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EROTIC COUPLINGS

Memories and Fantasies

Memories and Fantasies

by Devlinmea
19 min read
4.64 (15300 views)
youngoldrestaurantmusicalhotelprostitute
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Memories and Fantasies

It felt like time was standing still at the Philadelphia convention center as Jason stood at the exit, looking out at the lighted city. The banking convention seemed to drone on and on and it had only been three days. It was to last all the way into the next weekend, which only thrilled him because he'd be able to go out for some fun and see more of the city.

The forty-year-old loved his job, and the conventions typically weren't too bad, but that was when he had company. His long-time friend from the bank, Philip, had had to cancel at the last minute because of a family emergency, leaving Jason alone.

He met a couple of people at the convention and had gone out to dinner with them already. He'd even planned to go to a musical on Saturday night. That show would be a great ending for the week, he thought.

"I'll meet you at the restaurant in an hour," he told Tom, the man next to him that he'd recently met. Tom, like him, was divorced and alone in the city and the two had made quick friends.

He walked the few blocks to his hotel and slipped inside to get changed and to relax for a moment. At close to 7 o'clock, he walked further downtown to the Italian restaurant. Tom was waiting for him as the waitress led them to their table. Wine flowed freely and the food was superb. The two men were talking without a care in the world when they were suddenly disturbed by a woman's voice.

"Mr. Graham?"

Jason turned his head, the wine and strange location kept him from recognizing her immediately. The blond was smiling broadly, obviously happy to see him.

"Kim?" he said, suddenly recognizing his young neighbor. He hadn't seen the pretty girl for the past several years, ever since she graduated high school. "What are you doing here?"

"I'm going to school here," she said, still smiling. "I've been here for two years now. I took a couple years off after high school and then just decided to go for it."

"Wow..." his eyes scanned up and down her body, remembering just why he was attracted to her. She wore a beautiful red dress that accentuated her curves. The high hemline showed off her long legs and incredibly erotic hosiery. The low neckline showed her ample cleavage as if it almost threatened to burst forth. She was dressed for a date, he finally realized. "You look... incredible..."

She looked unflinchingly into his eyes as if knowing the dirty thoughts on his mind. "Thank you. So do you. How long are you in town?"

"I leave a week from Sunday. I'm here for a convention."

"We'll have to get together some time while you're here." She flipped out a sheet of paper and wrote down her number. "Here's my number. Write down your's for me, too. Give me a call later and we can arrange to have some fun and catch up."

Jason took the paper, staring at it. He was surprised by his willingness and desire to be with this much younger woman. He wrote down his cell number and gave the paper to her.

"Well, I have to get back to my date now," she said casually. She bent over, kissing Jason on the cheek. Her mouth moved by his ear, her breath making him shiver. "It was really great to see you. I hope I can see a lot more of you," she whispered.

"Yeah... yeah..." he stuttered, all the blood rushing from his brain into his hardening cock. Her perfume was intoxicating and the touch of her hand on his shoulder made him shiver with desire.

Her hand lingered on his shoulder a moment longer as she stood and smiled down at him. Flashing a beautiful smile at Tom, she turned and walked away from the pair, their eyes lingering on her receding ass that she purposefully swayed.

"Damn! She's hot!" Tom whispered. "Who is she?"

Jason couldn't take his eyes off her until she sat down at a booth on the opposite side of the restaurant. She was with a gentleman a little older than himself, sitting close and cozy.

"She's my neighbor's daughter. I've known her since she was thirteen," he mumbled, wondering who her date was and how he got so lucky. It intrigued him that the man was so much older than her, yet she was seemingly having the time of her life.

"She's not thirteen any more," Tom laughed.

The rest of the evening was spent on thoughts of Kim. He'd thought a lot about her ever since he met her nine years ago. Even at thirteen she showed some lovely curves, with her breasts already filling out. Back then, she was awkward, but showed plenty of cleavage. And then when she was eighteen and wore her bikini he remembered not being able to do anything but watch her. In just those few short years she became a knockout.

He remembered watching her laying out in her backyard in the summer after the graduated, tanning. He always felt guilty about it, but remembered standing by the window stroking himself as he watched her.

