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My little boy and the babysitter

1720 words | 24 |4.82

I was working late at the office one night and when I logged on to my home camera to check on my son, I saw him and the babysitter having sex.

I was working late at the office, I am a manager and had to stay behind after work to get some important reports done by morning, I called my usual babysitter, 19 year old Caitlin, and arranged for her to watch my 11 year old son, Jacob.

It got to around 10pm and I was still working but decided to take a break, so I made myself a strong coffee and took it back to my desk, I tried to call home but got no answer, the line was engaged, so I logged on to the camera I have in the living-room at home just to check things were okay.

This is a story based on what I saw on camera that night.

Caitlin and Jacob were sitting comfortably on the sofa, Jacob was in his pyjamas playing on his game console, and Caitlin was sitting next to him talking on the phone, I turned on the microphone and heard Caitlin talking to one of her friends, I had no problem with her using my house phone and they looked fine, everything looked alright so I got back to my work but the camera logged on my laptop screen.

Caitlin got off the phone about 15 minutes later, everything went quiet, then I heard her talking again, I was listening but not really concentrating on what they were saying at first, it was just background noise while I was working.

“You like those?” she said, “Do you want to see them?” she asked, “You can touch them if you want.” She said.

“They’re soft.” Said Jacob.

“Uh-mm – That feels nice.” Caitlin said, with an excited tone in her voice.

After hearing this I turned to look at the laptop screen and was shocked at what I was seeing, Jacob was sitting with his legs up on the sofa, turned facing her, and Caitlin was topless just sitting back on the sofa with Jacob’s head in her chest and he was sucking on one of her breast while fondling the other with his hand.

I zoomed the camera in to get a better look, not because I was a pervert, but to confirm what I was seeing was in fact what I was seeing, because I couldn’t believe it.

Moments after I’d zoomed in, Caitlin reached across, picked Jacob up and sat him straddling across her lap, she then reached inside his pyjama bottoms and pulled out his cock and she was stroking it while he continued to suck on and fondle her breasts.

I picked up the phone and started to frantically dial home, I intended to give her a damn good telling off for abusing my boy, but before I dialled the last number I saw her she pick him up again and this time stood him up on the floor, she then sat up on the edge of the sofa and removed his pyjama top and pulled down his bottoms, Jacob’s cock was fully erect and sticking up like a flagpole.

I should have kept dialling but something stopped me, I was angry and worried for my boy, but upon seeing my son with an erection, I kind of wanted to see how it would play out, I cancelled the dialling and put the phone down, turned up the volume and zoomed in closer.
Caitlin stood up and slipped out of her skirt then she stood with Jacob right in front of her and she pushed her panties down her legs to the floor, the look on my sons face was priceless as he stare between her legs and gawped at her pussy, I couldn’t blame him, I was looking at it too, as much as I could, the damn camera wouldn’t zoom in any closer.

She took a cushion of the sofa and placed it on the floor then she guided Jacob to lay down on the floor on his back with his head on the cushion, she kneeled beside him, took hold of his cock, lifting it vertically and she proceeded to jerk on it for a few minutes.

“Does that feel nice?” she asked him.

Jacob nodded and smiled while watching her hand jerk on his cock.

Caitlin then moved around him and sat over his head in the sixty-nine position, she then pushed her pussy in to his face, he held on to her beautifully rounded tight ass and started licking her out, and she leaned down and began to suck on his cock.

By this point watching all this happen gave me an erection, so I unzipped my trousers, pulled out my cock and started to play with myself while watching them on camera.

After several minutes of them sucking and licking each other she repositioned herself again, this time over his waist and facing him, “Don’t tell your dad about this. You’re my special boy, okay, it’s our secret.” She said to him,

“Don’t tell me about it? – I’m fucking watching it, love.” I said to myself.

She then held on to his cock and guided it between her legs and I watched with my head as close to the screen as I could get it, as she lowered herself down and Jacob’s cock penetrated her pussy, “Uh-Uh!” Jacob groaned, no doubt feeling his cock squeezing in to her tight pussy.

“Mmm – It’s going in – Ungh.” Caitlin moaned.

