Returning home with his bachelor degree, Mr. Ruffin soon afterwards entered the law office of David Robertson, Esq., of Petersburg, as a student of law, and continued there through the years 1806 and 1807. Here he was associated as a fellow-student with John F. May, afterwards Judge May, of Petersburg, and Winfield Scott, afterwards so highly distinguished in arms, and the only officer, down to his time, except General Washington, who attained the rank of Lieutenant-General in the army of the United States. General Scott, in his autobiography, describes their preceptor, Mr. Robertson, as a Scotchman, a very learned scholar and barrister, who originally came to America as a classical teacher, but subsequently gained high distinction as a lawyer, and was the author of the report of the debates in the Virginia Convention which adopted the Federal Constitution, and of the report of the trial of Aaron Burr for high treason. In a note to the same work, General Scott mentions his chancing to meet Judge Ruffin in New York in 1853, while the latter was attending as a delegate the Protestant Episcopal Convention of the United States, after a separation of forty-seven years, and recurs to their association together with Judge May, as law students, and to the conversation in which they then indulged, with manifest pride and pleasure. He also refers to their subsequent intercourse in the City of Washington, in 1861, while Judge Ruffin was serving as a member of the Peace Congress, and expresses the opinion that if the sentiments of this good man, always highly conservative (the same as Crittenden's), had prevailed, the country would have escaped the sad infliction of the war, which was raging at the time he wrote. Sterling Ruffin, the father, having suffered some reverses of fortune, determined to change his home, and removed to Rockingham county, North Carolina, in 1807. His son soon followed, a willing emigrant. It was in North Carolina he had received his first training for useful life: here was the home of most of his early friends, and here he confidently hoped to renew his associations with Broadnax, Jones, Edwards, Iredell, and other kindred spirits. He doubtless brought with him a considerable store of professional learning from the office of Mr. Robertson, in which he had been more than two years a student, but on his arrival in North Carolina he pursued his further studies under the direction of Hon. A. D. Murphy, until his admission to the bar, in 1808. Early in 1809, he established his home in the town of Hillsborough, and on the 9th of December in that year he was united in marriage to Miss Ann Kirkland, eldest daughter of the late William Kirkland, of that place, a prominent merchant and leading citizen.