A
male
age
41-50,
anonymous
writes:I've got lots of female friends, who, when we go out, say I'm funny and chatty and great to be around; some of which (although I know I can only have one!) I'd like to date. (Some of them may even know I like them as more than a friend). This is a general question for readers (and this may seem strange coming from a guy of 29!): How do I make the transition (not the best word for this, but you got the gist) between being their friend, and becoming their boyfriend, without pressurizing? Reply to this Question
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Fancy yourself as an agony aunt? Add your answer to this question! A
female
reader, anonymous, writes (23 September 2008): I also ALWAYS date my friends. I'm 25 and I've only been on dates or dated maybe 3 or 4 people that I didnt know for at least 6 months prior to the date. I just dont feel comfortable meeting people at a bar or online dating and I am not an looks based person i need to know someones personality before i feel the click. Anyhow I think if you decide you are interested in becoming more than a friend with someone and you think they feel the same then you should just tell them and ask them on a date if you feel that comfortable with the person. If you are a little more shy lets hope you like to drink :-) j/k kind of. haha i dont think its necessary to drink but definitely an easier way to break into that conversation. Just dont make it weird if the person you are telling doesnt feel the same. Let them know its friends first but if they are interested you would like to try and attempt being more with them.
A
male
reader, anonymous, writes (15 September 2008): The short answer is that you don't make this transition.
Women have two very different kinds of relationships with a man they're dating versus a man they're close friends with. Take things too deeply into the friend-zone and you'll lose your chance of dating her.
The only time this works is usually because the female "friend" really wanted to date you the whole time.
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A
reader, anonymous, writes (15 September 2008): its simple be honest, just tell her that you want to be with her and if she feels the same way great if not then at least you tried. just go for it
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