Wingmom Ch 02 Surveillance

Sydney awoke the next morning feeling light and relaxed and fulfilled. She felt like she had been the one having amazing sex. She did have more than one orgasm the night before, even though she had not actually participated in any of the sex. But just listening to Kyle and his girlfriend had been possibly the hottest thing Sydney had ever experienced. She was still quite jealous, but she was also happy for them. It was nice to know that two kids were getting to experience such wonderful things. And it was especially nice to know that it was Kyle getting to be the one experiencing it.

Sydney got out of bed, and walked into her bathroom, still thinking about what had happened the night before. She had probably gone way too far with her eavesdropping. What she had done probably shouldn't even be called eavesdropping, but perving. She had listened to Kyle fuck his girlfriend for nearly an hour, not missing a single beat. And she had done much more than just listen. She couldn't remember ever pleasuring herself like that in her life. It had been a truly exceptional experience.

As Sydney turned the shower on, she saw herself in the mirror. She took a moment to admire her own looks. She had already been horny after her planned and then cancelled date weekend with Craig. And now, after what she had gone through the night before, she was hornier than she could ever remember being. She turned her body sideways, and stared down at her ass in the mirror. She thought she had a nice ass, though not as nice as her tits. She slowly got undressed, still admiring her body in the mirror. She brought her hands up to her breasts, and enjoyed the way they filled her hands completely. She had always had nice big tits, and she wished that Craig would pay more attention to them.

After looking at herself in the mirror for a while, Sydney stepped into the shower. The water was scalding hot, and it felt nice cascading down her sexy body. Sydney closed her eyes, and let her hands wander along her tight body. She worked hard on keeping her body nice and tight and sexy looking. She caught men staring at her quite often, and usually enjoyed it. Unfortunately, she didn't catch her husband staring at her much anymore. His lack of interest in her was beyond frustrating, and Sydney didn't know what to do about it. She felt like she was as hot as she could be, and she was willing to do whatever Craig wanted sexually. He just didn't seem to want anything. He had grown apathetic in his advancing years, and Sydney was not. She still wanted to be sexually active. And she didn't just want to be active, but engaging. She wanted what she had heard the night before.

She thought about everything she had heard, and let her hands feel herself. Her nipples were hard, her pussy was wet. She was ready and wanting to have some of what she had listened to, but she had no one to do it with. She wished Craig could be like his son, but he couldn't, and certainly wouldn't. Sydney knew she could find some other guy to have sex with, and probably get away with it. But she didn't want that. She didn't want some random stranger to just use her for sex. What she wanted, was something she wasn't supposed to want. She wanted what she had heard from Kyle's room. And she didn't just want it from anyone, she wanted it from Kyle.

She knew she shouldn't be thinking like that. It was totally inappropriate. She had been Kyle's stepmom since he was thirteen. She tried to actually be a mom to him, and she liked to think that she had succeeded. But now she didn't want to be his mom. She wanted to be something else.

Sydney took the shower handle off the wall, and aimed it at her breasts. She kept her eyes closed, thinking about what she had heard, and let the water pour onto her body. She liked the way the hot water felt as it showered her large breasts. She continued thinking about what had happened, and especially about Kyle. Her hand slowly moved down, the water going from her round tits down to her tight stomach, and finally down to her pussy. She didn't do it often, but she had played with this shower attachment before, and knew now was the time for it. She let the shower piece find her pussy, spraying water into her. It was the vibrations of the thing that she really enjoyed.

It felt hot and sexy, but she wanted more. She wanted to feel herself being penetrated, the way she had listened to Kyle penetrating Amber. She had a dildo hidden away that she occasionally played with, more often lately than before. But she didn't think it was going to satisfy her itch today. It was a small dildo, replicating a normal sized dick. After what she had heard from Kyle, she wanted to feel something large inside of her. The idea of getting a new dildo, more in line with what she was fantasizing about now seemed hot.

Sydney masturbated with the shower handle for a while, thinking about Kyle and Amber and all that she had heard the night before. Eventually she had a small orgasm, which didn't seem anywhere close to enough. She put the handle back, and finished her shower, still unable to think about anything but what had happened the night before. When she stepped back out of the shower, she looked at herself in the mirror again. She really was hot, and she wished she had a man to take care of her needs, the way Kyle had taken care of Amber's.

