Diary of a Horny Student Ch. 10

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A small detour into the night Alex lost her virginity.
6.4k words
4.66
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Part 10 of the 33 part series

Updated 12/29/2023
Created 04/01/2022
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10

It was Saturday night, and his cock was hard in my hand. I hadn't had the pleasure of a ton of cocks in my life, but as a college freshman, away from home for the first time, I was looking to change that. In fact, I hadn't had the REAL pleasure of any cocks at that point, as I was still a virgin. I had given my share of hand and blowjobs, and one time even let a classmate fuck my tits on a bet at a party, but I had yet to go all the way. It wasn't an ethical thing, or a religious thing, or anything, I just hadn't been too thrilled with my options up to this point, and tonight was no different.

I wasn't going to fuck this guy, but that didn't mean I didn't want to have fun in other ways!

It was the weekend of my nineteenth birthday, and I was horny as fuck. Focused as I had been on my studies, I didn't have much time to devote to carnal pursuits, and this weekend, my roommate Claire and I decided to try and change that.

An average height with a little extra padding, I was what you'd probably call "curvy," but despite the prerequisite dissatisfaction and self consciousness that every young woman has with her body, I knew I had what the boys wanted; it was just a matter of flaunting it long enough to catch the right one. It's not like I had never hooked up with ANYONE before, and I learned quickly that college boys were easy marks. So I put on some smokey eye make up, painted my full lips, hoisted my D-cup tits high and wore my tightest jeans as Claire and I hit the town to celebrate.

Claire was no slouch either. A short, gorgeous, Puerto Rican girl, Claire fit a big personality into a minuscule body. She didn't have too much in the way of tits, but that just meant she knew she could turn heads by not wearing a bra. And besides, she knew exactly where her strengths were--she may have been tiny up top, but below the waist she was what you might call "thicc," and she knew how to use it.

I may not have had much luck in the dick department, but I couldn't say the same for Claire. Most of the time we coordinated well enough to make sure we each had the room to ourselves if the need arose, but there was more than one time when I'd be awoken late at night as Claire came back to our room with a faceless guy. I'd pretend I was asleep, so as to not ruin their fun, but the sounds of their gasps and grunts as Claire would take a deep dicking mere feet from me were more than my horny self could handle. I'd quietly snake my hand down between my thighs to find my pussy drenched and in need of release.

My fingers would run quietly and quickly over my wet lips, zeroing in on my throbbing clit, and I'd live vicariously through Claire as she enjoyed the benefits of college social life. I learned through these erotic experiences that despite always using condoms, Claire never let her men finish inside her. and as she sensed them growing closer to climax, she would repeat the mantra "Cum on me--I want you to cum on me." Hearing that command they would start fucking her even harder, until pulling out right at the last second, ripping off their condom, and showering her body with their hot load.

It became a trigger for me as well, and as I rubbed my clit listening to her fuck, I'd always hold my own orgasm until I heard that command from her. I couldn't see it, but hearing her men grunt and groan, and picturing them spurting all over my hot roommate made my own orgasms more intense than I had ever experienced.

But tonight the room was mine, and after some coy flirting and just enough drinks to make things interesting, I had left the bar with a tall surfer-type named Jared. He had a nice smile and a tight body, and he made sure everyone knew it. The top half of his short sleeve button down was left open and flapping in the wind, exposing his hard pecs to the eyes of every onlooker.

We had both lost our pants somewhere between the door and the bed, and began to grind underwear-clad genitals against each other as we made out. Reach up I popped the front clasp on my bra, and the cups fell to the sides. My nipples were hard as rocks beneath my blouse, which hung erotically from their tips.

I felt my pussy gush as Jared grabbed both my big breasts, squeezed, and then leaned up to take one of my hard nipples into his mouth through the fabric of my top. I had decided at the bar I was not going to fuck this boy, but I fully intended to use his mouth and his hands for everything they were worth.

I say "intended" because in my wanton horniness I forgot the first rule of hooking up with college boys: make sure YOU cum first.

As Jared gripped and kneaded my swollen tits, my hand drifted down over his hard pecs and tight stomach, until I reached the hard protrusion confined by his boxer briefs. I gripped it through the fabric of his underwear, and could feel his heat as he twitched in my hand. I slipped my fingers under the waistband, and felt one hand leave my tits as he helped me shimmy his shorts down enough to let his cock and balls breathe free.

