Discovering Kara Pt. 03: Jenny

Merriwether College

August 28, 2014, 4:37pm

Kara Ballard was nervous but excited. At nineteen years old, she was living alone for the first time. Well, sort of - her school-assigned roommate hadn't arrived at the dorm yet, so technically she was living alone for at least this little sliver of time. Her mom had just left and she had flopped herself onto one of the two unmade twin beds. The room was more spacious than she'd expected, which was a pleasant surprise.

She was excited to be living alone, obviously. The nerves came at the thought of potentially living with an incompatible roommate. As the only child of an upper-middle class family, Kara had enjoyed a spacious bedroom all to herself. She could listen to music whenever she wanted, didn't have to worry about keeping anyone up if she wanted to watch TV into the wee hours and could be as much of a slob as she pleased. And perhaps more importantly, she was able to engage in her two favourite activities - being naked and masturbating - with her privacy assured. How was that going to work with a roommate hanging around? Rising from the bed, Kara opened up one of her unpacked boxes, rooted through to the bottom and pulled out the shoebox she'd stashed inside. It was filled with her (rapidly growing) assortment of toys that she simply loved to pleasure herself with. She pulled open the drawer of the sub-IKEA grade nightstand that the college had provided and emptied the shoebox into it.

No sheets on the bed, no toothbrush by the sink, no clothes in the wardrobe - but at least the sex toys were put away. Priorities, y'know?

What would her roommate be like? The school had emailed out a questionnaire a while back to assess her roommate preferences. She was hoping that she'd be paired up with someone outgoing and friendly, but also serious about their studies - qualities that Kara felt reflected her own personality. She definitely wanted to experience "college life" (boys and booze were certainly on the menu!) but didn't really want a roommate whose primary goal was to party 24/7.

Kara set about unpacking her things. Not much time had passed when the door opened and a girl walked in sporting a large backpack and towing a trolley, a few boxes lashed to it. "Made it!", she exclaimed, dropping her pack onto the empty bed. "People were lined up for the elevator so I lugged all of this stuff up the stairs. Quite a workout!".

"I'll bet," replied Kara. "Nice to meet you. Kara."

"Genevieve. Nice to meet you too." She stepped toward Kara and wrapped her in a hug. Outgoing and friendly? Check. "I'm so happy to be back here!"

"Back?"

"Yeah. This is my second year. I was at home for the summer though. Last year, they had me in the old dorm building that they've closed for renos so I got moved over here for this year. Which is fine by me - that building is a dump. And my old roomie sucked. She dropped out anyhow. Nothing but upsides!"

Kara was instantly enthused by the idea of having a second-year roommate. Maybe she would take her under her wing, teach her the ropes, show her the lay of the land, etcetera.

"It's my first year. I'm majoring in biochem."

"Ooh, a brainy chick. Cool. I'm in psychology."

"Great. Feel free to psychoanalyze me anytime."

Genevieve laughed. "Ha! I like that. By the way, just call me Jenny. Only my family calls me Genevieve because they think they're fancy." She pulled her phone from her pocket and started up some music while she set about unpacking. Kara didn't recognize the band but liked the song. They chatted idly while they each continued organizing their stuff. Basic 'getting to know you' stuff, discussions on who got which side of the closet, how to best share counter space in the bathroom and so forth. A couple of hours later the place was looking decent. They sat on their respective beds, tired smiles on their faces.

"So... what's next?" asked Kara.

"I don't know about you, but I am hungry with a capital H. Food? I know what's good around here."

The benefits of having a seasoned roomie were already becoming evident. "Sounds good to me. Mind if I grab a quick shower first?"

"Nope. I was going to do the same - you go ahead, though, I can wait. I'll just snoop through your stuff while you're in there." Jenny tented her fingers and cackled like a cartoon villain. Kara laughed. Jenny seemed fun and welcoming. She headed into the washroom, closing the door behind her. She stripped down and ran the shower, letting it heat up briefly before stepping in. The warm water was welcome and she instantly felt rejuvenated. Kara wanted nothing more than to take her time and let the water massage her tired muscles, but didn't want to commit a roommate faux-pas on day one by using up all of the hot water. She skipped the shampoo, hurriedly washed up and stepped out of the shower. Drying off quickly, she wrapped the towel around her hair. Kara was about to open the door when a sudden realization hit her - she was naked! She was so used to staying in her birthday suit when she walked from the bathroom to her bedroom at home (where it was just her and her mom and occasionally being seen in the buff was no problem) that she almost did the same thing here. She'd have to be sure to break that habit.

