My roommate Jacob came up to me with an awkward look on his face one day when I was in the room alone playing video games and my girlfriend Kristy was off at one of the classes we didn’t have in common.
“Hey man, can I ask you something?” he said. And I feel as though I knew the question before he asked it.
Jake is a good enough dude. We didn’t know each other before the University’s computers randomly assigned us as roommates last fall. He’s from a small town and a little bit country. Short guy, not particularly handsome, but friendly.
But the one thing I learned about him early on was this: the man is a complete porn addict. I discovered this in the first few months together before he got his own computer when he would leave my browser history (and sometime just open windows he forgot to close) saturated with tons of stuff, all over the spectrum. If I wasn’t in the room, he was on my computer seeking out the forbidden things that sparked his interest. And now that he had his own laptop and a suite room with a door, I assumed it was all he ever did.
So the fact that he found material featuring my girlfriend was not a shock, I just didn’t expect it so soon..
“Sure,” I answered, still looking at the game I was playing and hoping his question was something more mundane.
“Um. Was Kristy… I mean, uh… Well I found a girl that looks just like her online. But she has a different name and…”
I stopped him and turned around. No point in pretending.
“Yeah. It’s her. She wanted to earn a little extra money so during spring break she went out to California and did some shoots and stuff. We’re kinda keeping it quiet as much as possible though.”
“Holy shit!” His eyes lit up with the realization. “I knew it! Man, have you seen this stuff? I found one where she’s got two-“
I interrupted before he could finish, even if I kind of regretted it.
“Hey hey hey, don’t spoil anything for me. We’re watching them together. That’s how she wanted to do this. Look, I know it seems weird, but it was good money and I was cool with it.”
“No judgement here man. Holy shit! My roommate’s girlfriend is a porn star!”
I frowned back at him. “Look man, please don’t go into any detail about how you’re jerking off to Kristy, alright? And don’t say shit around her. It will freak her out. And definitely don’t tell Donna.”
Donna was Jake’s girlfriend. She was a dour, chubby thing with a really sour attitude. I was rarely around on the weekends when she visited from her school, but I got the impression that she and Jake fought a lot.
And she most certainly didn’t like the idea of hot little Kristy prancing around her boyfriend’s dorm room when she was away, and that’s without knowing that she did porn stuff on the side. Porn stuff that he was apparently now paying a great attention of detail to.
“Yeah, she wouldn’t like that,” he mused. “Alright dude, well I wanted to look out for you and make sure you knew.”
He went back to his room, no doubt to crank it to my girlfriend’s material, all but one video of which was still a mystery to me. All I could think of was his interrupted sentence.
“I found one where she’s got two-“
Two what? Two other girls eating her out? Actually, that seemed pretty hot. But what if he was gonna say “I found one where she’d got two dicks in her pussy and another in her ass. I’m surprised you can even feel her!”
The thought made me a little nauseous.
You have to remember that this was in the late 1990s when there were no smart phones, computers were relatively expensive, and the internet was a very, very different place. I thought we’d have at least a decent chance of doing this and not having it become the scandal of the entire campus. That maybe we would reach graduation before Kristy’s secret got out.
Instead, my roommate had found her only a few days after she returned from California. How easy would it be for me to do a search and find the rest of her activities out there?
But I had agreed to follow the rules and I intended to, or at least as long as I could. And the biggest rule of all, one that we made before she left to answer the “girls wanted” ad out in California, was that she would only do things she was comfortable with, but most importantly: I could not judge her for anything she decided to do.
Of course, when she left she and I thought that the most she would do was probably some partially unclothed tease-style photo shoots. Not that the door wasn’t open for more if she felt okay with it.
And that was why we came up with the other rule that dictated she would be the one who showed me her stuff at a controlled pace, so we could deal with it and maybe turn it into a positive. One movie down and so far so good.
But I was very nervous about what might come next.
==========
I am told by my girlfriend that the second video we are about to watch is actually the first one she shot, but the link to it wasn’t sent to her until now. It is actually a very beautifully filmed series of vignettes in which Kristy, again under her stage name of “Katelyn” (Which flashed in white under the title card of “First Time Models” when she pressed play) walks around in various locations in a flimsy sundress and tall, high-heeled shoes.. She looks completely charming, the epitome of a girl next door grinning flirtatiously as she prances around, first on the grounds of what must have been some California mansion, then to a park, and on streets and outdoor cafe’s. Upbeat, pleasant music (albeit turned down to barely audible volume) played as the camera cut to various scenes.
All the while, “Katelyn” is swinging her hips and swiping at her sundress with her hands, causing it to occasionally give a glimpse to the viewer that she might not wearing anything underneath. The flashes on the street are subtle at first: a quick pull of the back of her dress to show the bottom cheeks of her gorgeous ass while in the background, strangers walk by oblivious. Later, sitting at a table on the sidewalk, the camera pants down at her spread legs. Her freshly waxed pussy and the thin strip of dark pubic hair above are visible, but not to the people eating a meal behind her.
