I used to be pretty good at the art of picking up girls. I had a roommate and any night we'd go out it was rare that I wouldn't bring a girl home that same night. Then I met one girl who took a lot of work to finally get in with and I ended up dating her for over 3 years. Since we've broken up I've been noticing some real rustiness with picking up girls.
Anyways I'm looking for advice on this. I approached a girl at the gym months ago. It went well, made her laugh and number closed. She kind of looks like a young penelope cruz so I played off this whole joke with her that went something like this via text:
Me: I'm pretty sure I've seen you somewhere before [name] but I just can't figure it out..
Her: Hey now that you mention it I agree. What school did you go to?
Me: No that's not it. I'm not from around here...
Me: That's it! This is you isn't it!? (Followed by a googled picture of Penelope Cruz)
Her: Hahaha oh my god bla bla you're too funny bla bla!
So coming from the reaction I got I played it pretty well. I went on and continued to build up a pretty good base I felt. BUUUT. . Having some stupid habits from being in a relationship and being mr. nice guy I continued to do that with this one. Trying to set up a date didn't work out and eventually I just said fuck it move on. Fast forward to yesterday...
Her: Snapchat It's a picture of her with a duck face bent way over wearing a bathing suit and holding a beer cap that says "You wish" (that was her caption)
Me: (Picture of unimpressed mug) Holy boob shot...
Her: (Sexy little picture trying to look innocent) Ya it's a problem. Sorry..
Me: You're lame and not forgiven
Her: You're mean!
Me: (keeping the stupid mug shot bs going on) Why should I forgive?
Her: Because I'm fuking adorable
Me: True.. Not good enough
Her: Your really mean!
Her again: You suck!
Me: No you and ur sexiness suck
Her: *big smirk* Pot calling the kettle black no
Her again: (Just shot of her top now at this point picture very nice body and she's wearing a grey tank shirt that is wet in two spots from her wet bathing suit top, and cleavage going on) I'm wet...
Me: (I'm sitting on my deck so i snap a shot of my crotch, exposing the wood underneath) I have hard wood...
Me again: (my mug with serious face) Someones obvs not spankin u enuf!
Her: obvs not!
Her again: Where are you?
Me: Big ass fucking smirk [address]
Her: come to [location] in one hour
Me: see you then!
Now I felt like fucking rights on on a roll. I'm closing this one tonight! Haven't talked in months and here we go! I go and meet up with her and unfortunately her debbie downer friend. I couldn't get any friends to come out so I was on my own (it was a damn monday night who doesn't work in the am!?). I'm cracking jokes about the target and she's laughing and touching my leg etc etc. We leave this place and go to another dead bar, finally some life shows in her friend! She orders some shots then puts her hand on the table and says "okay guys lets make an oath. No matter what happens tonight we all end up at the same place!" Of course at this point I'm doing a mental fist pump. It's about to go down! Then boom we have our shots and her friend goes right back into lame mode. I was trying my darndest to show her attention and it just wasn't working. She's drinking water and complaining about wanting to go home. So we leave. I cabbed it there so [target] offers me a drive home. As we pull up to my place I tell her friend it was nice to meet and then I look at [target] for a brief moment of deep eye contact. Then I awkwardly ask "no?" Her friend laughs and in my mind i'm like (You fucking fool!) then I just laugh shake it off and give her a kiss. Tell the girls to have a good night.
Now. Here's where I wish I had left it. I'm all amped up because of my higher expectations of the night. Now that I'm home alone I send a snap chat to try to blame the awkwardness on so
Me: Gd time! thnks for ur awkwrd kiss ;p
Her: Well my friend was right there!
Me: True! thanks for ride
Her: (a picture of a dog) He says to behave
Me: (picture of tv loading up netflix including a shot of my legs sporting polar bear pjs) Tell him I'm behaved!
Her: (dog again) He knows
Me: I dont even remember what I responded actually I was kind of drunk
Her: Behave, I have to go to bed
Me: (eyes closed laying on pillow with blue zzz's drawn) Goodnight you
Now notice here I was getting a little soft. Goodnight you and all that. But w.e. it is what it is. Now today I'm over analyzing things and pondering next moves. She seems to respond well to snap chats so I think I'll play around with that some more. I am kind of on the edge of my seat wanting to flirt with her tonight, but I also think it's better to wait until I can go out somewhere and send a snap invite. The only thing is I would really prefer to have a snap invite where it's just us, and preferably alone at my place. Guys got any advice!?