She wrapped the towel around her body and stepped out. Jenny was laying on her bed, flipping through the course catalogue. She'd changed out of her clothes and was wearing just a simple robe. It wasn't cinched up too tightly and Kara couldn't help but notice her ample cleavage. She was a little jealous - she was happy with her own B-cups but had always wished they were a little bigger. "All yours, Jenny."

"Thanks for warming it up for me, sweetie. I'll be back in a flash." Kara felt a familiar warmth fill her belly at the word "sweetie" - she was a sucker for an affectionate nickname. I'm sure that Jenny the psychologist could find a few things to say about how easily Kara got excited by even the most innocuous affection. She definitely liked getting attention from new people (outgoing and friendly? Check). Jenny disappeared into the washroom.

Kara dried off more fully and dressed while Jenny showered. She occupied herself by making her bed, hanging a poster on the wall beside her bed. It was a new purchase - a print of a Matisse's "La Dance". She liked the simple colour palette and secretly hoped that casually displaying an artwork with nude figures would make her seem sophisticated. While she stood looking at the poster, assessing whether it had been hung straight or needed adjustment, she heard an instantly recognizable moan. She froze, staring at the washroom door. Another moan, longer and louder than the first. A third followed, this one transforming into a squeal. Unexpectedly and without warning, Kara felt her pussy moisten.

The shower stopped. Kara rushed back into action, busying herself by shuffling some clothes around inside a drawer - she certainly didn't want to be caught looking like a deer in the headlights when Jenny emerged. Minutes later, the door opened and Jenny appeared with a hairbrush in hand. Her robe was on, but untied and hanging open. Kara tried not to look but it was hard not to notice Jenny's full breasts and bare mound. She'd only ever seen shaved pussies in the porn she watched, never in real-life. Some of the girls in the locker room had neatly-trimmed patches (she sported one herself), but no one was totally shaved. She forced herself to look back into the drawer, trying desperately to play it cool. Jenny tossed the hairbrush onto her bed. Kara noticed that the handle was wet and gleaming. Holy shit - had Jenny been fucking herself with her brush?

"Phew. Definitely needed that!" said Jenny. Was she referring to the shower or the orgasm? "Hope that didn't bother you."

Kara made a concerted effort to look only at Jenny's face and not her exposed body. "No, it's cool."

Jenny replied with a chuckle, "well, that's a relief. My last roommate was so uptight. Glad you're more easygoing". She reached down casually between her legs, swiping a finger over her lips."Jesus, I'm so wet." She held her glistening finger out to prove herself. Kara simply did not know how to respond, so she remained silent - but she did blush, and hard.

"Oh, c'mon now. It's just us girls here. Besides - I know what's in your nightstand. You're no stranger to a wet pussy, I'm sure." Kara wasn't sure she could turn any redder. She felt light-headed and sat down. She tried to speak (what was she even going to say?) but only a squeak came out.

Jenny laughed loudly, her breasts bouncing. "Hey, I told ya I was going to snoop through your stuff!". She sat down next to Kara, threw an arm over her shoulder amiably and said "it's all in good fun." She squeezed Kara against her, a breast pushing against Kara's bare arm, and gave her a peck on the cheek. Jenny wasn't the only one who was wet.

"OK, let's eat!". Jenny bounced up and cast her robe aside entirely. Kara couldn't help but stare as she bent over and rooted through the bottom drawer - Jenny's ass was gorgeous and when she moved a certain way, Kara got a glimpse of her pussy lips peeking between her thighs. Kara was wondering why this was so arousing to her. She'd never really felt any particular attraction to girls, though she was fine seeing them in porn - she'd even watched some girls-only videos here and there out of idle curiousity. Maybe it was because this was unexpected and maybe even a little taboo? The element of surprise was powerful, and you're certainly not "supposed to" listen to your roommate masturbate, let alone have her brazenly mention it to you, show you a finger slick with her own juices and then display her ass to you.

