Babysitting Gone Wrong

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
NudeBaG
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Babysitting Gone Wrong

Post by NudeBaG »

Babysitting Gone Wrong

This story takes place when I was 14.
My parents had made friends with another couple that went to the same pool and tennis club.
They had an 11 year old daughter named Lauren.
I had met her at the pool a few times.
She was cute, but we never really interacted other than her bashfully staring at me from behind her parents at the pool while they talked.
I was aware of her existence, but that was pretty much it.
One Saturday, after a day of swimming at the pool, I got volunteered to babysit for Lauren.
It was kind of a spur-of-moment thing.
My parents and her parents would be going to a party hosted by another couple from the pool.
Her parents gave me $25, so I was more than willing to give up a Saturday of summer.
Besides, Lauren was pretty quiet and I already knew she enjoyed watching Snick, which was a Saturday night tradition for me.
It was already shaping up to be an easy night for me.
My parents dropped me off at her place at about 6:00 that evening.
Her parents had a pizza waiting and her dad, who was a ‘younger/cool’ dad, slipped me the cash with a firm handshake.
Her mom gave me one more quick rundown, followed up by “She can stay up a bit later since it’s a Summer Saturday, but I’d like her in bed between 9:30 and 10:00.”
Lauren stood by as she told me this.
She gave an irritated look behind her mom’s back, but I glanced at her and winked, which resulted in a shy yet excited grin.
It was my experience that kids this age rarely made it to 10pm, especially after a full day of playing at the pool in the hot sun.
“We’ll be back a little after 12.” Her mom said.
After some more very brief small talk, they were off.
“Let’s eat!” Lauren said excitedly.
We ate dinner and she asked if I wanted to play some games.
“Sure.” I said.
We played monopoly (which I suck at) and Uno.
Between games, we watched the Snick lineup.
She said “This is SO cool! I never get to stay up and watch these shows! Haha!”
She squirmed as though this was ‘naughty’.
Because it was summer, I had changed when I got home from the pool into my briefs, and a loose fitting pair of cotton shorts.
I checked the time.
8:30.
We still had at least an hour to kill.
“Hey kiddo, how about changing into your pj’s in about half an hour?” I said.
She looked disappointed, but I countered quickly.
“It’ll shorten how long it takes to get ready for bed, and you’ll get to stay up longer.”
This resulted in her excitedly running down the hall.
I was confused.
“Hey, Lauren? What are you doing?” I called after her.
“Changing into my pj’s now! It’ll save more time, right?!” She called back.
I just chuckled.
I sat on the couch and waited for the last hour of Snick to begin.
Lauren came running back in wearing a nightshirt that came down to just above her knees.
As she jumped onto the couch, her shirt flared up, giving me a view of her panties!
I shook this off and chalked it up to her naivety.
She scooted close to me on the couch, closer than I was comfortable with, but I shrugged it off.

I was aware of Lauren glancing at me periodically during commercial breaks.
At one of these commercial breaks, Lauren spoke.
“You should change into your PJ’s too! It’ll be like a slumber party!” She laughed.
“I don’t wear PJ’s.” I said without thinking.
The events that were triggered by that statement quickly unfolded.
“What do you wear then?” She asked.
Her innocence and tone had dissarmed me completely.
“Nothing.” I shrugged.
Her mouth dropped open and she began giggling uncontrollably.
“You sleep naked?!!!” She squeeled.
I felt myself blush and squirm now.
I stared back at the tv, hoping to just move passed it, but of course, this was not going to be the case.
I was also suddenly aware of my own outfit.
The loose cotton of the shorts and breifs would not do me much good if I got a boner.
And of course, being a 14 year old boy, the mere suggestion of nudity-even my own, had immediate and noticable results.
Lauren was still beside herself with laughter, bashfully pulling her knees up to her chest.
Still, I hoped she would drop it and I eagerly stared at the tv waiting for the show to start.
About half-way through though, I noticed that my cotton shorts were tented something fierce.
“I still think we should have this be a slumber party!” Lauren said excitedly.
“Can we have a pillow fight?!” She asked.
I looked at the time.
(Maybe that will tire her out.) I thought.
“Sure,” I said nervously. “Where?”
“Let’s go to my room!” She grabbed my hand and pulled me down the hall to her room.
She had a pretty good size room and bed.
She quickly jumped on her bed and tossed me a pillow.
“I still think you should change into YOUR pj’s!” She giggled.
I tried to ignore the comment.
Being so much bigger than her, I took it easy and essentially let her beat me repeatedly, again, all in hopes of tiring her out.
The moving around, coupled with the repeated mention that I should be wearing MY pj’s (i.e. nothing) resulted in me tenting out the cotton shorts.
She actually stopped swinging and pointed at my tent!
“What’s that?” She asked.
I quickly pulled the pillow down over my crotch.
I then, for some reason, flung the pillow at her face, knocking her back onto the bed, hard!
I tossed the pillow on her bed,
and climbed onto the bed to see if she was alright.
She turned over and swung the pillow into the side of my head with all her might!
I was actually dazed and started to fall backwards off the bed!
She gasped and grabbed the waist of my shorts to try and help me, but I fell backwards onto the carpetted floor, hard.
Hard enough to daze me.
My mind caught up with my vision and I saw Lauren staring down at me with a huge grin.
My shorts AND my breifs in her hand!
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Re: Babysitting Gone Wrong

