Here's numbers 301 - 350. Enjoy!
301. As far as other cultures and social attitudes go, it is virtually impossible to shock Dick. His circus background exposed him to many different cultures at an impressionable age and he is consequently very open minded.
302. Bruce's sides are extremely ticklish. If you manage to get him on both sides at the same time, he squeaks and flails. Alfred thinks it's adorable.
303. Kory joked once that, since she had already slept with both Dick and Jason, she should perhaps pay Tim a visit. Jason was not amused and darkly informed her to stay away from his brother.
304. Unlike other, more suspicious members of the Justice League, Batman is normally very supportive of rogues or villains who want to become good. He knows from personal experience that you can take a traumatised, rebellious or even violent person and turn them into something amazing.
305. When Bruce learns that he is going to be a grandfather for the first time, he faints. None of the boys will ever let him forget that.
306. When he was young, Tim wanted to swim with the dolphins. As a teenager, Dick explained to him why it may not be such a good idea. Now Tim is vaguely creeped out by dolphins.
307. Jason rarely puts the effort into cooking but he is, after Alfred, probably the best cook in the family.
308. Gotham is a pretty nasty city and all four boys have witnessed at least one rape or attempted rape. None of them will admit to it, but all four of them threw up after seeing such a terrible thing for the first time. Bruce was genuinely not disappointed in them for that.
309. If Damian had been added to the family as a baby instead of a ten year old, Dick and Tim would have been the sort of big brothers to put make-up on their baby brother and take embarrassing pictures.
310. Alfred has a secret 'punching pillow' which he hits every time somebody in the family does something particularly dangerous or reckless. It prevents him from actually punching Bruce or the boys. He's on his eighteenth pillow.
311. Dick once accidentally knocked Bruce down a flight of stairs. He disappeared back to Bludhaven for a week, proclaiming that it wasn't safe to return yet; the Bruce was 'just waiting'.
312. Damian's emotions are best expressed through his artwork. Dick is the only one allowed to see it and even then he is only allowed to see certain pieces. Most of the pictures are a little disturbing; Damian doesn't need to feel any more out of place than he already does.
313. Jason is attempting to take some online college courses using an alias. Only Roy knows about this and he has been forbidden from telling anybody.
314. Though most don't think about it, Alfred was actually quite close to Thomas and Martha Wayne and was deeply saddened by their deaths. He didn't stay with Bruce out of loyalty or duty; he did it because he genuinely loved the boy and enjoyed seeing his parents live through him.
315. Dick suffered from depression as a teenager. Jason has PTSD. Tim has some OCD tendencies and mild anxiety. Damian has a superiority complex which may be hiding an inferiority complex. Bruce has always tried his best to help them get through the bad times.
316. Tim was actually the one who managed to drive Bruce mad the most as a teenager. This was because Tim was clever enough to realise that acting out or yelling wouldn't wear Bruce down, and creative enough to take up playing the bagpipes (badly) instead. Bruce still maintains his hearing suffered permanent damage.
317. Jason hates being referred to as a 'hero' or even an 'anti-hero'. He is a vigilante and that is enough.
318. Clark was once, voluntarily, left in charge of a sugar-hyped Damian for the night. When Bruce and Alfred discovered him the next morning, he was close to rocking back and forth in a corner next to the passed out child. Clark now believes that Dick has a superpower; it's the only reasonable explanation for his ability to control the little demon.
319. The most successful April Fools' Day in the history of the Bat family was the year when the boys agreed not to pull any pranks at all. Bruce walked around in anticipation all day and flinched at every movement. He was still jumpy for three days afterwards.
320. Dick once lost a bet to Damian and found himself having to climb out of an active volcano as punishment. Damian timed him and insisted that he must have cheated because he escaped so quickly.
321. In an attempt to give Damian something resembling a normal childhood, Dick had a tree-house constructed in one of the trees near the manor. Damian was uninterested, but the tree-house eventually became an escape spot for Dick and Tim to talk privately. Much of their relationship was repaired because of this.
322. Tim once got so engrossed in a very long project that he neglected to get his hair cut. When Jason noticed, he personally marched Tim straight to the barbers, telling him that one brother who couldn't get a haircut was quite enough for one family.
