Quote:
Me: That's pretty interesting are you a jockey ? and I work full time.
Her: Yea I am just got my license so haven't ridden in a race just yet but will do soon.
Me: That's pretty good then what sort of things do you need to qualify for a licence or can you just buy one ?
Her: No Christ haha anyone could do it then you get tested on a lot of thing mostly fitness you have to be very fit light enough and able to ride properly
Me: oh ok what made you want to get into it ? + have you got your own horse ?
Her: I have had horses all my life lol.. Yea I have about 6 but they are up in Scotland
Me: Oh so that's why your into horses then

racing horses or just normal ones ?
Lol, I have been in those situations too many times.
The problem that you are doing is simply exchanging facts or asking for facts.
When you ask:
Me: That's pretty interesting are you a jockey ? and I work full time.
And she answers:
Her: Yea I am just got my license so haven't ridden in a race just yet but will do soon.
Why to ask her:
Me: That's pretty good then what sort of things do you need to qualify for a licence or can you just buy one ?
The first thing is to cut the introduction of new topics. Listen to her. Be selective about your topics. Preferable pick up on what she said. Stop using interrogative questions like When, What or Do you?
Use more interesting questions that involve How and Why?
Examples:
How did you become a jockey, that is not a woman's sport?
How horses treat women (you could be a bit funny here)
Why riding horses and not racing cars.. cars dont suffer when they crash?
Why do you like horse riding instead of playing basketball?
Also add a bit more beef to your questions..to make them a bit more longer, specific and linking to more interesting topics.
Why do you like such a fast sport? my friend studies psychology and he told me that people who are socially deviant like riding fast moving objects? Have you got many deep relationships with people or are you a person who likes spending her time on her own most the time?
(There is a small routine that I know which tests if a person has empathy..but I am not going to list it here).
If you had some interesting story to tell about buying a jockey license than you can go ahead and jump into talking about horse license. But if you just want to ask her questions since you have nothing else to think in your mind.. she will feel and notice it..and her opinion of you will be lower.
There is nothing wrong with interview style questioning.. if your questions are interesting and you show that you enjoy her answers and she actually doesnt mind being quetions (assuming she likes you)..they can work..because you gain a higher level of engagement eventually..which allows you to advance to further stages in the interaction.
Okay, the next questions:
She gives you here a log response and seems to be entertained..because of your weird goofy last question. So you accidently played your cards right.. basically you did some comedy by accident..
Her: No Christ haha anyone could do it then you get tested on a lot of thing mostly fitness you have to be very fit light enough and able to ride properly
Me: oh ok what made you want to get into it ? + have you got your own horse ?
You need to stop saying things like .. 'oh okay'.. did you just question her, let her finish and began another question? why not read a bit about the 'fishing theory'. Basically, pay attention on what she said.
If nothing is interesting from the answer she gave you, you could ask her 'if she has another horse' or any other question..but if you ask her...then I am assuming you are going to talk about and be interesting, not to simply hear it and ask her another question.
Her answer gave you a few elements that can be made into concepts:
- Fitness and riding horses.
- Fitness tests.
You could interrogate that fitness test and perhaps make a comedy on it. Comedy works when you exaggerate or underestimate or use reversals.. Look on youtube how Conan Obrien does it.
https://www.youtube.com/watch?v=k-BkKCUBGwQ
Her again
Her: I have had horses all my life lol.. Yea I have about 6 but they are up in Scotland
Me: Oh so that's why your into horses then

racing horses or just normal ones ?
Doesnt it interest you why she has 6 horses instead of one? Why she has had her horses all her life? are you listening? you seem to be a bit disconnected by asking her those questions.
The girl is quite friendly.. you dont get so many of them in my country.. and you might not meet as many of them in yours.
The only thing which is positive in your approach is that you can approach and ask questions. Still, with your approach you may take her on an instant date.. dont go for a phone close..cause with the way you pick up girls, she wont have a reason to accept your call.