Bittercup

Bittercup is one of the citizens of Big Town in the year 2277.

Background
It is revealed that through the course of her life she has been involved with all of the men in Big Town and possibly, while she was there, Little Lamplight. Her first boyfriend was Pappy, who she left upon arriving at Big Town believing he was a liar. She then went on to date every man in town, including one who has no recollection of the relationship.

Bittercup was born 2260.

Interactions with the player character
When the Player Character first meets Bittercup, she will tell you that Red had been captured by Super Mutants and was taken to Germantown Police HQ along with Shorty. After the quest the PC can flirt with Bittercup and if she likes you she will search the wasteland and give you random bits of loot.

Inventory
* Only if the Small Guns path is taken in Big Trouble in Big Town.

Unmarked quest: Bittercup Runneth Over
Regardless of your character's gender, if you flirt with Bittercup successfully she will give you things she finds in the wasteland. Pay her a visit every now and then and she will have free Aid or Ammo items for you.

Bugs

 * If the player does something that would usually turn Bittercup hostile without alerting other Big Town inhabitants, (punch her, failed pickpocket attempt, opening fire with a silent weapon) she will simply say "hey!!" and THEN upon trying to initiate conversation she will turn hostile. (PS3 confirmed)
 * You may keep getting ammo from her even after saying, "I'm not even going to begin to tell you what's wrong with that question" when asked if you are seeing anyone. This is also the same situation with the dialogue asking if Bittercup was hitting on the PC. Reported on Xbox 360 and PC.
 * It may be possible that Bittercup will bring you things no matter what you say to her.

Appearances
Bittercup appears only in Fallout 3.

Behind the scenes

 * This character may be a reference to Eydis Fire-Eye from Elder Scrolls: Morrowind who has a very similar appearance, and who is bribed with The Bitter Cup during a quest in the game.