I committed the shameful deed of the people of Loot during one of the days of Ramadan. I have repented from this action, praise be to Allah, and I have resolved to offer expiation by fasting for two consecutive months. Please note that I am able to feed the poor, but I prefer to fast rather than feed the poor. I started to fast, and on the fifteenth day, my desire overtook me when I was on my own, and I masturbated, then I broke the fast [by eating] on that day. The following day, I carried on from the days that I had already fasted, with the aim of completing the expiation by fasting for two consecutive months. But for a second time I masturbated whilst I was fasting. But this time I did not break the fast [by eating]. I wanted to push myself to complete the fast of two consecutive months as an act of repentance to Allah for the grave sin that I committed. I hope that you can advise me on the ruling regarding what I have done, and what expiation I should offer.

Praise
be to Allah

Firstly:

What you have
done is a grave evil, a major sin and a repulsive shameful deed. The fact
that it happened in Ramadan makes its sinfulness even more serious. What you
must do is repent to Allah, may He be exalted, and make up that day, as well
as offering expiation.

Ibn Qudaamah (may Allah have
mercy on him) said: The expiation (kafaarah) becomes a binding obligation
upon one who has intercourse in the front or back passage in Ramadan
deliberately, whether he ejaculates or not, according to the view of the
majority of scholars.

Then he said: It
makes no difference whether it is in the front or back passage, of a male or
female. This was stated by ash-Shaafa‘i.

End quote from
al-Mughni (3/60).

See also: al-Mawsoo‘ah
al-Fiqhiyyah (35/55).

The expiation is
to free a slave. If that is not possible, then he must fast for two
consecutive months. If he cannot do that, then he must feed sixty poor
persons. It is not permissible to choose the option of feeding the poor for
one who is able to fast, according to the majority of fuqaha’.

The evidence for
that is the report narrated by al-Bukhaari (1936) from Abu Hurayrah (may
Allah be pleased with him) who said:

Whilst we were
sitting with the Prophet (peace and blessings of Allah be upon him), a man
came to him and said: O Messenger of Allah, I am doomed! He said: “What is
the matter with you?” He said: I had intercourse with my wife whilst I was
fasting. The Messenger of Allah (peace and blessings of Allah be upon him)
asked: “Can you afford to free a slave?” He said: No. He said: “Are you able
to fast for two consecutive months?” He said: No. He said: “Can you afford
to feed sixty poor persons?” he said: No. The Prophet (blessings and peace
of Allah be upon him) paused for a while, and whilst we were like that, a
large basket of dates was brought to the Prophet (blessings and peace of
Allah be upon him). He said: “Where is the one who was asking?” The man
said: I am here. He said: “Take it and give it in charity.” The man said: To
someone poorer than me, O Messenger of Allah? By Allah, there is no family
between the two lava fields [i.e., in Madinah] who is poorer than my family.
The Prophet (blessings and peace of Allah be upon him) smiled so broadly
that his eye-teeth became visible, then he said: “Feed your family with it.”

Secondly:

Masturbation –
which is the deliberate emission of maniy – is haraam; the prohibition is
more emphatic if it is done whilst fasting, because it renders the fast
invalid. But the one who does that does not have to offer expiation
according to the view of ash-Shaafa‘i and Ahmad, as has been explained
previously in question no. 71213.

Masturbation
also interrupts the sequence of fasts being observed consecutively; this
also applies to anyone who deliberately breaks the fast without a valid
excuse.

Shaykh Ibn
‘Uthaymeen (may Allah have mercy on him) said: If he breaks the fast due to
a valid excuse which makes it permissible for him to do so, such as sickness
or travel, then this does not interrupt the sequence of fasts being observed
consecutively. If it so happens that this man who started to fast two
consecutive months – whether it is expiation for zihaar [a jaahili form of
divorce in which a man says to his wife, you are to me as my mother’s back],
or expiation for having intercourse during the day in Ramadan, or expiation
for murder – travels and breaks the fast, that does not interrupt the
sequence of his consecutive fasts, because travelling makes it permissible
to break the fast. But if he uses travel as a trick or loophole to let him
break the fast, we say to him: It is not permissible for you to do that, and
you must continue with your fast, because obligatory duties cannot be waived
by means of tricks and loopholes, and if you do that [and break your fast]
you must start the two-month fast all over again.

End quote from
ash-Sharh al-Mumti‘ (13/273).

With regard to
what you said about not breaking the fast the second time, it does not make
sense, because masturbation breaks the fast.

Hence you must
fast for a further two consecutive months, as well as repent to Allah, may
He be exalted, from the shameful deed and from masturbation.

Please
understand that the gate of repentance is open, and that Allah, may He be
exalted, rejoices over the repentance of His slave and forgives sins, no
matter how great they are.

So think
positively of Allah, turn to Him, humble yourself before Him, beseech Him in
your supplication [du‘aa’], and ask Him to purify your heart and divert evil
and shameful deeds from you, and to make you one of His righteous slaves.

And Allah knows
best.