Brie’s Babysitting Service: Sadie by Jay2Kay

He proved her right by taking gripping the back of her head like a basketball and guiding her down his cock as she expertly sucked him off. When he started to fuck into her throat, though, she knew he was already reaching his end, but she didn’t back off of him. She wanted his first blowjob to be amazing; she wanted his confidence to shoot through the roof just like his load would shoot down her throat. His cock began to pulse for a few seconds before he filled her mouth and throat with his young, potent seed. She swallowed down every drop until he stopped spurting into her, and then she licked him clean, stood up and caressed his face. He smiled at her and she could see a little more confidence in his eyes than he’d had before.

“Go ahead and get cleaned up, this will stay between us, I promise,” she told him and then kissed him on the cheek before taking the baby monitor and leaving the bathroom.

When she returned to the living room, the girls were just waking and in need of changing, so she tended to them and then gave them one of the approved snacks their mother had shown Sadie they kept in the cupboard. A few minutes later, Sean joined her again in the living room, his hair still a little damp, but he looked refreshed and much more comfortable in her presence.

“How are you doing?” she asked him.

He grinned at her. “Well, I’ve never done anything like that before, if that tells you anything,” he said.

Sadie chuckled softly. “There’s a first time for everything,” she said.

“Does that mean I’m not a virgin anymore?” he asked.

She smiled at him. “That depends if you consider oral enough or if it needs to be, you know, the other way,” she said with a wink.

He thought for a moment and then shrugged. “I guess either way, I’m less of one than I was before,” he chuckled.

“I’m glad I could be of service,” she winked at him.

“You really want to go to the game on Friday night?” he asked.

“I think it would be a good idea. You need to do more to put yourself out there. So, if you put yourself in their environment, they’ll notice and either they’ll start to accept you, or they won’t,” she explained.

“But you think me bringing you with me will help,” he stated, not asked.

“It can’t hurt,” she reasoned. “You’re a good-looking guy, Sean, you don’t need me there to prove that. But a good-looking guy showing up with a girl-”

“A super-hot girl,” he interrupted and she blushed this time.

“Well, thank you,” she accepted the compliment. “As I was saying, though; a good-looking guy showing up with a SUPER-HOT girl,” she said with another wink, “will only draw that much more attention. They’ll start to wonder why they never paid any attention to you when you could pull a girl like me,” she pointed out.

“It’s sound logic,” he said. “Okay, let’s do it,” he said.

“Maybe if your mom wasn’t going to be home soon,” she joked with him and he hesitated before laughing as well.

“That’s not what I meant,” he said still laughing.

“No, but you’re wondering if I meant it now,” she said and he stopped and stared at her, definitely considering it.

“Maybe I should hurry home from school tomorrow,” he said.

“Now, now, don’t be taking advantage of your slutty babysitter,” she teased with a wink, though she wouldn’t stop him if he made the advance on her.

++++++++

That Friday after Mary got home from work, Sadie told Sean she’d be back later to pick him up for the game. Before she could leave, though, Mary stopped her and asked what was going on.

“I’m getting him to put himself out there,” she told her.

“He’s seemed different almost all week, did something happen?” she asked.

Sadie shrugged. “We’ve had some good conversations and we’ve kinda clicked and become friends,” she half-lied.

“Okay,” Mary replied a little leery. “Where’s the game?”

“He said it was at Lakeside High School,” Sadie told her.

“Okay, are you doing anything after the game? What time do you think you might be home?” she asked.

“What time do you want him home?” Sadie asked almost irritated and Mary picked up on why without Sadie having to spell it out for her.

“You know what? He’s eighteen, it’s his senior year, just don’t let him get too drunk,” she said.

“Fair enough,” Sadie grinned at her. “I’ll be back in a little bit!” she said and then rushed home to shower and make herself look extra sexy for Sean.

She wore a pink midriff top that showed much of her smooth, white belly, exposing her belly button piercing. She purposely didn’t wear a bra, knowing what kind of attention that would bring them. She also decided to wear a pleated miniskirt that matched her pink top that would show off almost all of her ass if she bent over far enough. The evenings were getting chilly, so she hoped Sean would show his chivalrous side and give her whatever type of jacket or sweatshirt he planned to bring. Before she walked out the door, she slipped her feet into a pair of white flats and grabbed her small purse, then climbed into her Cherry Red Mini Cooper and raced back to pick Sean up.

