This disclosure describes liquid-assisted pill administration devices, each comprising a reservoir for containing a liquid and a pill receptacle for one or more pills. The pill receptacle has a receptacle opening remote from the reservoir for inserting and discharging pills, and the reservoir is in valve-governed fluid communication with the pill receptacle via a first fluid communication path including a valve interposed between the reservoir and the pill receptacle. In some embodiments, when the reservoir contains liquid and is above the pill receptacle and the valve is open, liquid in the reservoir flows under gravity from the reservoir to the pill receptacle via the first fluid communication path and air flows into the reservoir via a second fluid communication path. In other embodiments, the reservoir is collapsible and when the valve is in an open configuration, collapsing the reservoir forces liquid contained therein through the valve into the pill receptacle.