Resolved Question What should I talk about when meeting up with this boy tomorrow!? So i've met up with him a few weeks ago, but after him being on holiday, I haven't seen him since! We're meeting tomorrow and going into the city where there's a beach but it's meant to be really cold! What do we talk about? I don't want it to be really awkward! I really like him and want him to be interested in me too! What kind of things can we talk about? What can I do to make him more interested in me? He's really good looking... And i'm really not soooo I guess i've kind of got to have a better personality to make up for it and if he finds me boring then i'm sure he won't bother trying anymore! Also what should I wear?! What are some good conversational topics we can talk about which he will be interested in too? And also... What about silences? Do you find yourself in silences on a 'date' and are they awkward? Best Answer - Chosen by Voters 1. Talk about what he has been up to since you last met ( makes him feel like you care about what he has been doing more than talking about your self. Points for you! ) 2. Talk about your holiday but not too much ( Don't want to bore him with the little details ) 3. If you're in Britain, talk about the Olympics, see