Simon was in his twenties and a computer geek who understood the new project at work better than anyone, and was a great help to Rebecca, a lady he guessed to be about forty who worked closely with him. But being a nerd, Simon was always painfully shy around women. He had trouble looking them in the eye, and even stammered sometimes when talking to women, so he seldom did except about work. But he worked more closely with Rebecca than anyone else and gradually became quite comfortable with her. Due to his good work, she got his contract at the company renewed for a longer term.

Rebecca also invited Simon for Friday dinners at her home, where he met her husband Bill and eighteen-year-old daughter Vanessa. They all got along well, and he enjoyed being with people for a change, slowly becoming comfortable with seeing them. When his first short contract was extended, Bill suggested they invite Simon to move into their guest bedroom rather than continue at a hotel. Simon took them up on the offer, and soon he was helping Vanessa with her homework, especially math, and even helping Bill with the aspects of his job that dealt with computer support. It seemed natural that he would be attracted to Vanessa since she was only a few years younger than him, but she never really warmed to him, and she wasn't Simon's "type". Rebecca, however, interested him despite their age difference, attracting him with her attention and kindness... and her body.

After a short time, Simon asked to move from the guest bedroom downstairs to the empty spare bedroom upstairs, which had a hall bath next to it that the others seldom used. There he would have more privacy than being so close to the family's rooms and bath, and Simon wanted the privacy, mainly to watch porn and masturbate in bed, or in the shower, and not get caught. Masturbating was necessary for him since he was shy around women and didn't date, and he had even taken a pair of blue panties from the laundry bin with the smell of Rebecca's pussy on them to help him get off, not that he needed much help. He hoped she wouldn't miss the panties, which he knew by the style and size were hers and not Vanessa's. He often found himself daydreaming about Rebecca, her breasts, her ass, her pussy, and wished he could have a glimpse of them, somehow. He imagined being with her when was alone, and thought about playing with her body when he masturbated.

One morning Simon got up and headed to the bathroom to pee, which he needed to do pretty badly, but saw the door was closed. He usually left it open, hence he knew someone must be in there, so he listened and heard the shower running and then turn off. With Bill already off to work by then, the someone in the shower had to be either Rebecca or Vanessa, and he wanted to see whomever it was, hoping it was Rebecca, so he decided to go in. He could plead urgency and say he didn't know anyone was in there.

"Oh, I'm so sorry!" Simon told Rebecca as he went in, finding her just as she had stepped out of the shower, and he caught himself staring at her nude body. She was the only woman he'd ever seen naked in real life, and he couldn't stop looking, checking her shapely figure before she grabbed a towel and turned away from him. He'd seen her breasts and gotten a glimpse of her pussy, too, something he certainly hadn't seen except in the porn he watched, and now, despite the towel, he was seeing her legs and thighs.

"It's okay. You didn't know I was in here," Rebecca said after she was covered and recovered from the shock of his coming in. He knew she didn't use that bathroom often and he wouldn't have expected her to be there, so he wasn't too surprised that she was understanding about it. He wondered if she suspected that he was hoping to catch her using the shower when he came in. Regardless, he'd picked up on the little glint in her eye before he left the bathroom, perhaps indicating her appreciation that he had admired her body.

A few days later, Simon saw Rebecca leaving the bathroom again as he was heading down the hall. She had been using that bathroom all week, forcing him to wait until she was done each day to take his shower. Rebecca turned toward him in her robe, which was cinched but still showed a bit of her bosom, and he stared for a moment at her cleavage before he caught himself and looked at her face.

"Good morning," she said brightly. He wondered if she'd caught him staring.

"Hi," he replied, then moved the change of clothes he was carrying to cover his sudden erection. He was embarrassed by that, hoping she didn't notice, and hurriedly went into the bathroom, closed the door, and locked it.

The next morning, Saturday, it was laundry day, and Simon was downstairs having breakfast with Vanessa. Rebecca passed with an armload of sheets from Simon's bed, which smelled of a recent masturbation session. "Pew," Vanessa re-acted to the odor, and Simon turned red. He was so embarrassed that he got up from breakfast and left the kitchen, but when he heard Rebecca returning from the laundry room, he lingered just outside the kitchen doorway, out of sight. He listened as he heard Rebecca chastise Vanessa for her crude remark, and continued to eavesdrop as they talked about Rebecca's missing panties, and ended up discussing men and sex. Rebecca told Vanessa how she liked to tease guys in her younger days, and enjoyed letting them fondle her breasts after a date while sitting in the car, before moving on to more intimate play and later some one-night stands. She said she loved the variety of sex she had before she got married. Vanessa said her friends said sex was overrated, and that guys just hump away and are done.

