I love HUGO BOSS! I have a guy friend who wears this all the time and it's funny how we hear girls go "He smells really good!" when we walk down the hallway. I also have a friend (girl) who couldn't stop smelling him at a party. lol. She was literally attached to his hip all night. He had to give her the sample so she would stop making an excuse to be next to him all the time.
If your looking for a designer fragrance ($100 and under) you should go with something woody, one of my favorite woody designer fragrance is Fahrenheit by Dior. If you looking for a nice niche fragrance ($150 and up) you could go with Green Irish Tweed or Che Bond by Bond no9 (both are quite similar but have slightly different dry downs.