Chapter 1. Cybersurfing
After my playdate with the dominatrix, I felt I needed a breather to regain control over my sex life. My little excursion into the world of BDSM had been fun, but being whipped and hog-tied by a domme had its limits. Now it was my turn to set the terms of engagement. I wanted to be back in the driver’s seat and branch out beyond one dominant partner.
One lonely night at home, I sat down in front of my computer and began searching for some online fun. I wanted something different from the run-of-the-mill porn—something more engaging. I needed something involving a live, two-way interaction. With a real person, someone with whom I could share a genuine, passionate, if only temporary, relationship. A virtual fuck buddy, for want of a better word.
I typed in the search words webcam sex chat and a bunch of listings popped up for live online chat. I clicked on one labeled LiveGirls, and a gallery of videos showing scantily-clad women touching themselves filled the screen. I tapped one of the thumbnails, where a live stream showed a pretty girl lying facedown on a bed, wearing only a thong. As she swayed her hips from side to side, she looked over her shoulder suggestively toward the camera. Beside the video window, a flurry of comments filled the chat box.
Spread your legs, someone named bigjohn said.
Nice ass, hornyjoe commented.
Can I see your tits? guest34 pleaded.
All the while, the pretty brunette ran her hands across her concealed breasts and rolled her hips in the same robotic manner. For a moment, I was hypnotized like everyone else by her lithe and sexy body. But as attractive as she was, I had no interest in joining what amounted to a public strip show. I was just about to exit the screen when I noticed a button for Private Chat.
Let’s see if she’s any more engaging one-on-one, I thought.
I clicked the button and a Join Now window covered the stream.
Jeesuz, I cursed. They never make this easy.
I filled in the required fields for Username, Password, and E-mail, then clicked the button. The next screen presented me with a choice between selecting ten free credits or buying a package of credits starting at fifty dollars.
So that’s how it works, I thought. It’s not much different from a real strip club. As long as you’re stuffing their stockings with cash, the girls are happy to put on a show for you.
I’d never paid for sex of any kind, and I wasn’t about to get started now. I didn’t want to chat with someone who was only in it for the money. I backtracked to the main search screen and adjusted my search phrase to free amateur sex chat and clicked Enter.
A fresh set of listings popped up, including an intriguing one named SexRoulette — free webcam live chat. When I clicked on the link, a window came up with two side-by-side blank video screens. I enabled my laptop cam and mic, then I clicked the Start button. Suddenly, a live feed of me sitting half-naked in my bathrobe appeared in the left window, while some naked guy stroking his dick appeared in the right window.
Horrified to see that my face was showing, I quickly tilted my screen down and cursed out loud.
What’s the matter? the naked guy typed in the chat box. You’re very pretty. Can I see your face again?
I paused for a moment, realizing that he could hear me, then I clicked the microphone button to mute my mic. I wasn’t prepared to carry on a live audio conversation with some naked guy. For that matter, I wasn’t interested in carrying on a sex chat with any man.
I clicked the Next button and a different naked guy appeared with his legs spread wide apart, revealing another erect, throbbing cock. Every time I clicked Next, a different naked man appeared, pulling on his pud. As amusing as I found the experience of scrolling through a bunch of men’s penises, the thought of chatting with one of these nameless guys turned my stomach.
Where were all the girls? I thought. Are only guys interested in naughty online chats?
I scanned the site and noticed some links across the top for different chat rooms. The default setting was for Mixed, but I could also choose between Guys, Girls, and Couples. Intrigued, I clicked on the Couples link, and a new window popped up showing a woman bobbing her head between a man’s knees while his hand typed on a computer keyboard beside him on the bed.
Hi, the man typed in the chat window. Wanna play?
I paused for a moment, wondering if it might be fun to watch a hetero couple going at it.
Maybe some other time, I typed, before clicking on the Girls tab.
A new window popped up requiring me to verify that I was over eighteen years of age (only to view girls??) then I was redirected to a different website showing the familiar gallery of naked girls from the LiveGirls site. When I clicked on one of the images, a similar video and chat screen appeared. Another pretty young girl perched half-naked on a bed, while a bunch of anonymous viewers made lewd comments, ‘tipping’ her occasionally with tokens. Whenever anybody tipped her enough tokens, she bent over and waved her ass in front of the camera.
What the fuck? I thought. Is it only professional girls who want to chat online?
