Tag: Babysitting Samantha

October 13, 2008

Babysitting Samantha
By
Alex Hawk

I stood in the girl’s kitchen, talking on the phone while I watched her make popcorn in the microwave. I was trying to work my way through a conversation with a friend of mine, explaining to him why I couldn’t go to a party he was throwing since I was stuck babysitting the neighbor girl. It sucked, but I needed the money.

Samantha was eleven, and she was one of those girls you could look at when she was eleven and know that she’s going to be way-hot and beating off boys with a stick when she’s thirteen. By the time she’s sixteen she’ll probably be dating college guys and be able to get into clubs and stuff.

As it was, even at eleven, she was already starting to look pretty cute and if I’d been closer to her age, instead of fifteen, I might’ve been trying to hit that. If nothing else, it would’ve been nice to lose my virginity at a young age instead of my current situation, which was not having lost it at all.

I finished my conversation and hung up the phone, walking over to Samantha. “How much longer on the popcorn?” I asked.

“Only a few more seconds,” she said, just as the microwave beeped. “Or less.” She pulled out the bag, opened it and began pouring it into a bowl. Then, suddenly, she dropped out with, “Jeremy, what’s a blowjob?”

I’d been taking a sup of a Coke at the time, and barely managed to keep myself from coughing my brains out. Finally I recovered enough to say, “I can’t tell you that! You’re only eleven!”

She shrugged and took a bite of some popcorn. “I’m old enough to know.”

“No, you’re not!”

“Yes, I am. Did you know what it was when you were eleven?”

“Well, yeah.”

“Then tell me.”

“Look, I’m a guy, so it’s different,” I said, knowing even at the time it was a stupid tactic.

Samantha shrugged again. “I guess you probably just don’t know what one is, then.”

“I do so!”

“Then tell me.”

“No.”

“Look, if you don’t know, it’s ok,” she said with a smirk. “I don’t know what one is, but at least I’m not lying and saying I do.”

“I’m not lying,” I said desperately. “I know what one is.”

“So tell me.”

I sighed and with a feeling of utter defeat I said, “Alright. It’s when a girl… a woman… uses her mouth on a guy’s… you know…”

“A guy’s what?” she asked innocently.

“You know, down there,” I said.

“You mean his penis?” Samantha asked, looking me right in the eye.

Wincing slightly, I said, “Yeah. His… penis.”

“Yuck,” was her reply. “Why?”

“Cause it feels good for the guy.”

“Oh. Have you ever had one?”

“Yes,” I lied, trying to ignore my hardon. “Now let’s go play a game or something.”

“Ok.”

I picked up the popcorn and carried it into the living room. Samantha disappeared for a moment and when she returned she had Trivial Pursuit with her. I hated that game, but I figured at least if she was asking me questions from there, she wouldn’t ask me anything more about blowjobs.

We sat down and started to play. Pretty quickly it became obvious I was going to get my ass handed to me. Samantha, even though she was only eleven, was clearly smarter than I was. I was pretty well screwed.

Then my attention got seriously redirected as I landed on a science and nature square and Samantha read out the question, “What’s precum?”

“What?!” was my startled reply. “That’s not a real question!”

“If I’m asking it, it’s a question.”

I rolled my eyes. “Ok, but it’s not a question for the game.”

“Well,” she said with a sweet smile. “You’re on a wedge square. If you answer the question, you get a wedge.”

I glared at her, but given that she had three wedges to my zero, there wasn’t much of an option if I wanted to stand even a slight chance of winning.

“Ok. Well, when a guy gets really, er, horny… uh… well, some… like, fluid… comes out the end of his… well, penis… uh… so it can slide into the girl’s… vagina… more easily.”

I’d never felt more awkward in my life, but I thought it would be worth it so that I could get my wedge.

“Ok,” Samantha said and dropped a wedge into my piece.

