My parents had been under a lot of stress for a while now, and were frequently arguing. I could do nothing of course, but stay out of their way. In any case, the school-holidays were coming up, and I had definite plans, which were to keep me out of the house as much as possible.
And then they dropped their bomb-shell.
They said that they needed a break, and had booked themselves a holiday. For a moment, I got all excited and wondered where we were off to.
And then they told me.
I was going to be shipped off to Grandma's.
I'd never been particularly close with my Gran, but that wasn't what bothered me. She lived alone, in an apartment three hours drive away. There would be nothing to do, and no-one to do it with.
Of course, all my whining achieved exactly nothing. And eight days later, I sat morosely on Gran's sofa, while she walked my parents to their car.
Four weeks - four endless weeks, buried in this tomb.
Grandma liked "oldies" music. She only had an ancient TV, and it sure didn't look, as if I would be able to plug my X-Box in anywhere. And - oh horror - NO PC!
I just knew, that I would be totally insane by the time Mom and Dad came to pick me up.
In FOUR weeks..........
I heard the door close, and Gran returned. She sat in the arm-chair, to the left of the sofa, and we regarded each other.
Now - like all my friends - I spend a lot of time on the net, surfing porn-sites. I wasn't particularly into Milfs, but had come across a few, which I wouldn't have fought off, if they had tried to seduce me.
Had I come across Gran, I wouldn't even have noticed her.
I knew she was somewhere in her 50s, and sure looked it. Her angular face looked tired. Her short, brown hair was carelessly brushed out of her face. Thin eyebrows, above blue eyes, and lips which no-one would have called voluptuous.
The skin on her neck was saggy, as were - apparently - her breasts.
She was wearing a plain black dress, covering her knees. And soft, grey moccasins. What I could see of her legs wasn't too bad, I suppose. A little thick maybe, but any blemishes were concealed under her flesh-coloured nylons.
She had dropped one hand in her lap, and the other was resting casually on the high arm of her chair. I started getting fidgety under her unblinking stare.
"Sooo", she finally sighed. "What am I to do with you?"
And that - was a very good question. Darned, if I had an answer..........
Nine days later, we still hadn't figured it out. Out of sheer boredom, I helped her with the housework and cooking. We watched way too much TV. She had no board-games, but taught me how to play Gin-Rummy. At night, I usually went to bed earlier than I was used to. At least time passes faster while you're asleep.
On this particular day, Gran had gone out to do some shopping. I should of course have gone with her, but was feeling particularly sulky. Once she left, I started roaming the house aimlessly.
Now - I will swear to this day, that I was not snooping. Snooping implies curiosity. I had none, I was just plain bored out of my mind.
My exploration started in the kitchen. I wasn't hungry, just wanted something to snack on. Neither the fridge, nor the cupboards offered anything which appealed to me. My journey took me through my room, the bathroom, and finally Gran's bedroom.
I studied the photos on her dresser, played with her brushes and things, and then went through her drawers. I really wasn't expecting to find anything. Had I even thought about it - I would have desisted, as I had no desire to be confronted with Gran's bloomers.
Nothing interesting in the first three drawers. Underwear in the last one. Hey - some of them are quite nice! I rummaged through them, particularly enjoying the feel of a pair of satin panties, and then noticed the bulge underneath some singlets at the back of the drawer. I lifted the singlets up - and froze.
I could NOT believe, what I was looking at.
It was a HUGE (at least in comparison to my undeveloped equipment) rubber penis. My jaw had dropped open, and I couldn't stop staring at it. Finally, I took it out.
I put both my fists around the thing to measure it, and could just cover the shaft. The head still stuck out. When I tried to close my thumb and forefinger around the thickest part of the head, I couldn't. It was slightly curved, and covered in pretend veins. The head was perfectly smooth, except for the slit along the top. It bent fairly easily, and had a big, black knob at the bottom, which I turned. It began humming and vibrating in my hand.
That's when I heard the front-door open.
I crammed the thing back where I found it, closed the drawer and hurried across the hall into my room, softly closing the door. Then I threw myself on the bed and waited for my heart to stop pounding, and my panicked breathing to slow down.
When I was myself again, I considered my find. Why on earth, did Gran have that monstrosity next to her bed? Well - duh - I had seen enough times on the net, how women shoved the things inside themselves. But she was my grandmother! Holy crap!
And as I thought about the implications, inevitably an image formed in my mind - of Gran, lying on her back, legs spread, pushing the thing inside her wrinkled old puss.