His cock wasn't as big as his ego, but it was nice. I watched it bob to and fro as he shifted his body, always straining due north. This boy was hard as a rock, and his cock was practically screaming to be touched, so who was I to refuse?

My one free hand reached down and rolled his balls around eliciting a groan from Jared, and a tighter grip on my tits. Then, giving my hand a long, wet lick, I wrapped my fingers around his aching shaft and began to pump at a mid-tempo, deliberate pace.

I had plans for this cock. It was my birthday, and I wanted to play. I wanted it in my hands, in my mouth, maybe even between my tits, and I was going to make Jared work for it. I was going to make this boy remember me.

At least that was my plan, until after a mere 20 or 30 strokes I felt Jared's body start to jerk, heard a deep "HNNNNNGH" fight its way out of his throat, and I looked down just in time to see one high pop of stringy white cum shoot out of his cockhead, followed three or so more underwhelming dribbles roll down over my hand. I kept pumping slowly out of courtesy, but I would be lying if I said I wasn't disappointed.

"Wow, babe, that was amazing," Jared said as his whole body relaxed, including his grip on my tits. "You got something I can clean up with?" He said, making himself comfortable against my pillows.

"Yeah hold on, I'll be right back," I said in my sexiest voice, "I'm not finished with you yet!" I padded my way over to the bathroom, shimmying my ass as much as I could to keep him enticed for round two, but when I returned with a hand towel, Jared was already asleep. Of course he was.

Wiping his cold cum off my hand with the towel, I then threw it onto his spent, glistening, shriveled up noodle of a cock and went over to Claire's bed to get some sleep myself.

I awoke the next morning as Claire returned home from her own overnight escapades. She brought with her three cups of coffee, but Jared was already gone. I regaled her with the details of my encounter, and she was excited and giddy to hear it, but when I got to the punchline, she got visibly angry. Narrative blue balls.

"You gotta be fuckin' kiddin' me!" she exclaimed loudly, throwing her hands up in the air, "It was your goddamn birthday, and this motherfucker nuts before you even get your panties off?"

"Sure did," I laughed, her animated frustration tickling me.

"That is unacceptable, girl, just un-ac-ceptable!" she proclaimed. I could tell she was heated because her night must have gone very differently than mine. She had the glow of a girl who just spent the night getting properly fucked, and only one earring on. "You listen to me, Allie," She was the only person who ever called me Allie--it was a nickname she gave me on the first day of college, and the term of endearment stuck. "Next weekend, you and I are going out again, and you're doing your birthday over. You are gonna get that dick, you are gonna love it, and it's gonna change your life!"

"Hell yeah!" I exclaimed, and we both started laughing. Claire started to strip her pants off in preparation for a shower, and I couldn't help but stare. Thanks to one awkward encounter with a friend, I was pretty sure I was solidly straight, but Claire had the kind of body that made me second guess myself.

Looking at her fat, plump ass, a thin fabric line from her G-string the only clothing covering it, the morning sun highlighted two dry patches, splotches, splatters, that crested the side of her butt cheek and extended onto the small of her back. Looks like she missed a spot.

My pussy grew wet.

"Hey, if you see my other earring, could you grab it for me? It musta fallen off on my way in" she said, taking off the remaining earring, a cute, dangly, golden feather, and grabbing her towel.

While Claire showered, I couldn't help but finish what I had started last night, although I wasn't thinking about Jared and his sputtering cock as I rubbed my pussy. I thought about Claire, bent over on her hands and knees, getting fucked hard from behind. I thought about her giving her command to finish--"Cum on me...I want you to cum on me"--and then of her lover for the night pulling out of her sopping wet cunt, tearing off his condom, and painting her cheeks and back with hot semen.

I felt my pussy start to spasm on my hand, and I covered my mouth as the shockwaves of an epic orgasm pulsed through my body.

The week began, and I felt like it would never end as I bopped from class to class across campus. I tried to focus on my classes, but all I could think about was the weekend. Would it really be the night I finally lost my virginity? I didn't really think so, but the thought did fuel a much-needed, mid-week masturbatory exploration after Claire had fallen asleep.