When Simon's foot accidentally bumped against the wall and made a little noise, they stopped talking, and he heard someone getting up, so he quickly ran upstairs as quietly as he could. Rebecca went to the doorway and didn't find him, but heard his footsteps on the stairs. Simon was gone, but she was sure he heard her describing her younger sexual appetite to Vanessa.

A while after breakfast, with Bill off golfing and Vanessa having left the house as well, Simon was in his room when he heard someone in the hall, and knew it had to be Rebecca. He thought she might be coming to talk to him about the bathroom incident or maybe his eavesdropping, and heard her footsteps stop at his closed bedroom door, but she didn't knock or come in. He waited, but soon heard her leave and walk back down the hall and stairs. After she was gone, he waited for a minute, then went downstairs to find her to see if she'd say anything to him, while pretending he didn't know she had come to his door. When he didn't find her anywhere else, he headed to her bedroom. The door was closed so he listened.

He heard her moaning and wanted to enter but didn't want another bathroom episode, so he waited quietly. He listened and figured she was masturbating, which was confirmed when he heard her climax rather loudly. She was having an orgasm, her voice loud and raw with the pleasure she was feeling. Simon hoped it was because of him, and maybe because he saw her naked. He figured if that got her turned on, then maybe there was hope for them to have sex one day soon.

After it got quiet in her room, Simon stayed near the door, ready to act like he had just arrived in case Rebecca suddenly opened it. He waited about five minutes, and still hearing nothing, he opened the door a crack. Rebecca was laying on the bed, asleep and naked, her robe tossed aside, her breasts and pussy revealed. Simon opened the door enough to slip through and walked silently to the bed for a better look. Rebecca's pussy glistened, still wet from her masturbation, and looking at it gave Simon an immediate erection. He realized he better leave in case she woke up, so after one more good look, he retraced his steps and went out the door. He started to close it, but it squeaked, so he left it ajar.

Later that day Simon saw Rebecca suntanning in the backyard, on her back on the lounge, eyes closed, taking in the sun. Simon approached quietly, emboldened by thinking she may have masturbated earlier because of him, and stared at her in her bikini, imagining touching her breasts and sliding his hands between her legs. He caught himself daydreaming, snapped out of it, and spoke.

"You might need a bit more suntan cream, Rebecca. You're starting to look a bit pink," he said. This woke Rebecca from her dream-like state, and as her eyes adjusted to the bright sun, he handed her the suntan lotion.

"Yes, I think I've had enough for one day," she said.

Simon sat on a lounge chair and watched as she got up and oiled herself, noticing how she moved parts of her bikini aside to put lotion near her private areas. He was pretty sure she was letting him see glimpses of these places on purpose, and he was definitely getting turned by watching.

"You're so beautiful," he told her, the words just rushing from his mouth naturally and without any forethought. She smiled and leaned over to cuddle him, and with him sitting, her breasts pressed into his face. Rebecca lingered a moment there, and Simon's arousal became intense, his erection complete. When she stood up again, he stood up too, and he knew she saw the bulge in his pants. Embarrassed, he walked away, saying "See you later. I have some things to do".

Simon went to his room, ready to masturbate once again after seeing Rebecca in her bikini and feeling her breasts against his face. He took his pants and briefs off and lay in bed, his hand already on his penis, and began to jerk himself off when he heard a light rap at the door. He pulled the sheet up to his waist to cover himself and said "Okay".

Rebecca entered with some clean clothes and a box of tissues. She put the clothes on the chair and sat on the bed next to Simon, who slid over a little to make room for her.

"Thank you for the lovely compliment earlier," she said. "You made my day. I hope I didn't embarrass you with my cuddle."

"No, not at all," he replied. "I was worried I may have spoken out of line; the words just came out."

"Don't ever be embarrassed over telling a woman she's beautiful, especially by a good-looking hunk like you".

Then Rebecca leaned over and kissed Simon on the forehead, and felt something under the sheet where she placed her hand for balance. She reached under the sheet and pulled out her blue panties.

"I've been looking for these," she said. "No need to say anything, I understand, and I'm a little flattered. There's nothing wrong with what you've been doing, but maybe use the tissues to cut down on the washing. You may have heard Vanessa and me in the kitchen before, talking about sex, and there's nothing wrong with masturbating. I do it and I'm sure Vanessa does too."

