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Surprise for the Babysitter (me x TouketsuSafaia)

S

ShadowFighter88

Star
Joined
Oct 25, 2009
Location
Australia
Normally, I find a bath to be relaxing. That night; not so much. My parents had gone out to celebrate their anniversary and hired a babysitter. It wasn't the first time my parents had hired her for this; I didn't know it at the time but they were very sexually active people and couldn't really indulge at home in-case they woke me up.

In a way, it was the babysitter's fault for making my bath a bit less comfortable than normal; she was, to be blunt, drop-dead sexy and my wandering mind had conjured up all kinds of images of her while I soaked, leaving me with one hell of a hard-on. Now that may seem simply annoying to some of you; but I'm somewhat... gifted in that area. At full-mast, my cock reaches somewhere around the fourteen-inch mark (never bothered to actually measure it) and about two and a half inches in diameter. Stick that on a fourteen year old boy who was a bit short for his age and you might understand why an erection for me is a bit more than annoying.

I couldn't leave the bathroom like that since I'd have to walk past the doorway to the den (where my babysitter was watching a movie) to get to my room. So I did what any teenage boy with hormones raging more than a psychotic berserker who just found out his wife was screwing half the clan would do. I don't know how long it took me to 'work out the frustration' but I knew it was a temporary measure at best; I can recover surprisingly quickly and it would only take a few mental images of my babysitter to make all that work go to waste.

After cleaning up the shower, emptying the bath and drying myself off, I wrapped a towel around my waist and headed for my room. Out of curiosity, I glanced into the den to see what the babysitter was watching.

Name: Erik Reilly
Age: 14
Height: 5'
Hair: Dark and reaching to his waist
Eyes: One green, one blue
 
Rayne smiled at the tv, she had a porn on, she had thought her kid had gone to bed already, she was on the phone talking with her friend who had given her the porn to watch. "You know I really shouldn't be watching this right now. I'm in the middle of babysitting!" She says softly while the scene on the tv was just the opening menu, it showed two people in the middle of having sex. "Yeah but I know about your thing with being caught doing stuff your not suppose to remember? Plus if the kid seen something he'd faint I'm sure." Her best friend laughed through the phone. "Just press play and start the movie, don't be a child about this." Her friend said before hanging up on her.

Rayne sighed softly, she ruffled her deep A-line hair cut, the back was neck length while the front, her bangs went down to just below her chin. She was sitting profile to the door, she bit her lip softly while picking up the remote and pressing the play button. She leaned back into the couch while fingering the colored blue and purple strands in her hair, she fiddled with her silver lip rings on her lower lip. While she looked on the punk side, her piercings put off a lot of people, until they actually got to know her, she adjusted her septum ring, just like a bull ring but smaller.

The scene started out with the couple, who had obviously just met, stumbling into a room, their clothes were coming off at an impressive rate, once they were naked she took note of the nice maybe 9 inch dick the guy on the porn had, the girl's body was all kinds of fake. Soon the two people on screen were in a 69, the girl sucking on the guy's cock getting her lipstick all over his cock, he on the other hand gripped her ass while shoving his tongue into the girl's pussy.

Rayne lost it a little bit letting out a soft mewling noise as she watched the guy eat the girl out, it had been months since he last boyfriend had left her, complaining about her sex drive, she pulled her D-cup breasts out of her low cut top, one hand started to massage and pinch on her nipple while the other slipped up her skirt rubbing at her pussy through her panties.
 
As I poked my head in through the door, I realised that the 'work' I'd done before leaving the bathroom was going to go to waste. The video on the TV would've been enough on its own as I hadn't seen a porn movie by then (closest I'd managed was still images and animated gifs I found on websites with very lacklustre age-gates), but seeing Rayne on the couch playing with her breasts while rubbing between her legs just compounded things.

I was too shocked to talk. I also think the flow of blood to my brain was slowing down as my cock started to harden under the towel, already starting to lift the front of it. I already knew that even if I could slip away before she noticed and get myself off in the shower again, it'd take a lot more than one orgasm to get the thing back under control. As I said, though; what parts of my mind were still working were focussed more on other things. Namely trying to decide what to look at more - the TV or Rayne. My eyes were darting back and forth so much I must've looked like I was watching a high-speed tennis match.
 