Kara wanted desperately to get herself off, but it would have to wait. Jenny finished dressing and the girls headed out. Kara was quiet as they walked, feeling awkward at the idea of trying to make any sort of small talk. Jenny didn't force it, instead pointing out the features of the neighbourhood. They stopped in front of a bar called "The Merry Weather", cheekily named after their school. Jenny said "I think we deserve a drink. To celebrate our new friendship!". They headed inside - it was well-attended by likeminded students. Almost immediately, Jenny spotted some friends and Kara was absorbed into the group. They ate, drank and generally made merry well into the night. The drinking part required some serious flirting - and a nipple flash from Jenny - with the bartender since they weren't technically of age. Kara enjoyed the company and felt like she fit in. One of the other girls was in biochem as well (a sophomore) and, despite Kara being a freshman who hadn't even started classes, they found plenty to chat about.

Although they were there for hours, the time flew by. Both girls were drunk (well, Kara was drunk... Jenny was flat-out shitfaced) by the time they found their way home. As soon as they were through the door, Jenny kicked off her shoes, crashed face-down onto her bed, still fully-dressed, and fell asleep immediately. But Kara still had an itch to scratch...

Kara had a bit of an exhibitionist streak. She'd discovered it when it dawned on her that her neighbour - since her bedroom window faced the house next door - could see into her room, if he was so inclined to look. He couldn't see her bed, mind you - just the area between her dresser and closet. She wasn't bothered by it - in fact, she was intrigued by it in a way that she couldn't explain. It had always been enjoyable for her to be naked in front of others. She never minded when her mom would see her walking nude from the shower to her bedroom, and enjoyed showering in the girls' locker room. These were never sexual experiences for her - she just liked being naked and felt a unique sense of freedom in being able to be naked in front of others. But letting her neighbour "accidentally" see her was illicit. Was that what made it feel so thrilling?

After that discovery, Kara made a point to never close her blinds until it was time to sleep. The neighbour was diligent about pulling his blinds closed when he was in his room... but there always seemed to be a little gap. Enough of a gap to let Kara see if his bedroom light was on. Enough of a gap that he could peek through without attracting too much attention? Kara never investigated too closely - after all, she wanted him to watch. Curiously, he would leave the blinds wide open at night... but keep the lights off. Was he watching her under the cover of darkness, his view unobstructed? Was he masturbating to the sight of her naked body? She liked to imagine that he was.

At first, Kara would simply stay naked while in her room. But over time, she became more daring in her displays. She practiced fellatio on a dildo. Lubed up a toy before disappearing out of view. Tried on some particularly trashy lingerie that she'd ordered. One time, she went so far as to stand in profile to the window while reaching around back and pushing a plug into her ass, feigning an exaggerated look of pleasure. She wasn't particularly fond of assplay, but thought it would make for good viewing.

As she grew bolder and her inexplicable need to be seen grew, she started masturbating almost exclusively from a chair that she had angled to face the neighbour's window. I mean, at this point, he had to know, right? He had to know that she was showing off for him. Leaving the light on and the blinds open could be attributed to carelessness, but sitting in front of the window and stuffing a dildo into your cunt while your fingers circled your clit? Unmistakably a show.

So yeah - Kara had a bit of an exhibitionist streak... but it had been limited to showing off for that one neighbour. And he was easily avoidable, someone that Kara never needed to see in her regular life. But her roommate? Not so avoidable. Could she show herself to someone she not only knew but actually had to live with? Her nerves rattled, but deep inside Kara knew that answer was yes. She could sense that Jenny was someone who would understand her need.

But for now, as evidenced by her light snoring, Jenny was out like a light. Kara cleared her throat to see if she could stir her from her drunken slumber - but nothing. Was she happy or disappointed that her roomie was asleep? She couldn't decide, her emotions overlapping and leaving her with a conflicted feeling. The only thing that she knew for sure in this moment, clouded by alcohol, was that she needed to cum.

She didn't even bother getting properly undressed, instead just sliding off her jeans and panties before dropping onto her bed. Pulling her feet up and dropping her knees open, Kara exposed her pussy to the cool air of their dorm room. It felt good. She took a minute to enjoy the sensation. A gentle tingle took hold as the air met her increasing wetness. Letting a finger slid over her clit, her body shuddered. Kara slowly opened the drawer to her nightstand and reached in, but instead of her fingers encountering the familiar silicone or glass of her toys, she felt... paper? She pulled it from the drawer. Kara decided that using her phone's flashlight to investigate it was worth the risk of waking Jenny. She grabbed her phone, flipped on the light and read: "Nice selection. Maybe I can show you mine - J."

