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How I lost my cherry

"As I fell I put my hands out and landed with a hand on her large tit and my face in the other one."

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I hadn’t been moved into my flat very long.  I was a young innocent eighteen-year-old lad.  I hadn’t even lost my cherry yet.  I had landed a job with good prospects, but the pay wasn’t up to much yet, so I couldn’t socialize that much.  No socializing meant no pussy.  It seemed a depressing circle.  The lad in the next flat seemed to be banging his way through the towns women folk and for him age was no barrier.  He even joked to me that the older they were the more grateful they got.  How he got away with what he did I would never know.  Especially as our landlord lived in the same house.

 

I hadn’t got home from work long and was feeling good as I had just been told that I was being moved to another department.  I was also going to be moved off the early shift.  The new department had several girls and a few older women in it.  It also meant a slight pay rise.  I had just started to cook my tea when the lights and everything went off.  I had a small torch on my keyring and soon had a small bit of light.  I staggered to the windows and discovered it was only our house without power.  Although it was a dull gloomy afternoon I could see lights on in other buildings.  Something or someone had just tripped all the power.

 

I guessed that the fuse box was in the basement, somewhere I had never been.  I decided to go and see if I could at least get some light back on.  I made my way down the two flights of stairs and found the basement door and proceeded on down.  I had made it to the floor level and could see that there was a several rooms and started to make my way through the rubbish in them looking for the box.

 

That was when my luck ran out and my torch failed.  I stood there in the dark for a few minutes wondering if I should try and make my way back upstairs.  That was when I could hear movement and a small light coming my way.  I called out saying my torch had failed and I was trying to find the fuse board to try to get the lights back on.  It was a woman’s voice that said to stay still, and she would get to me. 

 

She soon found me as I stood there still bashing my torch hoping to get it to light up again.  When she found me she told me that I was in the wrong room, and she shone the torch towards the right room.  I made my way towards it followed by the woman.  We were soon stood in the right room with lots of junk between us and the fuse board.  The woman walked in front of me and tripped on something and her torch flew out of her hand as she fell over something.  I heard her cuss at someone or something.

 

She couldn’t reach the torch and asked me to try get it.  The next thing was I was falling and in her direction.  I put my hands out to break my fall.  I landed on something soft and soon realized that I was on top of the woman.  I had a hand on one large tit and my face was on the other.  I lay still for a few moments before the woman said that my hand was on her tits.  I told her I knew but it wasn’t deliberate.  I rolled off her and managed to reach her torch.

 

As I shone the torch in her direction, I discovered that it was the house owner’s wife.  I had seen her around a few times but had never spoken to her.  She was what I would call well filled out, but not fat.  The curves were all in the right places and very nice they were.  She had shoulder length wavy ginger hair that swung around her pretty face.  I handed her back her torch and at that moment mine also came back on.  We had both sat up and started laughing at the state we were in.  She called it a Brian Rix farce.  I had no idea what she meant.  I helped her back to her feet and she held her torch on the fuse board while I also used mine to reset the trips.  I soon found the offending trip and had all but that one back on.  It was labeled room four.  We started to make our way back to the stairs by our torch lights.  I followed the woman and when we got to the stairs she went first and with my torch I had a great view up her skirt at her yellow panties nestled into her arse cheeks.

 

I could feel my cock rising as we rose the stairs and my eyes were fixed onto her arse.  Then we were back into the light.  The woman asked me to go with her to see if we could locate what had tripped out the lights.  As we stood outside room four the woman knocked the door and there was no reply.  It was the lad next to me and the woman opened his door with a master key.  There was music loud coming from the bathroom.  The woman opened the bathroom door.

 

There was the lad in his bath with some young lady riding him in the bath.  Water was slopping everywhere all over the floor.  No wonder the trip had been activated.  The woman shouted at him.  She was pretty angry and told him to be out the flat by Friday and don’t expect to get his deposit back.  With that she pulled the plug out and stormed out the flat dragging me with her.

 

As she closed his front door, she saw that I was sporting an erection.  It had been caused initially when I fell on her and held her tits and made worse by looking up her skirt and them compounded by seeing the lad fucking his latest conquest.

