The Sequence of Events that we have up to this point.
(Where this takes place chronologically: We know, from Imogen, that the Party took place in "March". In Episode 7, we see the flyers for the carnival have the year "2022" on them, despite the days of the week and the dates matching that of 2020. We'll just have to ignore that huge inconsistency for the sake of sanity. From the timing of how Imogen's pregnancy has been framed - it seems to indicate that the party was held in the later half of March. Therefore, from what we know that place's Karen's house party between March 15-March 30.)
Day 1 - Night - Kelly Beasley's House Party.
Karen loses her virginity to Greg. (1x02: Spirit Queen) -> Explanation: When they meet at the cemetery, Karen tells Imogen, that "earlier that night" from when they fought about her kissing Greg, Karen lost her virginity to Greg.
Imogen, Karen, and Kelly discuss the need for more alcohol, and Imogen volunteers to convince Greg to get more since he and Karen are fighting. (1x02: Spirit Queen)
Noa and Shawn are already at the party. (1x02: Spirit Queen)
Tabby and Chip arrive at the party. She tells him to get them some drinks. He approaches someone - it's SHAWN and asks where he got what he's drinking. (1x02: Spirit Queen)
Imogen finds Greg in a bedroom to relay Karen's message about wanting more beer. However, he begins to make a move on her. (1x02: Spirit Queen)
[NOTE: We never actually see what happened. I feel like that's important]
In the kitchen, Karen is doing a shot when Kelly rushes over and whispers something in her ear about Greg and Imogen. Karen storms through the house and confronts Imogen, who tries to defend herself, but it’s no use. And Kelly supposedly saw them together. Karen calls her a slut and demands her to get out. (1x02: Spirit Queen)
[NOTE: Notice that the vodka that Imogen will later recall taking to the beach can be seen on the right side of the table as they argue. (I apologize for the photos qualities)]
Imogen walks down the driveway and then pauses, cursing under her breath. She goes back inside the house. (1x02: Spirit Queen)
Imogen goes back inside the party for her sweater. However, when she does, she overhears Karen and Tyler in her bedroom. Imogen rushes to stop them. She covers up Karen and pulls her away from Tyler. Karen says she hates Imogen, which the girl says is fine. Imogen grabs Tyler phone and helps Karen out of the room. Imogen hands Karen off to Kelly and makes sure she’s safe before she leaves. (1x02: Spirit Queen)
Imogen grabs a bottle of Vodka on her way out of Karen and Kelly's home with the intent of going to the beach to drink it alone. This is the last thing she remembers. (1x06: Scars)
[NOTE: There is only about half left in the bottle.]
At some point during these blacked out hours, Imogen is assaulted and conceives her child with an unknown man. (1x06: Scars)
Day 2 - Morning.
Imogen wakes up in pain. Her underwear is gone and there is blood on her dress. (1x06: Scars)
[NOTE: The Vodka bottle is still there. It does appear empty.]
Interviews Touching on the Identity of the Perpetrator:
Lindsay Calhoon Bring, the show's EP confirms that Imogen's pregnancy is a "very important story". "You will know who the father is. It's important, not only to Imogen, but also to the female friendships in the show."
When asked if there had been any clues about the father's identity that viewers may have missed, Bailee Madison had this to say: "I mean, I wouldn’t consider them clues, but I can’t tell you what they are. I would just say pay attention. You really have to go back and rewatch things, and try to pay closer attention to people around them and things like that".
Suspect List:
If we go off what Bailee Madison said - to pay close attention to the people around them", then these are the best guesses:
Shawn Noble -> Was at Karen's House party that night - before he and Noa were dating - and he was drinking. Is a member of the football team, which does not seem to be a good thing in this town. He was also at the party in the woods behind Millwood High when Tabby was assaulted. Plus, in Episode 7, I feel like we've started to see a whole new side of him that isn't so pretty.
Greg -> Was at Karen's House party that night. Greg seemed like the most obvious choice in the beginning of the season. He came on to Imogen during the party and is the reason that she and Karen are no longer friends, as well as 1/2 the reason why Imogen was walking around alone that night (the other half being Kelly). That night was definitely an odd one for Greg. He and Karen supposedly have sex for the first time but then, by the night they're already fighting. I think it's too obvious to have been him, but he's still gross.
Chip -> Was at Karen's House party that night with Tabby. Did not appear to want to be there. Asked Shawn Noble where to get drinks. Was seen watching Karen and Imogen's argument with an interestingly dark expression on his face (seriously, it's weird).
Tyler Marchand -> Was at Karen's House party that night. Clearly is the type to take advantage of vulnerable girls. Was cleared of being involved of Tabby's incident. Currently deceased.
Masked Man/"A" -> Though I do believe these two are completely different people, it is absolutely possible in a world where Alison got pregnant with Emily's kids that they would pull something like that again. The only, is that it just doesn't really fit their M.O. It's all about making the parents suffer, but then killing Davie? Doesn't seem right.
Sheriff Beasley -> I think everyone agrees that he's a deplorable human being and disgusting enough to do it. However, according to Karen, her father and mother were off at a "church retreat". Therefore, that should eliminate him for now - unless new evidence suggests otherwise.
Questions About That Night
Was there something in the vodka or did Imogen just black out from drinking too much of it? -> Implications: Even if someone put something in the vodka, they would have had no idea that Imogen was going to end up with it. Whoever found her, this seems to be an act of opportunity than necessarily anything planned out. Even if Kelly stringed together that entire night and was working with "A" - Greg and Imogen, Karen and Imogen's fight, Tyler and Karen - there would have been no way of knowing what Imogen would do and when. I could be wrong, but it feels like - unlike Tabby's incident - this might not have been a pre-planned event.
PLL Original Sin - Masked Man's Connections to the Orpheum & Wes
In 1x01, the first time that Tabby ever sees the Masked Man, it's with Wes when he is taking her home. Wes almost gets out of the car, and Tabby has to convince him not to before they drive off.
He shows up in 1x02 to the Jordan Peele double screening and watches the Liars through a hole in a wall behind the projection screen.
In 1x03, Tabby discovers that Wes took the flash drive containing the video of Karen before the deputies could find it.
In 1x05 we see two tickets to the Jordan Peele double feature in the suitcase.
In 1x04, Ash tells Mouse that, “Usually I go to a midnight movie at the Orpheum, but I hear they're not showing one this year”.
In 1x05, Wes says to Tabby, "Look, uh, I don't wanna put you on the spot, but Jackie bailed on me for tomorrow, which is our all-day Halloween horror-a-thon, free concessions for whoever comes in costume."
In 1x05, we see a ticket for the Halloween Horror-A-Thon at 3 PM.