Shakes is the Federalist Lounge's robotic bartender, and he dutifully serves drinks 24 hours a day, 7 days a week. In fact, being a bartender is all Shakes has ever known; he was commissioned by Allistair Tenpenny for that very purpose. Shakes doesn't have much to say, but he can offer discounts on drinks if you know which buttons to press.
If you convince Tenpenny to allow the ghouls to live at the tower, Shakes will survive after the ghouls "purge" the tower of its human residents. Apparently, Roy Phillips does not find killing Shakes necessary, as he is not human.
Initially, Shakes serves drinks at some of the highest prices across the Capital Wasteland. However, if the Lone Wanderer hacks into his programming terminal, his prices can be lowered significantly. The terminal is beside him on the bar and if the player hacks into it they can program Shakes to either have a "Holiday Discount (10%)" or a hefty "V.I.P. Discount (50%)" (but not, unfortunately, both). If the player is caught doing this, Shakes and all the bar patrons will become hostile. After hacking his terminal and setting up the V.I.P. discount program, his demeanor will change, addressing the player as "Sir" (or "Ma'am", depending on gender) and telling them what an honor it is to serve them.
If the Lone Wanderer engages in a fight with security guards (killing them will not give you negative Karma) Shakes will attack him/her, but killing him will give the Lone Wanderer negative Karma.
pcps3xbox360 With the "Holiday Discount" enabled, talking to Shakes will cause him to say "Happy Holidays, care for a drink?" However the text reads "Happy Holidays, dare for drink?"[verified]
pcps3xbox360 Even though Shakes is innocent and meant to survive any attack on Tenpenny Tower, re-entering the lobby cell will cause the feral ghouls to attack Shakes if they can detect him. [verified]
xbox360ps3 If the player has killed Shakes anywhere on the lobby floor (including upstairs), every time the lobby is entered, his body will bounce or fly around to any part of the lobby, including down stairs and directly from the air. [verified]