As I'd been prone to do lately, I was up late again surfing the web, enjoying a few of my favorite erotic web sites. I'd just finished my quarterly exams and was looking forward to Spring Break, though unlike a lot of my college buddies, I couldn't afford to go anywhere. Still, it meant a bit of time off to sit back, relax...even sleep in. Which was one of the reasons I happened to be up this late.
It was naughty time.
I glanced at the clock on the wall in my bedroom, it was just then 10:50 p.m.
"Ten more minutes and she should be on line," I said to myself, already becoming aroused just thinking about it. About her.
Though I still lived at home, primarily for financial reasons, my parents had basically created an apartment of my own downstairs. I had a small kitchenette, though I rarely if ever used it. My own fairly large bedroom with a small sitting room within. I of course had my own shower as well, and all the amenities that made it feel just like an apartment. Even mom and dad knocked on the downstairs door waiting to be invited in before actually doing so. For the time being at least, I had plenty of privacy and space to spread out in. After I graduated, a year or so from now, I hoped that with a decent paying job that I'd finally get out and move into a place of my own.
But for now, I paid my folks rent, which they were most grateful for, and it didn't cost me an arm and a leg doing that, and putting myself through school either.
The one really downside to all of this had been the fact I didn't have a decent set of wheels at the time. Close enough to the University, I took other transportation, rode my old bike, or occasionally borrowed mom and dad's car whenever they didn't need to use it. Unfortunately, it was a luxury I couldn't afford at the moment, though that too I was working towards. But...not having transportation also made dating a lot harder to do to. And that was one of the main reasons I currently wasn't seeing or dating anyone, besides my own hand.
And it's not like I was a nerdy, or a geeky looking guy either. Reasonably attractive, or so I'd been told anyway. Though I certainly wasn't a jock, or worked out every day either. Still, I'd had my fair share of attractive women myself, and until lately anyway, I hadn't had any complaints in the bedroom department either.
But the fact was, because of all this, I had turned towards the Internet for my sexual release and amusement. And it had been while doing that, that I'd signed onto a website were couples met, chatted, got to know one another (very often intimately) and on occasion, sometimes even met. So far, nothing like that had been offered up, but I had been enjoying a few steamy chat-room sessions with what I knew to be an older woman. The only name I knew her by was her sign-on, which happened to be "Naughty Time".
Yeah, now I know...I'd heard it all before. That maybe some of these people claiming to be women, were in fact actually men. And in the beginning, I'd been nervous about that a little. But over time, several weeks now in fact, after getting to know "her" and some of the things we'd discussed, shared, I was ninety-nine percent sure she was in fact who she said she was. And as such, had begun loosening myself up a little. It had been a very slow and gradual thing with us too, another reason I was fairly confident that it really was a she, and not a he. Had it been otherwise, I seriously doubted it would have taken us this long to actually start talking about, or discussing sex. Something we'd only just really gotten into doing, not counting last night of course. Our last chat in fact the night before had gotten pretty hot and steamy. So much so, I had actually jerked off while talking to her, and according to what she'd shared and told me, so had she. Needless to say I was looking forward to another hot "naughty" erotic session with her again tonight.
I had already logged on to the website, just waiting. In the meantime browsing a few other websites, looking at porn, watching a few videos, and arousing myself. Mom and dad had retired to bed quite some time ago, so I knew there was virtually no chance either one of them would find any reason to come downstairs and disturb me. As such, I was now sitting there naked, stroking and fondling my hard cock in anticipation of her soon signing on. When I heard the "ping" of an instant message waiting for me, I immediately brought it up in order to read it. Sure enough...it was her.
Naughty time: "I'm horny....you?"
My online screen name was "Home Alone," maybe it wasn't too sexy, or very original, but it was the best I'd been able to come up with on short notice when I'd signed on the first time.
Home Alone: "Very. Hard as a rock now!"
She responded back with an LOL, along with an EWG, then adding..."Wish I could see that."
I did have a web cam, and wondered if she did. So I sent her the message telling her I had one, and that if she really did want to see me, I'd turn it on for her. Her response back wasn't nearly as quick as they usually were, and I wondered for a moment if maybe I'd been wrong about her all along. Maybe "she" wasn't a she at all...but really a guy after all. To my relief however, she responded back moments later.
Naughty Time: "I have one too. But to be honest, I've never used it," she told me. "I have to be careful...can't show you my face. Sorry. But if you can accept that...then I'll turn it on for you."
I felt genuinely relieved. If she was willing to do that at least, then she really was for real. I responded back.
"Agreed. No faces...just naughty bits, how's that sound?"
"Sounds perfect, I'm looking forward to it," and then, "Wait one."
