My Babysitter

I have a brother that is 8 years older than me and when he was in his late teens and early twenties he would often bring home very good looking girlfriends.  I was very young at that point but was just beginning to become aware of girls.  I was, of course very familiar with erections and the irresistible urge to touch myself!

 

One evening when I was about 12 or maybe 13 my parents planned one of their rare nights out and so it was agreed that I needed a babysitter.  This usually meant one of our family friends coming round to mind me whilst my parents went out but on this occasion the kindly old lady who usually came round to keep an eye on me was unavailable.  After some discussions it was arranged that my brother and his girlfriend would stay at home and mind me.  I was fine with that as I got on really well with my brother but on the night there seemed to be some consternation in the house that my brother had arranged to go out instead.  When the dust settled it turned out that my brother’s girlfriend Sue was going to look after me as my brother was abandoning her to go out partying instead!  It was all fine with me as I liked Sue and she seemed very nice.

 

On the night Sue came round as planned and everyone else got ready to go out. My Mum gave all the usual instructions about being good and going to bed when Sue told me to.  Then they all went out and left us in peace.

 

Sue had brought a book with her and seemed to be quite content to sit in silence and read.  I guessed she wasn’t really interested in playing board games so I just resigned myself to watching TV.  After a while she told me it was probably time to go and get ready for bed so, as instructed, I went and got into my pyjamas.  When I came back into the room she said with a wink I could have another hour or so watching TV as long as I didn’t tell my parents.  Although in those days there wasn’t much worth watching, if it meant I could stay up a bit longer, I was up for it.

 

After a while of sitting quietly together at opposite ends of the sofa Sue put down her book and asked me if I liked reading.  I said I did and often read when I went to bed.  She asked me what sort of things I read and I replied that I usually liked adventure stories or something like that.  She seemed to ponder my response for a few moments and then said that she thought I might like the book that she was reading.  She showed me the cover which had an illustration of a man in an old fashioned sailors uniform on the deck of a sailing ship.  I don’t remember the title but she said it was about the slave trade and people being taken from Africa to other places by boat.  I didn’t know much about this terrible period of history at that point but politely nodded and said it sounded quite exciting.  After another minute of quiet consideration she then handed me the book open at a particular page and said I would probably like that section and I could read it if I wanted.  I took the book from her and she pointed to the start of a paragraph where I was to start reading from.

 

I vividly remember those paragraphs I read to this day.  The section started with a collection of female slaves being unshackled in the hold of the ship and being brought up onto the deck to be washed and take some fresh air.  There was a good deal of detail about the clothes being removed from the women and the look of their toned ebony bodies and firm breasts as they were showered with buckets of water.  I’m sure in hindsight this was not a very accurate depiction of the likely scenario but for a young adolescent boy this was like the very best pornography.  It began to have the inevitable effect on my underdeveloped but very active penis and I had to jiffle about a bit to avoid it becoming too obvious.  I quickly glanced at Sue who seemed to be nonchalantly watching the TV so I carried on with my reading.

 

After the slave women had been forcibly washed the description turned to the handful of sailors beginning to take advantage of their naked captives by fingering their pussies and forcing the women to suck their hard dicks.  A lot of this was description of very new sexual acts to me and was making me very excited.  Even though I was very small back then my surprisingly hard erection was now very uncomfortable and causing me to adjust my position on the sofa to try and relieve the pressure.  Next the women in the story began to resist the unwanted sexual approaches of their guards and started to fight back.  There was description of their naked bodies being beaten and abused but very soon they had overpowered and killed most of the guards. Then they surrounded the very few surviving sailors and tied them up, singling out the ships master and pushing him down onto the deck. At this point the story began to really hot up!  The women stripped the ship’s master naked and as they all held him down one began to masturbate him until he was fully hard. Then as he struggled against their collective grip she took his hard cock into her mouth and sucked it.  He soon succumbed to the pleasure and stopped trying to free himself from the women’s grip.  Then as the woman sucked him up and down he finally ejaculated and his cum dribbled out of the woman’s mouth to the cheers of all her naked comrades.  As he stopped convulsing and his cock finished dripping cum the women quickly changed places and another one started to masturbate his wilting cock until it was hard again.  She carried on until he came again with the same cheers from the collection of increasingly excited women as he shot his cum into the air and they rubbed it over his body.  Then the same cycle started again and again with each woman taking her turn until he couldn’t cum anymore and was instead wracked with pain.  The paragraph finished rather brutally with the women tearing off his cock with their fingers and holding it aloft as a trophy before killing all the sailors!

