Too Old for a Babysitter

Re-edited 22nd Sept 2021

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This is a work of fiction and an original story by Inhales Deeply.

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Babysitter - I'm too old for a babysitter.

Chapter 1. She Arrives

At 18 I was old enough not to need a babysitter however I could also appreciated my parents concerns about whether I could not be trusted to be left in the house on my own for an entire weekend. That's literally what my folks had told me. If I was going to be totally honest with myself, I wasn't actually that keen to be home alone for the duration, as they were in fact going away from Thursday morning through until Monday night. Both my parents and I knew that the real reason I wasn't being left alone was because that I'd have all my mates over and it would probably turn into a massive house party and that we would probably burn the house down to the ground. Fair enough!

Two of my older sister were away at college and the eldest now lived with her boyfriend a couple of towns away, so instead, my mum had arranged for her friend's daughter, Carly, to come over and just keep an eye on me, or more importantly, the house, for the long weekend.

It was pretty fucking embarrassing really, as Carly was only 21 years old which meant that we had been in high school at the same time and even though she was older than me I'd always known who she was; mainly because she had been one of the hottest girls at the school. Everyone knew who Carly Laine was.

I'd had a huge crush on Carly, as did all the boys, since the fist time I'd seen her. I'd assumed that she didn't really know who I was as I was that few years below her. I knew that my Mum and her Mum knew each other but they didn't exactly hang out together and I'd assumed that they definitely weren't close enough that our two families would mix or socialise together.

Carly also knew my sisters albeit she wasn't actually in the same year group as either of them. So all in all, although I knew who Carly was and had admired her from afar I'd never spoken to her and I assumed that she didn't know that I was even alive.

My folks left for their weekend trip to the coast on Thursday morning and as Mum closed the car door she told me that Carly would be over later that evening. She followed her comment with, 'please don't be weird around her?' Which I felt was a little harsh but also don't totally unjustified. With that she closed the door and my dad jammed his foot on the throttle and they took off. It was not subtle that they were keen to get away.

I made my way back into the house and after grabbing a mutiple-pack of chips from the kitchen I made my way back upstairs to my room. I spent the afternoon playing on my Playstation and watching internet porn, which is how I spent almost every moment when I was alone. It wasn't something I was proud of but I'd come to accept that this was part of me. 


I'd just finished stoking one out to a very hot video about a babysitter that wanted to be paid more money by the family she was working for, so she'd seduced the dad and was now blackmailing him. I was just getting my breath back after cumming into a tissue when I heard a tap on the front door. I quickly straighten myself up and attempted to pin down my still half-hard cock inside my shorts.

I skipped down the stairs and as I swung opened the door I was surprised to see Carly on the doorstep. Initially, she didn't even look up from her phone. I was, as always instantly captivated by her. Her long cascading blonde hair with its natural light curls and bronzed skin from time laying in the sun. She had on a white vest top and a pair of denim cut off shorts. On her feet she wore black Havanas and had perfectly painted pink toe nails. She was a very fine looking young women and had nailed this 'surfer chick' style too perfection. I offered a week 'Oh, Hi. You alright?' I did not want to sound eager or excited to see her (although secretly I was).

She looked up and greeted me with a big smile but without saying a word or actually being invited, bounced straight past me into the house. 


She kicked off her flip-flops as she moved and swung the big bag she had with her over her shoulder onto the floor. Before I said anything she turned back around to face me and then to my surprise she almost jumped into my arms wrapping her arms around me and hugged me tightly. She also kissed me firmly on the cheek, and said "hi", as if we were old friends. I instinctively pulled my hips backward not wanting her to feel my semi-hard-on in my undershorts.

She was hugging me hard and enthusiastically continued 'Sooooo Little Danny, how are you?' Without waiting for my answer, she released me from her grip. I was still a little in shock and couldn't answer as I watched her swooped down and pick up her bag again. Without being invited she spun around and made straight for the stairs.

