Author's Preface: Everyone in this story is eighteen years old or older. The story is entirely fictional. Any similarities to real people or events are purely coincidental. Constructive comments are always welcome.
This is a long story. I decided to break it into seven chapters because I won't open a story on Literotica that's more than twenty thousand words. I'm going to submit a new chapter every weekend. I hope that if you start in the middle of the story, you'll enjoy it, but you won't understand the characters.
Enjoy
First Mother then Daughter - Chapter 6
On the first of June, Alison and I dropped her parents off at the airport. Alison hadn't expected to be home alone over the summer. With her studies, it had been a long time since she'd had free time. She spent most of her time at Lewis's house. Things had slowed down at work for Lewis so was home a lot too. They swam, talked, and lay out in the sun. They played some Go, although at this point Alison was so much better than Lewis, she should have played for money.
He brought some proprietary code home for her to look at after she signed her first NDA. He hired her as a part-time consultant for the company. That allowed him to discuss what he was doing at the office and gave her ideas about what she wanted to explore in graduate school.
They visited like this before during Alison's school breaks, but her parents were there, and she spent some time with them. Now that she and Lewis were alone, they began doing more social activities together. It started with them cooking meals together at Lewis's house. It was just the two of them, so each of them cooking separately and eating alone didn't make any sense. When they didn't feel like cooking, they went out to eat. Lewis enjoyed taking her to dinner at places where they dressed up. He loved how Alison looked in elegant clothes, especially sexy ones.
Alison loved it too. There had not been many occasions in her life that called for formal clothes. In high school, the only opportunity was prom. In college, most of the guys she went out with couldn't or wouldn't take her to expensive restaurants.
Half-jokingly she told Lewis that she didn't have enough clothes for his tastes in restaurants. The next day he took her to the mall and told her to buy all the clothes she wanted. It made her feel a little funny having Lewis buy them for her. She felt like an escort without the sex at the end of the evening. It's not like her parents didn't have plenty of money.
"You can't buy my clothes, Lewis."
"Why not? I'm the one that gets to see you in them."
At the first store, she went in, she looked at the price tag of a dress. She jumped away from it like it was a snake. She couldn't believe that it cost that much. Her parents would notice that on her credit card.
"This place is way too expensive," she said to Lewis.
"Please don't look at the price tags and buy what you like. You're going to need some nice clothes. Can you walk in heels?"
"Yes, but not well."
"Get some that are low and wide enough that you won't stumble. You'll need some nice underthings too."
"Why!?"
"They will feel better under your clothes, and you'll feel better about yourself. You don't want to wear any old bra and panties under an elegant dress. Did you like that one? Try it on."
"I'm not wild about that one, let me try something else," she said. "I'm not sure what I'm looking for."
Lewis said, "Over the summer I'd like to take you out to places where you'll need good-looking clothes. Besides dinner, there is a company party and the theater."
"I'd like you to come into the office with me some afternoon to meet everyone. You'll need something like a nice business suit or a nice skirt and jacket for that. You should look like someone who knows she's important and not a code monkey."
Alison tried on lots of dresses and outfits and the salespeople gave her suggestions. It was harder than she thought. The clothes had to fit her age. At twenty-two with her body, she could wear something that would make men spill their drinks. But she needed to be more conservative than that to be taken seriously. On the other hand, she didn't want to look like a thirty-five-year-old librarian either.
Trying on the dresses was fun. Whenever she found something especially sexy, she'd have Lewis come into the dressing room and show him. They were not dresses she was necessarily going to buy, but they always got a rise out of him.
Lewis was right about the undergarments. They did make her feel good. She surprised Lewis by inviting him in while she was trying on a lacey white bra and panty set. She asked him if it looked good on her. When he saw her, he turned around until she convinced him she was showing less than most of her bikinis did. She may have been showing less, but it looked sexier than her bikinis, and she was showing it to him in an unexpected place.
Lewis had a problem. It had been a month since he'd had sex, after having it almost daily when Beverly was in the country. He was horny. It was difficult controlling himself around Alison when she pulled stunts like in the dressing room. Lewis knew she was teasing him and that was OK when he was getting regular sex. But now it was torture.
