My boyfriend weird sex habits.

So my boyfriend has these habits, I don't know whether to find them sexy or weird. 
1. When We're sleeping he likes to put his finger tip just at the entrance of my 🐱 and leave it there. I'm a very light sleeper and wake up to the slightest movement so I know when he's in action. At first I tried to justify it as a comfort thing but now that just sounds rediculous lol 
 2. Sometimes if he thinks I'm in a "deep sleep" he'll actually penetrate. 
Is there any explanation on this lol