Rayne leaned back more, pushing her skirt up, showing the growing wet spot of her soft purple G-string's, she gasped loudly as she arched her back, her eyes closing while her fingers slipped into her panties and she started to finger herself. Soon enough the room was full of her own soft moans and the wet sounds of her pussy being worked, it was only a couple of minutes before her moans got a pitch louder, a bit more squeaky as well. She was being pushed over the edge, just before she got her finish she tilted her head towards the door, her eyes opened slowly, it took a couple of minutes for her to realize what she was seeing.

She gasped, almost screamed from her surprise while she pulled her dripping wet fingers from her panties. Her clean had tucked her breasts back into her shirt while she stopped the TV. "U-Uhm.. oh shit.. oh shit.." She said getting up from the couch. "Um Erik, let's not tell your mother or father about this.. alright." She said nervously, it was very hard to ignore the rise in his towel and her own dripping between her legs. She was taller then he was, by just a couple of inches, 7 in fact, but she was also older then him by three, almost four years.
 
Even though she'd turned the TV off and neatened herself up, the 'damage' had been done. Remembering what I'd just seen, as well as still being able to see Rayne's hardened nipples poking through her shirt and catching the faint whiff of her arousal, made sure that my cock wasn't going to go down easily. It was still rising even as she said not to tell my parents about what she'd been doing.

Some part of me realised I could use this as blackmail, but I always hated blackmail - just wasn't in me (that and if I ever did do it, it would only be to someone I really hated). I figured I should stall for time while I thought of the best way out of this (again - this was a little too shocking for me to think straight). "It would cause a lot of trouble if they found out." I said. I hadn't realised it, but my cock had already gotten hard enough to start pushing it's way through where the ends of the towel overlapped.
 
Rayne had nodded at his words, she was nervous, she didn't need to lose this job, no matter how much of a pain it could be sometimes. She had caught sight of his cock still hardening, she swallowed, her mouth opening some, it kept rising, before starting to peak out through the over lapping parts of his towel. She took a deep breath while turning her head away, the thoughts going through her mind we're causing her trouble.

She imagined pulling his towel off and giving him a blow job right there, maybe even talking him into having sex with her, all of which would be very bad for her. Her eyes turned back to his hardening cock. "Erik... yours... how can I say this... your erection is starting to come out of your towel." She states as nicely as she can while staring.
 
I'd always been decent at reading people, and while Rayne was no exception, I was sure what I was getting from her was wrong. Sure, the blush on her face could just be put down to embarrassment or still lingering from what she'd been doing before, but the way she kept looking at my cock and looking away before looking again made me think she wanted to see it. But that couldn't be right.

Then again, she had been watching a porn movie before where the male lead was somewhat larger than average and I knew that, even while soft, I was about the same size as the actor while erect. I realised there were only two ways this could go now - either she ended up too disgusted to ever look after me again (an alternative I was desperately hoping wouldn't happen) or... a different way (which I shouldn't need to spell out at this point).

Of course, before I could reply to her, the body part she'd mentioned made the decision for me, finally rising high enough to cause the towel to come undone from around my waist and fall to the floor. And again, I went into shock-mode and I couldn't think of a damn thing to do.
 
Rayne took a deep breathing seeing the large cock on the young boy in front of her, his body was just crying out for her to touch it and she so badly wanted to, knowing well that she could be put into jail for it if anyone found out. But of course Rayne wasn't fulling thinking with her brain anymore, she could feel her clit pounding angrily from being denied of being touched and her pussy was dripping, soaking her panties at wanting more. Before she could even make herself step away, or even turn her head she kneeled down her face level to his large erection. "Oh god Erik... it must be hell for you when you get hard.."

She rubbed her bottom lip with her finger, letting out a shaky breath, seeing it she made up her mind, she wanted it in her mouth at least. She would go to jail if anyone found out and she didn't care this moment. She leaned forward putting his cock head into her mouth while she stared up at him while her mouth was around the head of his cock. She softly rubbed her tongue around the head of his head while her hand wrapped around his shaft, she started to moved her hand up and down.

