Written by Adam

3 Jun 2012

I’ve have enjoyed reading so many of your stories on this site and have been debating for quite some time on whether I should add something to the community. I have never posted a story before, but feel compelled to after reading so many of yours. This is the true story of how I lost my virginity. I just hope that you don’t find it too boring and if you have any feedback it would be greatly appreciated!

It all started when I was 18 years old. I had recently left college and was trying to find my first real job. I had been accepted on an apprenticeship scheme with a one of the local companies and was nervously awaiting my first day.

The role itself wasn’t too exciting, a basic admin role. I would be working with 3 people (all women), the first of which was my age and the other two were both in their very early 50’s.

A few weeks went by without incident until one day when I was asked by my manager to stay behind and do the monthly audit. I’ll spare you too much detail, but basically at the end of each month a member from our department was required to stay behind after closing hours to run a few basic audit checks on the computer system. It wasn’t a difficult job and only involved pressing a few buttons and then waiting for the computer to complete the report. However there was a lot of hanging about whilst it did this. We would close at 6pm and the person doing this audit wouldn’t leave until 9ish.

Because this was my first time doing the audit, Jackie was asked to stay behind and show me the ropes as she was the most experienced employee. She was 51 years old, quite tall, slightly chubby, had long black hair and wore glasses. I was really nervous because we were going to be on our own for 3 hours and didn’t have a clue what we were going to talk about. It was going to be pretty awkward at the best of time.

Everyone left and it was just literally me and Jackie alone in the entire building. Jackie was just finishing off some of her work whilst I started the first report. Eventually she made her way over to my desk and sat next to me. She began showing me the spread sheet I needed to update when her left hand brushed my right leg. At first I didn’t think anything off it and carried on listening to what she was saying. But then she did it again, this time her hand rested on my leg for about 2 or 3 seconds before taking it away.

At the time I was a virgin and the slightest bit of contact (no matter who from) got me excited. I began to get aroused and could feel my penis getting hard. All of a sudden she turned to me and said.

“do you like it when I touch you?”

I didn’t know what to say! I tried to say something but it all came out jumbled. Jackie then reached down and began to rub my crotch.

“oh, you do like it don’t you!”

I was going pretty red at this point and didn’t have a clue what to do. I will always remember the stare she gave me. It was as if she knew exactly what I was thinking.

She began to undo my trousers. I was still in a state of shock that she was doing this. You know when you hear that someone was paralysed with fear? I never really understood that until this moment. No matter what I tried I just couldn’t move.

Jackie knelt down and pulled my trousers off, she then removed my pants. Instantly my fully erect penis sprung from the underwear. She smiled and grabbed it in one hand.

“oooo Adam, someone is pleased to see me!”

“Jackie, please don’t do this what if someone walks in!?” I managed to form a sentence. I was shitting myself now. What if someone walked in and caught us doing this. I’ll never live it down, I’ll be sacked!

“relax, sweetheart. No one is going to find out. Now relax and enjoy.”

She then took my penis into her mouth and began to give me the most amazing blowjob. I must have lasted about 30 seconds before I came hard into her mouth. I remember her just swallowing it instantly, not even thinking twice. She smiled as she continued to lick my penis, it was as if she was pleased that she had made me cum so quickly.

“you’re a virgin aren’t you Adam?” she asked.

“errr…yes, as you can probably tell.”

“I love taking boys virginity.” She said in a very cold tone.

“you mean we’re going to…do it?” I asked naively.

“well yes! Of course we are honey. Don’t worry though, I will look after you. I want you to remember your first time.”

“But, I don’t have a condom!” I said desperately. I was really shitting myself now. I was 18 years old, with a strange middle age woman, and about to lose my virginity in my works office! I would of at that moment given anything to have left. But Jackie had this strange control over me. She had the ability of staring at you and stopping you in your tracks. It was almost hypnotic.

“a condom? Honey I don’t think a woman of my age is going to get pregnant and it’s amazing when you don’t you a johnny, believe me.”

She then stood up and slowly began unbutton her top. She watched my reaction as she showed me her beautiful double d breasts. They’re were beginning to sag, but to an 18 year old they were perfect. She continued to strip, and studied my reaction as exposed her vagina. My jaw nearly hit the floor, she was completely shaven. She smiled at my reaction and took her right hand and began to finger herself in front of me. She then walked over to her desk and sat at the end. She then pointed down and said.

“eat me.”

“but I never, I don’t know what to do…”

“eat me now!” she said more firmly.

Before I knew it I was licking her fanny. I couldn’t believe how wet she was. I’ve never eaten a pussy before so tried to do what I had seen in porn films. Jackie seemed to enjoy it as she told me to carry on. The smell was incredible. It wasn’t a pleasant smell, but it was a smell that made you hard if you know what I mean. It was intoxicating, I didn’t want to stop. I was bearing my head in the mature woman’s fanny. I must have carried on doing this for well over 10 minutes. By the end my jaw was aching but I didn’t care. I was performing oral sex on a woman 3 times my age. I felt like a stud!

Eventually Jackie instructed me to stop and lie down on the floor. I remember that that the floor was so cold but oddly it turned me on even more. By then my penis had recovered from the blow job earlier and was rock hard again.

Jackie slowly walked over and then straddled me. I will never forget the moment her fanny wrapped itself around my throbbing penis. It was the best feeling in the world and I nearly came again. She just sat there for a moment, looking at me with those eyes. Then she began to gyrate, backwards and forwards. It was such an amazing sight to see this middle age, chubby woman moving around on top of me. She removed her glasses and then flicked her hair with her left hand. It was at this moment I noticed the wedding ring! That was it, the thought of a mature married woman fucking me on the office floor was too much for 18 year brain to process. I came so hard and shot my hot sticky load deep into her 50 year old fanny.

“oh my! Sweetheart I think you got a little excited there.”

“sorry, I just couldn’t stop myself.”

“don’t worry darling, it’s normal.” She leant forward and kissed me. I had never even kissed a girl properly before either. But what followed was a pure, passionate embrace. I was surprised because normally at work she’s so cold and show little emotion.

We just laid there for what seemed ages. My penis was still inside her, the cum began to drip from her fanny onto my belly. I remember that her breasts were so warm, they felt amazing resting on my chest. She eventually stood up and walked over to her desk. I recall her reaching down and fingering herself for a moment before licking some of the cum off her finger.

“I love the taste of your cum.” She said softly.

She began to wipe herself down with tissues from her handbag. She then told me to get dressed and we carried on with the audit. We worked in silence, not saying a word.

When we left the office later that evening she pushed me up against the wall in the corridor and grabbed my crotch. We were in total darkness, our mouths inches apart, I could smell sex on her breath. I just wanted to kiss her again so badly, just one more time. I would of done anything she asked in that moment. She had complete control over me.

“you’re not to breathe a word of this to anyone or else I will make your time here a living hell. They don’t call me a bitch for nothing!”

“don’t worry, I won’t tell anyone.”

“good boy, in that case I look forward to next month.” She smiled and then kissed me. She then walked over to her car and drove off. I just stood there completely gob smacked.

I hope you enjoyed that. Sorry if it was too long. Let me know if you want to know what happened next :)