"Do you want a job laying hardwood?"
When Tommy's buddy Seth's mom Virginia had asked the question, Tommy thought it was a sexual innuendo - a tease no doubt, because though the woman he knew as "Aunt Ginny" was attractive for a menopausal mom, he had never thought about her sexually, and Ginny had never flirted with Tommy, let alone come on to him. Plus Tommy was only twenty years old, less than half the age of the busty blonde divorcee.
So he had replied "yes" just to play along and see what the punchline was.
Which is how Tommy ended up spending the long weekend in Virginia's kitchen ripping out old vinyl and installing oak flooring recovered from an old cabin. Virginia had offered to pay $25 per hour, plus food and beverages. That was good money, and Seth had hinted that his mother might include some adult beverages after work each day
"She loves to relax out by the pool and sip cocktails," Seth explained. "But drinking by herself has made her weepy ever since Dad departed to marry that floozy trophy wife of his."
She had suggested that Tommy sleep over with Seth so that they could get an early start each morning before the day got too hot to work.
"Make sure to pack a swimsuit to cool off in the pool after a hard day's work," she advised.
Tommy thought that sleeping over with Seth might be weird as adults. They used to do it a lot when they were kids; staying up late, reading comic books, playing games. And trying to avoid Seth's older sister, Hannah, who Tommy was convinced had a bad case of cooties. Neither youngster was interested in girls, and particularly not in Hannah.
That had changed just after Tommy's eighteenth birthday, when Virginia sent Tommy out to start the barbecue one day. Hannah was relaxing poolside as usual, but this time, twenty-three year old Hannah was topless. Instead of instantly covering up and scolding Tommy, Hannah had sat upright before pulling the skimpy cloth triangles up to cover her nipples, slowly and slyly.
"Sorry, but my wedding dress won't work right if I have tan lines," she had giggled.
Tommy had been so startled by the sight, and the ongoing display of boob flesh, that he almost blew up the barbecue, remembering to raise the lid just at the last moment. By the time he recovered, Hannah had scampered inside, emerging later for a poolside dinner wearing a modest cover-up.
From that moment on, Tommy had to revise his opinion of Hannah; rather than a cootie-laden fiend to be avoided, she was now an object of infatuation, and had taken the number one spot in Tommy's spank bank.
Two weeks later, Hannah was married and moved out of her parent's house. A month after that, Seth's Dad had announced his plans to move out in preparation to marry Hannah's maid of honour.
"Sort of spoils Literotica wedding stories for me," Seth had moaned to Tommy at the time.
It had the opposite effect on Tommy, who found himself jerking off to tales of naughty brides, wanton maids of honour, and frisky fathers of the bride for quite a while. He somehow had not noticed that spurned mothers of the bride had worked their way into the mix as well.
Tommy had not been in Hannah's wedding party, but nonetheless was especially enchanted by stories where a young groomsman was the revenge fuck for the abandoned older mom. Over time, the imaginary mothers had mentally morphed to slightly resemble Virginia, being invariable busty, blonde and a bit blowsy, but never forming a near enough match to her for Tommy to realize his fascination with his best friend's Mom was real.
Virginia suggested that Tommy arrive Friday after his day job, so that he could sleep over and he and Seth could start the tear out after an early breakfast on Saturday.
When Tommy arrived, he was pleasantly surprised to see Hannah standing by the grill. It did take a moment for him to realize that the reason she was wearing a sundress instead of a bikini was that she was sporting a midsized but obvious baby bump. He realized that it had been months since he had last seen her, but was surprised Seth had not shared the news.
"Hi, Hannah, where's what's his name?" Tommy knew very well that Hannah's husband was named Aaron, but he liked to pretend otherwise. After all, Aaron did not really deserve Hannah.
"Aaron had to go golfing with his Dad and some business prospects." Among Aaron's faults, as Tommy saw it, was that he worked for his father. Of course, they ran a successful investment firm, but that was not the same as making your own way, which was Tommy's plan.
"Well, I see that he found some time to treat you right -- looks like it was about five months ago though."
