August 15, 2022 Updates and Poll Results

Poll Results

Thank you to everyone who voted in the poll asking what kind of information people were interested in seeing me add to this site. We got a total of 62 votes from 10 countries.

Taking a look at the results the clear winners are ‘Leopold and Loeb in prison’ and Leopold and Loeb ‘pre-murder,’ though ‘Interviews Leopold and Loeb did’ isn’t far behind. After that is information about the Franks/Leopold/Loeb families, and interest really dropped off after that, with ‘Interviews with authors/directors’ bringing up the rear with only a single vote. I’m really glad to get this feedback, especially as I’m starting to plan out my next few months of posts!

There were two people who chose ‘Other’ and commented, the first:

‘Loeb’s correspondence in prison, any insights to his life after sentencing’

While this melds into the prison option, I’ll keep in mind to focus on Loeb. Unfortunately I can’t be of much help with the correspondence, as I’ve only seen one letter, one card, and possibly two other letters written by Loeb in prison. The two possible letters were written under different names, one as the civilian head of the prison’s schools reaching out to an outside educator, and one letter used as an example in his English textbook.

The textbook letter is particularly interesting, because I can’t tell if it’s a letter Loeb wrote, a letter Leopold wrote, a combination, or completely fictional. Some information fits both of them-the letter is written to a family member and it sounds like it could have either been Loeb writing to Allan or Leopold writing to Sam-as the ages of the children they mention works for both brothers. A specific book mentioned I know was read by Loeb, but it’s also mentioned that the letter writer saw an old friend who used to work in the Shoe Shop with him-and only Leopold-not Loeb-worked in the prison Shoe Shop. It’s a pickle, and because I can’t tell the author, I don’t think it can offer too much insight.

The second comment was ‘An explanation of the “cocksucker” letters Nathan sent to Richard, thank you!’

The first cocksucker letter (the one that actually used the word cocksucker) was sent because Leopold didn’t want to apologize and was asking Loeb if he wanted to stop being friends because of it. Basically, Leopold and Loeb had agreed to go out together on New Years, but later Loeb made plans to double date with their friend Richard Rubel instead. Leopold explained that Leopold told Rubel that he assumed Loeb wouldn’t break the date with Rubel, and Loeb and Rubel apparently pretended discussing changing it, but never actually considered changing the date. Leopold says that he only told Rubel what he assumed Loeb thought, not what Loeb had told him, but Loeb was accusing Leopold of breaking confidence by telling Rubel things that Loeb had told Leopold in confidence. Leopold apologized for breaking confidence, but then verified with Rubel that he actually hadn’t broken confidence, and just told Rubel his assumption, rather than facts. It’s all a bit convoluted.

Regardless, the letter is Leopold saying he’s taking back his apology and though Loeb wants him to admit he acted wrongly, Leopold is refusing to do so. He wants to know if Loeb will accept that or if Loeb will punish him or they’ll stop being friends over it. But he warns that if they do stop being friends, they should still act sort of friendly on the street, otherwise, if they went from being very close friends to completely ignoring each other, their friends may gossip that they broke up, or that there was “A falling out of a pair of cocksuckers.”

The second letter is Leopold trying to clarify his terms to make sure Loeb understands him, and this is the letter where he explains Nietzsche’s superman in relation to Loeb.

Hopefully that explained it? It’s kind of confusing, please let me know if I can help anymore!


In light of the poll, today’s post is a little story which took place in 1933, which found Leopold, Loeb and two friends in a compromising position: Prison Party

Book Updates

For those interested in a little peek behind the curtain; I’ve been working on the index for my book, and as of chapter 1 the index terms go from ‘American Ornithologist’s Union’ to ‘World War One.’ So far, Florence Leopold has the most page mentions of all my indexed terms (though I don’t think she’ll manage to hold that position for long).

