My first handheld was the original Game Boy, in its launch year. It came with Tetris, but these days I actually remember Super Mario Land more fondly.
The NGP Color looked really good, I was kind of hoping SNK would be able to at least make sales on par with the Game Gear. I also kind of wish we'd gotten a US release for the WonderSwan. I actually saw a lot of SNK arcade games like P.O.W. and Time Soldiers, and almost every arcade had a Neo-Geo system when those came out. Vanguard was one of my favorite early 80s games, but I thought it was made by Atari, who published the home versions in the US.
I actually had mixed feelings on the DS. It had some great games, but too many of them relied on touch screen gimmicks. The DS Zeldas were my least favorite Zeldas (not counting the CD-i games, of course). The games I liked were conventionally controlled. The DS ended up becoming a Dragon Quest machine, owing to the first-ever releases of V and VI as well as IX. The 3DS was somewhat better, as it had a lot more conventional games and some great RPGs. A Link Between Worlds was a definite step up from the DS games, and the 3DS will always get props from me for being the savior of the Fire Emblem series and helping it to become one of Nintendo's tentpole series. That said, I'm very glad that Nintendo mostly seems to be putting dual screens and touch-screen controls behind them. I never did learn to love touch-screen controls, which is also part of why I never got into mobile gaming. I remember reading rumors back in the day that Nintendo was prepping a fourth-generation Game Boy that would have had specs on par with the Gamecube and conventional controls, and being excited.
The PSP had some great RPGs. Valkyria Chronicles 2, a port of FF Tactics that had a competent translation, Crisis Core, Persona, Trails in the Sky, and more. I wish I'd gotten the Bandai LoH games. The Vita was interesting, but Sony's heart clearly wasn't in it. That system ended up being mostly a Falcom machine for me.
I definitely agree with you guys on the GBA. Castlevania and Golden Sun started me out on it, and I got a SP in 2004. Metroid Zero Mission was awesome, and I got the GBA port of Tales of Phantasia not long after I finished Tales of Symphonia. The GBA kept me entertained during my sophmore year of college, when I had to take a night class that was several hours after my last daytime class. I even had the Game Boy Player, which was amazing. Unfortunately, it got stolen, which is a pity, since the boot discs now go for $200 on eBay. I would really like to play Mother 3 on my TV.
My favorite handheld is also my favorite system of all time, and it is none other than the Switch. It made me fall in love with video games all over again after I was kind of becoming a little disinterested. It pretty much stays in its dock at home, and I play it with a Pro Controller. However, it's accompanied me on the many trips I've had to make to Oklahoma this year. Being able to play a few rounds of Donkey Kong and Mario Bros, explore Koholint Island, fight a few Fire Emblem battles, or have a few matches of Smash, really helped me keep my sanity during these difficult trips.
Excellent podcast. Looking forward to more.