Updated clues (I went through the source clues and fixed a couple of them):

1. From a TV show; based on comics; 10s; Detective Comics; from talk show skit; ******
5. Original TV show character; 80s; some sort of scientist ********* **** ********
8. From a TV show; based on comics, though surname from earlier show; 20s; Batman (surname: Gotham); Appears to lack the ties to a major supporting character that other versions of this character have; ******* ****
20. Original TV show character; 10s; able to fit into tight spaces *******
37. Original TV show character; 10s; cheerleader ***** ********
42. Original TV show character; 10s; high school football player ***** ****** *******
43. Original TV show character; 10s; daughter of major character ***** ******
45. Original TV show character; 10s; ex-model ***** ******
59. From a TV show; based on comics; 20s; Justice League America; possessed by counterpart ***** ******** (******* *****)
69. Original TV show character; 20s; has some sort of connection to time **** **********
72. Original TV show character; 00s; wired himself with a bomb ******
79. From a commercial; based on comics; 00s?; supporting character ***** ****
86. Original TV show character; 00s?; rain engineering company ********
88. From a TV show; based on comics; 10s; DC Comics Presents; magical character *****
96. Original TV show character; 10s; nurse ***** ******* *****
98. Original TV show character; 10s; part of resistance group *****
99. Original TV show character; 10s; lead scientist for major villain ***-***
102. Original TV show character; 10s; news reporter **** ****
124. From a TV show; based on comics; 90s; Action Comics; seen in non-English language comedy skit; Argentina; ********
133. From a TV show; based on comics; 10s; Infinity Inc.; son of super-villain ******* *******
136. From a TV show; somewhat based on comics (different first name); 20s; Secret Origins; mother of woman with powers ***** *****
140. Original TV show character; 20s; potential love interest of supporting character ******
147. From a TV show; based on comics; 20s; Justice League America; government agent who didn't get along with main character ***** ********
152. Original TV show character; 10s; blessed citizens ***-**
156. From a TV show; based on comics; 10s; Detective Comics; caused deaths of major character's parents **** *****
163. Original TV show character; 10s; mother of villain/anti-hero ******** *****
168. From a TV show; based on comics; 10s; Infinity Inc.; father of superhero **** ******
169. From a commercial; based on comics; 10s; Action Comics; seen in department store commercial ********
172. Original TV show character; 10s; senator/son of comics based character ******* ****** ***** "***" *****, **.
178. Original TV show character; 10s; explored other realities ***** ****
179. From a commercial; based on comics; 90s; Action Comics; commercial has some sort of Texas focus ********
188. Original TV show character; 10s; uncle of major supporting character *****-***
190. From a TV show; based on comics, though named on radio show; 90s; Action Comics, named on The Adventures of Superman; from skit ***** *****
200. From a commercial; based on comics; 90s [correctly identified as Wonder Woman but need to ID where from]; commercial has some sort of Texas focus
205. Original TV show character; 10s; police detective ******* ******
207. From a TV show; based on comics (first name from earlier show); 10s; Superman's Girlfriend Lois Lane (first name from Smallville); father of major villain ****** ******
218. Original TV show character; 10s; nightclub owner ***** ******
234. Original TV show character; 10s; part of rebel organization ****
237. Original TV show character; 10s; maid *****
241. From a TV show; based on comics; 10s; Hawk and Dove; pedophile ****** **********
244. Original TV show character, though comics have a character with the same name; 10s; markswoman, has fast reflexes *******
251. From a TV show; based on comics; 00s; Action Comics; leader of biker gang ******
260. From a TV show; based on comics; 10s; DC Comics Presents; seen in talk show skit ******
265. From a TV show; based on comics; 10s; DC Comics Presents; this version only seen on magazine cover ****** ****
269. From a TV show; based on comics; 90s; Detective Comics; always works with brother ******* *****
270. From a TV show; based on comics; 00s; Forever People; main lackey for villain ******
274. Original TV show character; 10s; crime family member ***** *****
277. From a TV show; based on comics; 10s; Detective Comics; seen in talk show skit *****
286. From a TV show; based on comics; 10s; Teen Titans; mobster ********** *****
288. Original TV show character; 10s; colonel *** **** ****
289. Original TV show character; 10s; pastor/healer *******
290. From a TV show; based on comics; 90s; Action Comics; from skit **** ****
291. Original TV show character; 10s; terrorist posing as model *****
302. From a TV show; based on comics; 10s; Infinity Inc.; son of major character **** *****
326. Original TV show character; 10s; named after major character on same show ****** (***)

 

270 Desaad, Smallville

72 Hollis, Human Target 2010

265 Dr Mist, Powerless

207 Lionel Luthor, Titans

286 Konstantin Kovar, Titans

5 Professor John Peterson, Superboy

Sorry, 269 should be 10s. Maybe because it was around 5:15 am when I did a second check this morning, that error went past my fresh check of the sources.

