The assumption has been that the man and woman she saw in Dorset Street were walking ahead of her and she was behind them. What if they were actually walking towards her? She said they were further on from her position but nothing to suggest which direction they were walking. If they were the other side of the entrance to Miller's Court then she didn't necessarily either follow them or pass them as she went into the passage, which would also explain her saying that there was no-one in the court. The couple either turned into the passage after Sarah or they passed it altogether and carried on down Dorset Street toward Commercial Street.
She had already passed Britannia Man before turning into Dorset Street.
Hutchinson said he watched Astrachan man with Mary Kelly while stood by the lamp outside the Queen's Head pub. Prior to this he said Astrachan man approached Mary from the opposite direction she was walking, which was toward Thrawl Street. Hutchinson had already had his exchange with Mary and had parted company to continue his walk up Commercial Street. This means Astrachan came along behind Hutchinson.
Hutchinson then watches Astrachan and Mary's and partly hears their conversation, but at no point does he say when he moved from the corner of Flower and Dean Street to the Queen's Head pub. If he simply carried on to the Queen's Head after parting from Mary, his back would have been turned away from her meeting Astrachan. For him to see Astrachan approach, tap Mary on the shoulder and see him putting his hand around her Hutchinson must have stopped to watch Mary walk toward Thrawl Street before Astrachan came along. He did not initially resume his walk up Commercial Street but at some point goes from closely observing Mary and Astrachan from the corner of Flower and Dean to then walk away and then stop at the Queen's Head to watch Astrachan from some distance away. Mary and Astrachan then pass him, so Hutchinson takes a closer look before following them into Dorset Street. Hutchinson makes no mention of Mary being drunk.
Could Sarah Lewis have actually seen Hutchinson talking to Mary on her way to Dorset Street as she says she saw the man talking with a woman near The Britannia, not actually outside or by it? Or maybe the woman wasn't Mary Kelly and he never saw her at all that night. Is it possible Hutchinson shadowed Sarah Lewis's statement to place himself further down the road and slightly later to discount him being Britannia Man, and therefore also discount him from being the Bethnal Green botherer, as Lewis identifies them as being one and the same?