My Crush Dates A Jerk

Note: this story involves cuckolding and humiliation.

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As soon as I spotted Emily in my freshman poetry class, it felt like love at first sight. She was the most beautiful girl I'd ever seen - shoulder-length blond hair, bright blue eyes, a cute smile. Of course, it didn't hurt that she had a slim, fit-looking body and was showing off a little cleavage at the time.

I didn't have much experience with girls, so even though I felt incredibly drawn to her, I was too shy to ask Emily out. But I got lucky when she and a few other students in the class decided to form a study group, and they asked me if I wanted to join. The group was all girls except for me, but I didn't mind that. I had never been a very "macho" guy and was used to having more girls as friends than guys. And, of course, I was more than happy to take the opportunity to get to know Emily better.

Our study group spent about an hour together each week, going over the readings for our class. It quickly became clear that Emily and I were two of the only students who had an actual passion for poetry and weren't just taking the class for some easy credits. We quickly bonded and started sharing some original poetry of our own with each other. She was a really talented writer, and she seemed to think I was pretty good too. As we got to know each other, we discovered we had a lot of common interests and similar tastes in movies, TV, music, and art.

After a few weeks, I finally summoned up the courage to ask her out. She had mentioned to the study group that her birthday was coming up, so I bought her a book of poetry by (who else?) Emily Dickinson. I even wrote a little message in the front. I planned to give it to her and then ask her if she was free for dinner sometime.

Things didn't quite go according to plan. After our study group wrapped up, I took her aside and gave her the present. She absolutely loved it, giving me a big hug and even a peck on the cheek after she unwrapped it. I turned red and felt a little bit of sweat dripping down my forehead. I was so nervous, but I told myself that this was my moment.

Just as I opened my mouth to ask her out, though, Emily dashed my hopes by saying, "I wish my boyfriend gave me such thoughtful gifts!"

I felt my whole body deflate like a popped balloon. "...your boyfriend?" I asked.

"Oh, yeah, I haven't mentioned him?" Emily asked. "We just started dating a couple weeks ago."

"Um...no, this is the first I'm hearing about him," I said, trying to sound casual.

"His name's Brad," she said. "He's great, but he'd never think to buy me something like this. Thank you so much!"

"Uh, yeah, no problem, glad you like it," I said. "So, um, I gotta get going, see you in class tomorrow."

"Bye, Lucas!" she said, oblivious to how she had just crushed my hopes of landing a date with the girl of my dreams.

***

At our next study group, Emily invited us all to a party that her boyfriend Brad was throwing at his apartment. I wasn't that enthusiastic about the idea of seeing Emily with this other guy, but I liked Emily a lot and decided that maybe we could still become good friends, even if that wasn't quite everything I wanted.

"So tell us all about this boyfriend!" said Madison, one of the other girls in the group. Madison had long, dark hair and a curvy body. She was always much more interested in socializing than studying, derailing the study group every week with conversations about who was dating who and what sorority the other girls were going to pledge, that sort of thing. "I'm so jealous you already found a boyfriend just a month into school! Not that I'm surprised, with your looks."

Emily blushed and giggled a little. "Well, his name is Brad. He's a senior."

There were some murmurs from the group at this, impressed that a freshman like Emily had landed a senior guy.

"He's majoring in finance or something boring like that and wants to go to business school," Emily continued, scrunching her face up to show she was not impressed by this choice of career paths.

We all laughed. "How'd you meet him?" another girl, Jenny, asked.

"At the gym," Emily said. "He was lifting weights and kept looking over at me while I was on the treadmill. He's really hot, so I smiled at him, and he just walked right up to me and asked me out!"

"Ooh, confidence, I love that," Madison said.

Emily laughed. "Yeah, me too. He didn't hesitate at all." I looked down, feeling like an idiot for not asking her out right away. "So anyway, we've been on a few dates now. He took me to some dumb superhero movie that he loved and I hated, and he's on the lacrosse team, so I went to watch one of his games. I'm not that into sports, but wow, those guys are all so..." She looked over at me and seemed to realize she couldn't just have "girl talk." "...um...talented," she finished, glancing slyly at the other girls.

The girls all laughed, knowing exactly what she really meant. I was a little surprised to hear that a smart, sensitive girl like Emily was so drawn to these jocks and was dating a guy who kind of sounded like a meathead. But mostly I just felt stupid for not asking her out sooner. Of course I should have expected a confident athletic guy to swoop in and snatch up a beautiful girl like her. I forced a smile and told her I was looking forward to the party, then walked back to my dorm and moped around for the rest of the day.