She got up and put the panties in her dress pocket. Then she got a funny look on her face as Simon looked disappointed. After a pause, she lifted her dress and took her bikini bottom off, pausing as she did so he would be sure to get a good look at her pussy. Simon stared in shock at what she was doing, as she leaned over and kissed him on the lips while handing him the bottoms. They were damp and smelled of her pussy. She grabbed his cock through the sheets as she prepared to turn and leave, feeling his erection.

"Perhaps these will help," she said as she slowly turned and left without looking back or saying anything more. Simon sniffed the bikini bottom and got a good dose of Rebecca's feminine aroma, arousing him even more as he reached for his erection and began to masturbate again.

Over the next week, Simon went to Rebecca and Bill's bedroom door each night and opened it enough to peek in while they slept, hoping Rebecca would be uncovered and showing some of her shapely body. On Friday night, Simon heard them making love and cracked the door open a little to watch. He was naked and had a big erection as he watched, ready to masturbate, and with a tissue to avoid leaving any trace. After they finished, Bill fell asleep, but Rebecca moved her sleepwear and opened her legs such that Simon had a clear view of her pussy, and then she started to play herself. Simon masturbated as he watched, the door now mostly open. He finished before Rebecca did, and with the sexual energy in him released, he regained his sense of where he was and realized she would see him if she looked that way, so he closed the door until it started to creak, then left for his room.

Saturday morning Simon went for a run, and on returning he came across Rebecca in the hall after her shower. She was wearing her robe, and he greeted her.

"Morning, Rebecca," he said confidently.

"Good morning to you," she replied as she loosened the cord of her robe and let it hang open in front. Simon looked with obvious surprise, and desire, at her body, her cleavage visible and her pussy on display for him. He followed her to her room, where she left the door open, but he stayed in the hall and watched. Rebecca took the robe off and held it while looking at him, and Simon, full of newfound courage, entered her room, took it from her hand, and tossed it aside. She took his hand and placed it on her breast, where he began to play with her nipple with his fingers.

His confidence overflowing after her obvious invitation, Simon grabbed her rear and pulled her to him, his erection pressing against her through his running shorts. Simon kissed her passionately on the lips, and after a moment she broke away from the kiss to pull his shorts down, after which he pulled his briefs down, releasing his erection which pointed right at her.

"Want some help with that?" she asked seductively.

"Yes," he croaked.

So Rebecca kneeled before Simon and put her mouth on his cock, sucking him gently for a moment before standing again and pulling their bodies together, her breasts pressed against his chest and his cock squeezed between their abdomens. His cock twitched when she kissed him while they rocked slowly together as they stood. Then she backed up a little and placed her hand on her pussy.

"That's where I want your semen," she said.

"I haven't done this before," he replied sheepishly.

"Then I'd be honored if I could be your first," Rebecca said as she climbed onto the bed. She lay on her back and spread her legs, then patted a spot between her knees and commanded "Kneel here!". Simon did as she asked, and she held his penis and guided it to her pussy, rubbing it up and down her slit a few times before easing its head into her.

"Are you sure?" he asked.

She answered by grabbing his rear and pressing her hips upward, engulfing more of his cock in her. Simon responded naturally and pushed into her, then began thrusting, and soon they were rocking together, Simon fucking her as if it were second nature.

Rebecca told him "Keep doing what you're doing. You can do whatever you want."

Simon continued to fuck her with abandon, but soon he reached his climax and erupted, filling her with spasm after spasm of his semen. Rebecca shuddered under him as she moaned heavily, her release obvious except to a virgin like Simon. Finished, he started to get off her, but she grabbed and stopped him.

"Are you okay?" he asked.

"You just gave me a wonderful orgasm, and I want you to stay in me while you're still hard," she answered.

"I'm worried I'm too heavy on you."

"You're fine, but if you want we can roll over so I'm on top, but we'll stay joined."

"Okay."

So they rolled over, and with his strength, Rebecca did almost nothing yet ended up on top. He thrust upward now, she responded in kind, and soon they were fucking like pros for a few minutes until they both climaxed again. When he had spewed the last of his load into her, he rolled off. They lay together and talked.

"Wow!" he said. "I'm hoping this is not a one-time thing."

"It had better not be!" she replied with authority.

"You mean we can do this again?"

"Yes. This and more. There are lots of other things we can do together if you want."

"Oh Wow! Yes! When?"

Well, today might be difficult since we won't be alone much longer."

"When we're alone?"

"Yes, whenever you want."

