Diary of a Horny Student Ch. 23

23

Breakfast was interesting.

I had the day off, at least until I met up with my boss after closing, so I was in no rush when I went downstairs into my own family's apartment to start my day. I did my best not to make any noise, but my step mom Kelly was already up and in the process of making breakfast.

"Oh, hi, honey," she said in a flustered tone, with a big, surprised smile, "don't you have work?"

That smile. I had seen that smile in a whole different context the night before, watching one of Sandy and Don's secret sex videos. This one in particular just happened to feature my step mother Kelly taking two cocks at the same time and loving it. Despite the massive load I shot jerking off to it, I was still processing what I saw. Who I saw.

"Day off" was all I could muster. She smiled a nervous smile again and went back to her cooking.

I hadn't ever noticed her body, or thought of her as a sexual creature before (I mean she WAS my step-mom, after all), but after watching that video, it was all I could think about. Sweatpants and an oversized pajama shirt may have been her choice of attire this morning, but I knew what was underneath it.

"Do you, uh, would you like something to eat?" She said, with an unusually shaky lilt to her voice.

"Uh...sure..." I said slowly. She nervously kept brushing some strands of fallen hair back over her ear. Something was up.

"Great, no problem," she said as she started to dart around the kitchen, looking for things, but never seeming to find them. "Let me just, uh..."

She was distracted. I looked around the kitchen searching for something out of order, something to tip me off as to why she was acting so weird, when my eyes fell on the kitchen table. There were already two place settings out.

"Is Alex home?" I asked, trying to mask my suspicious tone.

"Nope, she stayed with a friend last night." She pushed the strands over her ear again. "Why?"

Before I could follow up, another voice came from the hallway. A man's voice.

"Mmm, that smells so good, babe!"

I saw Kelly scrunch her face up in an embarrassed, "busted" expression, and looked over to the hall to see Brian, freshly showered, walking in to join us.

"Oh, I..." he timidly offered as he saw the situation. He and Kelly shared a nervous look, and then he turned back to me. "Hey, Tim, how's it going?" He awkwardly offered his hand out and I shook it. It was impossible not to wonder where that hand had been the night before. Or even this morning.

"Maybe um--" Kelly began, but Brian quickly took the hint.

"Yeah, you know, I forgot, I gotta get going." Kelly and he shared another awkward look, he told her he'd call her later, and then he slunk out the front door.

Eyebrows raised I turned toward my step mom and watched her begin to turn a deep shade of red.

"So!" I said, sitting down at the table, "whatcha cooking?"

Later, in the shower, I couldn't stop thinking about the conversation Kelly and I shared over breakfast. She did her best to awkwardly explain the situation, but I assured her it was fine.

"I really didn't want you to find out like this," she had said, "I know you knew we were seeing each other, but..."

But she didn't want me to know she was fucking him. She wanted the chaste illusion she had painted for me for so many years to remain intact. Well...that was long gone, that's for sure.

"I just...I didn't want you to think it meant I had forgotten about your father, or that I love him any less. Because I still love him very much Tim, and I still love you very much too. I didn't want you to think less of me."

Imagine me thinking less of this saint of a woman just because she wanted to get laid. If anything I understood her more than she would know--my cock was basically driving the ship at this point in my life, and making my day to day very complex.

"I would never, Kel," I said, taking her hand, " I know that dad would want you to be happy. And that's what I want too."

"Thanks, Tim, that means a lot," she said, and kissed my hand. Kissed my hand with lips that no doubt were wrapped around Brian's cock last night. Replaying the conversation as I showered, my mind couldn't help but wander. Had he cum in her mouth? Did she swallow? Did she take him in her ass as well?

It was a strange feeling--I didn't want to fuck her, at least I didn't think I did, but I had a really hard time not thinking about her GETTING fucked.

I felt my cock start to swell, and quickly did my best to shake the thoughts, but the best I could do was turn them to Brian. What must it be like to fuck both a mother and her daughter? There was a disc labeled "BRIAN" in Sandy and Don's basket of home movies--was Kelly on that one too? I thought maybe I should check when I got back from training that night.