***

The night of the party rolled around. When I showed up at the apartment, the music was blasting. I tried knocking on the door but nobody could hear me, so I just walked in. The place was packed with people, dancing and drinking and laughing. I didn't recognize any of them, and started to wonder if I had even gone to the right place.

I grabbed a red solo cup and filled it with beer from a keg so that I fit in with the crowd a little better, then stood around awkwardly, looking desperately for somebody from the study group. Finally, I spotted Emily standing with a group of big, athletic guys, including one whose hand was resting lightly on her butt. She was wearing a miniskirt and a red spaghetti-strap top that clung tightly to her fit body. The top showed off a lot of cleavage and a few inches of her midriff, and the skirt stopped at her upper thigh. I'd never seen her dress so provocatively before, but it was a party, after all, and I certainly wasn't going to judge her for choosing to show some skin. Still, I couldn't help but feel jealous that this other guy was getting to put his hands on her when she looked so amazing.

I walked over to the group and said, "Hey, Emily, how's it going?"

The guys, who were all about half-a-foot taller than me, looked down at me skeptically, but Emily just grinned and gave me a big hug. "Hey, Lucas! So glad you came!" she said.

"Oh, yeah, no problem," I said, feeling awkward about where to put my hands so that I didn't inappropriately touch her exposed waist. "Uh, it's a great party."

"I know, right?" Emily said. The guy she had been standing next to quickly put her arm back around her, almost territorially. She giggled and leaned into him, saying, "This is my boyfriend, Brad, and these are some of his lacrosse teammates. Guys, this is Lucas, he's in my poetry study group."

"Hey," Brad said, somewhat curtly. He was a dark-haired, scruffy, macho-looking guy, wearing jeans and a t-shirt that stretched against his muscular torso.

"Um, hi, nice to meet you, Brad," I said shyly, feeling a little inadequate next to this handsome jock. I had flashbacks to high school gym class, when the guys on the football team would make fun of me in the locker room about how short and slim I was.

"Hey, are you the guy that got Emily that book for her birthday?" Brad asked.

"Oh, uh, yeah," I said.

He took his arm from Emily's waist and took a step toward me, invading my personal space a little bit and looking down at me. "You're not trying to make a move on my girl, are you?"

"What?" I asked, a little stunned. "No, of course not."

"Yeah, better not, pretty boy," Brad said aggressively. I was a little scared. His teammates all watched and laughed.

"Brad, come on," Emily interjected, rolling her eyes and putting a hand on his arm to pull him back a little bit. "Don't be ridiculous, Lucas is just a good friend."

Brad looked at her, pulled her close to him, and rolled his eyes. "Girls are always so naive about this stuff," he said to his teammates, who nodded along with him. "Listen, babe, guys aren't interested in just being friends with you. Either pretty boy here wants to get in your pants, or he's gay." He looked over at me. "So which is it?"

Emily looked a little disgusted by this immature behavior. Before I could say anything, she said, "Whatever, Brad, not all guys are like that. Lucas is sweet. And if he's gay, so what? It's not a big deal."

"I...I'm not gay," I said softly, taken off guard that Emily thought I might be.

Brad scoffed a little. "Yeah, sure," he said, and his teammates laughed.

I felt pretty awkward at this point, but fortunately Madison spotted us in the crowd and called out, "Hey, Lucas! Over here!" I saw her huddled with Jenny and another girl from our study group named Chloe. I breathed a sigh of relief and quickly excused myself.

"It looked like Brad was about to beat you up over there," Madison said, giggling a little. She didn't sound particularly concerned, more like she found it entertaining.

"Uh, yeah, that was crazy," I said, trying to laugh it off. "He's the jealous type, I guess."

The girls laughed. "Wow, Lucas, you better watch out," Jenny said teasingly.

I just laughed, trying not to make a big deal out of it. "Seems like he's kind of a jerk, huh? What do you think Emily sees in him?"

The girls looked over at Brad, then at each other, then laughed a little. "Hmm, I dunno, a big, muscular, lacrosse-playing senior who's confident and popular? What could she possibly see in him?" Madison asked sarcastically.

My stomach tightened a little from a pang of jealousy and embarrassment.

"Aww, look at him, he's blushing," Chloe said. "You've got a little crush on her, don't you?"

"What? No," I said defensively, but they could tell I was lying.

"Poor thing," Jenny said. "I'm sorry, Lucas, it must be hard to compete with a guy like Brad."

