Babysitters Erotica Collection: Over 100,000 Words of 20 Hot Sex Stories (17 page)

I couldn’t believe it. I just had sex with the boss, my next-door neighbor and a man I loathed completely for reasons I couldn’t quite put my finger to.

That first sexual meeting happened two months ago. Since then, the boss and I have continued to meet up and do one of the things we enjoy and do best. I still dislike him, but his sexual prowess is another matter. The man was good—gifted, actually. Right now we are thumping away in my parents’ bedroom. It’s a weekday, and both my folks are out. The boss and I have taken to more risky things. We enjoyed the sense of daring and boldness our escapades entail. We even did it once in the parking lot of his office. I was sprawled over the hood while he pumped away behind me. Anybody could have seen us in there, but nobody did. That’s all that matters.

I don’t know how long this sexual affair would last. I’m not even sure if I want it to. If it does go on, fine. If it doesn’t, it’s still fine. To his credit, the boss had stayed true to his promise of not leaking the photos and videos of me in the nude. Even I haven’t seen the said incriminating files themselves, but I have no intention of finding out if they were completely true. What did it matter now? The boss had gotten his way with me. He has had my body several times, and it looks like there’s no stopping him from having it several times even more. There are times I feel like I’m a sex object for the way the boss is treating me. But what right do I have to complain? We’re not lovers. I’m not his girlfriend, nor is he my boyfriend. What we are to each other is unimportant; it’s the meeting together and sexual encounters that, well, count. I don’t know what to think of this anymore.

That being said, I better go. It’s a Thursday afternoon, and the boss has called, asking me if I can babysit his daughter for about two hours. Isabella had been down with something, and she’s too weak to attend school for today.

Of course, I said yes.

I’m Keith. For several weeks, I have been fantasizing about my brother Peter’s babysitter. Her name is Nancy Walters. She’s been with us for almost a few months already. I never really noticed her at first because she’s the quiet type and she’s wearing a pair of thick milk glasses. Her hair was usually caught in a tight bun and she was always wearing baggy clothes. Truth be told, her style was not totally my type. All I know was that, she has this huge lips and a slight under bite which I find really irresistible.

It was only a weeks ago when we saw her transform. She has a new boyfriend, she said. Since then, she dressed a lot better and cooler. Her hair was no longer in a bun, in fact she grew it longer and changed her hair colour from brown to chestnut. She no longer wears her thick glasses. Instead, she opted for contact lenses that reveal her eyes. Plus, she no longer wears baggy clothes anymore.

It was the first time I saw her look so good and since then, I was not able to get her off my mind. Perhaps her best feature next to her lips is her ass that I long to get a handful of. I have dated plenty of girls in the past. However, I find them all too easy. Nancy is different. In fact, she does not pay me any attention. Maybe that’s why I am so attracted to her. She’s a challenge. She can be feisty and has a temper too, at least when it comes to me. When it comes to my mom or my brother, she’s very amicable and sweet. I wonder why she hates me a lot.

What I like most about her is that she’s opinionated and she’s not afraid to speak her mind. I’m kidding of course. What I like most about her is her body.  I saw glimpses of this when the entire family went swimming last Tuesday. She was wearing this bright pink swimsuit that showcased her long legs and her breasts to perfection. When she went out of the water and she was cold, you could clearly see the outline of her nipples. I was not able to sleep that night, thinking about how they look like nuts against the thin fabric. I thin she saw me looking at her that day because she’s been rather cold ever since.

I used to never pay attention to Peter’s babysitters. Of course, it’s a given that I do not come to this house pretty often---with work and all that. However, I have seen a few of them yet I’ve never been this hooked.  I would watch her all the time, but that’s all. I haven’t mustered any courage to do more until...

It was just the two of us then. I was in my room and she decided to wait in the living room for Peter to arrive. My grandparents brought him to stay with them for a few days and he was due to arrive that day. For some reasons, Nancy came earlier than expected. She was at the living room reading some books. She was wearing some tight jeans and a pink knitted sweater----looked pretty hot. I went inside the living room pretending to look for something.

“What’s wrong?” she asked.

“Umm, nothing. Have you seen the pizza brochure?” She reached over the stacks of magazine in front of her and gave me what I was “looking” for.

“Here.” She didn’t even look at me.

“What do you want on your pizza?”

“Pepperoni, lots of cheese, and olives. And absolutely no pineapple.”

“Got that.” I grabbed the phone and made a call to the pizza place. Pizza is the last thing I wanted though.

“So, how’s it going with the new guy?” I asked.

“Honestly Keith, it’s none of your business.  I’d appreciate it if you don’t ask me again.”

“Fine.”

She looked at me seriously for a minute. “Do you really like to know?”

“Sure.”

“I broke up with him. I have been trying really hard for him to you, you know... take me to bed. He doesn’t want to.”

