Diary of a Horny Student Ch. 26

26

The church youth group camping trip was in four days, which meant that I had four days to think, and more specifically OVER think, about what was going with Christine and I--where we stood, what we wanted, where we could possibly go from here, and what it all meant.

If you had asked me just a few days ago if I was looking forward to it, I would have ecstatically said yes, and then probably zoned out, daydreaming about sneaking off from the group to get frisky in the woods. I'd picture myself leaning against a large rock, the only audible sounds the chirping of the birds in the trees and the moans vibrating around my hard cock as Christine worked it with her sweet, wet mouth.

As I got close I'd suggest finishing in her mouth to avoid suspicion from the rest of our fellow campers, but then she'd pull off me with a hot gasp and demand I finish on her face. Hands stroking, my tip bobbing just above her lips I'd oblige, and with a stifled grunt and a hard deep breath I'd douse her in erratic white ropes.

Fully spent, I'd look down at the pastor's daughter, a smile on her cum-covered face, and be struck by how beautiful she looked covered in my seed. And how nicely the colors of nature complimented her smoldering eyes.

Or maybe she'd lay herself down among a bed of flowers, legs spread, her own petals on display and touch herself while I pleasured myself nearby. The bright colors would wrap her body in an erotic rainbow as she shook and shuddered beneath her fingers, her head turning to desperately suckle on the flared tip of my cock as she brought herself to orgasm. Then, just as her pleasure peaked, I'd join her, adding my own color to her face and neck.

Or maybe...just maybe...we'd sneak away at night and find a soft clearing where we'd lay naked and kiss. She'd feel my hard cock against her leg, and then with a look that said more than any words could, her thighs would spread open, she'd nod, I'd push, and finally I'd feel the warm wet embrace of her body envelop me completely.

That last daydream was new. We had rules. We had to follow them. I had thought I was fine with our arrangement, that we were just two friends helping each other out in an awkward time, but lately I'd felt certain desires creeping up on me. Desires for more, both physically and emotionally.

But now all those thoughts would likely have to stay just daydreams after the way we left things the previous night in my car. Something about the guilt I felt seeing her after spending the night with Kerri, about the way she feverishly attacked my cock with her mouth like she was trying to distract herself from something else...I wasn't sure exactly what happened, or why, but something told me we had crossed a line.

Getting physical with my best friend Tara, fucking my friend's girlfriend Kerri, getting dominated by my boss Letty--my love life seemed to be nothing but line crossing lately. What I had with Christine was supposed to be simple. Easy. The exception. But now something was different, and neither of us seemed to know how to handle it. I think something happened that neither of us counted on, expected or wanted.

We needed to talk, and I had four days to figure out what to say to her. Hopefully it wouldn't make the camping trip a total drag in addition.

Before I did that, however, I still had to get through four days of work. Four days of work where I only realized Sunday night that I had never asked for the following Friday off.

My boss, Letty, was not going to be pleased.

Monday was my first day back at work since I had "stayed late" with Letty, where I got a full education in what her management style was like if she didn't think you were pulling your weight. She was strict, it was true, but I can't say I hated the experience.

As I drove to work, my mind drifted to the previous Friday, and replayed the feeling of her pussy wrapped around my cock. It was the tightest pussy I had ever experienced, and every movement was as excruciating as it was euphoric. That's why it was so frustrating when she pulled off of me at the last second and denied me my orgasm.

But she had given me rules to follow, and I broke them. I deserved it. I was determined to do better next time.

I walked through the door, on time and ready to work, with a stomach full of butterflies. I wasn't nervous because I was afraid Letty would punish me again (on the contrary I kind of hoped she would), I was nervous because the one thing that was drilled into me the other night was that what I never wanted to do was let my mistress down.

She didn't even look up from her clipboard when I nervously greeted her good morning, offering a flat "morning, Tim," as she walked right past me. Once again dressed in conservative, unflattering company clothes, I still felt a twitch in my pants as I remembered what she had underneath.

"You're here early," Gina said to me as I breezed into the employee lounge, "looks like staying late the other night did you some good, huh? Her comment was accompanied by a cocked eyebrow above thick, smokey eye makeup. She leaned against the break room counter, her considerable curves fighting against the confines of the unflattering uniform.

