My first ever date

[LoverOfWomen]

I start talking to this girl on an online dating site and she complains that I'm too young for her so she wouldn't want to meet up. I'm a year younger than the girl. After a bit of convincing I managed to get her number and we met up after 2 weeks (I'm really busy due to exam season).

Anyways we agree to meet up and she's smiling and very talkative. I asked questions and gave her some feedback.
I asked about her goals/ambitions, achievements,family life, hobbies etc
I tease her a few times, and touch her e.g. she had a ring and I asked what's special about it while holding her hand and other body parts in a non sexual way.

At this point there's no awkward silence and she's​ enjoying her self. We sit on this bench and she asks if i know any of these guys (on her phone),many i do not. She tells me how a lot of guys have tried to get with her etc.
I'm half listening to her and half wondering how to escalate things as i was getting bored.
I put my arm around her and kiss her on the cheek, i then grab her chin (gently) but she complains that there are people around. She seemed really shy and was blushing when she knew my intention of trying to kiss her.
I try to ease her worries then she says she doesn't want to put lipstick all over my face and she doesn't have any wipes (I know ridiculous). I tell her not to worry...We kiss the lips then continue talking.

After a few mins of talking i kiss her briefly. I feel like she's really cold e.g. I held her hand but she didn't really hold it with meaning.
I ask her if she's got anyone at home and she says she can't accommodate as some of her relative are at home.

We talk for a little longer and she says she has to go and refund some shoes she bought (she showed me them in a bag).
Before we part ways she says we'll talk soon.

Positives:
I managed to get past some of her resistance
I touched her in a non sexual (arms/shoulders/back) and sexual (legs/chest)

Negatives:
We didn't sleep on the first date due to no logistics. I'm 100% sure that if I had a discreet location we would've slept.

She did mention we should go somewhere less open (meaning more private), I knew what she meant but i didn't know where would be suitable.

 

[Seppuku]

Hey,

It was quite good given it's your first date ever.

Anyways we agree to meet up and she's smiling and very talkative. I asked questions and gave her some feedback.
I asked about her goals/ambitions, achievements,family life, hobbies etc
I tease her a few times, and touch her e.g. she had a ring and I asked what's special about it while holding her hand and other body parts in a non sexual way.

So far so good! Just right. You made her talk about herself, and what matters for her. And you broke the physical barrier. Touching her, even in a non sexual way, is a very efficient way of creating sexual tension. She becomes comfortable with you touch. And at the same time it reassures her (subconsciously) that you will be able to handle her body. Also, you are in effect starting to take physically possession of her. It establishes (in a smooth way) your physical dominance on her. Very good.

What you can do next time is, once you feel she accepts your touch and feels comfortable about it, you become increasingly daring. Touch her shoulders. Touch her cheeks. Comb her hair. Etc... She will love it. But wait that she accepts your touch first.

Now the mistakes.

I'm half listening to her and half wondering how to escalate things as i was getting bored.

You didn't have a plan for your date. Now you want to escalate but don't have a proper place to do it. You can avoid the problem by knowing in advance where you are going to bring her.

I put my arm around her and kiss her on the cheek, i then grab her chin (gently) but she complains that there are people around. She seemed really shy and was blushing when she knew my intention of trying to kiss her.

The problem here is the social pressure. People around is a much worse problem for her than it is for you. You avoid this by staying discrete in public (no kiss) and transitioning from your date place to a more secluded place. If you had brought her into an isolated place, it would have been just fine.

After a few mins of talking i kiss her briefly. I feel like she's really cold e.g. I held her hand but she didn't really hold it with meaning.

Now she's probably uncomfortable. You lose the benefit of all the nice work you did before.

I ask her if she's got anyone at home and she says she can't accommodate as some of her relative are at home.

Best to have the logistics handled in advance. Know which place you will bring her beforehand.

Positives:
I managed to get past some of her resistance
I touched her in a non sexual (arms/shoulders/back) and sexual (legs/chest)

Nice! Very good.

We didn't sleep on the first date due to no logistics. I'm 100% sure that if I had a discreet location we would've slept.

She did mention we should go somewhere less open (meaning more private), I knew what she meant but i didn't know where would be suitable.

Yes exactly. And she was even good enough to give you the hint.

It seems that you have understood the issues you ran into by yourself. Just think about how you're going to approach the logistics question next time.

Overall good work for a first ever date!

Cheers
Seppuku

 

[LoverOfWomen]

Hey seppuku,

I really appreciate your evaluation and input.
There's one more issue which I forgot to mention. This is that while I put my arm around her, she reduced the amount of talking but never looked my way. This moment felt a little awkward as I didn't know how to react. What could I have said to get her excited/aroused (if possible)

Also I complemented her calves (genuinely) and she mentioned how she used to go the gym but slacked off a little.
I jokingly told her to tense (show off) her calf muscles and I started stroking/squeezing them (gently).
She didn't reject, I thought maybe to start touching her thighs but my gut feeling thought otherwise.

Like you said better logistics and we should be having fun

Thanks again

 

[Frost]

Good job man! You moved forward and escalated physically, not bad for a first date