It was 10:00pm and he just about couldn't take it any more. He slipped out of the hotel and walked down the street into the seedier side of town. He passed prostitutes along the way, but none caught his fancy. He declined offer after offer, with the girls openly vying for a "date" with him.

One girl finally struck his fancy, fueled his desire. She looked young, barely out of her teen years. She wore a tight t-shirt with no bra, a leather miniskirt and stockings. She was walking back across the sidewalk after talking to a guy in a car. She looked up at him and smiled. She had an indifferent, confident look about her, instead of youthful innocence, but she attracted him nonetheless, stopping him dead in his tracks.

"Hi. You looking for a date?" she asked turning towards him. She walked towards him slowly, her hips swaying side to side. Her long heels clicked on the sidewalk.

He bit his lip and swallowed hard, wondering if he could go through with this. Suddenly his guilt was overridden by his desire and he found his voice. "Yeah, I do."

She took him by the arm and laid her head on his shoulder, leading him across the sidewalk and down a side street. She led him to the door of a seedy-looking hotel and led him to the plexiglass protected front desk. The man looked at her and nodded, grabbing a key from the board behind him.

"That'll be thirty bucks for an hour," he said.

Jason fumbled for his wallet and pulled out the money. He did a mental inventory of how much money he had to spend and looked once again at the young girl beside him. She glanced at the wallet and smiled as she pulled out a lollipop and slid it between her lips teasingly.

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With the key in hand, she led him to the stairs and up to the second floor, walking slowly and sensuously in front of him, her ass swaying gently. His eyes trailed down to the dark hose covering her legs, ending at the elastic strap midthigh, her milky-white thighs showing a hint of flesh before the hemline of the skirt hid the rest.

He unlocked the door and he held it open for her and locked it behind him. She moved to the bed and stood beside it, patiently waiting for him. She sensed his uneasiness, his guilt, and knew this was his first time. He stood just a few feet away wondering what was going to happen.

She took the few steps to him and lowered herself to her knees, her hands moving to his belt, slowly unfastening it. He looked down at her upturned face and shivered.

"So... what can this pussy do for you?" she said, smiling slightly. Her slim, young hands unfastened his pants and slowly pulled them down to his ankles. Her eyes turned to the tenting in his boxers. "Oooh, ready and eager."

"Ok, mister, so here's the deal. Twenty bucks for a hand job, fifty for a blowjob, and a hundred bucks to fuck... two hundred to fuck me in the ass, my personal favorite. So, what's on your dirty little mind?"

He looked down at the youngster and saw Kim, her bright, blue eyes looking up at him innocently and his conscience reasserted itself. "I dunno.... I...."

Her hands pulled his boxers down, letting them fall to his ankles too. Her fingers encircled his shaft and stroked up and down as she leaned forward and gently kissed the head.

"You sure there mister? I think you know exactly what you want," she whispered, swiping his cock over her cheeks and lips. "And I'll do anything..."

He couldn't get the image of Kim out of his mind and couldn't believe that he was seeing her. He'd envisioned her like this so many times before, but now it seemed almost real.

"Let's say we start with a handjob and work our way on up," she smiled sweetly, her hand beginning to stroke up and down his shaft. Her second hand joined the first as she moved faster, her lips inches from his tip. Her tongue slid out, teasingly, moving so close to the head. She opened her mouth invitingly, encouraging him to let her put it inside.

He shivered, so close to his orgasm in record time. The combination of the girl's age and her likeness to Kim turned him inside out with desire.

"Oh god," he moaned, his body tightening quickly.

"That's right, baby, cum for me. Cum so good just for me," she moaned, her fists pumping faster.

His body went rigid in seconds, threatening to fall over as his cum shot forth, arcing through the air until it hit the ground. The prostitute laughed at how excited he was. "Damn, you're a firecracker, sugar," she giggled. "It must've been a while."

Embarrassed, he backed away and grabbed his shorts and pants, pulling them up, and quickly fastening them. His conscience fully took over and, embarrassed, he grabbed the money from his wallet, handing her fifty dollars. "Here. I gotta go," he said, quickly moving out the door. She sat stunned, smiling and shaking her head.

He couldn't believe he had gone through with that, and hurried back into his hotel room where he took a quick shower to wash off the stain of his indiscretion.

