John gets Alice- then back to John as Becca comes home

For almost 45 minutes I waited, alternating between sweating about my sister's sexy-but-concerning behavior and Alice's definite interest in me - at least as a friend!

Then, *buzz buzz*

I snatched my phone quick as I could and opened the text.

Alice--Awesome! Want to get lunch or something before class, maybe a coffee? (11:56 pm)

John--Yeah absolutely :) my first class is at 8 when's yours? (11:57 pm)

Alice-- 3:30 lol I have all afternoon and evening classes this semester, which rules btw. How about lunch then? :) u free at 1? (11:58 pm)

John--Sounds sick! I'll meet you in front of the cafe? Or is there somewhere else you want to go? (11:58 pm)

Alice--cafe's perfect, see you there at 1 (11:59 pm)

John--alright cool :) (11:59 pm)

John--i'm done with classes tomorrow at 3, want to give me a tour then? (12:01 am)

Alice--sorry lol like I said I actually have a class at 3:30 but I could make some notes for you ;) (12:02 am)

She winked. WINKED! I was so in! And even after that mess-up with her scheduling, never my forte. God she was really cute. I thought about the feel of her tit again. If I got a girlfriend-whoah slow your roll there John one step at a time.

John--perfect! ;) It's like you'll be my devoted redheaded personal assistant, who's pretty dang cute too (12:04 am)

And then nothing. For minutes and minutes I waited, sure that she was about to friend zone me, but I gave myself props for putting myself out there.

But then--

Alice--yes I will, boss (12:24)

Alice--see you at 8 actually (12:25)

Alice-- I'd better get some sleep then (12:25 pm)

Umm

John-- haha ok great see you at 8? (12:27)

Alice-- you got it boss, night :P (12:28)

John -- Night (12:30 pm)

I scratched my head and opened back up the text from Becca.

_________________________________

Earlier that morning this dorky/cute guy had saved my life. He was in my University in the same Lit department. He didn't need to know that the reason I had been distracted was my avowed interest in Pirate Erotica, Captain Matthews' Mizzenmast would have to wait.

I giggled as I read John's text.

John--i'm done with classes tomorrow at 3, want to give me a tour then? (12:01 am)

I sighed. This cute excitable boy. I would have been a little annoyed at his lack of attention to what I had already told him about my schedule, but he was a special case. This guy had literally saved me from instant **** by bus. He gets a pass. Also cuz he's cute. I giggled again and typed.

Alice--sorry lol like I said I actually have a class at 3:30 but I could make some notes for you ;) (12:02 am)

I smiled then, it wouldn't be too hard to write up a funny little guide to the Lit Department. It actually sounded pretty fun and maybe he'd be impressed. I'd have all morning to work on it and I'd hand it off to him with an air of importance, but it would be mostly jokes.

John--perfect! ;) It's like you'll be my devoted redheaded personal assistant, who's pretty dang cute too (12:04 am)

What? I frowned, I hated being identified by my hair color, every naturally red-haired person did. But I was redheaded. I noticed my pussy tingle and I put my phone down for a sec, trying to think this through. There was something really important about what John said.

I stood from my desk and walked to my apartment's small bathroom. In the mirror was me, a redheaded girl who's pretty dang cute. My hips bucked against the sink but I ignored the growing tension in my loins. I was wearing that same dusty black shirt from earlier and I noticed my nipples standing at attention. The rest of me was clad in only a pair of panties, also the same ones from earlier. I smiled at my reflection, I did look pretty dang cute. Messy red hair, green eyes, soft feminine features and little button nose, when I smiled my cute lips made my whole face light up. I happily considered my reflection as my left hand found my F cup boob and began to caress.

I briefly passed my hand over my quickly warming pussy but I didn't have time to think about it, there was much more to consider.

I returned to my room quickly and shut the door, hoping my roommate Keisha wouldn't see me rubbing my boob. But that was only a half thought. You see, I needed to be devoted. That means loving, committed, and loyal. I got up on my bed to continue thinking as my hips bucked once more, I didn't even notice my right hand had joined my left in rubbing my tits, though it felt excellent. And when my shirt came off, it was an afterthought that made sure it landed in my hamper.

I was certainly devoted to school, and to myself and my family, but that wasn't all. My hard nipples practically sparked as my hands travelled over them and I gasped, hips bucking again. I will be his personal assistant, his helper with the mundane and tedious tasks of scheduling, correspondence, errands, note taking, and more. My hands were reaching for my bed pillows. I ignored them as I rose to my knees and gathered said pillows under me, loins quivering, and I let out a whine as my hands returned to the pleasure pillows on my chest.

But of course, I was his devoted redheaded personal assistant! And that meant that I was loving, loyal, and committed to him. And... that meant that he was my boss. I panted the word "boss" aloud and repeated it a few times, getting used to the sound. My bed was creaking in a steady rhythm for some reason, I noticed, as I arced my back and stared up at the ceiling. "Bossss!" I gasped, but what did being a redhead have to do with it?

