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I've met people in bars or other social gatherings that i didn't know very well that i asked out because they seemed interesting
Could you elaborate on what you mean?Are you trying to ask out a friend that you have but don't want to do so in person 😕
Well it's not that I want to do so I'm person it's just I don't want to ruin the friendship and make it awkward
It will always make it awkward. Don't worry about that part because it will happen and you have no control over that. However you can always salvage the friendship. If it doesn't result in a relationship. Act like friends still. Make jokes, enjoy each other's company. Don't let fear stop you.
Yes i have done online dating and used dating sites with some success
Never done that. It's a now or never thing because if it goes well, then there's no need for tricks like that
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