Caitlin O'connor Dating History

Whenever I was on a video call with my online boyfriend, I carefully angled the camera, terrified he might see my shabby rental. One day, the ‘curtain’ behind him slipped, revealing an original Picasso. I said, “Nice edit. It looks like the real thing.” He angled the camera and showed my doodle next to the Picasso. “Yeah, my dad said that this one’s worth the most.” When the day came for us to finally meet in real life, I lugged two sacks of potatoes, ready to help him out. The butler, dressed in a sharp suit, opened the door. “Ma’am, Mr. Rigsby has been waiting for you to pick out an engagement ring.” My knees gave out. “Um… Are these potatoes enough to make a pot of stew?”

Zoey Veera Lavigne is in dire need of a high-paying job. She tried applying as Dionysus Zephyr Chevalier's executive secretary, but one accidental mistake, and she's out. Furious, she accepted her little sister's request for her to meet a stranger from a dating app to unwind. But, what happens when she learns that her date was actually Dionysus? Could it be another chance for her to land the job? But, Dionysus definitely had something else in his mind. With Dionysus' grandfather nearing death, he suddenly wanted Zoey to pretend as his girlfriend to grant his old man's dying wish. Will Zoey shamelessly accept it, swallow her pride and seize the chance, even if she hates Dionysus so much?

Savannah Elise Hart is perfect on paper—polished, untouchable, and desperate to keep it that way. Cassian Rhys Blackwood is chaos in his black leather jacket, with a smirk that could undo her world. When a rumor threatens Savannah’s future and a false accusation jeopardizes Cassian’s freedom, their fake dating deal seems simple—until stolen kisses in the dark and whispered confessions ignite something dangerously real. He pins her against the studio wall, paint smeared on her cheek as his lips hover over hers. “Tell me this doesn’t feel real.” In a game where rules shatter and hearts are on the line, pretending has never been so tempting—or so risky.

At Manatee high, where wealth whispers through the marble halls and last names open doors, Emma Carter stands out for all the wrong reasons. She’s there on a scholarship — smart, quiet, and completely out of place among the designer uniforms and polished smiles. Her father works long hours as a construction worker, and her mother’s absence still echoes through every choice she makes. All Emma wants is to survive senior year unnoticed. Connor Hayes Charming, confident, and born into old money, he moves through school like he owns it — because, in a way, he does. But behind the perfect image lies someone quietly restless, bored of the shallow routines and expectations his family forces on him. When a class project throws Emma and Connor together, their worlds collide. What starts as polite conversation turns into stolen glances, late-night talks, and moments that make Emma question everything she’s been taught about people like him. For the first time, Connor finds someone who doesn’t care about his last name — someone who sees him. But no everyone is happy about it ,The whispers start. And soon, Emma isn’t sure if she’s part of Connor’s world — or just an experiment in rebellion. As emotions deepen, the line between love and heartbreak blurs. Emma learns that privilege comes with its own cages, and Connor realizes that sincerity can’t be bought. Together, they must decide whether what they have can survive the pressure of judgment, jealousy, and fear — or if love alone isn’t enough to bridge two very different worlds. “Emma and Connor” is a coming-of-age romance about class, courage, and finding where you belong — even when the world tells you that you don’t.

Immediately after graduating from college, high school sweethearts Valerie and Daniel decided to tie the knot and get married, but that marriage changed Valerie's relationship. All of a sudden, the sweet relationship turned sour, Daniel never had time for his wife and Valerie was becoming lonelier by the second. Determined to bring the spark into their relationship, Valerie indulges several tactics but instead of reigniting the fire in their relationship, she finds something else, something that makes her wonder if truly she knew the man she got married to.

