Brie’s Babysitting Service: Sadie by Jay2Kay

“That’s her,” he said and then started the car and followed her to the Lakeside Fairgrounds.

When they arrived, there was a guy in his late twenties/early thirties waving them in and when the line of cars ended with Sean and Lindsay’s vehicles, he partially closed the gate behind them. Sean followed Lindsay’s Jeep to where the others were parked on a grassy lot.

“Ready, stud?” Sadie asked and then leaned over to kiss him hard on the lips. “Gotta keep up the act, right?” she asked with a wink.

“Right,” he half-agreed.

“That WAS you,” Lindsay said as they got out of the car.

“Yep!” Sean said, grinning at her. “We saw you go by in the parking lot and quickly followed you,” he told her.

Sadie joined him, hooking her arm into his. Lindsay’s face immediately transformed from smiling at Sean to trying not to glare at Sadie; Sadie was finally convinced that Lindsay was actually jealous and most likely really wanted Sean.

“That’s a nice car,” Lindsay said, trying to be friendly. “Is it a rental? Or did you drive that all the way out here?” she asked.

Sadie grinned at her; this girl is smart, trying to poke holes in their story. She wasn’t buying the whole Twitch friend thing, but she had to sell it to her.

“It’s a rental. Do you think I’d let him drive it if it were mine?” she teased.

Lindsay gave a fake smile. “Well, Sean is a pretty safe driver, so I’d trust him,” she countered.

“That’s true,” Sadie agreed. “Babe, can we get a drink? I’m sure they’ve got something here at this party,” she said.

“Yeah,” he said and then smiled at Lindsay. “Catch up later?” he asked her and she nodded.

“She wants you for sure,” Sadie said when they were out of earshot.

“She does?” he asked her, looking over his shoulder, but she reached up and pulled him in for a kiss with full tongue to remind him of their plan.

Sean’s cock twitched from her kiss and when they broke the kiss, he immediately searched for where they were keeping the drinks to find they had about five beer kegs set up and they were filling red SOLO cups, handing them out to anyone who approached. Sean took two cups, handing one to Sadie who quickly chugged hers down and asked for a refill right away. The two beefy guys tending to the kegs gawked at her and handed her a refilled cup without a word, their eyes darting back and forth between Sean and Sadie as if shocked to see him with a girl at all, let alone one as hot as Sadie.

“Come on, Sean, let’s find somewhere a little more private,” she said and then pulled him a ways off from the main party where a couple large bonfires were already lit with teenagers drinking, laughing while some couples were already making out together.

They found a spot secluded with a few trees blocking them from the view of the rest of the party, though they could see if anyone was coming. Sadie dropped her cup of beer and pulled Sean into her and their mouths reconnected; she had to make this as animalistic and emotionless as possible; she couldn’t risk either of them growing some sort of attachment to each other.

“Whoa, slow down,” he said.

“Why?” she asked and then dropped to her knees where she began to unfasten his belt and tug his jeans down to his ankles. “You’re not falling for me, are you?” she teased.

“Sadie, stop,” he said and gently pulled her back up, though his jeans were already pooled up around his ankles. “Do you really want to do this? Just fuck, cause a fake scene and then take off?”

“Are you saying you don’t want to fuck me?” she asked frustrated at his mixed signals. “You said you wanted to do both, for us to finally fuck and to end up with Lindsay. Are you telling me you’re not okay with that?”

“Well, you said Lindsay seemed really into me? What will she think of me if we hook up and then you just ditch me?” he asked. “She’ll think I’m just some asshole who fucks girls and moves on,” he confessed his fear and she took a deep breath to calm herself.

She thought about it for a moment. “Then I’ll make myself look like the slut who got rejected by you,” she said. “I can spin the fight to look like you’re a good guy just looking for the right girl. Hell, I can even put you and Lindsay on the spot and make myself out to be the jealous one because you were still hung up on her,” she said.

He studied her face for a moment. “Can I ask you something?” he asked her.

“You just fucking did,” she said frustrated.

Sean rolled his eyes at her. “Why do you want me to fuck you still?”

