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FIRST TIME SEX STORIES

Prom Date Ch 02 3

Prom Date Ch 02 3

by m_storyman_x
19 min read
4.75 (36100 views)
adultfiction

Authors note. Thanks to Chief Hal for his proof reading.

no characters in this work involved in any sexual situation, or sexual act are under the age of 18

Chapter 2

I didn't hear anything from Lilly the rest of the night or the whole next day. I tried to text her, but never got a reply. I wasn't brave enough to try and call. The best I could do was to stop at her house, and try and pick her up for school. I drove up and gave the horn a beep, hoping to draw her attention. It must have worked, because the door opened and Lilly stepped onto the porch, but she wasn't alone. Her mother followed her down the stairs. She looked every bit as good as when I met her the first time, short skirt, stockings, high heels, button down blouse with the top few buttons undone. I was kind of surprised she wasn't wearing a coat, given it was only a little above forty degrees. Lilly walked down the stairs and opened the car door. She slipped in, and sat down. Her mother squatted down some and leaned into the car to look at me. With her bent the way she was I could easily see down her shirt to the creamy tops of both her big round tits.

"You and I need to have a talk, David." She said curtly. "I expect you here at six thirty this evening, when I get home, and I don't want to find out you two have been fucking again, is that clear?"

"Yes ma'am." I answered quietly. She pulled back, out of my car and closed the door. I couldn't help but notice, how prominent the cold had made her nipples, through the dark rose colored blouse. But I didn't have long to look, as she turned and walked away, her short skirt pulled snugly across her butt. "Just what does your mom do for a living?" I asked curiously as I drove away from the house.

"You don't want to know what happened?" Lilly asked, irritation clear in her voice.

"I do. What happened after I left?"

"Well, I got chewed out for at least half an hour. Then I had my phone taken away and I got grounded."

"Damn. Grounded for how long?"

"Two weeks."

"But prom is only a week away."

"Yeah. She's letting me go. But other than that..."

"Just because we were having sex?"

"Oh, no. Because I was using you to get back at Jason."

"You told her that?"

"Well, that and fucking in the den. She said the least I could have done was taken it to my room, so she didn't walk in on it. If daddy had come home, he'd have killed us both. Look, I didn't have any choice. She knew I wasn't telling the truth about why I was dating you, and she already knew I'd broken up with Jason, so she had a clue already. She just didn't let up until I told her the whole thing. Me getting you to ask me to prom, having sex with you where word would get around, that I was sitting with you and having you kiss me in the lunch room to make it obvious to Jason. She said it was despicable that I was using you that way. She said it wasn't fair to you and that you deserved better. I told her you agreed to it, knowing, which made her all the more upset. That's when she decided she needed to talk to you too."

"I don't get why she's so upset. I mean, I agreed to it. I know that after the prom I'm history."

"You asked what mom does? She's a divorce lawyer, and a good one. She's taking issue with me using you. Says it's not fair to you, even if we both did agree to what this was."

"So tonight?"

"I don't have the slightest idea. All I know is she's planning on having a talk with you."

The day passed slowly, with the exception of lunch. Erica decided to sit at another table with Lilly sitting next to me. I had to admit, I didn't enjoy the looks I was getting, no, WE were getting from a lot of people, but I did enjoy having her sitting next to me, her leg touching mine. In my mind I knew that this was all a show for Jason, but it still felt good.

The afternoon went even more slowly than the morning. Not getting to see Lilly at all, most of the day wasn't helping. I was concerned about what this punishment would entail. I honestly had no idea at all. Why would I be part of any kind of punishment anyway?

Three thirty finally came, and I drove her home. She asked me to stay, and I agreed, texting mom that I probably wouldn't be home for dinner. We went to her room and she quickly stripped out of her outfit from school and stood naked in front of me.

"I thought we weren't supposed to have sex?"

"We aren't. But I've been thinking about it all day, and I can think of all kinds of things we can do besides fucking, which was all she said she didn't want us doing. I was kinda hoping you'd like to play a little."

"I'm not against it, as long as we don't get into more trouble."