Finally the weekend came, and Claire and I began to get ready to go out and get me some dick. I pulled out the sluttiest clothes I owned, but when Claire saw what I had chosen, it was met with a boisterous "No, no, no!"

"What, I thought I was trying to get some dick?" I said, giving a little shimmy as an accent.

"Anyone can get some janky-ass cock dressed like that, Allie," Claire responded, heading over to my closet, "your goal is to get some GOOD dick, girl, some dick you'll REMEMBER."

Claire pulled out a big sweater that was definitely cute, but definitely did nothing to accent my curves. "You're gonna wear something that makes them work for it!" she exclaimed.

"Whatever you say, Claire!" I gleefully agreed. This was all a strange experiment anyway, and I trusted Claire, so why not go for it? We compromised a little bit, and she allowed me to wear some form fitting leggings that showed off my ass and fed into some ankle-high leather boots. We looked good, and we hit the town in search of some "good dick."

In our travels we met plenty of guys, but most of them ignored me and focused on Claire. Claire, unlike me, was under no dresscode guidelines, and wore an ensemble that screamed "fuck me." At first I thought it was unfair, and that maybe she was playing a trick on me, but as the night wore on I realized she was the first test - any guy who was drooling over her was definitely not the right one for me tonight.

Later in the evening, as always, we ended up at our favorite bar, The Perfect Party. It was a place where we were known, a place that felt safe, but also a place where I wasn't expecting to meet anyone spectacular. That was where I had met Jared, and Jared was generally the kind of guy you'd expect to meet there.

I sat at the bar, watching Claire dance with three guys at the same time, and honestly my feelings were a little hurt. Even though I was dressed conservatively, I thought I still looked hot, but Claire was the brightest star in the room, and the guys I did meet weren't exactly lighting my fire.

I had just begun to lose myself into doom scrolling on my phone when I heard a voice from in front of me. "Can I get you another one?" he said. Looking up from my phone I expected to see Raul, the owner, or maybe Terry, the usual bartender, but this was someone I had never seen before. He was tall, he had sandy hair and a 5 o'clock shadow, and he was gorgeous.

He was obviously older too. He looked to be about mid-forties, by the way gray speckled his stubble, and he had very cute smile lines around his mouth and eyes that crinkled up as he flashed me a grin.

"You're not Terry," I said, wanting nothing more than to engage with this hunky older man.

"No, I'm not," He replied, flashing me another smile, "I'm in from out of town, helping out Raul while Terry's away." He extended out his hand toward me. "I'm Brian."

"And this is Allie!" Claire bellowed from behind me as she sidled up to the bar next to me, "shake the man's hand Allie!" I took Brian's hand. His grip was strong, but also gentle. I felt a trickle begin in my loins.

"It's Allie's birthday, Brian, so you better treat her nice!" Claire said as she whisked a new drink off the bar top, and turned to return to the dance floor. She looked at me, bounced her eyebrows suggestively, and mouthed "have fun!" and then disappeared back into the crowd, leaving me alone at the bar. Alone with Brian.

We chatted as he worked, and I watched him as he engaged with the other patrons, whipping up drinks and banter. I found myself starting to get a bit jealous as I noticed a lot of the girls coming up to the bar clearly flirting with him. They'd bend over and offer him looks down their tops, or brush his hand with theirs as they picked up their drinks. He'd smile, and play along, but he'd always tick his eyes back over to me and make a "help me!" face which would make me giggle. Every girl there wanted his attention, but he kept his attention squarely on me.

I drank slowly. I wasn't trying to get drunk. Tonight I wanted to be...present.

The night wore on and the crowd started to dwindle, but I never left my seat at the bar. Claire had left long before, taking home a bespectacled bookworm. She said he wasn't really her usual type, but she felt like rocking someone's world that night. She squeezed my thigh, gave me a sultry "have a good night--I know I will," and trotted off with a cheshire cat grin on her face.

As closing time rolled around, Brian enticed me to stay for a final drink as he finished closing up. I said sure, and asked for water with a twist. He smiled, and poured himself the same.

The only two in the bar, we sat facing each other on stools, talking and laughing. As I finished my water, he touched my hand and asked "Do you want anything else?" My eyes never left his as I ran my tongue across my lips coquettishly. I couldn't contain a smile as I nodded.

His own smile returned, and with his hand placed softly on the side of my face, Brian leaned in and kissed me.

