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Wicked Charleston: The Dark Side of the Holy City

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Wicked Charleston: The Dark Side of the Holy City, by local resident and tour guide Mark R. Jones, explores the dark alleys and seedy characters not often associated with the Charleston of today.
A beautiful Southern city distinguished by its opulent homes, towering church steeples and hospitality, Charleston, South Carolina, has long been associated with the genteel side of Southern living. However, beyond the outward appearances that most people associate with Charleston, there is another side that most visitors and residents would dare not believe is part of the very fabric from which the city's history was woven. From the sexual escapades of an original Lord Proprietor and the comings and goings of the most notorious pirates, to secret brothels and nightclubs, Jones leads the reader back to a time when "drinking, eating and whoring with more than fifty wenches" was perhaps more common in the Holy City than one may imagine.

128 pages, Paperback

First published November 1, 2005

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374 people want to read

About the author

Mark R. Jones

11 books14 followers
Mark R. Jones is an eighth generation native of the South Carolina lowcountry. He is an author, historian, licensed guide and tour operator in Charleston, S.C. He has conducted more than 40,000 tours.

He is the author of seven other books. His first book kicked off the wildly popular Wicked series for The History Press. Wicked Charleston: The Dark Side of the Holy City (2005), was followed by Wicked Charleston, Vol. II: Prostitutes, Politics & Prohibition (2006).

In 2007, Jones published two true crime anthologies, Palmetto Predators: Monsters Among Us and South Carolina Killers: Crimes of Passion. Jones, and one of the Predator stories, was featured in the Investigation Discovery program “A Crime To Remember” in 2016.

In 2013, Jones published Doin’ the Charleston: Black Roots of American Popular Music & the Jenkins Orphanage Legacy and Kingdom By The Sea: Edgar Allan Poe’s Charleston Tales. In 2015, Jones published Charleston Firsts. and the Charleston Almanac.

Jones is also an active speaker, creating historical presentations for a wide variety of organizations - schools, libraries, corporate and civic organizations.

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5 stars
53 (27%)
4 stars
64 (32%)
3 stars
60 (30%)
2 stars
15 (7%)
1 star
2 (1%)
Displaying 1 - 28 of 28 reviews
Profile Image for KB.
422 reviews1 follower
May 16, 2024
Listened to this one - I think that was the better choice. Learned a lot about Charleston that I didn’t know! not for everyone though.
Profile Image for Rebekkila.
1,260 reviews16 followers
November 15, 2012
Having lived in the city of Charleston for 14 years, I was aware of some of the wicked events that were detailed in the book. I had heard of the Lavinia Fischer story but the account I had heard was way more creepy. I also liked the pirate stories. I have been inside the Charleston exchange and toured the dungeon where the pirates were held. I knew of Anne Bonney and Mary Read, but I did not realize that they were lovers.
I wish that I had read the book when I lived there because it gave the street addresses of some of the homes where some interesting history took place. I would like to go back and look at these homes through different eyes.
One story that didn't make it in happened in the last fifteen years. I man claimed to have changed sexes and subsequently claimed to have become pregnant and gave birth. I read a story about it and it happened right downtown where the rest of these scandelous events in the book took place.
It is funny how in the book Marion square was not considered to be downtown. Marion Square houses the farmers markets and many festivals. Apparently it was once a popular spot for hanging people.
Profile Image for Jess the Shelf-Declared Bibliophile.
2,447 reviews932 followers
May 1, 2018
Fascinating recollection of Charleston legends, history, and how life was when the city was first established. I've personally taken both Bulldog Tours' Dark Side of Charleston tour and the Haunted Jail tour, and I really appreciated the author's truth in the stories. When I took the tours, the guides exaggerated so much and flat out lied sometimes. This book is a great asset to Southern historical literature.
Profile Image for James Caskey.
Author 6 books65 followers
February 13, 2013
Ever read a book and wish you had written it? Here's one of the best books about Charleston that I've ever read. Even with a re-read, it's still surprising how unbelievably and delightfully sinful the history of the 'Holy City' really is. No ghosts (although there is a great chapter about Lavinia Fisher), but enough sex, scandal, and good ol' fashioned deviance to make you never look at the place the same way ever again. Written in an engaging and entertaining style, the author combines a historian's flair for research with an apparent delight for the darker sides of human nature.
Profile Image for Jess the Shelf-Declared Bibliophile.
2,447 reviews932 followers
January 31, 2024
Fascinating recollection of Charleston legends, history, and how life was when the city was first established. I've personally taken both Bulldog Tours' Dark Side of Charleston tour and the Haunted Jail tour, and I really appreciated the author's truth in the stories. When I took the tours, the guides exaggerated so much and flat out lied sometimes. This book is a great asset to Southern historical literature.
Profile Image for Tina.
542 reviews33 followers
August 21, 2019
My friend bought this book in a thrift shop in Utah, of all places, and gave it to me as gift when she came to visit. It was an entertaining read and eye-opening description of slavery. Most history books gloss over slavery, this one gave some very interesting details. If I was a history teacher I would include this book on the must read list.

The book ended abruptly hence the 4 star rating instead of 5 stars.
Profile Image for Ashlee.
70 reviews
November 7, 2015
The telling of these stories felt like you were on a tour, makes sense as the author is tour guide. A nice little overview of each case. Not a bad quick read.
Profile Image for Fishface.
3,300 reviews242 followers
February 16, 2016
This one was just OK. The main virtue of the book it that it leads you to a lot of other reading so you can find out much more about the 10 cases discussed in Jones's summaries of the situations.
Profile Image for Dawn.
216 reviews53 followers
December 18, 2017
I just love a bit of true crime, especially when it's all about the area where I live and places I know.
Profile Image for Bibiana Krall.
Author 34 books199 followers
March 31, 2021
This book is so awesome! It combines stories, myth, legend and history of one of my favorite Southern cities.