I clicked out of the website and was about to pull my vibrator out of my nightstand for some quiet alone time, when I decided to give it one last try.
There’s got to be other lonely girls who are looking for a quick hookup with like-minded women.
I went back to the main search page and typed in lesbian online chat. Near the top of the listings, I noticed a site titled SapphicChat — girls only free online chat.
That’s what I’m talking about, I said out loud, clicking the link.
Another side-by-side video setup appeared on the screen with a chat box underneath. I enabled my cam and carefully positioned my laptop lid so that only my torso was visible, then I pulled my robe tightly around my neck to cover myself up. There’d be no more skin showing until I was able to qualify a suitable candidate.
I clicked the Start button, and within a few seconds the adjacent window flickered with a live stream showing a fat woman lying on her bed with her droopy boobs hanging down by her waist.
Yikes, I said, quickly clicking the Next button. I felt bad judging the visitors so harshly, but it wasn’t much different from other dating apps. If you didn’t feel the chemistry right away, everybody just moved on.
After a few seconds, a new image filled the sender window. This time an older woman sat in front of her computer with her elbows propped up on her desk. Deep folds of flesh hung from her neck and upper chest as she peered sadly into the screen.
Wow, I thought. These online forums really bring out the lonely girls.
I toggled through the list of online visitors until an image appeared showing a younger girl sitting cross-legged on her bed, wearing a tight V-neck sweater. Her breasts were full and plump, and although her face was partially hidden off-screen, I could tell from the downiness of her bare legs in a mid-thigh skirt that she was considerably younger than me. I parted my legs unconsciously as my pussy throbbed in excitement.
Finally. A sexy girl who wants an authentic online chat.
ASL? I typed, wanting to be sure she was of legal age. The last thing I needed was to have the police breaking down my door for engaging a minor in online sex.
19, curious, Houston, she typed. You?
Nineteen? She barely looked of age. I’d have to vet her more carefully if things went much further.
I paused for a moment, wondering how I wanted to present myself. I didn’t want to scare her away by revealing my true age if she was looking to hook up with someone younger. But she had to lean at least a little bit toward girls if she’d engaged me this far.
28, bi, Milwaukee, I stretched the facts on all three aspects.
She paused for a moment holding her hand over her computer keyboard, then the video screen suddenly went blank and a new visitor came online.
Touché, I thought. I guess this works both ways. My fellow online surfers can be just as rash and judgmental as me when it comes to who they find attractive.
Obviously. I hadn’t measured up in her eyes. But had I been too old, not the right sexual orientation, or was it my body she didn’t like?
I peered at my image in my webcam feed and looked at my tightly-bound boobs wrapped up in my bathrobe. I’d been slouching a bit, and the heavy terrycloth robe wasn’t doing much justice to the shape of my bosom. I spread the lapels of my robe a few inches apart and lifted my chest. My ample cleavage shone through the opening, revealing the roundness of my breasts.
That looks better, I smiled, nodding at the sexy reflection. If this doesn’t hook them, I’m really losing my mojo.
The next visitor appeared to be another young girl seated on a chair in front of her computer. She only showed the lower half of her face, but from her tight skin and smooth neck muscles, she looked to be in her late teens or early twenties. Her tight T-shirt had a wishbone-shaped “C” emblem on the front. In the background, two small double beds sat on either side of her small room.
Hi, I typed, deciding to take a more measured approach with this new visitor. What brings you to this crazy place so late at night?
Just bored I guess, she responded.
Me too, I said. This is my first time doing something like this. I’m used to meeting people the old-fashioned way.
Boys or girls? she typed.
It was obvious that she was fishing. I had no idea what the right answer was, so I decided to play it safe.
Both, I guess. But I prefer girls. How about you?
I like boys... she typed. But lately I’ve been finding myself unusually attracted to my dorm mate.
Oh, I said, happy to hear she tilted both ways. Where do you go to school?
University of Chicago.
My heart skipped a beat when I realized how close she was to me in the real world.
What are you studying? I said, trying to steady my nervous hand as I typed.
I’m enrolled in the BA program, so right now it’s mostly liberal arts. I’m just in my first year, so I haven’t really decided on my major yet. I’m thinking maybe Communications...
She’s barely eighteen! I thought. My pussy throbbed at the thought of uncovering more of this pretty co-ed.
What kind of career were you thinking of?