Simon was ecstatic. Here was this beautiful grown woman telling him they could have sex whenever he wanted as long as they were alone. His smile was as big as his happiness!

*****

Over the next months, as Simon continued to work at Rebecca's company and live at her home, and they got together every chance they could. Once a week they both worked from home, so with Bill at work and Vanessa at school, they had all day except during video meetings to get it on with each other. Every Friday evening Bill went to poker night with his buddies, and Vanessa went out with her friends, so they had an entire evening alone. And on Saturdays, if the weather was okay and Bill went golfing, they had a morning available since Vanessa almost always slept over at a friend's house or went out early to meet friends to bike or take a hike, and neither returned until after lunch.

So, several times each week Simon and Rebecca fucked. They usually used her bedroom since it was more convenient, and cleaner. If it was morning, Rebecca would tease Simon, letting her robe "accidentally" come open and reveal her breasts and pussy, to his great pleasure. If it was evening, she would change into "something more comfortable" which meant some skimpy skirt and revealing blouse, naked underneath. In either case, it took no time for Simon to become hard as a rock in anticipation of having Rebecca, and she became wet with desire for him to take her. All of Simon's shyness had vanished, so when he was with her, he was aggressive in his foreplay and wanted her in all kinds of positions.

One Friday evening he surprised Rebecca with flowers, and after she put them in a vase, they sat on the sofa to watch some porn that Simon had selected. With her naked under a short skirt and loose blouse, Simon had no trouble exploring her body as he kissed her, and she sighed with desire. He unbuttoned and pulled her blouse open and fondled her breasts, cupping them and pinching her nipples before putting his mouth on them and suckling her as she moaned with delight. While his lips were busy at her nipples, he slipped a hand between her legs and slid up to her pussy, sans panties, which he found wet and ready. Rebecca opened her legs to ease his access, and he ran his fingers up and down her slit before pressing one, then two, fingers into her. He finger-fucked her for several minutes as she moaned in pleasure, while the porn played on the TV.

Then Simon took his mouth from her breasts and knelt before her spread legs, and started kissing her inner thighs, moving toward her pussy, while he placed his hands on her breasts and resumed playing with her nipples, to her delight. When his tongue found her pussy, he licked up and down her sopping wet slit before focusing on her clit. Rebecca squirmed with pleasure as he flicked and swirled her clit, driving her wild with desire for more. He continued to assail her nipples and clit until she was grabbing the edge of the sofa and tensing, on the verge of a climax, when he stopped and stood to remove his pants and briefs. Then he laid a towel on the sofa and repositioned her, having Rebecca lay on her back lengthwise as he lifted one leg to the top of the sofa back with the other falling off the edge of the sofa seat, spreading her widely with the towel under her rear.

He climbed between her legs, his penis pointed at the vee of her legs, then pushed forward and slapped her exposed pussy and clit with his cock several times. With her body begging for it, he entered her, slipping easily into her wet pussy and starting a comfortable in-and-out motion. Rebecca, loving being spread as she was and feeling his cock press deep into her, moaned loudly with pleasure at his capable thrusts. Soon Simon became more urgent, and pressed faster and deeper, to her great delight. She thrashed and wiggled about under his pulsing drives, her legs now wrapped around him and his penis pressing against her cervix at the depth of each push.

He continued fucking her, fast and deep until both of them lost control. He came first, exploding into her with load after load of hot semen. She tensed and climaxed as she felt his warmth fill her insides, jerking and bucking with a strong orgasm, squirting her feminine juices onto him as he pressed against her. They continued, his thrusts unloading streams of his manhood, her body reacting almost violently with bucking and near screams. They soon wore themselves out and he stopped and collapsed onto her as she lay back, exhausted. He kissed her deeply before getting off her, both of them completely spent as the porn played on, never needed to get them aroused. After they recovered, Simon got Rebecca a tissue to clean herself, and he removed the wet towel from the sofa.

That episode was typical of the great sex Simon and Rebecca had as they enjoyed each other's bodies over the many months of his contract. Their relationship developed into a loving one as they cared greatly for one another, emotionally and romantically as well as physically. When Simon's contract was about to expire, Rebecca convinced her boss to hire Simon. He found an apartment and moved out of Rebecca and Bill's house, but their love affair continued. They began to dine out or see movies together on occasion, choosing places where they would not run into Bill, Vanessa, or any of their friends. They continued a torrid sexual affair, more often now at Simon's apartment where they had complete privacy. And both of them managed to hide their affair from Bill and Vanessa, who never suspected what they were up to.

And so it went... and continues to this day.