これでうまくいくはずです(with句は無視してください。物理的にテーブルを作成しなくても、tstテーブルを模倣しているだけです):
with tst as (select 1 id, to_date('2014-02-15','yyyy-mm-dd') st_date, to_date('2014-07-01','yyyy-mm-dd') en_date from dual union all
select 2 id, to_date('2014-03-15','yyyy-mm-dd') st_date, to_date('2014-04-01','yyyy-mm-dd') en_date from dual)
select id, add_months(trunc(st_date, 'month'), level -1) mnth
from tst
connect by level <= months_between(trunc(en_date, 'mm'), trunc(st_date, 'mm')) + 1
and prior id = id
and prior dbms_random.value is not null;
ID MNTH
---------- ----------
1 2014-02-01
1 2014-03-01
1 2014-04-01
1 2014-05-01
1 2014-06-01
1 2014-07-01
2 2014-03-01
2 2014-04-01