You mention "I like the fact that it does not have to go to the shop a whole lot." Most likely, you will have the opposite experience with a Benz/BMW. Don't get me wrong, the Germans make a nice product. If you are planning on purchasing one used, it is crucial that you get a good warranty (no matter what you get), because when things break, you'll be breaking the bank to fix them.
The LS is aimed more for 40-60 year old golf playing men. However, Lexus does offer some more "hip" alternatives, such as the GS or IS. The GS is the closest Lexus competitor to the E-Class and 5 Series.
I have had both a Benz and a Lexus, and I will admit, the German cars were more fun to drive. But in the long run, the Lexus blew the enjoyability factor off the doors of the Germans - you'll never have fun with a car if its always in the shop.
Hope this helps and best of luck.
- Mark