Brie’s Babysitting Service: Sadie by Jay2Kay

“If it weren’t only halftime, I’d be begging you to take me somewhere else,” Sadie said and then nibbled his ear a little more. “That was fucking hot,” she whispered some more.

“Maybe we should go,” he said and she caught his tone and began to look around to see almost every eye staring at them and the school security standing down below, discussing what to do.

“Maybe you’re right,” Sadie said. “We may have gone a little farther than I was planning,” she admitted.

“Hold on,” he said and they watched as the security walked away now that they were calm and no longer practically dry humping. “We might be okay,” he said and then she felt him tense again.

She saw where he was looking and he and Lindsay’s eyes were locked on each other. She looked angry and jealous to Sadie. It was working already.

Soon, the game resumed and Sadie and Sean enjoyed themselves. Not just from the fun of the game, but every once in a while, taking a moment to mildly make out some more. Soon his arm was fully around her body now, holding her close to his side. Her arms felt warm at one point, so she took the jacket off and covered her legs. When she did this, Sean began to grow bolder and his hand began to slip closer to her crotch. His slow, subtle movements of him sliding his hand further and further up her leg made her wetter and wetter as she anticipated him touching her pussy for the first time. Sean wasn’t going home a virgin tonight; Sadie had already decided that.

Inch by excruciating inch, he slid his hand up her leg and under her tiny skirt until he finally reached the thin fabric of her panties, which were nothing more than a thong that barely covered her cunt. She spread her legs slightly and he found his way to her slit, forcing his fingers beneath the elastic lining of her thong and he began to rub her bald pussy. Soon he had the tip of his middle finger inside of her slit and was moving it up and down as if this was something he’d done before, though Sadie knew it wasn’t. She subtly rocked her hips into his hand, desperate to get him deeper inside. Then the game came to an end; their team got their first, and probably only win of the season. They stood up and cheered when the clock ran out and then made their way down the bleachers to the exit with everyone else.

“Hi Sean,” Lindsay suddenly said as they went by.

“Oh, hey Lindsay,” he said with true surprise. “How are you?”

“I’m good, who is this?” she asked.

“I’m Sadie,” she said offering her hand to Lindsay, who graciously shook it; maybe she was wrong about Lindsay and she wasn’t the bitchy Queen Bee she thought she was. “I’m just a friend of his visiting from out of town for a little while,” she lied.

“How’d you two meet?” she began her interrogation.

“On line,” Sean piped in. “On Twitch, actually. She and I both stream on there and just kinda hit it off,” he added to the lie.

“You play videogames?” Lindsay asked Sadie.

Sadie nodded. “I do; I’m still kinda new to it, but Sean’s been a big help,” she told her.

“How long are you in town for?” she asked.

“A couple months probably,” she replied. “I’m staying with some friends, but spending most of my time at Sean’s house,” she said to create a cover story for why she’s not staying there and at her own place, but also why she’s at Sean’s house a lot. “I offered to help watch the twins while I was in town while they search for a fulltime babysitter,” she added.

Lindsay nodded, she didn’t seem to fully believe it, but she couldn’t prove anything otherwise, which is exactly where Sadie wanted her. She hoped that Lindsay would ultimately act on her jealousy and try and win Sean’s attention for herself. Then when the time was right, she’d create a situation that would push them together.

“Ready to go, babe?” she said to Sean and he nodded, unable to take his eyes off of Lindsay as she guided him away.

When he finally tore his attention from her, she called after him again. “Sean!” she called and he turned to face her. “There’s a party down by the lake, do you guys wanna come?” she asked and Sean turned to Sadie, unsure of how to respond; he’d never been in a situation like this before.

“We’d love to!” Sadie answered for him before he made it too weird because of taking so long to answer.

“We’ll be at the fairgrounds; one of the guys has a way in for us,” she said.

“Okay, yeah,” Sean said. “We’ll follow you over there,” he said.

“Great!” Lindsay said happily.

“See ya,” he said and she smiled back at him brilliantly.

“I think my plan might be working better than we thought,” she said when they were finally out of earshot.

“Yeah,” he said in a daze.

“Are you okay there loverboy?” she teased and he looked down at Sadie.

“Yeah, I’m just…I don’t know. I’m like in a fog right now, I don’t even know how to describe it,” he told her.

