Samuel's brother Thomas was, like their father (John Pepys), a tailor - he was allowing his servants to cut out the pieces of clothing that would then be sewn together. This was risky, as cutting was (and still is, in professional tailoring) one of the most difficult and therefore prestigious aspects of sewing. In large establishments, there could be a number of employees who performed specific jobs: a cutter might only cut out clothes, while boys still gaining experience would be stuck sewing long seams in the shop window. The fit could be tweaked later in the process, but the goal was to cut the fabric precisely and sew it up without having to make alterations. If Tom was having servants do the cutting (and the seaming, most likely), he was probably just doing the finishing: attaching buttons, sewing buttonholes, hemming, etc.

Tom Pepys was something of a philanderer, like his brother. He impregnated his maidservant, Margaret, with twins; one, Anne, died, and the girl that lived was called Elizabeth Taylor. I'm not certain if she was farmed out to a man named John Taylor or if she was just recorded as being the daughter of "John Taylor" - the fact that Tom was a tailor makes the latter seem likely to me, but the narrative is a bit ambiguous. Rather a sad story, as Tom died around the time that Elizabeth was born, and Samuel at least wanted nothing to do with her.