My [19/F] male friend [19/M] keeps joining our girls-only group for every single outing, and it's getting tiring

He is a mutual friend to all of us in the group, we all knew each other in highschool. However, after recently graduating, our group hangs out occassionally, chatting with each other daily (chat group does not include him). For the outings, however, he has been joining us for almost every single event.

I am troubled over this - not because he is a guy (please refrain from posting if you want to crack stupid jokes about harems and stuff), but because my good friend in the group does not like him, and I also feel tired around him.

He is deeply insecure, always trying to show-off (and people can sense that insecurity), but has confessed deep down inside he feels like he cannot connect to anyone. He was bullied in an all-guys' school previously, and hangs out with girls 95% of the time. Not to mention he also falls in love extremely easily (not for me though)

There is already tension between him and my friend in the group. Furthermore, he likes to brag about whatever he is doing (especially comparing on academic abilities) and every fun activity with him becomes... not fun (he even competes seriously about who can run down a flight of stairs faster...) He is a pretty bad listener, wants to keep talking about himself, and is somewhat judgemental. (likes to judge others openly but gets extremely defensive when I even tease him slightly) Talking to him is like walking on a bunch of eggshells.

My dilemma is that I know about his flaws and insecurities, at the same time I really don't want him to join my group all the time. We meet up only once every 2 months and I don't want the joy to get sucked out of it every. single. time. Honestly, I try to help my friends as best I can but this is also tiring me out. I would like some advise, thank you.

TLDR; My male friend is really insecure, but sucks the joy about of every group outing through his defensive, judgemental and hyper-competitive attitude. Despite knowing about his insecurities (and that we are his only group of friends), I really don't want him to always join our girls-only group, because all fun becomes a chore.

Submitted March 27, 2019 at 08:34PM by hshsjskkskskKwoskcjc https://ift.tt/2TB4DAs