Search Results: how to close the deal

This is assuming he’s independent, has a good paying job (not rich but above average salary), owns his own house and has an interesting life story.

I’ve tried dating again for the last three months. I’ve gotten one straight but understandable rejection from a girl in her late 20s i met at a CrossFit gym (she’s got a boyfriend). I’ve gotten two flaky rejections on dating apps (both girls in their early 30s). I did get one date with a 35 year old woman. First date started good but it turns she’s an alcoholic (has no problem drinking and driving). I wanted no part of that.

I’m 40. In excellent physical shape for my age and got all my hair. I’m 6ft tall. I’m well traveled and have an interesting past (pro mma fighter). Most women guess I’m 3 to 8 years younger than I really am.

I know dating doesn’t get any easier when you get older. But I have to stay positive (pls don’t say “all the good ones are taken”.).

But seriously I don’t remember it being this tough 10 years ago. Not even close as tough. From 28 to 32 I had a lot of pretty young girls (19 to mid 20s) interested in me. But that definitely isn’t my target age range now. Now I look for women in their late 20s to mid 30s. But why are they such a pain in the ass?

We've established a friendship in court (yes, for real), but only right after he sat next to and introduced himself to my mom. He's 24 years old, and I'm 22, so we are close in age. He has a military background and he is all about God and America. He seems to be really conservative. Me personally, I'm more libertarian (not liberal, because there is a difference between the two... I'll explain below).

Libertarian- an advocate or supporter of a political philosophy that advocates only minimal state intervention in the free market and the private lives of citizens.
Liberal- a supporter of policies that are socially progressive and promote social welfare.
Conservative- a person favoring free enterprise, private ownership, and socially traditional ideas.

If anything I lean closer to "conservative" than "liberal". Being religious myself pushes me personally even more to the right.

Anyway back to the topic, we went to the gym for some of the first few weeks since we have started our friendship. Sometimes when he is late to the gym or he doesn't even arrive at all, he'll say sorry he's f*cked up, he's drunk, etc. I don't drink, but he does.

Three weeks ago on Sunday, he promised he would text me Tuesday to see if I have recovered. But he didn't text me on Tuesday. I texted him on Thursday asking him "how you doin?", I miss you bud, when you free to meet up?


After talks with my therapist and my case manager, I have decided to send him even more texts. I said, "Hey man, wanna come work out?" Instantly, he texted me saying hey man just got my phone back online over the bills. I told him basically that it sucks and asked him again when he's free to meet up. He said to let him deal with "(his) crap first" and he would see me "next week". He literally sent me subsequent texts discussing his bills and he said he would discuss "some family BS" in person.

The last text I received from him was June 7th. Today is June 20th and I still have yet to see this guy.