Bad Babysitting

This is not something I am proud of, but I have always wanted to get it off my chest. I was 14 at the time and would babysit for a family in the neighborhood when they would go out for their bowling league. They had a boy who was roughly 7 or 8, and a girl who was a few years older, about 10 or 11. One time I was also babysitting a friend of the boy, who was the same age and I remember thinking this kid was a little stinker. He was constantly whining and trying to sneak all the snacks from the pantry, and was hogging all of their toys. The kid was driving me nuts so I figured I would just let them play together and I would go watch some TV by myself, and be there if they needed anything.

After a little why I went to check up on them and make sure they were still doing ok. They were all playing in the basement and as I opened the basement door and descended the stairs, it got very quiet. They were all just sitting in front of the TV that was turned off, with blank stares. Nothing was glaringly clear as to what they were hiding, but I could tell I was a few seconds to late for having walking in on something they knew they were not supposed to be doing. I tried to glance around the room but again didn't see anything that looked bad.

I went back upstairs, but this time I went over to an air vent to try and listen down to what they were doing. I was able to hear them pretty clearly and they were playing truth or dare. They were daring each other to do things like "show us your PP", "Take your pants off", "put your PP in my mouth" and "rub our wienies together." I knew that I had to go down and stop this, but I was also at an age where I was using anything and everything to try and figure out what it would feel like to have sex or at least get a blowjob. My horniness beat out logic and I decided to sneak down and catch them in the act. I snuck down stairs and heard the bad influence friend dare the other boy "Put your PP in my mouth." I decided this was a good chance to present myself. They wouldn't be able to hide what was happening and as I emerged around the corner, the one boy had his pants around his knees and was pulling his shirt up with his hands, while the other was on his knees and had the dick in his mouth. I asked "What is going on here?" The kids screamed immediately and started to panic but I quickly put them at ease and said "I am not mad, I wont tell, I just want to play."

My hope in joining in, is that I would be able to get the girl I was babysitting to play with, and possibly suck on my dick. To help ease everyone into the idea that I wanted to play, I said I would go and picked "Dare." I was dared to show my dick so I pulled my pants down and popped out my rock hard dick. I had been going through puberty and my dick had hit a growth spurt that the other boys had not yet. I remember them saying "It is so big!" Next I asked the girl if she wanted truth or dare, hoping I could take my chance to get her to touch it, but she picked truth... I asked some dumb pointless question I have forgotten now. She picked truth the first 2 or 3 times around, while the boys just kept coming up with variants of "put your dick in (person)'s (mouth,hand,face.)" The rascal giving me dares, was never giving me the dare to put my dick in a mouth, but instead I kept having to do things to theirs. I ended up crossing swords with, and having each of their dicks in my mouth.

After a few rounds the girl finally had picked dare. I had my chance to get her to start playing with my dick and dared her to hold it until her next dare. She initially wrapped her hand around the top like she was grabbing a golf ball, but I adjusted her hand so that it would be wrapped around the shaft of my dick. I also slowly pushed and pulled my hips a little to feel as if she was stroking me a bit. When the turn got back to her, she picked dare again and I dared her to suck on it for a minute. She put her head down onto my lap and her lips wrapped around the head of my cock. She was only sucking the tip and like a straw but still just the warmth and wetness was making my virgin dick feel sensations I had only been able to dream of to this point. I put my hand on the back of her head and started to slowly push it down a bit further. I felt her tongue brush right under the tip of my dick and all of the sudden knew I was about to blow. I had not thought this far ahead and so I pulled my dick out of her mouth, stood up in a panic and looked for a cup or something to cum in. I gripped down on the tip of my dick to hold it in and started to feel cum pumping into my shaft. I found a water bottle pressed it up as I released my grip. I started to shoot stream after stream of warm white cum into the bottle. I could feel the warmth through the plastic in my hand.

Once every last drop had spilled out of my balls, the regret started to settle in. I told them I was done playing but that they could keep going. I went back upstairs to watch TV and started to freak out about ever being caught. I never heard anything of it again, and continued to babysit those kids on bowling night, however the kid that started that game of truth or dare was never there while I was moving forward. If I ever started to get the urge to ask them to play again while babysitting, I would go into the bathroom and jerk off to get a clear head.

Comments

Anonymous

by Anonymous on Jul 15, 2020 at 2:53 PM

If it's any consolations, had I have been one of those boys, I would have picked "dare"!

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Anonymous

by Anonymous on Jul 26, 2020 at 5:50 PM

Should have introduced anal. It would have never stoppped

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Anonymous

by Anonymous on Jul 23, 2024 at 6:35 AM

What did the kids think when you came in the bottle? Did they watch, and could they see the cum through it or was it opaque?

Too bad the girl couldn't at least have gotten some on her face and tasted a little bit, then she might have known early on if she liked it. But I suppose at 14 your large volume would have been hard to control and made a big mess which was harder to clean up.

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