The Roommate

"Okay, I'm in," I said, "Let's do it."

Her smile returned slowly, but was soon back at full glow. "You sure?" she asked, looking into my eyes. "You can think about it if you want. It is kind of crazy."

"No, if I think about it, I'll never make a decision," I admitted to her. "Let's agree to your offer now. I'm in. But what's in it for you?"

"Are you kidding?" she asked with a laugh, her smile now back to full glow. "It's SOOO much better with a partner. I get off so much quicker, I cum harder. Isn't it the same for you? Did you cum better with my hand just now, or did you prefer what you were doing before with your own hand?"

"It was better with you," I admitted.

"See, that's why this is going to be great." Without warning, while continuing to talk to me, Cassidy began unbuttoning and unzipping her jeans. "Even just doing it with another person is so much hotter. I rather you, like, even just be in the room and talk dirty to me than try to get off alone."

"What are you doing?" I asked as Cassidy pulled her jeans and underwear together over the swell of her hips and down her smooth thighs.

"I'm asking you now," she said with a smile. "If this is going to work, you have to be willing to hold up your end of the agreement. You have to be willing to do it when I want, not just when you want." She playfully kicked her jeans off over her feet and was suddenly naked from the waist down. "Besides, I got a little turned on feeling your cock pulse between my fingers and shoot all that hot cum into my hand. Now I want to see what you can do for me."

With that, she spread her legs, showing me her pussy for the first time. I'm not exaggerating, it was possibly the prettiest pussy I've ever seen. Her pale skin turned to a deep, healthy shade of pink at her pussy lips. Her sex was smooth and plain and totally bare of any hair. Her lips were small and neatly symmetrical. And she was spreading her legs for me.

I dove in head first at the invitation, leaping out of my seat. "Oh shit!" she exclaimed as my warm mouth closed over her soft pussy lips. My tongue slid up and down over her outer folds and I was greeted with a taste that was definitely feminine but much slighter than I was used to. My tongue bore into her hole, investigating the uniqueness of her pussy, and Cassidy's hands went to the back of my head, pulling me in as she moaned.

It wasn't just her outer lips, I confirmed with the tip of my wet, probing tongue. Her pussy didn't have the musky taste I was used to. I quickly found her clit in my explorations, and I circled it and rubbed over it with my firm tongue.

"Oh fuck!" she hissed from somewhere above me.

I was focused on that little nub, teasing it and rolling over it with my saliva. When I began to lick up and down insistently, Cassidy's body shuddered in response. My hands were now on the back of her bare thighs, pulling her pussy against my face as I eagerly explored her sex. My soft lips and warm mouth suckled on her womanhood as my tongue danced over her clit.

I sucked her little clit up between my lips and rubbed at it with both my tongue and my lips. Cassidy's back arched deeply, almost bucking my mouth off of her pussy as she moaned. She seemed to love it as I rubbed at her trapped little pleasure bud, so I did it again... and again... and again....

"Oh shit, I'm...." she moaned loudly. "I'm... cumming! I'm cumming! Don't stop!!"

I hummed as I held onto Cassidy's clit with my lips, rubbing gently and insistently, coaxing the orgasm out of her while her pale, smooth thighs shook around my head and brushed against my ear.

When her panting had returned to more normal breathing, I sat back down on the floor and looked up at Cassidy. Her face was flushed, and a big smile crossed her pretty face, framed by her red hair. Her eyes were closed, but as she felt me looking at her, she eventually opened them and her satisfied blue eyes looked back at me.

"That was quick," I teased.

"I thought you were going to use your fingers or something, most guys... don't like doing that," she responded.

"Well I do," I replied.

"Obviously!" she laughed again, her light, sweet laugh. "You're amazing at it. If I had known you were that good, I would have wanted us to do this a long time ago. Fuck, I came hard."

"Good," I said. "What do we do now."

She took in a deep breath and then retrieved her discarded jeans and panties from the floor. "Now we just keep doing what we normally do until one of us needs a little helping hand again."

----------

The new "arrangement" did not start off easily for me. Cassidy behaved as if nothing had changed between us. We hung out in the apartment as much as we did before, and it wasn't like we suddenly talked about sex all the time, or even more than before. So I went back and forth between being somewhat wary that we had this new deal between us, and sometimes forgetting that we had even made a deal.

