination threesome threeway group group sex
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Mom's Friend Amy

"Wait here. Momma will be back soon." Jason's mom kissed him on the head and watched as he sat in the cold, hard plastic seat in the middle of the mall. She smiled at him and turned to walk into the shoe store. Jason watched as she approached the young, male clerk, watched his reaction to her turn from wonder and hope to... unabashed desire. They both looked around the store for a moment, before the clerk led her towards the back of the store, holding her hand.

Jason, barely 18, wasn't sure what happened in the back, but his mom must have liked it. They visited that store often, as well as a few others, usually in the early morning hours, and early in the week when the mall wasn't busy. She homeschooled him, so they could run off for "field trips" whenever she felt like it. Divorced and reasonably well off at 38, she was certainly given a lot of opportunity for it.

He looked down at the college application in his hand, wondering what college life would be like. He'd been so controlled, so isolated by his mom, that he didn't know much about the outside world and it both scared and excited him. He'd never had a girlfriend, rarely even saw girls, really. His mom had taught him some about girls, but he was anxious about going out with one in real life. College would be his first time away from home to do just that.

He nervously opened the packet and started reading through the materials. He had been an incredibly bright kid, even though naΓ―ve, and was so excited that a small, prestigious school in North Carolina would so readily accept him. His mother, an alumni of the school, had some old classmates that lived and worked there, too. He was certain that they had helped in the process. But he was comforted that one way or another, he'd be around people that could keep him safe.

He felt so exposed, sitting out in the center of the mall as people passed by. He was so scared that someone would ask him a question and could feel his pulse race every time a shopper came near. He buried his head in the paperwork as much as he could, wondering what was taking his mother so long.

He heard the distinctive clink of his mother's high-heeled shoes as she walked towards him, her finger wiping around her mouth, fixing her smeared lipstick.

"Let's go home, baby. I need to call Amy and arrange for your visit to the college." She held her hand open and he quickly filled it with his own as she led him down the concourse and out to the parking lot.

*****

It was a long flight, and Jason felt so scared being alone like this. No one around him knew him. No one would help him if he got into a jam. He sat in his seat the whole flight, quiet and small so no one would notice him. Even the pretty flight attendant paid him little attention.

He followed the lead of the other passengers when the plane finally landed, taking off his seatbelt and gathering his things. An older gentleman seated next to him, gave him leave to go ahead of him, which Jason quickly took. When he exited the ramp into the airport he followed the crowd to the luggage area. Off to the side of the large room, he saw two women standing behind the roped off walking area, holding a sign with his name on it. They waved as soon as they saw him.

Both were very attractive women about his mom's age. They wore simple t-shirts and jeans, but their figures beneath were unmistakable. They were very shapely women. Jason's mom was shapely as well, but these women were even more attractive than she was. They waved him over and he walked with his eyes downcast, his face crimson red in embarrassment

"Jason? You are just so handsome and precious," one said. "I'm Amy and this is Cathy."

"Hi Jason. We're glad you could come and join us," Cathy said, smiling down at him. Her left shoulder and arm were covered with a rose-garden tattoo, with roses and vines all the way down to her wrist. He'd never seen anything like it before and briefly wondered how much it hurt to get it. He silently wished he could touch it and see what it felt like.

Amy pulled him tightly into a hug, pulling his face into her chest. He could feel the soft, pliant flesh mold around his face and was almost smothered by her breasts. When she released him, Cathy did the same, pulling him tightly against her.

"We are going to have all sorts of fun this week," Amy said, smiling broadly. "I was so happy to hear from your mom." They each took one of Jason's hands and led him to his flight's baggage carousel. "I assume you checked a suitcase."

Jason nodded, feeling self-conscious between these two beauties. "Your mom told me all about you, and told me all about your visit to the college. Are you excited?"

"Yeah...." he answered as if wanting to say more but was too shy.

They walked to the carousel and stood waiting for it to begin moving. Cathy moved behind him and put her hands on his shoulders while they both faced Amy.