When people thought of redheads they thought of spunky, adventurous types, tough-yet-feminine and a little wild, mysterious maybe, like an Irish princess or something. I don't know I never really got it. But there was one stereotype that I did understand. Well, sigh. I humped my pile of pillows with steady urgency, grinding my hot snatch against the fabric and fluff. He probably was under the common impression that redheads are all wild in bed. I hated that stereotype, being a virgin and all, but he wanted a redheaded personal assistant. I moaned aloud because I was thinking so hard, and my hands squeezed my breasts, massaging them and pinching the nipples. I would just have to be that. Wildly out of control when I choose to fuck or kiss, a stereotypical redhead I would have to be in that way.

I didn't think he'd mind. That thought brought my attention momentarily to my wet pussy and I thought, 'that's my redheaded pussy.'

Suddenly, things seemed to shift in my head and that rhythm I was ignoring picked up in pace and volume. "Booossss!" I moaned louder, God that sounded right. I continued moaning, out of control passionate redhead that I must now be, as my voice rose in pitch and volume, "Boss, boss, BOSS, B-" the feeling of my nipple entering my mouth barely registered as I moaned around my tit.

The heat in my vagina was a fire now and it sounded like my bed was trying not to break. Creak creak creak. What was up with that? No time. More to consider.

At long last one of my hands finally found my vag. I gasped, causing my nipple to fall from my mouth and my body then fell forward, desperately humping my pillows as I drove my face into my sheets.

Consideration is hard work.

What did it mean that I was pretty dang cute too, in the context of being his devoted redheaded personal assistant? Grammatical errors aside, it implied that my cuteness was not front and center, but rather something to be noticed. "Oh boss oh fuck boss" I moaned unawares into my mattress. That made some sense, a personal assistant was a professional first and foremost, being pretty dang cute was just the icing on top, that which separated me from other personal assistants.

Something still didn't add up though, what is this dang business it was almost as if... Of course! I was the kind of cute that was wholesome and would never curse or use bad language. Automatically I switched gears, "boss ohh sex and lovemaking oh gosh oh gee whiz" I cooed, face still pressed against my bed.

There was an instant when time seemed to stop and I felt my hips rise high up into the air... Only to come smashing down, entangled fingers and all, into my now-soggy pillows.

Then it all made sense, I'll be his devoted redheaded personal assistant, who's pretty dang cute too. My entire body bucked and spasmed as I came all over my pillow pile, my juices soaked them even as my hands scrabbled for my phone.

Sticky fingers flying, I typed out a response. It's so important for a professional like myself to be prompt in communication.

Alice--yes I will, boss (12:24)

I WILL be his devoted redheaded personal assistant, who's pretty dang cute too!

But gee whiz, I sure had a lot of work to do. I promised him a report on the professors and the Lit Dept in general, and his first class was at 8? I set my alarm for 5:15 am. I had to be there on time to assist him. It didn't sound like our schedules overlapped at all, which was good. I could assist him all morning and then attend my own classes in the afternoon and evening.

I texted him again, so he wouldn't be surprised to see me.

Alice--see you at 8 actually (12:25)

Holy sh- holy guacamole! It was late I'd better get to work on that report for him. Guess I would be tired then but if I worked hard I would get 2, maybe 3 hours of sleep. But I didn't want Boss to know I was so under prepared. I resigned myself to a little white lie, just to look good for my boss.

Alice-- I'd better get some sleep then (12:25 pm)

I picked my sweaty, satisfied ass up off my bed and sat at my desk clad in only my sweat and sopping panties. On my laptop I opened a new Word file, "The Lit Department: An Overview"

John-- haha ok great see you at 8? (12:27)

Alice-- you got it boss, night :P (12:28)

John -- Night (12:30 pm)

As I typed, my hands would occasionally wander and I'd find my thoughts drifting to John, my new boss and I'd have to fight that redheaded impulse to just go wild on myself. No time tonight for anything like that! I hoped he was having a restful night's sleep.

_____________________________

I looked at the pic of my sister's tits and her sweetly smiling face, like it wasn't sexy for her but rather a favor. What game was she playing?

I went downstairs, noticed my father snoozing on the couch, and crept back up stairs with the last slice of pizza.

Not long after, Becca came home.

First, I heard her shitty car pull in and turn off. The door opened and shut. Then the front door. Some murmurings from downstairs. The sound of my Dad's sleepy footsteps heading to the bathroom and then bed.

After that all was quiet and I began to doze, wondering if I would suddenly awaken from this strange dream of a day.

And that was the moment Becca struck. She didn't knock this time and I became aware of her presence as she softly closed the door behind her. "John?" She whispered.

I thought about pretending to be asleep... or dead. But that was dumb, I grunted out a "what?"