Sydney got dressed, and finished her morning routine, and then headed downstairs. Kyle and Amber were still in his room, and Sydney decided to make them breakfast. She began scrambling eggs, and frying up bacon. As she cooked she heard noises upstairs, and guessed they would be coming down soon. A few minutes later she heard a door open, and then footsteps as they came down. She looked over, and saw the two of them walking in side by side. Both of them looked well satisfied, and again Sydney felt jealous of what they had gotten to share together.

"Morning you two," Sydney said cheerily. "You look like you got a good nights' sleep."

"Ya," Kyle agreed. "It smells really good in here."

"Good," Sydney nodded. "It's almost ready. Sit down, I'll make you both a plate."

"Thank you so much Mrs. Harris," Amber said, sitting down beside Kyle. "You're like, the coolest mom ever."

"Why thank you," Sydney beamed. "But please, call me Sydney."

"Ok," Amber said. She was staring at Sydney in an odd way, and Sydney wondered what she might be thinking. Amber had been talking to Kyle about her the night before, even saying how much they looked alike. Sydney wondered if this girl might even be jealous of her in some way. It seemed a bit absurd, as she was the one getting to experience Kyle's amazing sexual prowess, but it did make Sydney wonder.

"So, how did you two meet?" Sydney asked as she laid the bacon out on a plate.

"We met at a concert," Amber answered before Kyle. "We were both there with some friends, and we just totally hit it off."

"I'll bet you did," Sydney smiled. "You do seem like you make a very cute couple." Kyle seemed to be quite happy with the compliment, but Amber had a weird look on her face. Sydney couldn't quite get a read on her. "Are you in school Amber?"

"Ya, I'm in my first year at the JC," Amber answered, looking more relaxed again. Sydney walked over with two plates of food, and set them down. Kyle and Amber both dug in hungrily, and Sydney sat back and watched them enjoy her cooking.

"So, what are your plans for today?" Sydney asked as they ate.

"Um, I'm not sure," Kyle said through a mouthful of eggs. "We'll probably go out for a bit. How about you?"

"I have to run some errands," Sydney said. She had already decided she was going to run one specific errand, though she didn't plan on sharing the details. "But I'll be back in time to cook dinner. Will you be joining us again Amber?" Kyle and Amber looked at each other, and Kyle gave her an inviting shrug.

"Um, sure, if its ok with you," Amber said, sounding slightly apprehensive.

"Of course it is," Sydney said. "It's nice to have another girl around here. It's always just me, Kyle and his dad. And I'm happy that Kyle found such a great girl. You two make a really cute couple."

"Thanks," Amber said, giving Sydney an awkward smile. Sydney knew that they must know she had heard them having sex the night before, and she wondered what they were thinking about it. It was clearly a bit awkward, but she didn't care. She wanted to hear it again. In truth she wanted much more than just to hear it. But she would be content with getting to replay the events of last night.

"I'm going to head to the gym for a bit," Sydney said, changing the subject. "And then head to some stores. Is six o'clock ok for dinner tonight?"

"Ya, sure," Kyle nodded. "We'll be out for a bit too, but we can be back for dinner. What are we having?"

"I'll surprise you," Sydney said, and gave them both a wink. They both laughed awkwardly, and went on eating. Sydney decided to go and get ready before they left. She left them alone in the kitchen, and went back to her room. She brought out her sexiest gym clothes, and then pulled her hair back into a ponytail before heading back down. As she walked back into the kitchen, she noticed both Kyle and Amber gawk at her out of the corner of her eye. She had purposefully dressed to show off her body, and it was clearly having the desired effect.

"Wow, you must work out a lot," Amber said.

"I try to," Sydney said casually. "At my age it takes a lot of work to look good. It'll happen to you too one day sweetheart. Enjoy your youth while you still have it. The older you get, the more work it takes to stay attractive."

"Well it's definitely working," Amber said. "You're really beautiful."

"Aw, thank you dear," Sydney said. She looked over at them, and gave Amber a warm smile. She noticed Kyle sitting there looking uncomfortable. His eyes were on her body as she turned, and he looked at the floor as she looked at him. "So are you," Sydney added.

"Thanks," Amber said. "I should start working out too though. I want to look like you when I'm your age."