Sadie felt a slight flutter in her chest as she approached the door; she felt like she was going on a real, high school date like she used to just a few years ago. She can almost smell the familiar scents of popcorn and hot dogs sold at the concession stands. When the door opened, it was Matt who greeted her; his jaw almost dropped when he saw her.

“Hi, Sadie, come on in,” he said stepping aside for her. “Sean, Sadie’s here!” he called with a crack in his voice.

“Stop drooling, honey,” Mary teased but shook her head with a smirk when her eyes connected with Sadie’s. “Holy shit,” she muttered under her breath. “If this doesn’t turn heads and get people’s attention, the cops arresting you for indecent exposure might,” she joked and Sadie actually laughed.

“I’ll take that as a compliment,” Sadie said with a wink.

“I’ll take how my husband treats me later as a thank you,” she teased her husband who quickly walked awkwardly away to hide his obvious erection. “I’m glad you don’t dress like that when you’re babysitting or I might think you were trying to seduce all three of us,” Mary said in just above a whisper.

“Would it work?” Sadie threw back at her.

Mary smirked at her again. “Don’t try it,” she said with a wink and then joined her husband as Sean met Sadie at the door.

“Holy shit,” he gawked at her. “Hold on,” he said and then opened the small closet along the wall between the front door and the hallway to retrieve a jacket to bring. “It gets chilly where Lakeside is, you’ll probably need this when it gets dark,” he said and she grinned, glad to see he was every bit of chivalrous as she hoped.

“Good thinking, stud,” she said and then he shut the door behind them and followed her out to her Mini Cooper.

“Cool car,” he said.

“Wanna drive it?” she asked and then he looked at his boring Honda Accord in the driveway.

“Hell yeah,” he said and she tossed him the keys. “I hope you can drive a stick!” she said heading for the passenger door.

Sean jogged around her and opened the door for her. “My car is a manual too,” he said and then she kissed him on the cheek before she sat down in her sporty car. “Holy fuck,” he said after shutting her door and taking a deep breath.

As he rounded the back of her car, he noticed his neighbors staring at him dumbfounded in their front yard; they were like confused statues in the middle of working on their rose bushes along the sidewalk.

“Hi Mr. and Mrs. Davis!” he called, waving to the older, black couple.

They waved back at him slowly but didn’t say a word.

“I think the neighbors are stunned,” he said as he got in the car.

“Good, now let’s go do it again at the game,” she said and then leaned over, took his face in her hands and kissed him deeply. “Tonight’s going to be fun,” she promised and then sat back in her seat, her seatbelt resting sexily between her tits.

Sean started the car as he took a deep breath to settle himself and then took off a little faster than he’d intended. “Your car responds quickly!” he said impressed, not hiding the small amount of exhilaration that shot threw him.

“She’s fun to drive,” she said. “A lot like her owner,” she added with a mischievous grin.

He replied with a smirk of his own. After their encounter just a few days ago when she’d given him his first blowjob, they’d continued to make-out heavily, but hadn’t fucked yet. Sadie was saving that for either a special moment for them, or as a final push to get him to loosen up around his classmates more. He’d grown more comfortable and confident around her, but was still shy and timid at school. That’s why she wanted to take him out to a school event like the football game to draw their attention.

Homecoming was just three weeks away and he hadn’t even attempted to ask a girl. She was starting to think he was holding out to take her, but she wanted him to try and ask a girl from school first; what she had planned for the dance was her last resort. Tonight, though, they would appear as a couple, but if he was asked about it at school on Monday, which Sadie was convinced would happen, then he was to just reply that she was “just some girl he knew” and leave it at that, hoping to draw more curiosity from the girls as the guys would start talking about them.

First, they had to get through the football game, and she had some sneaky, sexy things planned. Things that if they got caught, could get them into trouble, but even with that, it would draw more attention to him later.

When they arrived at the school across the lake twenty minutes later, Sadie told him to wear the light jacket he’d taken from the closet for now so he could offer it to her later when it got colder. He had to appear equal parts chivalrous and sexually adventurous tonight, but she didn’t tell him this up front; it was all part of her plan that she only knew the details of and had to coax him into following.

Sadie grabbed his hand and laced her fingers between his. “We have to appear together, Sean,” she muttered under her breath so he’d stop looking shocked at every little thing she did. “You have to act natural or this will all blow up in your face,” she told him. “We’re already drawing curious looks from people, so just act like we’re on a first date or something,” she suggested.