Wingmom Ch 03 Making Amends

At first there was no answer. Sydney could feel her heart racing, and she wanted to turn and run. But she stayed where she was. She knocked on the door again, a little louder. Still there was no answer. And she couldn't hear anything from inside the room. She was starting to really get worried about Kyle. He had been having the time of his life, and it been so thoroughly and abruptly ruined. And it was all her fault.

"Kyle, please open up," Sydney called out. Even if nothing got settled tonight, she needed to make sure he was alright. The drastic downturn of his evening was so dramatic that she feared he might do something rash.

"I'm fine Sydney," Kyle called back after a long moment. Sydney let out a sigh of relief as she heard his voice.

"Kyle, please, open the door," Sydney said, softer than before. She didn't want to see him, but she knew she had to. What had happened was completely her fault, and she had to do something to fix it.

"Sydney, I'm fine," Kyle said again, sounding frustrated and annoyed. "I'll see you tomorrow, ok?"

"We need to talk," Sydney said. "I'm going to come in now." She gently turned the knob of his door, and cracked it open. She peeked into the room, and saw Kyle sitting on his bed with his head in his hands. He was wearing a pair of basketball shorts, and no shirt. Sydney was only wearing a towel wrapped around her still slightly wet body, but she entered his room anyway.

"Are you ok?" Sydney asked, walking over and sitting beside him on his bed. Just minutes earlier she had been furiously masturbating while watching him have sex, and she couldn't help but notice the strength in his arms and chest.

"How much did you hear?" Kyle asked without picking his head up. Sydney hesitated a moment, debating what to tell him. But she knew she had to come clean, no matter what might come of it.

"I heard everything," Sydney said softly.

"Great," Kyle sighed.

"I'm so sorry Kyle," Sydney said. She wasn't sure just how to go about it. The truth was the most uncomfortable thing she had ever had to say to anyone.

"I didn't even do it," Kyle said. "I don't even know how that got there." Sydney took a deep breath, and tried to ready herself. It didn't seem to be getting any easier, so she closed her eyes, and just said it.

"I put it there," Sydney said. She could feel her hands wanting to tremble as she admitted the terrible truth.

"What?" Kyle said, and his head finally lifted from his hands. He looked at Sydney with shocked eyes, and she felt the guilt wash over her. "What are you talking about?"

"I put that camera there," Sydney said. She could feel her cheeks and neck flushing red, and she couldn't look Kyle in the eye. "I did it earlier, while you were out with Amber. It's all my fault. I'm so sorry."

"Why?" Kyle asked, looking totally flabbergasted. Now Sydney dropped her head into her own hands. Admitting what she had done was over. But admitting why she had done it might be even harder. She took a moment to ready herself, knowing she just had to do it, and then picked her head up again.

"So I could spy on you and Amber," Sydney said. Kyle just stared at her in shock, and she knew she had to explain herself fully. "I... yesterday, I could hear the two of you, well, having sex," Sydney could feel her whole body wanting to crawl into itself. She had never felt so embarrassed in her entire life. "You didn't do anything wrong," she added, wanting to make sure Kyle knew he wasn't at fault for any of it. "In fact, quite the opposite. I listened outside your door for a little while. I'm sorry, I know how awful that is. But, your father and I just haven't been very intimate in a long time. And, well, you and Amber sounded like you were having such a good time."

"You actually listened to us?" Kyle asked, looking stunned. "On purpose?"

"Well, maybe not at first," Sydney said. "But yes, I did. I saw the condoms in your trash bin yesterday when I got home. I saw how big they were, and how many there were. And, well, it got me very curious. So when I heard you two last night... yes, I eavesdropped for a while." Kyle slowly looked down at the floor. His eyes were still wide as saucers, and he looked like he didn't know what to say. Sydney wished that she didn't know what to say either, but she did.

"I know how awful this is," Sydney sighed. "And I can't believe I did it. But, I basically set you up. I set the camera up so I could watch, and then I gave you two a nice romantic date night. I was hoping you would come up here and have sex again, and this time I could watch instead of just listen."

"You were watching the whole time?" Kyle asked, looking up at Sydney again.

"Yes," Sydney said, meeting his eye with extreme difficulty.

"Um, could you hear us too?" Kyle asked, and Sydney could see the wheels turning in his head. She could tell he was remembering the details of the sex they had been having, and how much it had involved her.

