Young Man, Older Woman (Part1)

[easygoing]

The first of the seven emails arrived on a Friday evening in late July. I had no idea who had sent it but the message said "For you Sally". It was obviously someone that knew my name and as I wondered about it I noticed an attached video. With some apprehension I double clicked the file.

The video burst onto the screen with what appeared to be a man with a huge penis masturbating. The camera was focused on his hand working his cock, his face wasn't visible so I had no idea who had sent it. As I sat there watching, my first thought was that my friend Jackie had sent it as some kind of joke, it was just the sort of thing she'd do. I grabbed my mobile and called her but it was soon obvious she had no idea what I was talking about.

What concerned me most was that it was from someone who knew me... I decided to open it again and watch it right through to see if there were any clues to his identity. I double clicked the video and watched it unfold. The thing that struck me was the size of the guys penis, it was as large as I'd ever seen, and I'd seen a few porn film stars over the years.

The clip was about three minutes long and consisted of lots of stroking before finishing with a huge ejaculation, spewing semen everywhere. Still, there were no clues to who might have sent it. What I did find to my surprise, was that I became quite aroused.

Over the next few days I found I enjoyed it and watched it a few more times. I didn't think too much about it at the time, but two weeks later another email arrived with another video attached. When I clicked on the email the message simply said "Here's another one Sally. Hope you like it." I didn't expect this and I wasn't sure what to do so I sent a reply email asking "Please, who is this?"

I double clicked on the attached video file and a box opened with an extreme close up of the head of a penis being stroked. This time I watched all the way through and while the identity of the sender remained hidden, by the time he got to his ejaculation I was very horny. So much so that I put the video on playback loop, slipped my hand inside my knickers and masturbated to a wonderful orgasm.

This scenario was played out on five more occasions over the next three months and it got to the point I looked forward to them arriving. On each occasion the viewpoint of the camera changed slightly, one from below, another from in front, above... all slightly different. There was always a short message from the anonymous sender telling me how much he enjoyed doing these videos for me and how he hoped I enjoyed watching them.

Finally, when what was to be the last video arrived I sent a reply and told him how much I enjoyed watching them and how I used them to stimulate myself to orgasm. I continued to ask his identity but all I received in return was a note to say "it's from an admirer."

I'd become used to them arriving now and I almost felt I'd developed a connection with him. Some weeks went by with nothing arriving so I emailed and asked why he'd stopped sending them. The fact is, I was disappointed they had stopped and I frequently went back to my collection and watched the videos over and over again, they were a great source of stimulation for me.

Then out of the blue, at around eight am one Saturday morning my doorbell rang. I thought to myself "Who could this be at this time of the morning." but pulling on my dressing gown I went to the door. I was surprised to find one of my son's best friends at the door. Luke and my son Adam had known each other since they were five years of age and now at twenty, were still best friends. "Hello Lukey," I said "you know Adam is away this weekend with the Army Reserve."

Luke replied "Hi Mrs T, I know Adam's not here but I actually wanted to talk to you."

"Is something wrong? Come in."

Luke came in and I took him into the lounge room and we sat on the lounge "Can I get you a cup of tea or coffee?" I asked.

"No I'm fine, thanks."

"What's the problem Luke, how can I help?" I asked.

"This is a bit embarrassing Mrs T but... well... do you remember a few years ago, you came home early and caught Adam and me... well you know... playing with ourselves?"

I was amazed that Luke would raise the subject because it was extremely embarrassing at the time. I remembered the day clearly because I had surprised them with their pants down masturbating in Adam's bedroom. Even though I was stunned at the time, I just apologised and backed out of his room, shutting the door behind me.

I think we were all embarrassed about the issue and Adam apologised later that evening. I told him I considered sexual experimentation to be completely natural for sixteen year olds and not to worry about it. In fact we'd never discussed the matter since.

"Well yes Luke, I do remember. But that was when you were young and why bring it up today?"

"Well Mrs T, there's something... that day... it was embarrassing at the time being caught like that but later I found it very sexy. I often think about you seeing me jerking off and it really turns me on....." there was a long pause before Luke finally said "That's why I sent you the videos."

As the words sunk in I felt the blood drain from my face and I suddenly felt quite dizzy. "Jesus Luke, that was you?"

He nodded.

