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I personally don't find this is an effective way to approach dating
You can have multiple first dates, maaaybe second, but beyond that, it just seems to me that you're spreading yourself too thin and not giving anyone a real chance
Rising Star
I think the key is not to commit to someone just so you can be in a relationship, but also don’t feel like you have to play the field just for the sake of doing it.
Go on multiple first dates, keep seeing those you enjoy your time with, and end things quickly if you aren’t feeling it. Trust your emotions - if you are dating a couple guys and heart goes to one then end things with the second. If you fall quickly, I’d recommend putting off getting physical for a good number of dates to not get attached just due to that.
For me, I’d never date more than 2 at once beyond first dates. If I wanted to go out with a third I’d end things with whichever guy I liked less. Helped me focus on keeping options open but getting to know the ones I like best.
Pro
Keep an Excel spreadsheet with your dates’ names, jobs, and any other important details. As a consultant, this part should come naturally 😃.
As for managing your emotions, I would assume that while you are in the casual stages of seeing multiple people, they are seeing multiple people casually, too. As you move forward with each of them, you will start to feel more compatibility and emotional attachment to some more than others, and will feel similar emotions coming towards you from them. When one person falls noticeably behind the others, cut them loose. Keep going as long as you need to until you have one person standing.
Wishing you the best. You’ve got this!
Chief
In my experience doing this, it was usually clear that I didn't want a second date with most people - I gave 2 guys a second date, then went on a first date with my now husband, and cut it off with the other two because I knew this was different.