Jenna Hamilton Awkward Novels & Stories

~You were there when my heart fell for you, but you were never there when my heart yearned for you, still, you never got out of my heart~ I thought it was good to leave because it seemed like they were on their date. I turned around suddenly Newt called. 'Prisha, is that you? Wow! what a pleasant surprise..." I slowly turned towards him, forcing a smile, and replied, "Hey! Newt, nice to see you..." "What are you doing here? Where is your friend Kriste? It is a little awkward to see you without her. I have noticed you two going everywhere together be it washroom as well," he mocked chuckling. Even though I didn't found it even a little funny, I forced a smile and replied, "I am just wandering around the town alone. As I was bored staying home. And about Kristen, she might be busy somewhere." "Oh! anyway come and join us. I want to introduce you to my..." "Girlfriend," before his words were completed my mind had already said it loud. so, I hastily interrupted him, "I am so sorry. I need to rush back home. My mom called me twice. Bye..." Before he could react, I was already out of the restaurant at great speed. The sky was covered with heavy black clouds and soon one after another drops of rain drip down along with my tears. I walked few steps but was not able to go any further. I fell on my knees getting weak to stand and slowly eyes got blur. Soon, I collapsed on the ground and before my eyes were forced to shut, I saw someone walking towards me.

When Jayden Stolt, the Alpha King, is done inspecting the Greyridge pack, he leaves right away. After that, he commands his guards to deliver the Luna Crown and a wedding dress over to the pack. The guard claims that the Alpha King has smelled the scent belonging to his fated mate, and asks us to offer the she-wolf who's meant to become his mate. In the first time loop, Father has delivered Jenna Thornton, my exquisite and gorgeous older sister, to the Alpha King. When Jayden sniffs her scent, he crushes her skull instantly. "You're completely covered in shitty perfume, yet you think you get to become the Luna?" In the second time loop, Father chooses to deliver Malia Thornton, my younger stepsister, who's been foretold to be able to give birth to the strongest pups. Jayden wastes no time in slashing her guts out. "The scent isn't right!" In the third time loop, Father, who has no choice left, can only convince my stepmother, Vanessa Plink, to doll up and meet the Alpha King. Jayden instantly rips Vanessa to shreds. In the time loops after that, the female warriors, the female Omegas, and even the mute she-wolf who's in charge of caring for the horses are delivered to the Alpha King one by one. All of them end up getting slain by Jayden. In the 100th time loop, there aren't any adult she-wolves left in the pack. Only then does Father remember me, a she-wolf without a wolf spirit. "You're the only one left… This must be the correct she-wolf!" Relieved, Father delivers me to the Alpha King. But when Jayden sees me, rage instantly fills his gaze. He crushes all of my bones in my body before throwing my corpse into the woods for the beasts to feed on. "You'd rather die than give my fated mate to me?" In the final timeloop, when the Alpha King's guard shows up with the Luna Crown and the wedding dress once again, Father finally breaks down. He swears to the guard that there aren't any suitable she-wolves remaining in the pack anymore. But the guard just stares Father in the eye. "The Alpha King has already made it clear that his fated mate definitely resides within the Greyridge pack."

I'm a mafia princess with crippling social anxiety. My fiancé, Rocco Falcone, is our family's consigliere. He’s the exact opposite of me—extroverted, effortlessly charming, a master at reading and bending people. He's supposed to be my protector. My only link to the outside world. Tonight was the charity gala for my late mother. I was hiding in the darkest corner, a mask covering my face. Rocco was supposed to give the speech. My speech. He never showed. [Emergency. Sorry. Skip the speech, I know you hate the attention. Driver will take you home after the auction. Don't wait up.] Then I saw Livia’s new post. It was a picture of Rocco, draping his suit jacket over her shoulders. He was looking down at her, his eyes full of a tenderness he never showed me. The caption was a gut punch: [No prom date, so my big bro saved the day! Couldn't have done it without him! ] The cold hit me. Bone deep. He ditched a memorial for my dead mother... to take his stepsister to a university dance? The guests began whispering and sneering that I, the famously awkward, socially crippled princess, couldn’t even force a word out. I stared at the whiskey I’d ordered for him. The ice in my glass was melting. Just like the hope in my heart. When I got back to our empty penthouse, my screen was lit up with missed calls and texts from Rocco. The last one came in thirty minutes ago: [Aurelia, trouble at Livia's prom. You know how she gets. Couldn't leave her. Your mother's gala means everything. I'll make it up to you, I promise. Next time will be perfect. Trust me.] I didn't reply. An engagement held together by "next time." Was a promise like that even worth keeping?