"Yes I could," Sydney said. "You have nothing to be embarrassed about," Sydney said quickly as she saw Kyle blushing now. "You and Amber were just having fun the way young people are supposed to. And it did sound like a lot of fun."

"The, uh, that whole thing about, um... the roleplaying thing," Kyle said awkwardly, looking at the floor again. "I've never done anything like that before. And it wasn't my idea."

"I know," Sydney said. "And don't worry, I'm not mad. Not at all. I... well, I... um," Sydney wasn't sure if she could say the next part. She didn't even know if she really had to say the next part. But Kyle deserved the truth, no matter what it might lead to. "I was watching and listening on my computer in the other room. And I... um, I was... um, I was masturbating, while I watched."

Kyle's head popped back up, and his eyes went wider than ever. His mouth dropped open, and he looked like he was going to speak, but nothing came out. He just stared at Sydney in astonishment.

"I must say, the roleplaying was a real turn on for me," Sydney said, blushing harder than ever as Kyle stared at her. Kyle's mouth was working as if he were trying to speak, but no sounds were coming out. "I know what an awful person I am," Sydney went on. "And I'll tell Amber the truth. I'm going to do everything I can to make this right Kyle. I promise."

"I...uh...have...um," Kyle stammered, finally making sounds, but nothing intelligible. "Have you, uh, ever done this before?"

"No," Sydney said quickly. "I've never done anything like this in my life. Ever."

"Have you ever listened to me and a girl before?" Kyle asked.

"No," Sydney shook her head emphatically. "I wasn't even sure if you had been with a girl before. I mean, I assumed," she added with a smile. "But I didn't think about it anymore than I should. But after I saw the condoms, it made me think about it a lot more than I should. And then, when I heard you two last night, it was just so hot. And then today I acted like a real idiot."

"Why... uh, why me?" Kyle asked. Sydney hadn't expected that, and it took her by surprise. "I mean, why not just watch porn or something? Why do all this work just to watch us doing it?"

"Well," Sydney said slowly, trying to think how to word it. She had already gone far enough; she might as well just say it all. It was what she deserved after what she had done. "I guess it was exciting, knowing that you were doing it just down the hall. It's pretty sexy hearing people have sex close by. And... well, it was so hot. I've never had sex like that before. I had no idea what a total stud you are. And once I found out, I guess I got a little carried away."

"So, you, uh, you were masturbating while you watched us?" Kyle asked, still looking totally shocked. Sydney could see something else on his face now too. It took a moment for her to identify it, but then she was sure. Kyle was getting turned on by what she was telling him. The memory of how unbelievably sexy it had all been before it went south came rushing back. Sydney could feel tingling between her legs, and butterflies in her stomach. All of a sudden it was very difficult not to look down at Kyle's thin shorts and try to get a peek of what she had seen before.

"Yes I was," Sydney blushed. "I know how wrong it is, but I couldn't help it. I bought myself a dildo earlier today." Kyle did a double take, and his mouth dropped open as he stared at Sydney. "I've never seen a cock like yours before. I'm guessing you know most guys aren't anywhere close to as big as you are."

"Uh, ya," Kyle said slowly, looking like he was struggling to think.

"After seeing the condoms, and then hearing Amber last night, I felt like I needed to see it for myself. I set up the camera to get a look at it, and then once you started doing... well, doing what you were doing. It was so hot. I was in the bath, watching and playing with myself. God, I'm such a horrible person," Sydney said, dropping her head back into her hands. "I'm so sorry Kyle. I've ruined our relationship forever. And you and Amber. You two were so cute together, and I ruined it."

"I think it will be ok," Kyle said. Sydney slowly lifted her head to look at him again. He was smiling kindly down at her. "I mean, I know Amber is super pissed. But hopefully she'll calm down tomorrow. If I can convince her I wasn't filming her to put it online, or show my friends or something, she'll probably get over it."

"I'll tell her the truth," Sydney said. "I don't care how embarrassing it is. It's my fault. I won't let you take the blame for my sick actions."

"It's ok," Kyle chuckled. "We'll figure it out. I'm glad you told me the truth though. I thought I was going crazy. I had no idea how a camera had got in my room, and was filming me."

"Oh my god, I'm such a fucking pervert," Sydney sighed.

