Basically, the user submits a String which the Iterator searches an ArrayList for. When found the Iterator will delete the object containing the String.
Because each of these objects contain two Strings, I am finding trouble writing these lines as one.
Friend current = it.next();
String currently = current.getFriendCaption();
Thanks for any help!
You don't need them on one line, just use remove to remove an item when it matches:
Iterator<Friend> it = list.iterator();
while (it.hasNext()) {
    if (it.next().getFriendCaption().equals(targetCaption)) {
        it.remove();
        // If you know it's unique, you could `break;` here
    }
}
Full demo:
import java.util.*;
public class ListExample {
    public static final void main(String[] args) {
        List<Friend>    list = new ArrayList<Friend>(5);
        String          targetCaption = "match";
        list.add(new Friend("match"));
        list.add(new Friend("non-match"));
        list.add(new Friend("match"));
        list.add(new Friend("non-match"));
        list.add(new Friend("match"));
        System.out.println("Before:");
        for (Friend f : list) {
            System.out.println(f.getFriendCaption());
        }
        Iterator<Friend> it = list.iterator();
        while (it.hasNext()) {
            if (it.next().getFriendCaption().equals(targetCaption)) {
                it.remove();
                // If you know it's unique, you could `break;` here
            }
        }
        System.out.println();
        System.out.println("After:");
        for (Friend f : list) {
            System.out.println(f.getFriendCaption());
        }
        System.exit(0);
    }
    private static class Friend {
        private String friendCaption;
        public Friend(String fc) {
            this.friendCaption = fc;
        }
        public String getFriendCaption() {
            return this.friendCaption;
        }
    }
}
Output:
$ java ListExample Before: match non-match match non-match match After: non-match non-match
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