My [M] favourite employer [F] as a teenager.

My parents had a very healthy social life and we always had people over. My mum had a lot of female friends through her work. Some very attractive and single parents. Often during visits I was at the table listening to the discussions and at times chime in.

It was quite nice to hear them say I was so mature for my age. As a teenager you want to earn some cash to buy things and I was asked a few times to baby sit for some of the ladies. Often this was because the ladies went out with their friends and would come home late so I was to sleep over.

Usually after the kid had gone to bed I would watch some television because there was no internet in its current form. Saturday evening usually had a movie on which I’d watch and then some boring stuff afterwards to pass the time. I was really waiting on that midnight content.

We had some softcore movies featured at night and as a horny teenager I made full use of that fact. Jerking of multiple times till I got tired and went to bed. Sometimes I was so horny I was still up till the mum came home and had to pretend to watch some rerun of a series.

It was normal for me to stay and organise breakfast as the mum would normally be a little hungover and sleeping in. To be fair I was well compensated for my time and it was always a very friendly environment.

One mum in particular was having problems with the ex and needed more of my time. I had to come in on weekdays at times because she worked at night on occassion as she was a professional musician. Classical. She was a little taller than me, with auburn hair, dark brown eyes, freckles, large full breasts and an amazing ass. I had fantasised about her because I had seen her topless at the beach over the summer.

In the morning she would always make sure she was there for breakfast and once I was done feeding her kid I would make her something and leave. One morning as she handed me the cash she held on to my hand and looked me in the eyes and say she was very thankful I was there to help her out. She kissed me full on the lips. No tongue or anything, nothing sexy, just thanks.

At least that’s how I look back on it. At the time I was turned on and blushing. I couldn’t leave quick enough. I had to be back in the evening though. I got home took a shower and couldn’t wait to jerk off. I took my time with some body wash and with the warm water hiting my body I imagined fucking those big tits of hers.

You always have that clarity of mind after an orgasm and I felt a little ashamed because of what she was going through. So I didn’t think anything of it for the rest of the day. When I had to leave again I packed a bag with new clothes because tonight she was going out rather than work, so I would have to stay a little longer in the morning.

I rang the bell and I heard some shuffling inside and she opened the door. She was in a silk nightgown and busy doing her hair. She motioned me in and gave me a kiss on the lips again. It felt kind of like a welcome-home-honey kind of kiss. Not that I knew what that felt like, but I imagined it.

I ran upstairs to put my things in the guest room and she came up as well to get ready. As she was busy she left her bedroom door open without a care in the world. I instinctively looked as I heard the rustle of her nightgown hitting the floor. She was wearing a white string and was topless. Her breasts bouncing as she walked across her room, it was mesmerizing.

I finished unpacking and was about to leave my room when I saw her busy putting on her bra and looking back at me. She smiled warmly my way as I made my way downstairs. After a couple of minutes she came down telling me where everything was that I needed and where the phone number was for the place she was at.

Not too long after she made her way to the door ready to have a good time. She came in for a kiss on the lips and said she would be quite late and probably see me only later in the morning. Mrs Doubfire was on to take my mind off things. But when the movie ended I was left with trash tv, mostly badly dubbed infomercials and I was horny. I sat out the horrible TV and right before the softcore programming came on I had an idea. I wanted to know what the mum would do catching me jerk off while she came home. My only problem was I didn’t know what time she came home. I think I gave up around 2am and just went to bed disappointed.

I woke up quite early, checked on the baby who was still sleeping and returned to my bed. As I walked past the mum’s room I noticed the door was slightly open. I couldn’t help but peek inside and noticed her blanket stirring rhythmically around her waste. I gasped a little and made my way back to my bed. I closed the door and jumped under the blanket closing my eyes remembering what I saw and I was jerking off furiously. Then a knock on the door and without waiting she walked in.

I opened my eyes and as I was trying to get my hands from under the blanket I lifted them putting my boner on full display. I apologised and was so embarrassed. She said oh no she should have waited, so she apologied. I quickly covered myself and just looked at her. She started to laugh a little. Then she offered to make breakfast to make up for it. She told me to just get into a shower so long.

Now I was even more frustrated of course after not being able to execute my fantasy at night and now, eventhough I wanted to be caught actually being caught unplanned was a different story. I still had a hard on, but before I could do anything again a knock on the door. This time she waited. I told her to come in, because there was a shower curtain seperating us. She said she was really sorry and I shouldn’t be upset, it’s very normal to feel the way I do and do what I was busy doing. I cringed a little. She asked if I was okay. I replied a little angrily I was. She asked if I was a little frustrated. Curious, I asked what she meant. She says while you were busy jerking off last night I saw you through the window. I saw you just kind of gave up. I didn’t come in immediatly because I was scared you could see how turned on I was. She pushed the shower curtain aside and looked at my erection. She exclaimed it was very obvious that I was frustrated. She asked what I was thinking off earlier. Because of the pace of her questioning I didn’t have time to be in shock or thinking I blurted out that I was thinking about her fingering herself and me fucking her tits. Her eyes widened telling me she wondered if I saw that. She came closer and asked if it was these tits that I wanted to fuck as she took her top off. I gulped and nodded. She looked me in the eyes and then asked if her fingering herself looks hot while she slid a hand in her panty. Again I nodded. While the water was streaming down my back she came in and hugged me posititioning my dick between her tits. She put one arm across to hold her breast together and I could see the tip of my dick between her tits. She didn’t break eye contact and I could see she was busy touching herself. She told me she is in position and it’s now up to me to do the rest.

I started to pump my hips and kept eye contact while fucking her tits. My dick sliding between her warm folds my head popping out with each thrust. My breathing started to quicken and her moaning from her fucking herself was quickly sending me over the edge. I grabbed her hair sending cum all over her tits and in her face with my final push.

“Feeling a little better” she asked as she kissed the head of my sensitive dick.

Source: reddit.com/r/sexystories/comments/kxrgjv/my_m_favourite_employer_f_as_a_teenager