Being the Babysitter's Boss

When I worked for a small company, I was the accounting manager. There were nine women who worked in my department, three of them were single.

My wife surprised me on a Friday, calling to say she wanted to go see a movie that night but could not find a baby sitter for our ten year old. I gathered the women in my department for a little impromptu meeting and asked if anyone could recommend a babysitter.

Ceila, a blond single girl, quickly volunteered.

"I can help, Mr. Norman," she said cheerfully, "my parents go out every Friday night, so they could drop me of at your house."

I thankfully accepted her offer and gave her my home address. That night, just when we should be leaving the house, my wife decided that she had a migraine and retreated to our bedroom for the night. The door bell rang, and there on the doorstep was Ceila, dressed in a halter top and jeans. She was radiant.

"My wife is sick and we can't go out tonight," I said, "But give me a minute and I'll take you home."

I let my wife know where I was going and Ceila and I got into my car. We had barely gone a mile or so when she spoke up shyly.

"I was hoping to talk to you about something, Mr. Norman."

"Sure, Ceila, what is it?"

"Well, could you pull over for a minute or two so I can explain something?"

"Sure," I answered.

I pulled into a Target parking lot, just off the street, put the car in park and turned to face her and give her my full attention.

"I know it's inappropriate for you to have anything to do with an employee, but as your babysitter, I think you might consider this, just once."

"What do you mean?"

She leaned as close as she could get to me, quickly reached her hand over and grabbed my cock through my pants. I was shocked and tried to push her hand away.

"Stop! Listen, please!" She pleaded. Her hand firmly gripped my cock and I could feel it involuntarily growing.

"Ceila, we can't..."

"I like sex with older guys and I have had a crush on you for a long time."

"Ceila, I'm married, and your boss, and..."

"I know! That's what makes you so hot, Mr. Norman."

Her hand had begun squeezing my semi erect cock and my hand didn't seem to dissuade her from getting bolder. I wasn't sure what she wanted, but she had my attention.

"Just let me do this, just once and nobody will know," she said.

"What do you want?"

"I want to suck your cock. No, I NEED to suck your cock, just once, please?"

Before I could answer, she was unzipping my fly and her hand slid inside my pants. Obviously I was going to succumb to this cute nineteen year old girl. My hands rested by my side as she pulled my cock free from my pants.

Suddenly her mouth was on me and I wanted it all. She pumped her mouth up and down as my cock grew stiffer in her mouth. When she felt me reclining the seat to give her more room, she slowed down.

She basically worshipped my cock, kissing the shaft, licking the tip and sucking off the precum. Her mouth made love to my cock, gently squeezing it with her lips, sucking on the tip as she pressed a palm down on the base of it.

I closed my eyes and let her take it from me. This was not her first blow job. When I felt the surge, I warned her...

"Ceila..."

She squeezed the base of my cock as I unloaded into her mouth. She closed her lips just under the crown and took it all. When she removed her mouth, only her saliva coated my shaft; she had swallowed my load.

"Oh, my God, Ceila, that was amazing."

"Thank you; as I said, I needed to do that."

"Well, I hope you feel better; I know I sure do."

I tucked and zipped up and returned the seat to the normal position.

"Listen, Ceila, I should so something for you..."

"There's no time; your wife will wonder why it took so long to take me home as it is."

I pulled the car back out onto the road and took her home. Neither of us said anything until we reached her house. Before she got out of the car, she looked at me.

"Monday, after work," she said. "Get a room at the Holiday Inn near our office. I'll follow you."

And then she got out of the car and went into her house.

Monday, things were normal in our department. It was busy and everyone did their job. Ceila brought a project into my office, clearly ignoring what had happened on Friday night.

"Here are the balance sheets you wanted for the last three months, Mr. Norman." She placed them on my desk and left my office. Did her pants look tighter than usual?

The women left at the end of the day, including Ceila. I drove to the Holiday Inn down the street and I noticed Ceila's car behind me. As I was checking in, I saw her walk into the lobby and go straight over to the elevator doors.

I joined her just an elevator became available and we got in it. As the doors closed, she smiled at me.

"I'm so excited!" She said.

"I'm nervous; this is really awkward," I said.

"Sure, but look; you're my boss, married with a child, you're 31 and you're going to have sex with your nineteen year old babysitter! I think it's hot!"

She was right, and by the time we got to the room, I was ready. She went straight over to the bed, kicked off her shoes and stripped down to her bra and panties. It was then that I noticed what a beautiful firm ass she had.

I got undressed as quickly as I could and when I was naked, she stepped close to me.

"Can I get it hard and suck on it some more?" She asked.

"No. Take off your bra and panties and get on the bed," I said.

