Cumming trickiness for my husband

My husband and I have been together for almost 6 years and up until 3 weeks ago had not been able to cum inside of me or any other woman from his past. The only way he's able to cum, is by jacking off at the end of sex (which admittedly takes a bit of the fun out of it for me having to do this EVERY time). 
Recently we decided we wanted to try having a baby, naturally, and we were able to figure out a way for him to cum inside me - but it's so difficult! 
Does anyone else experience this with their partner? Has it ever stopped being an issue? It's totally bizarre and I don't want to make him feel bad about it, he's such a beautiful human. Just unable to cum inside me. Am I just being petty? 

Glow Resources

Let’s Glow

Glow is here for you on your path to pregnancy

Glow helps you navigate your fertility journey with smart tools, personalized insights, and guidance from medical experts who understand what matters most.

25+ million

Users

4.8 stars

200k+ app ratings

20+

Medical advisors