I looked down at my feet, my cheeks burning. The party continued. I hung around a lot with Madison, Jenny, and Chloe, but I did meet a few new people, which was nice. The drinks kept flowing, and I spotted Emily getting a little wobbly, using Brad's muscular body to hold herself up. He kept smiling down at her and grabbing her butt. She didn't seem to mind his groping; it just made her look up at him and bite her lip sexily. I couldn't help but wonder if they'd had sex yet. It definitely seemed like it given how physical they were with each other. And now that I thought about it, Brad didn't seem like the type of guy who would go on so many dates with her if Emily wasn't going home with him at the end of the night.

After a couple more drinks, I lost sight of Emily and Brad. I tried not to worry about them too much, but as more and more partygoers started heading home and the crowd thinned out, there was still no sign of them. Then I noticed two of Brad's lacrosse teammates huddled with Madison, Jenny, and Chloe outside a door at the end of the hallway, laughing.

Slowly, I walked down the hallway to see what was going on. Madison saw me and said through her laughter, "Oh, um, hey Lucas...I'm not sure you're gonna want to hear this."

"What do you mean?" I asked innocently. "Hear what?"

One of the lacrosse guys laughed and said, "Is this that poetry dweeb?"

Chloe slapped him on the arm and said, "Don't be mean, Lucas is super nice."

"Sorry, dude," the guy said, still laughing. "But, uh, don't worry, your study buddy's having a real good time in there. Maybe she'll even write a poem for you about it."

They all laughed. I still didn't know what was going on, but then I got closer to the door they were standing around and I could hear slapping and moaning sounds. My mouth fell open. "Oh shit, are they...?" I asked, unable to finish my sentence.

"Ohhhh, Brad!" I heard Emily cry out from inside the room.

The group laughed, then one of the guys started shushing everybody so they could hear what was happening.

"Fuck yeah, slut, you like riding that big dick, don't you?" we could all hear Brad saying.

"Oh my god, yes, Brad, you're so amazing!" Emily squealed.

A couple of the lacrosse guys high-fived each other. "That's my boy in there!" one of them said proudly.

"Hell yeah, bro, laying pipe in that nice, tight freshman pussy," the other guy said.

I couldn't believe Emily had snuck off to have sex with Brad while the party was still going on, and that this group was listening in. The girls, who were all freshmen themselves, just laughed and didn't even seem offended by this guy's comment.

Chloe looked over at me and made a pouty, sympathetic face. "Poor thing," she said. "Now do you understand what she sees in him?"

I blushed again and looked down at the floor. Inside the room, I heard Emily moaning louder, saying, "Oh god, oh Brad, oh my god, yes, yess, yesss, fuck me, Brad, please fuck me harder, ohhhhhh yesssss!" I could hardly believe my ears. The girl I had a crush on, and who had always seemed so sweet and innocent to me, was having a wild orgasm on the other side of the door.

"Mmm," Madison half-moaned suggestively. "I'm sorry, but this is getting me kinda horny." She leaned up against one of the lacrosse guys.

"Yeah?" the guy said, wrapping his arm around her. "I could, uh, maybe help you out with that."

"Yeah? Let's go," she said. The two of them quickly walked off. Madison smiled at the other girls, and the guy grinned proudly at his friend.

The other guy then put an arm around each of the remaining girls, who both leaned into him. "Could I possibly interest you two lovely ladies in a trip back to my place?" he asked.

The two girls looked at each other nervously, then Jenny said to Chloe, "Um...I'm game if you are."

Chloe giggled shyly and said, "Uh, sure, yeah, I guess!"

The guy smiled triumphantly and led the two of them away. "Later, dude," he said as he brushed past me.

"Um, bye, Lucas, have a good night!" Jenny called back to me sympathetically, and then I was left standing there by myself.

I let out a long sigh. Not wanting to be caught eavesdropping on Emily and Brad by myself, I walked back down the hall. By now, the party had died down considerably, and there were just a handful of people left in the living room, including a couple standing by the stereo, three guys sitting on a couch, and a small group of friends hanging out in the adjoining kitchen area.

The couple by the stereo must have figured out what was going on, because the guy suddenly turned the music off. The sounds of Brad and Emily's sex now carried easily down the hallway for everybody in the apartment to hear.

The girl in the couple laughed at her boyfriend and said, "You're so bad."

"Whatever, I'm sure they don't mind," the guy said.