323. Dick sometimes wears a trench coat when he's dressed as a civilian. He thinks trench coats are cool.
324. Damian insisted that he could swim in a chlorine pool with his eyes open. Bruce decided to let him learn that particular lesson the hard way.
325. Monopoly is the game which rips families apart; the Bat family is no exception. The first time Conner Kent was invited to play with them (partly to keep him and Tim under close observation) ended with him proclaiming the entire family insane and refusing to even look at a Monopoly board for two years.
326. Tim is prone to mouth ulcers due to stress. They sting terribly but the worst thing about them is actually that they occasionally give him a lisp.
327. Jim Gordon worked out, years ago, who Batman really is. Batman knows that he knows, and Gordon knows that he knows that he knows. Neither of them speak about it.
328. Few people know this but Dick's most prized possessions are not in any way related to Batman or Nightwing. They are his parents' wedding rings which he keeps in a secret location that has never been disclosed to anybody but Alfred.
329. The squirrels outside Wayne Manor like Damian very much. The feeling is not mutual.
330. It was, oddly enough, Barbara who eventually convinced Dick to cut his hair for good. She didn't intend to convince him to cut it all off, though - she had genuinely wanted to see what it would look like braided.
331. Bruce sometimes wishes that he'd never started a trend of sidekicks by creating Robin. However, all it takes is seeing his family together to make him glad that he did.
332. Jason once suffered a near-complete mental breakdown that lasted four days. During this time he dyed his hair green. It took Alfred, Bruce, Dick, Tim and Roy to pull him out of it.
333. In his head, Alfred has his own theme music. He catches himself humming it sometimes.
334. Tim still vaguely regrets, somewhere in the back of his mind, that his first kiss was not with Conner.
335. All the boys have different mother figures but they all see Bruce as their father.
336. When Alfred was absent for the weekend, Bruce once took fashion advice from his eldest son. It was a mistake he never made again.
337. Damian once glued Tim to a mirror, upside down and gagged. It was quite some time before anyone found him, in a bit of state due to all the blood rushing to his head. Dick could not scold Damian because he was laughing so hard; Alfred had to take over and scold both of them.
338. When nobody else is around, Bruce has secretly tried out the games consoles that he's purchased over the years for his sons. He's the sort to shout at the games when they don't go his way.
339. Dick maintains that Bruce is actually great with kids. His problem lies with teenagers.
340. One reason why Tim likes dating Conner so much is that, if villains find out about their relationship, it is difficult for them to use Conner against him. Few are willing to try.
341. Both Dick and Jason are the type of people who will answer the door wearing nothing but a towel. Tim and Damian are more reserved.
342. Damian once crashed the boat into a jagged rock, causing it to sink. Bruce's response was "you sunk my battleship". Damian did not know what to say in return.
343. Dick sometimes wonders if he and Bruce would ever have reconnected if Jason had not been killed by the Joker. The death in the family brought the two together again but neither of them can say they're happy that it took that much for them to get over their mutual stubbornness.
344. Out of all the boys, Tim was the one that Bruce was the most reluctant to take in. He knows that this was because of what had happened to Jason but Tim still feels like he's somehow worth less than his brothers.
345. When Dick and Jason get into an argument, both have been known to pick up the nearest object and throw it at the other's head. On one memorable occasion, this 'nearest object' was in fact Damian. Jason sent him colliding into Dick; the two crashed backwards into Tim and the three together took out Alfred. Bruce laughed so hard he doubled over and his relationship with Jason felt easier afterwards.
346. Despite their hostility towards each other at first, Jason and Tim's relationship gradually develops to the point where they are very close. Bruce is surprised by this but Alfred isn't.
347. Dick is a natural leader but he dreads the day when he becomes the patriarch of the family.
348. Jason once hallucinated that angry German cookies were out to get him. To evade the invading treats, he constructed a pillow fort in Wayne Manor and refused entry to everyone who did not swear their alliance to his new Anti-Cookie Establishment. To this day, he has no idea what caused the hallucination and every family member has photographic evidence of his pillow fort.
349. Damian once hid under Tim's bed and, as the older boy was walking past, he grabbed his ankle. Tim's shriek of horror could be heard outside the Wayne estate.
350. Between the four boys, Bruce will eventually end up with nine great-grandchildren. He will only get to meet three of them. Alfred will get to meet only one.
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