Both options, "forget to wear" and "forget wearing," can be grammatically correct but have slightly different nuances. Explanation: "Forget to wear": This emphasizes that you forgot the action of putting on gloves. It focuses on the failure to complete a future or intended action. Example: "When I forget to wear my gloves in cold weather, she takes hers off and puts them on my hands." This is the most natural choice in this context, as it aligns with the idea of forgetting to do something important beforehand. "Forget wearing": This would mean you forgot that you were wearing gloves at some point (a past action). This phrasing is less likely to fit the intended meaning here. Example: "When I forget wearing my gloves..." would imply you forgot that you had gloves on at some point in the past, which doesn't match the scenario. Recommendation: Use "forget to wear" for clarity and to match the context of the sentence. Corrected sentence: "My friend Amy is warm-hearted. When I forget to wear my gloves in cold weather, she takes hers off and puts them on my hands."

The correct phrasing is: My friend Amy is warm-hearted. When I forget to wear my gloves in cold weather, she takes hers off and puts them on my hands. In this context, "wear" is the appropriate verb form to use.

Only ‘to wear’ has the meaning you intend. The idea of putting gloves on someone else’s hands is a little odd, unless you are talking about children. Natural are: When it’s cold and I forget to bring my gloves, she will give me hers. When it’s cold and I forget to bring my gloves, she will take hers off and give me them. (Specifying that Amy thinks that it is cold enough for gloves but gives you hers anyway) It’s also not a gesture that we would usually characterize as being ‘warm-hearted’. It suggests self-sacrifice (positive) or over-protectiveness (somewhat negative)

These two sentences are both grammatically correct and mean the same thing: * When I forget to wear my gloves... (this is the normal way to say it) * When I forget to be wearing my gloves... (this version is unnecessarily complicated so nobody will use it)

"To wear" sounds more natural, but they are both correct. Infinitives work better than gerunds for stating simple facts. Use the gerund in situations where you want to paint a picture for the listener to see in their mind. You don't need your listener to imagine seeing you wearing your gloves, so just use the infinitive. Here's an example where the gerund works better: "These gloves are very comfortable. I just love wearing them." The gerund is better because it creates an image of your enjoyment.