Thank you all for all of your thoughts. It was interesting to hear different perspectives, and just know that I was not trying to start a witch hunt online; I was genuinely concerned whether my behavior was wrong since I was inexperienced with all of this.
This morning I went with my gut instinct and decided to message her again. Feeling embarrassed and ashamed, I used a different number and this time, hid the inexperience and went straight to the point and she was straight to the point with me.
On the way there, I was genuinely concerned, as after I agreed to meet her and started getting ready (shower, etc.), I found I couldn't give myself an erection at all. Partly due to the nervousness of not knowing what to expect, but partly because I was a very frequent masturbator (once or twice a day, tight grip with my hands). Prior to today's encounter, I masturbated lightly, but didn't bring to orgasm for 2 days.
When I got there, she welcomed me in and was generally very down to earth and friendly. She started off with BBBJ, while I played with her breasts, nipples, belly rubs (which is nice because I had asked for this in the text and she said no, she only offers BBBJ and Sex.), as well as her clitoris and pussy. I got really comfortable with her at this point and really fingered her quite a bit, though I did not explore as deep as possible. She was incredibly wet and warm inside.
I'm glad I was able to get hard after a little while, but not to my regular full length (it was the smallest I've ever seen it, prior). After a bit of that, I wanted to try the 69 position with her on top, but generally it wasn't so good for me (I probably didn't get position myself as best as I could), as I got up really close, I didn't really like the smell, and there was not much room for me to breathe. Plus she was a little heavy (understandably so) pressing down on me. I started getting soft and we went back to the BBBJ to get myself an erection again.
We slapped on the condom, and tried the cowgirl position. Honestly I couldn't feel much of anything (mostly because I feel my erection was weakening, and it wasn't that strong to begin with) though it was still fun playing with everything in front, and moaning together and just bumping our stomachs together.
She had to stop after a bit so I tried to go doggy on her but since my erection was weakening, there really wasn't too much I can put in. We went back for some more BBBJ and fingering for the remainder of the time.
All in all, I had a lot of fun despite not being able to orgasm, and generally not having a very strong erection when not receiving BBBJ. She made me feel very comfortable which was awesome and I don't think it was anything she did wrong as she was incredibly sexy. I think the problem lies in my overfrequent masturbation. I asked her if she would still be working (she's 4 weeks from her due date) and she said she will up until she doesn't feel like it anymore.
I plan to try and refrain from the masturbation and perhaps come back after 1-2 weeks if she hasn't delivered, and see if that resolves my problem.