1 definition by Voldemort III
A description accorded to people whose behaviour is by normal standards considered weird or unusual, but is nevertheless deemed to be rather cute. The etymology of this word derives from encounters between one biracial bombshell and one tall, lanky American, the latter for which the term awkwardly endearing was coined for.
When a boy offers to buy a girl a cup of coffee out of gratitude for her having sent him notes. Although sweet the offer, in saying, "so you can snuggle up a little longer in bed in the morning", it is more than a tad bit weird. In other words, it is awkwardly endearing.
by Voldemort III March 10, 2008