Looking for characters that fit any or all of these traits, and they have to be nerdy in a sense:
6) People in glasses or other stereotypical items of clothing that nerds identify with (headbands, cosplay, etc)
7) Two nerdy people falling in love (eg. Ano Natsu de Matteru)
Also looking for other anime that have:
8) Anime conventions or events that fit any of the traits above (ex. the video game presentation in Sakurasou)
9) Electronics that can talk and that can be lip synced with. The voice I'm lip syncing to is monotone, so I'm trying to avoid using a sprite or avatar like the pink blob-y thing in Psycho-Pass. A perfect example would be the talking cell phone in Bakemonogatari.