When it comes to your dating and relationship questions, let Craig have a stab at it!  Leave your question below, and he'll get right on it!  No question is too long, too short, too stupid or too intense- nothing is out of bounds!

 

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300 WORDS

 

My boyfriend dumped me the week before Sheltering in Place orders were given.  Luckily we didn’t live together and deep down I know the relationship wasn’t my forever one.  Now I’m alone at my place wallowing in self pity that I’m single again.  How do I break the funk if I can’t get out to get over it?

You already found one silver lining to containment…. you and your Ex didn’t live together.  You found another in adm...

I just found out that my Ex has been dating my friend for the last six months.  During the time I’ve seen my friend and not a word has been said.  What should I do?

As difficult as it might be, I would do nothing except rejoice in the fact that two people who obviously deserve each other have found each other.  Silently wish them luck and move on from both.  You’re better served by not confronting the “friend” because any...

I just met my boyfriend’s parents and now he’s pressuring to meet mine.  His parents were nothing short of amazing, and I know mine will not leave him feeling the same way.  It’s not that they’re bad people, it’s just that they haven’t fully accepted that I’m gay and I’m not sure their reaction to meeting him will be positive and welcoming.

Have you explained this situation to your boyfriend?  If not, you need to ASAP, and...

It’s been three years since my breakup and I’m single and dating.  I ran into my Ex in a bar and now he’s leaving me messages asking me to get together because he’d like to try again.  I’ll always have a soft spot for him… should I consider a reconciliation?

Sinatra sang that love is lovelier the second time around, but the lyrics leave out the drama that led to the first breakup.  Only you can determine if you’re in...

February 28, 2020

I’ve been in a relationship for almost a year and it’s really special to me.  He’s beyond fantastic and I really see this thing of ours being long term.  The problem is that I don’t like his friends… not one of them.  I really tried to find something redeemable about them, but I simply can’t.  

Have you tried looking at them through your boyfriend’s eyes?  You say your guy is beyond fantastic… but you’re saying h...

February 19, 2020

I’ve been dating a guy for about four months and he proposed.  My answer was “maybe”, sending him into a tailspin, ending with him dumping me on the spot.  Not happy about it, but I’m not sad either… is “maybe” a wrong answer to a proposal?

Sounds like you gave the right answer.  Obviously you responded with “maybe"  because your intention was to build more of a foundation with this guy or because you simply need  to learn...

February 11, 2020

I met a guy online before Christmas and he chatted me up quite a bit.  A couple weeks ago I suggested a second time that we get together and he vanished… no sight of him on the app or any other apps either.  Why do people do this?

No way to know for sure why he’s MIA, however most pull the “Casper the Not-so-Friendly Ghosting” act because either they met someone and traded Tinder for The Knot or they simply weren’t forthri...

February 5, 2020

My partner never wants to go out and with Valentine’s approaching I’d like to do a night on the town.  How do I convince him to put down the remote and put on the dancing shoes?

If you’re having a hard time motivating him to be less of a sluggish homebody and more of a social hero, you might want to try getting him out on a night that’s not crazy crowded because of Valentine’s Day.  Perhaps you should suggest it, let him balk a...

January 29, 2020

My partner cheated and it's all on the table.  He feels remorse and wants a second chance but I’m just not sure I can ever look at him in the same way.

Overcoming cheating isn’t impossible but it definitely requires work on both of your parts.  Your partner needs to prove his loyalty and commitment while you need to genuinely believe it.  The secret to making this task a bit easier is to find some incentive to stay… or mot...

January 22, 2020

My partner and I are in our 70’s and although we are great companions and support to each other, our sex life has become non-existent.  I’ve tried to initiate sex and I’m always given the cold shoulder.  He actually said that we’re too old for “that stuff”.  I’m really getting frustrated and for the first time in our relationship I’m thinking of stepping out.

Before you do anything drastic, I suggest another attempt a...

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