Hannah giggled, just like she used to. "Oh, don't worry, Tommy, my man takes good care of me."
She glanced around, seeing that neither Seth nor her mother were in ear shot, then added, more quietly, "actually, he has a masterful cock, knows how to use it, and likes to stuff me even more now that I'm preggers."
Tommy blushed as Hannah stared at his growing tumescence.
"Does that idea turn you on, Tommy?" she asked. "Do you wish that it was you fucking me doggy style, rubbing my round belly, playing with my swelling tits, tugging on my sensitive nipples?"
Instead of a giggle, she released a deep belly laugh, which shook her tits under the flimsy dress. Tommy could tell that she was braless. The sight of her nipples hardening completed his journey to full stiffness.
"Beer, wine or martini, buddy?" Seth called out, coming onto the pool deck from the kitchen French doors. As usual, Virginia had a well-stocked portable bar laid out beside the pool.
Since Hannah was drinking wine, Tommy copied her.
Ginny came out, wearing a sheer flowing caftan over a bikini about five sizes or twenty years too small to restrain her bounty. She was drinking a martini, and drained the dregs as she approached. Seth took her glass without being asked. He quickly and expertly made her a refill, shaken not stirred. That one was swallowed in thee gulps. The next one was prepared already. That one, Virginia sipped as she flopped onto a chaise lounge poolside.
"Loosen up, Tommy," she instructed. "No work tonight, just party."
"Not too much party - if I'm hungover, I'll be no good to work in the morning."
"That's why God gave us coffee and aspirin," the older woman chuckled.
Tommy had no response for that, but luckily at that moment Hannah announced that the steaks were a perfect medium rare.
The four adults, young and old, settled around the outdoor table. Seth served up two fresh bottles of wine, and prepared a pitcher of martinis. Before the steaks were consumed, all the alcohol had disappeared. Virginia had passed out before eating more than a few bites, and was quietly snoring.
Tommy barely paid attention to Seth's efforts at conversation as he watched Hannah clearing the dishes into the kitchen. With each trip, he imagined that her ass twitched a bit more. After three or four trips, all the dishes were gone, and Hannah did not return from inside. The sun was setting, and the crickets started to chirp.
"Well, I need a good night's sleep," Seth announced, draining the last of his wine.
"What about Aunt Ginny?" Tommy asked.
"Not the first time she's passed out by the pool, won't be the last. Unless the old biddy finally drowns," Seth chuckled.
"Ouch, not nice," Tommy replied.
"Neither is babysitting my mother."
"Before you go, can you open another bottle? I think I just want to sit here and enjoy the night air for a while."
"Well, don't think you need to wait for her. She might spend the night out here."
Seth brought Tommy a fresh bottle, tossed a blanket over Virginia then went inside.
Tommy took his time sipping the wine, watching the sun set until it was totally dark except for the deck lights. As he twirled the liquor in the glass, he imagined going inside and finding Hannah waiting naked in his bed.
"No such luck," he muttered to himself when after consuming half the bottle he finally decided it was time to sleep. Hannah's door to her childhood bedroom was firmly closed. Tommy continued to the guest room, where he flopped on the bed fully clothed and slept restlessly.
He woke up a few hours later. The house was quiet and dark, except for an owl hooting in the distance. He realized that he needed to pee, but the guest room did not have an en suite.
Tommy ventured quietly into the hallway, trying not to wake anybody. Just as he approached the door to the bathroom, it opened. Hannah's eyes locked on his, and a deep red blush spread across her face, visible just for an instant before she shut off the light begins her.
The back-lighting also made her flimsy shorty nightie transparent, and just for that moment, Tommy saw his dream girl's naked silhouette. Although it was no more flesh than was shown in her skimpiest bikinis, this seemed much more taboo. Tommy felt the warmth in his cheeks of his own blush. He also felt the surge of warm blood to his cock.
Words started forming on Tommy's lips, but before he could speak, Hannah flew past, running to her room and slamming the door. Tommy was frozen watching how the hem of her short nightie flew up, revealing her naked rear end. The only part of him that moved was his tumescence, pulsating with passion.