Soft steps on my floor, and then the light turned on. There stood my gorgeous blonde sister, still in her work clothes, looking fucking fine as hell, smiling at me like she had a secret. A nice and friendly secret. I didn't trust it for one second.

She reached into her back pocket, turning slightly and showing off her long legs before pulling out a wad of cash. "These are my tips from tonight, John." She looked at bills with a wry smile before placing it on my desk. "I want you to have them." She smiled at me.

I stared. "Whyyy?" I asked, trying not to make too much noise.

"Don't worry," she chuckled "Mom and Dad can't hear a thing from your room, trust me. And they're asleep anyway."

"Oooookay?" I could see her nipples through her tight white top. What was going the fuck on right now?

"And I want you to have them, silly, because you're my brother and I want to do nice things for you. So, here's 69 bucks," she beamed and then continued as though my gobsmacked expression didn't convey my confusion. "By the way," she asked conspiratorially, "did you get my texts, John?" And then pulled her arms behind her back and crossed her legs. Was she sticking her chest out at me?

"Which ones?" I inquired, not quite able to believe this situation. I sat myself up in bed a little bit.

Becca took a step towards me and I tensed. "The ones that look like this" and she lifted her shirt over her head and tossed it on my bed. My jaw dropped for the second time that day. She wasn't wearing a bra. Her big tits were right there, I tore my gaze up to her face and saw her smiling kindly towards me, like she wanted me to look.

Becca began to move closer and before I could say anything she grasped my head in both her hands and looked me in the eye. "I want you give you a gift." And before I could make more than a tiny sound of surprise, she enveloped my head in her tits.

It was incredible. The soft flesh immediately sent a jolt to my groin and my much abused cock roared back to life. She was breathing heavily, too and I was about to pull back but gentle pressure from her hands kept my head between her glorious mounds and she began to speak in a breathy voice I'd never heard from her before.

"John, it's ok that you like to look at me. I like it, I really really do." Her voice rose in pitch slightly. "And I just want to apologize for ever ever being mean to you." She began to reach under my covers with her hand and found my dick, hard as a rock. "Oh John, you're such a mature adult now. And I support you in all of your mature adult activities, whether it's ogling me or my friends or playing video games for hours on end or jerking off all day and night." She pulled her beautiful tits away from my face and I longed to return to their amazing embrace.

"Becca what-" I tried to say but she shushed me with her finger.

Slowly she knelt down and began stroking my cock. "You're big, you know." And then she winked at me. "I just want to say that - I mean what you said to me earlier..." She looked at me expectantly but I just stared back uncomprehending. She gave me that sweet chuckle again and reached for my hand with her free hand, the one that wasn't currently pumping my cock, and placed it on her exposed boob.

Holy shit. It hit me. My sister, my hot bitchy sister, who despises me because she's the only one with any inkling of my perversion, who hasn't stepped foot in my room in years, was on a her knees giving me a handjob and encouraging me to fondle her pert breast. A DD I knew from laundry.

I started to speak again "Becca I-" she shushed me again before returning her hand to rest atop mine, which was currently awkwardly cupping her boob. With her hand, Becca began to guide me in fondling her as she slowly pumped my dick up and down.

"John what you said to me earlier, about not being so mean and all? Well," she gave my dick a little squeeze and began to speed up, "I really took it to heart."

The entire world seemed to turn upside down. The man from earlier. No. No. No. It was like the bass dropped on reality, this wasn't possible.

She closed her eyes then and seemed to focus on the sensation in her chest, adjusting her kneeling posture she brought her magnificent titties closer to me and I was shocked to discover that there was something else on my mind.

I continued to massage her breast as she continued to glide her lovely hand up and down my member. "So what you're saying is that when I saw you earlier, when I came home, and I blurted out that you shouldn't be so mean," her entire body shuddered and her face and chest flushed slightly, breath slightly ragged, "you decided to take that to heart and- and- this?" I gestured to her naked bosom and the undulations her arm was performing under the covers. "This is what you decided to do about it?"

She just smiled and said, "Yes John, like I said, I really took it to heart."

Two seconds later I came and Becca grinned at me like a cheshire cat as she drew back the covers and pumped ever last drop all over her hand until I was spent.

I told my sister to be less mean after she caught me ogling her and now she is proactively helping me cum. I had power. Holy shit I had so much power. I could suggest anything to anyone- What did the man say? Once a day? I could live with that...

She gave my deflating member a pat and looked around for a moment as she held up her hand. "Umm do you have anything to- oh!" She plucked something from the side of my mattress and to my horror i saw Becca holding Becky Sock. And then she was wiping her hand with the sticky, cum filled sock. I hadn't washed it after my marathon jerk session and it was still sodden with my jizz.

"Jeez John I think this sock is spent, wait is this mine?" She shook her head ruefully, "you know I had a feeling you had this. Next time just ask" Her tits jiggled as she wiped.

"Sure Becca" I said, coming out of my daze.