I followed quickly after her, attempting to compose myself and conscious that I hadn't responded to her question. I managed to stammer a "hello, yeah I'm cool thanks. You?" She didn't respond and was now half way up the stairs, so I continued, "Oh and no one calls me Little Danny anymore by the way." I'm not even sure how she knew that my family used to call me, Little Danny'. I fucking hated it.

She clearly didn't care and wasn't listening as she bounded up the stairs with her heavy pack. I continued saying "I hadn't actually been expecting you till later this evening".


Her long curly blonde hair bounced off her shoulders as she skipped up the staircase and I couldn't help but stare at her toned bronzed legs and her amazingly tight, high arse in her high-cut denim shorts.


As she reached the top of the stairs she called out, assuming that I was still downstairs, rather than right behind her, "Which room am I in then?"

She kept moving and wasn't waiting for an answer. She was moving so quickly. She turned into the first door before I had a chance to reply. It was my room and I froze in panic as my laptop would still be open and paused on the image of the dad in the video busting his load over of cum into the babysitter's face'.

I froze on the spot as she disappeared through my bedroom door into my room. I was waiting for a scream or an 'oh my god'. I could just image her calling her mum and telling her what she'd found. Her mum calling my mum and my mum feeling she'd need to come home and how I would just die. I could image Carly telling her friends about the Perry kid that she had to babysit for even though he was eighteen and how they'd tell all their friends. My life was over. I was, well and truly 'fucked'. But after a few seconds, she reappeared.


Carly had realised that this was not 'her room'. As I'd been lurking (and panicking) just outside the door, we were now face to face and she smiled at me. "This smells like it might be your room, it has a distinct smell of Boy" she laughed and pushed past me.

I stepped forward and glanced into my bedroom, I swallowed hard with relief as I saw that the laptop screen had gone to sleep and was blank. A narrow fucking escape!

She bounced down the hall and into the next open door, which by chance, was in fact the spare room and where she was due to stay. "Oh here we are" she chirped as she swung her bag onto the bed.

She turned around and again I was right behind her. I blushed and felt blood flood my face. I was instantly aware that I was just following her around the house like an idiot puppy.

She beamed a huge, blue-eyed and white teethed smiled at me and asked playfully, 'and, why are you following me?" I answered painfully with a dumb-faced "ermmmmmmmm". Again, she wasn't really looking for an answer from me and instead skilfully she stepped forwards and manoeuvred me backward towards the door whilst saying "ok, I think I'm ok now thanks, I'm going to grab a quick shower as its so fucking hot and I'm sweating from carrying that bag. I'll see ya later". She stepped forward once more which motioned me backward again and I was now back in the hallway. She smiled a final time and slammed the door firmly in my stupid, red, confused, embarrassed face.


I turned and walked into my bedroom. I slammed my laptop lid closed in anger as if it had tried to embarrass me on purpose and I flopped onto my bed with a huge sigh.

She was so fucking hot and I felt like such a loser. I knew I was going to struggle with her in the house. Why had my mum done this to me?


After a few moments I was able to gather my thoughts and managed to pick myself up off my bed. I softly move across my room and I opened my bedroom door. I looked across the hall and her bedroom door which was still closed.

I could feel the blood already moving towards my cock, just at the thought of her being in my house, the thought of her was quite literally swelling in my shorts. I glanced down with embarrassment at the tent that was quickly developing.

The thought struck me fast. I'd promised myself that I wouldn't do this again. Not after last time. Not after Aunt Claire. Not after my Mum had almost caught me. I was too old to get aware with an excuse of 'being a curious adolescent' or having these behaviours written off as 'just part of growing up'. I was 18 now. I am an adult. But as much as one side of my brain was arguing for me 'not too', the other side was already made up. I just couldn't fucking help myself. I couldn't stop myself.

In an instant, I was on the move. I darted across the hallway and down the stairs in a single movement. My ears were straining hard listening for her bedroom door to open and the sound of her moving across the hallway and into the bathroom. It remained silent. I had time.