Prison Party

On October 2nd, 1933 it was a Monday afternoon, but four men in Stateville prison had decided to take a long weekend. While walking his rounds, guard Thomas Nelson heard singing coming from Cellhouse C. In various newspaper reports the song being sung was said to be the nursery rhyme “Who’s Afraid of the Big Bad Wolf,” the World War One anthem “Over There,” or a more risqué song: “Mademoiselle from Armentieres.” Whatever they were singing, Nelson quickly found the source of the ruckus in the cell of either Robert Scott or George Sullivan, where the pair had evidently been drinking for several hours.

Scott was 31 and had already spent 7 years in Stateville, after he and his brother Russell held up a drug store and killed the clerk. Russell was hanged for their crime, but his younger brother was spared and given life in prison. Sullivan was 53 and in on a fourteen-year sentence, after being convicted of killing his landlady in 1929. They were joined in their festivities by two other infamous murderers: Nathan Leopold and Richard Loeb.

According to Nelson, Scott and Sullivan were so drunk they were unable to walk, and he had to enlist the help of another guard to help get the merry murderers to solitary confinement. Leopold and Loeb, he said, were not drunk, though Leopold had been drinking and was in the cell with Scott and Sullivan, while Loeb watched the party from the cell door.

Taken before a prison physician, both Leopold and Loeb were deemed not intoxicated and sent back to work. When asked why they had been visiting with the partying prisoners, both plead innocence. Leopold claimed he had been collecting books as part of his library duties, and Loeb similarly said he had been delivering and collecting papers for the correspondence school.

According to newspapers, Scott and Sullivan received ten days in solitary confinement for their party, while Loeb and Leopold walked free. I have not seen the records of either Scott or Sullivan to verify that, but it’s true that Leopold and Loeb were able to escape the incident without any mention of it on their prison punishment records.

Newspaper reporters were quite amused by this story, turning what I’m sure was a very dry, factual report from Nelson or another member of the prison staff and spinning a lot of lurid prose about it, much like I did above. I’m assuming this is where the many song choices come from, but I have gathered together all the accounts I could find to hopefully get somewhere near the truth. Here are some descriptions of the events from reporters, who were clearly having fun:

“A voice, tuned and broken over many a bar, shattered the quiet of Cell House C at Stateville late yesterday, demanding to know of the world in general as to who is afraid of the big bad wolf… Sullivan, who seemed to be singing the lead, was explaining how pig number three built a brick veneer bungalow and so was in a position to offer real defiance to the b. b. wolf, when the guards arrived.”

“Truly, it’s a hard, hard life the modern prison guest is obliged to live.”

One line from an article in particular struck a chord with Winifred Black, a “sob sister” style reporter who had covered the Leopold-Loeb case for the Chicago Herald and Examiner in 1924. The sentence which went out on the United Service wire was: “A liquor party at which Richard Loeb and Nathan Leopold, slayers of Bobbie Franks, were “guests of honor” resulted today in an order by Warden Frank D. Whipp for a search of every cell in the State prison here.”

Black was scandalized by the turn of phrase and a month after the party she wrote an article about it:

“They were the guests of honor at a prison party the other night, so the news tells us…

Sounds a little shocking to those of us who remember the shameful horror of the crime for which these two young men of good education and respectable families were convicted. But I suppose that sort of a qualm is a little silly when you come to think of it…

I wonder what makes a man a distinguished citizen in murderers’ row, anyhow? …

“Guests of honor” – I shall never hear that phrase again anywhere, any time without a shudder.

Shall you?”


The newspaper articles I consulted for this piece were:

Loeb, Leopold Others Taken to Solitary, Joliet Evening Herald News, October 3, 1933

Leopold and Loeb Involved in Joliet Cell Liquor Party, Chicago Daily News, October 3, 1933

Loeb, Leopold “Party” With 2 in “Pen” Bared, Chicago Daily Times, October 3, 1933

Loeb, Leopold Join in Prison Whoopee Party, Chicago Tribune, October 4, 1933

Loeb and Leopold Involved in Rum Party at Prison, San Francisco Examiner (United Service) October 4, 1933

Loeb and Leopold Enjoy a Party Till Officials Come, St. Louis Post Dispatch (Associated Press) October 4, 1933

Loeb, Leopold Whoopee Party Held in Prison, Belvidere Daily Republican, October 3, 1933

A Tough Life, Detroit Free Press, October 6, 1933

Great Heroes To Their Kind By Winifred Black, Chillicothe Gazette and Constitution, November 2, 1933

August 2022 Updates

  • Because of the interest generated by my last ‘Want Ads’ post, I’ve done one for the Leopold family as well. Unfortunately I won’t be able to do something similar for the Loebs, as I couldn’t find any instances of them posting these kinds of ads.