I shook off these thoughts, and finished my shower, balls still full. Kelly had suggested we go shopping for some college dorm stuff together on my day off, probably as a way to make up for what I had walked into this morning, and I didn't think I'd be able to look her in the eye if I had only minutes before pleasured myself to the thought of her writhing on a hard cock.

Toweling off I turned my head toward the window out of habit, hoping to catch a glimpse of Sarah through her bedroom window. What I was met with, however, stopped my toweling completely, as freshly hung curtains on her window now blocked any line of sight I had into her room.

I paused, worried for a moment, but then chalked it up to something that was bound to happen eventually. But even still, as I got dressed and headed out with Kelly, something about it didn't sit right with me.

Walking around the store with Kelly, I thought it might have been difficult to keep my mind off of her sexual exploits past and present, but I had some history with the store we ended up in, and that took up the lionshare of my mind.

We were in the store Christine worked in; the very store where she clandestinely led me to the changing rooms and sucked my cock until I came on her face.

It was a nice memory, one I replayed in my mind while Kelly was a few aisles away looking at towels.

"Hey, I know you!" I heard from behind me, breaking me out of my day dream.

Turning toward the sound I was greeted by the big, beaming smile of Talia, the voluptuous Korean girl I had met at Christine's pool party. I had been taken by her outgoing nature (not to mention the sway and jiggle of her considerable breasts and ass), and the evening ended with us exchanging online contact info which I had not as of yet followed up on. A lot had happened since then, and it wasn't exactly at the front of my mind.

"Oh hey!" I said, matching her bright energy, "how's it goin'?"

"It's good, I'd rather be out by the pool again though," she said with a kick of her hips. I could tell it was the truth. She wore a tight, zip up hoodie that held her breasts in a way to make me wonder if she had anything else on under it, and extremely short shorts that hugged her beautiful ass like a child hugs a teddy bear. Her thick legs extended down to painted toes in flip flops. Clearly this girl wanted to enjoy the sun, probably in as little clothing as polite society allowed.

"Yeah that was fun," I said casually, "hopefully Christine throws another party soon."

"Aw, what do we need her for?" Talia said with a suggestive smile, "I'm not enough company for you?"

I chuckled nervously, then tried to change the subject by asking what she was shopping for. That cheshire grin just came back as she held up a black, lacy push up bra and what I have to assume was the world's smallest bikini.

"Wanna help me try them on?" She said with a wink, nodding her head toward the changing rooms. Did she know what had gone on in those changing rooms? Was she serious? Or was she just being cheeky?

I chuckled nervously again, not knowing how to respond. My blushing face only made her bolder--if only she knew why I was blushing...

"Listen," she said, taking a step toward me, "don't think I haven't noticed you never messaged me" she began. I tried to make an excuse, but she cut me off. "It's fine, I get it. I know how guys get when they set their sights on "Pristine Christine," but I gotta tell you, you're barking up the wrong tree, boy."

I scrunched my face up in confusion at the nickname. She took another step towards me and her finger idly played with the string of her hoodie.

"Wouldn't you rather set your sights on someone who might actually SHOW you something?"

I was momentarily frozen for a few reasons. Namely because Talia was confirming my suspicions beyond just Christine that the church kids were all horny little fucks, and secondly because she clearly had no idea of Christine's true nature. To Talia, "Pristine Christine" was just the perfect little pastor's daughter, the paragon of virtue, not the erotically-charged cum fiend I had so wonderfully been experiencing as of late.

"Gimme your phone," she said, reaching for my pocket. I didn't stop her. She typed her number into my phone, then sent herself a text message. "There," she said, handing it back, "now you have no excuse. Gimme a ring sometime and maybe we can find ourselves a pool...or a jacuzzi..."

She popped the phone back into my hands, gave me a final smile and wink, turned and padded off. Her ass swayed delightfully beneath her tight shorts, and I couldn't help but wonder what it would look like while I fucked her from behind.

Good God these church girls were something else.

"So are you looking forward to the church camping trip?" Kelly asked me as we waited in the check out line.

The camping trip--God, there had been so much going on recently that I almost forgot about it. It would be the last activity I would do in our church's youth group before aging out and heading off to college to start my life. If you had asked me a year ago if I was excited I'd give a half hearted reply, but now the thought of three days in the woods with Christine and her raging libido sent some bulk to my dick.