There was a long silence while I considered his words. "What made you do that, I mean you're Adam's friend and... and..."

"I've always found you really hot. You are beautiful and I think of you all the time, especially when I'm, you know... masturbating. I know you enjoyed watching me in the videos because you said so."

I didn't know what to say but the fact is I could feel intense heat in my groin and my vagina was flooding. I was aroused. "So what do you want me to say Luke?"

Luke gripped his erect penis through his shorts and said "I was hoping you might want to... let me do it for you, you know, to watch in real life."

I was frantic now and my head was spinning. Here was someone half my age turning me inside out and setting my emotions on fire. I just looked at Luke and had no idea what to say or do. I was both speechless and excited at the same time.

"Can I do it for you Mrs T?"

"You mean now... you want to masturbate for me now... oh heavens Luke what are you saying?"

As I uttered those words Luke stood and undid the buttons of his shorts and dropped them to the floor. I was mesmerised by the sight of his penis and I immediately recognised it from the videos. "Oh my god Luke, it's... "
"Nine and a half inches." he said proudly.

It was long and thick and the mushroom head stood proud of the shaft looking a lot like a fireman's helmet.
Luke slipped his T shirt off and sat back on the lounge. He took hold of his cock and began stroking it just as he did in the videos. "It won't take me long to cum Mrs T, I'm so worked up."

As he stroked, concentrating on the top third of his cock a large bead of pre-cum appeared like a bubble from his slit. Luke said suddenly "Will you hold my balls when I cum?"

I thought to myself "I can't believe this is happening." but by then I was lost in a world of desire. I pushed my hand between his thighs and cupped my hand at the base of his balls. They were large and heavy, full of his creamy white semen. I was totally focused on Luke's stroking when he said "Oh shit, I'm almost there."

Luke stroked a little faster and I could feel the weight of his balls rocking in my hand. I didn't want to grip too hard and hurt him but I wanted to be there when he reached his climax.

"Oh fuck, here it is." and with those words Luke arched his back and with a moan, a rope of white semen leapt from his cock head like lava shooting from a volcano. It had such force behind it that it hit him on the right cheek splattering onto his face. A second squirt sent another jet of cum, missing him this time but hitting the lounge cushion to the right of his face. I had his balls held firmly and I could feel the strength of his orgasmic contractions as he expelled his cream.

Time seemed to have stood still as a third squirt landed on his shoulder and then another onto the lounge cushion and another onto his chest and another... and another... god knows how many but I don't think I'd ever seen so much cum. As his ejaculation subsided into a pulsating ooze, I realised I was on the verge of orgasm so I lifted my nightgown and began rubbing my vulva and clit vigorously. I didn't even consider Luke being there at that moment as I plunged into the rapture of an intense orgasm. Wave after wave of pleasure swept over me and I completely lost touch with reality for a short time.

When it was over and my contractions had subsided I started to feel quite vulnerable. At least until I looked up at Luke and saw a small stream of his semen about to drip from his chin. I wiped it away with my finger and we both broke into hysterical laughter for no apparent reason. Just releasing nervous energy I guess.
"I'd better get some tissues." I said.

Luke nodded with a broad grin.

When I returned I took a handful of tissues and started wiping up the mess. It was all over him and quite a bit on the lounge too. When I got to his penis I lifted it and remember thinking how heavy it was. There was still semen seeping from the eye of his cock so I squeezed from the bottom along the length to empty his urethra. Luke was wiping the cushions and when we were done I asked "Would you like a shower?"

"Um, yes that might be nice."

I led Luke into my ensuite and got him a clean towel. I sat on the edge of my bed considering what had happened. I was extremely nervous about where this would end. When Luke finished he stepped from the shower and dried himself. As he stepped into the bedroom I got a good look at him for the first time. He was a magnificent specimen if ever I'd seen one; tall and lean with sandy blonde hair notwithstanding the log between his legs.

I couldn't take my eyes from his groin, his flaccid cock was thick and at least six inches long. And his balls were large and hung low stretching the skin like two cricket balls suspended in pantyhose. I recall thinking it was almost as though evolution had built this beautiful body as an afterthought and tacked it onto the important reproductive bits.
I stood and faced him uncertain about what to do now when he stepped forward and put his arms around me and kissed me gently on the lips. I trembled with pleasure as he slipped his tongue between my teeth and delved into the recesses of my mouth. I was apprehensive at first but soon responded. We spent the next few minutes in a deep embrace.

