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Teaching The Babysitter Ch 01

Teaching The Babysitter Ch 01

by bangarsnmash
16 min read
4.32 (44800 views)
adultfiction

I'm Nick, a 30-year-old guy who's truly living the American Dream. Happily married to my college sweetheart, picture-perfect in our suburban haven, and living in a cozy house we bought together within a fantastic neighborhood boasting top-notch schools. A few years down the line, our little family grew with the arrival of our daughter, adding even more joy to our lives. Life couldn't be sweeter, and honestly, there's very little to gripe about.

Fast forward to two years after our daughter's birth, our story took an unforeseen twist. It was then that the script of our lives began to take an unexpected turn. One I never expected it would take. And that's where this story unfolds.

I work from home while my wife has to go into the office most days. Taking care of a kid while working from home is not an ideal situation, so my wife and I hired a babysitter. At first we looked around on all the major websites, but everyone was too expensive. Eventually we got a recommendation from a neighbor. She said that she and her husband used a young woman named Alexis when they would go out for date nights. The neighbor mentioned that Alexis had just graduated high school and was planning on taking a gap year before starting college.

My wife reached out to Alexis on social media and arranged for her to come over and meet us after work one evening. As Alexis first walked in I couldn't help but notice her Asian features. I think she was Filipino or something similar. My first impression of Alexis was that she was quiet and shy. She wore loose fitting sweatpants and a hoodie. Her short stature and dark rimmed glasses didn't help her shyness. She was maybe 5 feet tall with shoes on. She had straight black hair that went down to the middle of her back and was kept in a simple ponytail.

She didn't say much unless she was asked a question, and even then, her answers were short. Alexis said she was 18, about to turn 19. She lived at home with an older brother and two younger sisters. Her parents lived a few blocks away. Considering she didn't have a car, the short distance between her house and ours made it really easy for Alexis.

She didn't exactly blow us away, but she had some experience and her rate was cheap. We hired her on the spot.

Over the next few months Alexis came over every workday and would keep an eye on our daughter while we worked. At first we didn't say much to one another. As the days and weeks passed we eventually found some common interests. We liked many of the same TV shows, we both played basketball in high school, we both liked the same fast food restaurants. We started to bond over those things.

It turned out Alexis was a really sweet girl. We would have these conversations about sports, and TV shows that I never wanted to end. I started arranging my lunches around my daughter's nap time so Alexis and I could chat while we both ate lunch. If I went out or ordered food for lunch, I'd buy her food as well. Our lunches started to become the highlight of my workday.

One day during one of these lunches Alexis asked me a question that caught me completely off guard.

"Do college guys care about how experienced a girl is?"

My mind immediately jumped to dirty thoughts, but I wasn't sure that's what she meant. The question was vaguely worded.

"What do you mean?"

"Well... Like do guys in college care if a girl has ever done anything with a guy?"

I think I knew what she was asking, but we'd never talked about this kind of thing before. I wanted to be 100% sure before I said something I might regret.

"I still don't understand. Can you be more specific?"

"I mean like do guys in college care if a girl has ever kissed a guy?"

I wasn't sure how to respond.

"I... I guess that depends on the guy? I don't know. It's been a long time since I've been in college."

Alexis sat there quietly for a moment.

"I don't know. I have this friend that's in college and she told me that I should find a guy to hook up with before I go to college." she explained.

"Why's that?" I said, worried that her friend might be pressuring her into doing something she didn't want to do.

"I don't know. She knows I've never had a boyfriend. Maybe she's just teasing me."

The fact Alexis just admitted she hadn't had a boyfriend was a surprise to me. It's not as though she was unattractive.

"Maybe. I wouldn't worry about it too much. Everyone does things at their own pace."

"Yeah..." Alexis said, looking down at her food. I could tell something was still bothering her.

"What's wrong?" I asked, worried that there was more to this than her friend teasing her.

"It's okay. I don't know if I should talk to you about this."

"Well, whatever it is is clearly bothering you."

Alexis just shrugged her shoulders, "It's okay."

"You sure?" I asked, giving her another opportunity to tell me whatever it was that was on her mind.

Alexis hesitated for a moment.

"It's just that I've never even kissed a boy and next year I'm going to be going to college. I feel like everyone is going to have way more experience than me." she explained, avoiding any eye contact with me.

"It's perfectly normal to feel that way. Like I said, everyone's at their own pace. Don't worry about what other people have done." I said, trying to comfort the 18 year old girl who was clearly feeling the pressures of moving out on her own.

"I know, but what if I meet a guy and then I don't know what to do?" Alexis asked.

I didn't know how to answer this question without sounding weird.

"Well... If the guy is worth your time, he'll be patient." I said, carefully picking my words.

