Part of dating is learning about the people you meet to see if you will be compatible as a couple. Questions about your favorite ice cream flavor or pizza topping are easy and can make for some light conversation and the basis for future plans. Inevitably, though, questions will take a more serious turn, often to relationships past, which can be a bit more uncomfortable to address given the invasion of your privacy from someone you barely know.
Still, you’ve been taught that honesty is the best policy and understand that more serious topics often speak to one’s core values, which can draw two people together on a deeper level. But does this include dating history? To a certain degree, yes. The person you’re dating has a vested interest in your dating history and you in theirs, but only in a few key areas.
So, if you’re worried about revealing too much about your old relationships or overstepping by asking too much, consider sticking to answering or asking the following questions as they arise with the relationship’s progression.
When did your last relationship end?
This is a great question because you want to make sure that the person you’re getting involved with is available to date. Not just because they are currently “single” but also because they’re emotionally available.
Someone whose last relationship recently ended may not only be thinking about their ex but also be in contact with them. Based on your date’s initial answer, you can ask whether they are still in contact with their last ex, how often, and to what degree. Armed with this information, you can decide whether to move forward with them.
If you’re asked this question, be honest with the person, but also be honest with yourself. Are you on this date in body and in mind?
Are you in contact with other exes?
A divorced parent will likely be in close contact with their ex-spouse for co-parenting purposes. If they’re not or have limited contact with their children, you may want to inquire about the tenor of these relationships and how their situation came to pass.
You’d be surprised how much people reveal when talking about their ex-spouse. Listen for details about domestic violence, financial matters, assumption of blame, and name-calling and whether you would categorize their answers as red or green flags.
As for dating history following the marriage, keeping a lot of exes in the mix “as friends” can be cause for concern. Though the person telling you about all of the friends they’ve made from dating will often cite their own likeability as the reason for staying friends, these friendships are more often rooted in either them or the other person not being entirely over the relationship and hanging around to either keep tabs or get another shot. These newfound friendships may also involve being friends with benefits. Regardless of the real explanation, proceed with caution. The truth will usually reveal itself in time.
If you’re being asked the question, it’s time to check in with yourself about your availability for a new relationship. Having a lot of plates spinning generally isn’t conducive to focusing on someone new.
Keep in mind also that sexual exclusivity is a topic that’s fair game in a new relationship. A current sexual partner should have a clear understanding of whether they are the only sexual partner and feel comfortable requesting STI testing as well as undergoing it.
Have you experienced any sort of relationship trauma that could affect a new relationship?
Past relationship trauma, though it’s not always easy to admit, can shape the lens through which people view new relationships. Past relationship trauma can include physical and emotional abuse, emotional or physical cheating, and financial infidelity, among other types.
When and if these subjects come up can depend. It could be in response to a direct question or revealed in a passing comment, which, again, is why you should brush up on your listening skills.
If you are the one being asked about past trauma, reveal only what you are comfortable revealing. It’s fine to say something to the tune of, “I’m not comfortable talking about this right now. Perhaps when we get to know each other better.” Then, decide if you want to get still to know this person better.
Final Thoughts
Generally, it’s best to stick to small talk during a first date. However, conversations can take on a life of their own and get more personal. It’s not necessarily a bad thing; it can actually become a way to connect.
That said, you should always feel free, as should the person you are conversing with, to change the subject. Respect is key here. Never push for information or allow yourself to be pushed for information.