"Maybe a little bit," Kyle laughed. "But it's ok. You're a beautiful woman, you won't get in too much trouble for being a perv."

"I could go to prison for this," Sydney pointed out.

"You won't," Kyle said. "It'll all get worked out. But... um... I, uh... I didn't know you and dad were that bad off."

"We're not bad off," Sydney said defensively, though she knew that wasn't true. "We just don't have sex like we used to."

"And that's what this weekend was supposed to be for?" Kyle asked.

"Yes," Sydney nodded sadly.

"And then he bailed on you," Kyle frowned. "And instead of getting a nice romantic weekend, you came home to find me having one instead."

"That pretty much sums it up," Sydney sighed. "And add on the part where I found out that the young man I live with is hung like a horse, and can have sex four times a night. And maybe he's a little bit attracted to me too," Sydney added, looking at Kyle apprehensively. She knew she shouldn't be telling him she was attracted to him. But it was too hard not to as she sat beside him on his bed. She could see his bulging muscles on his chest, and then remembered how little she herself was wearing.

"I don't think I've ever really thought about it all that much before," Kyle said, looking conflicted himself. "I mean you're my stepmom, and I love you. You've been so good to me. I didn't want to make things weird by staring at you all the time. So I think I sort of just, buried it down deep or something. But then when Amber was pretending to be you... I don't know."

"It was really hot Kyle," Sydney said, looking at him with mixed emotions on her face. She was torn between the guilt of her actions, the desire to be a good mother, and the other, stronger desires, which she knew she shouldn't be feeling, but was anyway. Despite how terrible her spying had gone, she still couldn't help but stare at Kyle. Sitting this close to him, with his shirt off, he looked bigger and stronger than ever. Sydney felt a strong urge to reach out and feel his muscles, but refrained.

"Ya, I know," Kyle nodded. "You both said how much she looks like you, but I guess I tried to ignore it. But when she was pretending to be you it was impossible not to see. And, well, I guess it sort of made me realize I do like you more than I'm supposed to."

"Well don't feel bad," Sydney said with an uneasy laugh. "I'm the one who set up a camera to spy on you. And I bought a huge dildo just to try to feel what a cock like yours is like. So I'm definitely the perv here."

"I won't argue with you," Kyle laughed, and then Sydney let out a genuine laugh too. For a moment they laughed together, and Sydney felt more at ease than she had since it had all gone sideways. "Did you really buy a dildo today?"

"It's in the bath right now," Sydney laughed. "The bath is still full. I was using it while I watched you and Amber. I sucked on it while she sucked your cock."

"Wow," Kyle said, looking both shocked and impressed. "That's fucking hot."

"Oh please," Sydney huffed. "It's horrible."

"Maybe," Kyle shrugged. "But it's still fucking hot. Have you ever had a dildo before?"

"Of course," Sydney said. "I have two. I've had them for years. And I use them. But they aren't nearly as big as you. I wanted a big one, like you."

"So, uh... you like big ones then?" Kyle asked slowly. Sydney couldn't quite tell what he was thinking, but she could guess. Her eyes finally dropped down and glanced at his shorts, and she could see a noticeable bugle.

"I've never seen a really big one before," Sydney admitted, feeling her breath begin to quicken. "The biggest I've ever seen was maybe eight inches. And you're clearly bigger than that." Kyle's mouth stretched into an awkward grin, and he nodded his head. "You didn't get that from your father by the way," Sydney added. Kyle looked a little uncomfortable at that information, and he didn't say anything.

"I was just so horny," Sydney sighed, feeling the embarrassment come back as she admitted that to Kyle. "I was so ready for a weekend of sex with your father. And then he left. And instead, I come home to the information that you have a huge cock, and you're using it on a cute girl that looks just like me. And then I hear you have amazing sex. And then like an idiot I set up a camera to spy on you. And then you have even hotter sex and pretend it's with me. I mean, that was so fucking hot. I was having one of the best nights of my life before that camera went off."

"Me too," Kyle nodded.

"And I ruined it all for both of us," Sydney sighed. "And that poor girl. She doesn't deserve any of this either. Neither of you do. You were having a nice romantic weekend together, like you were supposed to. And I ruined it all."

"Well, maybe it doesn't have to be totally ruined," Kyle said slowly. Sydney looked up at him, and he quickly turned away, blushing even more than her.

"What are you saying?" Sydney asked seriously.