Luke broke free and said "Can I tell you something... something I've wanted to say for a long time?"

"Yes of course."

He went on "I always had a crush on you Mrs T, from as far back as I can remember. In my early teens when I'd come over in summer and swim in your pool with Adam and you. I remember how beautiful you looked in that brief blue bikini you used to wear. I could barely take my eyes off you and I would go home at night and jerk myself off in bed thinking of you, imagining myself fucking you. I still fantasise about you today and it became an obsession for me. The fact is I desperately wanted it all to come true but had no idea how to go about it. That's when the idea of doing the videos came to me."

I could feel myself becoming wet and heat was permeating deep inside my groin. I noticed too that Luke was becoming aroused so I said "Oh Luke, we really shouldn't be doing this, it somehow seems wrong, but the truth is I did enjoy your videos." I spun him around playfully and pushed him gently back onto my bed "I want to feel you inside me."

He was lying there naked, with his cock attempting to defy gravity and stand erect. The sheer weight of the thing made that difficult and it fell onto his tummy.

"Let me straddle you." I said as I climbed into position above him.

"Hold your cock up straight so I can slip it in." I added.

I lowered myself until Luke's cock head and my vagina finally touched. My juices were running with anticipation and the sensation of first touch sent shivers of desire through me. I hadn't had sex for more than five months with a partner so I was more than ready. The challenge was fitting Luke's huge one eyed monster inside me without doing any damage.

Slowly I lowered myself, I could feel my c*nt lips spreading to accommodate his large object. I lowered further and managed to get his cock head inside me. Feeling my vagina stretching and gripping him was wonderful and I desperately wanted it all, deep inside, knowing it might be uncomfortable. Even more slowly I began to lower myself onto his rod, inch by inch I impaled myself deeper and deeper.

Finally, I allowed myself to slip all the way down and he was fully inside me. I could feel him pressing firmly into my cervix and it was quite uncomfortable. I asked Luke not to move too much until I became used to his size. I could see he was wanting to get on with things in typical male fashion, but I needed to wait, to get used to him.

I remember thinking at the time it was just as well the head of a man's cock was softer and a bit spongy, because with a dick the size of Luke's, if the head was as firm as the shaft, it would bang into my cervix and maybe cause pain and bruising. It was as though nature had provided a natural buffer to protect women from monster cocks.

After a minute or so of squiggling around to become used to his thing inside me I started to slowly raise myself up and down his shaft. Luke had his eyes closed and the look of bliss on his face was delicious. This position, with me on top, was my favourite because I had complete control of things. And by leaning forward I could usually position myself for maximum clitoral contact.

I'd always had trouble achieving orgasm through intercourse but maybe due to the size of Luke's cock, I began to feel the tickling sensation in my groin as orgasm approaches. I leaned forward and started thrusting against his shaft. I was in seventh heaven and judging by Luke's expression, so was he. Just as things were really hotting up and I was very close, Luke moaned "Oh fuck, I'm cumming again, sorry."
Within seconds I could feel his cock twitching deep inside me and I knew he was filling my hole with his wonderful love juice. It was enough to send me over the edge and in seconds my release was on me. "Oh Luke, oh Luke." I moaned.
Time seemed to stop as I shuddered through one of the most intense orgasms I've ever experienced. My entire pubic area was contracting as pleasure filled every corner of my abdomen. I could feel the contractions subsiding as the pleasure faded into ultimate contentment. "Oh Luke," I said "that was unbelievable."

"It was." he managed.

I fell forward onto his chest and we lay in embrace for some time getting our breath back. Amazingly, when most of my partners had cum and lost their erections, they usually slipped out of me, but with Luke's penis being so big, it stayed in place like a large c*nt plug.

Finally, I raised myself off Luke, and as I did his snake dropped out onto his groin and with it came a huge load of white goo, running out at first, then dripping onto his soft cock.

I slipped my hand down and felt myself, I was amazed at how big my hole was. It was as though he had reamed me out with his massive tool. I rolled over and we lay beside each other for a few minutes . I raised myself onto one elbow and once more couldn't take my eyes off his cock, laying there on his groin like a thick snake in the sun.

End of Part 1.

