If you've only been dating a couple of weeks, keep it small and not super sentimental, yet thoughtful.If you've been dating longer, keep the gift in proportion to where you still feel comfortable and not pissed off if he doesn't reciprocate.
Does it make me smile or feel good thinking about it? If you answer yes to this, then proceed to the next question. No worries; the majority of men are not bothered about whether you give them a gift or not in the early stages. If I give him a gift and he doesn’t get me one, will I be cool with that, or will I hold it against him? "If I do this for him, then he will take a hint and do this as well." But in reality, this does very little to help men understand what you want from him.Christmas is a very romantic time of year and if you’ve just started dating someone it’s natural to want to give them a small gift as a sign of your growing affection but what to give?Choosing the right gift early on in a relationship is an important decision and one that needs to be weighed carefully.From improv shows and ice cream crawls, to Segway tours and staycations, here are the best ways to woo a significant other in the Second City now.Chicago has no shortage of skyline views, but the one from Cindy’s at the Chicago Athletic Association -- complete with vistas of Millennium Park, Lake Michigan, and the Jay Pritzker Pavilion -- has date night written all over it.