"Yeah," I began with a short pause, "Letty helped show me..." I wasn't sure how to word it, "...the importance of following procedure."

"Mmmmm," Gina hummed in agreement as she took a sip of her coffee, "she has that effect on people." She shot me a wry smile, and took another sip.

I could feel her eyes on me as I sulked my way to the coffee pot. She knew something was wrong, I could feel it.

"Hey, you ok?" She said, "she didn't break you, did she?"

"No, no, it's fine, I just..." I paused to let out a big defeated sigh, "...I'm leaving to go on a camping trip this weekend, so I'm going to miss work on Friday."

"What's wrong with that? Camping is fun...if you're into that sorta thing..."

"I forgot to put in for the day off. I have to tell her today."

Gina choked on her coffee mid-sip as she chuckled at me.

"Oh boy, Tim," she said, composing herself, "You are gonna get it!"

"I know, I know. I'm just...trying to figure out the right time to tell her."

"Well, good luck pal," she said, slapping me on the back as she made her way toward the door, "I'm sure she'll figure out a way for you to...work it off."

I watched her leave, my eyes drawn down her slim back to the hypnotic sway of her hips, and wondered about her comment. Did she know what Letty and I had done? Did she have first hand experience?

The day itself was uneventful, and I worked my ass off, doing the best job I could as a way to hopefully lessen the blow of what I had to ask at the end of the day. My new found attention and focus at the very least kept my mind from wandering to the more complicated parts of my life. I didn't even have time to think about Christine, or Kerri, or Tara, because I was too busy thinking about what Letty was going to do to me.

The thing was, the more I thought about it, the more I realized her impending ire was starting to turn me on.

I watched the hours tick by and pretty soon it was quitting time. As the rest of my co-workers started to leave, I sucked it up, knocked on Letty's door, and told her what I needed to tell her.

She was less than pleased.

"This is very unprofessional, Tim," she said in a stern tone, "and very unfair to me, and to everyone you work with."

"I know, I'm so sorry, I just forgot"

"And you think it's ok to deny someone else their day off because you FORGOT?"

"No, I understand that it's not."

"So what do you suggest we do about it?"

She stood up from her desk, standing firm and tall. Her perfect posture pushed her chest out, and for a second I could have sworn I could see her hard nipples pushing through the fabric of her shirt.

"It's no problem, Letty," I heard Gina's voice pop in from the doorway, "I already told Tim I'd cover for him on Friday."

Letty and I both turned toward the door in surprise to see Gina leaned against the frame, an innocent look on her face.

"Is this true, Tim?" Letty said, glaring at Gina, eyes narrowed.

"Uh...yeah," I said, nervously looking at Gina myself. Like I said, more than anything else I didn't want to let Letty down, so I just went along with it, not knowing what Gina's angle was. "I was just going to mention that. I worked it all out with Gina, so you wouldn't have to worry."

I gulped hard at the silence that followed.

"Well," Letty said finally, straightening her pristine, white shirt, "if it's all worked out with Gina, then it's fine with me."

"That's great, thank you," I said, breathing a sigh of relief.

"However," Letty continued, causing my breath to catch again, "worked out or not, dropping this on your superior at such a late date is very inconsiderate, Tim." I felt a slight twinge in my cock as I knew what was coming next. "I'm going to have to ask you to stay late again tomorrow so we can discuss what being considerate looks like."

The hairs on the back of my neck stood up.

"Yes m--" I began, before catching myself. Letty's eyebrow cocked up as I almost blew the whole thing in front of Gina. "Yes, ma'am."

A dismissive hand wave was all she issued in response, and I gathered my things and headed out with Gina.

"Why'd you do that?" I said, as the two of us walked toward the exit.

"Because you're a nice guy, and I didn't want to watch you get eaten alive by the steel trap."

We both chuckled. It was a nickname we all had for our hard ass boss. If only everyone knew how true it was; I felt a tingle in my balls as I remembered how almost unbearably tight Letty's pussy was.

"And plus, now you owe me a favor!"

"Oh yeah? What kind of favor?"

"Yep," she said, a big cheshire grin pulling at her darkly-painted lips, "a big one." My mind immediately went to the gutter, but before I could conjure up a full fantasy of her plump tits jiggling as she rode me, or the purple of her hair catching the wind as her head bobbed on my cock, she followed up with "but for now you can start by giving me a ride to my other job."

