First of All
I was only 1#teen when I had my first experience with a mature woman. To earn a bit of money at weekends I found a job looking after the garden of a woman who was probably around 50ish, and who lived on her own. She was reasonably good looking, and had nice tits, but I never imagined having sex with her or anything. One weekend I had been watering some newly planted shrubs when the nozzle came off the hose and I got my jeans soaked.
It was a warm day so I didn't let that bother me and carried on working until lunchtime, when I usually went and had a drink and my sandwich with Mrs O'Rourke. When she saw me she asked what on earth had happened. I told her and she said, "Well, we can't have you working all afternoon in those wet things, we had better sort something out for you."
We were in the kitchen and she said in a very matter of fact way, "I imagine you've got underpants on, which is only like wearing swimming trunks, so slip those wet jeans off and we'll get them dry for you".
I was a bit hesitant, no, very hesitant to start taking my jeans off, but I didn't really enjoy the wet denim clinging to my legs either. So I started unbuckling my belt and undoing my zipper. I was trembling a little with embarrassment and the zipper stuck. Without waiting she just said "Here, let me help you", and put her left arm around my waist to hold my jeans and took the zipper in her right hand.
She tugged and pulled on the zipper, more than was really needed, making sure that her hand rubbed against my cock. As she did this her tits brushed against my arm and chest - it felt so good - and my cock started to erect. I was now even more embarrassed standing with my jeans around my ankles, and, because the situation was new to me, a little frightened of what she might think.
“It’s a long time since I had that effect on a man”, she said looking me in the eyes and smiling. “Did I do something nice”?
She had put me on the spot! What was I to say? My mind was in a spin, but I couldn’t deny it had felt good. I can’t remember the exact words but it was something like, “You did, but I’m sorry I didn’t mean for that to happen.” looking down at my ever growing erection.
“Don’t be shy”, she said, and this time quite deliberately ran her hand over my cock. I’m flattered that I arouse you.” And then she ran her fingertip along the length of my cock. “Would you like me to carry on?” she asked, in an almost pleading voice.
Without further thought I just said “Oh, yes please”, and waited for her next move.
“I noticed you looking at my tits”, she said, “would you like to feel them”? She took my hand and placed it on her boobs, and then stroked my cock and balls in the most sensual way imaginable through my underpants. My cock was properly hard by now and its head poking above the waistband.
“We’d better go somewhere more comfortable and away from disturbance by any callers if you want to continue”, she said as she took my hand and looked invitingly towards the door that I was soon to find out was to her bedroom. With no further encouragement I followed her through and she closed the door behind us.
Once in the bedroom she slipped her blouse over her head and threw it onto a chair and said, “Would you like to take my bra off for me, and then you can see and feel my tits properly”. I reached round and fumbled with the fastening as I undid it, but her bra slipped off and her beautiful tits were set free. She had lovely nipples, which had hardened noticeably since I had first touched them through her clothing. Standing in front of her I cupped her tits in my hands and just looked at them in awe.
“Lick and suck my nipples”, she instructed, “I like that”. I lowered my head and did as she asked, all the while fondling her shapely tits, squeezing and massaging them. As I did this she slipped a hand into my underpants and between my legs and started fondling, squeezing and stretching my balls in the most arousing way. Then she began holding and stroking my hard cock with her other hand, all the while squirming and making sounds of pleasure as I played with her tits.
Without stopping she inched us towards the bed, and said, “Let’s lie down”.
Lying on the bed she kept stroking and playing with my cock whilst with her other hand she released her skirt and kicked free of it. She then took one of my hands and guided it into her knickers (no tiny panties for an older woman in those days!). She had a full bush, the first I had encountered in the flesh, although pictures of women with body hair had circulated among the lads at school. (This was at a time when naturist magazines had the hair carefully airbrushed out, and what lay beneath, so you would have thought women didn’t have pussies!) I explored her hairy mound and found her moist wet cunt. “Stroke me there”, she whispered, giving a sigh and stretching one arms above her head to display her hairy armpit.
Instinctively my lips moved from her breasts to her armpit and I buried my face in the warm hair. I will never forget the perfume of her armpits – a beautiful musky scent that seemed to arouse me even more and my cock to grow harder. I kissed and licked her armpits for some time, as with that and the stroking of her pussy she kept making little appreciative noises.
It didn’t take too long before a finger found its way between her pussy lips and I gingerly probed into her warm moist cunt; without thinking about what I was doing I started finger fucking her. “Use two fingers”, she whispered, and of course I obliged. The attention that my cock was receiving, and the thrill of exploring her body, was almost too much and I murmured that I was going to cum.
“Cum on then,” she urged rubbing my cock faster and concentrating on the sensitive underside of its head, “you’ll be able to cum again soon enough, a randy young lad like you”!