"I guess. I just wish I could find a guy I could do stuff with so I knew what I was doing, you know?"

I instinctively answered, "Yeah," and immediately regretted it.

Alexis sat there quietly picking at her food.

"Would you be willing to teach me?" she asked in a tone that was more shy than usual.

I was caught off guard again, "Teach you?" I asked.

"You know... what to do..."

If I wasn't married I would have jumped at the opportunity.

"I... I can't do that, Alexis." I said, trying to mask the regret in my voice.

I could see Alexis slump down in her chair, rejected.

"I'm sorry." I said, "I can't do that to my wife..."

"Well, she doesn't have to know..."

Just then my daughter woke up from her nap, which abruptly ended our conversation. Alexis got up from the table to tend to my daughter while I went back to work in my office. We didn't speak the rest of the day, other than a simple good bye when she left just before my wife got home.

That night I wasn't present at all. My mind kept thinking about my conversation with Alexis. I had never really looked at Alexis in a sexual way. After our conversation I couldn't help but think of her a little differently.

Why did she have such a hard time finding guys?

I thought about what it would be like to see her naked, or what it would be like to have sex with her. My mind raced with images of me pounding Alexis from behind, or my dick in her mouth.

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Maybe I could keep this from my wife?

I asked myself.

"Everything okay?" my wife Julie asked.

"Yeah. Just thinking about stuff." I said, hoping to satisfy my wife's curiosity.

"What kind of stuff? You haven't really been present since I got home this evening."

"Just work stuff."

My wife didn't believe it, so I confessed.

"Alex said she was worried boys in college wouldn't like her because of her inexperience."

"Okay...?" my wife said with an eyebrow raised.

"So she asked if I could show her."

My wife's jaw hit the floor. "She what?!"

I wasn't sure how to respond so I just nodded.

"You didn't do it, did you?" she asked.

"No! I told her that I was married and I couldn't do that to you." I explained.

I could see relief wash over Julie's face, "Okay, good."

"Yeah, so I've just been thinking a lot about that conversation."

"Do you want to do it?" Julie asked.

It was not a question I was expecting from my wife.

"What?"

"Just what I said - do you want to do it?" Julie asked again.

"I... I... I do, but I can't do that to you." I said nervously.

"Look, Nick. She seems like a good person. She's young, she's naive, she's curious..."

Julie went silent for a moment as she contemplated what to say next.

"Babe, it's okay. I told you already... I can't do that to you. It's not going to happen."

"I know, but..."

Julie went silent again.

"I don't know, maybe I just see a lot of myself in her. When I wa sher age I didn't have any experience with boys and I sought it out in all the wrong places."

"Okay?" I said, confused by the point she was trying to make.

"Well... What if there was someone that could have showed what to do? Maybe I wouldn't have had such a bad experience in college?" Julie explained.

"So what are you say?" I asked, still confused.

"I'm saying maybe it's not a bad idea... For her... Better you than some asshole that's just going to break her heart."

This was one possibility I didn't expect.

"Are you fucking with me right now?" I asked.

"No, I'm being 100% serious. You know I was in her shoes when I started college. I've told you about all the shitty experiences I had my freshman year. I don't want her to have those same experiences." Julie explained.

What Julie is referring to are a series of asshole 'boyfriends' she dated during her first year of college. Julie was a virgin when she first started college. She lost it to a guy she had gone out with twice while at a frat party. She said it was a terrible experience and she broke it off with the guy shortly after.

Her next boyfriend was a senior. He started off being all sweet and kind, but as soon as she slept with him, he completely changed. It was like he got what he wanted and he felt like he didn't need to chase Julie anymore.

The last guy was also a freshman. They dated for the rest of the year, but when they returned for sophomore year, Julie found out that he had been cheating on her all summer long.

"Are you really sure you're okay with this?" I asked, unsure if she was just teasing me or if she was genuine.

"Yeah, I know you two have grown close. If you want to do it, then you have my permission." Julie said.

"What's the catch?" I asked, expecting there to be some strings attached to this offer.

"There isn't one. This will be a one time thing and that's it. Let me know the day and I'll tell my parents that I need them to watch the baby so you two can have the house to yourselves. Oh, and one more thing... Absolutely nothing in our bedroom. Keep everything in one of the guest bedrooms." she explained.

"That all seems reasonable to me. I guess I'll talk to Alexis about it tomorrow and see what she says."

That night in bed I couldn't stop thinking about what Julie had said. I tossed and turned all night, but couldn't get the image of me fucking Alexis out of my head. I wondered what she looked like naked, without all her baggy clothes. I wondered what it would be like to be the first dick to slide into her pussy.

The next day I was exhausted. I had lunch with Alexis again and debated how best to approach the subject.

"So remember yesterday? When you asked if I could show you things?"

