---
product_id: 109122279
title: "Dr. Strange Beard (Winston Brothers Series, 5)"
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---

# Dr. Strange Beard (Winston Brothers Series, 5)

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## Description

Hunches, horse races, and heartbreak Ten years after Simone Payton broke his heart, all Roscoe Winston wants is a doughnut. He’d also like to forget her entirely, but that’s never going to happen. Roscoe Winston remembers everything―every look, every word, every single unrequited second―and the last thing he needs is another memory of Simone. Unfortunately, after one chance encounter, Simone keeps popping up everywhere he happens to be . . . Ten years after Roscoe Winston dropped out of her life, all Simone Payton wants is to exploit him. She’d also like some answers from her former best friend about why he ghosted her, but if she never gets those answers, that’s a-okay. Simone let go of the past a long time ago. Seriously, she has. She totally, totally has. She is definitely not still thinking about Roscoe. Nope. She’s more than happy to forget he exists. But first, she needs just one teeny-tiny favor . . . Dr. Strange Beard is a full-length romantic comedy novel, can be read as a stand-alone, and is the fifth book in the USA TODAY bestselling Winston Brothers series.

Review: 5++ stars! TOP FAVORITE BOOK OF THE YEAR! - I hate to be the person to brag but, I FREAKING KNEW THIS BOOK WOULD BE AMAZING!!! I feel like Roscoe has been the forgotten brother in this series. But from book one, he’s always been the one that intrigued me the most. I just had the feeling that there was so much more to him than what we originally knew. And while everyone has been excited for Billy’s book or letting the other Winston Brothers claim their hearts, I’ve just been sitting (not so) patiently, just waiting for Roscoe. And oh man. This book. THIS FREAKING BOOK!. I don’t even know what I expected from this book but it met every single one of those unknown expectations and surpassed everything my mind could have even conjured for it. I’m just going to give it to you straight: Dr. Strange Beard is my favorite book in this series. And possibly my favorite book that Penny Reid has written to date. I really didn’t think that was possible because I love Drew and Cletus’s books (not to mention her countless other amazing books outside of this series) something fierce but the way this book made me feel throughout reading, the way I’m feeling right now just tells me that I read something special. I know without a doubt in my mind I’ll be rereading this book asap. I’m already debating if I should go back after I get some rest and start all over again from the beginning. And as someone with a TBR pile taller than the Empire State Building, rereading is a freaking privilege and not something I do often. Heck, most books I'll read once and I’m ok with not reading again. But there’s no way I’m going too long without visiting Simone and Roscoe again. It’s so hard to talk about this book without spoiling anything! I want to explain the plot but then I also feel like telling you anything, even the smallest clues would be a huge spoiler and could possibly hinder your reading experience so I’m going to keep it as vague as possible. As we know from the previous books, Simone and Roscoe were childhood best friends but then one day when they were sixteen, they stopped talking and avoided each other at all cost. No one really knows what happened except that while you used to see them joint to the hip (there were never Simone without Roscoe, and vice versa) now you’d never seen them within 100 feet of each other. Now 10 years later, Roscoe and Simone are both 26 and because of…circumstances, they can no longer avoid each other. That’s all I’m going to say on the plot. But trust me, this book will surprise you in all the best ways. I kept thinking that I knew what had happened, and what would happen throughout this book and over and over this book surprised me. The amount of times I gasped out loud and was kept repeating, “OMG I CAN’T” (can’t what, you may ask? I have no idea lol. I can’t breathe, I can’t believe this, I can’t read anymore because my hurt is bursting from my chest, I can’t believe that the kind of love that Simone and Roscoe have actually exists and that I’m witnessing it, etc. honestly take your pick because I felt every single one of those emotions and more) is insane. I love Simone and Roscoe soooo much. If there is one thing that I kept thinking throughout reading this book, it was that. I love Simone and how strong, funny and amazing she is. I could relate to her in so many ways and she surprised me because the way she thought, or her feelings on certain things were so similar to my own unsaid thoughts (and often things I felt but never knew how to articulate) that it left me feeling shocked and connected to her in a way I don’t often feel to characters. And then there’s Roscoe. Sweet, amazing, soulful Roscoe who owns my heart and soul. I love EVERYTHING about him. But most importantly I love how he loves Simone. I want a guy like Roscoe so bad. To think that there is someone out there who could love and cherish me the way he love Simone, honestly my heart hurts just thinking about them. I’m really, really glad that this book