This wasn't a college boy kiss, frantically checking a box on the way to other activities, it was a strong, sensual kiss, and it lit a bonfire within me. I let out a long sigh. My lips opened up, and I welcomed his tongue into my mouth where it twirled and danced with mine.

My arms wrapped around his head, holding him close as we kissed, and I felt his hand on the inside of my thigh. He gripped at first, but then slowly began sliding his hand up toward my body, until I finally felt his fingers press against my pussy.

He must have been some sort of a magician, because he pressed himself directly into my clit, and I let out a long, low moan as I gently bit his lower lip. He couldn't see it through my dark leggings but I was absolutely soaked.

This was it. I knew it. I was going to fuck this man.

I pulled away from his lips, trying to catch my breath and take stock of the situation. I tried to think of the best option of how to continue this, but I felt like we were stuck. Claire was no doubt using the dorm room, and even though I was horny enough to do it, I didn't want my first time to be on the sticky barroom tables of The Perfect Party.

Sensing my dismay, he looked me in the eye and said "I'm staying in the apartment upstairs." A smile broke free onto my face. That was exactly what I needed to hear.

Bursting through the door of his apartment, our hands were all over each others' bodies. Closing the door behind us, he suddenly pushed me hard against it, and kissed me deep as he ran his hands all over my body. I felt him squeeze my ass hard and pull me close. I felt the thick, ropey muscles of his arms. He ran his hands up my body, under my sweater, and I gasped sharply as he squeezed my full tits hard.

Raising my arms, he followed suit, and slid the sweater off my body. A hungry growl escaped his throat as he took in my bursting cleavage rising and falling with a deep pulsing rhythm with every breath. His hands went back to my tits, squeezing and sliding over the exposed skin, and then he licked his lips and dropped his face into the deep crevice between them. His lips and tongue worked fast and furious, kissing, sucking, licking. My pussy throbbed with arousal.

Grasping at his body as he ravaged my tits, my hand found his cock through his pants. It was hard. It was BIG. I needed it. Now.

I pushed Brian away, and spun him around, turning the tables by pushing him back against the door like he had done to me. My tongue found his mouth one last time, and then I dropped to my knees.

I frantically pulled apart his pants, ripped them down along with his underwear, and paused only momentarily as his cock sprang into view. It was long and thick, and strained up toward my mouth in a perfect erection. It was the biggest cock I had ever seen, let alone touched. Any trepidation passed swiftly, though, and without any hesitation, I leaned in and began to feed his length into my mouth.

He moaned appreciatively, and my head began to bob on his tip. This cock was big, but I was determined to take as much of it into my mouth as possible. I began sliding my tongue and lips up and down his length, lubing it all up before attempting to take more of it. Slipping the head back into my mouth I pushed further this time, and was rewarded with an appreciative groan. I felt my pussy begin to drip as I doubled my efforts, taking him long, deep, and wet. I was salivating over this piece of meat, my excitement getting the better of me, and all thoughts of making sure I came first exited my mind. I didn't even care if the night ended right now with a mouthful of his cum, but somehow I knew that wouldn't be the case. This was no college boy cock I was desperately sucking, this was the cock of a man.

My mouth was making him slick and wet, but I didn't bring my hands up to join the action, because my body knew this was not just some random blow job, this was me fucking him with my mouth. I wanted him to feel what it was like to be inside me, how good it could feel sliding between my wet lips.

His hands, so politely at his sides as I began my ministrations, slid over to my head, gripping deep into my thick mane of black hair. I looked up at him, making sultry eye contact as I pulled back and sucked on his tip, and my eyes never left his as I pushed forward, trying again to take as much of his thick pole into my mouth as I could. I only made it about half way, but the message was clear: I wanted all of it.

I saw a hunger, a need in his eyes, and with a wet pop, he pulled my lips off his throbbing cock, followed by a loud "God damn!" Standing me up, he kissed me deep, and then pushed me off toward his bedroom, accenting the motion with a swat of his hand on my ass. I jumped and giggled, and quickly padded down the hall toward the doorway.

His bedroom was clean, with a well-made queen sized bed in the middle of it. This alone was a turn on, as I was excited to not be fooling around on a twin sized bed in the corner of a dark dorm room surrounded by laundry and scattered takeout boxes.

12