Quote:
"I'm going to be at the mall getting my haircut but I was going to have some drinks at the bar. You're welcome to meet me there if you'd like."
Sounds like something a friend would say to another friend. I would tone down the nice guy bit and make it more playful. You could just say something ridiculous like:
You: "I'm gonna going to the mall to buy some crack. Come meet me and i'll let you have some"
Her: Lol What??!
You: Okay by crack i meant haircut. Going to the ________ (insert name of bar) afterwards. Come Kick back a few with me!
Quote:
"have you ever thought about kissing me?"
That's kind of an akward question and I don't know if the bar is the best place to go for the kiss since you both know eachother well. Maybe after the bar suggest to go back to your place for wine. Then ask "would you like to kiss me". And do it confidently.
CPT