There is a guy I deal with on a business level, whom i really fancy. We get on really really well and speak ocassionally on the phone and sometimes have appointments together. When we do speak on the phone, it is for a long period of time, talking about random things like friends and family.
That is a very positive thing because you don't go having conversations about personal life with business associates unless there is some mutual interest. You may get the odd polite questions about personal life but certainly not in detail or on a regular basis. Unless of course he is trying to butter you up to clinch a business deal.
When he went on holiday he emailed me and jokingly asked me would i miss him when he went away.
This indicates he is going to be thinking of you whilst he is on holiday. He is spending his time e-mailing you to inquire whether you will miss him. And he takes the risk of saying these sort of things to a business associate.
Then when i met a new colleague of his on a lunch appointment, he emailed me and her saying thanks for lunch, she thought you were lovely and i told her she was right.
Recently he went speed dating, and for a joke, i told his colleague to say i was going for a laugh.
If he is going speed dating, he is obviously on the market and serious about dating women. He is also probably a guy that finds it difficult to meet women in other circumstances, either because he doesn't have time or doesn't get the opportunity to meet single women or he meets them in the wrong circumstances like nightclubs or pubs (when he and the women are drunk).
He then emailed me saying are you really going speed dating to the same place as me? I played along with the joke, he thought it was really cool and seemed excited i was going. I had to fess up and say i was only joking. I did feel bad, he called me a tease jokingly.
Nothing to really feel bad about, you have to have a joke every now and then, as long as he didn't see it as you where taking the mick out of him for going speed dating. Even then, I'm sure he would get over it.
Next week my company is holding a party where he will be there..I sent him an email last week with some work things, he emailed back, saying thanks, really looking forward to the party. Should i tell him how i feel at the party? in that i fancy him, or just flirt with him a little more?
Not really wise at a party, that is full of his colleagues and your colleagues. It could be embarrassing. Just, relax and have a good time and whatever happens, was meant to happen. Don't go out of your way to avoid the fact that you fancy him, but don't throw yourself at him, because it could be embarrassing. And don't get too drunk, you don't want to look like a drunken mess, or start doing or saying things you might later regret. Flirting is good, it's good fun and shows that you are keen, the rest will just instinctively happen. What you will have to do is a gauge his comfort zone, is he keen of flirting with you with his colleagues present or does he find it embarrassing.
To me what you want from the party is to become closer to him, chat with him and to get a date with him. When the date comes around, is when you can really show how much you like him (when your not under the supervision of yours or his colleagues).
Do you think he sounds keen?
Everything that you have told me is positive, so I would say, yes he is keen.