"Part of me doesn't care. I just want to be with you right now. Come on, let's get you naked." I didn't understand what her drive was to be naked with me, other than to have sex. If she was going to get into more trouble, how was it a smart idea? It didn't take me long to calculate the probability that we would be fucking before we were done, and the probability was extremely high. It didn't take long, until I was dressed the same as her. She had me lay on the bed and then crawled over me, putting her pussy right above my face, and her face right over my, already rock-hard, cock. "Okay, the name of the game is to see who can make the other come first. If you can make me climax before you do, then I'll ride you until you come. If I make you come first, I'll show you how to get me off with a vibrator. Sound like fun?"

I was looking up at her pussy and grinning. "Oh yeah."

"Good." She said, moments before she engulfed my head with her hot mouth.

I started licking and teasing her pussy lips, seeking out and finding her clit quickly. I've watched enough porn to know what to do, I just haven't had any real practice. Well, here was my chance to see if some of the things I've seen in porn, feels as good to her as the actresses pretend. I concentrated on her clit with my tongue, flicking and teasing it while I used two fingers to push in and out of her hot wet hole. I could feel the softness of her vaginal walls with my fingers, her body squeezing around my fingers. The longer I teased her pussy, the more I wanted to just roll her over and fuck her again. It had felt sooo damn good being inside her, I wanted it again. I suspected she wanted the same thing.

She abruptly pulled her mouth off of me and crawled around to put her pussy over my dick. She grinned down at me as she aimed me at her dripping wet pussy. I groaned in unison with her, as she pushed herself back, forcing her body down over my fat shaft. She held herself over me and started rocking her body, sliding my shaft in and out of her. I reached for her breasts and cupped both with my hands, squeezing them in time with her rocking motion. I could feel my body responding to her strokes, the need to come growing in urgency.

"Oh damn, David! I'm going to come." She squeaked softly, her body starting to shudder and her coordination starting to falter. The sudden change in her motion pushed all the right buttons for me too. In moments my body was bucking under her, pumping shot after shot of cum into her. I lay there, panting, with Lilly holding herself up over me, looking down at me with her eyes glistening. I don't know what she was thinking, but I had no doubt that this short little pretend romance was turning into something much more. I felt concern for her, for how she was feeling. I didn't want this to end after Friday, and I knew it had to...or did it?

She lowered herself down onto me. I thought she was going to kiss me again, but instead she held her face inches from mine, her eyes looking into mine, as if she were searching for something. "David." She whispered, so softly I almost couldn't hear her. "Do you like me?"

"Of course."

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"No. I mean, besides sex and kissing and stuff. Do you like me?"

"Well...um..."

"It's okay if you don't. I mean, this is just a business deal anyway, right?" she said louder, cutting off what I was going to say.

"Um. Look. I have to be honest. When you first asked me to prom, and yes, I know I technically asked, but you really did. I was surprised. You were one of the stuck up, IN crowd, and I was...well...I wasn't."

"I'm sorry. I shouldn't have..."

"You gonna let me answer or not?"

She took a deep breath. "Okay."

"Like I said, you were one of the in crowd. You were all about making Jason jealous. You snuggled me, and kissed me, and acted every bit like you wanted me. The funny thing is, the more you did it, the less it seemed faked. Is it...faked? I mean, you didn't have to have sex with me. You didn't have to snuggle with me in the movies like you did. It kinda felt like you wanted to."

She looked down at me and pursed her lips. "What we just did. I wanted to. Not to make him jealous, but because I wanted to do it with you. I wanted to feel...I wanted to climax with you, like we just did. I can't explain it exactly. It's only been a few days, but at night, when I go to bed? When I get in bed, I want you to be there. It's silly. I just thought..."

"You wondered if it was the same with me?"

"Yeah, I guess so."

"Statistically, relationships that are this fast are based more on infatuation than on anything else. Do I want to be with you, and feel you and...yes, kiss you and have sex with you? Yes. But I don't know that it's anything more than infatuation."

"You're probably right. I'm playing a dangerous game with our hearts. We should call this off before things go too far."

"Just how far is too far?"

"I don't know." She whispered. "But when Erica was looking at us today, I...I felt protective. I didn't want her to think that she could have you. I wanted you for myself. I know it's silly, it's completely against what we said at first, but, well, that's what I was feeling."

"I don't know what to say."