The entire thing has an exhibitionist quality to it, and as I watched it, I realize that was maybe why we were watching it on her brand new laptop here in the 3rd sub-basement of our University’s library. That part was her choice.
She came in after class that evening looking excited, and she had that naughty glint in her eye that I’ve seen more and more since she got back. It meant that she was horny. At first I wondered what about her Biology 201 class could be so enticing, but then she motioned to her cute little backpack with her laptop inside and told me she had a surprise at the library and that I needed to come with her right then.
I put two and two together as I followed her along, more like a man walking to his execution than one moving towards some sexual adventure. I wondered what debauchery I was going to have to see my girlfriend getting up to this time, and why I had to travel across campus to do so. She walked the whole way down the beautiful cobblestone sidewalks on our campus with a slutty cock to her hips, the hem of the sundress swinging about giving me (and many other horny students) enticing glimpses of her tanned upper thighs and the swell of her perfect ass, but all I could imagine was giant cocks drilling her while I stood by helpless and watched.
I couldn’t decide if I was turned on or if I wanted to throw up in the reflecting fountain outside of our destination.
We went to the library and walked straight to the elevator. The building looks two-story from the outside but then you realize it was built on a hill and has 4 levels below ground. Stacks and stacks of claustrophobic bookshelves line these tomb-like floors and I have spent many a night down there alone or with her, wondering if the world outside had just stopped and when we emerged everything outside would have been reduced to rubble in our absence. It is often a private space, but also a public one if some other student or the rare librarian wanders down there. I began to realize why she chose this spot for our viewing.
Her hands were actually trembling with excitement as she opened up the laptop and powered it on. She had chosen a table with a view of the elevator but far enough back that we were relatively private. We were not exactly alone though: A studious, slightly overweight Asian-American boy was at a table spaced down from us, closer to the elevator, and we were sitting facing him. He did not even look up from his mound of paperwork when I and my sexy girlfriend walked in.
We sat side by side and Kristy opened her email to clink the link. I steeled myself for the all-interracial gang bang I had feared would pop up on screen.
But the video was actually a pleasant surprise. If I was honest with myself, these were the types of things I had honestly thought would be her limit: flirty, artsy model shoots with maybe some nudity and a little kinky behavior, but nothing extremely hardcore. Those hopes were shattered, of course, when I saw her casting video, but seeing this gave me some hope that maybe that video was an outlier.
As I mentioned, Kristy was wearing a similar sundress to the one “Katelyn” wore on the video, but not the exact same one, which made me wonder if it was a part of the company’s wardrobe. The thought of a porn company having a wardrobe department seems absurd, but my mind goes to silly places some times.
The video was sexy too, and I kept looking down at Kristy while her online persona flashed her intimate parts discretely on screen. I slid my hand down to her long, tanned legs and tried to prise them apart so I could see if she too were wearing nothing underneath, but when I did, she slapped my hand and told me to keep watching.
A little stung, I did so, and my attentiveness was rewarded with a very shocking but arousing reveal at the next scene.
Back at the mansion, Katelyn put her hands against the pink stucco walls and spread her legs wide. She was still wearing the tight, way too-short sundress, but it was pulled up above her butt and held there by the breeze blowing lightly through the Valley and up against the building. As a result, her lower body was completely exposed and the angle made her look like an Amazonian sex goddess, even though I knew she was only about 5’6″ in the real world. The heels she was wearing helped too, of course, but the people filming this clearly knew what they were doing.
The camera then swung down beneath her spread legs and it was then that I (and anyone else lucky enough to see the video) saw it: A flash of round green crystal visible between her perfect ass cheeks. It took a second to realize what I was seeing.
“Holy shit, is that a buttplug?!” I exclaimed, probably way too loud. The asian kid looked up, but I didn’t see recognition of the word, just annoyance at the disturbance.
Kristy sushed me but then grinned. She then took my right hand in her left and thrust it between her legs underneath the dress. My fingers found an absolutely dripping wet pussy. She savored the friction for a moment but then her hand forced mine lower and I felt a hard object just beneath her dewy opening.
She was wearing it now! But wait, did that mean she had worn it to class too? And… didn’t she sit on the front row in Biology?
“Did you wear this in class, Kristy?” I asked, unable to resist. She just kept grinning and nodded, then began masturbating herself with my hand, motioning with her other for me to keep watching the video.
My heart was pounding with lust and incredulity. On screen, the camera continued showing my girlfriend, who had now taken the sundress off and continued posing completely naked in the backyard of the house. It was a stunning sight, but my thoughts were of our Biology professor, Dr. Roman. He was a fairly tight lipped man in his mid to late 40’s, I guessed, with a very dry sense of humor.