Post by Jeepman89 »

Wow, I love this story! Babysitting stories are always a treat. I love the cliffhanger with Lauren, shorts and briefs in hand. I have to know what happens next!
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Post by TheBlushingPrincess »

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NudeBaG
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Re: Babysitting Gone Wrong

Post by NudeBaG »

Babysitting Gone Wrong Pt 2

I lay there on my back, still stunned, looking up at Lauren as she held my shorts and breifs together in one hand!
She suddenly gasped, looking down at me.
I looked down to see my hard penis and balls were on full display!
I scooted back and stood up, pulling my shirt down to cover as best I could!
Lauren burst out laughing, pulling my briefs out of my shorts, bouncing up and down on her bed.
“H-Hey! Can I have those back?” I asked, shame turning my body red.
A look of sudden realization spread across Lauren’s sweet face.
She giggled and sat ON my shorts and underwear!
“Why?” She giggled. “You already told me that your pj’s are nothing! Since it’s like a slumber party, you should wear your pj’s!”
I tried to regain control of the situation.
I still stood in front of her, pulling my t shirt down to cover myself.
As I adjusted my shirt for better coverage, I made a realization that filled me with dread.
I had a MASSIVE erection!
Well, massive for me at that time.
“Lauren,” I did my best to sound authoritative. “Please give me my shorts?”
Why did I pose it as a question?!
Lauren frowned.
“You give me your shirt. That way, you’ll be wearing your PJ’s!” She smiled widely.
As young as she was, this situation had me incredibly horny!
The idea of her seeing me completely naked-did it turn me on?
My penis was telling me a HARD yes.
But my ‘babysitter’ role made me want to take a responsible stand.
“Lauren. No. Give me my shorts.” I said calmly.
Lauren frowned and shifted.
She pushed my shorts and underwear into a tighter ball underneath her.
“No. If you don’t give me your shirt, I’ll keep your shorts until my parents get home.” She teased.
Thinking on my feet I retorted.
“Then you’ll get in trouble for staying up late, even after I put you to bed.”
Unphased by this, she shot back.
“I think you’ll be in bigger trouble for taking your pants off while babysitting me!”
This girl knew she had more chips AND the better hand.
She looked at the clock on her wall behind her.
It was only 9:45!
“I’ll stay up until my parents get home, then you’ll get in trouble!” She looked back at me.
“Or, you can wear your ‘PJ’s’, and we can continue our slumber party.” She giggled.
She shifted and bit her lower lip.
In that moment, it was like she went through some kind of transformation.
“Besides,” she said calmy. “I already saw your weiner and balls when you fell off the bed. So I already know what you look like naked! Haha!”
I tried to rally.
“Then why do you want me to be naked-er, why do you want me in my ‘PJ’s’?” I asked.
She remained calm.
“Because, it’s a slumber party! And we should both wear our PJ’s!” She giggled again and bit her lip.
“And I wanna see your weiner again!”
I couldn’t believe what this girl was asking me to do!
I would be in deep shit if her parents and my parents caught us or found out about this!
“So?” She asked.
My penis twitched.
“I’ll give you your clothes back before mom and dad get home, but ONLY if you let me see your weiner!” She teased.
I stood in shock, thinking, tugging my shirt down so she couldn’t see anything.
“Give me your shirt, and then you’ll be in your pj’s! Then we can get back to our slumber party! Haha!” She teased again.
“But I’ll be naked!” I protested.
She smiled.
“Yeah! I know!” She said excitedly.
I was NOT about to try and wrestle my pants out from under her while she was in nothing but a nightshirt and her undies.
But I also didn’t want to expose myself.
BUT I also didn’t want to get in trouble!
Lauren didn’t seem like a ‘bad’ kid.
I weighed my options.
My penis twitched, reminding me of my situation and that part of me was LESS upset about it.
As quickly as I could, I pulled my shirt off and tossed it at her.
I heard her gasp as I breifly flashed her my hard penis, but once my shirt left my hands, I covered myself again.
She quickly stuffed my shirt under her with the rest of my clothes!
She looked at my hands and frowned.
“Go wait in the livingroom!” She said cheerfully.
“Why?” I asked.
“I want to watch more TV! All the good stuff comes on later! Besides, I need to hide your clothes so you don’t try anything.” She smiled.
I sighed and turned to exit.
“Ooooooooo! Hahahaha!” I heard her laugh at my bare butt.
I walked back into the livingroom, making sure to note the time.
I did NOT want to be caught by her parents coming home!
10:01.
Still SO much time left!
I sat on the couch, still covering myself, but having difficulty thanks to my erection.
The TV was still on but it was no longer kids programming.
I changed the channel to something I thought might distract her, but knowing that I was definitely going to be the focus of this girl for the next 2 hours!
Lauren came skipping back into the livingroom, still wearing her nightshirt.
She giggled and jumped on the couch next to me, scooting on her bare knees until they rested against my thigh!