After only a few stroke with her hand, she started to push more of his cock into her mouth, she knew no matter what she would never get all of it, if even half of it in her mouth, but she wanted to suck on it, and he wouldn't stop her, she could tell by the look on his face. She closed her eyes while she bobbed her head up and down slowly, starting to gain speed.
 
Anything I was going to say to her remark about any difficulties was forgotten when she wrapped her lips around my cock, letting out a light moan instead. It was just as well I'd jacked off in the shower or I would've already came just from this. I put an encouraging hand on her head as she started to bob her head along my length, her tongue working over what she had in her mouth and I felt her lip rings sliding along my cock as she continued.

Not wanting to make her do all the work, I leant forward and started to massage one of her breasts through her shirt before pulling it out to rub and pinch the nipple before going back to fondling the breast as a whole. I wished I could reach down far enough to suck on them, but I don't think even a contortionist could've managed that.

I hoped that she was willing to go further than just a blowjob and I was more than willing to go as far as she wanted to.
 
Rayne gasped as he had encouraged her with a hand on her head, it only made her do it more, she moaned out as he pulled her breasts out and started to rub and pinch on her nipples. Her moans got louder as she sucked on his amazing cock, the length was just something else. Her other hand work on his shaft that wasn't in her mouth, the two of them working together, her other free hand slid down her body once more, her skirt was flipped up and her hand went into her panties, giving him a clear view.

Her pussy was shaved bare of any hair, it was just a pick before her hand covered it up and her finger slipped inside herself. She started to finger fuck herself in time with her mouth, almost as if they would have been fucking, her moans got louder and louder, her fingers inside her made wet squelching noises.
 
I could feel a steady stream of precum oozing from my cock as she stepped things up, using her hand to stroke what she couldn't fit in her mouth and the vibrations from her moans was driving me nuts. Seeing (and hearing) her fingering herself just added to it and I made a mental note to eat that pussy out the first chance I got. Finally, I felt the first twinges of the oncoming orgasm and I could tell that it was going to be big (which for me is saying something).

I was about to warn her, mainly of how much there was going to be, when it hit and my brain just shut down as raw pleasure spread from my cock and across my body. All I managed to do was push her head back so that she only had the head of my cock in her mouth. The first spurt was more like a constant stream, several times the size of a normal guy's whole orgasm, and there was a lot more where that came from.

I can't remember how long it lasted, or if I cried out as it hit or not, but when it finally stopped, I looked down to see how Rayne had handled it. And to my distinct lack of surprise, I was still as hard as ever.
 
Rayne had felt his cock twitch, she knew he was about to cum, she was surprised when he had pushed her head all the way back so only his head was left, she understood a few minutes later as she struggled to drink him all down. It forced her mouth off his cock, her eyes had still been closed, luckily since he had cum a huge amount for anyone, which had landed on her face and breasts while she had swallowed what was in her mouth. She smiled, a giggle escaping her mouth while she pulled her fingers from her pussy, which were dripping, she leaned up pulling his head down and sticking her fingers to his lips.

" Do you want to lick my pussy Erik? I'd be very happy if you would." She asks happily, she just needed a little bit before she would cum, she wiped her face from his cum and wiped it all over her shirt, which was luckily white. It wouldn't leave that bad of a stain when it dried.
 
The sight of Rayne drenched my cum was surprisingly hot and I felt my cock twitch at the sight. I gladly sucked on her offered fingers, tasting her juices on them. And if this was just what was left on her fingers, I couldn't wait to find out what her pussy tasted like. "Gladly," I replied eagerly, "probably easiest if you sit on the couch and lean back." If we just did it on the floor, I was sure my cock was going to rub against the carpet and then I'd probably be too distracted to focus on Rayne.

As she leant back on the couch, I knelt down on the floor infront of her and slipped my hands under her ass, giving the lovely buns a squeeze before reaching up to pull her panties down, which I just dropped on the floor beside us before going back between her legs, kissing my way up one thigh and stopping just short of her pussy before doing the same to her other thigh. I knew I was teasing, but I couldn't help it.

I gave her a slow lick up the length of her pussy, flicking her clit with my tongue as I passed. My hands had gone back to squeezing her butt as I licked at her folds, before sliding my tongue into her as far as I could, swirling it around as I did. I kept my eyes up to try and watch her face, to see her reactions while loving the taste and smell of her arousal.
 