Kara's pussy flooded. She reached back into the drawer - whatever toy she grabbed first, that was what was going inside of her tonight. It was her glass dildo. It slid in without resistance, all the way to the hilt. She held it deep, adjusting to its girth, while she began to massage her clit. Soon she began fucking herself in earnest, struggling to keep her moans to herself. Within minutes she was cumming, her toes grasping at the bedsheets. The telltale scent of her arousal filled the room. As she came down, Kara noted that Jenny was no longer snoring and was now lying on her side, facing Kara's bed. It was too dark to tell if her eyes were open. She would fall asleep not knowing if her roommate had watched her cum.

Merriwether College

August 29, 2014, 9:14am

It was morning. Despite being the drunker of the pair at the end of their night out, Jenny was the first to rise. Her efforts to be quiet as she moved about were in vain, and Kara stirred at the sound.

"Good morning, sleepyhead," said Jenny.

"Hey." She smacked her lips. "My mouth is so dry. Too much booze."

"I've got you covered," replied Jenny, pointing to a glass of water she'd placed on Kara's nightstand.

"Aw, thanks. That's sweet of you". Jenny smiled.

"Happy to help. I've been there." Kara took a few sips, slowly waking. Jenny bent over and picked up a piece of paper which had fallen to the floor beside the nightstand. "I see you found my note." Kara blushed, remembering what the note said - she was both embarrassed and excited at the idea of Jenny browsing her toys. Jenny stood at the foot of Kara's bed and pointed at something. "I like the glass ones too". Kara's dildo was sitting atop the sheets. She had forgotten to put it away. New rule, she thought to herself: no more masturbating while drunk!

"Oh".

"Oh, indeed. Oh, oh, oh!" Jenny's sentence crescendoed and was echoed by an exaggerated orgasm face. She looked down at Kara and giggled. Kara couldn't help but laugh at her adorable silliness. The mutual laughter put Kara at ease and made her feel like she could open up a bit. She looked at Jenny and said, "it's a favourite, not gonna lie." Jenny smiled and nodded knowingly. She sat on the edge of Kara's bed. "Listen, I hope we're cool after yesterday. I would say that I'm a pretty open person when it comes to sex, but it's OK if you're not. I can keep to myself if that's better for you. More than anything, I want to be a good roommate and I want us to be friends." She looked at Kara expectantly. Kara replied, "no, it's fine. Really. I just wasn't expecting it."

"Fair enough. I guess that was a lot for the first day," she said with a giggle. "I was just kinda revved up from being back at school. I had a lot of fun last year. My summer was kind of boring so I was excited to get back to being myself - if you know what I mean." She winked.

"All good. I would say that I'm pretty open myself." Kara instantly regretted saying that second thing. "Oh? Do tell!". Jenny clapped her hands, pulled her feet up under her to sit cross-legged and locked eyes with Kara. She looked like she was expecting story time.

Kara took a deep breath. She felt that whatever she told Jenny would be well-received, but was nonetheless nervous to share this side of herself. "Well, there was a guy who lived next door. His bedroom window faced mine..."

She proceeded to tell Jenny about how she never closed her blinds, how she would spend as much time as she could naked in her room, and how she eventually graduated to masturbating for him. Jenny listened raptly. Kara noticed that she was squeezing her thighs as she listened. Jenny, wide-eyed, exclaimed "you little slut! That is so hot! You're making my pussy wet just thinking about doing half of that stuff."

Kara blushed. "You don't really think I'm a slut, do you?"


"Well, the fun kind. Not the desperate, trashy kind - the kind that owns her sexuality."

Kara knew that Jenny was complimenting her, even if she wasn't used to hearing someone talk to her in that way. Jenny continued, saying "Y'know, I feel like I'm not into girls per se. I don't want you to think that I'm just trying to get in your pants. I like fucking guys. But I do like showing off and I'll do that for anyone."

Was it too early in the morning to masturbate, Kara wondered? Because her pussy was heating up. She knew that she liked being watched, but she'd never really had the opportunity to watch someone else and the idea was turning her on.