Worse, I felt embarrassed asking for "help" from Cassidy. There were a couple of times when she was around and I got horny, a couple of times even when she made me horny. One Saturday night I remember her getting all dolled up, wearing a shiny little dress and heading out to a club. She spent a few minutes chatting with me in the living room, waiting for her friends, and I remember thinking how sexy she looked. It was a classy but low cut top that highlighted her big, round breasts and left the creamy tops of her cleavage exposed. And her red hair was all smooth and silky straight, her pale, toned thighs fully on display. It really turned me on. But Cassidy was just casually chatting with me as if she was clueless to the effect she was having on me. I didn't know what to say. "Hey, can you give me a quick handjob before you go out, your outfit has me really turned on?" seemed inappropriate. How did I initiate my end of the deal?

So I just sat there, waited until Cassidy left, and then went into my room and jerked off to porn. The whole time I was thinking about how firm Cassidy's breast had felt in my hand, and how soft her fingers had felt as she rubbed the orgasm out of me. Just before climax, I was kicking myself for not having spoken up and asked for her to do something. And when I came, I pictured myself buried deep in her pussy, her curvy, young body spread out beneath me.

Cassidy, on the other hand, seemed to have no problems asking for my assistance. The first time was a weeknight, where I was predictably hanging out on the couch watching tv.

Cassidy walked into the living room and said, "Hey, can I ask you for a favor?"

"Sure," I said.

"Well, you remember our deal? If now's a good time, I could really use your help getting off?" she said. She was very polite about it, but also very much to-the-point in her typical way.

"Oh yeah? Sure," I responded, getting up off the couch. "Where do you want to do it?"

Moments later, with little more spoken, we were on her bed with my head between her legs. Cassidy still had her t-shirt but was naked from the waist down, and my fingers were spreading apart her pussy lips as my wet tongue lightly circled her clit.

It was almost a pleasure to eat her pussy. Cassidy had such a light, almost indistinguishable taste that I had to seek it out with the length of my exploring tongue. And after several licks and flicks of my tongue over her sex, by the time I had identified her essence, she was moaning near a scream. I looked up at her from between her smooth thighs, bore in with my tongue on her clit, and concentrated on rubbing and flicking her sensitive little nub.

In very little time, Cassidy's back was arched deeply, her round breasts proudly thrust outward, and her eyes tightly shut as she rode the electricity of pleasure flowing through her body.

"Oh, there..." was all she managed, and then she was nearly screaming. I slathered all over her pussy lips and clit as she came, her soft, young body trembling around me, her moans flowing like one continuous noise out of the back of her throat while she orgasmed.

Afterwards, Cassidy quickly changed and left to meet friends. I masturbated that night remembering the look of overwhelming ecstasy on her pretty face... and my cum spurting between her gentle hands.

The next day, Cassidy didn't emerge from her room until 1 in the afternoon. I hadn't heard her come in the night before, so assumed she was sleeping off a long night of partying. When I did finally see her, she shuffled out of her room in sweat pants and a baggy t-shirt and headed straight for our kitchen.

I was sitting on the couch watching tv, and a little surprised when she plopped down into the seat next to me with a cup of coffee.

"Rough night last night?" I asked somewhat jokingly.

"It was fun, but too much tequila," she responded with a half smile. "Hey... I know I just asked you last night but... well to cut to the chase, you ate me out so good that all I could think about last night was how hard I came. Any chance you'd be willing to do that again to help wake me up this morning?"

We exchanged a quick look, my eyes searching her blue sparklers, and within seconds her pants were gone and I was back between her legs. I admired how toned her legs felt, taut muscle just below the skin as I wrapped my arms around them. Cassidy seemed to love me going straight for her clit, no messing around with nibbling or sucking on her pussy lips. She was writhing, her back arched as my soft lips closed over her hard little button and I sucked her nub up into my warm, wet mouth. Her red hair was a mess, framing her pink face and falling over her shoulders as she twisted her head back and forth while I attacked her clit with my wet tongue. She tasted a little more musty this morning, but as I bore down onto her pussy with my tongue, I marveled that I could still barely taste her.

I was so focused on thinking about Cassidy's lack of any taste that I had failed to notice her breathing growing ragged, her back arching deeply. I just flicked my tongue over her sensitive clit over and over and over, trying to taste her, until screams finally made me realize that I had brought her to the brink of orgasm.