On the eve of our engagement ceremony, I noticed that Angelina Manning, my rich girlfriend, wasn't paying attention at all when we were shopping together. I bought a hotdog from a nearby food truck and passed it to Angelina's lips. To my surprise, she tossed it to the ground furiously. "Devon Fuller, my family wants a son-in-law who can carry himself with confidence and poise! Stop buying these cheap things! You'll just end up embarrassing me even more! How can my parents ever accept you if you keep doing things like this?" Feeling rather awkward, I picked up the hotdog and threw it into a nearby trash can. Then, I nodded in response so that I could maintain our four-year relationship. "Okay." I thought that was the end of the outburst, but Angelina decided to get engaged to Jeffrey Terell the next day. "Devon, Jeffrey committed suicide and got admitted into the hospital just so he could be with me. Once he's back to normal, I'll definitely return to you." I still nodded and broke up with Angelina. "Okay." After that, I left. Four years later, Angelina shows up at my residence with the diamond ring she had used to propose to me back then. "Devon, Jeffrey has agreed to file for a divorce from me. We can finally be together again! I told you before that I can return to your side as soon as Jeffrey lets go of his obsession over me and stops hurting himself." I frown at Angelina, who looks all loving and affectionate. At the same time, I mentally curse myself for picking this particular time to come home. After all, I've decided to come back to my cottage just to grab something on a whim, only to bump into my delusional ex-girlfriend. I just push her toward the door. "Excuse me. I don't want to be late picking up my kid from school."

I'm afflicted with a severe phobia related to socializing. Christmas is the one holiday that I fear the most. In order to escape from my relatives' incessant questions, I've spent one year digging up dirty laundry related to every single person in my family. Before going home for the holidays, I've made a secret vow that as long as my relatives don't disturb me, I will definitely keep those skeletons of theirs sealed tightly in their closets. But at the Christmas Eve dinner, these relatives insist on making me their personal doormat. My oldest uncle, Adam Burton, is the first one to start a topic in a passive-aggressive manner. "Hannah, you're not getting any younger, you know. It's one thing to not be able to nail down a job, but what's with your inability to find yourself a boyfriend, hmm? "Look at Quinn. The moment she'd graduated from college, she'd already married a rich scion." I can only smile bashfully before I lower my head and start eating from my plate in an attempt to skip the topic. But my second aunt, Zoe Brown, refuses to let it slide. She begins putting on airs as a senior member of this family while lecturing me. "Stop being so stubborn, Hannah. Adam is doing this for your own good. We're a family at the end of the day; we will never hurt you. You have to listen to our advice. Otherwise, you'll become an old and lonely woman that no one wants as a partner when the time comes." Pfft! "We're a family", she says! I think these relatives of mine just don't want me to live a nice, comfortable life as a single woman! Unable to endure it anymore, I put down my fork and lift my head. Then, I flash everyone an awkward smile. "In that case, Aunt Zoe, why don't you tell me who's more impressive in bed? Was it Uncle Caleb… or Uncle Adam? "Since we're a family, we should be honest with each other, right?"

My husband was working over the holidays, again. He’d been sent out of town to oversee one of the Family’s dock operations and a string of gambling houses.. I decided to buy a ticket and surprise him. Only business class was left. Staring at the five-figure price, I gritted my teeth and spent a year’s worth of savings. Then I couldn’t even figure out how to pull down the damn tray table. The socialite seated next to me let out a cold laugh. “Never flown business class before?” I forced an awkward smile. “My apologies. You must be… important. You have that aura.” “Oh, me? No. The man who keeps me is important. He’d charter a private jet if I asked. Business class is practically slumming it.” I blinked. “A… keeper? That’s rare.” “Not really. I’m his secretary. I mess up a lot. Cost him a fortune. He yells at me until I cry. And then, well… crying leads to other things.” She winked. “You know how it is.” “Funny,” I said, my voice tight. “My husband has an assistant who helps him manage accounts for the docks. She’s always messing things up too.” “You’re married?” She looked me over, head to toe. “My man has a wife about your age. Says he’s sick of her. That touching her is boring. Says I’m more exciting just brushing my hair out of my face.” She leaned closer. “I told him I wanted to see him for New Year’s. So he told the wife he had to work.” The diamond on her finger caught the light. It was identical to the wedding band I’d lost. My body went cold. No. Matteo was just a low-level enforcer. A foot soldier the Family occasionally trusted with small operations—dock shipments, backroom gambling, nothing more. When did he become a Don?