[topper333]

Originally Posted by easygoing

The first of the seven emails arrived on a Friday evening in late July. I had no idea who had sent it but the message said "For you Sally". It was obviously someone that knew my name and as I wondered about it I noticed an attached video. With some apprehension I double clicked the file.

The video burst onto the screen with what appeared to be a man with a huge penis masturbating. The camera was focused on his hand working his cock, his face wasn't visible so I had no idea who had sent it. As I sat there watching, my first thought was that my friend Jackie had sent it as some kind of joke, it was just the sort of thing she'd do. I grabbed my mobile and called her but it was soon obvious she had no idea what I was talking about.

What concerned me most was that it was from someone who knew me... I decided to open it again and watch it right through to see if there were any clues to his identity. I double clicked the video and watched it unfold. The thing that struck me was the size of the guys penis, it was as large as I'd ever seen, and I'd seen a few porn film stars over the years.

The clip was about three minutes long and consisted of lots of stroking before finishing with a huge ejaculation, spewing semen everywhere. Still, there were no clues to who might have sent it. What I did find to my surprise, was that I became quite aroused.

Over the next few days I found I enjoyed it and watched it a few more times. I didn't think too much about it at the time, but two weeks later another email arrived with another video attached. When I clicked on the email the message simply said "Here's another one Sally. Hope you like it." I didn't expect this and I wasn't sure what to do so I sent a reply email asking "Please, who is this?"

I double clicked on the attached video file and a box opened with an extreme close up of the head of a penis being stroked. This time I watched all the way through and while the identity of the sender remained hidden, by the time he got to his ejaculation I was very horny. So much so that I put the video on playback loop, slipped my hand inside my knickers and masturbated to a wonderful orgasm.

This scenario was played out on five more occasions over the next three months and it got to the point I looked forward to them arriving. On each occasion the viewpoint of the camera changed slightly, one from below, another from in front, above... all slightly different. There was always a short message from the anonymous sender telling me how much he enjoyed doing these videos for me and how he hoped I enjoyed watching them.

Finally, when what was to be the last video arrived I sent a reply and told him how much I enjoyed watching them and how I used them to stimulate myself to orgasm. I continued to ask his identity but all I received in return was a note to say "it's from an admirer."

I'd become used to them arriving now and I almost felt I'd developed a connection with him. Some weeks went by with nothing arriving so I emailed and asked why he'd stopped sending them. The fact is, I was disappointed they had stopped and I frequently went back to my collection and watched the videos over and over again, they were a great source of stimulation for me.

Then out of the blue, at around eight am one Saturday morning my doorbell rang. I thought to myself "Who could this be at this time of the morning." but pulling on my dressing gown I went to the door. I was surprised to find one of my son's best friends at the door. Luke and my son Adam had known each other since they were five years of age and now at twenty, were still best friends. "Hello Lukey," I said "you know Adam is away this weekend with the Army Reserve."

Luke replied "Hi Mrs T, I know Adam's not here but I actually wanted to talk to you."

"Is something wrong? Come in."

Luke came in and I took him into the lounge room and we sat on the lounge "Can I get you a cup of tea or coffee?" I asked.

"No I'm fine, thanks."

"What's the problem Luke, how can I help?" I asked.

"This is a bit embarrassing Mrs T but... well... do you remember a few years ago, you came home early and caught Adam and me... well you know... playing with ourselves?"

I was amazed that Luke would raise the subject because it was extremely embarrassing at the time. I remembered the day clearly because I had surprised them with their pants down masturbating in Adam's bedroom. Even though I was stunned at the time, I just apologised and backed out of his room, shutting the door behind me.

I think we were all embarrassed about the issue and Adam apologised later that evening. I told him I considered sexual experimentation to be completely natural for sixteen year olds and not to worry about it. In fact we'd never discussed the matter since.

"Well yes Luke, I do remember. But that was when you were young and why bring it up today?"

"Well Mrs T, there's something... that day... it was embarrassing at the time being caught like that but later I found it very sexy. I often think about you seeing me jerking off and it really turns me on....." there was a long pause before Luke finally said "That's why I sent you the videos."

As the words sunk in I felt the blood drain from my face and I suddenly felt quite dizzy. "Jesus Luke, that was you?"

He nodded.

There was a long silence while I considered his words. "What made you do that, I mean you're Adam's friend and... and..."