"Well you can," Sydney laughed. "I mean we do sort of look similar don't we?"

"That's what I said," Amber nodded, turning to Kyle, who looked totally perplexed by the conversation. "Kyle said he doesn't think so."

"Well that's probably good," Sydney laughed again. "Even if we do. It sounded like you two were doing some things that boys shouldn't be doing with their mothers, or stepmothers."

"Uh, we should get going," Kyle said, getting up. Amber looked like she wanted to keep talking to Sydney, but Kyle pulled her away, and back upstairs. Sydney watched them go, an amused smile on her face. She could tell she was making Kyle uncomfortable, but she liked it. No matter how inappropriate it may be, she was enjoying making him think about her in a sexual way. They had never talked about sex before, but now she wanted to bring it up around him as much as possible. She wanted him to have to think of sex at the very sight of her.

Sydney left the house, and drove towards the gym. As she drove, she decided not to go there. She hadn't lied about working out a lot. But she didn't really want to go there dressed like this. She knew she would just get hit on by random guys, and that's not what she wanted. She had dressed this way for Kyle, not for strangers. Instead, she drove further into town, where she knew an adult store was. She had never been there herself, but she knew about it. She parked in front of the store, and saw the lot mostly empty. She decided to just go in, even though she knew she would get a reaction from whoever might be in there.

As she walked in, she was glad to see that there were only two other people in the store. There was an older guy browsing the porn aisle, and he predictably ogled her body as she walked in. The girl behind the counter looked young, and had tattoos and piercings. She also stared rather blatantly at Sydney as she walked in, but didn't say anything. Sydney looked around for a moment, and then saw the aisle she was looking for. She walked past the aisle with the man in it, and he very obviously stared at her ass and tits as she passed him. Then she turned down the next aisle, and saw a full wall of dildos.

There were fake dicks of all shapes and sizes, and colors. Some had extra attachments, and some were more lifelike. Sydney looked around at them all, wishing she knew what Kyle's dick actually looked like. She had a vague idea of how long it was, based on the condoms she had seen. But she didn't know how thick it was, or if it was straight, or curved. She didn't know if it was veiny, or its color. She already had an image in her head, but she knew it might not be right. It didn't matter though, as long as she could find one that she thought might be close.

She spent a while browsing the aisle, looking for one that would satisfy her need. Eventually she found one that just looked too good to pass up. She picked up the box, and stared down at it. The box said it was ten inches, which seemed about right based on what she knew. It was also nice and thick, which she guessed Kyle was too. It was certainly the right color, and it had veins that she liked the look of. It might not be an exact replica of the real thing, but she thought it was probably pretty close. And it looked good to her. She walked to the front of the store, and placed it down on the counter. The girl looked up, and gave Sydney a smile as she saw the large dildo she had picked out.

"Good choice," the girl said with a wicked smile. She had short jet-black hair, and lots of dark makeup. There were piercings in her nose, lip, and eyebrow, and Sydney saw one in her tongue as she spoke. It made Sydney wonder where else this girl might have piercings. "Wouldn't it be nice if real guys could be like this," the girl said as she picked up the box with the dildo in it.

"Some guys are," Sydney said, and then blushed as the girl looked up at her in surprise.

"Have you actually seen one like this in person?" The girl asked with a big grin.

"Well, not exactly," Sydney said. "It's a long story. But, let's just say, I do know a young man who is about this size."

"Seriously?" The girl laughed. "Is he single?"

"Unfortunately not," Sydney sighed. "He has a pretty little girlfriend he seems to like a lot."

"So how do you know this stud then?" The girl asked as she rang Sydney up.

"Well, between you and me, he's my stepson," Sydney whispered, feeling a naughty thrill as she actually admitted it to a total stranger.

"Holy shit," the girl said, and then her eyes dropped down to Sydney's big tits stretching out her tight sports bra. "That's fucking hot. How old is he?"

"Nineteen," Sydney said. "Last night I heard them doing it, and, well, let's just say it inspired me."

"Wow," the girl said, looking Sydney up and down. "So, are you still married then?"

"Yes," Sydney sighed. "His father isn't like that though. We haven't done it in months. Hence the purchase," she added, nodding down at the dildo in the box. Sydney handed over cash to pay for it, not wanting this to go on her credit card.