"Well," Kyle began, and then stopped. "If you were really that, uh, interested, in seeing me... maybe, you might want to see it for real."

"Kyle, are you asking me what I think you're asking me?" Sydney asked. She had not been prepared for that. And she didn't know what to do either. She had come in here to apologize and explain. She needed to make things right, not worse. But she could still see in her mind's eye what she had seen earlier. It had been so amazing. And she did want to see it for real. She wanted to do so much more than just see it. And now he was the one suggesting it.

"I'm not asking for anything," Kyle said quickly. "I'm just saying... since you went so far out of your way just to get a look at me on your computer. And you bought a dildo just to try to pretend it was me. If you want... you can see it for real."

"Kyle, we can't," Sydney said. "I've already done too much." But that was just it. She had already told him how much of a perv she had been towards him. She had spied on him, and imagined having sex with him while watching him have sex with his girlfriend. She knew that he knew she wanted to do what he was saying she could. It would barely even be crossing a boundary at this point. All it would mean was that she actually got something worth all the trouble.

"You don't have to," Kyle said. "It just, sounded like maybe you would want to."

"I can't really deny that at this point," Sydney said. "I mean you know what I think of you. But we shouldn't do that. It's wrong."

"So is spying on me," Kyle pointed out. "And eavesdropping. And buying a dildo to pretend it's me. All of it was wrong. And it was wrong for me and Amber to pretend she was you. We were both doing all kinds of inappropriate stuff. And it was all because of how attracted we are to each other." Sydney felt her body tingle as she heard him say the words. "I think we've probably gone too far now to ever not have this be weird. I know you think about me, a lot. And you've seen my dick. And you know I think about you, a lot. Only I haven't gotten to see you. I've imagined it. But I've never seen your body for real. It doesn't really seem fair you know."

"Kyle..."

"I'll never tell anyone if that's what you're worried about," Kyle said before she could go on. "Especially not my dad. He's never going to hear a word about any of this from me. And I hope he won't from you either."

"Oh, he won't," Sydney said. She could only imagine what might happen if Craig found out about any of the weekend's events.

"Look, I didn't ask for any of this," Kyle said. "And I certainly didn't expect it. But I'm not sorry it happened. I'm glad you told me how you feel. And now I know that I do have feelings for you too." Kyle was staring into Sydney's eyes as he spoke, and she could feel her body yearning out to touch him. It felt like there was a magnet attached to her head, trying to bring her lips to his.

"Maybe it is fucked up," Kyle went on. "And maybe we should just pretend like this never happened. But that's not what I want."

"What do you want?" Sydney asked in a soft breathy whisper. Her heart was beating out of her chest, and she could feel her whole body tingling as she stared into Kyle's beautiful brown eyes.

"This," Kyle said softly, and then he leaned in towards Sydney. His eyes closed as his head approached hers, and she watched his lips part ever so slightly. He stopped just inches from her face. She hesitated one last second, trying not to do it, and then gave in. She let her head finally move, and felt her lips press against Kyle's. She kissed him with more passion than she had ever kissed anyone, and felt him matching it.

Sydney's hand was resting on her bare thigh as they kissed. And then she felt his strong hand on top of hers. His hand gently lifted hers, and she let him guide her hand onto his shorts. He brought her hand down onto his crotch, and then she could finally feel it. She felt her middle finger touch something quite hard, and then the rest followed. Her fingers slowly moved to feel the large girth of it. She moved her fingers tentatively at first, gently touching it as they kissed.

"Oh my," she moaned into Kyle's mouth. He broke the kiss, and leaned his head back, smiling ear to ear.

"I guess you've been waiting to see this, huh?" He said with a big grin. Sydney looked down, and saw the clear outline of his huge cock in the thin shorts. It looked even bigger than before. She let her hand slip into the waistband of his shorts, and then moved down until her fingers wrapped around his huge cock.

"It's so fucking big," Sydney moaned as she gripped it tighter. The tips of her fingers could just barely reach each other as they wrapped around Kyle's thick shaft. It already felt quite hard, and she could feel it getting harder. She leaned back in and kissed him again, while slowly jerking his cock off in his shorts. She could feel it getting even harder, and then beginning to lift itself up. When she broke the kiss again, she looked down and saw it tenting out his shorts obscenely. The end of it looked surprisingly close to his knee.