She was staring directly at my hands.
“Let me see!” She said excitedly.
“I thought you wanted to watch TV?” I tried to shift her focus.
“I wanna see your weiner more!” She smiled wide.
“Besides, you won’t get your clothes back unless I get to see it!” She warned with a smile.
Before I could decide on my own, she began tickling my arm pits, wedging her little fingers into them laughing as though SHE were the one being tickled.
Reflexively, I pulled my hands to my arm pits and my fully erect penis popped up in my lap!
Her eyes went wide and her mouth dropped open.
“Oh my gosh! Hahaha!” She pulled her hands back to her face.
I again put my hands over myself.
“Hey!” She scolded.
I remembered her threat and finally relented.
I trembled as I placed my hands at my sides.
“Wooooooooooooow.” She sighed.
She leaned over, still on her knees next to me.
She put her face less than 3 inches from my crotch!
My cock was twitching thanks to the situation.
She gasped as it twitched
“It looks a lot bigger than it did when your pants came off! Haha!”She said.
I was shocked.
This young girl was commenting on the size of my penis!
We continued watching tv-or, rather-I continued to TRY and watch tv, she kept staring and giggling at my penis!
Every commercial break, there was nothing to distract her from my naked state as we sat on the couch though.
After observing me for what she determined to be long enough, I suppose, she made a bold move!
She tentatively reached out and caressed the bottom of my shaft!
I trembled and gasped!
This was the first time a girl had ever seen or touched my penis!
She pulled her hand away as I trembled.
“Hahaha!” She curled up, pulling her knees to her chest laughing her head off.
I wanted my erection to subside, as I thought this would make me less of an interest, but after that, every commercial break, Lauren made sure to poke, pinch, or gently caress the underside of my penis, keeping me fully erect.
She finally abandoned all interest in the tv, deciding that an older naked boy was far more interesting AND entertaining.
“Stand up.” She said.
I sighed and stood up.
My hard penis still pointed straight at the ceiling, and my balls came into view.
She giggled as they dropped.
My penis twitched, causing her to giggle even more.
She again reached out and ran the back of her fingers along the underside of my shaft.
It tickled, but also felt AMAZING!
I had no idea how much of an effect having someone else touch my penis would have!
“It’s big and hard!” She said.
She then pinched my shaft between her thumb and index finger and squeezed gently!
She gasped, as though having a realization!
She then brought her other hand up and clapped both hands around my penis!
“It’s warm too!” She said.
She actually started rubbing her palms along the sides of my shaft!
It wasn’t the way that I masturbated, but it was having an effect all the same!
She held my penis, gently rubbing like this for a while, staring in awe.
“Hahaha! What are you doing?!” She laughed.
I was brought back to focus as I noticed that she had stopped rubbing her hands along the sides, and that I had been absent mindedly thrusting my hips back and forth!
Embarassed and not knowing what else to say, I told her the truth.
“It feels good.” After saying that, my embarassment overwhelmed me and I sat back down on the couch next to her.
She again got on her knees and scooted up to my side.
“So it feels good doing this?” She clapped the fingers of each hand on the top and bottom of my shaft and began moving her hands up and down!
The tickle and feeling was so intense, I lifted off the couch!
“Aaaaaah!” I moaned in surprise!
She pulled her hands away and laughed her head off for a bit.
I was able to calm myself, but then-
“Wait! What feels better? This?-“ She began gently caressing the underside of my shaft with her finger again!
My body tensed and trembled!
“Or this?” She again clapped her hands on the sides of my shaft and began rubbing!
“Aaaaaaaaah!” More moans escaped my mouth and I began panting!
“Hahahaha!” Lauren let go, tucking her hands between her thighs, laughing like mad!
Neither were my preferred method of masturbation, but both seemed like they would do the job!
Lauren sat crosslegged now and smiled wide with a satisfied sigh.
“What?” I asked nervously, with my hard cock twitching.
Lauren giggled.
“Now I know how to make you wiggle and look funny. Hahaha!”
The way she said it made me feel embarassed again.
“So?” Lauren asked, looking at me.
“So, what?” I asked.
“Which felt better?” She smiled excitedly.
“I-I-“ I was at a complete loss.
“This?” She again tickled the bottom of my shaft.
I trembled and gasped.
“Or this?!” She excitedly clapped her hands on my penis and moved them along the sides!
I reflexively bucked my hips forward.
She let go, laughing like mad!
As wrong as this situation was, this edging was driving me insane!
“Your weiner is fun!” She said, this time, wrapping her fist around my shaft and squeezing!
I reflexively bucked my hips again.
“Oh!” She gasped.
Still gripping my penis around the shaft, she began stroking!
She squeezed and released, squeezed and released, all while slowly stroking up and down!
“It’s really hard!” She gasped, still stroking!
“Aaaaaaaaaah!” I let out a moan.
This was getting to be too much!
She stopped, but kept gripping my penis in her hand.

