declare @n int, @i int = 0
select @n = month(getdate()) - 1
select @n

if object_id('tempdb..#t12345') is not null drop table #t12345

create temp table #t12345 (
id int identity(1,1) NOT NULL,
check_date date)

while @i < 12
begin

if (@n-@i) > 0
begin
insert into #t12345(check_date)
select cast((@n - @i) as nvarchar(10)) +
'/' +
'01/' +
cast(year(getdate()) as nvarchar(20))
set @i = @i + 1
end
else
begin
insert into #t12345(check_date)
select cast((12 - (@i - @n))  as nvarchar(10)) +
'/' +
'01/' +
cast((year(getdate()) - 1) as nvarchar(20))
set @i = @i + 1
end
end

CREATE TABLE my_date (the_date DATE);

INSERT INTO my_date VALUES ('2018-06-01');

SELECT generate_series((SELECT the_date FROM my_date) , NOW(), INTERVAL '1 MONTH')
AS my_series;

my_series
----------------------
2018-06-01 00:00:00+01
2018-07-01 00:00:00+01
2018-08-01 00:00:00+01
2018-09-01 00:00:00+01
2018-10-01 00:00:00+01
2018-11-01 00:00:00+00
2018-12-01 00:00:00+00
2019-01-01 00:00:00+00
2019-02-01 00:00:00+00
2019-03-01 00:00:00+00
2019-04-01 00:00:00+01
2019-05-01 00:00:00+01
2019-06-01 00:00:00+01

SELECT generate_series('2018-06-01', NOW(), INTERVAL '1 MONTH');

the_date
2018-06-01

SELECT DATE(generate_series((SELECT the_date FROM my_date),
                        NOW() - INTERVAL '1 MONTH', -- so you only get 12 results
                        INTERVAL '1 MONTH'))
AS my_series;

my_series
----------
2018-06-01
2018-07-01
2018-08-01
2018-09-01
2018-10-01
2018-11-01
2018-12-01
2019-01-01
2019-02-01
2019-03-01
…
10 rows of 12