"So what are you going to study?" Cathy asked, her hands stroking his shoulders and upper back, giving him a tingling massage. No one had touched him like that before and it brought out all sorts of emotions he never knew he had. Her hands slid down his arms, stroking his bare skin as she pressed into his back. He could feel her breasts touching his shoulders and she slid against him as if it were no accident.

"M... m... math," he said, fumbling for the right words.

"Oooh, and smart, too," Amy said, putting a hand under his chin and making him look at her.

He saw his bag on the carousel and moved to get it, but Cathy held him in place. "My... my bag..." he protested softly, but Cathy only moved her eyes to indicate Amy should get the bag. Amy walked to the carousel and grabbed the bag as Cathy wrapped her harms around him, holding him tightly against her. Her right hand moved down his body, stroking his abdomen to the front of his hip and onto his right leg. She hugged him tight, stroking his leg ever closer to his growing erection until Amy returned with the bag.

He groaned suddenly when Cathy released him, her hand accidentally grazing his cock.

"Well, let's go home," Amy said, grabbing his hand in hers. Amy dragged the bag behind her as they once again strolled through the airport and out into the parking lot. They found her car easily enough, a nice sized SUV, and while she got in the front to drive, both he and Cathy got into the back seat. Cathy sat close to him, her hand on his thigh, squeezing and stroking it as they drove the twenty minutes to Amy's house.

He could feel his cock get hard until it became very uncomfortable. He wanted to adjust himself, badly, but Cathy kept looking at him, never giving him a second of privacy. He tried to shift in his seat to relieve the pressure, but it didn't work. Her hand stroked up and down his thigh, coming painfully close to his hardened shaft each time. Eventually, Cathy smiled, almost as if she was satisfied with herself, and looked away giving him time to move his erection into a more comfortable position.

He was shaking when they finally arrived at the spacious house and went inside. The girls showed him around the place, with Amy holding his hand the entire time.

"And this is your room," Amy said, leading him into the bedroom. Everything was neatly arranged and a cooling breeze blew in the windows on the east side of the house. "Why don't you unpack your things and come downstairs. We'll be having dinner in about an hour."

"Ok," he said softly, putting his suitcase on the bed and unzipping it. The two women moved to the door and stood there a moment, watching him.

"I don't know if I can wait for tomorrow," Cathy whispered.

Amy giggled softly. "I know what you mean." She grabbed Cathy's hand and squeezed it, pulling her out into the hallway, leaving Jason alone.

Jason took that hour to put away his clothes and to get cleaned up from the long trip. He stood in the bathroom in front of the sink, his shirt laid aside and a washcloth in his hand. He stared into the mirror breathing heavily as he remembered what Cathy had done to him in the car. His hand slowly moved to his thigh, sliding up it, feeling the outline of his cock beneath his jeans. He whimpered softly, licking his lips as his hips jumped in pleasure.

He groaned as he unfastened his pants and opened them a little, letting his fingers trace along the thinner material if his boxers. His hands were trembling now, he was getting so excited. His fingers slid beneath the waistband and wrapped around his shaft, stroking it slowly. He grunted softly as the pleasure hit him, hard.

"Jason? Dinner's ready," Cathy called from the hallway, smiling as she pulled her pressed ear away from the door. She had hoped to hear a lot more, but his small whimpers definitely got her excited.

He quickly pulled his hands away and fastened up his pants. "Ok, I'll be right there." He grabbed his shirt and pulled it on over his head while moving to the door. Cathy was standing just outside, blocking his path, looking him up and down while smiling. He blushed furiously, wondering if she somehow knew what he was just doing. He looked down and tried to move forward. She bit her lip excitedly as she turned, letting him past.

*****

Jason woke up the next morning, smiling, as he felt his mom's hand stroking his forehead and cheek. He opened his eyes, fully expecting her to be the one seated on the bed beside him, but instead saw Amy. She was smiling down at him just like his mom did, but her expression was more.... predatory. He shivered a little and had the strong desire to pull away, but didn't want to offend her.

"Good morning," she sang sweetly, her hand stroking his chin, making him look at her. "Did you sleep well?" She moved aside a stray lock of hair that had fallen across his face.