“Am I still making it feel good? Haha!” She asked mischeivously.
She seemed to be putting things together.
“Um,” I snapped back to my situation. “Maybe we should stop.” I said.
“Nuh-uh!” She exclaimed. “I like playing with your big fun weiner! If we stop now, I’ll tell my parents you did all this on purpous!” She threatened.
She again looked at the clock.
I did too.
10:34?!
This “exploration” had only been going on for half an hour or so!
She turned her attention back to my penis in her hand and gently began stroking again.
My body trembled.
I didn’t know how much more of this I could take!
This went on for another minute.
“St-stop!” I gasped, shaking.
“Why? This is fun! Hahaha!” Lauren then stroked faster!
I had to pull her hand off my cock and stand up to walk around to keep from losing it right then and there!
“Hahaha! What are you doing?!” She laughed.
My cock was throbbing and twitching up and down as I walked around, much to her entertainment.
I stopped and stood in front of her.
She gasped and pointed!
“What’s that?!!!!” She pointed at my penis.
I looked down to see a thin, clear trickle of precum dripping from the tip!
“No no no no!” I quickly wiped the tip of my penis and wiped it on ny thigh.
I sat back down and tried to focus on the tv.
Before I could divert her attention elsewhere though, Lauren reached over and pinched my penis around the shaft between her thumb and index finger!
Reflexively, it twitched at her touch, and another dribble of precum leaked onto her finger!
She slowly pulled away, letting the clear substance droop in a trail across my thigh.
I was filled with shame that she now had precum on her fingers, but she seemed more curious than disgusted.
She pinched it in her fingers.
“What is it? Did you make pee?”
I was NOT about to explain this to her!
She looked back at my penis and before I could answer or stop her, she touched her finger tip to my pee hole!
My penis twitched and more leaked onto her finger and down my shaft!
She ran her finger along the bottom of my penis, spreading the precum onto my shaft!
“Aaaaah!” I moaned softly.
“It’s slippery! Haha!” She laughed.
The tickle was even more intense than when she had done this before!
She wrapped her small fist around my shaft again and gently squeezed, causing more precum to leak onto her fingers and my penis!
“Hahaha! It’s like milking a cow!”
Her hand began moving up and down as she had done moments earlier!
I looked down as she slowly moved her hand!
Without any reference or coaching, she was giving me a handjob!
The wet squelching sound coupled with the situation AND the teasing had me going crazy!
She noticed my body tensing and the faces and noises I must have been making.
“Hahahaha! What’s wrong?! You look funny! Your weiner is all slippery now! Haha! It makes this more fun! Look!” Lauren then rapidly moved her fist up and down my shaft!
This was the first time a girl was giving me a handjob, but I did NOT want to cum at the hands of an 11 year old girl!
“St-stop!” I stood up again!
I checked the time.
10:45?!!
Time was going by SO slow!
If I didn’t want Lauren telling her parents or mine about this, I’d have to endure this as long she stayed awake!
“Lauren, maybe it’s time you went to bed.” I said it as sweetly as I could.
Lauren looked at the clock.
“We still have plenty of time! Besides, I had an idea!” She smiled mischeivously.
“If you let me keep touching and playing with you, I’ll make sure my parents give you a BIIIIIIIG tip!”
The idea of more money had me considering my situation.
“AAAAAAAND…” Lauren stood up in front of me.
“I already know it feels good, haha! So why do you want to stop?” She asked, staring at my hard penis.
I looked down at my throbbing penis.
“Hahahaha! I think he still wants to play!” Lauren giggled.
“I-I need to go to the bathroom.” I started towards the hall.
“Wait!” Lauren gasped.
She then stood up and ran back to her bedroom.
I thought about locking myself in the bathroom and jerking off to get rid of my erection, hoping maybe that would curb her interest, but before I could move, Lauren returned.
She was unspooling a roll of red string.
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Re: Babysitting Gone Wrong

