A couple things jump out at me....
But first, being only 24 and already having 2 masters degrees is quite impressive. Congratulations!
The first thing that jumps out at me is that you say, "I send out my resume to several companies a day..."
Are these all similar companies?
What is the field you are trying to break into?
Do the masters degrees relate to that field in any way?
There are some fields like law, where they like their people to be well rounded. It's not unusual to see people in law school with all kinds of degrees, things from anthropology to social studies.
And there are some where this is not as important...
Gettting back to what jumped out at me...
Resumes are not typically a one size fits all, kind of thing. Myself, I have a bachelors in business, and stored on my computer, I have 8 different resumes.
They are all mostly tailored for sales careers, but they are worded differently to stress different things.
Also, I have never sent the same cover letter twice.
But to cover the basics, about your resume...
There are some things to keep in mind here.
Most importantly, always keep in mind, "The Guy on the Other Side of the Desk."
What this means is don't think about how you want the resume` to look, keep in mind the people that are going to be reading it. I think you know this already, but there is a point in the process where the company is looking for a reason not to hire you, as opposed to wanting to hire you.
When you see a job opening, what do you think happens?
That company is inundated with resumes and cover letters. They have to narrow down the number to a manageable amount of people they will call for interviews. In effect, at this point, they are looking for a reason not to hire you!
If your resume looks like the first page of "War and Peace," they aren't going to read your novel. You want your resume to appear light and inviting to read. A lot of open space and a lot of three and four word paragraphs. If your resume looks like it will take seven seconds to read, chances are it will be read.
Also, along with this put the important stuff first. This would be your education. They guy doing the interviewing is going to realize that at 24 and with a masters, you have been going to school. You haven't been desigining software for the space shuttle or handling multi-million dollar contracts.
Now if you have, then put that down on your resume`!
Just put down the things that you think will impress the person reading your resume`. He already knows you had to take biology 101, and unless you were published as a freshman, don't list the grade you received.
After this list any outside activities that you did. You want to show him that you take initiative, that you are well rounded, that you did more than just what was required.
And as far as your work history, at this point you don't even have to list the jobs you worked at. They guy doing the interviewing knows you have been going to school and did what you could to pay the bills.
You could simply say something like:
I worked to get through school. This involved waitressing, bar tending, and other various part-time employment.
What you want to do is get the guy doing the interviewing to focus on the important stuff, and not even think about your work experience.
Now along with this, you have your cover letter, and maybe it's time to go to plan "B."
There are no hard and fast rules here. Maybe you can start your cover letter with something like, "How would you like to have..." and take it from there? This is typically how you write a letter of introduction when you are seinding a blind resume, meaning you don't know if they are hiring or not.
But there's no reason why that couldn't be how you write your standard cover letter. What you want to do is get people's attention and impress them with your uniqueness.
I am having a little problem with this next part. I don't want you to think I am flaming you because I'm not. But when you say, "...cover letters detailing why I would be a great candidate..." for some reason that hits me wrong.
It might not be a bad idea to have someone impartial and objective read your cover letters (and not your boyfriend). I'm wondering if there's a between the lines message you are conveying.
You don't want to say, "Hey, here I am, I've got two masters degrees, and I'm smart, and if you don't hire me your stupid!" or something to that effect.
I know that if I was 24 and had received my bachelors and two masters, I'd have a hell of a time writing a cover letter that didn't intimate that kind of message.
What I did when I wrote cover letters, is do a little research on the company. I usually spoke with someone that worked for them and read thier website. What I was interested in was learing about the company's philosoph, or their sales philosophy.
Then when I wrote my cover letter, and I'd talk about my own philosopy, and wouldn't you know it? My philosopy would be almost identical to what there's was. Sneaky, eh?
When you write a cover letter, this is where you have to give them reasons, and it's entirely possible that you aren't giving them enough reasons, or not giving them the right reasons.
I really doubt that people are intimidated by you multiple degrees anymore. However, they might think that with the multiple degrees, you may expect more money. You don't want to lie on your resume`, but you don't necessarily have to tell them all of the truth here either.
At age 24 most people interviewing you would expect only one masters degree and not two. It's okay if you don't mention both of them, but you have to figure this out.
Are the two degrees going to impress, or perhaps be a red flag?
That's what you have to figure out yourself, and adjust your resume` accordingly. For similar reasons, this is why I have eight of them.
Also, in reading the last part of your question, I don't know how to say this other than to simply say this is an incorrect assumption. In some instances, positions do require experience, but most possitions are filled from within. To keep the pipeline filled, they will require entry-level positions.
You weren't specific as to what the degrees are in, or what kind of position you are seeking. Therefore I couldn't be specific either, but in terms of generalties, I am hopeful I've hit on something for you.