It's not to hard to do it just go in and pick out some jeans you would like to try on and go the men's changing room and try them on if they fit buy them. Don't worry about what other people think or what the clerk does to the store it's the sale that matters

Maybe bring a female friend with you? Or just say you're buying a gift. You could also bring something from the men's department with you in the dressing room so it'll look like you're trying it on.

Maybe get a female friend to go with you so they think that you are helping her get jeans.

Hmm, I don't see why you should feel uncomfortable as you shouldn't worry about other people's judgements :). Just think of it this way, you may be purchasing something for a friend. Also if you want to try them on, take a couple of mens items in with you and no one will be able to tell :) Good luck, hope it all works out

Have a female friend go shopping with you so it's not uncomfortable for you to go on the female section. Take the pants you like and a couple shirts or something and go to the dressing room so it's not completely obvious you've got the pants with ya! If I were you, I'd just try my best to step out of my comfort zone if it meant looking good later on! I understand it can be difficult. Good luck!

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Start eating more and put on some weight. Maybe then you'll be allowed to shop in the men's department.