As some of you might already know, I’m currently dating a wonderful man named Cash who unfortunately lives about three hours from me. Earlier this week, I got an email from a reader and fellow blogger about the situation:
I had an online dating question. I have just recently started online dating, and so far it has been an interesting experience. The fact that it is online has a really negative stigma. Anyways, I have been talking to this guy (about 8 hours away on a perfect drive). I really want to meet up with him, but have a lot of hesitation.
You met Cash online, right? I know you mentioned that there is a distance thing, so I was wondering at what point did you feel comfortable staying with him/letting him stay with you/ be alone with him?
I am willing to meet him halfway for now, but I think if I was to wait a bit more, I would be willing to go where he is (since they have this really fun sounding garlic festival). Do you just go with your gut, when meeting guys online, or is there something else you look for?
I wanted to post my response because I thought it might be helpful to others going through the same situation (and hopefully you all can weigh in with some advice as well).
Cash and I did in fact meet online. We live about three hours from one another (when he’s not away for work), so it’s not quite as far as your scenario, but I have met guys who lived farther.
It is definitely a gut thing, but—and this is what you might not like to hear—my gut isn’t always right. In fact, I’ve met some really awful people before, not just guys who didn’t connect with me well, but guys who were truly mean, horrible people.
My recommendations is to go for it if your gut is telling you this could be a cool guy, but be really smart about it. I think it’s a great idea to start by meeting halfway. That will allow you to both get a feel for one another before either person commits to a full eight-hour trip. Meet someone very public like a restaurant or mall, rather than a secluded park. Cash and I met at the train station and went into the city together—all very public stuff for our first date.
If you’re staying overnight, get separate rooms. I know it sounds silly if you really do like one another, but it’s important to have that separate safe space where you can go if you’re uncomfortable. Until you’re ready to be intimate, always insist on that separate hotel room rather than staying at his house or in the same room. During Cash’s first visit here, he got a hotel room for the night and even though we ended up liking one another; I was still very happy we did that. When you plan to stay at someone’s house or in a room together, it puts a lot of pressure on the situation (besides being potentially unsafe).
Online dating still does have a weird connotation, but it is becoming more and more popular. Don’t worry—there are no more creeps there than there are at a bar or party or wherever else you might be meeting someone. However, pay attention to the details. It should send up red flags if the stuff he’s saying doesn’t really check out or he’s really unwilling to give personal details about his life. Friend him on Facebook and follow him on Twitter if he uses those social media sites. Don’t be afraid to Google him (though take anything you read with a grain of salt— not everything online is true). If he’s not being open and honest with you from day one, be wary.
Lastly, keep in mind that the distance isn’t going to go away. Even if you do like one another, it might not be the best relationship for you—8 hours is a lot of travel time to be with someone. Of course, every situation is different. For Cash and me, it makes sense because both of our careers give us some freedom that allows us to see one another on a regular basis and his career goals have him moving to my area in the next few years anyway. But you have to make sure it’s right for the two of you. If you can’t see how you’ll be able to come together in the future because you’re both unwilling to move, getting attached might not be the best plan. Every couple is different—just understand that distance is tough even for two people committed to seeing one another as much as possible.
Hope that helps!
And readers, I hope you’ll take a moment to leave your advice for Naughty as well with a comment below.





