Black and gold is the perfect combination...it's elegant but also practically idiot proof :)
I'm in love with this leather t-shirt and YSL's amazing Tributes despite the fact that they're probably not even making them anymore (what with Hedi Slimane's rebrand to Saint Laurent). This pair of Jimmy Choo's would be a good alternative though. I would wear this to go out in the evening and would have Sam Sparro's 2008 tune on repeat to really get in the mood...
If I had to pick one item to buy, it would probably be the Gucci cuff because it would go with everything I already own :)
Do you have a favourite item?