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Young Hearts
Steps...
(1) Find Jack's love interest. (2) Ask Pearl for permission for Janet to enter Nellis. (3) Tell Jack Janet is interested in him. (4) Take the Boomer Outfit to Janet. (5) Speak to Alice McLafferty to behalf of Janet. (6) Let Janet know McLafferty agreed to pay her. (7) Meet Janet back at Nellis. (8) Return to Jack.
Important Items...
Boomers Disguise.
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Undertaking this particular side quest will require you to head to the heavily-armed location known as Nellis Air Force Base, which is the Boomer-occupied location at the far northeastern reaches of the Mojave Wasteland. Getting there can be complicated and outright dangerous; our Walkthrough will have more details on getting there , specifically outlined during the mission Wild Card: Side Bets. When you've safely arrived and have free reign to travel wherever you want around the base, you'll want to seek out a younger man named Jack. Chances are, you're going to find him at the base's large hangar.
Upon speaking to Jack, you'll learn that he has a crush on a female worker located at the Crimson Caravan Company. The Crimson Caravan Company's compound is located southwest of Nellis Air Force Base, and as one of their closest neighbors, the Boomers regularly spy on them. Jack located a woman with short red hair that he has a huge crush on, and his request to you is a little on the outrageous side. Basically, he wants you to head over there and tell Janet that he wants her. Strange, but true. With your instructions learned, go ahead and quick-travel over to the Crimson Caravan Company (or head over there on foot, if you must). You should find the woman with the short red hair tending to some livestock within the walls of the company's compound. Her name is Janet.
When you speak to Janet and tell her why you're here, she'll have some rather startling and outright strange news for you. It appears that the Crimson Caravan has been spying back on the people at Nellis, and she's taken a look at the young blond man named Jack, who happens to be the very man who sent you to her in the first place! Taken aback, Janet still wants to travel to Nellis to meet Jack, but knows that it won't be easy. Avoid lying to her, and instead tell her that you'll return to Nellis to speak to Pearl (the Boomers' leader) to see if you can get her safe passage. Quick-travel back to Nellis Air Force Base hereafter, and seek out Pearl in her home. Tell her about the situation and use your powers of persuasion, if you can, to convince her to let Janet come to Nellis. Then, whether you were successful or not with your pleas to Pearl, visit with Jack back at the hangar. Upon letting her know the situation, he'll offer up a disguise that will let the gunners at the front gate know not to shoot on her.
Things are going swimmingly here, but there are still some complications to deal with. When you return to tell Janet the good news, she'll take the outfit from you, and is otherwise excited to head to Nellis. But she's been working with the Crimson Caravan Company under contract, and fears that if she leaves now, before her contract is up, she won't be paid. Speak to the local proprietor of the Crimson Caravan Company in a nearby office. Named Alice McLafferty, this older woman is a tough-as-nails businessman. You'll need to use pretty significant powers of persuasion, whether Barter or Speech, to convince Alice to let Janet go and pay her monies owned. Fortunately, you should be able to wrap this side quest up without getting Janet's money, but it's still pretty important that you do right by Janet before heading back to Nellis Air Force Base to see the two lovebirds happy together.
With everything sorted out, Janet will leave her post at the Crimson Caravan Company and head over to Nellis. As long as she has her disguise and has been let go from her contract, this should happen with no problems. What's frustrating is that Janet doesn't seem to travel to Nellis automatically, so you'll have to wait for her to arrive at the hangar where Jack is stationed, which could take a little while. Nonetheless, when the two meet and begin to talk, you can eavesdrop on their conversation. But to wrap things up once and for all, you'll need to talk to Jack himself, who will thank you for your hard work. Thereafter, you can let these two lovebirds go about their business as you tend to other, more pressing matters.