Gradually my heart, which was beating at about lightspeed, finally settled down and I was able to concentrate on the game again. Not that it did me a lot of good. Within just a few more turns Samantha had five of the six wedges, and I was still at my one orange one.

Finally I landed on the pink wedge square. Samantha gave me a wicked smile and I resigned myself quickly to the notion that this next question was likely to be every bit as bad as the last one had been.

“Ok,” she said. “For a pink wedge. What’s masturbation?”

I rolled my eyes. “I’m not stupid, you know. I know you’re just making up these questions.”

“So?” she shot back. “If I asked the real ones you wouldn’t be able to answer them.”

Since this was clearly true, I had no reply. Sighing, I said, “Masturbation… it’s… well, it’s… it’s when guys… or girls… play with their… you know, parts… to make themselves feel good.”

“Do you do it?” she asked after a moment of staring at me.

Wincing a little, I said, “Yes.”

“Pervert.” Samantha stuck her tongue out at me.

“Alright, that’s enough of this,” I said, standing up. “It’s your bedtime anyhow.”

“So I win?”

“Yes,” I said, knowing she’d won on at least a couple levels.

“Good.”

Samantha spent the next fifteen minutes or so just puttering around, changing into a nightgown and things like that. I spent the time fuming and wanting her to go to bed because I had certain plans.

Finally she went to her bedroom and shut the door. I spent a half hour watching TV and once I was sure she was asleep, I headed to her parent’s bedroom and, more specifically, her parent’s bathroom.

See, her family wasn’t exactly hurting for cash, so they had a nice house. One of the nice benefits of that was a nice master bathroom with a huge bathtub. I’d wanted to have a soak in it as soon as I laid eyes on it, and now that Samantha was sleeping, I figured it was time for me to make my move.

I saw some bubble-bath soap sitting on the edge of the tub. Seemed like a good idea, so I tossed some of that in, and then began filling the tub and stripped down. Once I was nude I got into the water and laid back to relax as the tub began to fill. Once it was full, I turned off the water, let out a sigh of pleasure and closed my eyes as my hand slowly moved towards my erect penis (this, of course, was the other major reason I’d wanted to take a bath). Ah, this was much nicer.

I’d been in the tub masturbating for about five minutes, just relaxing and enjoying the pleasure of the water as well as the sexual pleasure. I was starting to get reasonably close to an orgasm when I head Samantha’s voice saying, “What are you doing?”

I sat up abruptly and, even though she wouldn’t be able to see through the bubbles, moved both hands down to cover my penis. “Samantha!” I squeaked out.
“Get out of here!”

“Why?”

“Cause I’m taking a bath!”

She looked at me for a moment and then said, “Can I see your penis?”

“What?! No! Get out of here!”

“Come on, let me see it!”

“No!”

“Come on, I said please!”

I paused and replayed the last few seconds in my mind. “No, you didn’t.”

Rolling her eyes, Samantha said, “Please can I see your penis?”

“No! Why do you want to see it anyhow?”

“Cause I’ve never seen one before,” she said with a shrug.

“You’re eleven. Of course you haven’t.”

“All my friends have.”

I blinked. “They have?”

“Yeah. So let me see yours.”

“I don’t think your parents would want me-” I began.

“I don’t think they’d want you to be taking a bubble bath when you’re supposed to be watching over me,” she retorted.

I sat there fuming in silence.

“Now stop being a dick and show me your penis!”

“No!”

Getting a somewhat crafty look in her eyes, she said, “Wanna see me?” and began tugging her nightgown slowly upward.

“No, stop!” I yelled, visions of the horrible things her parents would do to me if they knew I’d seen their little girl naked passing through my head. I sighed. “If I let you see it, will you leave me alone?”

“Of course.”

“Fine.” I took a deep breath and stood up, my hands still covering my erect penis. Finally after a few seconds, I slowly let them drop to my sides. For the first time in my life, I was standing naked in front of a girl. The fact that she was only eleven bummed me out considerably.