"I've always found you really hot. You are beautiful and I think of you all the time, especially when I'm, you know... masturbating. I know you enjoyed watching me in the videos because you said so."

I didn't know what to say but the fact is I could feel intense heat in my groin and my vagina was flooding. I was aroused. "So what do you want me to say Luke?"

Luke gripped his erect penis through his shorts and said "I was hoping you might want to... let me do it for you, you know, to watch in real life."

I was frantic now and my head was spinning. Here was someone half my age turning me inside out and setting my emotions on fire. I just looked at Luke and had no idea what to say or do. I was both speechless and excited at the same time.

"Can I do it for you Mrs T?"

"You mean now... you want to masturbate for me now... oh heavens Luke what are you saying?"

As I uttered those words Luke stood and undid the buttons of his shorts and dropped them to the floor. I was mesmerised by the sight of his penis and I immediately recognised it from the videos. "Oh my god Luke, it's... "
"Nine and a half inches." he said proudly.

It was long and thick and the mushroom head stood proud of the shaft looking a lot like a fireman's helmet.
Luke slipped his T shirt off and sat back on the lounge. He took hold of his cock and began stroking it just as he did in the videos. "It won't take me long to cum Mrs T, I'm so worked up."

As he stroked, concentrating on the top third of his cock a large bead of pre-cum appeared like a bubble from his slit. Luke said suddenly "Will you hold my balls when I cum?"

I thought to myself "I can't believe this is happening." but by then I was lost in a world of desire. I pushed my hand between his thighs and cupped my hand at the base of his balls. They were large and heavy, full of his creamy white semen. I was totally focused on Luke's stroking when he said "Oh shit, I'm almost there."

Luke stroked a little faster and I could feel the weight of his balls rocking in my hand. I didn't want to grip too hard and hurt him but I wanted to be there when he reached his climax.

"Oh fuck, here it is." and with those words Luke arched his back and with a moan, a rope of white semen leapt from his cock head like lava shooting from a volcano. It had such force behind it that it hit him on the right cheek splattering onto his face. A second squirt sent another jet of cum, missing him this time but hitting the lounge cushion to the right of his face. I had his balls held firmly and I could feel the strength of his orgasmic contractions as he expelled his cream.

Time seemed to have stood still as a third squirt landed on his shoulder and then another onto the lounge cushion and another onto his chest and another... and another... god knows how many but I don't think I'd ever seen so much cum. As his ejaculation subsided into a pulsating ooze, I realised I was on the verge of orgasm so I lifted my nightgown and began rubbing my vulva and clit vigorously. I didn't even consider Luke being there at that moment as I plunged into the rapture of an intense orgasm. Wave after wave of pleasure swept over me and I completely lost touch with reality for a short time.

When it was over and my contractions had subsided I started to feel quite vulnerable. At least until I looked up at Luke and saw a small stream of his semen about to drip from his chin. I wiped it away with my finger and we both broke into hysterical laughter for no apparent reason. Just releasing nervous energy I guess.
"I'd better get some tissues." I said.

Luke nodded with a broad grin.

When I returned I took a handful of tissues and started wiping up the mess. It was all over him and quite a bit on the lounge too. When I got to his penis I lifted it and remember thinking how heavy it was. There was still semen seeping from the eye of his cock so I squeezed from the bottom along the length to empty his urethra. Luke was wiping the cushions and when we were done I asked "Would you like a shower?"

"Um, yes that might be nice."

I led Luke into my ensuite and got him a clean towel. I sat on the edge of my bed considering what had happened. I was extremely nervous about where this would end. When Luke finished he stepped from the shower and dried himself. As he stepped into the bedroom I got a good look at him for the first time. He was a magnificent specimen if ever I'd seen one; tall and lean with sandy blonde hair notwithstanding the log between his legs.

I couldn't take my eyes from his groin, his flaccid cock was thick and at least six inches long. And his balls were large and hung low stretching the skin like two cricket balls suspended in pantyhose. I recall thinking it was almost as though evolution had built this beautiful body as an afterthought and tacked it onto the important reproductive bits.
I stood and faced him uncertain about what to do now when he stepped forward and put his arms around me and kissed me gently on the lips. I trembled with pleasure as he slipped his tongue between my teeth and delved into the recesses of my mouth. I was apprehensive at first but soon responded. We spent the next few minutes in a deep embrace.

