Hi Earl!
First of all don’t be nervous, just breathe, you are going to have an amazing time 🙂
1. Just be sure to tell your lady in advance your concerns so that the two of you can discuss the options if that were to occur. Maybe you could consider multiple orgasms or maybe you could turn the rest of the time into teaching….
2. Don’t worry about feeling awkward; we understand that this is not always the most comfortable and easy environment to be in. With that being said I always try to do my best to make you feel at ease, after all I was new here once and I remember how terrified I initially was 🙂 So don’t worry you will be in good hands!
3. Teaching is definitely an option, and I actually highly recommend it for first timers 🙂 You want to make the most out of your experience so this way you can ask anything you want to ask and learn as much as you can 🙂
I would recommend emailing a few ladies, try to get to know them a little bit before, and then maybe make an appointment with one. This way you might feel more comfortable before arriving at the ranch since you already somewhat now the person. Just a suggestion 🙂 And feel free to email me personally if you have any questions or would like to get to know me better 🙂 Hope you have an amazing time 🙂