was 100% focused on Simone and Roscoe because I was initially worried that the rest of the gang would take away from their book but that didn’t happen at all. We definitely got so many great scenes with the rest of the gang and I love catching up with them all and seeing where they were at now in life but I liked that their scenes didn't take away from the romance but rather worked perfectly into the book. There are only two things that are minor concerns about the book: 1. The fact that the book is over and now I won’t get to read more about Simone and Roscoe. (I’m not ready to move on from them. I am desperate for more of them. Please oh please let them get their own spin off series like Cletus and Jennifer or even a small novella, hell I’ll even take bonus scene. Ugh just anything!! Because I love them so much and I want to read about them forever and ever) 2. The time jump was a tad confusing at times. The way that random events were just dropped casually and then not really even explained was kind of jarring because I’d be SHOOK, jaw on the ground and then the dialogue just continued like nothing happened and I’m literally, like “?!?!?!?!”. And then I got confused because it felt like I was supposed to just know this stuff and I started wondering if this stuff had been mentioned in the previous books and I just forgot but the fact that some stuff was really shocking, like literal bomb drops, I feel there’s no way I’d forget them. I have a feeling these will be things that are clarified in future books but they definitely threw me for a loop when I first read it, considering how things were last left off in the previous books. I’m so happy that this book more than lived up to my expectations and I’m so happy that Penny wrote Roscoe and Simone’s story. Fans of this series, you will not be disappointed! In fact, I think Roscoe’s book is going to take quite a few of you by surprise and have you wondering how you could have ever brushed the youngest Winston brother to the side in the first place. Job well done by this author and a top favorite for the year for me!! EVERYONE READ THIS BOOK!!
Review: relevant, meaningful, and has great lead-ins for future books - Dr. Strange Beard is the fifth installment in the well-loved Winston Brothers series by Penny Reid. This book is centered around the youngest of the siblings, Roscoe, and Simone, the girl (now woman) he grew up with. This book jumps five years after the previous book in the series, Beard in Mind, and takes place ten years after Roscoe and Simone stopped being best friends. Let's start with the time jump. I had no idea this book was going to fast forward five years through the lives of characters I enjoy. I wish I could have been a voyeur to some of the milestones mentioned in this story. I think I understand the need for the gap but it still leaves me a little sad. I think the surprise of it added to that. The blurb mentions that ten years have passed since Roscoe left Simone's life but that doesn't give me an obvious indicator that years have passed since the last book. I would have had to check a chart or have a memory much better than I possess. There are two things Penny Reid has never shied away from: Difficult subject-matter and Current events. To top that off, she enlists "Sensitivity Readers" to assess the story and writing to help ensure she represents her characters properly and sensitively (this is my impression, not the author's words). I wish more authors would do this. Dr. Strange Beard has an element that is rooted in history and present time. I have seen authors use similar situations as something that comes across as a thoughtless gimmick done more for attention than any real purpose. Reid manages to incorporate a social injustice in an informative and organic way but also changes the perspective so the other main character lives through something that has him coming to a similar conclusion in his life that leads to a lovely lightbulb moment. The same can be said for Roscoe's challenges; they are handled well and bring awareness to something I didn't know I needed a better perspective of. That most likely doesn't make much sense but I don't want to give anything away and I don't have sensitivity readers. Just know the writing is smart and aware. The overall storyline feels realistic to me (for a story involving an undercover FBI agent). The relationship between Roscoe and Simone is genuine and I really appreciate what it takes to make it feel that way. They have challenges together and apart but they act their age and work through issues. I will say this story feels denser to me than the others in the series. There are many moments where the descriptions are long-winded and plentiful and I found myself skimming (I've never done this with a Penny Reid book). That was surprising to me but not off-putting, either. Dr. Strange Beard is not my favorite in the Winston Brothers series but I still enjoyed it and felt it was worth every minute of my time. The story is relevant, meaningful, and has great lead-ins for future books. I only wish the story was thinned out a little bit and I was better prepared for the jump in time. Those two issues took a little bit of adjusting and that is why my rating is a 3. Definitely pick this one up and if you haven't started this series yet, get on that!

