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Second Opinion - Matchmaking My Single Friends

Monica wants to hear your "Second Opinions" on the subject of matchmaking. She's got two single friends - a guy who's in his early 40s and a girl in her mid 30s;
Both would like to eventually be married. Monica thinks these two could make a great pair, and really wants them to at least meet each other to find out - but is hesitant to go on a matchmaking crusade in case she oversteps the boundaries. She's wondering if she should try and help things along - and if so, what's the best way? 

Let's give Monica some second opinions.

• Should she play matchmaker, try and get them together somehow?
 
• If so, what's the best and most appropriate way to go about this, so that the possibility doesn't end before it even begins?

• There's the good old double date - but would that that too awkward and contrived for the pair who've never met before? Does it create too much pressure for them to have to try and get along famously with each other?

• Maybe she should be more covert - perhaps discreetly invite them both to a party and either introduce them there, or just hope that they meet?

• Or should she simply be up front - tell them her thoughts, hand them each others contact details and leave it with them?

• If you and your partner got together because of someone's matchmaking work, I'd love to hear your story.

• Maybe you've been the subject of someone's matchmaking plans, and you resisted  - perhaps it turned out really badly? Let's hear from you too.

• Does matchmaking ever work, and if so, how?

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