"Yes," he said, pulling back from her hand, looking away shyly, unable to meet her gaze. She was wearing a robe that was slightly open, exposing her cleavage. He wanted to look at her body so badly, even feeling his body respond to her nearness and touch, but was too embarrassed. His eyes moved rapidly as he'd peek and then look away, hoping she didn't notice.

Amy giggled, noticing his predicament and bit her lip as she contemplated unleashing her desire for him now. She felt her temperature rising, felt her pulse quickening. She leaned towards him, turning as her hands moved towards the belt holding her robe closed. She smiled as she pulled the ends, untying the belt, and slowly pulled the material aside exposing her breasts.

Jason just sat there, staring, his face beet red as he watched her breasts rise and fall with her breathing. Amy's smile faded to a look of pure lust, and she watched him closely as her hands came up and stroked under each breast, lifting and squeezing them. Her nipples were hard and she moaned softly as she pinched them.

She imagined his mouth on them, his lips wrapped around her nipple, sucking softly as she held his head to her like a little baby. She imagined his tongue circling it slowly while she directed him, helping to teach him just how to please her. She imagined it was his hands and fingers gently kneading her breasts, squeezing them and pinching her nipples as he looked at her with wonder and embarrassment, too excited to stop, but too shy to continue.

"You guys coming?" Cathy called from the kitchen, waking Amy from her fantasy. She smiled at him, showing him that she wanted him to look at her like that, wanted him to see her naked body. She slowly pulled her robe around herself and stood, holding her hand out for him, pulling him from the bed.

"Yeah, we're coming." She led Jason out for breakfast, where the two sat on either side of him and slowly fed him his pancakes. Each had one hand on his thigh as one after the other brought a gooey bite of syrup-covered pancake to his mouth. They watched with fascination as his mouth opened and his lips closed on the fork, stealing the bite from it.

They were growing hungry themselves and their hands moved slowly up and down his thighs, teasing him unmercifully to uncomfortable hardness.

"We're going shopping for you today," Amy proclaimed as she pulled the now-empty fork from his lips. "We're going to get you some nice clothes for that college interview. Does that sound good?"

His mouth full, Jason could only nod his head.

Amy and Cathy looked at one another and smiled knowingly. They had plans far beyond just shopping.

They left the house at noon, the girls wearing light sundresses, obviously without bras. Jason could barely contain himself as the two walked with him to the car, hand in hand, their breasts bouncing in near unison. The tops were cut low exposing a lot of their milky-white cleavage, too. Once again, Amy drove while he and Cathy sat in the back seat.

She held his hand tightly on her lap as they drove and it wasn't long before he felt the flesh of her thighs beneath his hand. She moved his hand up and down, caressing her leg with it as she looked out the window, seemingly oblivious to what she was doing. At first it was just the back of his hand stroking her thigh, as she held it palm to palm. She slid it higher and higher until she pushed it beneath the hemline a little.

Jason felt her soft skin, felt the heat from between her legs and couldn't help but stare at her lap. He watched her hips turn a little towards him, watched her legs part a little wider. She took his hand between hers, turned it palm down on her thigh, and put her own over his. Then she slowly stroked his hand over her thigh while she watched him. He was so excited his hand was shaking, but she steadied him, she guided him. Slowly she brought his hand higher until he felt the soft, wet flesh between her thighs, with no panties to interfere.

Surprised, he tried to pull his hand back, but she held it tightly. Cathy gasped as she pushed his hand against her wet pussy, using it as her personal toy. She slid it up and down her labia, pushing his middle finger slightly between her wet lips, coating it with her juices. She grabbed his hand and lifted it it her lips, licking and gently sucking on it as Jason panted excitedly. She looked up and saw Amy's eyes in the rear-view mirror, the two exchanging knowing smiles. She was excited that her friend was able to see some of this.

Cathy watched him as she brought his saliva wet finger back down to her wet center and continued stroking. She felt so excited and could barely wait to do so much more with and to him. But it would have to wait. It was only a few minutes later that they pulled into the mall parking lot and Cathy had to reluctantly pull his hand away. She straightened her dress and the two got out.