I dunno. Public relations, marketing, maybe television.
On the production side?
I suppose so. Somewhere behind the camera. I don’t think I have prime time face.
You should let other people be the judge of that. From what I can see so far, I think you’re very pretty. The combination of good looks and good communication skills will give you quite a leg up in that field.
Thanks, she said, tilting the camera up a little higher on her face. She smiled a broad smile, revealing perfectly-straight, pearly-white teeth. What about you, what do you do?
I’m a freelance graphic designer.
So you design websites and stuff like that?
A little bit of that. But I do more corporate work like logos, editorial layouts, that sort of thing.
That sounds interesting, the girl said. I guess we both have an interest in communications of sorts...
I paused for a moment, wondering how much longer I wanted to focus on the professional sides of our lives.
It looks like we share an interest in another form of communicating too. ;-)
LOL. This isn’t the kind of communications my profs talk about.
I’m a little surprised to hear that, I said. The world is rapidly adopting new forms of social media every day. Perhaps you can consider this as a type of vocational training.
Except most people who come to this website are interested in only one thing.
You mean meeting people? I teased.
In a manner of speaking...
Are you testing the waters here because of your roommate?
Maybe. I didn’t realize I had such a strong attraction to girls until I met her.
Have you shared your feelings with her?
Gawd no. She has a boyfriend. It could get very uncomfortable around here if I came on to her too strongly. We have to share this small room for the rest of the year and perhaps for the rest of our college residency.
Two charged up bodies in a small space can make for a combustible mixture. Do you think she’s attracted to you also?
Not by the way I’ve seen her and her boyfriend go at it. I can’t tell you how many times I’ve come back to my room to find a sock on the door.
Poor thing, I thought. It doesn’t sound like she’s got much of an outlet to express her real feelings. I better tread lightly.
Maybe you just need to be a little more suggestive when you have some alone time with her. You know, wear skimpier clothes to bed, come back from the shower naked. That sort of thing. If she’s interested, she’ll soon let you know.
It sounds like you have a little more experience with girls, she said. Are you lesbian?
Now we’re getting to the crux of it, I thought. It was kind of fun playing the role of the girl’s online mentor.
They say everyone’s somewhere on the continuum, I said. I’d say I’m about a nine, but I seem to be moving more to the right with each passing year. Men don’t really do it for me any longer.
The chat window paused for a moment as the girl seemed to process what I said.
What’s it like? she said. You know, being with a woman?
Crikey, I thought. How do I answer that without sounding like some kind of stalker?
That’s an interesting question. It’s different in so many ways. Woman like different things than men. We’re more focused on building the relationship. Men are mostly just interested in sex.
Aren’t women interested in that too?
Yes, of course, I laughed. We just let it happen more—organically.
Organically?
We let it happen naturally, as our feelings for one another grow stronger. Instead of just jumping on the biscuit, in a manner of speaking.
You mean kind of like what we’re doing right now?
I was beginning to feel a strange attraction to this girl. Beyond the pretty outside package, she had a sweet innocence to her.
I suppose, I said. We lesbians generally like to get to know our partner a little better before jumping into bed with them.
Do you mind my asking how that works when you do get together? I mean, it’s not like regular boy-girl coupling...
All this tip-toeing around the edges of sexy talk was beginning to stir some new feelings inside me. I was enjoying the process of educating this young girl on the nuances of lesbian relationships.
It’s not so different, when it comes right down to it. We have the same sensitive parts. We just use them a little differently.
Do you miss the penetration aspect of the relationship?
Maybe it’s time to stop being so nuanced, I thought.
Who says we have to forego the penetration aspect?
Oh, sorry—the girl said, as I saw a flush roll over her face. It’s just that without a penis involved in the equation…
There are lots of ways us girls can enjoy penetration without a man. Strap-on dildos, two-sided phalluses, using sex toys. I’m guessing you’ve tried one or two of these before?
Well, yes. I have a vibrator I play with when my roommate is away. But I had no idea women used them together like you said.
Oh, yes. There are lots of interesting ways we make our own fun.
You’re getting me pretty worked up talking about it. Can you tell me how you use a two-sided phallus?
Suddenly I became acutely aware of the wetness that had been accumulating between my legs. This innocent but sexy banter had been getting both of us worked up.
Well, usually it starts with us lying on our backs with our butts facing one another...