When she got on the bed, I leaned my body over hers and began kissing her small breasts. I licked every inch of both of them, licked and sucked her nipples as she ran her fingers through the hair on my head.

I trailed wet kisses down the front of her body and she began to breathe heavily.

"Shhh..." I whispered, "just relax and let me return a favor."

I don't know if she watched or if she closed her eyes because I was lost in her young pussy. I kissed and licked the insides of her thighs, then her labia. I ran my tongue through her slit and pushed it inside slowly.

She moaned softly, "Oh, my gosh, Mr. Norman, that feels so good."

I could have made her come by using my fingers but I wanted to tease her, to build up her excitement, so I just used my tongue, licking and probing her for a long time. When I looked up at her, her eyes were closed. Her chest moved with slow, even breaths. She was in the zone.

When I finally decided it was time, I swirled my tongue around her clit, drove my tongue deep inside her, then licked her clit over and over. I slid my hands under her ass.

She closed her legs, grabbed my head and rolled over, taking me with her. I was on my back and she got up on her elbows. She humped my face as I gently sucked her clit. She grabbed the pillows and moaned out loud.

"I'm coming! Don't stop; please, don't stop!"

I continued until her legs trembled as she came. Before she could fully recover, I slipped out from under her, spread her buttocks and licked the crevice between them. She bucked back against my face.

"Oh, God! Oh, my God!"

She flopped down on her stomach on the bed. I waited for her to calm herself. She rolled onto her side and looked at me.

"Can I be on top? I want to do you on top."

She knew I would be ready in more ways than one. She straddled my torso on her knees and eased the tip of my cock inside her. It felt like a well oiled machine, gliding up and down my shaft, wet and perfectly tight.

She leaned down with her hands on my chest and slowly eased up and down, smiling at me, obviously proud of herself for seducing me.

"I like older guys because they last longer," she said to me.

"And older guys like young girls with tight pussies," I replied.

"And older guys really know how to eat pussy," she said, giggling.

"I could eat your pussy all night long, Ceila."

"I'd like that sometime, and maybe a lot more licking my butt."

"Would you like to feel my tongue in your butt, Ceila?"

"Oh, fuck, I've gotta come now."

Her movements picked up pace. She closed her eyes, but still smiling. I watched her small breasts shifting as she eased up and down on my shaft. I was not even close to coming but she was, and she pounded herself on me until she got there.

After she came, she sat up, sinking down all the way on my cock.

"Why didn't you come?" She asked.

"I was holding back, for you," I replied.

She sat there with my cock embedded in her for a couple more minutes.

"Then there is something else you can do for me," she said.

She leaned over with her lips almost touching mine and whispered in a soft sexy voice.

"This our last time together. I want you to eat my ass until you come in my mouth."

My cock was ready to burst, just hearing that come out of her young mouth. She eased off of my cock and turned around to sixty-nine me. As I felt her mouth recapture my cock, she pulled her knees up and rested her ass right on my mouth. She had done this before as well.

Her hand gently squeezed my balls as her mouth went to work on my aching cock. When I licked up and down across her asshole, she moaned on my cock, which made it throb even more in her mouth.

Sometimes driving my tongue in a girl's ass turns me on, and when I stuck mine into her tight sphincter, her mouth temporarily left my cock bobbing in the air.

"Jesus, that is so hot! Fuck it! Eat it, Mr. Norman!" She groaned.

I would have tried, but she used her ass to fuck my tongue. I couldn't get it in her very far, but she made up for that by sitting down hard on it, almost smothering me. When she resumed sucking my cock, I was really close.

She planted her full weight on my face with my tongue fully embedded in her sweet young ass. Did I feel her ass squeezing my tongue? I didn't even have time to warn her, I just shot a load of cum as I tasted her ass.

Her hand abandoned my balls and she used it to pump me dry. I eased my tongue back into my mouth. I was drained and exhausted. My orgasm was much more intense than I expected.

Later, as we lay side by side on the bed, resting, she said..

"Oh, shit!"

"What? Is something wrong?" I asked.

"Well, since we were only going to do this once, I wanted to film it."

"Film it?"

"Yeah, I film it when I have sex with an older guy. My girlfriend, Winnie and I like to watch the videos and masturbate. Sometimes we masturbate each other."

"I don't think having a video of you having sex with your married boss is a good idea."

"No, I guess not," she admitted.

We got dressed and were ready to leave when she made another comment.

"Winnie would loved to have seen what we did today. Would you consider doing it again, and maybe let her watch us?"

"This was a one time thing, Ceila, remember?"

"Okay, but what if you did it with Winnie; could I film it so we could watch it later?"

"It would still be a married man on film, so no."

"What if you wore a mask to hide your identity?"

I was surprised to discover how many types of masks are available these days.