“Shh, little girl,” he growled, teeth catching my bottom lip. I fought the moan, but he circled my clit, my hips jerked helplessly against his hand. Then he pushed my panties aside and sank two thick fingers inside me. I soaked his palm, knees buckling as tremors wracked me. “That’s it, cum for me,” he whispered against my ear. I did. Waves crashed through me while he held me up, stroking gently, murmuring filthy praise that made it sweeter, deeper, more shattering than anything I’d ever felt with a woman. I’m a lesbian. I’ve always known it, claimed it shamelessly. I’ve mapped women’s bodies with my mouth, hands, loving every touch and gasp. My best friend’s tongue between my legs has made me come countless times. The only man I tried, my ex, was awkward, unsatisfying. I swore off them forever. I love women. I love my best friend. So why does this man, her father, the one I should never want make me wetter with one stroke than she ever has? Why am I aching for his cock, pushed inside me, thrusting relentlessly, filling me, ruining me in ways no woman could? Why does bending over his desk for him feel like the right thing to do? One forbidden touch. One devastating truth: I might never want another woman again. When I rejected the vice chancellor's advances, my best friend's obsessive aunt, she threatened expulsion. My friend took me to her father, the college owner. One look at his body and I was lost. That night in their home, hiding in the kitchen while watching him cook, I touched myself, craving what is forbidden. Will my best friend discover my sudden addiction to her father? Will her aunt ever stop wanting me?

My husband promised we would spend Thanksgiving with my parents this year. Right before we left, he looked down at his phone and frowned. "Damn it. I forgot to change the delivery address again. Your parents' gift basket went to Cassia's place." I stood in the entryway with my fingers frozen around my scarf. For three years of marriage, Roman DeLuca had never removed Cassia Vail's address from his shopping apps. Whenever I asked him why, he always said the same thing: "Cassia and I grew up together. She’s basically family." The Italian espresso machine I wanted went to her apartment. He said her old machine had broken anyway. The sapphire bracelet for our wedding anniversary was signed for by her. He said asking for it back after she opened it would look petty. The sunflowers and baby's breath he promised me on Valentine's Day ended up in her hands. He said she had already put them in a vase, and he couldn't give me secondhand flowers. This time, I had reminded him for two weeks. The Thanksgiving basket had a low-sugar pumpkin pie, nut-free cookies, and a custom low-sodium turkey roll for my father. I had chosen every item myself. It still went to Cassia. I kept my voice steady. "Drive over and get it back." Roman's face darkened. "She already signed for it. What do you want me to do? We'll pick up wine and pastries on the way. Same thing." "It isn't the same. Get it back." He pinched the bridge of his nose. "Elena, can you stop turning every little thing into a family trial? No one makes things awkward like you do." Every time something meant for me ended up with his childhood sweetheart, I asked him to get it back. Every time, I got some version of the same answer. I stopped arguing and watched him slam the door behind him. A few minutes later, I wiped my tears and texted my attorney. [Happy Thanksgiving. Please draft a divorce agreement for me. Thank you.]

I spent three years studying like my life depended on it before I finally earned a government job. Then, on my first week there, I saw a familiar face. My cousin. The same cousin I’d met at that awkward family reunion back home. Somehow, he had gotten hired by the same department. A few days later, at a family dinner, he made his move. With my uncle sitting right there at the head of the table, acting every bit like the important city official he was, my cousin shoved a classified file into my hands. The pages had clearly been tampered with. Before I could say a word, he let out a sharp cry and dropped to the floor. The file spilled open across the tile. “Ethan!” he shouted, his voice trembling with fake disbelief. “That’s confidential government material! How could you steal it and show it to outsiders? Was the finder’s fee really worth selling us out?” My uncle slammed his hand on the table and stood up, his face dark with rage. He said he would not protect family at the cost of justice. He said he would fire me on the spot and report me to the higher-ups himself. That was when a string of floating comments appeared in front of my eyes. [This cousin is painfully stupid. Does he seriously not know the male lead was brought in from above as the head of the internal inspection team? He’s here to investigate him.] [And the uncle is still acting. Hilarious. The inspection team’s car is literally about to pull up outside.] I read the comments, then calmly lifted my teacup and took a slow sip. Across from me, my cousin was still trying to look loyal and outraged. I set the cup down and smiled. “You’re right about one thing. This file is confidential.” His eyes lit up. Then I added, “But you changed the wrong section.” The color drained from his face. I turned to my uncle. “And Uncle, didn’t you just say you’d put justice before family?” I pushed back my chair and stood. “Great. Then come with me to the Special Investigations Unit and explain how many people you’ve illegally helped into the department over the years.” My cousin stared at me, completely stunned. He had fought so hard to get into public service. He had no idea I was the one sent to clean it up.