Who was this girl I was dating? Had she been like this all long and I just never got to see it?
If the kid sitting a few tables away from us got just the right angle, he would have been able to see something far more interesting than whatever the books in front of him were.
The scene switched again to Katelyn inside of the mansion and for a moment I wondered if this was going to switch to something more hardcore. Instead, the camera worked on closeups of her vagina and the plug in her ass, which was soon joined by various vibrators that my girlfriend teased her clit with. Beside me, Kristy ground her snatch against my hand while her eyes remained glued to the screen. Then with a whispered tone, she broke the silence:
“The plug was their idea. They said it would look good with my ass. They said I had one of the best asses they’ve ever seen. Can you believe that?”
She didn’t seem to need a reply, and I didn’t offer one. My proud, horny boyfriend side knew they were probably right. My cynical side wondered if they said that to every girl who hopped off the bus and ended up in their hands…
“I wasn’t gonna do it at first but they offered me a lot more money if I did. It kinda hurt putting it in and getting used to it, but then I just felt really nasty. Like good nasty. “
I listened in rapt attention. I had so many questions about her experience, but Kristy was secretive by nature, especially about her days out west. And the rules stated that I couldn’t press her for info. So hearing her describe the reasoning behind her jamming a jeweled plug into her virgin asshole and showing it to the world were captivating to me.
“Do you like it?” she asked, and then I tore myself from the screen to realize she was looking at me again with those big green eyes. There was still a little bit of insecurity and nervousness there. I didn’t realize it at the moment but that would be one of the last times I saw that part of her.
“I think its… I think you’re so fucking sexy Kristy.”
She grinned, and then her free hand, the one that wasn’t mashing my own into her sopping wet pussy lips, went to my crotch under the table. My cock was straining the front of my pants. She deftly unzipped me with a practiced hand and pulled me out into the open air, stroking my stiff member. The tables and the angle still obscured the view, but anyone actually paying attention would be able to tell by the position and movement of our arms that we were both masturbating each other right there in the library.
Ahead, the student who was our potential audience just kept reading. Oblivious.
I think that must have annoyed Kristy, because she clamped her thighs against my hand and let out an audible moan that must have been designed to get his attention. The student looked up again, but this time we saw realization hit his eyes. He blushed and immediately went back to his books, which he then, after an awkward pause, started to gather up. A few moments later he hurried to the elevator, casting another incredulous glance our way as Kristy’s hands kept time on both of our sexual organs, just out of sight.
My heart raced with fear. What if he told on us?
On screen, Katelyn was an almost obscene sight, were it not for the beautiful lighting of the shot: She was up on a table, her legs spread and bare feet flat. Her pussy and plugged ass were on almost clinical display, and in her hands she held a fleshy dildo the size of a baby’s arm. My eyes were wide. Was she going to put that thing inside of her?
Kristy’s breathing was heavy and I could feel her pussy clenching against my hand. She looked at me as the elevator closed and our audience left. Then she got up from the table and moved towards me. I slid the chair back, but I was worried.
“Kristy we can not fuck here! What if someone comes down? What if that kid is going to tell someone right now?”
She smiled and then straddled my crotch, facing the laptop screen. She did not impale herself on my cock but instead positioned so that her dripping box was on top of it, her lips parted on the top ridge of my length. As her on-screen persona rubbed the big, veiny toy along her snatch, Kristy did the same with me.
The sensation was incredible. It was the best lap dance that I could have ever dreamed of. Her hips moved sensually as she ground down on me. Her wet labia slid up and down and her clit danced along my swollen head. A few times I thought about shifting in my seat and burying my length in her, but instead I let Kristy be in control.
The fear of getting caught heightened things. My eyes darted back and forth from the screen to the elevator, waiting for the doors to open and the party to be over.
“I got so hot doing this video. I couldn’t believe it. I was so nervous and yet when I got out there I just felt so sexy. I’d never felt that way before,” she narrated as her hips moved against me. She sucked her breath in hard. I though that if she hadn’t cum yet it would be there soon.
“I thought about you. I was scared but I also knew that you’d love it. Remember how you told me you wanted me to be more open sexually? How we were in college and we would never get this chance again? Never been this young or look this good again? I realized what you meant.”
Had I said that? Was she putting this on me now? I think I had just been trying to get more blowjobs or maybe let me take a naked Polaroid of her or something. I never dreamed she would take it this far.