I reached the front door and skidded to a halt. I scoped up Carly's flip-flops which she'd kicked off as she'd entered the house only a few minutes ago. I pulled the rubber to my nose and drew in a long and deep sniff from where her foot had been. I could smell the musky sweat of her feet and I closed my eyes thinking about her pretty suntanned toes with their bright pink nail polish.


I inhaled deeply and allowed my mind to paint pictures of her feet against my face and of her toes in my mouth. My cock was hard now and I enjoyed the images in my head.


In and out slowly and deep. In through my nose and slowly out through my mouth. The flip-flops were well worn and had little dips where Carlys heals and the balls of her feet had permanently compressed the rubber. Unlike trainers which over time would become smelly as the sweat stagnates flip-flops allow lots of air circulation and as such the only odour was just the slight musty yet girly perfume of Carlys feet. I opened my mouth and licked the toe-thong to taste her but to my disappointment, it just tasted of rubber.

My fantasy was broken as I heard her bedroom door open and then close again and I heard Carly's feet padding on the carpet as she moved across the landing toward the bathroom. I heard the bathroom door open and before I heard it click shut again I was moving. I placed the shoes back exactly where I'd found them.

I moved quickly and silently through to the back of the house. I pushed through the kitchen door and out into the garden. As quickly as I could I shot round the side of the house and vaulted up onto the bike store. I'd made this covert journey many times before over the years and I could move swiftly and without making a sound. From the bike store, I could swing my knee up and then pull myself onto the side porch using the trellis like a ladder. Once I was on the porch roof (which wrapped all the way around the house) I could move to the backside of the house. Technically, I could slip out of my own bedroom window and move round to the same place but this sneaky route meant that at no point could I be seen by anyone walking of driving past.


My heart was beating fast. I could feel it in my face. I could hear it in my ears. I was trembling all over in anticipation.

I moved further along and towards the bathroom window. I could lay on my side and lift my head to look in. The large sash window was open about 3 inches from the bottom. It stayed open day and night this time of year. It was the perfect gap.

I positioned myself as I had done many times before over the years. I had used this vantage point to spy into the bathroom to watch my Mom, all three of my sisters, both of my Aunts, (even Aunt Sarah who was fat and ugly but had the biggest tits I'd ever seen and I couldn't help but watch her) and numerous house guests including many of my sisters friends. Over the years I had watched some very strange and exciting things from my secret voyeur position. Too many to list but some of the special memories I had accumulated would definitely have been watching, each of my sisters masturbating on the bathroom floor. I'd watched my Aunt shave her pussy and the masturbate using her fingers whilst sniffing a pair of my dads dirty boxers from the laundry basket. I'd watch my eldest sisters friend, Michelle, masturbating and putting all of my families toothbrushes in her pussy; even my sisters, and my Mom and Dads. She pumped them in and out with one hand whilst using her other hand to work her pussy. To this day I didn't understand why she'd done it or what satisfaction she got from inserting six toothbrush heads into her pussy, but I was very happy to have watched her doing it. That was definitely the most exciting thing I'd seen. But the strangest thing I had watched from my secret viewing post, was when I'd seen my mum drag my sisters boyfriend's into the bathroom and then sucking his cock and letting him come on her face. He must have only just turned eighteen at the time and my mum had behaved in a way I'd never seen before. She had pulled him into the bathroom and was saying to him in a really angry voice that "my daughter is only sixteen and you are not doing anything with her as she's too young so I'm going to empty your balls for you instead". She'd knelt in front of him and pulled down his shorts. She has swallowed his cock easily and worked him really hard and fast. He didn't stand a chance and in no time his legs started to buckle and he gowned as he erupted into her mouth and onto her face. Once he'd cum she had pushed him out the door locking it again behind him. She'd then laid on the bathroom floor and pulled up her dress. I was surprised to see that she wasn't wearing any underwear and she quickly went to working using her fingers on herself in a very ferocious fashion. She used her fingers to wipe his cum off her face and to smear it into her pussy. She kept doing it more and more. I was transfixed and I remember trying to look away but she was in a state of frenzy and I couldn't stop watching. She would collect his cum on her fingers and then press them deep inside herself. She was pumping her fingers in and out with such force I could hear the squelching from between her legs. She quickly bought herself to orgasm after which the process went the other way. In a slower and more sensual fashion she then used her fingers to almost scoop out the gooey sticky white mess from between her legs and move it up to her mouth where she would suck and lick all of the creaminess into her mouth. She repeated this for a few minutes until she was clearly satisfied. Finally, she had stood up and straightened her dress and left the bathroom. At the time, I had been very upset by the situation and I'd been very close to telling my dad what I'd seen, however, over the years I'd slowly allowed the memory to dilute in my mind and now I rarely think about it.