In my mind I was thinking this is some sick shit, how dare she take advantage of my boy like this, but I was also thinking, “Go on, Son! – Fuck that hot piece of ass. Make me proud.”, she was a beautiful young girl, and for my son to lose his virginity to her, I knew he was one very lucky lad.

For the next, possibly about 10 minutes, I watched them fucking on the floor, well, she was doing most of the fucking, she started out sitting up and bouncing up and down on his cock, then she leaned down across him, with her breasts in his face and she rocked herself back and forth, driving his cock deep inside her, Jacob was groaning, Caitlin was moaning loudly, clearly his young cock was giving her a lot of pleasure, “Ungh – Ungh – Ooah – Mm – Ungh!”

I was jerking myself off under my desk and blew my load after just a couple of minutes, watching and listening to them fucking was so good, I just couldn’t hold it.

Towards the end Caitlin pushed herself back up, with her hands on the floor holding herself up, she rode his cock fast and hard, Jacob was gasping and had his eyes closed and his little face was all scrunched up, fighting the pain and pleasure of her jack-hammering herself on his cock.

Then with one final loud groan, he opened his eyes and mouth, groaned extremely loud, and he thrust his hips upward a number of times, and I’m guessing ejaculated inside her, “Ooah god – Ungh – You’ve done it – You’ve come.” she said to him.

She then pulled herself off his cock, laid between his legs and then spent the next minute or so sucking and licking his cock as it shrank and shrivelled up, then Jacob sat up and they hugged each other, it looked quite sweet.

They then stood up and left the room holding hands out of view of the camera, when they didn’t return after several minutes I decided to turn the camera off, because I couldn’t see or hear anything, I don’t want to speculate about where they went or what they got up to off camera, you’ll have to use your imagination for that one.

I finished my work and finally got home about 2-hours later, it was nearly midnight and Caitlin was in the front room, sitting on the sofa watching the TV.

“I’m home. Sorry it took so long.” I said.

“That’s alright.” She replied, picking up the remote and switching off the TV.

I looked at the floor where I’d seen her fucking my boy, then messed with her a little subtly dropping innuendoes in to our conversation, “Did you enjoy having Jacob tonight?” I asked.

“Yes.” She replied.

“Is he asleep?” I asked.

“Yes, he’s asleep.” She replied.

I kept looking at her, remembering everything I saw on camera, just a few hours ago she was naked in this very room, fucking my boy on the floor, she had no idea that I knew and saw everything.

“Hope you didn’t keep him up all night.” I said.

“He was up until about ten thirty then he went to bed.” She replied.

“That’s good. Did you have any trouble getting him in – to bed?” I asked.

She shook her head, “No. He was very well behaved tonight.” she replied.

“So, what did you get up to?” I asked.

“Nothing much, just watched TV mostly.” She replied.

“Well…” I said, then reached in to my pocket and took my wallet out, I handed her some money, “…Thank you for taking care of him.” I said.

“You’re welcome. Anytime.” She said.

I ordered her a taxi and she went home.

In the morning when Jacob came downstairs for breakfast, the first thing he said to me was, “When are you working late again, Dad?” and I knew why he was asking but didn’t let on, “I’m not sure, Son, why?” I asked.

“Can Caitlin watch me next time you’re working late?” he asked.

“Sure.” I said.

He hugged me and then sat down at the table to eat his cereal, “You really like Caitlin don’t you?” I asked.

“Yeah, she’s awesome.” He replied.

“Did you have fun with Caitlin last night?” I asked.

“Yeah.” He replied.

“What did you get up to?” I asked.

He turned red and continued stuffing cereal in to his mouth, “Watched TV.” He replied, he was lying his ass off, but I couldn’t let on that I knew the truth.

This happened a few weeks ago and I still haven’t decided what I’m going to do about it.

My son, however, is one lucky little boy, that much I know for sure.

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24 Comments

  • Reply Romeo ID:1ebzbwbqmgf9

    Best thing to do is to leave them alone and let them have their fun.

  • Reply Coriolanus. ID:1ebqw5k3pun3

    I never had a babysitter, but she’s the kind of one I would like to have had. Unconventional, but good dad.

