You are here:

General Dating Questions/Does nice/shy guy like me?

Advertisement


Question
I've known this guy for around 6-7 months and we see each at a professional association meeting every week but we never really got to know each other on a personal level until recently. Last Friday afternoon, I visited his office and he opened a bottle of red wine to drink with me. He told me that out of all the times he's ever invited anyone to his office, he's never offered anyone wine and that I was his "first".

So while drinking red wine, we talked business (we were supposed to be meeting in order to learn about each other's businesses), yet we also spent alot of time talking about random things that got kind of personal. Like whether I like tall or short guys (he's tall) and when I said tall, he said "cheers!". And whether I play darts/pool (which I don't but he then offered to take me out to play it with him sometime). He made comments repeatedly about how our personalities were such a good match (he even initiated to "cheer" our drinks when he said that). He also referred to a couple of my newest facebook photos, he didn't "like" them so I didn't realize he was reading my facebook that often.

He later asked me if I was single which I told him yes. I didn't ask him back as I heard he was single too (At this point, with my whole married-guy fiasco, anyone who isn't married is already a huge sigh of relief! Though I can't confirm he's not casually dating anyone else, I'm pretty sure he isn't in a serious relationship at the moment either). Anyhow he commented that it seemed our mutual friends are bent on setting me up with this other guy (XXX) we know. He joked that I should consider XXX but I directly said "I hightly doubt XXX and I will have a future together, XXX knows this too and I'm really direct about things like this". He also joked that everyone in our association is only fixated on matchmaking me and XXX but ignoring him. I laughed and said its only cause he never speaks up and says he wants to meet someone.

Anyhow, initially he was supposed to have another business meeting with his partner that involved interviewing potential staff, but we got carried away from chatting and I kept hearing his phone vibrate. I asked him if I was holding him up and he kept saying "no its ok, lets keep talking". When my phone rang, I ignored it telling him it was likely just a cold call commercial and that I would call them back afterwards. He also said the same thing to me when his phone rang later on. After our meeting was over, I told him to invite me for happy hour with his friends next time so we can hang out more and he said sure.

Anyhow, he's the typical "nice/shy" guy you read about in dating forums. Question is, do you think that this "nice/shy" guy is just being friendly with me, or is he interested but is too shy to say it out? I told my friends about this guy and they seem to think that anytime a guy pops open a bottle of wine during a private business meeting alone with a girl AND asks if she is single means he is interested. Is this true? Any insight as to what this guy might be thinking?

Answer
Hello.

It's hard to be sure, but chances are he is interested. Otherwise, it would be really hard to imagine why he invited you for wine and why he was asking you all kinds of personal questions.  
If he is indeed shy, it's possible that he is interested, but he didn't get a positive enough feedback from you in order to be sure that making a move would be appropriate. If and when you see him again, try to show a little more interest yourself in your own subtle ways, and this should help him have the confidence he needs to ask you out, etc...  

Thanks,

PH  

General Dating Questions

All Answers


Answers by Expert:


Ask Experts

Volunteer


PracticalHappiness.com

Expertise

Whether you are a man or a woman facing a challenge or an issue at any stage of your dating life or romantic interaction / relationship with your partner, I can provide you with specific, practical, and effective advice on the steps you can take to successfully deal with those challenges and build a dramatically better romantic life. Also, if any of the topics below are of a particular interest or concern to you - do not hesitate to contact me: Approaching and attracting people. Where and how to meet people. Buggest turn-ons and turn-offs for both sexes. Signs of attraction and lack of attraction early on and later in a relationship. Communication skills for creating attraction, effective flirting. Ideas for first date and subsequent dates. Self-esteem, confidence, fear of rejection, body language. Sexual and physical escalation. Dealing with break-ups / rejections. Preventing and dealing with problems in long-term relationships. I provide non-mainstream, unique, and proven to be effective advice that will shed light of truth and clear many of the common misconceptions about what makes a relationship work and what common challenges defeat relationships at any stage. To find out more about me go to www.PracticalHappiness.com

Experience

Sold over 50 audio programs on various dating issues (www.practicalhappiness.com). I have come all the way from being single and not being able to meet women to having a wonderful girlfriend for over 3 and a half years after having an abundant dating experience prior to meeting her. I helped many of my male and female friends to literally transform their dating life through specific and practical advice after they experienced for themselves how useless the typical, popular advice is.

Education/Credentials
BA in Philosophy and JD.

©2016 About.com. All rights reserved.