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Related to try on: try out
1. Literally, to put on a garment or other wearable item to see if it fits. A noun or pronoun can be used between "try" and "on." I'm going to try on this dress to see if it fits, because it's on sale for an incredible price. I'm so glad you like the ring! You should try it on in case we need to get it resized.
2. By extension, to try, use, or consider something in order to make a decision or form an opinion about it. A noun or pronoun can be used between "try" and "on." Sometimes expanded to the phrase "try (something) on for size." The boss is trying on a new approach to communicating with vendors. The whole point of test driving a car is to try it on for size to see if you feel comfortable in it.
1. Test the fit or look of a garment by putting it on, as in Do you want to try on this dress? This expression is also put as try on for size, which is sometimes used figuratively, as in The teacher wanted to try the new method on for size before agreeing to use it. [Late 1600s]
2. Test the effectiveness or acceptability of something, as in The actors decided to try on the new play out of town. [Late 1800s] Also see try out.
To put some garment on in order to determine if it fits: She went to the dressing room to try on the sweater. He tried the shoes on and said they were too tight.