"I don't want you to say anything. I don't want you to feel like you have to say something nice back, or that you have feelings for me. That wasn't the deal. You were taking me to prom, and that's it. That's what we have to keep it to. I shouldn't have said anything."

"I'm glad you did." I answered quietly, letting my hands stroke up and down her back gently. I couldn't say that I wasn't having feelings for her either. I was. But I knew those feelings were just infatuation for the girl that was teaching me about sex. I was thinking about what I should say about how I felt when Lilly's phone started to beep.

"Damn. We have to get dressed. Mom will be home soon."

Reluctantly we got dressed. I shouldn't have been surprised at how much I liked being naked with her, and seeing her body, and feeling her, and-and-and... She walked to her dresser and pulled out a pair of pink sweatpants and sweatshirt, and stood naked, helping me dress, encouraging me to touch her as she helped me dress. By the time she was closing my pants up, I had a huge boner again, which made her smile. After I was properly dressed, she pulled on a pair of panties and then the sweatsuit, covering her body almost as slowly as she could. Once dressed we headed down to the den to turn the TV on and look as innocent as we could.

"Well, it's good to see you're on time." Mrs. Crowel said, as she walked into the room. She walked to one of the overstuffed chairs and pulled it around so it faced the sofa, and the two of us. She settled into it, sitting with her knees together, her legs glistening in the stockings, her very short skirt high on her thighs. She leaned down and undid the straps of her high heels, and pulled them off her feet, her tits pressing to her knees as she bent, making her creamy tits push up into the open vee of her shirt. She sat back up and crossed her legs as she leaned back.

"David, I'm very concerned about you. This arrangement you have with my daughter, it feels...unhealthy." I sat and looked at her, not sure at all what to say back. "I understand the desires of a young man lean toward the physical, but I can tell you, that entering a physical relationship, often carries with it a lot of emotional attachment. Most men that start a physical relationship soon find that the woman is more emotionally attached than they planned, and this soon causes an array of side effects. If Lilly hasn't already told you, I'm a divorce lawyer. I see cases where men entered into extramarital affairs with no intention of becoming emotionally involved, yet end up doing so. I'm afraid that this relationship is going to end badly after the prom, and I don't want to see my daughter hurt someone, that she shouldn't hurt."

"I went into this with my eyes open. I knew that Lilly was way out of my league. No way was a cheerleader ever going to be interested in a guy like me. I was more than a little surprised that she wanted to go to prom with me, but it didn't take long for me to put two and two together and know that I was her spite date."

"And that doesn't bother you?" Mrs. Crowel asked, with a furrowed brow.

"It did for a little while. But hey, the head of the cheerleading squad was going to not only go to prom with me, but I was getting to see her ...uh...on shit."

"Go ahead. You can say anything you want. You like seeing her naked? You can say that. It isn't going to bother me. She's eighteen, she can pick who she fucks and who she doesn't. So just let it out. Be straight with me and we'll get along fine.

I was a little surprised, but I nodded. "I like seeing her naked. When this all started, the only thing I was concerned about was that this was some elaborate joke, but since we started having sex, well, that probability has been significantly reduced. I don't think she plans on doing anything at the moment, like dumping me at the door or anything."

"She'd never do that, at least not without significant punishment. I've always tried to instill a sense of fairness in her. I see far too many couples that are self-centered and deceitful. I don't want my baby to end up that way." She looked at her daughter, for long silent seconds, before she said anything else. "Are you still planning on dumping David after the prom?"

"That was our deal. Graduation isn't that far away, and both of us are going to colleges that are not close together. It wouldn't be fair to start an emotional relationship that is just going to break our hearts in the end."

Her mother raised her eyebrows. "Is that something Jason said? Is that why he broke up with you?"

She frowned and shrugged. "He wasn't wrong."

"And you feel that way? That an emotional relationship is wrong at this point?"

"Pretty much." Lilly answered. "Jason and I dated for a long time, but I don't think we ever loved each other. I think he hung onto me because of sex, not love."

"And that's why you weren't all that heartbroken when he broke up with you?" Her mom asked.

"I was expecting it, just not this soon. I thought we'd get all the way to graduation, but I guess he's got better sex now or something."

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"It's interesting that you say that, because that's exactly what you're doing to David."