On screen, the gorgeously filtered video showed that Katelyn was working the huge rubber dong into her perfect little pussy. I watched with amazement as she took the big toy in. She squealed with part pain and part delight as she stretched to accommodate it. I wanted to join it but the real-life girl just kept up her obscene public lap dance in our school library, masturbating me with her thighs and pussy. Her motions became more frenzied as she continued to speak:
“I knew when I finished this one that I wanted to fuck. I hadn’t decided before how far I wanted to go but I loved it. I loved how alive it made me feel. I wanted to get fucked. I wanted other guys to fuck me and cum on me and make me cum and then I wanted to come home and share it with you. I did the hotel video that same night. Did you know that?”
No, I didn’t. How could I have? Two videos on her first day there? Out of 14?
Kristy’s dirty talk sent me into an uncomfortable state of arousal. On the one hand I was mortified at the change she was describing and what it might have resulted in.
On the other hand, all of the blood had rushed from my brain to my dick, and I had the sexiest woman in the world getting herself, and me, off on it. With the promise of more to come.
“I want you to cum for me baby.” Her little-girl voice was gasping with lust. “Cum on my slutty little pussy. I want to feel it splash against me when you do.”
I felt her thighs clenching and I knew she was in the throes of her orgasm then. She had used me, but I would finally feel relief. I pulled up the back of her skirt and marveled again at the close of view of the green jeweled plug in her perfect little ass. I felt my balls tighten, and then I finally exclaimed myself:
“Oh God!”
She shifted up then and hovered over me, her upper body bent over the library table as huge spurts of hot, white cum geysered up and painted her vagina and then inside of her thighs. It was a massive load, and the impact of it left me breathless.
It was that moment that I feared the most. If someone came off of the elevator then there was no way I could have stopped. They would have seen everything. We would be in trouble. Maybe even be going to jail.
When I was done, Kristy quickly moved back to her chair and spread her legs wide. I glanced at the screen which had gone to black after “Katelyn” made herself cum with the toy. The real life girl was even more amazing. My seed had made a mess of her. She grinned at me and then moved a finger down to scoop up a huge spash on the inside of her thigh. As I watched incredulously, she put it in her mouth and slowly sucked it clean.
“Mmm. That was worth waiting for.” I didn’t know if she meant herself or me.
Right then our luck ran out and the elevator opened. Quickly, Kristy straightened herself and began reading from a prop book that she had removed earlier from her book bag. I dutifully refastened my pants and closed the browser page that we had watched just as a stern librarian came out of the elevator and glared at us.
A confrontation would have been hard to explain. My dick was still rock hard and my face was flushed. Kristy was in even worse shape. Her legs were trembling underneath the table and her thighs were a mess of my cum and her juices. I could even see large dark spots all over the bottom of her sundress as my semen soaked through. If the mean-looking older woman decided to investigate, she wouldn’t need to be Sherlock Holmes to solve this one.
We pretended not to see her, and to my relief, she did not address us. She wandered over to some bookshelves just behind us that gave a view of our side of the table and appeared to catalogue a book. After lingering there awhile, she left and got back on the elevator.
We both let out a laugh of relief as she went.
“Oh my God. I’m sitting here dripping wet and your cum is everywhere and she’s just stocking books!” she said. With that, I watched as her fingers went back down between her legs and came up with another gob of my sticky leavings. She made a big show of licking it off. I tried to remember if she had ever let me do anything more scandalous than cumming on her stomach after sex before her trip to Cali but could not think of anything close.
“Mmm,” she said. “There’s a lot left but I think I’ll save it for later. Let’s get out of here.”
With that, she shut the laptop and packed it away along with the book. She stood up and to my horror I could see my jism running down below her hem and down her thigh.
“Uh, don’t you want to clean up first?” I remarked. It was not quite dark outside, and there was also the walk through the lobby to consider.
“Nope!” she said with confidence. “I like the feeling. I can’t do anything about the dress and honestly at this point I don’t care. And besides, what is anyone really gonna say?”
She started walking to the elevator and I noticed again that sashay which I now knew was partly inspired by the hard metal plug in her ass. Her sundress was still visibly stained all below the waist, and she seemingly couldn’t have cared less.
I quickly grabbed my things and followed along. As we stood in the elevator waiting to go up to the lobby, I looked at my naughty girlfriend and smiled. She was looking down at the crotch of my pants and giggled.
“Are you still hard?”
“Yeah. It doesn’t feel like it will ever go down.”
She grinned at this. That cat-that-ate-the-canary grin with a twinkle in her eyes that suggested anything but purity of thought.
“Good,” she cooed. The door opened and we stepped out into the lobby.
And as we ran the gauntlet of potentially judging eyes to the door, I thought to myself that I was oddly happy with this arrangement for maybe the first time since she had left. It was weird, definitely weird, and I was afraid of what revelations were to come. But the change in our relationship so far had been definitely a net positive. I was excited to see what happened next.
Of course, I had no idea just how weird it was about to get…
To be continued.
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