Meanings
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Simplified etymology
Hobnob grew from the drinking formula hob or nob or hob and nob, probably meaning “give or take” or “have or have not.” This apparently reflects Middle English hab and nab, “to have and not have”; to drink hob or nob became simply to hobnob in the mid-18th century, later acquiring the sense of talking or associating familiarly.
Etymology
From hob or nob, a drinking invitation meaning roughly "give or take" or "have or have not," related to dialectal hab nab and ultimately Old English habban ("to have") and nabban ("not to have"). The sequence moved from taking turns in a toast, to drinking together, and then to familiar social association.