Gah!
The image was definitely NOT welcome, but the more I tried to banish it, the more it stayed in my mind.
Jeez - how am I ever going to look grandma in the face again!?
And so four more days passed. At night - when I jacked off - images of Gran doing herself with the dildo helped me get off - no matter how hard I tried to think of something else.
During the day, I kept catching myself staring at Gran. Maybe she wasn't quite as ugly, as I had thought. She sure had a nice smile. I had no idea, what her breasts looked like, but they seemed just fine, when she wore a bra. Her bum wasn't too big, just - sort of -shapeless. And her legs weren't exactly slender, but not really fat either.
Jeez! What was I thinking!
Luckily, Gran never seemed to notice my new-found interest.
Looking back now - with the wisdom of the ages under my belt - I realise that if I'd had something to occupy myself with, I would probably have forgotten the whole matter within a few days. But we were living in close proximity with one another, and I had no-one and nothing else to distract me.
And so, my hormone-enriched brain kept thinking more and more about Gran - and it wasn't cookies, I was imagining..........
On the fourth day after finding The Thing, Gran said that she had a splitting headache, was going to lie down on the sofa, and asked me to keep it down. I disappeared into the bedroom and read a bit.
After an hour or so, I grew bored with reading, and decided to see if Gran was up yet. But she was still lying on the sofa, wearing nylons, and a short white skirt, with a pink blouse. One arm was thrown carelessly above her head, and one leg was pulled up and leaning against the back of the sofa.
I wonder..........
I tip-toed through the room, until I stood at the end of the sofa. Looking up Gran's sleeping form.
Also looking up her skirt, at the white lace panties, which I could just see underneath her panty-hose.
Oh-man! I had seen this sight countless of times on the net - but the real thing was so much better.
I devoured her crotch with my eyes, wishing I had x-ray vision so I could see through the panties.
I wanted to touch her feet - so see what the nylon might feel like.
And I had an uncomfortable erection in my undies. Just as I reached in to adjust myself, Gran's eyes flew open.
"Wha?!?"
I probably did the dumbest thing possible.
I ran.
Slamming my bedroom-door behind me, I threw myself on the bed, and waited for her to come and humiliate me.
Two hours later, she called me for dinner.
I was grateful, that Gran pretended nothing had happened. Or maybe, she had only been half awake, and my standing there, with my hand in my pants, hadn't really registered. Either way - I was relieved.
And that night, I had new visions to entertain me, while jacking off.
I imagined myself standing there again, with Gran sleeping. Only this time, I sat on the edge of the sofa. I caressed her foot, and then slid my hand up her leg, enjoying the feel of the nylon. When I reached the top, I rubbed her pussy through the fabric, while Gran moaned in her sleep. Then I reached up and unbuttoned her blouse, lifting the bra up and placing it below her breasts, so I could stroke them and touch her nipples. That's as far as I got, before cumming.
Two days passed like this, and I realised with a shock, that the holidays were half over already. How my perception of time had changed!
In my feverish mind, I was plotting and scheming - trying to think up a way to see more of Grandma. I even stood outside her door in the middle of the night, trying to work up the courage to sneak in, lift the sheet off her, and see what there might be to see. It's probably a good thing, I wasn't brave enough.
And then she had a bath.
Now, Gran showers every day, but only bathes once a week. And they were two-hour affairs. And I finally came up with a scheme.
Looking back, I still cringe at how lame my idea was. But what did I know - I was still young'n'dumb.
Timing was the key - too early, and she'd see through my ruse. But if I waited too long, she would just tell me to wait a minute and get out of the bath.
I settled on half an hour.
"Grandma?" I called from outside the bathroom-door.
"Yes?"
"I need to pee - real bad!"
"For heavens..........just go in the kitchen-sink. But make sure you rinse it after."
Damn! Hadn't thought of that.
"Grandma! That's gross! We do our dishes in there - I'd never be able to eat off your plates again!"
For a minute, she said nothing. "Gran? - I can't hold it in much longer!"
"Oh, just get in here and get it over with!"
Triumphantly, I entered the bathroom. All I could see was the back of Gran's head, and her toes, as she was facing the wrong way. The toilet was against the far wall. As I marched past the bath-tub, I squinted down and finally got my very first look at a naked woman in real life. Gran's head was leaning back, and she had a flannel across her eyes. The tub wasn't very deep, so the water only just covered her sides. I could see her breasts - a bit flat and hanging to the sides - but real breasts! With pale areolas, surrounding real nipples! And I could see her dark bush - now full of soap-bubbles.