Rayne had agreed, sitting on the couch as he had suggested, she giggled softly as he hands squeezed her ass, she watched him as he pulled her panties off, dropping them to the floor. She was glad he had agree'd to licking her poor pussy, she moaned softly her eyes closing a bit as he kissed up each of her thighs. The slow lick up her slit made her gasp out loudly, as his tongue passed her clit she moaned out loudly grabbing the couch below her. "Oh god.." She moaned out softly, when he slid his tongue all the way into her and started to swirl it around inside her it set her off.

"S-shit!" She muttered loudly while her pussy tightened around his tongue as she started to cum, her cum flooded over his tongue and into his mouth. After she had ridden out her orgasm, she opened her eyes. "Sorry, it was just what I needed... how are you feeling Erik.. hows your erection?" She asks with a wicked little smile.
 
It was amazing when she came, the way her pussy clamped down around my tongue, the taste of her cum as well as the way she shook and tensed as it hit her. As she asked if I was still hard, I stood up, her cum still on my face, and gave her a clear view of my still-hard cock.

"It never went down," I said, "probably going to take a fair bit to soften it up." I honestly had no idea how many times I'd have to cum to get it down now; it felt harder than it had ever been. I did know that if we were going to keep going; we'd need somewhere that was easier to clean up. "Come on," I said, helping her to her feet, "let's head to the guest bedroom." The guest bedroom was far enough out of the way that, if mum and dad got home early tomorrow morning, it would be far enough out of the way that they shouldn't notice the smell - not if they were still going to be meeting some friends for lunch tomorrow, which would give me the time to clean the bedsheets without them noticing.
 
Rayne followed after Erik, she smiled, she knew that she would end up having him tonight. "Mmm Erik. Have you ever fantasized about me before?" She asks softly while following after him. His hard cock was just what her pussy needed, it needed to be worked over well. He seemed to know what he was doing she wondered. "Is this your first time doing this? Your really good at it..." She asks curiously.

Once they get to the room she walks in, she smiled while moving in front of him, she stripped off her shirt, her bra, her skirt and then she was naked in front of him. "Do you want to touch me some more Erik? Because I want you to touch me more, all over." She purred happily, her nipples had hardened after being taken away from the warmth of her bra. She sat on the edge of the bed and watched him, she had tasted the forbidden fruit so to speak and she walked more.
 
((OOC: Sorry for the slow reply - realised that if I left dinner any later I was going to forget all about it. :p ))

"Hard not to fantasise about someone as sexy as you." I admitted. "I've never done this before, though - I've just read plenty of sex stories. You'd be surprised how lax a lot of those sites are with keeping underage people out." I tried not to show it, but her comment about me being good at it did give my ego a little boost.

My eyes devoured her as she undressed, taking in every curve of her body. If my cock wasn't as hard as steel before it sure as hell was now. I did make a mental note to ask her to leave the skirt on next time; could make things interesting. When she asked if I wanted to touch her some more, I didn't bother answering. I just walked over to her and kissed her deeply, one hand going to the bed to keep me upright, the other moving around her back. We moved further up the bed as we kissed, our tongues rubbing against each other until we both dropped to the pillows. It was only a short break while I moved one hand to her breast and the other to her thigh, stroking and massaging both as we continued to kiss, my cock trapped between our bodies and leaking precum high onto her stomach, almost on her chest.
 
(( OOC: Don't worry about it. I went to bed ^-^ ))

Rayne happily followed him up the bed while they kissed, he was very good at what he was doing, she made a note to be around the next time he wanted to read one of his sites, she would offer to read it with him then after they could play. She moaned out softly as he caressed and massaged both her thigh and her breast, she giggled softly in his mouth as he leaked precum right between her breasts.

She ran her fingers softly through his hair before breaking the kiss, she panted some before starting to kiss and suck softly on his neck, she knew better to leave a mark on him. She bit him softly on the shoulder before looking up at him. "Are you ready to do this Erik?"
 
"Yeah." I breathed before starting to move down the bed, giving her nipple a quick suck as I passed it, to line my shaft up with her pussy. I rubbed the head against her nether lips, trying to get it as slick as I could, before lining the head up with her hole and I started to push it into her.