It was an exciting day for Alison. Shopping was always fun, but she was surprised at how much more stimulating it was with Lewis. He was easy to tease, but she discovered that teasing him was turning her on. She bought a suit and low heels, and several daytime and evening dresses ranging from conservative to scandalous. She also bought several sets of lingerie. They were all scandalous. Only she knew how sexy they were and that alone made them feel naughty and made her feel frisky.
They went everywhere together. He took her to the theater, and the movies, and they shared every meal. He took her to a party that his office threw every summer. She was afraid that she would look out of place there. But Lewis wouldn't take her anyplace she wouldn't fit in. He introduced her as Alison Thompson, with no relational information. They had a wonderful time and it wasn't long before everyone treated her as part of the group.
Near the end of June, Lewis had to leave town for a speaking engagement in Chicago. He would only be gone for four days, and it struck her as odd that she wondered what she would do without him there. She realized she'd miss him. When he asked Alison if she wanted to go with him, she of course said that she'd love to go. They flew in the company jet. That would never feel ordinary to her.
When they checked into the hotel, she wondered what the sleeping arrangements would be. If they had to share a bed, well, that would be OK with her. It was a lovely fantasy, but when they went up to the room, it turned out to be a two-bedroom suite. Alison couldn't say she wasn't disappointed, but she knew that Lewis would never book a place where they had to share a room without telling her. He still thought of her as a young college girl.
She'd brought all her best-looking clothes, and she needed them. The trip was non-stop lectures, cocktail parties, dinners, and after-dinner, more exclusive parties. Lewis introduced her to some of the top names in the computer industry. One of them hit on her, which was flattering. Lewis saw them talking and was there within seconds, standing between them, asking her to come meet a friend.
As they were walking away, she said, "I wasn't going to leave with him, Lewis," and smiled. She found it interesting that he was jealous. She thought about what she'd do if some hussy was hitting on him.
At the end of each day, Alison was exhausted, and back in the suite, she fell right to sleep. The trip would have been perfect if Lewis had given her the slightest hint that he'd like her to sleep in his bed.
When they got back from the trip, Lewis wanted to try a new, very upscale restaurant. She decided to wear the sexiest dress she owned, along with some scandalous lingerie. Lewis was suitably impressed, as was every man they passed. Quite a few ladies scowled at their husbands, making Alison feel wicked.
The restaurant had a small band and a dance floor. Lewis asked her to dance and to her surprise, he was a wonderful dancer.
Lewis said, "My mother made me take dance lessons and it turned out I liked dancing. Not that I got to show anyone in high school."
Alison had taken dance classes too, but they didn't take. With Lewis, she just let him lead and she was graceful. They started dancing very close to each other and she could feel that Lewis was getting excited. She teased him by swaying her hips, brushing against his hard cock as they danced. He decided they should go back to the table. Alison could see the bulge in his pants. After they sat down, she was torn. On the one hand, she knew it was mean to keep him that excited all night. There's a term for a woman who does that - cocktease. On the other hand, it made her look at Lewis differently. He was a sexy man. She wanted to take off her shoe, run her foot along the inside of his thigh, and then rub it against his stiff cock. If he took her home and threw her in his bed, would that be so bad?
They had a wonderful meal and split a bottle of wine. They talked and laughed for hours. Alison couldn't ignore that she was having lewd thoughts about Lewis. When he was talking, sometimes her mind would drift off, to thoughts of Lewis naked. The wine had relaxed her, and her sexy underwear wasn't helping. Every time she moved; she could feel the soft material move over her body. She didn't feel like a young girl out with an older friend anymore. She felt like she was on a date with a very handsome man. She wanted to show him her sexy underwear, and for him to take it off her. But did he want to?
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The next afternoon, they lay out by the pool and relaxed. The more time Alison spent with him, the more she thought differently about Lewis. Lying in the sun, she thought about the sexy times she had with him.
She thought about the kiss they shared after her graduation party. Being a little drunk gave her an excuse if he got upset. She wanted to know what a kiss with him would be like. She expected him to pull away from her and maybe give her a peck on the cheek. But he didn't and it felt so right to share a real kiss. It was wonderful and made her tingle down to her toes. She wanted more. She almost asked him to take her back to his suite, but that could have been complicated with her parents in the same hotel.