Post by Jeepman89 »

Part 2 was awesome. I love how Lauren has him where she wants him now and he has to do what she says. Time is running out. Another great cliffhanger. What will she do with that string?
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Re: Babysitting Gone Wrong

Post by NudeBaG »

This particular story is legitimately just a time filler while I’m working on Magic.
This story will wrap up in the next chapter or so, but I’m hoping it will still be satisfying.
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Re: Babysitting Gone Wrong

Post by Themarble »

Time filler or not, again and again you released banger after banger. Truly an amazing chapter (:. I also can't wait to see what you have in mind with the string. I can picture something but I can wait to read it.
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Re: Babysitting Gone Wrong

Post by NudeBaG »

Babysitting Gone Wrong Pt 3

I thought about locking myself in the bathroom and jerking off to get rid of my erection, hoping maybe that would curb her interest, but before I could move, Lauren returned.
She was unspooling a roll of red string.
She stepped right in front of me and tied the string in a tiny slipknot around the head of my penis!
She let out about 5 ft of the string then bit it off from the rest of the spool!
“There we go!” She said excitedly.
“What’s this?” I asked, adjusting the hoop around the head of my penis.
“Come on!” Lauren said excitedly.
“I’ll take you out back so you can go to the bathroom!” She then started walking to the backdoor!
I had no choice but to follow, being pulled by the string around my penis like a dog on a leash!
We got to the backdoor.
She stepped into some shoes that were too big for her by the backdoor and pointed to an old pair of flipflops on the floor.
“In case the grass is wet.” She said.
The sandals fit, but only barely.
Lauren opened the door and stepped outside, pulling me along!
We were now on her low back deck.
Suddenly, a motion sensor light kicked on, filling the deck and center of the yard with light!
I immediately noticed the 2 neighboring houses still had lights on in the windows!
“Lauren! Wait!” I whispered harshly.
She looked at me then followed my gaze to the 2 neighboring houses.
“I don’t want to be seen out here like this!” I gasped.
Lauren looked at the houses a bit longer.
“They’re asleep.” She said casually, pointing to one house. “No lights.”
She then pointed to the other house.
“They stay out late on weekends. Look. Only one car in the driveway.”
In the light cast by the deck light, I could see that she was right.
But still!
I did NOT want to go pee in front of her completely naked in her backyard!
“Come on boy! Let’s go make potty!” She said sweetly.
She then started down into the yard, tugging me along by the string!
I had to hop to catch up to her, as the string actually hurt!
She pulled me to the center of the yard where the light was brightest.
I was still afraid of being seen, but couldn’t cover up thanks to the string and my erection.
“Ok. Be good boy! Come on! Make pee for mommy! Hahahaha!” Lauren laughed.
I shot my attention back to the houses.
Nothing.
Good.
This was humiliating!
Standing in her backyard- fully nude and fully erect- AND being made to urinate?!
I stood and tried to relax, figuring the sooner I went, the sooner we’d go back inside.
I relaxed as much as I could, closing my eyes and feeling the warm summer air.
“Come on boy! You can do it!” Lauren teased again.
She gently tugged the string, making my boner twitch to the side.
She giggled with delight.
Finally, urine began cascading from my penis in a high arch into the yard.
I let out a relieved sigh as I drained myself.
“Cooooooool!” Lauren cooed.
She then gave gentle little tugs to the string, making the stream swivel as I urinated!
This resulted in her loudest giggle fit yet.
I was giving the last few pumps of urine, when I shot my head to the house with the ‘sleeping’ neighbors, and to my horror, a light had kicked on!
I gasped, and Lauren whipped her head around to see the light too!