"Yeah. Listen about that, I'm really really sorry. I should have never said any of that up, or asked you to cheat on your wife." Alexis said nervously.

"It's okay, relax." I said, "I talked to Julie about everything..."

"You did?!" Alexis exclaimed, "Oh my god! Why did you do that?"

"No-no-no, relax Alexis. Let me explain." I said, again gesturing for Alexis to calm down.

Alexis relaxed a little, so I tried to finish telling her what Julie said.

"Julie said that she was in a similar situation to you when she started college." I explained.

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"What do you mean?" Alexis asked, raising her eyebrow.

"She didn't date until college and had no experience with boys until her first year at college. Her first few

boyfriends

were real jerks and she regrets ever getting involved with any of them." I explained.

"So?" Alexis asked, her arms now crossed telling me that she was still feeling a little defensive about the situation.

"Julie said that she doesn't want you to go through the same things she did. She wishes someone had taught her some of these things so maybe she wouldn't have been so eager to jump into her relationships."

"Okay... So what are you saying?" Alexis asked.

"I'm saying that if you want, I'd be honored to teach you about boys."

Alexis sat quietly, her arms still folded across her body.

"So like... everything?"

I nodded, "Anything you want."

"Even sex?"

"Even sex."

"So like... How does this work?" Alexis asked.

"Let me know when you're ready. My wife and I will have her parents watch the baby for the day and you and I can have the house to ourselves." I explained.

Alexis sat there again, contemplating the proposition I had just made.

"How about Friday?" Alexis asked.

"Friday works for me. I'll let my wife know and I'll take the day off of work."

Alexis froze as she realized that in a few days she was likely going to be losing her virginity.

"Is this what you want?" I asked.

Alexis quietly nodded.

Just then the baby woke up and we ended our lunch.

I wasn't productive the rest of the day. I started thinking about everything that could happen on Friday. I bought some condoms and erectile pills online. I was young and in great health. I didn't need erectile pills. However, I had one day to fuck Alexis' brains out, I wanted to make sure I got my money's worth.

When Friday morning arrived I helped my wife get our daughter ready. My wife had to leave around 8am to drop her off at her parents house. I told Alexis to come around 8:30am, hoping to avoid any awkwardness of the two of them crossing paths just before I was going to fuck Alexis.

There was a knock on the door at 7:55am. When I opened the door to see who it was, I was surprised to see Alexis.

"Hi, Alexis." I said anxiously.

"Hi, Nick. Sorry, I just didn't want to be late." she said with a nervous smile.

As anxious as I was, Alexis probably had it way worse. She was about to lose her virginity to a married man while his wife was at work.

"Who is it?" Julie asked as she walked towards the door, carrying our daughter.

When she saw Alexis in the doorway she flashed me a look like 'what the fuck is she doing here?'

"Hi, Alexis." Julie said with a forced smile.

"Hi-hi, Julie. Sorry I'm a little early." Alexis said shyly.

"It's okay, I was just about to put the baby in the car and leave." Julie explained, "Nick, a little help please?" she said, nodding her head towards the garage.

I followed Julie to the garage and helped her load everything into her car.

"She's a little early isn't she?" Julie asked in a sharp tone.

"Yeah, I told her not to come for another 30 minutes." I explained.

"Well, I guess she's ready for that dick, huh?" she said in a sarcastic tone.

"Are you still okay with all of this?" I asked, "It's not too late to back out?"

"It's fine, Nick. It doesn't mean it's not a little awkward knowing that you're about to fuck her!" Julie exclaimed.

"Okay, sorry, it's not my fault she showed up early. She's probably more nervous than either of us right now." I sniped back.

Julie finished buckling our daughter into her carseat and closed the door.

"Okay, let's go over the rules." She said, "Today only. Do it, get it out of your system and you're done."

"Got it."

"Take your time. Don't rush. I'm going to my parents after work. I'll stay there as late as I need to. Just let me know when you're done so I can come home."

"Understood."

"Stay out of our room. That's for you and I. Anywhere else in the house is fine, just clean up after yourselves. I don't want to find evidence all over the house."

"Makes sense to me."

"Good, now give me a kiss."

Julie and I leaned in for a kiss. I was expecting just a peck on the lips, but Julie went further, slipping her tongue into my mouth and slowly sucking my bottom lip. I could feel my dick straining against my sweatpants as it filled with blood. The kiss was Julie's way of reminding me that I was still hers and that after all this was over, we were still going to be husband and wife.

After the kiss ended, Julie got in her car and pulled out of the garage. I waved bye to her as the garage door lowered. When the garage was finally closed. I stood there, took a deep breath, and said "Okay, let's do this..."

I turned around and walked back into the house where Alexis waited.

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