*****

The next day at the convention was as boring as ever. He was just leaving a seminar on the banking regulations that were recently revised by Congress when his cell phone buzzed at him, indicating an incoming call. He didn't recognize the number and decided to ignore it. He continued wandering the hall, collecting attendee items, shoving them into his little red convention bag, when he peeked at his phone and saw he had a message.

He opened his phone to listen to it, nearly dropping his bag when Kim's innocent sounding voice broke through.

"Hi, Mr. Graham. It was so good to see you again last night. I was just calling to see when we might get together. Call me and let me know. I'm free all weekend... and want to see you. Well, I know that sounds silly, so I'll just let you go... ok? Call me."

Jason saved the message, thinking about her again. He couldn't get her out of his mind at all, especially now. He'd already made plans to go to a musical tonight, and Tom had backed out, so he had a ticket for her. He thought that might be tame enough to take her out to, something that friends might do, or that neighbors might do.

His phone rang again, this time receiving a text message. He flipped open the phone and saw a picture of Kim, taken from a downward angle, showing her glowing smile and deep cleavage in a black dress. The text below it read "I thought I'd wear this when we go. What do you think?"

He couldn't take his eyes off the image for a full minute. The picture showed more of her cleavage than he'd ever seen before, plunging almost down to show the nipples. The entire top half of her breasts were exposed. He was speechless and suddenly very excited.

He blinked for a moment, realizing he'd have to respond to her. Shaking, he saved her number in his address book and then dialed it.

"Hi, Mr. Graham," she beamed. He could almost feel her smile through the phone and it made him smile back.

"Hi, Kim. I got your message and thought I'd call you back and see if you were free tonight. I know it's short notice, but..."

"I'm definitely available," she interrupted.

"Oh, uh, good... I, uh, have tickets to a musical..."

"That'll be awesome," she beamed. "I'll be able to wear that dress then. Did you see the pic?"

"Yeah, I... uh... did see it."

"Sounds like you enjoyed it."

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Jason was flustered, not knowing how to answer. He could see her teasing smile behind her comment. "Yeah, I, uh, did. The dress looked very nice."

Kim laughed. "I think you liked more than the dress, Mr. Graham. I'm sure you found the rest... uh... nice, too. They're one of my best features."

"Well, uh, even if I did, Kim..."

"No worries, Mr. Graham... we're both adults. Anyways, what time are you picking me up?"

"Please," he said, "call me Jason."

"Naw... I like calling you Mr. Graham. I kinda reminds me of my teenage fantasy of you."

In a daze, Jason arranged the time and place to pick her up. The rest of the day was a blur and he walked back to the hotel with an excited step, unable to contain his anticipation. He got cleaned up and grabbed his taxi at 6:00, meeting Kim at 6:30. He knocked on the door, surprised when it opened and she stood there in that same dress he'd seen the picture of earlier. His eyes were trapped in her cleavage, which she seemed to want and appreciate, much to his embarrassment.

They got into the taxi and headed downtown, finally arriving at the restaurant. Jason helped Kim out of the cab, paid, and the two walked arm in arm into the restaurant. He wondered earlier in the day if he'd feel like her dad more than her date. He wondered if she'd treat him like an old fart, rather than the sexual man he was.

But his suspicions were quickly erased when she treated him like a date. More than that... she treated him like someone she was very interested in.

They sat at the table across from each other and ordered their food. Jason couldn't believe how easy the conversation was, how relaxed, as if they knew so much about each other. His eyes continually moved to her chest, wondering what her breasts looked like, wondering what they felt like and tasted like.

Mid bite into his lasagna, he was surprised to feel her foot sliding up his leg and slip between his thighs. He gulped and looked up to see her watching him, smiling. She calmly glanced around the restaurant as she scratched her neck with one hand. Slowly, her fingers caught the fabric of her dress and slid down the neckline. He watched as her fingers ran over her breast all the way down to the nipple. Ever so slowly, she pulled the material away, slightly exposing her nipple to him while she giggled.

He sat there amazed by her brazen behavior and felt her toes push against his crotch. He knew she could feel his erection grow and pulse in his pants.

