One for My Baby

One for My Baby is a companion quest $$

Detailed walkthrough

 * 1) Go to Novac between 9 PM and 9 AM. Find the giant dinosaur and enter the Dino Bite Gift Shop. Once inside, head up the stairs and go through the door at the top. The Courier should meet a man named Boone. Talk to him about his wife and the Courier will receive the quest to find out who sold his wife off to slavers so he may kill them. He also gives the Courier his beret to wear as a signal to fire on the person they bring in front of the Dino.
 * 2) The Courier is then given the task to talk to select inhabitants of Novac. The Courier can talk to No-bark Noonan in order to progress in the quest. No-bark's shack can be found behind the motel. Talk to Noonan about Boone's wife and he will tell the Courier about strange business in the motel lobby. With a sufficient enough Speech level, the Courier can finish the quest without evidence. Just talk to Boone after talking to No-bark Noonan.
 * 3) Head to the Dino Dee-lite front desk and check behind the counter to find a safe on the floor. This safe is locked and will require the Courier to either pick it (Easy skill) or pickpocket the key from Jeannie (there is no loss of Karma). Inside the safe, the Courier will find a note titled bill of sale. This document tells of how Jeannie May Crawford sold Boone's wife off to Legion slavers.
 * 4) Now that the evidence has been obtained, wait until Boone is at the sniping spot (between 10 PM and 9 AM) to confront Jeannie and ask her to take a stroll with the Courier in front of the dinosaur. Once in front of the dinosaur, put on the beret and Boone will kill Jeannie (remember that Boone has to be in the T-Rex before the dialogue choice that allows the Courier to lure Jeannie May to get shot appears).
 * 5) Head up to Boone. He will ask the Courier how they knew it was her. The Courier can tell him about the bill of sale they found. If the Courier did not get the evidence, it is possible to pass a Speech check (55 Speech required). If that fails, Boone may try to kill the Courier or get angry, snatch his beret back, and say that he doesn't ever want to see the Courier again, eliminating the option of him being a companion. If the Courier tells him about the evidence, the Courier can keep talking to him and convince him to become their companion.

Alternative walkthroughs

 * Instead of having Boone shoot the culprit Jeannie May Crawford, the Courier have the option to frame one of several Novac townsfolk including Alice or Dusty McBride, Cliff Briscoe, Manny Vargas, Ranger Andy, or No-bark Noonan. This will lead to a Karma loss, and Boone will not be available as a companion after finishing the quest.
 * To complete this quest without loss of Karma, have Jeannie May shot by Boone, loot the safe key from her corpse, and retrieve the bill of sale. Take the item directly to Boone and the quest will be completed without ever having to talk to anyone else.

Behind the scenes
The quest's name is a reference to the famous torch song "One For My Baby (and One More For the Road)" by Harold Arlen and Johnny Mercer. It was popularized by Frank Sinatra, Dean Martin, Sammy Davis, Jr., Billie Holiday, and more recently, Hugh Laurie.

Bugs

 * On rare occasions, non-player characters (including Jeannie's) AI walking script will stop working. As a workaround, the player must push the non-player character to the location to complete the quest. A more convenient alternative is to get to your intended position, open the console, and type in two commands: (selecting Jeannie after telling her to go in front of the dinosaur),.
 * Sometimes you will not have the talk option to make Jeannie May follow you in front of the Dinosaur. The best way to fix this is to talk to Jeannie outside when she leaves around midnight or talk to her in her home while she is sleeping. If this doesn't work, simply exiting and then re-entering the Dino-Deelite Lobby or Jeannie May's house will bring back the dialogue option.
 * Obtaining the evidence before talking to No-Bark will result in a quest completion for the optional objectives.
 * Sometimes the evidence will not appear in the safe, halting your progress unless high enough speech is available to convince Boone without it.
 * Sometimes upon trying to complete the quest, there will be no dialog option to show Boone the Bill of Sale, rendering the companion recruitment broken. (Note: This bug may be due to having a negative reputation with the NCR. Regaining a positive reputation with them may fix the dialogue gap.)
 * After completing the quest Boone's beret might remain in your inventory.
 * If the Courier tells Jeannie (or any other person) to go stand in front of the dinosaur and he/she doesn't have Boone's hat on, Jeannie won't get shot and the option to take her to the front of the Dino will disappear forever.
 * Waiting for her to go out at midnight and saving/reloading occasionally fixes this bug.
 * Just after completing this quest, when you leave Boone up in the mouth, you may come out to find Boone re-entering the gift shop and going up to the mouth as if starting his shift.
 * Sometimes if the Courier tells Jeannie May to go in front of the dinosaur, it will give the compass tick for Boone being in the mouth of it. If the Courier then goes into the dinosaur, Boone will be inside the gift shop, aiming at the wall/stairs and not moving.
 * Sometimes if the Courier is under the influence of alcohol products (beer, wine, whiskey, scotch, etc.), and if you decide to have Jeannie killed, the prompt to ask her to stand in front of the dinosaur will not appear. If you are under the influence, you must wait until their effects are gone.