I have gotten two friends (both women) into two-channel. Both have forsaken their previous boom boxes, but one still has and loves her Bose CD changer Acoustic Wave thing. But she appreciates her "real" system too. Friend #1 was on a very limited budget, so she ended up with used PSB Image 4T's ($450), a Cambridge Audio integrated amp (45 watts, no remote or phono, $269), and an Adcom GT555 tuner ($100) (everything from Audiogon). I gave her a CAL Icon Mk II CD player, and some Focal cones to put under the source equipment (both also purchased on Audiogon). She absolutely LOVES her system and has been buying tons of music for the year+ she's owned it. For Christmas, I got her some of Frank's Signal Cable power cords, and a used VTI 5-shelf rack I found here for $190. I installed these items recently and she is thrilled, she says things sound better, "more defined or something." I have now found her a Myryad integrated amp w/cool styling and remote (the MI-120, $500), purchased from a fellow Audiogoner, for a little more power and refinement. This friend is on the way to audiophilia.
Friend #2 said she had a $2000 budget, and wanted a turntable (!), no CD player for now, so for her I found a pair of Totem Arro's (demo pair for about $695) and an Arcam integrated with phono section (the A-80, also demo from the same dealer, for $739). The dealer provided Twisted Pair biwire speaker cables. I also got her a Music Hall MMF-5 turntable and some Atlantis Reference stacking shelves that she can fit inside the armoire she wants to put the equipment in. Everything shipped came to about $2200.
It was so much fun finding items for these two friends that I wish I could advertise my services and pick systems for people every week! My pals have never owned real stereo systems before, so the music they hear now is just amazing to them. Friend #2 now wants "some of those pointed cone things you have under your equipment." She has not asked for upgraded power cords yet.