Is it possible? FORM Filling Software for Job Applications

Not sure if possible... I would like to have a Windows Based Application (Windows 7), perhaps VB/VBA, C+, C#, Java, ASP, or ??? - that will allow me to INSERT about common Job Application Fields - with Answers/Responses...like all the common fields about me, the Applicant - My name, address, phone, Employer 1 name, address, position/title, job description, Employer 2 same, Employer 3 same, etc., etc. etc.... I am working on a project that requires me to MANUALLY fill out Employment Applications - and after about 10, I am hoping someone here can help me create a "software" that I can just click the Application Field, then Click in the App - the relevant field, and the App fills in the data. So I type out all the data in the App, FIRST... Then I go to the Employers website, fill out their Application using the data from the App. I would ESTIMATE about 100 to 200 Fields of information. Data could be LETTERS, like name Numbers, like PAY Could be 10-20 characters, like name/city/state... OR Could be 100's like Job Description Can you help? If NO - I understand and thank you! If YES - please advise, how would you do it? How long would it take to do it? How much would you charge to do it? Thank you!