Somehow, I managed to keep my legs working until I reached the toilet and lifted the lid. I unbuttoned my shorts, and pulled out my dick, but now realised I had a problem.
That being the erection, I was sporting. Not only was I so hard, that I had trouble aiming at the bowl. It sure didn't feel, as if I could get a stream going anytime soon. And so I stood there - listening to the crickets in my head.
"Well - I thought, you were busting?"
"Um - I am - but I'm not used to going in front of someone."
Phew - that was quick thinking. I was rather proud of myself.
Grandma didn't sound impressed: "Sit down like a girl and pee - it's easier that way."
Aw geez - not feeling proud no more!
Turning around, with my dick pointing straight at grandma didn't seem like the best course of action to me. But she didn't give me much time to think about it.
"Just get on with it, and get out. I am trying to relax here!"
A ballet-dancer might have been impressed with how I whirled around and sat down in one fluid motion - well - except for my dick bouncing off the front of the toilet-seat. Hurriedly I scooted back, stuffed it down, and looked up.
I needn't have gone through all that drama. Gran was still lying there, with the flannel across her eyes.
Once again, I could admire her breasts, and that enticing triangle between her thighs.
The one thing, I couldn't do - was pee.
*crickets*
Well, there was nothing for it, but to fake it.
I imagined myself peeing and went: "Ahhhh - what a relief. I was about to burst. You're right, it is much easier this way." I babbled on - trying to cover the fact, that there were no sounds coming from inside the toilet.
Then I rose, pulled my shorts up, turned around, and flushed.
When I turned back, Grandma's head was slowly sinking into the tub. To make room for her length, Gran's knees were rising - sliding along the side of the tub. When her head was fully submerged, and her legs were fully spread, I could see her slit. I was surprised. I had expected some gaping, worn-out maw, like some of the things I had seen on the net. Instead, there was just a neat slit, with small lips and a little pubic hair surrounding them.
Grandma came back up and I tore myself loose and headed for the door.
As I went through, I heard Grandma's ironic voice: "Seen what you came in here to see?"
And I thought, I had been so clever!
The next day, Gran acted again, as if nothing had happened.
But that evening - when we hit the sofa to watch TV, she seemed to be sitting closer to me than usual. Maybe it was accident, or maybe just my fevered imagination. What mattered was that I could feel the heat from her body, and smell her perfume. Of course, I got a hard-on!
So she's sitting there, in her cotton nightie and bathrobe, and I'm practically sitting in her lap, hoping she wouldn't notice the bulge in my pants.
"I think, you should go and take care of that - or you'll just fidget all evening, and I won't be able to concentrate on the movie", she said in a toneless voice.
My face must have been beet-red, as I bolted for the bed-room.
Needless to say, I didn't dare come back out.
The next evening, I wasn't sure what to do. Grandma made up my mind for me, by telling me that she had made a bowl of popcorn for us.
But I just couldn't help myself. By the time I sat down next to her, I had a hard-on again.
She noticed, of course. "This is ridiculous! Is there something wrong with you, or what!"
How do you answer that question. I could come up with nothing but honesty: "It's because you're so hot, Grandma. I can't help myself!"
Grandma just snorted: "You're a boy, going through puberty - you would find a Saguaro hot. That's probably why they developed spines - to protect themselves from randy little buggers like you!"
I had no idea, what a Sag-whatever was - but I got her meaning.
What I didn't get, was why she had asked me to undo my shorts.
"Grandma?"
"Just pull them down - and your undies - the movie will start soon."
So I undid my shorts, lifted my butt, and pulled both down.
Before I had much time to die from embarrassment, Gran reached over and grabbed my dick.
Holy crap! It never felt like that, when I touched my dick! It felt as if every nerve-ending in my body had come alive!
Gran looked at her prize and told me I'd better spit on it. Then she grabbed a handful of popcorn with her other hand and sat back - looking at the screen.
I had a bit of trouble coming up with a decent amount of spit, but finally managed to let some drop on my dick. Oh wow, Gran had sat there, just lightly holding my quivering dick in her hand, but now she slowly stroked it all the way down to the base - then all the way back up to the top. Not that it was a long trip, as I only had about 4" at that time. To my intense disappointment, it only took three strokes, before I came all over Gran's hand.
"Ugh - I'd forgotten how sticky it is - and how it gets everywhere. Let's go clean ourselves up - no - don't bother with your pants."