I frowned then. But that’s weird. What kind of a man wouldn’t like to take Nancy Walters to bed?

I cleared my throat. “Did he say why?”

She shrugged. “He said he doesn’t want to hurt me and that virgins are out of his league.”

Wow. I don’t even know what to say to that. “I see.”

“So what about you? Do you think virgins are off limits?”

“Err. Not exactly.” I said

“Not exactly? Then what exactly?”

“Well, I can’t say. I haven’t taken a virgin to bed before.”

“I see.” She said and let out an exasperated sigh. “I used to never think it would be an issue. Guess I was wrong huh?”

“Look. It’s not that bad, okay? Save it for a better guy.”

“You’re probably right. Thanks, Keith.”

“Welcome.”

She smiled then and patted the space beside her. “Why don’t you sit beside me while we wait for the pizza? Keep me company.”

“Hmmmm, are you sure it’s okay?” I look at her stack of magazines. You might be missing out on Cosmo and Marie Claire.”

“Silly. No, it’s okay. Maybe you can help me try something I learned from Cosmo.”

I looked at her, having no idea what she’s talking about. “Come here.” She said.

I sat beside her and for the first time in my life, I was not sure what to do next. The smell of her hair was driving me crazy---it smelled like lemons and toasted coconuts. Maybe I was imagining things. I felt my pulse going wildly. She looked at me and moved her face so that it was only inches away from mine. She licked her lips provocatively and bit her lower lip as she continued to gaze at me. “Kiss me, Keith.” She whispered as she traced her fingertips on my lips. They felt like silk on my lips. I was not able to hold back. I slowly dipped my lips to hers and she sighed then. I held her to me and kissed her again and again until she opened her mouth for my tongue. She tastes really good, like orange Tic Tacs, and she’s very warm. I teased her with my tongue and I heard her made a tiny whimpering sound that really turned me on.

I held her close to me and she put her arms around me. The gesture felt so natural, as if we have done it a million times. I sucked her tongue and tried to plunge deep into her mouth. It felt absolutely amazing. I felt myself getting a hard on and I was finding it difficult to catch my breath. Just when we were starting to heat up, the pizza came. What a bummer!

We started laughing afterwards and enjoyed eating our pizzas. She’s not as scary as I thought. In fact, she turned out to be one of the easiest women to talk to. She laughs like crazy and she’s not at all self-conscious. Overall, I enjoyed that time with her so much, even if we ended up with only a kiss. I thought about how it must be like for her to be rejected by her own boyfriend. Honestly though, it’s a weird reason to say no to a girl. About an hour after that, my brother arrived together with Granda and Grama. So much for keeping the babysitter to myself.

That night was a drag for me. I was not able to sleep well. The object of my fantasies was literally on my lips.

The following day was a Saturday and mom was scheduled to have some R & R with her friends. She left early so it was just me, Nancy, and Peter. My brother can be really hyper during the day and that day was no exception. He played tag with the dog, ran with the neighbour kids, and spent the afternoon playing by himself in his room. Nancy was with him like every minute and believe me, it was a challenge to approach her when I don’t know how to even begin our conversation. I never had any issues like this in the past, so it’s safe to say that there’s something in her that makes me a bit tongue tied. I caught her making some lemonade at the kitchen and so I sat at the table and watched her squeeze a number of the fragrant fruit and concoct a cooler to beat the heat. I sat on the chair nearest to her and she didn’t even react when my knees brushed her thighs as I sat.

As she worked, her foot caressed my legs. I was wearing shorts then and her foot was so smooth that I couldn’t help but be pleased. Well, more than pleased. Since my hand is hidden from view, in case Peter comes in, I grabbed her butt and squeezed it lightly. My hand was full and I love how soft and fluffy her butt feels against my hand. She was wearing a skirt then and I took a chance, reached under it and caressed her thighs. She must have loved the way I was touching her there because she grinded her hips ever so slowly as I did my business.

Her thighs are so smooth and creamy. My hands can seem to stop touching them. While she move, I can smell her cologne---something that reminds me of lush green meadows----fresh, clean, yet edgy. Mingled with her womanly aroma, it becomes even more intoxicating. I rubbed my forefinger on the front of her panty, which is so wet. God, is she always this wet?

I continued to rub her gently as she continued to squeeze the lemons. She can hardly concentrate from what I can see. She sighed softly as I teased her and lightly inserted my finger inside the leg band. She quickly finished what she was doing and patted my hand. “Later.”, she mouthed.

Good thing she did that because Peter came rushing in the kitchen looking for her. He was crying. “Oh, what happened, pal?” I asked. “There was a monster on my TV!” I tried to hard not to laugh. He rushed towards Nancy and held her waist. “Oh Nancy, he looked awful! I was sooo scared!” Nancy ruffled his hair and gave him a glass of lemonade. “Here, drink this. I promise when we go up, he’d be gone.”