A contactless connector assembly, comprising: a connector interface housing comprising: a plurality of extremely high frequency, EHF, contactless communication units, CCUs (112, 612-615) operable to selectively transmit and receive EHF signals; a plurality of signal directing structures coupled to the EHF CCUs, wherein the signal directing structures direct the EHF signals along a plurality of EHF signal pathways; wherein the EHF CCUs are arranged in a multi-row, multi-column array within the connector interface housing and the signal directing structures mitigate cross-talk among adjacent EHF CCUs even though spacing of the EHF CCUs within the array is such that but for the signal directing structures, undirected EHF energy emanating from any one of the EHF CCUs would overlap undirected EHF energy emanating from another EHF CCU; a plurality of waveguides (128, 815, 825, 835, 845) that are releasably coupled to the signal directing structures within the connector interface housing, wherein the plurality of waveguides are bundled to form a bundled waveguide, wherein a cross-sectional area of the bundled waveguide is less than a cross-sectional area of the connector interface housing, the bundled waveguide comprising: an interface portion that interfaces with the plurality of signal directing structures; a taper portion; and an extension portion, wherein a cross-section of the interface portion exceeds a cross-section of the extension portion, wherein each waveguide (128, 815, 825, 835, 845) forming the bundled waveguide is a contiguous dielectric transmission medium for EHF signals, and wherein conductive coatings are disposed between adjacent waveguides contiguously through the length of the bundled waveguide. a connector interface housing comprising: a plurality of extremely high frequency, EHF, contactless communication units, CCUs (112, 612-615) operable to selectively transmit and receive EHF signals; a plurality of signal directing structures coupled to the EHF CCUs, wherein the signal directing structures direct the EHF signals along a plurality of EHF signal pathways; a plurality of extremely high frequency, EHF, contactless communication units, CCUs (112, 612-615) operable to selectively transmit and receive EHF signals; a plurality of signal directing structures coupled to the EHF CCUs, wherein the signal directing structures direct the EHF signals along a plurality of EHF signal pathways; wherein the EHF CCUs are arranged in a multi-row, multi-column array within the connector interface housing and the signal directing structures mitigate cross-talk among adjacent EHF CCUs even though spacing of the EHF CCUs within the array is such that but for the signal directing structures, undirected EHF energy emanating from any one of the EHF CCUs would overlap undirected EHF energy emanating from another EHF CCU; a plurality of waveguides (128, 815, 825, 835, 845) that are releasably coupled to the signal directing structures within the connector interface housing, wherein the plurality of waveguides are bundled to form a bundled waveguide, wherein a cross-sectional area of the bundled waveguide is less than a cross-sectional area of the connector interface housing, the bundled waveguide comprising: an interface portion that interfaces with the plurality of signal directing structures; a taper portion; and an interface portion that interfaces with the plurality of signal directing structures; a taper portion; and an extension portion, wherein a cross-section of the interface portion exceeds a cross-section of the extension portion, wherein each waveguide (128, 815, 825, 835, 845) forming the bundled waveguide is a contiguous dielectric transmission medium for EHF signals, and wherein conductive coatings are disposed between adjacent waveguides contiguously through the length of the bundled waveguide.