"Whenever the Messenger of Allah got up for prayer at night to pray Tahajjud (night optional prayer), he would clean his mouth with the tooth stick."  

كَانَ رَسُولُ اللَّهِ ﷺ إِذَا قَامَ مِنَ اللَّيْلِ يَتَهَجَّدُ يَشُوصُ فَاهُ بِالسِّوَاكِ  

"The Messenger of Allah said: 'Were it not that it would be too difficult for my Ummah (nation), I would have commanded them to use the tooth stick at every time of prayer.'"  

قَالَ رَسُولُ اللَّهِ ﷺ لَوْلاَ أَنْ أَشُقَّ عَلَى أُمَّتِي لأَمَرْتُهُمْ بِالسِّوَاكِ عِنْدَ كُلِّ صَلاَةٍ  

"The Messenger of Allah used to pray in the night (Qiyamul-Lail) two Rak'ah by two, then when he finished he would use the tooth stick."  

كَانَ رَسُولُ اللَّهِ ﷺ يُصَلِّي بِاللَّيْلِ رَكْعَتَيْنِ رَكْعَتَيْنِ ثُمَّ يَنْصَرِفُ فَيَسْتَاكُ  

The Messenger of Allah said: "Use the tooth stick, for the tooth stick purifies the mouth and is pleasing to the Lord. Jibril never came to me but he advised me to use the tooth stick, until I feared that it would be made obligatory for me and my Ummah. Were it not that I fear that it would be too difficult for my Ummah, I would have enjoined it upon them. And I use the tooth stick until I fear that I may make the front of my mouth sore.' (i.e. my gums) (or cause my teeth to fall out due to brushing them so often)."  

أَنَّ رَسُولَ اللَّهِ ﷺ قَالَ تَسَوَّكُوا فَإِنَّ السِّوَاكَ مَطْهَرَةٌ لِلْفَمِ مَرْضَاةٌ لِلرَّبِّ وَمَا جَاءَنِي جِبْرِيلُ إِلاَّ أَوْصَانِي بِالسِّوَاكِ حَتَّى لَقَدْ خَشِيتُ أَنْ يُفْرَضَ عَلَىَّ وَعَلَى أُمَّتِي وَلَوْلاَ أَنِّي أَخَافُ أَنْ أَشُقَّ عَلَى أُمَّتِي لَفَرَضْتُهُ لَهُمْ وَإِنِّي لأَسْتَاكُ حَتَّى لَقَدْ خَشِيتُ أَنْ أُحْفِيَ مَقَادِمَ فَمِي  

"I said to 'Aishah: 'Tell me, what was the first thing that the Messenger of Allah did when he entered upon you?' She said: 'The first thing he would do would be to use the tooth stick.'"  

قُلْتُ أَخْبِرِينِي بِأَىِّ شَىْءٍ كَانَ النَّبِيُّ ﷺ يَبْدَأُ إِذَا دَخَلَ عَلَيْكِ قَالَتْ كَانَ إِذَا دَخَلَ يَبْدَأُ بِالسِّوَاكِ  

"Your mouths are the paths of the Qur'an, so perfume them with the tooth stick."  

إِنَّ أَفْوَاهَكُمْ طُرُقٌ لِلْقُرْآنِ فَطَيِّبُوهَا بِالسِّوَاكِ