"Oh SHIT!" she yelled, and then a deep, low grunt of "Unnnnnngggggghhhh" as she came. Cassidy's hips bucked against my tongue, her chest heaving, large breasts bouncing under her shirt, as she came. I kept steady, slippery pressure on her wet clit while she orgasmed, drawing out her moans as her orgasm subsided.

"You have a talent," Cassidy told me afterwards, and she quickly pulled back on her sweat pants and headed for her room. "I'm so glad we made this deal."

And she proved during the week that she wasn't just trying to tell me what I wanted to hear. Two days later, on Tuesday night, I went out for drinks with coworkers and returned home a little after 8. I found Cassidy sitting on the couch in just a t-shirt and bikini briefs.

She turned and smiled at me with her perfect white teeth and mischievous blue eyes and said, "Can I ask you to go down on me again?" Less than five minutes later, Cassidy was pulling my face into her pussy as she came hard while riding my tongue. Afterwards, I looked up at her, a sleepy smile on her slightly sweaty face, her chest red with arousal, and thought she could not have looked prettier.

Friday morning, I was about to walk out the door for work and Cassidy hopped up on the kitchen counter in front of me. She was wearing a short but conservative grey skirt, and a white button up top that clung to her big, round breasts. As she spread her legs, I realized she wasn't wearing any underwear.

"Can I get another wake-me-up?" she asked with a coy smile.

It took a little longer with Cassidy wearing her work clothes, forcing us to pause half way through so we could hike up her skirt a little higher. But it was kind of hot eating her out while she was basically fully clothed, suckling on her hard little clit while most of the rest of her was covered. I held her firm ass cheeks in my warm hands, pulling her pussy against my face, as she came on my suckling lips and wiggling, wet tongue.

Her face was glowing as I washed mine in the kitchen sink. "I love going through the day knowing that I already came in these clothes," she said to me as she pulled on some underwear and smoothed out her skirt. She gave me a quick kiss on the cheek as she walked out the front door.

Cassidy's sex drive was insatiable. I wanted to ask her to take a turn helping me get off, but couldn't quite muster the courage. I was so turned on from watching Cassidy's huge breasts shake while tightly encased by her button down shirt that I was on the verge of asking her to give me a hand job that Friday morning. But she was out the door before I got the chance.

Friday night I went out for drinks with my former roommate and we ended up going dancing with his new fiancée and some of her friends to celebrate their recent engagement. Some of the girls out with us were fairly attractive, and it got my libido going to watch them dance and shake their asses against me. I didn't get back to the apartment until almost 2 am.

Feeling tipsy and more than a little horny when I got back to my apartment, I decided to do what I had done a hundred times before. I fired up my computer, surfed the internet for some porn, and started jacking off. The apartment had been quiet and empty when I walked in, so I assumed Cassidy had been long asleep. I had my fully engorged cock in my hand, stroking my meat, watching a busty porn star deep throating a big dick on my computer screen, when I was surprised by a soft knock at my door.

I was still wearing my clothes from clubbing, very aware of the bulge in the front of my pants, as I cracked open my bedroom door. Cassidy was standing in the hallway, her eyes looking a little sleepy, wearing a large, loose t-shirt as pajamas.

"Hey Cassidy, what's up?" I asked softly.

"You just get home?" Cassidy asked, stifling a yawn with her fist over her mouth.

"Yup, you need something?" I asked, careful to keep my pants-filled erection behind the door.

"The power went out here earlier tonight. I had to reset my clocks, and my internet wasn't working," she explained. "I can help you get the wifi working again with your computer if you want."

"No, thanks though. My internet is working fine," I replied with a smile, hoping that would settle it and I could get back to finishing what I had started.

Cassidy looked at me questioningly, her big, blue eyes suspicious. "You're already online?" she asked. "You just came in a minute ago. What are you doing in there?"

"Just needed to check some e-mails," I responded, the smile never leaving my face.

Before I could react to what was happening, Cassidy had thrown a shoulder into my door and was slipping into my room. "You can't check e-mail on your phone? What are you up to?" she demanded as she confidently bulled her way into my room.

"Cassidy!" I scolded her. "Personal space!" I was genuinely shocked by her intrusion.

