Roommate Regret Short Stories & Novels

My girlfriend, Olivia, had one way of measuring how much I loved her: how fast I replied. In the two years we dated, she blocked me 88 times. The first time, I was in the shower and missed her call. The 17th time, I was bringing her coffee when I missed a message asking for extra ice. The 56th time, I was at dinner with a client and didn't respond quickly enough to a video she'd sent me. This time, I worked until ten and missed the 9:50 p.m. movie she'd asked me to see with her. I told her there was a problem with the project and my manager wouldn't let me leave. She just laughed. "Anyone who really loves me would make it to a movie even with ten minutes' notice." When I got home that night, she'd changed the door code and removed my fingerprint from the lock. I sat outside all night. After work the next day, I went to her favorite jeweler and bought the necklace she'd wanted for the past three months. I kept telling myself I hadn't done enough. I just needed to do a better job balancing work and our relationship. She was in the shower when I got home. Her phone lit up on the dining table. A notification from a group chat called "Do Not Bring Him Tonight" flashed across the screen. Olivia, her childhood friend Ethan, and my best friend Daniel were all in it. Daniel had sent a voice message. "Olivia, I'll keep Chris at work late again tomorrow. Let's see if he chooses overtime or you." Ethan replied almost immediately with a laugh. "I found another beautiful piece of jewelry. It costs three times his salary. Send it to him and see if he chooses his paycheck or you." That was when I finally understood. I hadn't failed to prove that I loved her. They'd been setting me up to fail from the beginning. And if that was how things really were, I was done.

During my senior year of college, I started dating Leo Whitman online. He was the hottest guy on campus. All through winter break, he texted me every day. He kept me company while I took my grandmother to her pre-op appointments. One night, at two in the morning, he even promised that when we got back to Boston, he'd make up for all the hugs we'd missed. Then the new semester started, and we finally met at the student center. The moment Leo saw me, his face fell. He pulled out his phone, showed me a photo, and said there had been a mix-up. He'd added the wrong girl on Instagram. The girl he had a crush on was my roommate, Vivian Blake. Back in December, Leo had spotted Vivian at the school's winter charity gala and snapped a photo of her from the side. He posted it in his fraternity group chat and offered $10,000 to whoever could introduce them. Except his roommate had sent him my Instagram handle by mistake. And just like that, I understood how I'd spent two months in a relationship that had never really been mine. Leo sat by the window without saying a word. After a long silence, he slid a signed check across the table. "We're done here. But I need you to help me win Vivian over. Write in whatever amount you want."

After the semester began, all of my dorm mates wanted a part-time job. To fit in, I said I wanted one too. One by one, my dorm mates found part-time jobs, while I was still lazing around in the dorm. My dorm mate sent me a message. [How are you going to get by without a job?] I remembered a meme I'd seen online and texted back, "A kind middle-aged couple pays my bills, so I don't need a job right now." I didn't think much of it, until I stumbled across a post on social media. [My dorm mate said she wanted to get a part-time job, but all she does is lie around the dorm. When I asked how she could afford not to work, she said a married couple was paying all her bills. Should I report her for misconduct?] I thought it was funny. The comments gave her all kinds of advice. [Report her! What if she takes a scholarship spot from you?] [Exactly, get her expelled!] I still didn't think much of it until my academic advisor, Ethan Davis, showed up at my door. "Chloe, someone reported you for misconduct. They claim you're a sugar baby. Is that true?"

I had worshipped my older sister, Sophie Lane, ever since I was little. Growing up, my greatest happiness was serving her drinks, carrying her bags, and picking up her meals. After Sophie was accepted into Central University, I immediately got my SAT and skipped a grade so I could get into the same university. On the day Sophie moved into the university, she entered the dorm room with eight bodyguards. Our roommates call her "The One Queen!" Meanwhile, I was making her bed. Only Viola Lynch gave me a knowing look and teased me. "You aren't her roommate at all, are you? You're clearly her personal maid." I merely smiled without answering. That day, Sophie casually tossed me the new Chanel purse she had bought. "This color suits you. Use it." When I took the purse with a grin, Viola happened to walk past the doorway. The weekend Sophie went abroad on vacation, Viola and I were the only ones left in the dorm. "Eve, do you know what everyone in class calls you behind your back? Sophie's pet." The next day, my boyfriend Aaron Sanders, the campus heartthrob, asked me to meet him at the track field. Viola stood beside him with red eyes. When he saw me, he frowned deeply. "Eve, can you stop being so pathetic? You became someone's pet over a single purse? Viola's family might be poor but even she has more dignity than you." Viola tugged at his sleeve and whispered. "Aaron, don't say that about her. I'm not worth it." I looked at them holding hands and suddenly chuckled. Wait. For real. Had no one noticed that Sophie and I shared the same last name?