Samantha sat there staring at my penis with a neutral look on her face, and then abruptly stood up and began walking to the bathroom door.

I quickly dropped back into the water, and then said, “Wait!”

“What?” she asked looking back at me.

“Well… what… what did you think?” I asked.

She just smiled at me and walked out the door.

“I hate her so much,” I mumbled as my hand moved back to my penis. A few moments of stroking finished the job I’d started earlier, and then, much more relaxed, I drained the tub, rinsed off the bubbles from my body, got dressed and headed downstairs. Once I’d made sure Samantha was in the living room watching TV, I took a moment to step outside, trying to steady my nerves.

I’m never babysitting again, I thought to myself as I stood outside looking up at the Moon.

Samantha came out onto the patio and stood next to me looking up. After a bit she said, “I shouldn’t have asked you those questions like that.”

“Yeah, and you also shouldn’t have asked me to… to do what I did.”

She shrugged.

“You can’t tell anyone I showed you my… penis. You know that, right? If you did, I’d get in major trouble.”

She rolled her eyes. “I’m not stupid, Jeremy.”

“I mean, I could go to jail for it,” I said, the concept really preying on my mind.

“Then you better do whatever I tell you to, huh?” she said with a smile and elbowed me in the ribs.

“Oh, ha-ha. Don’t even joke around like that, ok?”

“Ok, I’m sorry,” she said, sounding sincere.

“Ok.”

After a few moments of more silence she said, “Jeremy? Why don’t you have a girl friend?”

“I just don’t.”

“You’re not gay, are you?”

“What? No, of course I’m not!”

“It’s ok if you are. It’s not a big deal.”

“Well, I’m not.”

“You want a girlfriend, right?”

“Yeah, of course I do.”

“So why don’t you have one?”

I sighed. “I just don’t.”

“I want a boyfriend,” she said into the silence that followed.

“You’ll find one someday.”

She snorted. “Yeah, right. I don’t like any of the boys in my school. They’re all immature little dicks.”

“Well, you’ll find a guy someday. You’ll probably have an easier time than I do with girls.”

“Why do you have a hard time with girls?” she asked.

“Well, I mean, I’m not very good-looking.”

Samantha raised an eyebrow. “Yes, you are, Jeremy. You’re very cute.”

I felt myself blushing. “You really think so?”

“Of course I do. You’re just a little shy, that’s all.”

“You think so?”

She nodded. “But that’s ok. My mom says shy guys are really good in bed. She says the ones who brag all the time probably have small penises and even though I’ve only ever seen yours, it didn’t look small to me.”

Now I knew I was blushing and I was very happy we only had moonlight. “Er… thanks?” I tried to ignore the fact that my hardon was back.

“I mean, I’d totally date you, if I could.”

“You would?”

“Yeah.”

“Oh, well. Thanks.”

We stood there in silence for a little longer and then Samantha spoke up.

“Jeremy?”

“Yeah?”

“Can I see it again?”

“What?! No!”

“Why not? I’ve already seen it once.”

“Yeah, so why do you need to see it again?”

Samantha shrugged again. “It was covered with bubbles and you were wet. I couldn’t see it very well.”

“Oh.” That actually didn’t seem all that unreasonable.

“Yeah. So can I see it again?”

I sighed. “You gotta promise you won’t tell anyone.”

“I won’t.”

I sighed again. “Let’s go indoors, ok? I don’t want to whip it out on the patio.”

“So you’re going to let me see it again?” she asked in an excited tone as we walked into the house.

“Does this answer your question?” I asked, as I reached down, unzipped my pants, opened them up, reached inside my underwear and pulled out my erect penis.

Samantha stood a few feet away, her eyes fixed onto my penis. “It’s not always stiff like that, right?”

“Right. It gets hard so that it… er… can go… into the girl.”

“Into her vagina?”

“Yeah.”

She pointed. “Is that little drop there precum?”

I looked down. “Uh, yeah.”

“Huh. So if it’s hard, does that mean you want to fuck me?”