## Technical Specifications

| Specification | Value |
|---------------|-------|
| Best Sellers Rank | #3,860,520 in Books ( See Top 100 in Books ) #17,099 in Contemporary Romance (Books) #42,067 in Romantic Comedy (Books) #124,421 in American Literature (Books) |
| Customer Reviews | 4.5 out of 5 stars 4,759 Reviews |

## Images

![Dr. Strange Beard (Winston Brothers Series, 5) - Image 1](https://m.media-amazon.com/images/I/81bmieXuHaL.jpg)

## Customer Reviews

### ⭐⭐⭐⭐⭐ 5++ stars! TOP FAVORITE BOOK OF THE YEAR!
*by A***A on August 1, 2018*

I hate to be the person to brag but, I FREAKING KNEW THIS BOOK WOULD BE AMAZING!!! I feel like Roscoe has been the forgotten brother in this series. But from book one, he’s always been the one that intrigued me the most. I just had the feeling that there was so much more to him than what we originally knew. And while everyone has been excited for Billy’s book or letting the other Winston Brothers claim their hearts, I’ve just been sitting (not so) patiently, just waiting for Roscoe. And oh man. This book. THIS FREAKING BOOK!. I don’t even know what I expected from this book but it met every single one of those unknown expectations and surpassed everything my mind could have even conjured for it. I’m just going to give it to you straight: Dr. Strange Beard is my favorite book in this series. And possibly my favorite book that Penny Reid has written to date. I really didn’t think that was possible because I love Drew and Cletus’s books (not to mention her countless other amazing books outside of this series) something fierce but the way this book made me feel throughout reading, the way I’m feeling right now just tells me that I read something special. I know without a doubt in my mind I’ll be rereading this book asap. I’m already debating if I should go back after I get some rest and start all over again from the beginning. And as someone with a TBR pile taller than the Empire State Building, rereading is a freaking privilege and not something I do often. Heck, most books I'll read once and I’m ok with not reading again. But there’s no way I’m going too long without visiting Simone and Roscoe again. It’s so hard to talk about this book without spoiling anything! I want to explain the plot but then I also feel like telling you anything, even the smallest clues would be a huge spoiler and could possibly hinder your reading experience so I’m going to keep it as vague as possible. As we know from the previous books, Simone and Roscoe were childhood best friends but then one day when they were sixteen, they stopped talking and avoided each other at all cost. No one really knows what happened except that while you used to see them joint to the hip (there were never Simone without Roscoe, and vice versa) now you’d never seen them within 100 feet of each other. Now 10 years later, Roscoe and Simone are both 26 and because of…circumstances, they can no longer avoid each other. That’s all I’m going to say on the plot. But trust me, this book will surprise you in all the best ways. I kept thinking that I knew what had happened, and what would happen throughout this book and over and over this book surprised me. The amount of times I gasped out loud and was kept repeating, “OMG I CAN’T” (can’t what, you may ask? I have no idea lol. I can’t breathe, I can’t believe this, I can’t read anymore because my hurt is bursting from my chest, I can’t believe that the kind of love that Simone and Roscoe have actually exists and that I’m witnessing it, etc. honestly take your pick because I felt every single one of those emotions and more) is insane. I love Simone and Roscoe soooo much. If there is one thing that I kept thinking throughout reading this book, it was that. I love Simone and how strong, funny and amazing she is. I could relate to her in so many ways and she surprised me because the way she thought, or her feelings on certain things were so similar to my own unsaid thoughts (and often things I felt but never knew how to articulate) that it left me feeling shocked and connected to her in a way I don’t often feel to characters. And then there’s Roscoe. Sweet, amazing, soulful Roscoe who owns my heart and soul. I love EVERYTHING about him. But most importantly I love how he loves Simone. I want a guy like Roscoe so bad. To think that there is someone out there who could love and cherish me the way he love Simone, honestly my heart hurts just thinking about them. I’m really, really glad that this book was 100% focused on Simone and Roscoe because I was initially worried that the rest of the gang would take away from their book but that didn’t happen at all. We definitely got so many great scenes with the rest of the gang and I love catching up with them all and seeing where they were at now in life but I liked that their scenes didn't take away from the romance but rather worked perfectly into the book. There are only two things that are minor concerns about the book: 1. The fact that the book is over and now I won’t get to read more about Simone and Roscoe. (I’m not ready to move on from them. I am desperate for more of them. Please oh please let them get their own spin off series like Cletus and Jennifer or even a small novella, hell I’ll even take bonus scene. Ugh just anything!! Because I love them so much and I want to read about them forever and ever) 2. The time jump was a tad confusing at times. The way that random events were just dropped casually and then not really even explained was kind of jarring because I’d be SHOOK, jaw on the ground and then the dialogue just continued like nothing happened and I’m literally, like “?!?!?!?!”. And then I got confused because it felt like I was supposed to just know this stuff and I started wondering if this stuff had been mentioned in the previous books and I just forgot but the fact that some stuff was really shocking, like literal bomb drops, I feel there’s no way I’d forget them. I have a feeling these will be things that are clarified in future books but they definitely threw me for a loop when I first read it, considering how things were last left off in the previous books. I’m so happy that this book more than lived up to my expectations and I’m so happy that Penny wrote Roscoe and Simone’s story. Fans of this series, you will not be disappointed! In fact, I think Roscoe’s book is going to take quite a few of you by surprise and have you wondering how you could have ever brushed the youngest Winston brother to the side in the first place. Job well done by this author and a top favorite for the year for me!! EVERYONE READ THIS BOOK!!

