Just saw a decent room rate for Trump, never even been in that building - and was wondering how it is for seeing a lady.

I had no issue but if I recall correctly in the evening there is security at the elevators.

I've seen security by the elevators at evening time and sometimes also during the day. The best thing to do there is to plan on meeting your lady by their bar/restaurant.  
Have fun!
Sweet Kisses
Sofia

I've visited there quite a few times with no problem. Yes, they often have security at the elevator to check room keys, especially at night or during big events (NASCAR weekend they had security posted all day) so be prepared to meet downstairs/elsewhere first. Aside from that, it's a nice, comfy hotel in a central and convenient location.