Jenny

As Jenny came out of the ladies toilets besides our office , part of her skirt was tucked into her knickers.  It wasn’t that it showed anything, but it was obvious that she had just come from the loo and would have been embarrassed if nobody had said anything to her . So it fell to me to say something as I was close by.

Jenny was a spinster lady, approaching retirement, who always dressed appropriately for the office.  She looked quite stern but she did have a sense of humour, although she was not to be crossed. So, jokingly, I said she might want to readjust her skirt, so the whole world wouldn’t see her underwear.

 She laughed as she straightened herself and said it wouldn’t have mattered and that they were clean and brand new. I replied that it was a shame we wouldn’t see them then. With a smile we both went about our tasks for the day and I thought no more about it.

As I reached into my coat pocket for my car keys at the end of the day, there was something there that I was unfamiliar with.  Pulling it out I was shocked to see it was a pair of knickers.  Hiding it quickly back into my pocket I jumped into the car so nobody would see and sped off home with my heart beating ten to the dozen. Was someone playing a joke? Was I being set up for something?

Back in my flat I retrieved the knickers from my coat and laid them down in front of me. It was then that the penny dropped! They must have been Jenny’s. They looked quite new, as if only worn few times, so it must have been her that was playing a joke on me. They were white with a lacy pattern to them that must have been see-thru at the front and pure white at the back. They were not the type of underwear I would have thought Jenny would have worn and I just stared at them in front of me .

I don’t know what made me do it, but I picked them up and held them to my face and took a long sharp intake of breath and inhaled the scent of a woman’s thighs, something I hadn’t experienced for quite some time. I was instantly turned on and continued taking in the scent of her and before I knew it my cock was stretching out from my trousers and wanted releasing from them.

 Eager to not waste the erotic feeling I had, I took them with me to the bedroom, where I stripped off and lay naked on the bed with the knickers in my hand. First I put them over my face and continued taking in the scent while I masturbated to the heady aroma, before they found themselves wrapped around my cock.

At the time I thought it was the kinkiest thing I’d ever done but it didn’t stop me from wanking for as long as possible, until I could take no more and let fly my cum into the knickers wrapped around my cock.

Sexually relieved, but feeling a little guilty about what I had done, I resolved to wash them and put them back into my coat pocket, after all she may have only jokingly put them there responding to my comment about not being able to see them.

It would be a lie if I said I hadn’t imagined them on her and wrapped around her bottom, but Jenny was about twenty years older than me and I’d never had any sexual thoughts about her before, so why did I do what I did?

The following morning with the knickers washed and dried and back in my coat pocket, I hung it on the coat hooks near the conveniences but I also put a thank you note with them too. Walking to my desk there was no recognition of what had passed between us, just the same mornings greeting I and the others always got.

The rest of the office day went like all the others and when I went to put my coat on prior to going home I put my hand into my pocket only to feel what I thought I’d left there this morning. She obviously didn’t want them back, and the thought about using them again, like I did the day before, created a stir in my pants.

I waited until I was back in my flat to empty my coat pocket,  but was in for a surprise. Sure enough there was a pair of knickers and a note, but it wasn’t the same pair, or note I left there that morning. 

Holding up this new pair to get a good look, it was clear that they were extremely see-thru.  If I’d seen them on her, everything they would have covered would have been in soft focus. Once again, they were white and very light to the touch and they caused another stir in my loins, which had me contemplating a repeat performance to the day before.

The note was another surprise.  It said, “ why so clean? I think you’ve been a naughty boy”. So, she’d sussed me out and realised what I had done with her knickers.  She obviously wasn’t upset or angry about it or she wouldn’t have put another pair in my pocket, so no need for embarrassment.

I very quickly, decided to repeat my wanking performance of the day before, only this time I was going to leave a little of me on them and not wash them but return them, used. Excited, I stripped off and lay on the bed naked, except for the gifted knickers, which were once again sniffed and wrapped around my cock.