### ⭐⭐⭐⭐ relevant, meaningful, and has great lead-ins for future books
*by J***E on August 2, 2018*

Dr. Strange Beard is the fifth installment in the well-loved Winston Brothers series by Penny Reid. This book is centered around the youngest of the siblings, Roscoe, and Simone, the girl (now woman) he grew up with. This book jumps five years after the previous book in the series, Beard in Mind, and takes place ten years after Roscoe and Simone stopped being best friends. Let's start with the time jump. I had no idea this book was going to fast forward five years through the lives of characters I enjoy. I wish I could have been a voyeur to some of the milestones mentioned in this story. I think I understand the need for the gap but it still leaves me a little sad. I think the surprise of it added to that. The blurb mentions that ten years have passed since Roscoe left Simone's life but that doesn't give me an obvious indicator that years have passed since the last book. I would have had to check a chart or have a memory much better than I possess. There are two things Penny Reid has never shied away from: Difficult subject-matter and Current events. To top that off, she enlists "Sensitivity Readers" to assess the story and writing to help ensure she represents her characters properly and sensitively (this is my impression, not the author's words). I wish more authors would do this. Dr. Strange Beard has an element that is rooted in history and present time. I have seen authors use similar situations as something that comes across as a thoughtless gimmick done more for attention than any real purpose. Reid manages to incorporate a social injustice in an informative and organic way but also changes the perspective so the other main character lives through something that has him coming to a similar conclusion in his life that leads to a lovely lightbulb moment. The same can be said for Roscoe's challenges; they are handled well and bring awareness to something I didn't know I needed a better perspective of. That most likely doesn't make much sense but I don't want to give anything away and I don't have sensitivity readers. Just know the writing is smart and aware. The overall storyline feels realistic to me (for a story involving an undercover FBI agent). The relationship between Roscoe and Simone is genuine and I really appreciate what it takes to make it feel that way. They have challenges together and apart but they act their age and work through issues. I will say this story feels denser to me than the others in the series. There are many moments where the descriptions are long-winded and plentiful and I found myself skimming (I've never done this with a Penny Reid book). That was surprising to me but not off-putting, either. Dr. Strange Beard is not my favorite in the Winston Brothers series but I still enjoyed it and felt it was worth every minute of my time. The story is relevant, meaningful, and has great lead-ins for future books. I only wish the story was thinned out a little bit and I was better prepared for the jump in time. Those two issues took a little bit of adjusting and that is why my rating is a 3. Definitely pick this one up and if you haven't started this series yet, get on that!

