Daniel, Annoy is more intense of a word while bother is less intense. So if the clothing is just uncomfortable and you don't like it then it would bother you. If it is starting to make you angry then it would be annoying. That is just a very simple look at it. I use them as synonyms so usually it is just which word comes to mind at the time. James

Hey Daniel I shall provide you an explanation over the difference between these words. First of all, you should know that ''bother'', ''annoy'' and ''plague'' imply persistent interference with one's comfort or peace of mind. 1) ''To bother'' is to cause irritation or weariness, especially by repeated interruptions in the midst of pressing duties. E.g.: ''Don't bother me while I'm working.'' 2) ''To annoy'' is to cause mild irritation or mental disturbance, as by repetition of an action that displeases. E.g.: ''The dog's constant barking annoyed the neighbors.'' 3) ''To plague'' is to trouble or bother, but usually connotes severe mental distress. E.g.: ''The family was plagued by lack of money.'' Hope that helps you!!! Should you have any further doubts over the usage of these words, do not hesitate to contact me. I shall be pleased to help!