Luke broke free and said "Can I tell you something... something I've wanted to say for a long time?"

"Yes of course."

He went on "I always had a crush on you Mrs T, from as far back as I can remember. In my early teens when I'd come over in summer and swim in your pool with Adam and you. I remember how beautiful you looked in that brief blue bikini you used to wear. I could barely take my eyes off you and I would go home at night and jerk myself off in bed thinking of you, imagining myself fucking you. I still fantasise about you today and it became an obsession for me. The fact is I desperately wanted it all to come true but had no idea how to go about it. That's when the idea of doing the videos came to me."

I could feel myself becoming wet and heat was permeating deep inside my groin. I noticed too that Luke was becoming aroused so I said "Oh Luke, we really shouldn't be doing this, it somehow seems wrong, but the truth is I did enjoy your videos." I spun him around playfully and pushed him gently back onto my bed "I want to feel you inside me."

He was lying there naked, with his cock attempting to defy gravity and stand erect. The sheer weight of the thing made that difficult and it fell onto his tummy.

"Let me straddle you." I said as I climbed into position above him.

"Hold your cock up straight so I can slip it in." I added.

I lowered myself until Luke's cock head and my vagina finally touched. My juices were running with anticipation and the sensation of first touch sent shivers of desire through me. I hadn't had sex for more than five months with a partner so I was more than ready. The challenge was fitting Luke's huge one eyed monster inside me without doing any damage.

Slowly I lowered myself, I could feel my c*nt lips spreading to accommodate his large object. I lowered further and managed to get his cock head inside me. Feeling my vagina stretching and gripping him was wonderful and I desperately wanted it all, deep inside, knowing it might be uncomfortable. Even more slowly I began to lower myself onto his rod, inch by inch I impaled myself deeper and deeper.

Finally, I allowed myself to slip all the way down and he was fully inside me. I could feel him pressing firmly into my cervix and it was quite uncomfortable. I asked Luke not to move too much until I became used to his size. I could see he was wanting to get on with things in typical male fashion, but I needed to wait, to get used to him.

I remember thinking at the time it was just as well the head of a man's cock was softer and a bit spongy, because with a dick the size of Luke's, if the head was as firm as the shaft, it would bang into my cervix and maybe cause pain and bruising. It was as though nature had provided a natural buffer to protect women from monster cocks.

After a minute or so of squiggling around to become used to his thing inside me I started to slowly raise myself up and down his shaft. Luke had his eyes closed and the look of bliss on his face was delicious. This position, with me on top, was my favourite because I had complete control of things. And by leaning forward I could usually position myself for maximum clitoral contact.

I'd always had trouble achieving orgasm through intercourse but maybe due to the size of Luke's cock, I began to feel the tickling sensation in my groin as orgasm approaches. I leaned forward and started thrusting against his shaft. I was in seventh heaven and judging by Luke's expression, so was he. Just as things were really hotting up and I was very close, Luke moaned "Oh fuck, I'm cumming again, sorry."
Within seconds I could feel his cock twitching deep inside me and I knew he was filling my hole with his wonderful love juice. It was enough to send me over the edge and in seconds my release was on me. "Oh Luke, oh Luke." I moaned.
Time seemed to stop as I shuddered through one of the most intense orgasms I've ever experienced. My entire pubic area was contracting as pleasure filled every corner of my abdomen. I could feel the contractions subsiding as the pleasure faded into ultimate contentment. "Oh Luke," I said "that was unbelievable."

"It was." he managed.

I fell forward onto his chest and we lay in embrace for some time getting our breath back. Amazingly, when most of my partners had cum and lost their erections, they usually slipped out of me, but with Luke's penis being so big, it stayed in place like a large c*nt plug.

Finally, I raised myself off Luke, and as I did his snake dropped out onto his groin and with it came a huge load of white goo, running out at first, then dripping onto his soft cock.

I slipped my hand down and felt myself, I was amazed at how big my hole was. It was as though he had reamed me out with his massive tool. I rolled over and we lay beside each other for a few minutes . I raised myself onto one elbow and once more couldn't take my eyes off his cock, laying there on his groin like a thick snake in the sun.

End of Part 1.

Great story ...!!! Where's part 2 ???