She turned back to me and gave a ‘Hurry up!’ face, knowing that getting caught like this would ruin the fun for her as well.
“Let’s go!” She gasped before starting to jog back to the house in the oversized boots, which looked quite comical!
She stomped up the steps, making WAY too much noise as we got into the motion light!
I got in front of her and whipped open the door, practically diving into the house!
She followed right behind, bursting into laughter and shutting the door.
She stepped out of the boots, falling back on her butt, but continuing to laugh.
I undid the string from my penis and kicked off the flipflops.
I went to the sink and grabbed some paper towel.
I dabbed the remaining urine from my penis, which, thankfully, had gone flaccid.
I tossed them in the trash and headed back to the livingroom to check the clock.
11:02!
Finally! Time seemed to be moving.
Lauren appeared next to me.
“Heeeey!” She seemed upset.
“What?!” I asked, harsher than intended.
“Your peepee got smaller!” She reached out and grabbed my cock, which HAD gone semi-flaccid thanks to the urination.
But thanks to her grabbing it again, it wasn’t going to stay that way.
She was still able to get her fist around it.
I pulled her hand away reflexively again, but the damage was done.
I felt myself getting harder and harder by the second.
I collapsed back onto the couch and Lauren resumed her kneeling position next to me.
She immediately grabbed my penis and began tugging it.
“Awwww.” She pouted. “It isn’t slippery any more! I wanted to rub it more!”
“Can we maybe call it a night? Haven’t you had enough fun with me?
It’s almost bed time.” I said.
She kept gently squeezing and tugging my penis back to erection!
“Hahaha! Yay! Your big and hard again! Now to get it slippery!” She let go with her hand, and began gently rubbing the underside of my shaft with her finger again!
This girl remembered what actions resulted in what!
The tickle was more intense as, at this point, she was straight up edging me!
It wasn’t long before I was leaking precum like a dripping faucet.
Her finger began sliding along the underside of my cock, and I was again breathing heavy and convulsing, much to her delight.
She turned her finger parallel to my penis and began swirling her finger around the circumferance of my cock, coating my entire penis is precum!
It felt AMAZING!
“Hahaha! Your face is so funny when you shake like that!” Lauren moved her hand away and looked at my fully erect penis, glistening with precum!
Lauren seemed to be in a trance for a moment.
“Ok!” She gently rested the tips of her fingers on either side of my penis.
She proceeded to just tickle the sides of my penis causing me to shake and convulse uncontrollably!
“Ah! Ahahahaha! L-Lauren! St-stop!” My body tensed and she burst into a fit of laughter herself.
She pulled her hands away and held her sides with laughter.
I was breathing hard and dripping pre-cum!
“Weiners are so funny!” She gasped.
“But kind of messy.” She examined her fingers.
“Is it slippery because I’m making it feel good?” She asked innocently.
“Y-yeah.” I said bashfully.
Lauren’s face lit up!
“Yay! I’m gonna make it REALLY slippery!”
With that, Lauren grabbed my penis in her fist and began stroking!
This girl I was babysitting was jerking me off-and doing a great job!
My body convulsed violently!
I could hear the wet slipping sound as her fist moved up and down my cock!
“Ahahahahahaha!” Lauren laughed.
“Why are you shaking?! Hold still!”
She kept stroking rapidly!
I felt that pleasant tickling in my penis and balls, and clenched everything!
I looked at the couch and got worried about cumming on it, and how I would explain that if it happened!
“W-Wait! Wait!” I gasped.
Lauren stopped stroking but held my penis.
“You peepee is slippery and fun though! Haha!”
She squeezed.
“And it’s really stiff! That wet stuff keeps leaking out!”
“That’s why we need to stop!” I said, looking at the couch and carpet.
She followed my gaze and put 2 and 2 together.
She smiled wide and again examined my cock throbbing in her hand.