Mmm, the girl typed.
Fuck! I thought. It’s happening. I’m actually seducing a young college girl online!
Then we insert the two ends in each of our pussies and push our bodies together...
The girl’s left hand wandered below my line of vision as she began to squirm in her seat while pecking her keyboard with her other hand.
All the way? she asked. Do you touch your bodies together?
Usually, if the dildo isn’t too long. That’s where it really gets fun. There’s nothing so electrifying as feeling your lover’s peachka pressed up against your own.
God, that’s so hot!
And wet. ;-)
You’re making me very wet right now.
I spread my legs and began strumming my clit with my fingers at the thought of the pretty co-ed getting turned on by my explanation.
Are you touching yourself? I said.
Yes. Are you?
I am now.
I wish I could touch you the way you’re describing right now.
If I could reach out through my screen, believe me, I would. I’d love to show you what it feels like to make love to a woman.
Can I see your breasts? They look very full and sexy.
I thought you’d never ask.
I pulled my robe apart and let the shawl fall around my shoulders.
OMG! the girl typed. They’re gorgeous. Do you mind if I ask how old you are? Because those are the most beautiful tits I think I’ve ever seen.
I paused for a moment trying to decide how young I wanted to pretend to be. The last thing I wanted to do in the heat of the action was scare away another online partner because she thought I was too old.
Everybody tells me I look ten years younger than my real age, I thought. She’ll never know.
That’s very kind of you, I said. I’m twenty-five. But before we go any further, I should probably ask you the same. If you’re in your first year of college, you must be barely legal.
I turned eighteen two months ago.
Like I said. Barely legal.
We’re two consenting adults.
Since we’re getting to know each other so intimately, can I ask your name? I don’t want to have sex with a faceless, nameless person.
I’m Holly.
Pleased to meet you Holly. My name’s Jade.
That’s a lovely name.
Yours too, I said. Holly and Jade. I like the way they go together.
I’m imagining us going together in more ways than one.
Damn, girl, you’re making me soaking wet. Can I see a bit more of you too? I want to let my mind run all over your sweet body.
The girl reached up over her shoulders and pulled her T-shirt over her head. Then she reached behind her back and unclasped her bra. When she pulled it off her shoulders and threw it on the floor, I gasped. Her breasts were smaller than mine, but stood firm and erect on her chest. But far more fascinating, was their shape. They were far pointier than most, pressing straight out toward me like two fleshy obelisks.
Mmm, I typed. Those are mighty succulent boobies you have, Holly.
Not as full and appetizing as yours! she returned.
I love their shape. I could suck on your pointy nipples all day!
I’d like that, Holly said. You’re going to make me cum pretty soon if you keep talking to me like that.
That’s not the only part of you that I want to suck, I said, starting to rub my clit more quickly. I want to take your sweet nub into my mouth and watch your twist all over my face.
Yes, Jade. I want you to suck my clit. Make me cum all over your face.
Oh Baby, I said. Let me see and feel you cum. I’m pressing my fingers inside you now...
Fuck, Jade. I can feel you inside me. I’m going to cum...
As I watched Holly writhing in her chair, my mouth opened unconsciously, imagining her riding my face.
Yes, baby, I said. Cum in my mouth. Let it go.
Suddenly, a deep flush spread over Holly’s chest and she began jerking wildly in her chair.
Ohhhhhhh, she typed. I’m cumming Jade!
I hadn’t been concentrating very much on my own feelings up to this point, but when I saw Holly coming, I thrust my fingers deep into my pussy and gushed all over my hand. While I watched her jerking in her chair, my tits jiggled spastically on my chest as the tremors spread throughout my body.
After a long pause, Holly began to type again.
That was incredible! she said. I haven’t had an orgasm that powerful in a long time.
You should try this girl thing more often, I typed. It’s even better in real life. Maybe you and your roommate can find a way—
Suddenly, Holly’s face turned to the side and a panicked expression fell over her face.
I think she’s here! she typed. Someone’s at the door!
Oh no—not now, I thought. Just when we were establishing such a strong connection. I banged away at my keyboard, fearful of losing her forever.
Can we do this again some—
Holly’s video stream suddenly went dark as she signed out of the program. I was sad to see her go, but at the same time I was thrilled to have made such an exhilarating connection my first time online.
I’m going to have to try this again very soon, I thought, closing my laptop with sticky fingers.