I happily agreed, and we both piled into my car.

"A church camping trip, huh?" Gina asked with a suggestive tone as we drove. "Is it true what they say about those repressed church kids being secret, kinky

freaks?"

"No, it's nothing like that," I chuckled as I lied. We were friendly, but not quite friendly enough for me to reveal the truth about the pastor's daughter's cum fetish. "Just sort of a last hurrah before the older kids go off to college."

"Mmhmm," she said with a syrupy disbelief

"What, you got some inside knowledge or something?"

"Well," she began, her knees rubbing together slightly, "I dated a 'church guy' in high school."

"Oh yeah? And?"

"And he didn't want to have sex before marriage...but let's just say we found a loophole."

My cock twitched. I knew what that meant. Suddenly my mind was filled with the image of Gina, bent over, her thick hips flared out, eyes shut in ecstasy as her pious boyfriend pushed his cock deep into her asshole.

"Well, whatever you think it might be," I said, clearing my throat, "it's not that."

"That's too bad...the repressed ones are always the most fun."

We rode together in silence for a moment after that. I began to squirm a bit as visions of Gina's church-going boyfriend sinfully filling her ass continued to dance through my head. It dawned on me then that our situations weren't that different. We both had been entangled with people fighting between their beliefs and their nature, and it produced interesting results. I wondered then how Christine might feel about anal sex.

I needed to change the subject immediately.

"So what is this mysterious other job?" I inquired.

"Just something I do for extra cash," she said, pausing in thought for a moment. "What makes it so mysterious to you?"

"Nothing, really," I said, the heat being turned back on to me, "just that the last time I drove you you jumped out of the car at a weird place. Like maybe you didn't want me to see where you worked or something."

"Oh really?" Gina shifted her body, turning more towards me. I tried not to stare as her plump cleavage peeked out of her opened polo. It seemed like she was doing it on purpose. "I bet that just sent your imagination running wild, didn't it?"

It was true, it had. Maybe she was just a bartender, or a waitress, but maybe she was a stripper. Or maybe even some sort of prostitute! My horny teenage brain couldn't help but assume the most lewd possibilities.

"No, not at all," I lied, "it just made me...curious."

Gina eyed me, sizing me up. She cleared her throat, and then un snapped her seat belt.

"Well you were right to be suspicious," she said in a syrupy tone. She shifted her body close to mine. One finger began dancing on my thigh. "I wasn't sure if you'd be able to handle it."

I could feel her breasts pushing into my arm as she leaned her full lips in toward my ear.

"Do you want me to tell you about it?" she whispered, her hot breath causing the flesh on my neck (and incidentally my cock) to tingle, "do you wanna hear about all the things I do for money? All the ways I demean myself?"

I gulped hard, not being able to find the words to respond.

"Turn down this street here, and I'll show you exactly what it is I do."

I did as I was told, passing a few buildings before she told me to pull over. She kept her body close to mine, taking in my response to the situation. I, for one, despite all my recent sexual experience, was still intimidated by her at this moment. Intimidated and hard as a rock.

Her hand came up off my thigh and laid flat against my chest. She looked at me for a moment, then smiled.

"Get your mind out of the gutter, Tim." she said, patting me twice on the chest with the flat of her hand.

Gina then slid back toward the passenger door, gathered her things, and exited with a "thanks for the ride!" I was fairly disoriented, not knowing exactly what had just happened, when there was a tap at my window. I rolled it down, and Gina ducked her head down and said "and don't forget--you still owe me one!"

She winked, and I watched, still befuddled, as she made her way towards the building I had parked in front of. The sign out front said "Shady Acres Retirement and Assisted Living."

Gina entered, disappearing from view. I sat there in silence for a moment, still collecting my thoughts.

"Woof." I finally said, to no one in particular, "nice work, Tim. Yeesh."

I began my solitary drive home in silence, which did nothing to take my thoughts away from images of Gina, bent over on a bed or couch somewhere, moaning deeply as she took a hard cock deep into her ass. I wondered how many times she had done it. If it was just a means to an end, or if she liked it. If she still liked it. How big his cock was. If they used a condom. If he finished inside her, or if he pulled out to paint her thick ass. Or maybe those plump tits.

