20 Things Every Man Is Worried About On His First Date With Her (But She Doesn’t Realize)

3. How To Know When The Night Is Over

During the night you may be enjoying a simple activity, like walking along Venice beach or walking through the city. When the meal is over and the activity has come to an end, he may not know the exact moment to split ways without making it look like he wants to leave. How does he leave while leaving you wanting more? There is only so much that can be accomplished in the first date, and maybe everything was going right, up until he made the final mistake of leaving in the wrong moment. How can he tell when she’s ready to go and where she wants to go exactly?

2. What’s The Appropriate Goodbye?

Of course, you knew he was thinking about the kiss all night long, probably before he even met up with you, and now that moment has come. How does he do it smoothly? Should he do it, or should he be a gentleman and wait? How does he know if you’re into him, interested in a simple kiss, or if you’d rather wait until the next date? No one likes the feeling of getting rejected, the blow is too rough for the ego to handle. Now he has to consider what to do and how to do it.

1. How To Approach The Second Date Conversation

Could he already be considering the next date opportunity? He may be stressing when to text you next, when is too soon and when is too late? He could be thinking about you all night and all through the next day but he doesn’t want to come off as too desperate, he wants to play it cool, but he also wants to know if you felt the same way. Again, he doesn’t want to get rejected, he wants to wait and see if she will maybe even contact him and make this whole thing easier, or maybe he’ll be brave this time and let you know, ‘Hey, I had a really good time the other night, would love to see you again.’ It’s so simple, yet they sometimes forget how easy it is.

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