When Marie discovered that her husband of two years was cheating, her whole world collapsed. Worse, he not only wanted a divorce, he had also impregnated his mistress. One reckless night, one small mistake and Marie found herself in bed with a potential client. A man who is determined to have her again at all cost, real or false. They call him the King of the Night life. He is ruthless, rich and gets whatever he wants. When Bruce Fox found out his one-night-stand was his half brother's ex-wife, revenge was the first thing on his mind. And how hard could that be? Marie was soft, different and in need of what he could offer. A pact was formed, an agreement was made, but as lines between real and false start to merge and family secrets start to spill, would Marie and Bruce find comfort in their false arrangement or would it all hit too close to home?

Out of desperation to keep her cheating fiance, Samantha pretended to be terminally ill as she was the only one who was interested in their relationship. She thought it was effective since Brandon has been giving her attention. But her assistant's work proved her wrong, when she sent her photos of Brandon and a pregnant woman. Her world collapsed when she saw it with her two eyes. That moment, it felt like she was going to be ill for real. Until she accidentally bumped into Brandon’s uncle, Gavin Palma, when she left Brandon’s house. A mere physical contact that changed the trajectory of Gavin’s life, leading him to meet Samantha, his nephew’s ex. It was almost impossible for him to feel aroused, until that woman appeared before his eyes and their skin touched. As though the stars aligned, Samantha found a sweet vengeful idea when she learned who that man was when they crossed paths in the bar.

“Joe…” Her eyes closed and he lunged forward. She went down so fast, he almost missed her. Maggie slid down the wall, limp and pale, and he went to his knees and grabbed her shoulders before her head hit the floor. He pulled her up against his chest, touched her cheek. She was freezing cold. “Fuck, Maggie,” he muttered. “What have you done to yourself, baby?” He stood up, cradling her in his arms, and walked over to the sofa. He set her down on it and memory washed over him: making love to Maggie right here, her hot and writhing under him as he thrust inside her. God, he still remembered how hard she came that one night, hard enough to shake his whole body with her spasms. **** Two years ago, Maggie Branson walked in on her boyfriend in bed with another woman, and walked out without a backward glance. She never planned to see Joe Carlisle again. But when he offers her a high-paying commission she can’t refuse, Maggie decides to take the money, do the work, and get gone. Fast. Joe, however, has other plans. Two years ago, Joe was an arrogant, cheating disaster, and he knows it. Maggie was the woman he should’ve fought for, and this commission feels like his last chance to prove he’s changed. She’s not buying it. Then tragedy rips through Maggie’s life, and it’s Joe who shows up... steady, remorseful, and impossible to ignore. As grief strips away old defenses, Maggie is forced to confront the past she buried and the man Joe might have become. The question isn’t whether Joe wants redemption. It’s whether Maggie can forgive the one betrayal that broke her heart – and risk trusting him again.

Celeste Montgomery once had everything—wealth, status, and beauty but after her family’s downfall, she’s now struggling to make ends meet as a waitress in a high-end restaurant. When she runs into her old friends, they taunt her about Leo Kingsley—the one man she once won over, only to break his heart and is now above her league. Desperate to save face, Celeste lies, claiming that Leo still wants her back. When the video of her boasting goes viral, the internet has a field day. To her shock, Leo, now a powerful billionaire, publicly plays along, calling her the love of his life. But the Leo she knew is no more—he’s ruthless, cold and most importantly a formidable force , a man she could never have. Caught in a whirlwind of media attention and forced to fake date Leo to appease his dying grandmother, Celeste finds herself navigating a world of luxury and hidden emotions. The chemistry between them still burns, but can she survive the lies she told and the heart she once broke?

Jillian had been living and enjoying her life peacefully; doing whatever she wants whenever she wants. She couldn't ask for more. Who wouldn't want a peaceful life? Until one day, she bumped into a seemingly mysterious guy in a gray hoodie who was being chased by some crazy girls and he even had the audacity to kiss her to save himself! She thought he was only a random guy that she won't ever meet again, just like the rest of the people she bumped to on the street, until he came back and offered her something she couldn't refuse in exchange to pretend as his fake girlfriend for the next two months. And in their two-month charade, it wasn't easy. It wasn't all sunshines and rainbows, especially when you're dating a famous idol.