“What?! No!” I said, realizing I’d been saying that a lot tonight. “No, it’s hard because… well, because this is just such a weird situation.”

“Oh, ok.” She reached down to the bottom of her nightgown. “I’ll still let you see me, if you want.”

“Uh.” My brain was fighting with my penis now. Yes, she was a girl and I’d never seen a girl’s vagina in real life. But she was only eleven.

“You want to?”

“Ok,” I said, my mouth going dry as my morals flew out the window.

Now looking a little shy herself, Samantha began to pull her nightgown up. I swallowed hard and watched, penis twitching, as first her knees, then her thighs were exposed. Finally she lifted it up further and I was looking at her smooth, hairless little slit.

“Jeremy?” Samantha said after a moment. “Hello? Earth to Jeremy!”

“Huh?” I looked up at her face and blushed. “Oh, sorry.”

“Well, what do you think?” she asked.

I debated just smiling at her and walking off, like she’d done to me earlier. But instead I went with, “It’s very beautiful.”

Looking a little embarrassed, she said, “Thanks.”

We stood there, staring at each other’s genitals for a few more moments before Samantha said, “Can I touch it?”

“Touch it?” I echoed, not entirely surprised.

“Yeah, touch your penis,” she clarified.

“Yeah, I guessed that.”

“I just want to see what it feels like,” she said, taking a step towards me.

“Uhm. Well, ok.” It would be the first time anyone but me had touched my penis.

Reaching out her hand, Samantha first poked the side of it with her finger, and then slowly wrapped her hand around the length of my penis. She held it for a few seconds and then let go.

“That was cool,” she said after a moment.

“Yeah,” I said, trying to slow my racing heart.

“Do you wanna touch me?” she asked slowly.

Licking my lips, I said, “Ok.”

Samantha parted her legs slightly as I moved towards her. Slowly, gently, I moved my hand down and forward, letting two fingers land on her little hairless slit. It was warm, and felt a little wet. It was glorious.

“Cool,” I whispered.

“Do you like it?” she asked.

“Yeah.” I finally forced myself to pull back. We stood there eyeballing each other.

“Jeremy?”

“Yeah?”

“If I let you see me naked, will you let me see you naked again?”

“Ok,” I said, not even needing to think anymore. At this point I figured I was damned either way, so I might as well go with it.

I took a step back and watched as Samantha pulled the nightgown over her head, leaving her totally nude. I swallowed hard as I looked at her small, almost totally flat breasts. I could see her nipples were beginning to puff out, hinting at what was going to come later.

Looking completely un-shy about being nude in front of me, Samantha smiled and said, “Your turn.”

Rather awkwardly I pulled off my t-shirt. Since my pants were already open it was an easy effort to lower them and my underwear. Stepping out of those, I presented my completely naked body to Samantha for the second time.

“You look real hot, Jeremy,” she said, staring at me.

“You, too,” I said, looking over her naked, pre-teen body.

“Do you really think so?” she asked.

“Yeah. You’re the first girl I’ve ever seen naked, you know,” I confided.

“Really?”

“Yeah.”

“So you haven’t, like, had sex or anything?”

I shook my head. “No.”

“You’re still a virgin?”

“Yeah.”

“Not even a blowjob?”

“No.”

She smirked and said, “You’d said earlier you had.”

I grimaced. “Oh. Yeah. Well, that was, uh, a lie.”

“Thought so,” she said with satisfaction.

“Sorry.”

“That’s ok.” She licked her lips. “Let’s sit down, ok?”

“Ok.”

I sat down on the couch and to my surprise Samantha came over and straddled my waist, sitting with her body only a couple inches back from my stiff penis. She smiled at me and looked me in the eyes.

“Will you kiss me, Jeremy?”

“Kiss you?”

“Yeah, I’ve never been kissed before.”

“Ok.” I put my hands on her shoulders and pulled her down, closer to me. I pressed my lips briefly, gently against hers. “There,” I said after breaking the kiss.