"Personal space my ass," she responded, "I came with your tongue in my pussy this morning, remember?"

She had already walked around to my desk and was looking at my computer screen. Her blue eyes quickly flashed back to mine, and then lowered to the noticeable bulge poking up into the front of my pants.

"Oh honey," Cassidy scolded.

Prepare to defend myself against to usual accusations that watching porn was a dirty a deviant behavior, I responded, "Hey, it's a totally natural thing."

"Of course it's a totally natural thing!" Cassidy responded, her hands going accusingly to her hips. "That's why we made a deal, remember?! You help me and I help you. Why didn't you just tell me, as soon as I knocked, that you were trying to get off in here."

I was speechless. My brain was scrambling trying to catch up to the many unexpected turns in events.

"The deal means I help you too, when you need it. Especially a talented, big tongue like yours," she continued.

Overwhelmed by trying to think through to an answer, my brain just defaulted to the truth. "I didn't know how to ask," I replied dumbly. "I didn't know when it's okay... like it's pretty late tonight."

Cassidy flashed me her sparkling, white smile. Slowly, she reached out and closed her small, soft hand over my fingers. She guided me to my chair and asked, "Were you doing it right here?"

She patted the seat, looking up at me coyly with her blue eyes from beneath her red hair, and I sat down. Then she dropped to her knees in front of me, her small fingers fumbling with my zipper and pulling it down. I could feel her soft touch as her finger closed around my still stiff pole, and she carefully pulled it free of my pants.

"Cassidy," I said, unsure of what to say next.

"It's okay, sugar, you just keep watching your video and I'll just show you how much better I am than your hand, and why you should learn to ask."

She turned around briefly, pressed a few buttons until the porn started playing again, and then turned back to me with a smile. Her bright blue eyes were looking up at mine, her big smile full of sparkling white teeth on her face, and her small fingers wrapped around the base of my cock.

"You have a really big dick, I don't know if I've told you that already," she said, still smiling. And then she leaned down and my aching cock head disappeared between her soft lips.

Cassidy's soft, warm, slippery mouth closed over the head of my member, her tongue circling teasingly around the head of my cock. Then she plunged down, swallowing more of my long pole than any woman had even attempted before, slid her tongue back up over the underside of my shaft as her head rose, and then plunged back down again, tightly enclosing my meat in her warm, wet cheeks. For the first minute or so, I actually watched the porno blowjob on my computer screen behind Cassidy, my brain tantalized by watching a blowjob while also receiving a blowjob. And Cassidy was very good at sucking my dick. Her tongue swirled my tip and her soft lips sucked over my sensitive skin, and her hot, wet mouth enveloped me.

I eventually realized I was being an idiot. I had fantasized about Cassidy blowing me, dreamed about it, wished for it. And now it was happening right in front of me! Her long, fiery red hair hung over her face, hiding most of what was happening, but it was still a dream to watch her locks tumbled back and forth while her wet mouth suckled on my cock. She suckled noisily and hummed as her wet cheeks slid up and down my throbbing pole. Cassidy looked up and me from beneath her hair, her tongue swirling again around my cock head and she held just the tip of my cock between her full lips. She smiled when her blue eyes met mine.

Her soft fingers began sliding up and down my meat along with her mouth, exciting so much of my erection that I knew I wouldn't be able to hold off for long. As her warm mouth sucked me and her slippery, soft fingers slid tightly over my erection, I felt the familiar tingles starting again in my body.

"Cassidy," I tried to warn as her warm mouth continued to slide up and down my pole, "I'm going to cum."

She never stopped sucking, never stopped jacking me with her small hand. Her mouth and her fingers slid up and down my sensitive meat, and when her blue eyes looked up into mine again, I exploded.

The orgasm was so powerful, I squeezed my eyes shut. But I could feel that Cassidy' mouth never stopped sucking me, her tongue coaxing the cream out of me by lapping at the underside of my shaft as I sent burst after burst of cum flowing into Cassidy's mouth. My toes curled and my legs strained with the pleasure of orgasm as I blew my load between Cassidy's soft lips.

By the time I came back to my senses and opened my eyes, Cassidy was looking up at me with a beaming smile and a twinkle in her bright blue eyes. She had clearly swallowed all of my load.