 

As I completed reading the passage and came back to reality again I realised to my horror that my erection was now poking clearly out of the fly in my pyjamas.  I quickly handed the book back to Sue and tried to cover my cock and look casual.  Sue had obviously seen it but asked me if I enjoyed the book.  I was rather embarrassed but politely said it was good.

 

“It was exciting wasn’t it?” she asked.

 

“Err, yes it was.” I stammered.

 

“I could see you enjoyed it.” she said “It made you very hard didn’t it?”

 

I didn’t know what to say.  Nobody had ever seen my erect penis at that point even though I think I had been masturbating for some time by then.

 

“It’s OK.” she gently assured me.  “It is perfectly natural for you to get hard reading that and to want to play with yourself.”

 

I didn’t quite know what to think at that point but I was getting even harder, if that was possible!

 

Then she said “Why don’t you jerk it off and make yourself more comfortable again?”

 

I didn’t know what she meant as I hadn’t heard that term before.

 

“You know?” she said and then she leant over and grabbed my cock in her fingers and quickly jerked it up and down.  I then understood what she meant!

 

“It’s OK” she said kindly, “I don’t mind at all if you want to jerk off. Go on, give yourself some relief.”

 

I really wanted to masturbate myself at that point but I had never done it all the way in front of someone (I had played with my cock in front of a couple of my friends but we had never gone as far as fully wanking ourselves off).

 

She smiled sweetly at me and said again gently “Go on. You will feel better for it.”

 

I slowly pulled down my pyjama bottoms and my very small but very hard cock stood straight up.  I took it between my fingers and started to rub it up and down.  It was still too small then to grip fully in my fist as I would have to do now.  I was jerking it really hard and fast now and was pulling my foreskin back to expose the purple head of my cock.  Sue was looking intently and studying my cock at close quarters as I wanked it furiously.

 

“Do you have any hair there yet?” she asked

 

“No, but it is beginning to come through.” I said proudly as I now felt more at ease playing with my cock for the first time in front of a woman.

 

“Do you spunk up when you cum?” she then asked

 

I knew what she meant as I had read about it before but I still had to answer truthfully to her “No, I haven’t yet.”

 

She smiled sweetly and said “Don’t worry, I’m sure you will very soon. You are quite big now.”

 

No sooner had she finished the sentence when I had my first orgasm in front of a girl.  I gasped and my hips bucked frantically as the pleasure shot through me.  There was still no shot of cum from my young cock but I did get a small amount of seeping fluid at the tip, which Sue noticed and commented on.

 

“Maybe next time.” she said with a smile “You will soon be shooting loads of cum just like in the book if you keep jerking like that.” The she leant over and gave my cock a gentle grip with her hand and rubbed her thumb over the tip and the slightly sticky discharge that was oozing out of it.

 

“Right. Now get your PJ’s back on and off to bed.” She said “…and not a word to anyone about the story or you playing with your little cock in front of me!” she said with a wink.

 

I pulled up my pyjamas and tucked my now softening cock away in them.  Sue leant forward and gave me kiss on the cheek and said “Goodnight.”  Then I went off to bed like a good little boy!

 

I only saw Sue once more after that because her relationship with my brother didn’t last but she didn’t really pay me much attention when I saw her.  I thought about the book and me wanking in front of Sue a lot after that, obviously, but I never really thought about why it had happened.  I guess people would say these days that she abused me but I certainly never felt like that about it and still don’t.  It was a wonderful experience that I remember very fondly to this day (hence me writing about it, with a very solid erection as I type!).  Sue was very kind and encouraging and I really enjoyed the experience!  She did touch my cock but she didn’t do anything I didn’t want her to do and I genuinely believe that was the first time I ejaculated any cum, even if it was only a gentle oozing rather than the strings of spunk I soon started shooting after that night!

 

I have always wondered whether she fingered herself to an orgasm when I had gone to bed.  I hope she did.