The Darkside Detective: A Fumble in the Dark Walkthrough - Episode 5: Royal Fumble

Click on the demon 5 times when he's being interviewed for the Playing With Fire achievement.
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[@LordSerion]

Here you can get Heavy Petting if you pet all the animals so far after you pet the Mongoose. Speak to the wrestler sitting next to it and El Doolito agrees to take him to dinner. Talk to him again for the Matchmaker achievement.

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Episode 6 when

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Now