“Because I’m horny as fuck! You got me riled up at the game; you made me feel like someone special, even if you fucked up by reminding us it was an act; you even gave me hope that there are decent guys left in-”

He interrupted her with a kiss this time, pinning her to the tree directly behind her as he did. She met his energy, finally connecting this time. His horny, teenage side taking over again, though she wondered if her emotional confession to him is what triggered it and he just wanted to make her happy. All thought left their minds, though, as he moved to her neck, kissing and sucking at her soft, smooth skin. She reached down and began to slowly jerk his cock as he played with her bubbly ass. She licked one of her hands, gathering saliva to lube him up as he slid her tiny thong off of her hips.

“Fuck me, Sean,” she whispered in his ear.

She guided him to her entrance, pressing the throbbing tip against her tight, warm cunt already dripping with her juices. She hadn’t needed as much of her thick saliva as she’d thought as she wrapped her pussy lips around his helmet. Their eyes connected as he slowly entered her pussy for the first time; his first time in any pussy, in fact. It was then that she remembered he was giving up his V-card, but he pushed forward and kissed her hard on the mouth again, the rough bark pressing into her back adding to her own pleasure as she enjoyed the small amount of pain.

He pulled back a couple inches and then slid back into her again, doing that over and over until she locked her ankles together behind his back and began to raise herself up and down with her strong thighs. Sean slowly lowered them to the ground while she kept arms and legs wrapped around him. She pushed him onto his back and then took off the jacket and lifted her T-shirt to show him her beautiful tits. He reached up and squeezed them as she rode him cowgirl. She was impressed that he was lasting as long as he was with it being his first time.

Sadie bounced on his thick cock, loving just how full he made her pussy feel as she slid up and down his shaft. When he grabbed onto her hips, though, she knew it meant he was getting near his end, so she laid down on him and pulled him over so he could be on top of her. She dug her heels into his hamstrings as he plowed into her; she preferred being underneath because it somehow brought her to orgasm faster. She told herself it had something to do with feeling more dominated since it was harder for her to move and the guy could just fuck her as hard and as fast as he wanted and there was nothing she could do about it. And that was exactly what Sean did; he fucked her harder and faster, the full weight of his body on top of hers as he pounded into her. She whimpered and cried into his ear as she held onto his shoulders.

“Cum inside me,” she begged. “I want to feel you empty your balls into me,” she pleaded.

He lifted himself up and looked into her eyes almost fearfully.

She smiled at him, running her fingers through his hair as he stopped with his cock deeply impaled into her. “I have an IUD,” she said, recalling the doctor’s appointment she’d made after her first day working for the Swansons. “It’ll be okay,” she assured him and then pulled him back down to her face to kiss him.

As their tongues reconnected, he resumed pumping into her, but slower this time until he regained his confidence and finally began to pound her hot, slick pussy again. She moaned and cried into his ear as she held onto him for dear life. He jackhammered her pussy until he finally unloaded his seed into a girl for the first time in his life. Filling her with blast after blast of hot, sticky cum, sending her into orbit at the same time, until he was spent. He didn’t pull out of her right away and just laid there on top of her, panting and gasping for air. She ran her fingers up and down his back lightly until he finally rolled off of her and she requested to clean him up.

She sucked and licked him clean as he laid there in the soft soil until she got up, found her thong that she knew would do nothing to hold in his deposit, though she pulled them on anyway. She then retrieved his boxer-briefs and jeans and helped him get dressed. He wanted to cuddle her a minute, so she obliged until she told him they should return to the party. This was going to be the hard part, though; she was going to have to act like they didn’t just share a special moment of him giving up his virginity to her, bringing them both to wonderful orgasms in the process while convincing the party that he wouldn’t fuck her so he could hopefully wind up with Lindsay.

“Are you sure you’re ready for this?” she asked him and he shook his head. “Why not? What’s wrong?”

“I think I’d rather just go home,” he said.

“What? Why?”

“I think,” he stopped himself afraid that she would be upset with his confession, but she was expecting it since she was his first; this happened to both guys and girls who lose their virginity to someone. They become attached and it was something she’d been afraid of happening and she’d selfishly allowed her horniness interfere with his happiness. Now he thought he wanted her and only her, but deep down she knew he ultimately wanted Lindsay. Despite that, though, she knew he wouldn’t be able to put on the act they’d discussed.

“Don’t,” she said. “It’s okay. Tonight’s not the night,” she told him. “We can go if you want,” she said. “Let’s regroup and think of a better plan,” she offered and he nodded.

Sean got up and helped her to her feet and they bypassed the entire party, got in her car and drove back towards his house.