Well, its also possible Chris could have been one of the later, less famous emperors. Ever heard of
Elagabalus? Though he only ruled for a couple of years, he was probably the worst emperor Rome ever hard, exceeding even Caligula. Aside from executing anyone who disagreed with him, Elagabalus wasted money on parades and banquets (occasionally killing his guests), played jokes (which ranged from whoopee cushions to hiding lions in his guests' rooms to flinging dead dogs and boxes full of bees into crowds), and showered gifts onto his male lovers. Not only did he various dress as a woman or various gods, but he also prostituted himself out, and allegedly offered rewards to anyone who could give him female genitalia, even considering castrating himself. He also installed the worship of the Syrian God Elagabal, his patron deity, which deeply offended Roman sensitivities.
I actually dont know much about Claudius besides that he legalized Christianity on his deathbed
I suspect you are confusing Claudius with Constantine. Christianity wasn't a big religion under Claudius, least of all in Rome. The only real connection I can think of was Claudius expelling the Jews (and remember, most Christians at this point were still ethnic Jews) from Rome.
Constantine is the one who legalized the faith in 313 and converted on his deathbed. Later, the emperor Theodosius made Christianity the state faith of the Roman Empire in 380, aggressively persecuting all other faiths, including the Jews, pagans and even other early strands of Christianity (the Arians for example; ironically the Vandals would return the favour when they seized North Africa, killing the worst offenders but otherwise largely leaving people free to practice their religion). Of course I also feel obligated to point out that the Eastern Roman Empire was very different than what most people think of when they think of Rome; aside from some obvious differences (Christian, Greek speaking, moving the capital to Constantinople) they also lasted a lot longer.
Trolled by Caligula for the entertainment of Caligula's friends
And at this point I think its worth remembering that the entire Julio-Claudian dynasty was one great big dysfunctional family. Much like the Chandlers.
a later wife, Messalina, cheated on him to an epic extent. She supposedly defeated a famous Roman prostitute in a most-guys-in-one-night contest.
Messalina... was certainly one of the more interesting women of antiquity. If Tacitus, Suetonius and Pliny the Elder are to be believed, she was the most wanton, carnal creature to have ever existed. She not only cheated on Claudius, but worked her way through the entire Praetorian guard, slept with the most attractive men in Rome, and then the ugliest because she had nothing better to do. She would go about at night as a common prostitute, working the brothels under the name "Lupa" ("She-Wolf," which was also a colloquialism for prostitutes). Ultimately, she married one of her lovers (Gaius Silius) which even Claudius couldn't ignore, so he had her executed.
Here's what Juvenal had to say about her, which petty much sums everything up:
Are you worried by Eppia’s tricks, of a non-Imperial kind?
Take a look at the rivals of the gods; hear how Claudius
Suffered. When his wife, Messalina, knew he was asleep,
She would go about with no more than a maid for escort.
The Empress dared, at night, to wear the hood of a whore,
And she preferred a mat to her bed in the Palatine Palace.
Dressed in that way, with a blonde wig hiding her natural
Hair, she’d enter a brothel that stank of old soiled sheets,
And make an empty cubicle, her own; then sell herself,
Her nipples gilded, naked, taking She-Wolf for a name,
Displaying the belly you came from, noble Britannicus,
She’d flatter her clients on entry, and take their money.
Then lie there obligingly, delighting in every stroke.
Later on, when the pimp dismissed his girls, she’d leave
Reluctantly, waiting to quit her cubicle there, till the last
Possible time, her taut sex still burning, inflamed with lust,
Then she’d leave, exhausted by man, but not yet sated,
A disgusting creature with filthy face, soiled by the lamp’s
Black, taking her brothel-stench back to the Emperor’s bed.
Of course, Justinian I also married a woman who was a prostitute and actress. Amongst other things, Theodora was famous for her circus act involving sex with a swan, representing the myth of Zeus and Leda. No idea if she re-enacted all of Zeus' love affairs, though knowing the Romans anything is possible. Hell, Nero had one of his poisoners executed by being sodomized by a giraffe!