1. Living in the years when videogames became very unpopular with parents in America. This happened in the early 90's and it meant that a lot of times we were forced to play less than we wanted to and when we did play we were heavily criticized because we were "going to do bad at school", "suffer mind problems or epileptic attacks", "playing videogames that came from the devil" or just because "those things used too much electricity".
2. Been a broke (or too young to work) gamer and having to buy cheap discarded disc based games at video clubs. It was really a gamble where we had to bet 5 to 15 dollars in favor of the game actually working when we put it on our console. Sometimes it paid off, some times it didn't (and as far as I know, there were no returns).
3. Buying a game because the cover and description looked nice (information was scarce), only to find out that it was a piece of crap. In other cases it would be a good game, but one that could be finished in just a couple hours, which also felt like wasted money (I'm looking at you D!)
4. Been unable to buy a newly released game and spend months going to the video club each week to see if that sole copy of the game was available for rent.
5. Having your parents bring you a new game as a surprise, hear them boasting about how expensive it was, only to find out that is was a crappy game. You had to pretend you were having the time of your life so you were not considered an ungrateful brat.
6. Calling a gaming tips line (because some of us didn't knew about the concept of payed calls at the time) and then been scolded when a buffed up phone bill arrived.
7. Pre-ordering a game, wait for it to release, go to the store on release day and find out that the UPS (or Fedex, I don't remember) hadn't delivered the orders yet so you would have to wait for hours or just go home (which wasn't an option if you weren't old enough to drive and depended on others). This is the only thing where the standardized Tuesday release date of these times work to our advantage.
8. Having your console's internal battery go dead and be forced to go to the clock screen each and every time you turned it on (Sega Saturn owners can relate).
9. Hearing a dumb rumor about doing something incredible with your console (like using the extension sockets on a console to play games from another) and waste hours trying to do it (don't blame us, most of us were gullible kids at the time and internet was limited if not non-existent for us).
10. Trying to surf the web on a Sega Saturn or Dreamcast browser because you didn't had a computer yet. Yep, browsing on 56k modem with a browser that had an outdated Javascript version in it, fun right?
11. Been all pumped up playing a stage in a game (cartridge based), then having somebody stumble upon the gamepad's cord. Now your game graphics are all glitched and you have to hold on to dear life, hoping that when the screen changes the problem goes away and you can keep playing without having to restart the console.
12. When you had to do a lot of networking in order to borrow games so you could play them. It was sort of like bartering in ancient times because if you didn't had a game that the other person was interested in you were screwed. Also visiting a neighbor or just calling him/her out just because you wanted to borrow a game was not fun at all.
13. Been clueless about what was happening in the industry (magazines did not had it all covered) and having your hype crushed by unexpected delays, changes to the game or in the worst case scenario, the game been cancelled.
14. Renting a game that you couldn't understand (remember, most of us 90's gamers were kids at the time) and having to rely on trial and error if the video club wouldn't let you change it. (I love all rpg games now, but my first experience as a kid was Shadowgate (NES) and it was horrible to say the least).
15. Playing a disc based game that skips all over in the cinematic scenes because the disc was slightly scratched at the wrong part, you could play the game, but could not see the video cutscenes which sucked at a time where the reason you passed the stages was to see the shiny graphically polished videos.