I definitely think the F355 and the NSX are in a similar class. I just switched from a 1991 NSX that I owned and loved for 7 years to a 1995 F355 2 weeks ago and have logged over a 1,000 miles already in the Ferrari. From my stand point (ymmv) here is my comparison:
Acceleration: Advantage F355 by a fair margin, but the NSX is far quicker than many give it credit, especially those in the P-Car and M3 crowd.
Handling: Too close to call, both are among the best handling cars on the road, Honda with Ayrton Senna's help sure got the handling right on the NSX and the F355 is simply amazing.
Steering: Both excellent, with the NSX all you have to do is think about where you are heading and you end up there, the feeling is fantastic. The power assist on the F355 is just right as well, so I call this one a draw.
Looks: Completely subjective, but in my opinion the F355 is the most beautiful car built in the last 20 years, but the NSX is still very strong, both cars get plenty of attention (good or bad depending on your mood), but the F355 gets far more attention in Denver.
Sound: No contest on this one, nothing sounds better than an F355 with a Tubi IMHO, NSX is great with RM or Tubi as long as you do not have a Ferrari to compare it to.
Interior: F355 has nicer leather and wonderful smells, but the NSX is better put together and certainly looks great for a longer time. No issues in the NSX for shrinkage and far less noticeable wear, real world advantage goes to the NSX.
Maintenance: Regular maintenance, much more affordable and less stressful on the NSX, you do not have to have a maintenance fund available every 5 years for the 30,000 mile service. When things break on either car, both are expensive and will hurt your pocket. Advantage NSX.
Value: All up to you, what are the tangibles and intangibles worth to you personally. If you get a 1991-1994 NSX, they have reached their depreciation curve and you can put miles on them without killing your resale value, it was a luxury to indulge myself driving the NSX guilt free without worrying about reaching a magic mileage barrier that meant I would never sell the car. The F355 has probably reached the bottom of its depreciation curve, but mileage on Ferraris gets to be an issue on resale, which is somewhat odd in that one has fewer issues with a car that is driven regularly than a garage queen.
All in all these are 2 of the best cars and value available today. What do I miss the most from the NSX? Guilt free driving, the connection to Ayrton Senna, less questions about what does everything costs, etc. What I do not miss is the uninformed loser (usually in a 944 or old 911) or a BMW (325) telling his passenger "you know it just a Honda”.... Good news was I never had to look at those guys long, except in the rear view mirror, and don't get me started on racing history both Honda and Ferrari have won a ton more F1 races in the last 20 years than Porsche and BMW. The NSX was great, I personally like the F355 better, but there are a lot of great cars out there today and true enthusiasts will appreciate any great car (I have a hankering to drive a new Z06). Enjoy the ride, if either of these cars don't put you in a great mood, take the bus!