My mind then drifted to Letty, and to the "overtime" I'd be working tomorrow. Her nipples were definitely hard back in her office--I knew what was in store for me tomorrow. She was going to teach me a lesson, and I was going to enjoy it. I hoped I'd get to feel that wet vice of a pussy she had again. I hoped this time she'd let me cum. She was the one in control, but that didn't stop me from desperately wanting to bend her over and fuck the life out of her. But I wouldn't do that.

Not unless she told me to.

My cock was still rock hard through all of this, and I was dying for a release. I couldn't call Christine for obvious reasons, and I didn't WANT to call Tara, so that left only Kerri. I knew it was a bad idea, and I told her as much, but full balls can make a man do questionable things. Just as I passed her street, I decided to pull over.

Pulling out my phone I started a text message, and then quickly remembered that something like this was much more suited for our email exchange, so I drafted a new message to Just4thewatcherXOXO.

I stared at the blinking cursor. How the hell do you write something like this? Do I be subtle and clever? Do I be lewd and straightforward?

"I was happy to help you out the other night," I finally began, deciding on something that vaguely resembled code, "I was wondering if you needed my help again tonight."

I hit send, and then immediately started overthinking things. It had been barely 24 hours since we were last together, and here I was already asking for a booty call. It had to look desperate, right? And again, what I was doing here was wrong--i was betraying a friend, and actively looking to do it again. I was a piece of shit. I didn't deserve to--

My phone buzzed and my mind went clear. She wrote back.

"That sounds like a lot of fun, but I'm actually on my way out--we talked it over, and he's going to try and make it up to me tonight. Wish me luck! I'll let you know how it goes ;)"

My excitement waned, and I felt my cock begin to deflate. That's the trouble with being the other man--the other guy always comes first.

I headed home and spent the evening with Kelly, having dinner and watching TV. I had intended to catch up with her a bit, but she spent most of the night answering the ping of text messages on her phone, smiling and giggling at each message. I had a feeling I knew who they were from.

I caught a brief glimpse of Alex as she hustled out the front door, dressed for a Monday night as though it was Saturday. I hadn't seen much of her lately; she had definitely been enjoying her summer, and tonight was no different. I couldn't help but wonder where she was off to, and if the uncharacteristic choker she wore around her neck was any indication of what kind of night she had in front of her.

In the hallway I heard laughter coming through the ceiling from Sandy and Don's place above. I heard three voices at least, and for a split second I thought one of them sounded like Tara. My mind was clearly playing tricks on me.

I bid Kelly goodnight and headed off to kill the rest of the evening in my room surfing the internet. I wasn't looking for anything in particular other than a distraction, but I wasn't being honest about what I was trying to distract myself from. At first I thought it was Christine, then Tara, then Letty, then Gina, but I realized as I sat there stewing what I was trying to distract myself from was Kerri. From a feeling I wasn't quite expecting to feel.

Before I could pin it down, my email lit up, and I had a new message from Just4thewatcherxoxo. I opened it.

"Hope your night was more stimulating than mine was. He did his best, but it wasn't quite what I needed. You still around?"

For some reason, my reaction to this message wasn't to immediately jump into my car and head to Kerri's house, it was more...petty.

"Damn, I actually can't tonight anymore. Got roped into game night with my step mom!" I wrote back in a bald faced lie. Why did I do it?

"What about tomorrow?" She wrote back. My cock twitched, but I pushed her away again.

"Damnit, gotta stay late at work tomorrow." At least I wasn't lying this time.

"Ugh," she wrote back, "well, let's touch base again in a couple days. I don't know if I can go much longer without cumming." I felt a surge come back to my cock as I read the final words: "Here's something from tonight to tide you over till then. I'd love to see what you think ;)"

There was a picture attached. I opened it.

The first was a selfie, her camera held up high above her as she lay splayed out in a bed that wasn't hers. Her curly mane of black hair was spread wildly across her pillow, and her free arm fell across her chest, plumping up and presenting her glorious olive globes for my enjoyment. Her eye makeup was done into an impeccably sharp point, but the maroon lipstick she wore was slightly smeared past the edges of her lips.