Everybody else in the apartment laughed. I knew I should just leave and go home, but something kept my feet planted in place, and I listened with everybody else.

From down the hall, we could all hear some firm slapping sounds, punctuated by Emily's squeals. Brad laughed and said, "Yeah, you like getting spanked like a bad little girl, don't you?"

"Mmmmm, yes, Brad!" Emily moaned.

"Fucking slut," Brad said. "Look at you backing up on that dick, so fucking desperate for it."

Images flashed through my mind of Emily, naked and sweaty, on all fours, eagerly sliding back and forth on Brad's dick. I saw the guys on the couch glancing at each other and grinning, openly adjusting their crotches a little. I realized that I too had a raging hard-on, even as I continued to feel intensely jealous.

"Oh god, I'm getting close again, please fuck me hard, Brad...that's it, just like that, don't stop, don't stop, don't stop!" Emily was begging, then her moans grew incoherent as she had a second orgasm.

"Fuuuuck yeah," Brad groaned. "Get on your knees, slut, I'm gonna paint your face."

A few seconds later, Brad let out a long, victorious groan, and I knew he was shooting his load on Emily's face.

One of the guys in the kitchen said, "Damn, that was impressive!" and everybody else in the apartment laughed.

The girl in the couple poked her boyfriend in the side and said, "Yeah, why don't you ever fuck me like that?"

The guy just laughed and rolled his eyes, saying, "Yeah, whatever."

There were a couple more crude jokes like that, and I decided it was time for me to head back to my dorm. But just as I was about to leave, the bedroom door down the hall opened and Brad and Emily walked out.

The small crowd in the apartment all burst into applause and cheers. Brad grinned proudly, clearly not embarrassed in the slightest. Emily, however, turned bright red and threw her hands over her face. I was worried about her, but then I saw through her hands that she was laughing.

As Brad collected a couple high-fives from the guys on the couch, Emily saw me and again burst out into embarrassed laughter. She walked up to me and asked, "Oh my god, did everybody hear what was going on in there?"

"Uh, yeah, pretty much," I said.

"Oh, wow, how embarrassing!" she said. "You must think I'm a total slut!"

"Oh, no, of course not," I said quickly, trying to comfort her. "Hey, it's college, right?"

She laughed. "Thanks, you're so sweet," she said. "At least there's not that many people here anymore."

I felt like she deserved to know, so I said, "Oh, yeah, well, Madison and Jenny and Chloe and some of the lacrosse guys were here before, but, uh, I guess the sounds of your, uh...ya know, of you and Brad...well, I guess that kind of got them in the mood, so they paired off and left."

"Oh, wow!" Emily said with a laugh. "Well, hey, I'm glad I could inspire them, I guess!"

"Hah, yeah," I said, forcing a laugh, a little shocked by how much she was just taking this in stride.

She blushed a little again and said, "I swear, I'm a good girl, I've never done anything like this before. But, like you said, it's college, right?"

"Right," I said.

Just then, Brad sidled up next to Emily and put his arm around her shoulders. He grinned down at me. "You like what you heard, pretty boy?" he asked me tauntingly.

"Uh...um...uh," I stammered, feeling myself turning red and not knowing what to say.

Emily slapped Brad's arm and said to me, "You don't have to answer that, Lucas."

I let out a sigh of relief. "Um, I'm gonna head out, okay?" I said.

"What, you don't want to listen to round 2?" Brad asked, grabbing Emily's butt forcefully.

I forced another awkward laugh.

"Ignore him," Emily said, but then leaned into him and lightly slid her hand up and down his torso. "It was good seeing you, Lucas. Have a good night!"

"Yeah, you too, Emily," I said. "And, uh, nice meeting you, Brad."

"Yeah, whatever, pretty boy," Brad said, sliding his arm around Emily's shoulders and moving his hand down until it was lightly groping one of her breasts, making her giggle.

I quickly left and stumbled back to my dorm. I stripped down, crawled into bed, and stared at the ceiling. My erection had been throbbing ever since I'd heard Emily's first moan. Slowly, my hand slid down into my underwear. I closed my eyes and started jerking off. Images of Brad fucking Emily and the sounds of her moans ran through my mind the entire time.

***

After the party, some of us in the study group started becoming real friends, including me, Emily, Madison, Jenny, and Chloe. We'd hang out on campus together, grab coffee or lunch, and meet up for drinks. I still secretly harbored my crush on Emily, and it was a little painful knowing she was with Brad, but I told myself to be mature, set my feelings for her aside, and just enjoy our friendship.