Chapter 1 - Desperation
Andrea combed her fingers through her hair, resisting the urge to pull. “I don’t know what else to do,” she admitted, frustration thick in her voice.
The café was its usual loud and chaotic self. People bustled around, their voices blending with the clatter of trays and the hiss of the espresso machine. Across from her, Gwen stirred her coffee absentmindedly, her manicured nails tapping against the porcelain cup.
Andrea was exhausted.
The entire morning had been spent going from one interview to another, each rejection blurring into the next. Her feet ached, her spirits were drained, and she had nothing to show for it except the growing realization that she was running out of options. She had done everything right—graduated, worked hard, applied for every job within reach. And yet, the doors remained firmly shut.
Then there was her grandmother. The fear she’d been trying to suppress all morning crawled up her throat like bile.
“She needs a pacemaker,” Andrea said, her voice hoarse. “The doctors say it’s not optional anymore. Without it…” She trailed off, unable to finish the thought. The idea of losing her grandmother—the only family she had left—was unbearable.
Gwen reached across the table and gave her hand a gentle squeeze. Her nails were perfect, a soft pink that probably took hours to get right. Andrea glanced down at her own hands—chipped nails, dry skin, the marks of someone who had worked too many hours in a diner, stretching every dollar just to get by.
“How much is it?” Gwen asked softly, though the concern in her eyes was unmistakable.
“Fifty thousand dollars, at least. And that’s just the surgery,” Andrea said with a sigh, sinking back into her chair. “There’s follow-up treatment, medication... it all adds up. And we don’t have insurance. It was something we could never afford.”
“You’ve been job hunting non-stop,” Gwen said, disbelief laced in her voice. “You’ve worked your ass off for years. How are you still struggling?”
Andrea let out a bitter laugh. “Because the world doesn’t care if you work hard, Gwen. Rent, groceries, utilities—they don’t pause just because you need time to breathe. And even if I got a job tomorrow, I still wouldn’t make enough in time.”
Gwen tilted her head slightly, as if weighing something in her mind. “You know I could help you, right? I still have some money saved up from before.”
Andrea shook her head quickly. “No, Gwen. You already helped me so much last year. I can’t keep asking you for more. It’s not fair.”
Gwen hesitated, glancing around the café as though checking to see if anyone was listening. When she spoke again, her voice was lower, almost conspiratorial.
“There’s another way. It’s how I’ve been able to afford everything.”
Andrea frowned. “What do you mean?” She had always assumed Gwen came from money, that her family had paid for her lifestyle, her designer clothes, and all her lavish indulgences.
“You’ve seen how I live, right? My condo, no debt, the designer clothes, the trips? It’s not because of my family.”
Andrea blinked, confused. “Wait, so how are you paying for everything then?”
Gwen gave her a knowing smile, as if she had been waiting for this conversation. “I’m a sugar baby, Andrea.”
Andrea stared at her, unsure if she had heard correctly. “You’re a… what?”
“A sugar baby,” Gwen repeated, still keeping her voice low. “I have a few… arrangements with guys. They’re wealthy, and in exchange for companionship, they take care of me. They pay for my lifestyle.”
Andrea just stared, the words struggling to sink in. Gwen—her friend who always seemed so carefree, who had everything handed to her without a second thought—was a sugar baby?
“You’re serious?” Andrea asked, incredulous.
Gwen nodded. “It’s not like what most people think. It’s not about being, like, an escort or a prostitute or anything. Every arrangement is different. Some of the guys just want someone to talk to, someone to attend events with, someone to check in on them from time to time. And they pay for that.”
Andrea didn’t know what to say. Her mind raced, trying to process what Gwen had just told her. She had always assumed Gwen came from money, that her family was just rich. The idea that she was living off of... sugar daddies was something Andrea never saw coming.
“And they’re like old guys?” Andrea asked.
Gwen shook her head. “Not all. The oldest one I have an arrangement with is fifty-two. There’s one who’s thirty-seven and one who’s forty-six.”
“How long have you been doing this?” Andrea asked, still trying to wrap her head around it.
“Since the end of college,” Gwen said casually, as if this were the most normal thing in the world. “That’s when I got my first arrangement. After realizing how much debt I had without my adult life truly starting yet, I wanted to find another way. Now, I have three guys. And they cover everything.”
“Everything?” Andrea echoed.
Gwen nodded, her eyes sparkling with a mix of pride and confidence. “Yeah. My rent, my trips, my hair and nails, my clothes—everything. I’ve even got a separate account for spending money. No debt, no stress, plus I have my own savings now.”
Andrea couldn’t believe what she was hearing. It sounded like something out of a movie, not real life. And yet here was Gwen, living it. She glanced around the café, suddenly hyper-aware of everyone nearby. Did anyone else know? Or was this some secret life Gwen had been leading all along?
“And… you don’t have to, you know… sleep with them?” Andrea asked, her voice barely above a whisper.
Gwen laughed softly. “Not all of them, no. One just wants photos—feet pics, honestly. Weird, I know, but he pays well. The other one likes to take me to dinners, charity events, things like that. It’s all very proper. He just wants someone to be seen with, a pretty girl on his arm. Now, the other one wants companionship and the sex.”
Andrea sat back, staring into her coffee, trying to make sense of it all. Part of her was shocked, maybe even a little judgmental, but another part of her—one she wasn’t quite ready to acknowledge—was intrigued. Gwen didn’t seem ashamed or embarrassed. She seemed like she had everything under control. And she was living a life Andrea couldn’t even dream of.
“And you’re okay with that?” Andrea asked.
Gwen leaned closer. “He’s thirty-seven, Andrea. And let me tell you: sex with an older man is way better than guys our age. As they say, with years comes experience. You definitely want the experience and not some fumbling idiot who can’t last ten seconds.”
Andrea couldn’t help but laugh at that. “How do you even start something like that?” she asked, curiosity creeping into her voice.
Gwen smiled, sensing the interest. “There’s a website. You create a profile, put up some photos, and guys reach out to you. You get to decide who you talk to, what you’re comfortable with. You’re the one in control, Andrea.”
Andrea bit her lip, feeling a strange mix of emotions. The idea of being a sugar baby felt foreign, almost like it belonged to another world. But the reality of her situation—her grandmother needing surgery, the rejection emails piling up, the suffocating weight of knowing she was running out of time—was something she couldn’t escape.
Was it really so bad, what Gwen was doing? Society deemed it scandalous, but she seemed happy. And she wasn’t struggling the way Andrea was.
“And you really think… I could do this?” Andrea whispered.
Gwen’s smile softened. “I know you can. And I’ll help you.”
Andrea nodded slowly, her thoughts a whirlwind. Could she really step into this world? Could she become a sugar baby, like Gwen, and solve all her problems with one decision?
One choice could change everything.
Hi there! Thanks so much for reading!
This story is part of The Billionaires Series and is under the Inkitt Author program. It will be FREE on Inkitt and updates will be weekly on Fridays.
If you like it and can't wait for the next chapter, please do VOTE and COMMENT! Our engagement (likes, comments, etc) is being tracked for this story and that's how we get paid. Please do contribute by leaving a like and comment! :)