Penny Wylder Books in Order (Updated 2026-02-09)

Penny Wylder’s catalog is big, fast-moving, and intentionally binge-friendly. The easiest way to stay oriented is to treat each named series as its own mini-world, then finish that run before you jump to the next one.

This guide focuses on the main series reading orders (where characters and vibes are meant to flow in sequence). After that, you can dip into standalones and short novellas however you like.

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A clean starting choice (without overthinking it)

• Want a dependable “big-hero contemporary” entry point? Start with Big Men.
• Want spicy nightclub vibes and tight pacing? Start with Club Deep.
• Want a short, emotional two-book arc? Start with The Girl I Loved duet.
• Want “fake it / marry it / rich-guy chaos” energy? Start with Dirty Thirty Pledge.

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Big Men (read in order)

1. Her Big Neighbor: A too-close neighbor crush turns into a real relationship once the flirting stops being a joke.
2. Texas Big Man: A Texas-sized attraction forces two stubborn people to admit what they want out loud.
3. The Big Boss: Workplace tension turns personal when the boss becomes the one person who can’t be ignored.
4. Big Bad Boy: A troublemaker hero meets the woman who doesn’t fall for charm, until he proves he’s serious.
5. Big Man’s Second Chance: A past mistake gets a second shot, but only if both leads finally tell the truth.

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Big Men Small Towns (read in order)

1. Big Man’s Bride: A small-town setup turns into a commitment problem nobody planned for.
2. The Bad Boy’s Bride: The “wrong guy” reputation hides the right kind of devotion when it matters.
3. Small Town Big Man: A big-city attitude softens when small-town life makes escape harder.

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Big Men Big Hearts (read in order)

1. Big Man’s Wife: A relationship that looks simple from the outside becomes real work, and real love, behind closed doors.
2. Big Man’s Claim: Possessive energy meets emotional vulnerability when someone finally asks for more.
3. Big Men’s Heat: Chemistry runs hot, but staying together requires choices that last past the bedroom.

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Big Men of Blue Mountain (read in order)

1. Fake Fiancée (For Now): A pretend engagement solves one problem and creates a dozen new ones.
2. Fake Vow (For Now): The “just for show” romance starts demanding actual promises.
3. Fake Love (For Now): The final step is admitting the feelings were never fake in the first place.

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Hard Working Hero (read in order)

1. Hard Working Hero: A blue-collar hero and a complicated heroine collide where effort matters more than smooth talk.
2. Dirty Working Hero: Attraction escalates fast, but trust is the real challenge.
3. Huge Working Hero: A bigger-than-life romance that lands only when both leads stop holding back.

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Club Deep (read in order)

1. Tease: A provocative connection turns serious the moment boundaries stop working.
2. Spread: Desire gets messy when “no strings” starts looking like denial.
3. Bang: The payoff book where choices become permanent and the past can’t be dodged.

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Dirty Brothers (read in order)

1. Flirt: A playful pursuit becomes the start of something neither lead can keep casual.
2. Lust: Heat comes easy, feelings take negotiation.
3. Claim: The most possessive story of the set, where commitment is the real victory.

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The Girl I Loved (Duet) (read in order)

1. For Her: A relationship is tested by sacrifice, timing, and what each person thinks they deserve.
2. For Us: The second half delivers the emotional resolution, after the consequences finally land.

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Billionaire’s CamGirl (read in order)

1. She Is Mine (prequel): A quick opener that frames the obsession and the stakes.
2. The Billionaire’s CamGirl: Fantasy becomes reality, and reality gets complicated fast.

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Dirty Thirty Pledge (read in order)

1. Rich Groom: A rich, tempting setup turns into a relationship that refuses to stay simple.
2. Rich Soldier: Duty and desire collide when the hero’s life doesn’t allow easy romance.
3. Rich Player: Confidence becomes a mask until the heroine forces something honest.

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Enemies to Lovers (read in order)

1. The Marriage Dare: A dare turns into a marriage-shaped situation that’s not as fake as it sounds.
2. Work Me Up: Workplace friction becomes attraction, then becomes a problem neither can ignore.
3. My Sweet Bully: A harsh history turns into a redemption romance where apology has to be real.

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Standalones and short reads

Penny Wylder also has many standalone romances and novellas (often trope-forward and designed to be read in one sitting). Because the list is long and constantly expanding, the best way to handle them is by trope or mood rather than forcing a single master order.

If you tell me what you want (boss romance, fake marriage, age gap, secret baby, roommate, small town, etc.), I can pull a clean “read these next” list without mixing series together.

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The simplest way to read Penny Wylder

Pick one series above, start at book one, finish it, then choose the next series based on the vibe you want. That keeps the fun callbacks fun, and prevents you from accidentally reading a later couple’s outcome first.