Jason could barely walk, his erection was so hard. He tried so hard to concentrate on other things, anything to make it subside. But that didn't help much. They walked hand in hand through the sparsely occupied mall, wandering into a few stores and buying him clothes. Both Amy and Cathy were hands on when it came to picking out clothing for him, stroking down the wrinkles, testing to see how tight the clothes fit. In the end, they finished with a fairly large collection of outfits and started walking towards the exit, when Amy saw a shoe store.

"Hey, Cath. Why don't you guys wait here for a minute while I go visit a friend," she said, letting go of Jason's hand. "I think you owe me a little now." She smiled and Cathy had to nod her head, smiling in agreement.

"Ok, you have some fun. We'll wait right here." Cathy indicated a small bench in the mall outside the store and moved Jason to sit down. He watched Amy's ass sway as she entered the store, much like his mother had done so many times before. He watched when she approached a young sales girl who seemed to be a friend. The two hugged briefly and then held hands as they moved into the back room, much like his mom did.

"So, tell me about yourself," Cathy interrupted him. "Any girlfriends?"

Jason was shaken out of his thoughts by her questions and spent the next few minutes briefly answering them. He wasn't much of a talker, especially around beautiful women, especially around beautiful women that he'd recently had an intimate moment with beyond his control. But he did his best, and Cathy did her best to distract him.

"What are they doing in the back?" he asked out of the blue. "I thought that was for employees only." Cathy just smiled and laughed, telling him not to worry about it, before moving onto another question of her own. When she realized she wouldn't be able to keep his mind off the questions about Amy, she stood up and held out her hand.

"Let's go see what they're up to," she said, taking his hand and lifting him to his feet. She strode quickly into the store with him on her heels, heading straight for the storeroom door. The other sales associate started towards them, but Cathy held up her hand to stop her. She pushed on the door, opening it and moved inside, pulling him behind her. They turned into the room and Cathy moved behind him, sliding her arms around his body, hugging him tightly.

He was surprised at first to see Amy just standing there, her eyes closed, breathing heavily. She opened her eyes at the noise, though, and looked at the two smiling. She took a couple awkward turns, turning towards them, and Jason noticed the bulge of the girl underneath her dress, kneeling on the floor. Amy used one hand to lift up the hemline of her dress, while the other grabbed the hair on the back of the girl's head as she exposed it.

Then Jason saw a sight he never expected. The girl's face was completely buried between Amy's thighs and by the sounds she was making, was licking and sucking on her. Jason felt shocked and trapped, unable to move because of Cathy's arms around him. He stood there, forced to watch as Amy ground her hips into the poor girl's face, gasping and groaning for the next few minutes. Then her body was suddenly shaking and she pressed even harder into the girl as she yelled out.

He watched, completely surprised, when she stepped back and he saw how wet the girls face and neck was and how much she seemed to enjoy the taste. Cathy was whispering in his ear how hot that was to see as Amy bent down and gave the girl a kiss before rearranging her dress and getting ready to leave. She tossed several bills onto the backroom table as the three went out into the store and then left the mall, hand in hand.

He was still in shock when they got into the car, Amy driving and Cathy in back with him.

"Well, see something you liked?" Amy asked him.

"I... I..." he stammered, unable to get his thoughts in order.

"Oh, he liked it alright," Cathy said, turning towards him, her hands running up his thigh and onto his crotch, feeling his erection. She stroked it's length and then gripped it, jerking him off through his jeans. "I think I'm going to have to take advantage of the situation, too." She used both hands to unfasten his pants and then pull them down a little, exposing his hardness. Immediately, she bent forward and slipped it between her lips, moving her head up and down, her hand cupping his balls.

"Oh... oh God," he moaned, pushing back into the seat.

"Mmhmmm," Cathy moaned with him deep in her throat. She pulled back a moment later, her hand replacing her mouth, her fingers wrapping around him tightly and stroking up and down his length. "Fuck yeah, this is nice."

Amy watched for a moment, then turned in her seat, started the car, and pulled out to head home. "I can't wait for my turn, baby."

It only took a few minutes with Cathy's experienced hands teasing him and his complete inexperience and high level of excitement, for him to cum. It almost took Cathy by surprise. The first strand shot out, striking her in the neck before her mouth covered his tip and collected his copious cum. He was cumming hard, but she relished every drop.

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