Clifford

First appearance: Clifford (1994)

All Clifford wants is to go to Dinosaur World, woe be unto those who get in his way...

thoroughly under rated / under seen movie.

Ricky

First appearance: Silent Night Deadly Night: Part 2 (1987)

Did you see Silent Night Deadly Night?  If yes than you've seen 3/4 of this one. If you didn't you could start here with Silent Night Deadly Night 2 since 3/4 of this movie is the first movie. 

Merry Christmas!

Art The Clown

First Appearance: All Hallow's Eve (2013)

Weird horror anthology flick dealing with creepy tales found on a videocassette while trick or treating. A creep clown named Art appears in all the stories. Is he human? some kind of demon? a ghost? is he even a real clown? Either way he's popular enough to get his own feature film "Terrifier!"

Rifleman

First appearance: Downrange (2017)
A group of teens run afoul of a masked maniac. Unlike normal teen exterminating masked manics, this one doesn't use cutlery or power tools or forestry equipment, he's got a rifle.
Weird variation on a slasher flick. I really liked the ending.

Mrs. and Mr. Ryan

First appearance: Mom and Dad (2017)

For some reason parents have an uncontrollable urge to kill their offspring. Not ALL kids, just their own. Could it be some kind of attack on the country or the entire species! It doesn't matter, your parents will kill you.

Jason Voorhees (finally the last one... until the next remake)

First appearance: Friday the 13th (2009)
Hey remember those other 10 movies that Jason was running around killing kids? Yeah, well, None of that happened because we've decided to reboot the series. This one almost plays like a sequel to the original 1980 movie. Not the worst of the movies to feature Jason Voorhees but also not quite the best. One of the few Friday the 13 movies where some of the action actually takes place at Camp Crystal Lake. Might finally be the last Friday the 13th movie.

Jason Voorhees (seriously how many of these are there?)

First appearance (looking like this): Freddy Vs Jason (2003)

Nobody believes in Freddy anymore so he resurrects Jason to kill some teens in Springwood so the teens will blame Freddy. Unfortunately Jason's having too much fun killing kids so Freddy fires him. The kids come up with the great plan of using Jason to fight Freddy. Mayhem ensues.
It took 10 years from the tease at the end of Jason Goes to Hell for this to finally happen.

Captain Spaulding

First appearance: The House of 1000 Corpses (2003)

Four jerks go on a road trip to find the truth about the mythical serial killer "Dr. Satan." What they find is the horrifying Firefly clan. things don't go well when they offend the Fireflys by not accepting their hospitality. Moral of the story, don't be a jerk.

The Collector

First appearance: The Collector (2009)

Arkin just wants to turn his life around and quit being a a cat burglar. Unfortunately his wife owes some horrible people a lot of money. These horrible people force Arkin to pull one more heist on the people he's currently employed by. Unfortunately for Arkin there's someone else interested in the family...

Jason Voorhees (again)

First appearance: Friday the 13th part 7: New Blood (in this configuration) (1988)

Part Seven is when Kane Hodder takes over playing Jason. Interesting that he's the fan favourite Jason actor but he's in the movies that the Friday the 13th fans like the least, go figure.

Anyway Jason kills a bunch of people at a cabin on Crystal Lake and fights a psychic. Yet another Voorhees rampage that isn't at Camp Crystal Lake.

TRAILER!

Billy

First appearance: Silent Night, Deadly Night (1984)

A young boy has a bad experience with a Santa Claus and ends up in an orphanage with a severe case of Santaphobia.
When he's older he gets a job at a tryster. when Christmas rolls around and the man who was supposed to play Santa calls in sick it's up to Billy to take over. Now every naughty boy and girl get's to have a bad experience with a Santa Claus!

What's with Christmas horror movies having a main character named Billy?

Doom-head

First appearance: 31 (2016)

Some carnival folk run afoul of some weirdos who like to dress up in powdered wigs and sic killer clowns on people at an abandoned power plant on Halloween! Who will survive the terrifying halloween game 31? what will they win if they survive?

Billy

First appearance: Black Christmas (1974)

Something not nice is happening at a small sorority house near the campus of a Canadian college just before Christmas holidays ...

 One of the first major Slasher movies and the inspiration for the film Halloween!

Mick Taylor

First appearance: Wolf Creek (2006)

Three backpackers (two british girls and their male friend from Sydney) run into the worst Australian tourist information guy, Mick Taylor.
Based on True Events...

Wendell Dukes

First appearance: The Belko Experiment (2016)

Mike Mich has the worst possible day at work. He's not all that happy with his job at Belko Industries' Bogota head quarters. Turns out his job facilitating getting americans jobs in foreign companies isn't really what it seems. Everyone else figures it out once all the metal shutters cover the windows and a voice comes on the intercom suggesting everyone should kill four of their fellow employees in half an hour or eight of them will die. Is it a joke? Where are all the employees who actually live in Bogota?
Sadly no trailer that I can find yet. The movie is based on a dream James Gunn had about the trailer and directed by Greg McLean, the guy who made the Wolf Creek Movies

The Man in the Hat

First appearance: Teddy Bomb (2014)
A coming of age sci-fi splatter comedy with a dash of Hong Kong Style action.  A beer delivery boy named Christian stumbles upon a sentient bomb that looks like an innocent stuffed animal and is chased by the bomb's original owners who are ready and willing to kill anyone and anything that gets in their way. Lucky for Christian the bomb takes a liking to him and has a few surprising skills which might help Christian make it through the night!

Jake

First appearance: Twin Dragon Encounter (1986)


Unfortunately since I haven't seen Twin Dragon Encounter I'm not sure what it was about. However I did see the sequel "Dragon Hunt." That one was about Jake gathering a bunch of mercenaries on an island and making them fight and hopefully kill the Mcnamara brothers (Canada's premier twin martial artists) to get revenge for whatever happened in the previous movie. Probably something to do with losing his hand since the movie starts with that.

Jake's army consists of some trappers, a beast master, a guy too stupid to feel pain, some ninjas and a bunch of paramilitary guys. Violence ensues!

Unfortunately I couldn't find a trailer for this slice of Maple Syrup Martial Madness.

Jason Voorhees (lives)

First appearance: Friday the 13th Part 2 (1981)

This time I felt like drawing my favourite iteration of Mrs. Voorhees' little boy. Here he is as he appears in part 6: Jason Livesafter being killed in "Final Chapter" and then being replaced in "New Blood" Jason was resurrected by the guy who killed him! More Jason Mayhem ensues!

Jadon Voorhees

First appearance: Friday the 13th part 2 (1981)

Jason Voorhees isn't all that happy with what happened to his mom last year and decides to do something about it. What? You thought his mom killed all those teens last year because Jason drowned at Camp Crystal Lake? And that was just some kind of nightmare hallucination where he jumped out of the lake? Also wasn't he a little kid in that jump scare thing at the end of the last movie? Shut up. Jason's a full grown weirdo who's been living in the woods and wears a bag on his head covering up his weird face and wonky eye.

The Pink Bandage Man

First appearance: Timecrimes (2007)

When Hector decides to waste time looking into the woods behind his new home instead of helping his wife with some errands he happens to notice a topless lady. Upon entering the woods to see more of the lady he is set upon by and terrifying man who is armed with a pair of scissors and a face covered in strange pink bandages. Hector escapes the pink bandaged man by hiding in a seemingly abandoned building at the top of a hill. But is he safe there?

Timecrimes is probably the best time travel movie I've ever seen not involving Ted Theodore Logan or Bill S. Preston Esquire.