The next time I drive up there, I am bringing this book to page through and remind me of some of the landmarks to go see.

Or maybe I will just book the author for a tour?

My husband was born and raised on Sullivan's Island, so he's a local, but I am not and I love to know more about the city that never fails to reveal more of herself every time I walk the Battery. Definitely a must read for anyone who longs to travel to Charleston or for any history buff.
Profile Image for DeAndria Amick.
5 reviews
November 9, 2017
I love anything and everything Charleston. Deep family roots back to the early 1700’s in South Carolina and tracing genealogy back let me know Charleston is only pretty on the outside. When I did a ghost tour the guide mentioned this book. It has touched on a lot of things I remember as a child of haints and being ridden by the hag. It’s also renewed my fascination with the pirates that roamed right off our beaches.
3 reviews
November 14, 2021
Entertaining and educational

A truly entertaining read about an enjoyable city. I learned a lot not only about Charles Town but also the state of human kind in Europe and the colonies in pre revolutionary days and into the Civil war.
45 reviews
June 9, 2021
I enjoyed the pace and storytelling of Mark R. Jones. There were many interesting stories of old Charles Town.
This wasn't a hard to put down book for me, but I still found it very engaging.
Profile Image for Bethany   Reynolds .
179 reviews10 followers
April 18, 2024
Was good to read things about my state. Other than Susan Smith I did not know anything about the others very interested
Profile Image for Mosley.
12 reviews
April 10, 2025
A lot of these stories are used in my job, and I really loved this. Used it as a pool read. Also really good version of Livenia’s story that is less tall-tale. A book I would buy my dad
Profile Image for Sarah Vied.
6 reviews4 followers
February 23, 2012
I found the book extremely interesting, especially since I've been living in Charleston for the past few years. I've always been drawn to Charleston because of its rich history, but had no idea about all of the debauchery and the city's drunkenness in its formative years. I felt myself imagining significant or interesting historical events that took place as described in the book and where all of the present day locations are. Charleston has so much history, but it was really cool to hear about a side I hadn't given much thought to before. I especially enjoyed learning more about Charleston's connections to King Charles (I and II) and to England in general. I find it interesting to know where we come from as Americans.
Profile Image for Amy.
Author 2 books161 followers
January 16, 2009
I picked up this copy of Wicked Charleston in preparation for skyring's visit in Australia. I'm hoping to be able to ask the author to sign it, and also hoping to take skyring on the Wicked Charleston tour. Seems like it would be his cuppa!

Any book that begans with the quote: "A man with an erection heeds no advice," has got to be a fun read.

Wicked Charleston is the history of drinking, prostitution, murder, wayward ministers, lesbian pirates and crime & punishment of Charleston, SC from 1670 thru 1840. Populated by shady characters and filled with historically documented cases of wenching, slave rebellions and the "Greatest Whoremaster in England".
Profile Image for Charlene Connors.
58 reviews6 followers
February 24, 2017
Reading this book is like opening a treasure chest; one in which the author, Mark R. Jones, shares his love of Charleston and its history.
The city is lovingly described its scents, colors, architecture, the people. The flavor of this southern city is on every page. The story of the Jenkins Orphange Legacy and how instrumental it is in the emergence of Jazz is fascinating. This is a book every jazz lover, southern history buff, or someone looking for a really interestng and fun book should read. I am definitely adding this author to my "read everything" list.


Charlene Connors
Profile Image for Lucienne wells.
9 reviews
April 19, 2008
This book was written by a tour guide for the city of Charleston, SC, and it definately has that type of feel to it, but I really liked it. With such great chapters as "Lord Anthony Ashley Cooper- the Greatest Whoremaster," and pirate stories, what's not to like! I'm not really sure how to recomend this one, if you've been to Charleston- read it. If you haven't... read it if you like short, odd, historiaclly accurate tales then you should read it too.
Profile Image for Jess the Shelf-Declared Bibliophile.
2,447 reviews932 followers
January 31, 2024
Fascinating recollection of Charleston legends, history, and how life was when the city was first established. I've personally taken both Bulldog Tours' Dark Side of Charleston tour and the Haunted Jail tour, and I really appreciated the author's truth in the stories. When I took the tours, the guides exaggerated so much and flat out lied sometimes. This book is a great asset to Southern historical literature.
Profile Image for Meaghan.
1,096 reviews25 followers
February 13, 2012
Meh. This was okay, and certainly enlightened me to just how violent South Carolina was during the early 1900s, but it didn't go into very much detail. Each case write-up was only a few pages long. I wish it had been more in-depth.
714 reviews1 follower
August 12, 2015
The more things change, the more they remain the same. A collection of true crime stories that have occurred in South Carolina during a 100 year time period. Corruption and the good old boy system show how the meaning of justice depends on who the criminal was.
Profile Image for Caroline  Miller.
85 reviews1 follower
April 8, 2016
Great Read!

Got to meet the author when in Charleston and He is brilliant! I highly recommend this book to anyone who is interested in learning about the United States or Charleston .
Profile Image for Sylvie Parris.
Author 4 books9 followers
March 4, 2014
if you want the down and dirty on Charleston's history, this is a great book for the job.
Displaying 1 - 28 of 28 reviews

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