“You sure it isn’t pee?” She asked suspiciously.
“I’m sure.” I sighed.
“It keeps leaking out though. There’s a lot of it now! I bet I’m making your peepee feel REALLY good! Hahahaha!” Ignoring my request to stop, she resumed stroking!
My pelvis, balls and cock tightened as she brought me to the point of orgasm!
“St-stop! Wait! I’m gonna-I’m gonna cum!” The words left my mouth without me even thinking about it!
Thankfully, Lauren stopped stroking though!
My body tensed and trembled as I forced my pending orgasm into submission once more.
“Come?” Lauren asked, confused.
“Forget it.” I said quickly, remembering her age.
“Can we just watch tv until bedtime?” I desperately wanted to end this.
“Nuh-uh! I’m gonna play with your big hard weiner until my parents get home!” She then looked up at me. “But don’t worry. I’ll give you your clothes in time!” She smirked.
This did prompt us both to look at the clock.
11:25!
So close!
Was I going to make it through this without losing it at the hands of this girl?
Lauren looked back at my penis in her hand.
She looked back up at me.
“What is ‘come’? Where are you going?” She asked innocently, reminding me of my vocal blunder.
“I-I’m not going anywhere.” I sighed.
“It’s-“ I looked down at my penis in her hand again.
Her eyes and mouth popped open in surprise.
“Is it this stuff?!” She let go and examined the clear substance on her hand.
There was a lot if it now.
She waited for an answer.
I couldn’t answer her!
It was incredibly awkward having this conversation with an 11 year old girl!
But it ultimately didn’t matter.
She gripped my penis again and started stroking!
The amount of pre-cum coating my cock provided instant lubrication, and her hand slid along with ease!
“Hahahaha! This is fun!” She squeezed gently, her hand gliding along my shaft and over the head of my penis!
No more edging.
No more innocent exploration.
Lauren was now giving me a full on handjob-whether she knew it or not!
The wet squelching sound had her laughing hard now.
I felt that telling tightening and pleasant warmth building rapidly!
“La-Lauren! St-stop!” I gave one more desperate gasp!
I looked around.
Couch, carpet, Lauren’s night shirt-wherever my spunk was about to land, it was going to make a mess that I couldn’t clean!
“Wait!” I actually yelped!
I have no idea how, but Lauren stopped stroking and clenched my cock at the exact right moment-the same time I clenched as hard as I could!
“What?” She asked innocently.
She let go and looked at her hand, which was now coated with just as much pre-cum as my penis!
My body shook on the edge of no return, but I managed to rally, pushing back my impending orgasm.
I sat for a moment breathing heavy.
Lauren looked from her hand, to my twitching penis, to the carpet on the floor.
“Are you worried about dripping on the carpet? Is there going to be much more?!” She asked excitedly.
She grabbed my wrist and pulled me up.
I carefully wiped the head of my penis to prevent drips.
She practically ran, pulling me along down the hallway to the bathroom.
She turned of the light and stood me in front if the sink, pushing my butt until my thighs touched the marble edge.
She then gripped my hard, twitching cock again and using the still flowing precum, resumed her stroking!
I had never jerked off standing up before, so this was a completely new experience!
I then looked in the mirror!
The scene that greeted me burned itself into my memory forever (as though either of us would forget this!)
There I stood-completely naked-with 11 year old giggling Lauren standing next to me.
My hard cock in her hand as she near expertly jerked me off!!
The slipping sound of her small hand sliding up and down my shaft echoed even more in this small space.
“Hahahaha! You’re moving funny again!” Lauren laughed.
I was moving my hips in time with her strokes!
Both of us were breathing heavy now- me in the verge if orgasm, Lauren in an excited trance!
“Aaaaaahhhhh!” I sighed.
“It’s dripping more! Haha! It’s like I’m milking you! Hahahahaha!” She kept stroking.
The tightening and trembling was making my butt cramp!