### ⭐⭐⭐⭐⭐ Take us to Green Valley, please!!
*by J***S on August 1, 2018*

Mrs. Reid has the unique ability to make us see the world in a different light with each book she writes. Dr. Strange Beard is a particularly enlightening. She doesn’t just give her readers a story. Oh no she doesn’t. She gives us an experience. A carefully crafted, one of a kind, INCREDIBLE and PECULIAR architecture of words. A masterpiece of feels and emotions. Jaime has been a fan Penny Reid’s story-telling since her very first book. Roxie is a new recruit and fangirl of the Winston brothers and Green Valley, Tennessee. Welcome aboard the beard train Roxie!! We both had been looking forward to Simone and Roscoe’s story. With all the little hints and clues in previous books we’ve built up an appetite for this mysterious Winston and his childhood friend. We were hungry to learn their story. We quickly discover that not everything is how it seems. There are a lot more secrets unraveled in this book than in previous books. The hits began very early in the book and just kept coming, leaving us with our mouths hanging open. From, “OMG, Did I just read? Holy moly that did not just happen!” to, “Hold me!” and “WTF?!?” We experienced a turbulence of emotions as the youngest brother navigates his way through a torrid of emotions. It’s been 10 years since Roscoe and Simone’s friendship abruptly ended. They’ve actively and successfully stayed out each other’s paths until a one chance encounter sets them on a path neither were expecting. Suddenly she is back in his life, and when we say back we mean BACK. She is everywhere and the feelings he so carefully tucked away are also back. Roscoe is such a unique and unconventional hero. He’s been a bit of a mystery throughout the series, so we weren’t quite sure what to expect from him. From the start you’ll notice hints of the secrets that are a part of who Roscoe is and why he reacts to Simone the way that he does, and you’ll be dying to piece them together to figure him out. What you’ll eventually learn won’t be something you were expecting but if you’re like us, you’ll be intrigued. It’s part of that Penny Reid magic that makes you want to learn and will force you to think and hypothesize. Simone was a character that took us a little longer to fall in love with. Pretty much all that we knew about her prior to this book was that she was Roscoe’s best friend and that they had some sort of history. You’ll finally learn the details of their history and how she fits into the Winston family’s ongoing story and we were so here for it. Through Simone’s eyes you get an eye-opening experience into a lot of issue’s that have long affected our society but seem to be extremely prevalent as of late. Penny Reid explores a sensitive topic with her unmistakable voice and, you guessed it, has you questioning what you thought you knew and wondering what you can do to know more. There are so many different layers to this story. It’s not just a second chance love story of two childhood friends. It’s a story of family, of misconceptions, discriminations, forgiveness and second chances and you should read it, ASAP. Our review wouldn’t be complete without mentioning the rest of the Winston’s and their partners/families. Each brother is charismatic and swoony in their own way and Ashley is the heroine we all want to be. Reading as they each experience their own love story is a ride we won’t soon forget. Together they are an unstoppable force leaving readers with hearts eyes every single time. Now we just wait for Billy’s story…I’m not sure we’ll survive.

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*Last updated: 2026-05-16*