Author's note: This story is based on an experience I enjoyed as a young man. The names are changed though I doubt anyone would know who these people are. I hope you enjoy, I did!
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Dan arrived in Florida along with a college classmate to work at a resort over winter and take a break from college studies.
With each being easy going guys, the two split a small efficiency apartment in a small Florida town. The building was old, and certainly nothing fancy. In fact, they shared the living room, which doubled as the bedroom area with two single beds. Nothing special, but, once the place was sufficiently sprayed for roaches, the two settled in and began socking away some cash for next semester.
Mike was clearly the better looking of the two and soon found a girl friend. Once the two of them got familiar with each other, Mike stayed many evenings at her house, and Dan came home to an empty apartment.
Thinking of Mike's success with the ladies, Dan was a bit envious. He considered himself to be average looking at best. He found comfort in an extensive music collection, along with a private stash of skin magazines. If nothing else, he kept his right hand busy. He especially liked the stories of older women who introduced younger men to the pleasures of sex. As luck would have it, not long thereafter he began to notice a middle-aged woman at the grocery store.
Mandy became the face of Dan's fantasies. He guessed she was around 40, flashing dark eyes, a full head of dark brown hair that fell to he her shoulders. Her lips looked luscious in the ruby red lipstick she often applied that contrasted nicely with her pretty white teeth.
As Dan began to take more notice of her and considered ways of getting to know her, Mandy was just doing her job. In fact, she wasn't looking to attract the attentions of a young man, but sometimes things just work out that way.
Dan frequently would loiter just enough to make sure Mandy checked his groceries. As he waited he was friendly and quickly fed compliments her way.
"Mandy, that's a nice blouse you have on today (wish I could see your tits underneath), "you have a very pretty smile," "those eyes of yours really shine!" He found himself many times leaving her register with a raging hard-on and usually held his grocery bag low.
Often he'd return home, dream of this new woman and stroke himself to a quick somewhat satisfying orgasm. But, it wasn't enough. He wanted to get to know her, intimately, and see for himself what charms she had hidden beneath her nice clothes.
Picking his favorite short blue shorts and a white golf shirt, he ambled over to the store to see about cashing a check for the upcoming weekend.
"Good morning, Dan, how y'all doin' today?" Every time she greeted him all Dan heard was that sweet Southern accent. He gave her his usual compliments drawing further smiles and thank-yous.
"So, ya' got plans tonight?"
"Uh, well not exactly. Y'see, I ... well ..."
Screwing up his courage, he hemmed and hawed and finally asked her to lunch on Friday afternoon. It wasn't pretty, but she got the idea.
"Lunch at Luigi's? Oh, that's sweet of you and one of my favorites," Mandy whispered, she wondered what the other checkers must be thinking.
Even as that thought passed through her gray matter, another train of thought arrived as she considered the man she was married to. Hmm, some marriage. Her husband was a workaholic and was on the road a lot in his duties as a traveling salesman. Lately her sex life had dwindled to the point that she began to notice the steady stream of compliments Dan gave her. What was he up to, she pondered.
"Sure, how 'bout I meet you there, say noon?"
"Perfect," he breathed a sigh of relief, wished her a good afternoon and strode beaming from the store.
Unknown to him, Mandy watched him leave and noted the tight rear end in his short shorts. She liked what she saw but still wasn't sure what his angle was or what exactly her interest was. Could this be the last chance she'd have to get naked with some young guy and screw his brains out?
Then again, she wondered about her daughter, she knew Wendy turned a lot of heads in town. Perhaps Dan was trying to get to her through her mom? Only, he never mentioned anything about either of her kids, and besides he's a Yank. He isn't even from around here and probably doesn't know she had kids.
All these thoughts competed with her job responsibilities. She was thankful it was a steady day as another customer deposited a load of groceries on the conveyor. Ringing up each item, she managed to file Dan away for now and concentrate on matters at hand.
A couple days later, Dan waited outside Luigi's and saw Mandy approach in a cream-colored sedan.
"Finally, I get to see what the rest of her body looks like," he thought.
Getting out of the car, she smiled and said hello in her sexy Southern drawl. Dan scoped out her legs and body and was pleased by what he saw. She was in a nice wrap-around skirt and a light print blouse with an extra button undone. Not enough to see cleavage, but still it offered a bit more skin. He presented her a rose and a brief hug hello.
She began to wonder about this young man, "Could he be interested in me?"
This would be polar opposites to her near nonexistent husband. 20 years of marriage to the same man and what did she have to show for it? A comfortable existence in a pleasant small town, but all intimacy in their marriage for several years snuffed out. Her husband increasingly was away from home or had too many excuses at night for why he wouldn't come to bed till late. She wondered what he was doing, thought she knew, but never found any evidence of another woman.
Now, it seemed opportunity was coming her way. She noted an electric spark that twinged into the core of her female anatomy at the thought of it. Her husband's sex drive had diminished even as her own had increased. Here now was this young man, good looking at that, who seemed to be making a pass at her ...
The food was the one thing he'd later forget entirely about. Dan found himself listening to Mandy talk of her family, her dreams, her job. He just sat and gazed at her, drinking in her beauty.
"Excuse me, but what a--r--e you looking at?"
His reply was simple and too the point, "You're very beautiful."
This drew a blush from her, "Oh c'mon, I'm guessing you're somewhere around 25, so that would make me about 15 years older than you. Thanks for the compliment, but I'd hardly say I'm beautiful."
"That doesn't really matter, cause I think you're are, and what's more, I find looking at you very exciting."
"Well, thanks Dan, I do appreciate it. Y'know you're not so bad yourself." Mandy couldn't believe her boldness for saying that.
Small talk continued along with some shared compliments each way as they grew a little more comfortable with each other.
Unfortunately, Mandy had to cut the lunch hour short as she needed to get back to work and change into her normal work clothes.
"Dan, how much do I owe you?"
"Nothing, I'll take care of it, but before you go, I'd like to see you again, that is if you're interested and we can meet somewhere other than the supermarket?"
"Sure, how 'bout Monday evening. Maybe we could go for a walk and talk a bit. Meet me at Magnolia Park, around 8? I'll be at the bandstand."
This time when they hugged, Mandy drew slightly closer to him and edged a thigh between his legs. Enough so to feel the hardness of his cock. This caused a seepage into her panties and a flushing in her cheeks. "Bye, Dan. Thanks for lunch."
She needed to get out of here before she did something foolish. Though at this point, she felt that was only a matter of time if he kept looking at her with those deep brown eyes of his.
His excitement was real returning home and it was something that had him hard at the briefest thought of the opportunity before him. Discipline was never a strong drive for him and even now he had to practically tie his right hand at his side. (Just a little relief!) The voice inside would implore him. But no, he decided to rest his right hand in case he found a way inside Mandy's pants.
Another uneventful weekend passed. Though now that he had a woman he was interested in, he looked even less at women his own age.
Monday evening finally arrived, and he practically flew to the park. Surrounded with the scent of orange blossoms riding the pleasant mid-April evening, he spied her from a distance sitting at a park bench. The sight of her caused his cock to swell again, but this time he let it go as it rode up the crease between his right leg and torso. He managed a brief tug to get it in place and avoid cramping his movement.
She looked ravishing in a tight pair of blue jeans and a low cut peach colored blouse. "Hi" was about all he was able to croak out as he drank in the sight of her shapely ass, her long legs and nice chest. "Wow, you really are lookin' good tonight. Would you mind leading me around, I think it's going to be too hard to take my eyes off you."
She blushed again, gave him that sweet smile he'd come to crave. "Let's walk, okay?"