Why do we never see Jesus tasseled? According to Matthew 23:5, Jesus affirmed the Num 15:37-40 practice of
tzitziot/tassels (see LXX and Hatch-Readpath for κρασπεδου as equivalent for ציצית), just not large
tzitziot/tassels. Beyond this, he wore tassels in Matt 9:20//Luke 8:44 when the woman touched one of the tassels (κρασπεδου)and was healed.

As if this wasn't enough, according to Mark 6:53, Jesus was at Gennesaret and people ran about "the whole country" bringing sick to him "and wherever he entered villages, or cities or countryside, they were laying the sick in market places and entreating him that they might just touch the fringe (κρασπεδου) of his cloak; and as many as touched it were being cured." From the sounds of this account and the parallel in Matt 14:34-36, this touching of the
tzitzit/ציצית/κρασπεδου was a common experience, involving seeming dozens if not hundreds of people.
In spite of this strong evidence, I have yet to see an authentic looking rendition of Jesus wearing tassels, save but a third-century painting (linked
here and pictured above) in the catacomb of Peter and Marcellinus in Rome.