So I followed Gran into the bathroom, where she rinsed her hand with body-lotion, and then turned around and started cleaning me up. First the bits which had slopped onto my leg, then she gave my balls a gentle wash, finally she washed all over my dick with her soapy hands. Oh my - the silky lotion felt like heaven - why hadn't I thought of using it before - so much better than spit!
And it only took a few seconds before I started getting hard again.
Grandma glared at me: "You don't really think, I intend to spend the whole night in here, do you?" She rolled her eyes, "Come on!"
Grabbing a hand-towel, she led me by my dick back to the sofa.
She dropped the towel across my thighs, and started stroking me again. It felt even better this time, because I was still soaped-up.
I spread my legs as wide as they could go, and just revelled in the sensation. But Gran's strokes kept getting slower and slower, until they sometimes stopped altogether.
It was heaven and it was hell at the same time. Her hand around my hot dick felt so wonderful, but I felt an overpowering urge for more stimulation. So I started thrusting my hips towards her hand.
"Stop that!"
Terrified, that Gran would take her hand away, I froze. She just kept casually fondling me, as if she wasn't really interested. I thought, that she was distracted by the damn movie, but then I caught her a couple of times, peeking out of the corner of her eyes at my dick. Maybe she just didn't want me to come every two minutes - which was quite likely, considering how I excited I was. I was getting a hand-job! From my Grandma! The soap was long gone - but I was leaking more than enough pre-cum for Gran to use. If the movie just wasn't so damn LONG!
Three or four times, I could feel myself getting close. But each time, Gran just squeezed hard and the urge went away after a bit. Then Gran would start again.
Finally, the damned movie was over!
Gran dropped my dick, grabbed the remote, and switched the telly off.
Then she got up, "I'll be right back."
I looked down at my dick and was amazed at it's angry red colour. It looked much bigger than usual, as well. I figured, that must be from all the cum building up inside - screaming for release. I grabbed hold of it, and was again amazed - at how hot it felt.
"What - couldn't wait for me to get back?"
At the sarcasm in Gran's voice, I hastily let go.
Gran had changed out of her bathrobe and nightie, and into a long, black see-through gown. My eyes were drawn like magnets to the dark patch between her thighs.
"Move over!"
As I moved, Gran lay down on the sofa. "Alright, it's your turn. I just spent an hour and a half, working my hand down to the bone. I expect the same service from you!"
With that, she cocked her leg against the back of the sofa, like that time when she had caught me staring.
I wasn't real sure what to do, but she pulled me closer and lay her other leg in my lap, rubbing it for a moment against my still dripping dick.
She opened up her gown, and I now had an unimpeded view of her pussy. Hesitantly, I reached out with one finger and touched her slit. Gran didn't move, so I slid my finger up and down. Still nothing.
I kept sliding my finger up and down, at the same time, pushing lightly.
All of a sudden - like magic - her lips opened a little and my finger slid inside. I stopped immediately.
Gran still hadn't moved. I started to wonder, if she had fallen asleep.
As I wasn't able to think of anything better, I returned to sliding my finger up and down - only now slightly inside the slit. And then my finger started getting wet. Now it slid much easier, and felt much, much better. Sort of like the shower-lotion on my dick had felt.
I was concentrating so hard, on what I was doing, I barely noticed myself coming.........
I was now sliding all four fingers up and down inside Gran's slit. I tried to get them in deeper, but then couldn't slide up and down anymore. Only in and out. And that's what I did. Pushing my four fingers deeper and deeper into Gran's pussy with every stroke. I marvelled at how wet she was, and then my fingers went in as far as they would go, and my thumb bumped up against Gran's clit.
Gran made a sound as if she was choking, so I froze.
"NO! Keep going!"
I pulled my hand out, and pushed it back in a few times.
Gran was now moving with me - setting the rhythm. Faster and faster, until she arched her back, grabbed my hand, held it hard against her pussy and shuddered a few times. Then she fell back, allowing my dripping hand to slip out.
I looked at the slime covering my fingers and noticed the smell for the first time. Tentatively, I stuck one finger in my mouth and sucked it clean.
Oh wow!
I had tasted my own cum a couple of times, but didn't really like it. This however, was different. Eagerly I licked my hands clean. The taste went, but I was still left with the smell on my fingers - and it was delicious!
Gran had been watching me. "You missed a spot", and pointed at her pussy.
A month ago, I would probably have thrown up at the thought. Now I didn't hesitate. I threw myself between Gran's thighs, and started lapping up her pussy-juices. When I looked up, Gran was watching with amusement in her eyes. So I continued.
