A pound at a time ... you didnt put on those pounds overnight so they wont go overnight.
Have you done your measurements? If not you really should.. thats helped me a lot in the crappy times.. I am 15 inches smaller, thats my boobs, waist, hips, legs and arms.
I think maybe your man is worried that when you have reached your goal you will not want him anymore. lol.
You are a sassy young lady and you have already said you have a lot of confidence.. have confidence in your abilities.. I do.