She had hardly finished the sentence when I had the urge to thrust in her hand and my cock was pumping what was undoubtedly the largest load of cum in my young life. It ran over her hand and onto the bedcover.
“Oh, I’m sorry I’ve made a mess on your bed”, I apologised. “Don’t apologise”, she reassured me, “it’s my bed and in any case it’s a little present to remind me of you”.
I was so engrossed in my own orgasm that I had stopped playing with her, and when I had regained a little composure she asked, “Do you want to make nice feelings for me too now?”
I said that of course I did, but what did she want me to do? She got rid of her knickers completely and lay back with her legs apart so that I could see her cunt properly for the first time (the first mature cunt I had ever seen).”Slide down the bed and kiss me there like you were kissing my armpits and nipples”, she instructed. Wanting to please I did as she asked, and Oh! I was in heaven!
Her cunt had a fabulous aroma, hard to describe – musky, warm…. – and a taste that I would crave for ever after. By accident I found her clitty and gave it lots of attention as she obviously liked that judging by the way she squirmed, sighed and pushed her pussy up to my mouth. I sucked it, I licked it, I flicked my tongue over it whist sucking at the same time …
“Finger fuck me”, she urged as I licked and sucked. I had three fingers inside her and she seemed to stretch to take them easily. “More”, she gasped, and I ended up with my whole boyish hand thrusting into her. Suddenly she tensed, clasped her thighs tight to my head, which she pulled hard into her crotch as her hips rose from the bed. She shuddered and trembled and let out a string of obscenities with the pleasure that was coursing through her body, and her cunt spasmed and squeezed my hand tightly. I would never have believed a woman could react in such a way, being completely abandoned.
As we lay there afterwards she confided that she hadn’t orgasmed like that for years, not since memorable times with her fiancé, who had gone off to war and never returned.
Eventually she said, “Well, we’d better sort ourselves out and get on with the day”.
We had a chat though before I left, and agreed that what had happened had to remain our secret. She would still want me to go to tend her garden on Saturdays, and if anything like it happened again then so be it, but not to expect it. I said that I had enjoyed every minute of our afternoon, and that she had taught me a lot.
I did continue to go gardening for her every Saturday and on quite a number of occasions we did enjoy some indoor activities. She taught me an awful lot more about pleasing a woman, and what a woman could do to pleasure a man than I could have learned in any other way, and true to our word we never let anyone find out or even suspect what went on between us.
Since that time I have always enjoyed the company of older women with their experience, soft warm bodies, saggy tits and beautiful aromas.
Perhaps one day I’ll write down some of the other experiences we had together, but this is probably enough for now.
It was a warm day so I didn't let that bother me and carried on working until lunchtime, when I usually went and had a drink and my sandwich with Mrs O'Rourke. When she saw me she asked what on earth had happened. I told her and she said, "Well, we can't have you working all afternoon in those wet things, we had better sort something out for you."
We were in the kitchen and she said in a very matter of fact way, "I imagine you've got underpants on, which is only like wearing swimming trunks, so slip those wet jeans off and we'll get them dry for you".
I was a bit hesitant, no, very hesitant to start taking my jeans off, but I didn't really enjoy the wet denim clinging to my legs either. So I started unbuckling my belt and undoing my zipper. I was trembling a little with embarrassment and the zipper stuck. Without waiting she just said "Here, let me help you", and put her left arm around my waist to hold my jeans and took the zipper in her right hand.
She tugged and pulled on the zipper, more than was really needed, making sure that her hand rubbed against my cock. As she did this her tits brushed against my arm and chest - it felt so good - and my cock started to erect. I was now even more embarrassed standing with my jeans around my ankles, and, because the situation was new to me, a little frightened of what she might think.
“It’s a long time since I had that effect on a man”, she said looking me in the eyes and smiling. “Did I do something nice”?
She had put me on the spot! What was I to say? My mind was in a spin, but I couldn’t deny it had felt good. I can’t remember the exact words but it was something like, “You did, but I’m sorry I didn’t mean for that to happen.” looking down at my ever growing erection.
“Don’t be shy”, she said, and this time quite deliberately ran her hand over my cock. I’m flattered that I arouse you.” And then she ran her fingertip along the length of my cock. “Would you like me to carry on?” she asked, in an almost pleading voice.
Without further thought I just said “Oh, yes please”, and waited for her next move.
“I noticed you looking at my tits”, she said, “would you like to feel them”? She took my hand and placed it on her boobs, and then stroked my cock and balls in the most sensual way imaginable through my underpants. My cock was properly hard by now and its head poking above the waistband.
“We’d better go somewhere more comfortable and away from disturbance by any callers if you want to continue”, she said as she took my hand and looked invitingly towards the door that I was soon to find out was to her bedroom. With no further encouragement I followed her through and she closed the door behind us.