"Actually yeah," I said with an involuntary smirk that I tried my best to hide.

"Yeah, it sounds like a good time. Are you excited to spend time with Christine?"

I felt my face flush immediately at the unexpected question.

"I, uh..." I stumbled, "...what do you mean?"

"Oh come on, Tim," she said with her own smirk, "you've been spending a lot of time with her lately; I know exactly what's going on with you two."

I flushed again. There was no way she could--

"You've got a crush on her, don't you?" she said with a motherly lilt.

I suddenly let out the breath I didn't know I had been holding, and instantly relaxed. I hadn't been savvy enough to dodge the speculations completely, but thankfully Kelly only had the most virtuous assumptions about my time spent with Christine. She had no clue about the wet, sticky truth.

But even so, I considered her question. Christine and I were good friends who had recently added a new, exciting layer of intimacy to our relationship, but despite all the physical exploits we shared, I had never fully considered my actual feelings for her.

"Yeah," I said slowly, coming to realize the truth of the situation, "I think maybe I do."

"How does she feel about you?" Kelly said, eyebrows raised

Visions of Christine covered in my cum, her pussy wet and spasming for me flashed through my mind.

"You know, I don't really know." It was true. We had never talked about it. We had our arrangement, but was I just a piece of trustworthy meat to her, or did she actually have feelings for me she wasn't ready to admit to? "Do you think I should ask her?"

"Honestly I don't know, honey," Kelly said, her response surprising me, "you're both going to different schools in the fall, and...it might not be worth the heartache." She had a far away look in her eye, as though she spoke from some lived experience. "The butterflies you get from puppy love and a good crush is fantastic, don't get me wrong...all I'm saying is you might want to leave it at that with her."

She had a point. Christine and I both knew when and where this was going to end. Was there any point to thinking any differently?

"I'd say for now enjoy your time together. Make good memories for the summer, but leave them at that--pleasant history you can look back and smile at."

She smiled a saddened smile and patted my hand again.

"Thanks Kel," I said, returning her smile. "Aren't you supposed to tell me to be safe or offer to buy me condoms or something now?" I said, lightening the mood. Kelly just laughed.

"Timmy, I hate to break it to you, but I don't think Christine is exactly the kind of girl a mother needs to worry about." We both laughed. I laughed because she wasn't wrong--my dick wasn't getting anywhere near Christine's pussy, and I knew that--but I also laughed because she had no idea where my dick had already been.

I loved Kelly. She was a great step mother. Infinitely supportive, endlessly kind; I was lucky to have her.

On my way to work training, I thought about what she had said, but it wasn't Christine I was thinking about, it was Tara. We hadn't yet talked since our mutual masturbation session the other night, but we desperately needed to. We needed to parse out what was going on, and where it was going from here.

I thought about what I would say if Tara said she wanted to be my girlfriend, and I found myself instantly saying yes. We were so close already, such great friends, clearly both hot for each other, and that body...good lord how I wanted to experience everything our bodies had to offer each other.

But Kelly's words rang loudly in my head.

I loved Tara, she was my best friend--was I prepared to potentially blow that up at the end of the summer just for a couple months of hot sex? And what about Christine?

I found myself overthinking things wildly. Tara and I were getting lunch tomorrow, and hopefully we could start to sort things out then. As I pulled into the parking lot of the closed store I found myself actually happy for the distraction.

Walking into my store, the rest of the crew was already gone. It was very empty, and at first I thought maybe I got the day wrong, until I heard a voice boom out from down the aisle.

"You're late, Mr. Miller."

It was Letty. I heard the clicking of her shoes before I saw her--a clicking that I was not used to hearing from her footwear. I turned toward the sound and saw her head gliding above the tops of the shelves, but it wasn't until the rest of her body cleared the end of the aisle that I saw the origin of the strange sound.

From the waist up, she was the same old Letty: severely tight ponytail, tightly pursed lips, long neck leading into a white blouse. But from the waist down was a real surprise: instead of the sensible khaki slacks and functional shoes of our work uniform, Letty wore a tight, black skirt that stretched 3/4 of the way down her thighs. Directly below was a tantalizing glimpse of bare skin that served as a buffer between her skirt and the source of the new clicking sound: shiny, leather, black, knee-high boots with stiletto heels.