It took a bit of work, pushing against her before easing off and then trying again, before she opened up enough for the head to fit into her. When it did, I couldn't think - her pussy was so hot and tight around my shaft and I could feel her shifting a little under me. If I hadn't just cum a few minutes ago I would have right then. As it was, I just looked up at Rayne's face to see if I was right to go on, before trying to force more of my cock into her.

Each thrust only got me another inch in, before I had to pull back a bit and move forward again. Her pussy was gripping me like a vice and the noises she was making just drove me on. Finally, after what felt like an eternity, I felt myself butt up against her cervix. I was as deep inside her as I could get and there was still another three or four inches I hadn't managed to get into her. I'd known that this might've happened, with my size, but knowing it and actually seeing it are two very different things.
 
Rayne had felt a slight amount of pain as his large girth pushed in stretching her, she breathed deeply trying not to alarm him, while also trying to relax around him. As he pushed all the way in she relaxed more, her insides were tight around him and she could swear she could feel the blood pumping in his veins on his cock. She glanced down noticing there were still another three to four inches left outside, as much as this would hurt her she wanted him all inside of her.

"E-erik.. I want you all inside of me, start moving when your about to cum it will be hard and I might start screaming but I want you to push all the way in." She says while leaning up and touching his face softly. "Your so large.." She spoke softly, tenderly. It really was a surprise to her that this small boy had such a huge cock at his age.
 
"Okay," I said as I started to slide back before thrusting back in. She was so tight around my cock that I had trouble getting any sort of speed, but I soon felt her start to loosen up (or perhaps become slick enough to make things easier) and after a few minutes I was thrusting away hard and fast, the head of my cock hitting her cervix on every in-stroke.

I was in heaven, the pulsing and twitching of her pussy muscles around my cock, the feeling of bottoming out inside her, the fact that I was screwing my babysitter alone was incredible. I don't know how long it was before I got the idea, but I shifted my weight to my elbows so that I could grab her breasts, squeezing them as I kissed, nibbled and sucked on her nipples while not slowing down my thrusts.
 
Rayne moaned, and gasped under him as he started to move, slowly gaining speed inside of her, Her mind was clouded, foggy and all she knew was she was feeling amazing. She wanted nothing else then for this to go on forever, her moans got louder as her poor pussy started to tighten around his cock more. She winced softly. "Oh god!! Erik! I'm cumming!!" She warned letting him know while gasping and moaning out happily.

His mouth on her nipples sucking on them was what had set her off, she thrashed and wiggled under him while grabbing the bed sheets under them. It was heaven to have herself so full, she opened her eyes looking down at him while they had sex.
 
When she said she was cumming, I buried my cock deep inside her and relished the feel of her cumming around my shaft. It was an unbelievable feeling, almost as unbelievable as how I hadn't cum yet. I kept sucking on her nipples as she came and when she finally came back down to earth, I kept myself buried inside her, only moving to push against her cervix, hoping it might loosen up the same way her pussy had.

"You want to go on top now?" I asked her, thinking that she'd get a bit more pleasure out of it with the extra control over how deep I was going.
 
Rayne panted for a couple of minutes before nodding to his question. "Mmm yeah I want to be on top, I'll get all of you in." She says with a soft grin before rolling them over carefully, not letting him slip out of her. She winced as the head of his cock hit her cervix but she relaxed before starting to move up and down slowly, with her juices running down his cock she started to bounce faster. Her moans got louder and louder again while her hands braced her against his chest softly, soon enough with a cry, her cervix loosened and he went all the way in her.

She laid down onto his chest breathing deeply while shaking, she looked up at him. "Y-your all the way in."
 
I moaned as Rayne started bouncing on my cock and my hands went to her hips as I thrust up to meet her. Her nails gently dug into my chest as I was hypnotised by her breasts bouncing with each thrust. Then it happened. I felt the end of my cock hit her cervix again, but this time I could feel it opening and my cock surged through into her womb as I felt our hips meet for the first time. When she leant forward onto my chest, I kissed her again as one hand went to her butt.

I gently rocked my hips against hers, short, slow thrusts that didn't leave her womb. I was very close to cumming, my cock twitching like mad.
 
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