Despite The Doctor's self-admitted lack of fashion sense, in 2374 he nevertheless designed an outfit for recovering ex-Borg drone Seven of Nine to wear, which he believed "balance(d) functionality and aesthetics in a pleasing enough manner". (VOY: "The Gift")
See also Edit
Background information Edit
Throughout the run of the different Star Trek series and films, several costumes, dresses, and clothing can be seen on different occasions.
"The flower dress" Edit
This dress can be seen throughout the Star Trek series and films and was re-used several times.  The dress was sold off on the It's A Wrap! sale and auction on eBay.  It can also be seen as a set dressing piece in Garak's tailor shop in the Star Trek: Deep Space Nine episodes "Body Parts" (1996) and "Broken Link" (1996) and in Tuvok's quarters in the Star Trek: Voyager episode "Prophecy" (2001). In 2019, the dress was again sold off at the Propstore and indicated use by actress Ananda Lewis on an episode of Star Trek: Enterprise. 
"The bright jumper" Edit
This bright colored jumpsuit with green accents on the shoulders appeared in several episodes of Star Trek: The Next Generation, Star Trek: Deep Space Nine, and Star Trek: Voyager, and also in the video game Star Trek: Klingon. It was worn by background actresses Kristina Kochoff and Tracee Lee Cocco and an unknown actress and was sold off on the It's A Wrap! sale and auction on eBay for $293.00 in 2007.  During some of the Deep Space Nine appearances, colored fabric was added to the sides.