I heard Carly move in the bathroom and I quickly assumed my usual position at the bathroom window which was meant laying down on my side with my arm propping me up so that I could easily lift my head up and down and see into the bathroom.


As I eased myself into position I heard the toilet flush and I watched her bare feet pad across the floor. I lifted my head slightly and saw Carly standing in front of the shower cubical with her back to me. She was wearing only a towel.

I could see that she had her mobile phone in her hand and she opened the door and reached in to turn on the water. Once it was running she closed it again, leaving it to warm up. I couldn't see what she was doing but I assumed that she was reading or sending a text on her phone. After a few moments, I watched her raise her elbows slightly which allowed her towel to fall away and drop to around her feet.

My heart was banging so loudly that I thought she would turn around. My eyes were burning into her figure, drinking in every bit of it. Committing it too memory. I wanted this image stored in my mind. Her sun-tanned back and bronzed skin was perfect. No tan lines. She obviously had somewhere to sunbathe where she could lay naked. Her pert, high arse-cheeks were the same golden-brown as her legs and back. Her bottom was a perfect peach. My eyes burned into her ass and as if she were responding to my thoughts she bent forwards to gently place her phone on the floor. She opened her feet slightly but kept her knees straight and bent only from her waist. As she bent over her ass cheeks parted like a rose-blossom opening in the sunshine. Less than six feet from my eyes, I watched her little pink bud asshole open slightly and just underneath her puffy pink pussy lips opened to my view. My cock throbbed and jerked in my shorts and I longed to suck her genitals into my mouth.

As she stood again she opened the door to the shower and she stepped in and disappeared behind the smoked glass.


It was a regular frustration to me that once my 'muse' was actually in our shower cubical, I could not see them at all. A combination of the smoked glass and the steam from the shower meant that my view was totally distorted. In the past, this had frustrated me greatly.

I had in the past laid on the porch roof frustrated at the fact that I could not see the contents of the shower cubicle, but I knew what I was going to do now. Therefore, once again, I was on the move.

I quietly lifted myself up and moved further still along the porch roof and round the corner to the next window. This was the window of the bedroom that Carly was staying in. The window was wide open and the long sheer white curtains were blowing softly in the breeze. I hopped skilfully through the window and into her room landing softly on the carpet next to the bed which still had her bag on it. The bag was now open with a wash-bag on top. The wash bag was also open and inside was the usual assortment of girly necessities such as makeup, brushes, cotton pads and the like.

At first, I couldn't see what I was looking for. The room was untouched except for the open bag on the bed. I knew that her shoes were downstairs and it had appeared that she'd gone from the bedroom to the bathroom with only the towel around her. So therefore her clothes that she'd removed must be in here somewhere. As my eyes scoured the room, my ears played radar to the running water from the bathroom (to warn me to 'get the fuck out' if it stopped), my brain slowly connected the dots that maybe Carly had worn her clothes from the bedroom to the bathroom and carried the towel, undressing before I had reached my vantage point. FUCK.

I was about to give up when I struck gold. I noticed something down the other side of the bed, which had originally been hidden to my view. I spotted the white material of what might just be, Carly's vest top. I moved quickly around the bed and 'eureka', it was indeed her top.

Having played this game, many times before, I took a long moment to take a mental picture of exactly how the material had creased and folded onto the floor so that I could place it back with minimal disturbance. The art of this transgression was to not arouse suspicion. Getting caught was not an option.