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We had our first date at The Fat Radish in the Lower East Side. However, I know that when an opportunity scares me, I must go for it. No matter what the outcome, it will certainly be an interesting experience. There is always one girl he’s really excited about that he’s trying to go out with, a second girl he’s been seeing for a few weeks and is getting tired of, and a third girl he’s been seeing a while and is getting ready to break up with.

We discussed Tim’s relationship patterns, and how he’s in a constant cycle between three women.

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He breaks off relationships before they get too serious to avoid the risk of abandonment.

He’s built up this reputation for himself as “the player,” but I see past the façade.

It seems to me his dating style could result from this.

They have the best roasted carrots, and my favorite tequila jalapeño drink. Before the date, Tim had a messenger deliver a cute note: “Me + You x 40. He told me that when his mother got pregnant, his father made her choose between keeping the child or staying with him.

How do you feel about this relationship/project right now? However, this couples thing doesn’t feel natural or easy. Jessie didn’t like that I talked about how we approach money differently.

I think I have have some sort of guard up preventing myself from seeing Tim as anything more than a very close friend. I wasn’t being critical, nor do I think it’s a big deal.

He’s been a great friend, and I know he’s a very kind person.

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We all have our issues and cope with life differently.

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