"I said eight o'clock," she said curtly, crossing her arms across her chest.

"It's like eight-o-five!" I said back, looking at the clock on my phone.

"So you are five minutes late!" Letty clicked her way closer to me. Her hips swayed back and forth hypnotically beneath her tight skirt. She stopped in front of me, but only just; this was the closest I had ever been to her.

Her hand dropped down and snatched the phone from my hands. "You won't be needing this." She dropped it behind the lip of the nearby service desk. "From here on out I am in control, do you understand?"

"Listen, what the hell is this, huh?" I said, starting to get fed up with her bullshit. Letty took another sudden step forward, and now her body was practically touching mine; she was so close I could smell her. She smelled good.

"I said from here on out I am in control. You will listen to me, you will do what I say, and you will learn, am I clear?" she stared through me with piercing blue eyes. Her skin smelled like bubblegum. It was intoxicating.

"Yeah, I..." I found myself weakening to her assertiveness. "Yeah, crystal."

She took in a long, slow breath, and for the first time since I began working there I saw a smile pull at her lips. "Perfect. Now come with me."

She started off down the nearest aisle and my eyes fell immediately to her tight, pert ass. This was the proverbial ass you could bounce a quarter off of. I had no idea Letty had a body like this. And what was going on here? What was she doing, she never dressed like this. And she was being pretty intense tonight, even for her.

She turned the corner into her office, and waved me inside.

Her spartan layout left room for nothing but efficiency. A desk, a light, and a single chair positioned in front.

"Sit." she snapped. There was a certain heat coming off her now, and I swore I could see her nipples through her blouse.

I did as I was told.

"Tim, I have a certain set of goals I need to achieve here...certain needs to be met...and in order to do that, I need you to be able to follow directions. To be receptive to...training." She crossed her legs in front of her, and this time I was positive her skirt was shorter. "Are you someone who can follow directions?"

I was gawking now. My uptight boss was practically smoldering. I had no idea what was going to happen next, but I knew the answer to her question: "yes."

"Good." Letty uncrossed her legs and stepped her booted legs out to each side, riding her skirt up so almost her entire thigh was now visible. I felt the blood start to rush to my cock even before she said the next words: "on your knees."

"What?" I croaked out, swallowing hard.

"I said ON your KNEES." Her tone was assertive and strong. Her ice-blue eyes bore a hole right through me. I was helpless. I was nervous. I was hard.

I slipped off the chair and onto my knees.

"Crawl to me."

I hesitated. She did not like that.

"I will NOT tell you again."

There was no doubt that I could have gotten up then and there and walked out, quit, and never looked back at this bullshit job. That would have been the sensible thing to do, but of course there is nothing sensible about the brain of a horned-up 18 year old.

And so I crawled the short distance until I found myself looking up at my boss from between her leather stiletto boots.

"Good," she said, and ran her hand through my hair. It was almost tender, until I felt her grab it tight and tip my head back. "You are a slacker, Tim Miller," she said assertively, but not angrily, "and I am going to teach you how to do what you're told. I promise I will take care of you, but you are going to do whatever I say and answer to my every whim, and when you do, you're going to say 'Yes, mistress,' or you can leave right now. Are you willing to do this?"

I was in her total control. I could feel the heat of her body emanating off of her. Letty had transformed from uptight shift manager into smoldering sex goddess. There was only one thing I could say.

"Yes...mistress."

"Good," she said, a smile finally threatening to form on her lips. She was a spider and I was her fly. I felt her hand pull my hair tighter before giving me my first command: "Now, let's see what you're made of. You're going to lick my pussy now, Tim, and I am going to fuck your face until I am satisfied, do you understand?"

"Yes, mistress," I croaked out. I was hard as a rock, and my mouth actually began to water.

Letty smiled that slight, satisfied smile again and lifted the front of her skirt. She wore nothing underneath, and I was presented with her smooth-shaven lips, already swollen and wide with arousal. I felt a tug on my hair, and suddenly my lips touched the steaming flesh of my boss's pussy.