On 6 Apr 1727 when Earle was 21, he married Elizabeth Smith, daughter of William Smith (8 Sep 1692-9 Aug 1770) & Mary Hobbs (16 Mar 1685/6-23 Mar 1760).30 Born on 25 Mar 1712 in Lexington, MA.

Earle and Elizabeth settled in Framingham, then moved to Petersham, MA, in 1736. Their children:
    i. Elisha Flagg, b. 12 May 1728, m. 1st a Ms Wilson, m. 2nd a daughter of Mr Mann of Paxton, resided at Petersham;
    ii. Elizabeth Flagg, b. 7 Apr 1734, m. James Sibley of Hardwick; and
    iii. Polly Flagg (half sister to Elisha?), m. Moses Lawrence of Hardwick.30

On 1 Feb 1727 when Prudence was 18, she married Samuel Frizzel, son of Samuel Frizzel (8 Jun 1673-ca 1718) & Martha Alexander (16 Jul 1668-), in Watertown, MA.30 Born on 3 Apr 1700 in Roxbury, MA. At the age of 23, Samuel was baptized in Framingham, MA, on 15 Apr 1723.

Samuel, of Framingham.

14 Jan 1729/30 Bezaleel first married Susanna Warren (43577) , daughter of Joshua Warren (4 Jul 1668-30 Jan 1760) & Rebecca Church (23826) (27 Jun 1678-1 Apr 1757).30 Born ca 1707 in Watertown, MA. Susanna was baptized in Watertown, MA, on 2 Feb 1707.30 Susanna died on 12 Dec 1745.30

Children of Bezaleel and Susanna (Warren) Flagg:
    i. Susanna, b. 31 Jul 1730;
    ii. Bezaleel, b. 19 May 1732, d. 19 Aug 1806, m. 1st (int. 29 May 1754) Mary Headley (d. 23 Nov 1789), m. 2nd (int 15 Sep 1781) widow Mary Bond;
    iii. Mary, b. 9 Aug 1735;
    iv. William, b. 12 Jul 1739, m. 26 Oct 1758 Lydia Child, settled at Ashby, MA;
    v. Timothy, b. 10 Mar1740/1, a soldier in the Revolution, m. 17 Dec 1761 Elizabeth Peirce (d. 18 Mar 1803), resided at Waltham; and
    vi. Thaddeus, bp. 27 Mar 1743.30

12 Mar 1746/7 Bezaleel second married Sarah Bemis (37936) , daughter of Joseph Bemis (18547) (17 Nov 1684-1738) & Elizabeth Peirce (21531) (9 Sep 1687-10 Feb 1753).30 Born on 11 Nov 1711 in Watertown, MA.30