 Savouring every moment, I took my time bringing myself to orgasm, imagining Jenny bent over a desk and me taking her from behind. I was as sure as I could be, that that was what she wanted me to fantasise about, having given me her used knickers. As I came, I allowed a little of what left my cock to spray onto the knickers.  This was what she would find in my coat pocket the following morning.

By morning they were dry and I duly put them in my coat pocket awaiting what would come next. Despite my excitement I had to really try hard to concentrate on my work  and not constantly watch what Jenny was doing. It would have given the game away and I was really enjoying this game and where it might lead.

I also started looking at her in a new light. This conservatively dressed older lady had a secret side to her and whilst I’d never have thought about her sexually, I did now. So, excitedly I  put my coat on at the end of the working day and headed to my car, before putting my hands in my pocket to see if she had left something .

Sure enough, there was another pair of knickers in the place of yesterday’s. These were black lacy ones with discreet little red bows . Not the usual day to day knickers but very sexy one’s. The note said “why so little ?“.

It took a while to realise what it meant. She was obviously referring to the small amount of myself that I allowed onto yesterday’s pair.  Well, that excited me. If she wanted the whole lot drenching her very sexy knickers, then she was going to get the whole lot, and I hurried off home to get my nose and cock around them.

By morning they were not dry, so I put them in a plastic bag with a note that said “ Is that enough? “ and a smiley-face. It apparently was as there was another pair of knickers in my pocket at home time. These were definitely not for everyday use as they were very sheer, red, with cross over material which allowed them to be open-crotch. With them was a note which he had an address on it and a time. It also had a warning note at the foot of it which said, “ only if you do as you are told.”

Puzzled,  I didn’t think I could pass this up and decided that whatever she had in mind I was up for it. So, washed and scrubbed, I knocked on the door of the address I’d been given and at the time I’d been asked.

It was Jenny that answered, but it was unlike the Jenny I’d known and worked with for so many years. Whilst I only initially saw her face as she opened the door, by the time she had closed it I could see a Jenny I would never have recognised and a complete opposite to the one at work.

This Jenny was dressed like I could never have imagined. From the bottom-up she had a pair of red stiletto shoes which led to black stockings, that finished with black lacy tops that ended halfway up her thighs. Above that was bare flesh that led to a transparent one piece basque, that was a mixture of plain and patterned black lace but skimpy enough for anyone to get the idea about what it was there for.

The one outstanding feature of this outfit was that it was open crotch and the lips that appeared from the opening were without hair. I could never look at her again as an elderly straight-laced spinster. Jenny had another side to her that nobody would ever have guessed. As I stood there gaping at her open crotch, she barks orders at me and from their tone they were meant to happen.

I was told to go into the lounge and remove my clothes and then kneel down in the middle of the room and wait for instructions. This I did,  but apparently not quick enough. As Jenny entered the room I was just removing my underwear, not easy to do with an erection, but wasn’t kneeling in the middle of the floor, and for that I received a slap from a leather strap on by bottom cheek.

The phrase, “what the hell” sprang to mind, but I looked again at the open crotch basque she was wearing and thought about the ultimate prize lying exposed, and considered it a price worth paying. So I went along with the game and quickly got to my knees. I’m now face to fanny as she stood in front of me barking her instructions. I was to do what I was told, without question and quickly.

Her first instruction was to kiss her feet and slowly work up her legs kissing every inch as I climbed to the top of her stockings. I was not to go any further until she said so, and if l did, then the leather strap would be used again.  So, I slowly did what I was told to do and kissed my way up her leg towards the top of her stockings.  By this point I caught the scent of the lips protruding from the Basque and  being only a few inches away from them I took a chance and started kissing her naked thighs. 

It was a mistake and for it I received another slap on my bottom cheek.  It did sting but I was half expecting it and it wasn’t as bad as the first one.  Jenny stepped back and I was ordered to pour her a glass of prosecco and then return to kneeling on  the floor again . Again, another threat about being quick about it and not spilling a drop.

