My Shoot so far as a learner

[photo1x1.com]

Great illustrations, zombiesniper!
In theory I'm totally with you, and yor setup is the one that will most likely offer the best results. But in reality unfortunately almost no glass is straight, they are curved producing all sorts of reflections. Some are really easy to photograph, others are not. Some are coated, which seems to be easier too.

There are excellent posts above that have you covered on all but one topic.
The reflection of the glasses has been mentioned and a solution has been given but I'll give you one that will allow you to pose the model any way you like.

Lighting position. This is what makes or breaks a glasses portrait.
In a normal portrait with the face looking directly at the camera a 45 deg or better lighting placement will allow you to get excellent lighting without reflections.
Just like the image below.
If you draw a straight line from the lights to the subject you will see the reflection will not travel to the camera but instead awards the other light.
View attachment 145371


In your your second image you have the face looking more to camera left.
This would cause a reflection issue with the above lighting set up.
Below you can see the modified lighting placement in order to light the subject and not have a reflection problem.


View attachment 145373

A little experimentation is all that is required.

Great first efforts. Keep them coming.

 

[zombiesniper]

Agree but this is the technique that I have used in the past without issue.

Even use it on myself.

headshot by Trevor Baldwin, on Flickr