Seconds later I got a prompt from her, inviting me to view her web cam. I likewise connected, doing the same, turning my own web-cam on, quickly adjusting it so that it was totally focused on my hard erect cock. Which is about all she could see as it basically filled the screen.
"Wow! You're big!" she typed, as the image of her came up, likewise filling in the view I now had of her, which was two fairly good-sized breasts sitting there staring at me, which is about all I could see of her too. But it was good enough in anyone's book. She had great looking tits, and especially as she was obviously much older than I. No, they weren't firm perky breasts of some twenty-something, but that wasn't what I was interested in either. I'd always been partial to older women for some odd reason. So seeing these mature full breasts that tended to rest against her ribcage a bit more than they might on a much younger woman, was still more alluring to me and sensual than anyone else's I had seen. It was also the main reason I tended to browse the "older mature" photo and video sites, not to mention setting up the filter on the website when I joined, inviting mature older women who'd like to chat to contact me as opposed to letting just any woman at any age do so.
"I love your 'tits'," I typed, remembering. She had told me a few days ago, she liked the more obscene, decadent sounding words whenever she was aroused. "Breasts where what woman called one another's," she'd told me. "But tits...was a naughty word, which she preferred using whenever discussing them, or talking about sexual matters regarding them. Boobs was for young girls, tits were for mature, horny women.
"I like your prick," she'd responded back. She liked the word cock too, but she said it was almost used too much, and thus had slightly lessened the erotic sensuality of describing a man's member, though she liked that word too, over cock. Penis of course was too clinical, whereas prick at least, had a naughty feel and sound to it, according to her anyway.
"I'd like my prick between your tits," I had typed back. "I bet it would feel heavenly, fucking them, squirting my juice between them."
"It would feel heavenly for me, jacking you off with them too," she responded back, and then adding. "I am so fucking wet just thinking about it. Wish you could hear the sounds my fingers are making inside my pussy while I'm sitting here playing with myself."
Maybe I couldn't hear her, but I could sure see how wet she was. And she could likewise see how juicy I was getting too as I squeezed my dick, a fat juicy dollop of precum oozing out of the tip which I quickly gathered up with my finger, smearing it around the head of my cock.
"Oh, I wish I was doing that," she said, the camera now pointing further down at her pussy, showing me a nice close up of her cunt, her lips glistening with juice, her fingers now taunting her hard extended little clit as she captured it, pinching it and showing it to me.
"I wish I was licking you too," I told her. I'd love to be sucking that hard amazing clit of yours," I said stroking my cock for her, showing her just how fucking hard I really was.
"I want to watch you cum, see you squirt," she told me. "Will you do that for me baby? Cum for me? Cum hard? Give me a big messy, juicy squirt?"
Just watching her as she fingered herself, playing with her clit, suddenly slapping it a bit with her hand was enough to get me off. I quickly typed "soon" that was all, and then sat back away from the keyboard just enough so she could watch it, watch me, without squirting all over my monitor or keyboard. I then watched as she did the same, giving me more of an exceptional view of her magnificent tits, and pussy at the same time. The moment she did that, I felt the tightening in my balls, the churning surge as my come raced up the length of my shaft. I quit stroking it, though only long enough to momentarily fight against the onslaught, forcing it to erupt by itself, making the orgasm even more intense before helping it along.
"Oh fuck!" I cried out, wishing she could hear it, hear me crying out my pleasure, my joy...my excitement. But I did see it.
Staring at my monitor, I watched her as well. Watched her hand as it came up to clasp one of her breasts. Her fingers forcefully pulling on her nipple now, stretching it out, thus lifting her breast as she did. Her other hand a blur on screen, almost too fast for the web-cam to capture as she obviously frigged her own clit violently. It was a pure joy to watch, watching her cum, seconds later a surge of clear juice emerging from her cunt, surprising me a little, yet exciting me beyond measure.
I continued to spurt, though the orgasm itself was now lessening. No longer the ropes of sperm shooting out of the end of my prick, but continuing to ooze, running down the sides of my shaft and onto my hands where I continued to milk my prick, forcing out each and every last drop of my spending.
"God I wish I could clean you off, lick it all up...suck you down," she typed. "That felt so good...watching you, watching you cum just as I did."
"That really was amazing, seeing you cum too, actually seeing you. Do you always squirt like that?" I had to ask.
She gave me another LOL. "Not always, but usually when I am exceedingly horny, like I was tonight," she said.
"Do you enjoy being horny?" I now asked. "I mean...do you enjoy arousing yourself during the day?"
"Sometimes," she confessed. "I do...why?"
"Because I'd love it if you'd do something for me," I asked her.
"What?"