“Hahahaha! Cool! Look! Watch me touch your big weiner!” Lauren laughed looking in the mirror as she stroked.
That was it.
The sight set me off.
My release started with a long, thick white splash onto the mirror in front of us.
I had been afraid that Lauren would let go in shock, but this was no the case!
Lauren’s mouth and eyes opened wider than I thought possible!
She blinked and gasped.
Lauren giggled with glee as she continued to stroke!
Watching her reflection smile wide as she stroked me sent another spasm through my body and out of my cock!
I had often fantasized about getting a handjob like this, but not from a girl as young as Lauren!
Another spurt of semen splashed into the sink!
“Whoa! Your pee changed?!!! Hahahaha!” Lauren kept pumping my cock!
I have no idea how, but I felt another tightening and released a third cumshot into the sink and onto the rim of the counter!
My penis began to deflate and Lauren stopped stroking, just holding my penis.
She stood in silence with a shocked grin on her face.
I felt shame sink in and gently removed Lauren’s hand from my cock.
“Hey!” She scolded, but then noticed that my penis, while still plump, was no longer rigid and sticking up.
“What happened to your weiner?” She asked, extending a finger and gently flicking my deflating penis around. “And your pee? Haha!”
“I came.” I sighed in shame.
She looked confused.
“You didn’t go anywhere though.” She then seemed to remember our earlier conversation.
“OH! This stuff?!” She pointed to the milky translucent puddle spreading in and around the sink.
She looked back at my penis.
“Haha! It’s all floppy now!” She grabbed it and flopped it around wildly, letting the residual semen string out all around the sink!
“That was so much fun! I wanna do it again!” She proceeded to tug on my deflating member.
“Aaaaahhhh!” I pulled her hand away again.
“Hey!” She scolded.
“I can’t do it again yet! It takes a while to be able to do it again.” I said.
I grabbed the box of tissue off the back of the toilet and proceeded to clean the sink.
Lauren watched, giggling the entire time.
My penis was flaccid, and had shrunk to it’s average size.
I finished cleaning and washed my hands.
“You should wash your hands, too.” I said.
Lauren eagerly stood beside me giggling at my limp penis the entire time.
“Ok. Time for bed.” I said, gently pushing her back out into the hall.
She pouted, but slowly walked down the hall.
Just as we passed the front door, the sound of metallic clicking echoed forth!
We both gasped, but Lauren quickly ran ahead of me and into her bedroom!
I followed close behind and she jumped into her bed!
“Lauren! My clothes!” I whispered.
She lifted her pillow and tossed me a bundle.
I frantically unraveled them as we heard the front door open!
“You promise not to tell your parents right?!” I gasped, sliding my shirt on.
“Yup! That was too much fun!” She whispered.
I stepped into my boxers and shorts.
“I can’t wait for my slumber party next week! I’m going to ask my parents if you can watch me and my friends! Haha!” Lauren giggled.
“What?!” I gasped.
Lauren turned out her light, and I exited her room.
I shut her door and turned to see her mom coming down the hall.
She looked at me strangely as I shut Lauren’s door, but I quickly said “I thought I heard her crying. Probably just a bad dream.” I said quietly.
Her mom’s face softened.
“So sweet of you. Such a good babysitter.”
Themarble
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Re: Babysitting Gone Wrong

Post by Themarble »

Perfect! Truly got what she wanted out of him, literally. An amazing story to bide the time for magic, however I can see potential to carry this story on!
Jeepman89
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Re: Babysitting Gone Wrong

Post by Jeepman89 »

Great Part 3! Loved everything about it. I wonder if anyone saw him in the yard? Love how he finally came in the bathroom at the hands of Lauren. I would love another chapter with the next slumber party with her friends. Great potential for more fun.
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