The Two Dates Every Woman Should Go On, As Suggested By A Man

August 27, 2025 by No Comments

As I like to remind people every now and then, just because I write about my relationships doesn’t make me a know-it-all about all relationships. I am no expert, I am just experienced, and based on my experiences I make suggestions to other men and women are trying to find their way through the magical land of single-dom.

Today’s suggestion comes at the behest of my experiences with being two types of men to various women I met. Either I am the man they want or I am the man they don’t want (and when I say “don’t want” I really mean “don’t see”; I haven’t heard a “not interested” in regards to me since high school, but I digress.). Knowing what it’s like to be both men is what has prompted me to share with women a crazy idea I think they should all try if they’re emotionally, mentally, and physically available to do so. Here it is:

Every woman should go out on two different dates; one with the man they really want to go out with and one with the man who really wants to go out with them but they’re not really interested in. At the end of those dates, decide which guy they enjoyed the most, and then go out with him for a second date.

For the guy she really wants to date, she should ask him out, but not in some formal way. Just offer up the opportunity to spend some time together and see what he says. If he says no, then clearly he’s not interested, thus making the date with the guy she isn’t feeling all the more easier to enjoy. If the guy she likes says yes, she can see if he’s all she’s hyped him up to be in her head. There is also the added bonus of the guy she likes getting to know her and realizing he might like her too.

I know it seems crazy for me to propose a woman asking a man out, but seeing as women do it so rarely, it’s a great way to let a man know she’s interested. Most men don’t know what to do with this sort of attention, so if she asks someone who does know how to handle it like a gentlemen, she has a winner.

The other possible loophole in this experiment is there will be some bias towards the guy the girl she already likes. Understandable concern, but if she likes the guy already than bias is already being given, except with no real tangible reason. If anything, this experiment is meant to loosen up the bias she has built up in her head towards the object of her affection because she is also making room for the guy for whom no bias is given.

Going out with the guy who is interested in her but she isn’t really interested in can initially be used to help gain some perspective on the guy she really wants. But the important thing for a woman to do is open up her mind to the possibility that this guy she isn’t really feeling could be a guy she is feeling. I am not saying she should try to like the guy; if she doesn’t like him one date is all it’s going to take to figure out why that is. The way I see it, we’re so quick to tell a person who likes us, “You don’t know me” and to that I usually say, “Well, I don’t know you enough to not like you either.”

There have been plenty of times where I am the guy a woman likes and she has no idea why. Fortunately, some of these women who are interested in me had the gumption to ask me out, and unfortunately some of them discovered I wasn’t all that I was cracked up to be. Then there are the times where I was the guy a woman really wasn’t feeling, but she decided to take a chance on me anyway only to find out, hey, I’m pretty good company.

All women should go out on two dates to give both guys a chance and then at the decide at the end who gets date number two, just so they can find out why they like one guy and equally important, why they don’t like the other guy.

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