Samantha looked unimpressed. “That’s it?”

“What?”

“That’s it.” She rolled her eyes. “That’s the best you can do?”

“No!”

“Well, then, do it right. You’ve got a naked girl in your lap. You can kiss me a lot better than that, I bet.”

“Fine,” I snarled. I pulled her close again and this time, after kissing her with my mouth closed for a few seconds, opened my mouth and worked my tongue against hers. I tried to give her the best kiss I’d ever given anyone in my life.

“That’s better,” she said, once we stopped.

“So glad you liked it,” I said with extreme sarcasm.

She sat back on my thighs a little. “You know, you should be nicer to me.”

“Yeah?”

“Yeah. Cause if you are, I might let you put it in me.”

“It?” I echoed, my heart skipping a beat.

She reached down and took my penis in her hand. “This. In my vagina.”

“It, uh… wouldn’t fit,” I managed to say, once my brain was working again. An eleven-year-old girl was saying she might let me fuck her? Holy crap!

She pursed her lips and looked at my penis with a calculating expression on her face. “Yeah, it would.”

“Uh. I don’t think it would.”

She rolled her eyes. “Jeremy, it’s big enough for a baby to come out. It’s certainly big enough for your penis to go in.”

“Yeah, I still don’t think so.”

“It will so! Watch!”

With that Samantha raised her body up and began rubbing the tip of my penis against her smooth, hairless vagina. I knew I needed to stop her, but I couldn’t. I was transfixed, wondering what it was going to be like.

The tip encountered a small wet spot a couple times. Samantha wiggled it around in that place a little then said, “Right. Here we go.” She took a deep breath and slowly began pressing down onto me. I felt it begin to slide in a little. She pulled back a couple times and then went down again and slowly, carefully, inch-by-inch, worked my fifteen-year-old virgin penis up into her eleven-year-old virgin vagina.

“There,” she said, looking me in the eyes, her face flushed. “See… I told you it would fit in me…”

“Yeah…” I whispered in agreement, my penis twitching with bliss inside her preteen body. “Ok, so it fit. You should probably take it out now.”

She shook her head. “Not yet.”

“What? Why not?” I asked, wondering why the hell I was arguing with her.

“Cause we’re both still virgins until you shoot your stuff into me.”

“We are?” I asked, taken aback. I hadn’t heard that theory before.

“Yeah… so you gotta shoot it into me, then we won’t be virgins anymore, ok?”

“Oh.” Well, I had really no problem with that. “Ok. Well, start moving up and down, ok?”

“Ok.”

She began raising and lowering her young body on top of mine. God, it felt wonderful! I was still vaguely creeped out by the fact that I was having sex with an eleven-year-old girl, but on the other hand, I WAS HAVING SEX!

After only about a minute of her vagina caressing my penis, I gasped out, “I’m gonna… shoot soon…”

“Ok…”

I grunted and pushed hard up into Samantha, holding myself as deep in her as I could get, as my teenage penis began firing my sperm up into her preteen vagina. In the back of my head, I hoped she hadn’t started her periods yet, but mostly I was too busy cumming to care.

“You done?” she asked after a couple moments.

“Yeah,” I said, a little out of breath.

“Cool. Now we aren’t virgins anymore.”

“Yeah, that’s right.”

Then she snuggled up and put her arms around me, burying her head in my shoulder.

“Thanks for doing this with me, Jeremy. I’m glad I lost it to a guy like you.”

I said nothing. I just put my arms around her waist and held her close, savoring the joy of our connection and making a mental note to do a lot more babysitting.

END

Copyright 2008 by Alex Hawk, all rights reserved.

So this was hugely based off the movie, “The Babysitter” that came out in 2003. You can look it up on IMDB. I found a copy and downloaded it. It’s pretty entertaining, though it ends without anything beyond the girl seeing the boy’s penis. Still made for a good starting point, I thought.

Be well!