I'm making a trip to SIN over the Labor Day weekend 9/5-9/8 from BOS on AA/JL in Y. Here are the details:

9/5:
BOS-JFK-NRT on AA. I can get up to 4.5 hrs layover in JFK (to try out as many different OW lounges as I can, if possible). The layover in NRT is about 4 hours.

9/6:
NRT-SIN on JL. This appears to be a 773 (Version 2 on SeatGuru). SeatGuru has no feedback on what seats are good, or what the meal service is like. I am a complete noob to JL. This question might be better asked on the JL forum?

9/8: Trip in reverse as SIN-NRT-DFW-BOS. Layover in NRT is only 1:45 this time. Layover in DFW is over 3.5 hrs.

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What can I expect from JL as an OW elite travelling in Y? Any chance of an upgrade on this (NRT-SIN-NRT) route? What can I do during the layover in DFW? I assume I wouldn't be able to get into the lounge. Is it worth trying?

I get to SIN at midnight on 9/6 (so really 9/7), but that's noon in BOS. Is SIN a safe city to go explore at night?

JFK has a lot of OW lounges, but the OW airlines are in different terminals from AA. Is it possible to use the lounges in other terminals (clear security)?

So I have a 4.5 hr layover in NRT on the outbound. Any chance I could go to the city for a quick stroll-around or something?

I'm travelling by myself, so if any FTers will be in any of these airports during the times I'm there and needs lounge access, I should be able to guest one person in.