Updated clues:

1. From a TV show; based on comics; 10s; Detective Comics; from talk show skit; ******
8. From a TV show; based on comics, though surname from earlier show; 20s; Batman (surname: Gotham); Appears to lack the ties to a major supporting character that other versions of this character have; ******* ****
20. Original TV show character; 10s; able to fit into tight spaces *******
37. Original TV show character; 10s; cheerleader ***** ********
42. Original TV show character; 10s; high school football player ***** ****** *******
43. Original TV show character; 10s; daughter of major character ***** ******
45. Original TV show character; 10s; ex-model ***** ******
59. From a TV show; based on comics; 20s; Justice League America; possessed by counterpart ***** ******** (******* *****)
69. Original TV show character; 20s; has some sort of connection to time **** **********
79. From a commercial; based on comics; 00s?; supporting character ***** ****
88. From a TV show; based on comics; 10s; DC Comics Presents; magical character *****
96. Original TV show character; 10s; nurse ***** ******* *****
98. Original TV show character; 10s; part of resistance group *****
99. Original TV show character; 10s; lead scientist for major villain ***-***
102. Original TV show character; 10s; news reporter **** ****
124. From a TV show; based on comics; 90s; Action Comics; seen in non-English language comedy skit; Argentina; ********
133. From a TV show; based on comics; 10s; Infinity Inc.; son of super-villain ******* *******
136. From a TV show; somewhat based on comics (different first name); 20s; Secret Origins; mother of woman with powers ***** *****
140. Original TV show character; 20s; potential love interest of supporting character ******
147. From a TV show; based on comics; 20s; Justice League America; government agent who didn't get along with main character ***** ********
152. Original TV show character; 10s; blessed citizens ***-**
168. From a TV show; based on comics; 10s; Infinity Inc.; father of superhero **** ******
169. From a commercial; based on comics; 10s; Action Comics; seen in department store commercial ********
172. Original TV show character; 10s; senator/son of comics based character ******* ****** ***** "***" *****, **.
178. Original TV show character; 10s; explored other realities ***** ****
179. From a commercial; based on comics; 90s; Action Comics; commercial has some sort of Texas focus ********
188. Original TV show character; 10s; uncle of major supporting character *****-***
190. From a TV show; based on comics, though named on radio show; 90s; Action Comics, named on The Adventures of Superman; from skit ***** *****
200. From a commercial; based on comics; 90s [correctly identified as Wonder Woman but need to ID where from]; commercial has some sort of Texas focus
205. Original TV show character; 10s; police detective ******* ******
218. Original TV show character; 10s; nightclub owner ***** ******
234. Original TV show character; 10s; part of rebel organization ****
237. Original TV show character; 10s; maid *****
244. Original TV show character, though comics have a character with the same name; 10s; markswoman, has fast reflexes *******
260. From a TV show; based on comics; 10s; DC Comics Presents; seen in talk show skit ******
269. From a TV show; based on comics; 10s; Detective Comics; always works with brother ******* *****
274. Original TV show character; 10s; crime family member ***** *****
277. From a TV show; based on comics; 10s; Detective Comics; seen in talk show skit *****
288. Original TV show character; 10s; colonel *** **** ****
290. From a TV show; based on comics; 90s; Action Comics; from skit **** ****
291. Original TV show character; 10s; terrorist posing as model *****
302. From a TV show; based on comics; 10s; Infinity Inc.; son of major character **** *****
326. Original TV show character; 10s; named after major character on same show ****** (***)

79 Vicki Vale, Batman Onstar commercials

42 Brian Tanner Balloid, Stargirl

302 Mike Dugan, Stargirl

152 Ton-Re, Krypton

Those are correct. List updated.

Ton-Re has the 15 bonus shots. I don't think you've used any, so you have the full 75 available so far.

Just a reminder that everyone has 20 questions they can ask per day, not part of guess total.
 

Missing a clue for 294. 

291 Eddie, Constantine