  • If you have the inclination, you can answer a poll to let me know what kind of content you’re interested in seeing more of on this website, whether in the form of bi-monthly posts or regular additions to the site. This poll is located on the right side of the screen on most pages (home page included) for desktop users, and at the bottom of the page for mobile users.

  • I’ve added an ‘Upcoming Media’ page to highlight the fiction and nonfiction related to the case that I know will be coming out in the future. At the moment this only includes book publications and new stagings of old plays.

Leopold Family Want Ads

The Leopold family occasionally used the want ads in newspapers to advertise for servants.

Florence Leopold, her sister Birdie Schwab and their respective families lived together until 1901, so ads before that date could refer to either family. They later moved into homes next door to each other.

January 9, 1898, Chicago Tribune

Wanted-Female Help: Nurse-Competent North German girl to take care of 3-year-old child and infant. 2901 Michigan av.

[This is assumedly for Hannah and Charles Schwab, who were the appropriate ages]

November 9, 1899, Chicago Tribune

Wanted-Female Help: North German Nursery Governess-To care for two children, one 5 years and infant. Call at 2901 Michigan av.

[This is assumedly for Mike and Sam Leopold, who were the appropriate ages]

June 9, 1901, Chicago Tribune

Wanted-Female Help: Cook-Experienced German, willing to go to the country; references required. Apply Sunday morning. 3223 Michigan av.

[The cook needed to be willing to go to the country because the family spent their summers in Highland Park]

June 6, 1902, Sheridan Road Newsletter

Lost-A small bow-knot brooch pin set with diamonds. Liberal reward cheerfully given for its return to Mrs. N. S. Leopold, Wildwood, corner of Linden and Laurel avenues.

[This exact ad was repeated a week later in the same paper]

March 8, 1906, Chicago Tribune

Wanted-Instruction: Two Sisters, German, wish to take English lessons second Wednesday each month 2 hours in the evening. Address Miss Giesler 3223 Michigan-av.

[Assumedly this is for Birdie and Florence]

October 21, 1906, Chicago Tribune

Wanted-Female Help: Nursery Governess-Competent north German. 3223 Michigan av.

[This would have been for Nathan Jr., who was almost 2 years old. This ad was likely answered by Marie ‘Mimie’ Gieseler]

March 17, 1907, Chicago Tribune

Lost-Lady’s gold jewel cased watch. Initials inside ; on Thursday evening, going from 32d to 34th st. on Michigan-av. Finder will be suitably rewarded. Please return to 3223 Michigan-av.

[An article giving more context to this incident appeared in the Chicago Tribune on March 25, and can be seen below]

March 25, 1907, Chicago Tribune

Offers $100 For Lost Watch, Chicago Tribune

N. F. Leopold Willing to Pay Big Price if Some One Will Return His Wife’s Timepiece.

A reward of $100 was offered yesterday for the return of a lady’s gold watch lost by Mrs. N. F. Leopold, 3223 Michigan avenue, while walking in Mich avenue between Thirty-second and Thirty-fourth streets, the night of March 14. The watch was a jeweled case, closed face timepiece, and the cover bore the initials “F.F.L.” and “N.F.L.” in old English letters on the inside. The covers outside bore engraved flower designs. The reward was offered after Mr. Leopold failed to locate the finder through advertisements offering no reward.

[This reward would have been over $3,000 today, when adjusted for inflation.]

April 7, 1915, Chicago Tribune

Wanted: Cook-Exp. Bohemian, Austrian or Hungarian; must speak English; refs. Required. 4754 Greenwood av.