Once in the bedroom she slipped her blouse over her head and threw it onto a chair and said, “Would you like to take my bra off for me, and then you can see and feel my tits properly”. I reached round and fumbled with the fastening as I undid it, but her bra slipped off and her beautiful tits were set free. She had lovely nipples, which had hardened noticeably since I had first touched them through her clothing. Standing in front of her I cupped her tits in my hands and just looked at them in awe.
“Lick and suck my nipples”, she instructed, “I like that”. I lowered my head and did as she asked, all the while fondling her shapely tits, squeezing and massaging them. As I did this she slipped a hand into my underpants and between my legs and started fondling, squeezing and stretching my balls in the most arousing way. Then she began holding and stroking my hard cock with her other hand, all the while squirming and making sounds of pleasure as I played with her tits.
Without stopping she inched us towards the bed, and said, “Let’s lie down”.
Lying on the bed she kept stroking and playing with my cock whilst with her other hand she released her skirt and kicked free of it. She then took one of my hands and guided it into her knickers (no tiny panties for an older woman in those days!). She had a full bush, the first I had encountered in the flesh, although pictures of women with body hair had circulated among the lads at school. (This was at a time when naturist magazines had the hair carefully airbrushed out, and what lay beneath, so you would have thought women didn’t have pussies!) I explored her hairy mound and found her moist wet cunt. “Stroke me there”, she whispered, giving a sigh and stretching one arms above her head to display her hairy armpit.
Instinctively my lips moved from her breasts to her armpit and I buried my face in the warm hair. I will never forget the perfume of her armpits – a beautiful musky scent that seemed to arouse me even more and my cock to grow harder. I kissed and licked her armpits for some time, as with that and the stroking of her pussy she kept making little appreciative noises.
It didn’t take too long before a finger found its way between her pussy lips and I gingerly probed into her warm moist cunt; without thinking about what I was doing I started finger fucking her. “Use two fingers”, she whispered, and of course I obliged. The attention that my cock was receiving, and the thrill of exploring her body, was almost too much and I murmured that I was going to cum.
“Cum on then,” she urged rubbing my cock faster and concentrating on the sensitive underside of its head, “you’ll be able to cum again soon enough, a randy young lad like you”!
She had hardly finished the sentence when I had the urge to thrust in her hand and my cock was pumping what was undoubtedly the largest load of cum in my young life. It ran over her hand and onto the bedcover.
“Oh, I’m sorry I’ve made a mess on your bed”, I apologised. “Don’t apologise”, she reassured me, “it’s my bed and in any case it’s a little present to remind me of you”.
I was so engrossed in my own orgasm that I had stopped playing with her, and when I had regained a little composure she asked, “Do you want to make nice feelings for me too now?”
I said that of course I did, but what did she want me to do? She got rid of her knickers completely and lay back with her legs apart so that I could see her cunt properly for the first time (the first mature cunt I had ever seen).”Slide down the bed and kiss me there like you were kissing my armpits and nipples”, she instructed. Wanting to please I did as she asked, and Oh! I was in heaven!
Her cunt had a fabulous aroma, hard to describe – musky, warm…. – and a taste that I would crave for ever after. By accident I found her clitty and gave it lots of attention as she obviously liked that judging by the way she squirmed, sighed and pushed her pussy up to my mouth. I sucked it, I licked it, I flicked my tongue over it whist sucking at the same time …
“Finger fuck me”, she urged as I licked and sucked. I had three fingers inside her and she seemed to stretch to take them easily. “More”, she gasped, and I ended up with my whole boyish hand thrusting into her. Suddenly she tensed, clasped her thighs tight to my head, which she pulled hard into her crotch as her hips rose from the bed. She shuddered and trembled and let out a string of obscenities with the pleasure that was coursing through her body, and her cunt spasmed and squeezed my hand tightly. I would never have believed a woman could react in such a way, being completely abandoned.
As we lay there afterwards she confided that she hadn’t orgasmed like that for years, not since memorable times with her fiancé, who had gone off to war and never returned.
Eventually she said, “Well, we’d better sort ourselves out and get on with the day”.
We had a chat though before I left, and agreed that what had happened had to remain our secret. She would still want me to go to tend her garden on Saturdays, and if anything like it happened again then so be it, but not to expect it. I said that I had enjoyed every minute of our afternoon, and that she had taught me a lot.
I did continue to go gardening for her every Saturday and on quite a number of occasions we did enjoy some indoor activities. She taught me an awful lot more about pleasing a woman, and what a woman could do to pleasure a man than I could have learned in any other way, and true to our word we never let anyone find out or even suspect what went on between us.
Since that time I have always enjoyed the company of older women with their experience, soft warm bodies, saggy tits and beautiful aromas.
Perhaps one day I’ll write down some of the other experiences we had together, but this is probably enough for now.
5年前
