I started a game on SS a while back, and just recently reached Morty. I figured he'd be a breeze, seeing as I had a Golbat (lvl 22, just evolved) with Bite, and a Quilava and a Graveler which I was pretty sure could take 'most anything down. So I went in and fought. Turns out I was wrong.
First two Pokes: no real challenge. Gastly died with a single Bite. Haunter pulled off Curse, then fell to another Bite. But Curse brought down a hefty chunk of Golbat's HP, so I prepared to switch. Morty's next Pokemon? Gengar.
No prob, I figured. Send out Quilava, heal Golbat, go back and rape. Nice and easy. So I sent out Quilava. Out came a Shadow Ball, and brought me down to yellow in a single hit.
I need to outrun this guy, I thought. So out went Magnemite. I used Thunder Wave. He used another Shadow Ball which darn near killed me despite the resistance.
Needless to say, I started to panic. I immediately sent out Golbat again, and he ate a Shadow Ball that brought me to red. I surveyed my team desperately. Magnemite, Togepi, Eevee, Graveler, a greatly weakened Quilava... not a good place to be in, for certain.
Then I had a brainwave! Normal types are immune to Ghost, right? And so out went Eevee. Gengar middled around with Shadow Ball and Sucker Punch for a while, while I used up both my remaining Super Potions on Quilava and Golbat.
Then Gengar used Hypnosis on Eevee. I started to freak out again. I didn't know what it's last move was, and I had a sneaking suspicion that it was Dream Eater. I fully intended to keep this Eevee - or future Umbreon, hopefully - alive, so I crossed my fingers and sent out Golbat, praying I won't eat a Shadow Ball on my way in.
Thankfully, Gengar wasted a turn with Sucker Punch on the switch, so I finally managed to Bite it the next turn, hoping it would at least take out half its health. It didn't. Gengar was still solidly in the green - 3/5 health or so? In return, Golbat ate a relatively weak Sucker Punch. I switch to Togepi to heal.
At long last, Gengar showed it's final move: Mean Look. It essentially meant that my Togepi was a goner. I healed Golbat, sacrificed Togepi to Sucker Punch, then brought in Golbat for another Bite. Then Gengar used Shadow Ball and critted.
Shit.
From then on, it was a relatively easy job to clean up with Quilava, but that didn't mean it was an easy battle at all. I'd lost one of the first Pokes I'd ever caught, and one of the three I'd been diligently training. It also meant I'd lost my one surefire Chuck counter and was gonna have be given hell at Cianwood.
I'm not sure if I could have played that battle any better than I did, but oh well. Losing my first real team member at the fourth badge probably isn't that bad a record anyway. *sigh*