"No, I don't think so. I mean, he and I are having sex, but it's just sorta payment, you know. He's taking me to the prom so I'm not embarrassed by having to go solo, and in exchange, I'm teaching him about sex."

"Is that how you see it David?"

"I'll be honest. I don't really know what to think most of the time. I mean, damn. Yeah, We've had sex. I'm learning about it." I said feeling myself blush. "But; you know, sometimes it feels like more than that."

"More than that? Like there's emotion starting to build?"

"Yeah, sorta."

"Lilly? Is there? Or is this still just the deal you made? Sex in exchange for taking you to prom?"

Lilly was actually quiet for a long time, but her mother patiently waited for her answer. She looked between her mother and me and then I watched her face change. She looked almost defiant. "There's no way that we can still be together once we go to school, so there's no point in even considering an emotional relationship. It's that easy."

Her mother raised her eyebrows again, and then a small smirk formed on her lips. "Really? No emotional attachment here?"

"None!" Lilly said firmly.

"Then you wouldn't mind if someone else had sex with him? Since it's just payment?"

"No. Why would I mind? I don't own him. If he wants to go fuck that nerdy little cunt Erica, that's his business. I won't stop him."

Her mother chuckled softly while shaking her head. "Do you really believe that?"

"Of course," Lilly snapped back at her mother. "What's your point? That I'm not being fair to David? I'm being totally fair. He's taking me to the prom and I'm fucking him as much as he wants. Simple as that." She looked over at me. "Do you think any of this is unfair?"

I opened my mouth to respond and closed it again. I didn't know what to think. Before I could think of anything to say, Mrs. Crowel stood up from her chair. She stepped over to me and held out a hand. "David, why don't you stand up with me."

"Uh...sure, I guess."

I took her hand and let her help me stand up. "Lilly says, she's been teaching you, why don't you show me some of what you learned. Give me a kiss like you gave Lilly yesterday?"

"You want me to kiss you?"

"Yes. That's not a problem, is it? She was quite clear that she was doing with you, what she was just because it was payment. If there's no emotional attachment, what difference is it, if I want a kiss?"

"None, I guess. It's just that...well..."

"I'm her mother?"

"Well, yeah."

"And if I wasn't?"

"Well, I guess that'd be different."

"And It would bother you to kiss me? Because I'm her mother? That would indicate an emotional attachment, would it not? Something both of you insist isn't the case."

"Well...um..."

"Unless you want to admit that there's an emotional attachment."

"No, none," Lilly said quickly, almost too quickly.

"Good. Then show me how she taught you to kiss."

I wanted to object but Mrs. Crowel seemed intent on proving some point. I shrugged and stepped toward her. I wrapped my arms around her waist and somewhat awkwardly moved my face to hers. I kissed her gently for a moment and then pulled back.

"That's how she taught you to kiss?"

"Well, not exactly."

"What exactly then?"

"It's... Just that...well..."

"You need something to get you warmed up, is that it? You kiss her like you do, in hopes of getting some pussy? Well, let's see what we can do about that." She stepped back from my arms, and began to unbutton her blouse. I took a step back and she followed me, keeping us the same foot or so apart. "Don't back up. This is for you. You can enjoy it." She said a little breathlessly, as her fingers kept unbuttoning the blouse. She finally had it undone and pulled from the waistband of her skirt. She pulled it off and dropped it to the floor, exposing the lacy bra that held her tits up and pushed together. I could see her nipples and areola through the dark lace material that contrasted her creamy skin so deeply. As I stared at her tits she moved her hands to one hip, and in moments the skirt had been unzipped and was sliding down her body. "Is this better?" She whispered, standing in front of me in a tiny black thong panty, nude-colored stockings that came up to be held in place by a black garter belt, and of course, the lace bra. She reached for my hands and gently pulled both of them to her bra covered boobs. "Here, play with these a minute."

She reached to my waist and undid the front of my pants while I held her tits, not at all sure what to do. I could feel my dick hardening in my pants as she gently stroked it through my jeans with one hand, while the other deftly undid my belt and then the snap and zipper. Her hand that had been rubbing me through my pants, now dipped into the front and was rubbing with just my briefs between her fingers and my growing hardon. "Tell me, did she teach you how to take a bra off a woman?"

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