[Machine] Abu Bakr used to be the companion of the Messenger of Allah ﷺ between Mecca and Medina. Abu Bakr used to travel to Sham (Syria), and he was known while the Prophet ﷺ was not known. So they used to say, "O Abu Bakr, who is this boy beside you?" He said, "He guides me on my way." When they approached Medina, they camped at al-Harra and sent to the Ansar (residents of Medina). They came, and they said, "Raise your head, obedient people." He said, "I saw him the day he entered Medina, and I have never seen a better or more radiant day than the day he entered upon us. And I witnessed him the day he died, and I have never seen a worse or darker day than the day he died." ﷺ  

أَنَّ أَبَا بَكْرٍ كَانَ رَدِيفَ رَسُولِ اللهِ ﷺ بَيْنَ مَكَّةَ وَالْمَدِينَةِ وَكَانَ أَبُو بَكْرٍ يَخْتَلِفُ إِلَى الشَّامِ وَكَانَ يُعْرَفُ وَكَانَالنَّبِيُّ ﷺ لَا يُعْرَفُ فَكَانُوا يَقُولُونَ يَا أَبَا بَكْرٍ مَنْ هَذَا الْغُلَامُ بَيْنَ يَدَيْكَ؟ قَالَ هَذَا يَهْدِينِي السَّبِيلَ فَلَمَّا دَنَوْا مِنَ الْمَدِينَةِ نَزَلَا الْحَرَّةَ وَبَعَثَا إِلَى الْأَنْصَارِ فَجَاءُوا فَقَالُوا قُومَا آمِنَيْنِ مُطَاعَيْنِ قَالَ فَشَهِدْتُهُ يَوْمَ دَخَلَ الْمَدِينَةَ فَمَا رَأَيْتُ يَوْمًا قَطُّ كَانَ أَحْسَنَ وَلَا أَضْوَأَ مِنْ يَوْمٍ دَخَلَ عَلَيْنَا فِيهِ وَشَهِدْتُهُ يَوْمَ مَاتَ فَمَا رَأَيْتُ يَوْمًا كَانَ أَقْبَحَ وَلَا أَظْلَمَ مِنْ يَوْمٍ مَاتَ فِيهِ ﷺ  

[Machine] When the Messenger of Allah ﷺ migrated, the Messenger of Allah ﷺ used to ride and Abu Bakr accompanied him. Abu Bakr was known along the way due to his distinct appearance as he traveled to Al-Sham. He would pass by people, and they would ask, "Who is this before you, O Abu Bakr?" He would reply, "He is my guide." When they approached Al-Madinah, they sent a message to the people who had embraced Islam from the Ansar, to Abu Umamah and his companions, and they went out to meet them. They said, "Enter, serene and obedient." So they entered. Anas said, "I have never seen a brighter day or a better day than the day when the Messenger of Allah ﷺ and Abu Bakr entered Al-Madinah. And I witnessed his death, and I have never seen a darker or uglier day than the day when the Messenger of Allah ﷺ passed away."  

لَمَّا هَاجَرَ رَسُولُ اللهِ ﷺ كَانَ رَسُولُ اللهِ ﷺ يَرْكَبُ وَأَبُو بَكْرٍ رَدِيفُهُ وَكَانَ أَبُو بَكْرٍ يُعْرَفُ فِي الطَّرِيقِ لِاخْتِلَافِهِ إِلَى الشَّامِ وَكَانَ يَمُرُّ بِالْقَوْمِ فَيَقُولُونَ مَنْ هَذَا بَيْنَ يَدَيْكَ يَا أَبَا بَكْرٍ؟ فَيَقُولُ هَادٍ يَهْدِينِي فَلَمَّا دَنَوْا مِنَ الْمَدِينَةِ بَعَثَا إِلَى الْقَوْمِ الَّذِينَ أَسْلَمُوا مِنَ الْأَنْصَارِ إِلَى أَبِي أُمَامَةَ وَأَصْحَابِهِ فَخَرَجُوا إِلَيْهِمَا فَقَالُوا ادْخُلَا آمِنَيْنِ مُطَاعَيْنِ فَدَخَلَا قَالَ أَنَسٌ فَمَا رَأَيْتُ يَوْمًا قَطُّ أَنْوَرَ وَلَا أَحْسَنَ مِنْ يَوْمِ دَخَلَ رَسُولُ اللهِ ﷺ وَأَبُو بَكْرٍ الْمَدِينَةَ وَشَهِدْتُ وَفَاتَهُ فَمَا رَأَيْتُ يَوْمًا قَطُّ أَظْلَمَ وَلَا أَقْبَحَ مِنَ الْيَوْمِ الَّذِي تُوُفِّيَ رَسُولُ اللهِ ﷺ فِيهِ