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Babysitter Watched Me Jerk Off

I couldn’t believe that my mother still thought I needed a babysitter. I was 14 and was sure that I could take care of myself. My parents were going to the next town over and would be gone overnight. Lisa lived across the street, was three years older than me and had a body to die for.

After my parents left, Lisa said I could do whatever I wanted while she fixed dinner. I headed upstairs to my room. Once upstairs, I closed my door and got out a nudie magazine one of my friends had given me. I sat on my bed for awhile, lost in the pictures of naked women. I was slowly rubbing my hard **** when I heard Lisa coming up the stairs. I barely had enough time to stash the magazine under my pillow and lay back on the bed before the door opened. She said that dinner was ready and that I should come downstairs. As I turned the corner and headed down the stairs I could just see her looking around my room trying to decide what I was really up to. I was just hoping she hadn’t seen the bulge in my shorts as I walked past her.

After dinner we watched T.V. for awhile. At nine thirty she looked at me and told me it was time for me to get my bath. I reminded her that I was 14 and didn’t take baths anymore. She smiled and told me to go take my shower then. I went up to my room, ******** and headed into the bathroom. No sooner had I settled in under the hot steam than I saw something move through the shower door. I called out and Lisa said not to worry, she was just gathering up some laundry. My young **** immediately started to get hard. After I finished washing, I dried off good and headed to my bedroom. I was planning on stretching out on my bed and enjoying a nice long jerk. I jumped as I walked through the door to find Lisa sitting on my bed. She was casually looking through the same **** magazine I had been looking at a few hours earlier. She looked me in the eye at first and then down to my hardening penis and asked me if I liked this sort of thing. I mumbled something and nodded. She patted the bed and asked me to come and sit by her. After I had sat down, she asked me if I *********** while I looked at the pictures. Again I just nodded yes. She smiled at me and asked me to show her. I stammered what a few times and she pointed to my now stiff ****** and said that she would love to see how I jerked off. I asked her if that was such a good idea. She said that my jacking off for her would be a much better idea than her telling my mom about my magazine. I agreed and asked her what she wanted me to do.

Lisa had me lay down on my back on my bed. She sat next to me and told me to start “doing it”. I slowly started to stroke my ****. I wasn’t sure I wanted her to know how much I was loving this, so I tried to keep my face as blank as possible. After a few minutes she reached out and cupped my balls in one of her hands. I looked over at her breasts and could see her hard nipples poking through her bra and the thin cotton fabric of her white t-shirt. She leaned down close to my ear and asked me when I was going to come. I barely whispered NOW and started shooting *** all over my hand and belly. She looked down at my **** and smiled. As she got up off of my bed, she turned and looked me in the eye and smiled. She told me that if I could keep a secret, there were a lot of fun things we could do.
gratefun gratefun 41-45, M 23 Responses Feb 21, 2011

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Such a nice story. You have described a fantasize of mine that I dream about a lot. The only thing that changes is the female. I would love to jack off in front of someone for their and my own pleasure, female or male.

Damn I'm going to do it more now it starts ...

Thanks

Mmmmmm

great story! lucky guy

just curious here, did she go down? I mean a young guy can recover in hurry you now. Did she? Take your slippery *** covered **** into her mouth? I fantasize about that. would love to let a girl go down on my limp penis and enjoy.

She did not. She did eventually ta ke off her shirt and give an awesome hand job tho.

now i am curious as to what else you two did :) nice story.

It happens more than you think. I had a babysitter like that when I was 11-12. Girls at 15-16 are scared of boys their own age, but their little brother's age, the realize they just own us.

glad you had the same fun I had.

Wow, that was awesome! I wish something like that had happened to me.

Thanks

Hot!!
Super hot!!!
Extremely sexy!!!!

I loved your story.

Thanks. I enjoy yours too.

I really want to jack off for someone it is one of my fantasies

It is fun. Over the years I have jerked off for boys, girls, men and women. The last time was for three teenage girls at the park. It feels like I shoot harder and more intensely when someone is watching.

Id love to watch

Niceeeee

like the story

very hot ... wish it were me

I had some very similar experiences except I was the babysitter and I was caught by different kids I babysat for. I could go into detail if anybody was interested. Some of the circumstances were rather interesting.

I would be very interested in more detail

i recently saw my wifes dad ********** and my wife wanted me to show my **** to him she got hot wanting me to suck mher dad and once i did he just told my wife that from now on he would **** me anytime anywhere and time he wanted i was to keep my mouth n his *** and suck it and lick his **** dry after he ******

Yes, we have to know what other experiences you had with your sitter, cmon! :) In the morning, I hope you told you parents that she was your favorite sitter ever, and you wanted her to cmoe over any time they were going out.

DUDE_ where are the rest of the stories?!?!?!? Don't leave us hangin here!!!! When was the next encounter ? What did she do to you ? You to her? Give us details of her looks and dress..... Did you get intimate. Wow - at 14 that is a great age to start fooling around with girls - MY hero.... I didn't get my first physical contact till I was around 22 Maybe?!??! Been too long now.. SD<br />
Great story by the way...

Oh yeah, what wood that have been like?

Great story! You can sit for me Jes. ;-)