Soon, I was trying to send my tongue deeper and deeper into her pussy, trying to find just one more drop of her nectar. My whole face was pressed into her pussy, and I couldn't breathe, but - just - one - more - try. There - to my delight, a small gush of juice flowed over my tongue. I swallowed and returned for more, to find that a creek had begun flowing inside Gran's pussy. Happily, I slurped and slurped, until Gran roughly grabbed my hair and moved my head. I didn't know what I had done wrong, but Gran just jammed my mouth onto her clit and groaned, "There!"
Well, I didn't enjoy it as much, as drinking Gran's juices, but I sure didn't want to annoy her. So I worked on her clit, licking it as best as I could. But I didn't seem to be doing it right, because Gran kept telling me, "Too hard, too fast, too slow, more pressure." I think, we were both getting frustrated, when she pushed me away. "Dammit!
I was devastated. "I'm sorry Gran."
She took a deep breath, "Not your fault. You're not the first who failed to make me come that way."
With that, Gran sat up, crossed her legs, and wrapped her gown around herself. Not that it hid much.
I sat there, still half-hard and didn't know what to do. Was she done with me? Should I leave?
Gran looked at me and sighed. "So - your first time?" I could only nod.
"You know, if anyone finds out, we're in deep doo-doo, right?"
"I won't tell Gran - I promise!"
"You better not - not even your friends. People blab - and you'll be shocked at how fast secrets spread."
And that's when I showed my evil side: "I know that, if I tell, we'll never be able to do this again."
Grandma looked startled. Then she laughed. "Again? What - don't you have enough of abusing this poor old, defenceless woman?"
"No, I really loved what we did. And - well - I was hoping that.........."
I just couldn't bring myself to say it.
"That what? Spit it out, boy!"
"I always wondered what it would feel like to - uh - be inside a woman."
"Sooo. That's what you think about at night, when I can hear you panting in your room?"
As silly as it seems - under the circumstances - I felt my face grow hot.
"And who do you imagine you would be inside? Someone at school?"
"No, Grandma. I pretend it's you!"
She sighed.
"I told them, it was a bad idea to dump you in my lap. Didn't think you would literally end up there though."
Gran stood up. "Well, I am still feeling frustrated from your admittedly enthusiastic - but sadly unpractised efforts - and I can see you can probably go one more round. So let's get it out of the way, or neither of us will get any sleep tonight."
In a daze, I followed gran into the bedroom. All my dreams were about to come true.
She lay back on the bed, and looked like a movie-star. I crawled between her legs, and moved the gown aside. Gran grabbed hold of my dick and guided me inside her.
Having my whole dick enveloped by Gran's hot, silky skin, felt like the perfect hand-job. In fact, I wondered how I would ever be able to enjoy jacking off after this.
It was very wet in there, and not very tight. more relaxing than anything else, as I pushed myself in and out. That's not to say, that I wasn't excited. I was having my first fuck! But the excitement was more mental than physical. Thus - coupled with the fact, that I had already come twice, I managed to last a lot longer than I would otherwise have.
Gran at first just lay there, guiding my hip with one hand, and stroking my head with the other. But after a while, she started moving with me. Her arms went around me, her knees came up, and she started pushing her pussy up, every-time I was coming down.
She forced me to go faster and faster, and then her hands slid down to my butt, she pulled me down as hard as she could, moaned into my ear, and her pussy contracted around my dick, causing me to shoot inside her.
We were both exhausted after this, and soon went to sleep in her bed - still with our arms around each other.
In the morning, I was woken by the strangest feeling. I thought for a moment, that I was about to pee myself. But when I opened my eyes, I saw that I was lying on my back, looking down at the top of Gran's head, moving up and down. The tip of my dick felt weird. Hot and wet one moment - cold the next. I realised, that Gran's hand was holding my shaft. Squeezing lightly every now and again. I shifted my torso sideways until I could see - the head of my dick was sliding in and out of Gran's mouth! It was such an awesome sight, that I could literally feel myself swell inside her mouth. Gran looked startled for a moment, but never stopped her movement. I felt my balls contract and - before I could even think about warning Gran - I felt myself squirting inside her mouth. She didn't release me, until I was done. Then she looked me in the eyes and smiled, with a little trickle of cum running down the corner of her mouth. "My god, it's been so long since I tasted that!"
But I was devastated.
It had just hit me.
My holidays would be over in a few days..........
