Hm, interesting question. Well, after about 7 years of being an atheist (I was a non-practicing Catholic as a kid), at 21 I met a wonderful guy, who happened to be the most Catholic person I’d ever met. We fell in love. Our relationship was always very spiritual, and very intense. It was a constant spiritual exchange, especially at the beginning. To sum it up: shortly after we started officially dating, I had a very personal and incredibly strong experience with God while meditating. That pushed me to look more and more into Catholicism…few months later I started going to Mass with my then boyfriend (we broke up about 4 months ago). Shortly after, I went to Confession. A year later, I did my Confirmation. And now here I am
My first big obstacle I think was the idea of Confession. It took me a long while to go to Confession, partly because of fear and insecurity (in GREAT part because of that!), but in great part, too, because I didn’t undestand why I had to do it. My mom had always told me she found it ridiculous to have to tell your deepest “secrets” to another
human being you don’t even know. She said that wasn’t needed to have a relationship with God. Naturally, I leaned on this excuse whenever my then boyfriend tried to make me understand why Confession is a good thing. Eventually, I understood. Especially after my first Confession. (This is a time when I became obsessed with Tenth Avenue North’s song ‘Healing Begins’, which talks about Confession. If anyone has doubts about Confession, they should look for the video they did explaining that song. It’s on youtube…and it’s one of my faves

)
My other two obstacles - which are still there - are the Church’s stance on homosexuality and the fact that only men can become priests. I was talking to a friend the other day, who’s also a Catholic convert, and he has the exact same issues with the teachings of the Church. I won’t go into the whole thing about homosexuality because that conversation generally takes hours! But yeah. And as for the other thing…I remember when I was very little, I realized that “girls couldn’t be priests”…so I got angry and said I’d be a priest

(I had an odd fixation on religion when I was little. I wanted to be a priest, then I wanted to be a nun and go volunteer with Mother Teresa, then I wanted to go to a “school that has nuns in it”, etc etc) It still bugs me - not undermining the importance of nuns…I guess that ‘little Laura’ in me still wishes the option to be a “priest” was there
So yup, those are/have been my biggest obstacles. If I can think of any other, I’ll mention it later on