Brie’s Babysitting Service: Sadie by Jay2Kay

“Let me help you with that,” she said knowing that this was every teenage boy’s wet dream to have a slightly older woman offer to take care of their boner (yes, boner, that’s what every teenage boy calls it, amongst other things). “And you have nothing to be embarrassed about,” she said, closing the door and dropping to her knees as she reached for his thick, seven-inch cock. “I gave you a little more than you were expecting for your first kiss. May I?” she asked before fully grasping his meat.

Sean answered by turning towards her and she smiled up at him as she gripped his shaft and slowly jerked him.

“I should have made your first kiss a little more innocent and a little less…porn fantasy,” she said and he couldn’t help but grin this time. “There it is, that sweet smile of yours,” she said and then leaned her face towards the thick missile in her hand.

She looked up at him with pleading eyes and he nodded slowly. “Thank you,” she whispered to him and then took the tip of his cock in her mouth. He’d just came a couple minutes ago, so she knew he wasn’t ready to blow just yet, though she didn’t expect it to take long for a second orgasm for him.

Sadie swirled her tongue around the tip of his cock for a moment before slowly taking the rest of him into her mouth. She kept her eyes on his, loving every expression from his face as she serviced his cock; the shock, the excitement, the fear. Every emotion morphing into the next; it absolutely drove her wild to know she was causing all of that. She began to bob her head up and down his cock and then she reached up, grabbed his wrist and brought his hand to her head; she knew he’d know what to do once it was there.

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.