Leopold and Loeb

To be fair to him he was a fan of musicals and show tunes when that was popular entertainment-there weren't even talkies yet!

Loeb did enjoy dressing up as characters, performing in plays and cheerleading (though at this time almost all cheerleaders were male).

Do you know anything about wether or not it actually was?

It was actually that Leopold disliked Loeb and assumed it was mutual. Here's the note from White's psych report: "His acquaintance with Dick Loeb dates from the Spring of 1920. Dick, he says, was not popular, and at first he detested him, and he thinks the feeling was mutual. In the Fall they became intimate. By February, 1921, they were firm friends." This actually goes with the White note I posted a few days ago, but them sleeping together in Ann Arbor didn't make it into the report.

This isn't the exact model that Leopold had (his had rubber bands) but here's something close:

Unless they were caught having sex in public or soliciting other people, I don't think they ever would have gone to trial for that. With their money and status they may have been fined, humiliated in their social circles, never spoken to each other again, but I can't see them actually standing trial for sodomy.

Some time ago you posted about the beginning of their friendship and said that one of the alienists said this:

“went to football game in Ann Arbor and slept together-beginning of their strong association.”

I was wondering if ‘slept together’ means sleeping in the same room or bed or entirely different interpretation in this context?

Unfortunately that quote is all I have, it's a handwritten note from Dr. White and he didn't talk about that moment specifically in any of his typed reports or when he testified.

Also, since both were maybe overweight as teenagers, do you know what was meant when it was said that they both dieted before the murder?

With Loeb you can see when he smiled that his teeth were irregular:

Here's all the information I have about their teeth:

Loeb

From psych reports: Teeth irregular and with absent lateral incisors. Still has some baby teeth. Poor teeth.

He has had considerable dental work in straightening the teeth. He still has three of his baby teeth, and the adult teeth have not been revealed, as show by xray, nor have they erupted.

Teeth crowded, long, narrow, left lower canines prominent

From newspapers: Loeb is an attractive youngster in spite of several gold crowns on his teeth.

Loeb has gold fillings in two of his right upper teeth-the gold is usually in evidence.

Loeb has a protruding sensual mouth and rather bad teeth.

Loeb not appear to be looking at anything. His lips parted and his rather prominent upper teeth became visible, but it could hardly be said that he was smiling.

Leopold

From psych reports: His teeth have tended to decay, so that he has had to have a good deal of dental repair work. Much dental repair of cavities.

With dental work he has good, evenly spaced teeth.

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"The fact remains, Elmer, that he's broken faith with everyone who helped him and believed in him - all of his dear devoted friends, as well as his family, and most of all me. I hate to say this but he isn't one bit different than he was in 1924; his activities continued throughout his Stateville days, and started here a month after he arrived in 1958, and are continuing presently. I've confronted him with what he is and he laughs at me and says I'm a paranoid schizophrenic. Naturally, when confronted, he lies but I have such damning evidence that he doesn't have a leg to stand on. I hope with all my heart that I never need to use this. I don't wish to hurt him but I long since ceased to love him and don't have a particle of respect for him."