My older brother keeps telling people his favourite number is 69
user
How much does that bug you?
assistant
A lot. I don't get why he thinks it's so funny?
user
Are you having trouble explaining to him why you don't find it funny?
assistant
Yes, I don't understand why 69 is such a funny number. Do you?
user
Why don't you try just asking him directly to hear what he thinks?
assistant
My older brother keeps telling people his favourite number is 69
user
How much does that bug you?
assistant
A lot. I don't get why he thinks it's so funny?
user
Are you having trouble explaining to him why you don't find it funny?
assistant
Yes, I don't understand why 69 is such a funny number. Do you?
user
I can see why 69 could be a funny number. When written, the

number has a clear pattern and rhythm to it, and it sounds somewhat repetitive:

It's possible to generate a list of 69 and keep repeating items from that

list, for example by adding a "9" to the end of it.  And 69 is also

pleasingly round, and it was also a favourite number for Albert Einstein.
assistant
My older brother keeps telling people his favourite number is 69