At this point I realised that Jenny was playing the part of a dominatrix. This was what she liked and as long as the slaps were no harder than the last one I’d received I was happy to play. So, quickly I did what I was ordered to do and returned to the middle of the floor with my cock swinging about as I moved. It must have been quick enough as I didn’t get a slap this time.

Jenny kept me waiting for new instructions as she wandered around the room sipping her prosecco.  At this point I’m able to see her in all her sexy glory. Her bum cheeks slid against each other as she moved and this only confirmed that I wanted whatever she wanted to give me and was prepared to take more punishment to feel my aching cock inside her.

Prosecco finished, she stood in front of me again, face to fanny,  and swivelled her hips in front of me in as provocative way as she could.  My face was only a few inches away from her and I was desperate to taste her but just as soon I was in licking distance, she withdrew and started teasing me again. By the time I was allowed to get my tongue onto her labia lips I was as sexed-up as I could possibly have been. It didn’t matter that she was so much more mature than I was. This woman had me craving for more.

I was allowed to lick and slurp her for a couple of minutes. She was very moist and my face quickly became as wet.  I was then ordered to lie on my back, on the floor, while she straddled over me. At this point she knelt either side of my shoulders and it was clear what she wanted. 

As she lowered herself down onto my face I licked for all I was worth. It must have been okay as she wriggled and squirmed and became quite noisy. Occasionally she would lift herself off my face and I could feel her body stiffen and tense as she let out a very loud grunt. There were two more of these moments before she sank back hard over my face and let out a very loud groan as she went into orgasm.

It seemed to last for ages and I wondered how long I could cope without breathing, while she pressed herself down onto my mouth and nose. My face, when she got up, was as wet as if I’d just washed it. My tongue licked as much as it could reach and my cock ached to be in where my mouth was, but she had other idea’s.

As she go to her feet I was ordered to pour her another glass of prosecco and to go and get the knickers she put in my coat pocket earlier. I was then to return to kneeling back on the floor with them in my hand. As I did what I was told to do, I was very aware of Jenny staring at my cock as it bounced and swayed as I moved.  

I’m now hoping that she’s going to let me put my cock inside her,  but I’m ordered to sit on a chair as she sat opposite me. She made no attempt to keep her legs closed and I could clearly see her fanny glistening in front of me.

I’m then ordered to wrap the knickers around my cock and let her watch what I’ve been doing to them all week. A bit embarrassed, I started wanking, slowly at first. Jenny didn’t take her eyes off what I was doing at all, as her hand slowly made its way to her fanny and slow circular motions were noticeably keeping time to my strokes.

If Jenny wasn’t embarrassed about masturbating in front of me then why should I have been. So, with less restraint,  I quickened the pace of my strokes, only to be matched by hers. I quickly decided that this was not a sprint finish. I wanted to savour the scene before me and take my time, but Jenny insisted I get on with it as she was keen to see my end results.

With her knickers wrapped around my cock I went at it with enthusiasm and the image of Jenny, spreadeagled in front of me matching my strokes, guaranteed I wouldn’t last long. At this point I knew I wasn’t going to be cumming  inside her, but if I performed well, then I could be invited back.

So I brought myself to the boil with ever increasing strokes staring at Jenny’s hand matching mine. With my back arched in the chair and my cock pointing outwards,  I came with a very loud grunt.  I think Jenny came too, but I was too occupied with my own orgasm to take any real notice.

The knickers absorbed my climax and I like to think they drenched them, but they were pretty covered in my stuff. As I sat there waiting for my heart rate to subside and letting the knickers absorb the last drops, Jenny jumped up , took them off me and clamped her mouth over my ever softening cock and cleaned up what was left.

As she finished she examined the knickers,  told me I  had done very well and to go and pour her another glass of prosecco. Once poured, I was ordered to get dressed and to go home and await instructions. 

A bit confused and feeling dismissed, I left, but what cheered me up was that she had said I would get more instructions.

 So, there was to be more  . Can’t wait!

Tags: cum, wanking, strict