To make matters worse, almost every single one of his friends have had either a short relationship with him, a fling, a one night stand, cuddled, made out with or been generally more intimate than I would be with any of my friends.

Hi Meredith, Earlier this year, my grandmother died. When I say she was like my best friend, that feels like an understatement. The past few months have been challenging, to say the least. I was consumed by her illness while…

Hi Meredith, I've been out of a relationship for about a month now. My ex broke up with me over vague incompatibilities. Every since, I've been asking myself this question: What should I be looking to get out of a…

... should we decide to make a go of things more officially, how do we handle this with with his ex-wife for the best possible amicable outcome?

But my boyfriend doesn't want this fresh start until he hears a sincere, heartfelt apology.

Sometimes I wish I had a time machine so I could go back to the 60s or 70s and just observe actual human interaction.

He seemed to always leave the phone unlocked but cleared all texts and internet history, which was obviously strange.

There were dates, meeting family, staying the night at each other's houses, but we were not technically exclusive.

I've tried online dating but they all seem to be the same version of the same person, none of which I find very attractive.

We chat at 1 p.m.

Like most adults, I've got dating baggage. Seems like I chose similar men in the past. I like to refer to them as wounded ducks that I thought I could heal. After my last breakup, I really looked at myself…

I should just walk away from this. The problem is, I will almost certainly see her again in person soon.

It seems that when I say at the beginning that I have a child, there are two outcomes ...

This is a lot of change for him, but am I heading for heartache and disaster?

Now that my current boyfriend and I have come to where we are now, this other guy and I have had constant contact.

I like the city – and I am happy here now – but I am from the East Coast.

When I feel comfortable and happy with my situation, their help ends up making me feel like I'm doing life wrong, like I'm missing something.

It felt like I'd been dragged around, taken advantage of, and used as a backup plan, even though he insisted he "really valued me."

Should I ride it out? I love him so deeply, but what if I am not his one? What if he's never ready?

And the fact that we aren't is starting to take its toll on me, and making me doubt our relationship.

First time here. I am very spiritual girl and believe that some things are meant to be. A decade ago, when I was still a teenager and my friends were meeting their first boyfriends, I always refused boys because I…

He's hesitant to break up with her since it's a "perfectly fine" relationship and pursuing me feels like an equal risk.

So how soon is too soon to get back into the dating scene when you don't want to shove it in your ex's face?

I think we would be great together, but I wouldn't be able to provide for her.

I am single and 21, and I slept with this guy at a wedding – and actually had a great time.