Great — if you want the full-on Y2K “dress over trousers” vibe in Singapore, try a mix of Haji Lane vintage/thrift stores, Orchard/Bugis mall stalls, and local resale marketplaces. Short list with where to look and quick tips:

Where to shop (in person)

• Haji Lane — the go‑to strip for curated vintage, reworked pieces and small indie labels (great for unique slip dresses, tapestry corsets and reworked Y2K minis). Check stores like Vintagewknd and Flame Vintage. (girlstyle.com)
• Lucky Plaza / Orchard Road thrift bazaar — multiple bargain thrift stalls and secondhand shops (good for digging up old dresses, denim and low‑rise/wide trousers). Lucky Thrifty and the Lucky Plaza Bazaar are popular. (asiaone.com)
• Bugis / Bugis+ / Bugis Street — lots of fast‑fashion and teen labels (Bershka has Y2K collections at Bugis+), plus market stalls for cheap layering pieces. Good for trend pieces to pair with thrift finds. (girlstyle.com)

Where to shop (online / resale)

• Carousell — Singapore’s biggest C2C resale marketplace; search “Y2K dress”, “slip dress”, “minidress denim” or “2000s” for pre‑loved gems. (asiaone.com)
• Shopee / Lazada — lots of inexpensive Y2K‑style pieces (fast fashion / new). Useful when you want exact pieces (e.g., mesh dresses, slip dresses) quickly. (mothership.sg)
• Local online boutiques (e.g., Lewkin and similar retailers) — curated Y2K / Y2K‑adjacent collections if you prefer new items with local shipping. (lewkin.com)

Specific vintage/thrift stores to try

• Vintagewknd (Haji Lane) — curated reworked/vintage Y2K vibes. (girlstyle.com)
• Flame Vintage (Haji Lane) — large stock of retro tees, denim, layers and Y2K pieces. (zula.sg)
• Lucky Thrifty / Lucky Plaza Bazaar (Orchard) — multiple stalls with very affordable rotation stock. (luckythrifty.com)

Quick shopping tips for “dress over trousers”

• Look for slip / bias‑cut minis or cami dresses (works best over straight or low‑rise wide trousers).
• Try sheer/mesh dresses, baby‑tees layered under spaghetti‑strap dresses, or corset tops over relaxed trousers.
• When thrifting, search keywords: “slip dress”, “camisole dress”, “mesh dress”, “2000s dress”, “low rise jeans/trousers”, “wide leg cargo”.
• Bring a pair of trousers to try looks in‑store, or ask sellers for measurements when buying online/resale.
• For faster finds, set saved searches/alerts on Carousell and check Haji Lane on weekends for new drops and pop‑ups (many vintage sellers do regular pop‑ups). (zula.sg)

If you want, I can:

• Pull up a short map/addresses of 3–5 specific shops (Haji Lane and Lucky Plaza shops) and online store links, or
• Search current Carousell listings for “Y2K slip dress + Singapore” and send a few live listings.

Which would you prefer?