"Hey, um, have you, like, ever done it with a girl before?" The girl asked, leaning over the counter towards Sydney.

"I can't say that I have," Sydney said, giving the girl an amused look.

"Well, if you're ever bored, and want someone to play with, give me a call," the girl quickly scribbled her name and number on a piece of paper, and then slid it over to Sydney. "We can even let your new friend get it on the fun."

"We'll see," Sydney said, giving the girl a smile and a wink. It felt fun and exciting to be speaking so naughtily to this sexy young stranger. "It was nice meeting you, Lindsey."

"You too," the girl said, almost longingly. "I hope to hear from you some time." Sydney gave the girl one more wink over her shoulder as she walked out of the store. Once she was outside, she hurried back to her car, not wanting to be seen by anyone she knew. She looked down at the box once she was in her car, and decided she couldn't wait. She tore the box open, and took the long thick rubber cock out. It felt good, but still fake. She was excited to give it a test run later on, but she still wanted the real thing.

Sydney drove home and changed into normal clothes before going to the grocery store. She shopped there far too often to go in dressed the way she was. As she walked down the aisles of the grocery store, she kept noticing foods that seemed to resemble a large cock. Everywhere she looked she was seeing large phallic objects. It was obvious that she was horny out of her mind, and she was eager to get back home.

When she did get back home, she refrained from trying out her new friend. She knew she was going to be taking it for a spin later on, but she didn't want to do it in the middle of the day. As she began to cook and prepare for dinner, her thoughts returned to what had happened the night before. Listening to Kyle and Amber have sex had been the hottest thing ever, but she still wanted more. And not just to hear them again, she wanted to see it this time. In truth she wanted even more than that, but she definitely wished she could actually see them doing it.

As she went on with dinner, a new idea came to her. She knew it was wrong, and she was pretty sure it would even be illegal, but it just seemed like such a hot idea. The food was on the stove cooking, and she had a while before she had to do anything. It was still only four, so Kyle and Amber wouldn't be back for a while. Sydney went up to Kyle's room, and peeked her head inside. It was much cleaner than when she had found it the day before. She went over to the trash bin, hoping to see what she had seen before, but it was empty.

She cracked open one of his drawers, and saw the box of condoms he must be using. She picked it up, and saw that it was mostly full. She slid one out, and pocketed it, hoping to test it out on her new dildo later. She put the box back, and shut the drawer, but stayed in the room for a moment. The terrible idea that had come to her wasn't going away, and she looked around, wondering if it could actually work. There was plenty of junk on Kyle's desk, as well as his dresser, and Sydney thought it could work, if she had the guts to actually do it. She sat there for a long moment, debating with herself, and then decided fuck it. She was already doing things totally out of character for herself. She had certainly already crossed several boundaries. But it all felt so fun and exciting, and she wanted to take it a step further.

Sydney went back to her own room, and rummaged through old drawers, looking for what would make her plan work. She was about to give up, when she finally found it. Craig had an old camcorder, small enough to hide. She checked it, and sure enough, it was fully charged. It was also digital, so she could have it stream right to her computer. She knew it was a bad idea, and it was crossing a major boundary, but she felt desperate. She needed to see it for herself.

She hurried back to Kyle's room, and placed the camera on his dresser, making sure it was pointing right at the bed. Once she was satisfied that it was hidden enough, she went over to the bed. She looked at it from multiple angles, making sure they wouldn't see it. It seemed to be properly disguised, and Sydney left the room, with the camera on and running. Now she felt totally nervous, as well as excited. She would hopefully be getting the show she wanted, but she was taking a serious risk. If she got caught, she could lose everything.

Kyle and Amber arrived just after five thirty. They walked in hand in hand, looking like they had enjoyed a nice day together. Again Sydney felt jealous of how happy and in love they seemed to be. She could vaguely remember feeling that way with a high school fling of hers, but that felt like a lifetime ago. And that boy hadn't been like Kyle. No one Sydney had ever been with was like Kyle. She had never even heard of any of her friends having a guy like Kyle. This Amber was getting a truly one in a million type of guy, probably even rarer than that. Sydney hoped the girl appreciated it, and that she was doing her part as well. She had to contain her smile as she thought about getting to actually find out later.