 

 I went to open my flat door and the woman pushed me inside and came with me.  I was a little stunned at her pushing me and following me, but not as stunned as when her hand slid inside my trousers and grasped my hard cock.  If it could, my cock became even harder.  I could hear myself saying what are you doing Mrs. T……..   She quickly told me to call her Gail as she unzipped my trousers.  I have a fairly thick seven-inch cock that up until now had only ever been held by my mother.  Gail sort of growled when she saw it.  It was a good growl, I think it was anticipation that caused it.

 

I knew what oral sex was although knowing and receiving are two different things.   Here I was getting my first blow job as she tried to get it in her mouth.  Although she couldn’t get much more than half in her mouth it still felt fantastic.  Then she stopped and eased me onto my bed, and she took her own panties off and turned around and straddled my face and took my cock back into her mouth.  I just lay there enjoying her mouth sending unfamiliar feelings through my cock and body.

 

Then she stopped long enough to tell me to get licking her fanny as she called it.  I had seen plenty in magazines and also men licking them, but this was my first time to see one in the flesh let alone licking it.  I decided to do what she asked as I didn’t want to be looking for another flat.  It felt strange and rubbery, and the patch of black hair was course, but the taste and smell was a bit fishy.  I liked it, in fact I liked it a lot.

 

Gail started to tell me where and how hard she wanted licking.  She seemed to like the lightest touches and liked me to lick from her clit to her arse hole and then back again, with the occasional tongue right in her pussy hole.    It was now that the sensations in my cock became too much, and I came.  Gail didn’t stop sucking, if anything she seemed to suck harder.  I later discovered that was because she didn’t want me going soft.   Fortunately, her sucking and a finger pushed up my arse seemed to work.  Another sensation, a finger up my arse, still not sure how I feel about that, but it seemed to work.

 

Then Gail turned around and swiftly took my virginity.  As she rode me, I reached up to take her tits out of her top.  They were big and heavy and very welcoming.  When Gail came, she collapsed onto me smothering me with her tits.  I thought that if I died there and then at least I had enjoyed my first fuck and had my face between a lovely set of tits.  Well, I didn’t die and an hour later Gail had me fuck her from behind. 

 

Afterwards she had to rush off to collect her two kids from after school activities.  The next few days Gail would wait for me to get home and then come knocking on my door and I would be knocking her pussy for the next hour or so and enjoying those fabulous tits. 

 

After the lad moved out and Gail’s husband had the electrics tested and fixed.  Gail asked if I would like to move into the better flat.  I knew that the lad had paid ten pounds a month more than me.  I told her that I couldn’t afford it.  Gail said that I could have it for the same price as long as I continued to take care of her needs.  I was more than happy to do that, in fact it was a pleasure.

 

I was now working normal days which meant that I was a work much the same times as her husband.  Gail made sure that he took the kids out every Saturday.  She would be straight up to my flat and in my bed or draped over some piece of furniture for me to fuck the hell out of her.  Then Sundays, she was meant to be going off to church while he looked after the kids.   That gave us about one and a half hours to fuck before she had to return to her husband and kids.

 

My favorite position was with Gail on top and dangling those gorgeous tits in my face so I could lick and suck on them as I pumped my cock into her pussy.  Her favorite was doggy style.  She loved me to reach around and hold her tits as I plowed her pussy, or reach down and stroke her clitty as my cock plowed her pussy.

 

This went on for about four years and then it got harder and harder as her kids grew and were more aware of their surroundings.  Eventually it had to come to a halt.  By that time, I had been given two more promotions and was now far better off and managed to start buying my own house.  Gail came and visited me at my house a few times.  Then she got a new tenant that worked nights.  I guess he was now getting those gorgeous tits in his face.

 

The thing that I wanted to stress is that having lost my cherry to an older woman with big hot lovely tits, it sort of set my path through life.  Now with more socially and financially freedom, it was older women and those with large tits that filled my desires.  So much so that when I finally married it was to a woman thirteen years older than me.  She also had a 38DD chest and a nice rounded arse.  I often think that one’s preferences is a mater of nurture rather than nature.  In my case it was, and I wouldn’t have it any other way.

Published 
Written by Rowan

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