Kim was sitting with her back to the rest of the restaurant, so no one could see what she was doing. Slowly, she pinched her nipple with her free hand, toying with it and making it harden. Her eyes moved from her breast to his eyes as if she enjoyed making him watch her. He knew it was turning her on that he was watching.

As the waiter appeared, she casually and easily slid the material back into place as if nothing had happened. But Jason couldn't look at her the same way again. He wanted her... badly... She was becoming far less innocent to him and far more the Lolita that he had fantasized about for all these years.

They finished the dinner with her foot stroking his cock. He wasn't sure he'd be able to stand, but on shaky legs the two left the restaurant and walked the block to the show. She held his arm tightly, as if she didn't want to be far from him at all.

They entered the show, found their seats, and the production started. Their seats were near the front of the auditorium, near the center, so her brazen acts were kept to a minimum. But halfway into the show, she put her hand on his leg, casually, and slowly stroked his cock with her fingertips. All the while her eyes were straight ahead, as if nothing was happening. He felt every stroke, every press of her fingers and had a hard time sitting still.

When he leaned over and told her she was being a bad girl, she just giggled and told him she knew she was. She told him she'd enjoy feeling his punishment later.

When the pressure got too great, he grabbed her hand and held it still, keeping her from playing any further.

The show ended to a thunderous applause and the two made their way to the doors through the mass of bodies, eventually finding themselves outside once again. Kim held his hand as Jason flagged a taxi and held the door open for her.

He was just starting to give the driver Kim's address when she interrupted him.

"I have a roommate at my place. Mind if we go to your hotel for a night cap?" She put her hand on his thigh as she turned towards him anxiously. "I mean, I want to be with you some more."

Jason's guilty conscience was starting to get the better of him. She was half his age and she was his neighbor's daughter. He couldn't believe that he was going out with her like this. And he couldn't believe how brazenly sexual she was acting towards him. And that was in public. He knew that it would be far worse if they were in private.

Before Jason could protest, Kim leaned forward. "The Preston Hotel on 5th, please." She sat back, giving him a big smile.

They watched the lights go by until the cab finally stopped in front of his hotel. Jason paid the driver and held the door for her. She held his hand as they made their way into the hotel, past the front desk, moving to the elevators. Jason was sweating as the girl behind the counter gave him a long, disapproving look as if knowing what he was thinking about doing to this young girl. He turned his eyes away, embarrassed.

The elevator ride up was quiet, with Kim holding his hand and leaning into his arm. Nothing was said until they got to his room. He fumbled with the electronic room key, almost unable to put it in the lock correctly.

"Kim," he said quietly, his thoughts of right and wrong torturing him. "I don't want to seem forward, but if you're thinking what I think you're thinking..."

"Shhhh," she said, raising a finger to his lips. Suddenly the door lock clicked and she pushed it open, pushing him inside. "What I'm thinking is what I've been thinking about for a long time now." She guided him over to the bed and pushed him back until he was sitting on it. She stood a foot in front of him, looking slightly down at him, but her small frame meant he wasn't far off from her height now.

"Do you know how long I've been wanting a moment like this to happen, Mr. Graham?" she asked, her hands stroking her hips and stomach. "I remember when I first saw you, when I was thirteen. You were unpacking the moving van, wearing shorts and a t-shirt. I had such a crush on you after that day."

She moved closer to Jason, lifting the hem of her dress and sliding up to straddle his legs and sit on his lap. Jason was amazed and frozen in place, watching her moving so close to him while listening to her sexy voice.

"I remember when I first learned how to masturbate. Did you know you were almost always in my fantasies? I remember when I first saw you watching me while I was sunbathing that summer after graduation. I used to watch you back to see how you reacted. It got me so hot and wet that I played with myself out there, one hand in my panties whenever no one was watching. I used to wear the skimpiest suits just to tease you. I lay out there, hoping you'd see me, fantasizing that you'd come out and help me."

Kim reached down and grabbed the hem of her dress, pulling it off over her head and tossing it aside. Beneath, she wore tiny thong panties, and a garter belt and nylons. Her breasts hung free, the nipples large and hard.

Jason's eyes were transfixed on her wonderful chest, seeing for the first time what he'd been dreaming about for many years. And they were far more magnificent than he'd imagined. Kim's hands slid beneath her breasts, lifting and massaging them inches in front of his face.

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