“Your longtime crush is showing interest in you, of course you’re floating right now,” she said, and then the thought of taking his virginity tonight began to fade; he needed to save it for someone special and not the hired babysitter. She’d done her part now and he was ready. She considered sneaking away from the party, hoping Lindsay would give him a ride. Maybe that’s what will force them together again.

“Do you think she’s really interested or just jealous?” he asked. “Or is she setting me up for a bigger fall to embarrass me?” he began to rattle off more fears on their way to the car. “What if this is a plan to get us to break up, even though we’re just an act right now, and she’s going to reject me in front of everybody? What if-”

Sadie grabbed his face and shoved her tongue back into his mouth to shut him up. After a few seconds they stopped kissing and he stared at her, waiting for whatever she was about to say.

“You won’t know until it happens. Love is a risk, it’s what makes it worth it. When you love someone, you’re trusting them with your heart; you know that they could break it at any moment but you’re trusting them not to do it. And fuck you for what you said about you and me,” she half-teased.

“What?” he asked confused.

“Yes, we’re putting on an act, but do you know I had half a mind to fuck your brains out later for the way you were fingering me on the bleachers?” she asked him under her breath.

“You were?” he asked as he opened her door for her again.

“Don’t you dare stare at my ass as I get in the car,” she threatened but he ignored her, catching a beautiful view of her barely covered ass as her skirt fluttered up from the breeze before getting into the car. “I told you not to stare,” she reprimanded him and he grinned as he shut her door.

Getting into his seat he shut the door and turned to her. Sadie was sitting with her back pressed in the corner created by her seat and the door, keeping as far from him as she could. Her arms were crossed in front of her in an obvious display of anger and hurt, and she refused to look at him.

“Sadie, I’m sorry,” he said. “I had so much running through my head after what happened with Lindsay, I couldn’t control my mouth. I am very much attracted to you and if Lindsay hadn’t said anything, I was on my way to hoping that you and I would just work out and forget about these other girls from school. You’re the closest I’ve had to a girlfriend since my crush on Lindsay when we were kids,” he confessed to her and she couldn’t help but soften her heart towards him a little more.

“Is Lindsay what you really want?” she asked sincerely.

He stared out the windshield for a full minute before answering. “I don’t know,” he told her. “A part of me wants to say yes, but a part of me wants to say no, then there’s a third part of me that wants to say, ‘You’re only eighteen, go fuck the hot chick that’s been all over you all night’,” he told her and laughed; she laughed with him.

“I think I know which part of you that is,” she said.

“Oh, I know which part of me is saying that; he still is,” he admitted.

“Well,” she said finally opening herself up to him again as she began to lean towards him. “What if I told you that you could listen to that not-so-little part of you and still get the girl of your dreams?”

He looked at her confused. “How?” he asked. “Do you really think she’d want me if she knew something happened between us?”

His question was fair, and his tone was definitely one of curiosity and not of doubt and sarcasm. “Let me ask you this,” she replied. “How much do you think she’s already assuming we’ve done already? We’ve already made out twice now, one of those times I grinded my pussy into you to make you cum in your pants; plus, let’s not forget the fact that I gave you a blowjob right after; also, it was pretty obvious what you were doing to me on the bleachers just a little bit ago. She’s probably assuming we’ve fucked like rabbits for you to be brave enough to do that in a public place,” she reasoned with him.

He thought about her point for a moment and nodded. “That does make sense. So, then we should just go ahead and do whatever it is she’s assuming we’ve done?” he asked.

“Don’t you want to?” she asked, gripping his thigh, just inches away from his already stiff cock.

“I think that’s obvious,” he says, swallowing hard.

“Wanna skip the lake?” she asked.

“A part of me would definitely like to,” he said.

“But a part of you wants to try and win Lindsay over, too, huh?” she asked and he nodded.

She thought about it for a moment and came up with an idea. “I think my plan I had in my head is changing,” she said.

“What plan?” he asked.

“I was considering causing a scene between us and leaving you there so Lindsay would give you a ride home tonight,” she told him and he thought about it.

“It could still work,” he said.

“You really wanna try and get it all, don’t you?” she giggled, gripping his cock this time, causing him to gasp; she could feel his cock pulsing, threatening to blow his load already. “Be honest with me,” she said, gripping him tighter and he closed his eyes painfully.

“I do,” he cried and then she released his rigid pole.

“Good,” she said. “We’ll figure something out,” she said and then Lindsay drove by in her Jeep Wrangler, the other girls with her; one sat up front while the other three squeezed together in the back.