So to start off, I feel like all these Casino Dealer Girls get hit on everyday. So I've just been using them to practice game on. Although, it has become something sort of expensive practice. Awkward. Whatever.

To give background I met this girl over the summer. She was memorable for me because I felt like she was the most attractive one out of all the dealers. It just turned out that she was never there in the follow up days I went so I got close to the other two dealers before this one.

Then randomly on that Tuesday before Thanksgiving I went again after about a month hiatus. Randomly, I saw her and as she walked past me, I said Hey as if we were close. (She had dealt to me and my friends previously and in my mind we got along but I guess we weren't memorable enough so after a month she forgot me)

After I said Hey, she came over to me and said "Do I know you?" I go Of course! Then she goes "I don't think so, I think you're thinking of my sister" (Who happens to be Casino Dealer #1, they look nothing alike) I reply "No no, definitely you. No way I could forget you." And then over the course of the night we get to talking and eventually reaches near closing time. There's only a few people left and I go to cash out. I'm running game on the cashier lady (Gotta try on every girl, practice makes better!) when she happens to walk by. She says she's on break and I ask her if she wants to sit down and chat. She says sure.

So we talk. She's a single mother of an 8 year old.

Sidenote: So I know dating mothers is generally not a good idea. I know like they're generally looking for a provider and maybe someone who can take care of her daughter. There's also the risk of if I get along with the child and we break up it breaks the kid's heart. That being said, I'm more of an experience learning kind of guy. Is there anything anyone can that would detract me from wanting to go after this one? I really feel like I should just friend her and ask her about other women. She has a lot of problems. Most of it is because of the kid.

End Sidenote: She dropped out of college to take care of her kid. Lives with her parents. She says she doesn't want to go to school because she wants to spend time raising her kid. She doesn't want her to grow up to be a bad person which is understandable. But I feel like she should still work on her degree. The life she lives right now, it could be so much better. And I understand college degree does not equate better/higher paying job. But I feel like a college degree will give you a higher chance. I feel like she's stubborn about wanting to raise this kid right that she can't see taking care of herself first. So all she does right now is work at the casino and go home, get the kid ready for school, send her off, sleep, wake up and take care of her daughter when she comes home from school, rinse repeat.

Is it weird that even though I only met her for so little that I feel so much sympathy for her?

Last night, I went again and we were talking about what she did for Thanksgiving and Black Friday. Then Christmas came up. I ask her "What are you gonna get me?" She says "I don't know, what do you want? Probably something out of my price range" And then she asks "What are you gonna get me?" I say "I don't know, what do you want?"

I was thinking about this. What if I text her and say
Option #1
"I want a date. A real date one where you give me a chance to really get to know you and where you genuinely get to know me."
OR
Option #2
"For my Christmas present I want you to take me out on a date. One where we have fun and just get to know each other."
OR
Something inbetween option 1 and option 2. Mix and match.

Thoughts?

How about:

"For your Christmas present I'm gonna take you out on a real date... " Where? "A surprise".

Make sure you take her somewhere where both of you have massive loads of fun. But don't tell her in advance.

Also what she gonna get you for Christmas? "For my present... I wanna see you smile"

This is one time I wouldn't try to close on the date. She'll chase you afterwards...

Got any ideas of where I can have massive loads of fun?

I like this one. I recon it's more likely she will say yes if you say you are goingto suprise her. I think it would be quite exciting for her to not know where she is going.

Just to add on to what Merrell has said I would say "For your Christmas present I'm going to take you out on a date and maybe I'll even let you get to know me more.. where? well that's a surprise"

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When you apply intelligence, anything can be achieved

Hmm... that could be good except I'm not a very mysterious kind of guy. I'm probably too open. Also, I'm still not sure where to take her so I haven't asked her.