How to Avoid 4 Big Age Gap Dating Disasters This Holiday Season


The holidays are certainly a happy time of year, but that doesn’t mean that May-December relationship issues won’t still creep up on you. In fact, ‘tis the season for a whole new set of problems. But rest assured, because we’re here to help. Here are some of the biggest run-ins you and your older man may experience around the holiday season, including age gap dating tips to help you get through them.

Age Gap Dating Disaster #1: The Family

You both probably want to spend Christmas with your own family, which is totally understandable, but at some point, that’s likely going to lead to one of the most common May-December relationship issues around the holidays: whose family takes priority. Everyone has their own traditions this time of year and it can be hard to figure out how to make it work for both of you. Communication is key in age gap dating, so it’s really important that you and your older man sit down well before Christmas to hash out a plan. Maybe one family gets Christmas Eve and the other gets Christmas day. Whatever you agree on, there should be some give and take on both ends. Make sure that you’re both happy with the final plan and that you stick to it when the holidays finally roll around.

Age Gap Dating Disaster #2: Exchanging Gifts


You’re all excited to unwrap the big box your older man left for you under the Christmas tree, but when you finally get to what’s inside, you can’t help but feel a little disappointed because it’s hardly what you were hoping for. It happens to the best of us, but there’s an easy to avoid May-December relationship issues like this. If there’s something in particular that you want for Christmas, let him know. It’s better than him wasting money on something that you don’t want and will never use. To make it a little more exciting, give each other a list of 10 things you’d love to get on Christmas morning, and then let him pick. You can even just provide hints and clues, like writing, “something to keep me warm when I get out of bed” to hint that you want a fluffy robe.

Age Gap Dating Disaster #3: Work Parties

Another one of the more common May-December relationship issues we see around the holidays is bringing each other to your work parties, especially if the relationship is still new. A lot of workplaces allow you to bring a guest to the event, which can make for an awkward situation if you’re not quite ready to introduce your older man to your colleagues. In age gap dating, that can often be misinterpreted by him to mean that you’re embarrassed to be with him or that you’re more concerned with what people will think or say about you. If your older man asks, just be honest with him. Tell him that you’re just not ready to mix your private and professional life. Besides, mature, successful men are more likely going to understand where you’re coming from and won’t take offense. Whatever you do though, do not take another man as your date. Either take a girlfriend or just go solo. On that note, don’t be offended if he doesn’t invite you to his.


Age Gap Dating Disaster #4: New Year’s Eve

Once Christmas passes, there’s one more big age gap dating hurdle to cross: what to do on New Year’s Eve. For example, you want to get all dressed up and hit the hottest party in town, but your older man would much rather relax at home, get comfy, and have your own private countdown. The best way to avoid this disaster overcome May-December relationship issues like this is to compromise. If you want to party but your older man wants to stay home, suggest inviting a few people over to host your own New Year’s Eve celebration instead of going out. It doesn’t have to be anything too over-the-top, but it’s a good way to get the best of both worlds.


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