One for My Baby

One for My Baby is a side quest in Fallout: New Vegas.

Quick walkthrough

 * 1) Talk to Craig Boone about his wife. Note: Boone is Novac's night-time sniper. You can obtain this knowledge from Manny Vargas and also the quest, Come Fly With Me.
 * 2) Go to the Dino Dee-lite front desk and search the floor safe behind the desk, take the Bill of sale.
 * 3) Steal Jeannie May's safe key from Jeannie May Crawford.
 * 4) Open the safe with a Lockpick of 25.
 * 5) Have Boone kill Jeannie May Crawford preemptively and loot Jeannie May's safe key from her corpse.
 * 6) Lead Jeannie May Crawford to the front of the dinosaur between 10 P.M and 9 A.M, when Boone is in the dinosaur.
 * 7) Or take anyone else out to die. You will need a Speech skill of 55
 * 8) Equip Boone's Beret.
 * 9) Jeannie May Crawford is killed by a headshot from Boone
 * 10) Return to Boone, show him the Bill of Sale.

Detailed walkthrough
1. Go to Novac between 9 PM and 9 AM. Find the giant dinosaur and enter it. Once inside, head up the stairs and go through the door at the top. You should meet a man named Boone. Talk to him about his wife and you will receive the quest to find out who sold his wife off to slavers so he may kill them. He also gives you his beret to wear as a signal to fire on the person you bring in front of the Dino.
 * To complete this quest as quick as possible and with no loss of Karma, make sure you have first acquired your discount with Cliff Briscoe through the "What is this place?" - "Where can I get some supplies?" dialogue with Jeannie May. After getting the beret from Boone, simply walk to Jeannie May and use the option that asks her to meet you in front of the dinosaur. After she has been shot, loot Jeannie May's safe key from her corpse. You will receive no negative Karma from opening the floor safe in the Dino Dee-lite, or from looting the Bill of Sale quest item. Take the item directly to Boone and the quest will be completed without ever having to talk to anyone else.

2. You are then given the task to talk to select inhabitants of Novac. Luckily, you only need to talk to one of them in order to progress in the quest. This person is No-bark Noonan, an older man that seems a little out of his mind. You can find his shack behind the motel. Talk to No-Bark about Boone's wife and he will tell you about strange business in the motel lobby. (If you have a high enough speech level you 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 in the floor. This safe is locked and will require you to either lock pick it (easy skill) or pickpocket the key from Jeannie (there is no loss of karma). Inside the safe you will find a note titled Bill of Sale. This document tells of how Jeannie May Crawford sold Boone's wife off to slavers.

4. Now you have the evidence, so 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 you in front of the dinosaur. Once in front of the dinosaur put on the beret and Boone will kill Jeannie and your job is done.(Remember that Boone has to be in the T-Rex ready to shoot before the dialogue that allows you to lure Jeannie May to get shot appears as a dialogue choice)

5. Head up to Boone. He will ask you how you knew it was her (this is where getting the evidence comes into play) and you tell him about the bill of sale you found. If you did not get the evidence you can use speech on him but if that fails he may try to kill you or he may get angry, snatch his beret back, and say that he doesn't ever want to see you again (thus no option of him being a companion, obviously). If you told him about the evidence you can keep talking to him and make him become your companion. Upon joining you, you will gain the Spotter perk.
 * Alternative: After accepting the mission, you can go talk to Manny and get him to walk in front of the dinosaur where Boone will kill him, whereupon you can get some good loot from Manny's corpse (including his beret which carries a +5 critical hit chance) without getting any negative karma, though Boone will be angry at the lack of evidence as mentioned above and not be your companion unless a speech check is passed (55). However the same +crit beret is given as a reward for completing the quest correctly (sending Jeannie May). If this alternative is chosen, the side mission of clearing out the building to the west should be completed and turned in first. Killing Boone will also let you loot the +crit beret.

Bugs

 * If you ask the wrong person to go in front of the dinosaur then talk to them about something else, they will become stuck and they do not return to their original location. After this you are no longer able to take Jeannie May Crawford in front of the dino, rendering the quest broken.
 * On rare occasions, non-player character's (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. More convenient alternative is to get to intended position, open 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. If this doesn't work, simply exiting, then re-entering the Dino-Deelite Lobby or Jeannie May's house will bring back the dialogue option.
 * Binding Boone's Beret to a hotkey may result in the game freezing or crashing.
 * 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 chat option to show Boone the Bill of Sale, rendering the companion recruitment broken.
 * After completing the quest Boone's beret might remain in your inventory.
 * Sometimes, even if you have the Bill of Sale, you will not get the option to bring it up, even if Jeannie May is killed.

Behind the scenes

 * The quest's name is a reference to an old crooner 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., and Billie Holiday.

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