  • Reply Aquariusoptimus ID:aoi5kid1

    Awesome story! Please do a part 2 with much more Caitlin Jacob action!

  • Reply Aquariusoptimus ID:aoi5kid1

    Really hot story! Could be nice to see a part 2, where the father has a hidden camera installed in his sons room to watch as Jacob have hot sex with his gorgeous babysitter! Hope that Jacob gets more dominant and smacks her tight ass as he fucks her hard doggy. Could also be hot to get more details about Caitlin’s good looks… and how she dolls herself up for her next babysitting job with fierce makeup, super red lips, small sexy black dress and long high heeled thigh high boots, she tells she is going to meet her bf after her babysitting job which is of course a lie as Jacob is her true bf and lover!

  • Reply Cbc ID:1elcxpqj7te5

    So you dont intend getting that pussy? Yea right.

  • Reply Cappy ID:1a4kzeo38i

    Very lucky boy. Dad should continue letting it happen. Have her babysit often.

  • Reply BroSis ID:1e7ul1t4elpn

    They should tag team her in another story or change the female babysitter with a male one 05a1c36ac421c3736f91cbc67578e15e7588622451743c5398d97c7952181f433d hmu on sess

  • Reply Horny 69 ID:1ck6yj0ut7q9

    Dad should make the babysitter his son’s sex slave if she likes fucking him that much.

  • Reply East Coast Male: [email protected] ID:1bdsqxzrc

    Father needs to get with her.

  • Reply unknown ID:1d7mx55os2mv

    Ya’ll are fucking pervs i am to but let the boy live his babysitter dream no need to involve dad. And like she said he’s her special boy

  • Reply Sammy Davis Jr ID:1e3vzo05k8cy

    When I was growing up my mother would have me stay over at the neighbors house sometimes when she would be working late I would sleep over I was always thinking about her being naked so after watching TV she went to the bathroom to get ready for bed after a couple of minutes of waiting I figured she went and laid down in her bedroom so I took off my pants and underwear and started to play with my cock thinking about her in the bedroom when I got up to look at myself in the mirror she was standing behind me but didn’t say anything I kept jerking off while she was looking at me and moved back to the couch I was able to get my legs open and closer to my chest and when I almost had my cock in my mouth I could see that her panties were off so I started to suck on my cock and put it all the way in my mouth then I heard her say I want to see you taste your cum you dirty boy with that in my head I pushed it all the way in my mouth and licked it up all the way

    • Gibbo ID:1d5v5abdzynk

      So fucking dirty. Love it.

  • Reply [email protected] ID:1qkwnvpb0j

    Fuck I need a babysitter like that I’d work back once a week just to watch

  • Reply F.B.G.M. ID:5rhsw15t0j

    get more cameras and see what else there do in the house

    • Cappy ID:1a4kzeo38i

      Yes. Absolutely, lots of hidden cameras

  • Reply T ID:7n7gguh6ib

    I agree, son and father need to fuck the babysitter together

  • Reply Anonymous ID:gnrvcvoid

    Now Leave Your Comment…Wow it was fucking amazing

  • Reply Renee ID:7ylren4oic

    Its bull shit, why arent you balling her.give her more money for that pussy.

  • Reply Gonzo ID:7ylrenbhrd

    I am sorry but Caitlin would be fucking daddy for sure. I would make sure she was fucking us both in a nice lil threesome for a long time. Maybe she has a younger sister also which would be the icing ion the cake.

    • Mark ID:2cqb5bdt0c

      I agree, we think alike

  • Reply Pussylover ID:1dk3jsmlvg1k

    Dad needs to fuck the babysitter

    • Cappy ID:1a4kzeo38i

      Her fucking son is against the law. With lots of camera footage, show it to the babysitter and ask her what should happen next. I’m betting that she will be happy to be dads and sons playmates instead of going to jail.

  • Reply Mr lover lover ID:1evy9ywd4hou

    She needs to be tagged team by father & son

  • Reply Lucky one ID:1e1ymlodvh4m

    Dad you and need to tag team her. Set it up with him to come home early and surprise her.