Meredith, Last year, I finally ended an unhealthy eight-year relationship. Yay. I hadn't dated since I was 18 and was getting back into the swing of things when I met this amazing guy. He was thoughtful, motivated, kind, handsome, a…

Meredith, I've been dating a guy (who I'll call Sam) for about seven months. But before we started dating, we were both in serious relationships. When Sam and I met last fall, I was in a four-year relationship that had…

When it comes to the nicer human beings, I have a difficult time viewing them as attractive.

I'm with a woman I love dearly. We are in our 40s. We were friends for 10 years before we got involved. The details of us getting involved are complicated. She separated from her husband a year ago. We had…

So I get to date ... neither of them?

Can you offer some advice on how to battle insecurity and trust issues? I have had long-term relationships that ended very badly resulting in these insecurities. I am working through them as best as I can, however, I can't seem…

I matched with a woman in July of this year on one of the popular dating sites. We had four dates in total and all appeared to be going well, but about three weeks ago her texts started to taper…

I am 40 and have the worst luck with men. It's probably not as bad as I see it, but I am so discouraged by the caliber of men I meet. I want a good man, not young-minded male who…

Dear Meredith, I'm still in love with my ex. I live in Florida and he lives in my hometown, Chicago. I met him online last year, so I decided to stay with my mom in Chicago to start a relationship…

Dear Meredith, I just went through a miscarriage and am grieving. My boyfriend has been a big help throughout this. However, his baggage has been adding stress. That baggage isn't a new problem – it has been a consistent pattern…

Dear Meredith, I left my longtime partner and moved out of our house earlier this year. We haven't sold it yet, and he lives there with his (formerly our) dog. The dog is ... very high energy and a lot…

Hello Meredith, I am a professional, divorced woman, early 60s, trying to meet an intelligent, kind, non-pretentious man for a serious relationship. There was a man I dated for almost two years – I loved him – but he repeatedly…

My daughter, 20, has special needs and lives with me. She is absolutely a joy and is quite easy to live with.

I met this guy on a dating app. He was hilarious, kind, and he also seemed thoroughly interested in me. We hit it off immediately and started talking about how he's supposed to get a huge job in Ohio. Almost…

But over time I've started to imagine myself as the coyote, continually chasing the Road Runner, and every scheme ends with me falling off a cliff.

I told him I understand; things happen.

To him, it’s a non-issue, and keeping it a secret as a favor to ex was the least he could do.

I knew from the beginning he has a female best friend and was comfortable with this, but I keep learning new information that makes me uncomfortable.

...that was only the second time I'd ever had sex, so I can’t say it was the smoothest experience. I think he was kind of caught off guard by that.

... he forgot to push end on his phone so I heard an entire conversation where he belittled me, said I wasn't his type, but said I gave him the best experience of his life (referencing to something sexual)

We began enjoying more physical contact, but anything beyond a certain point was forbidden. Her faith taught her that you do not have sex with someone you're not married to.

My boyfriend of 10 months was recently officially divorced (#3!). He told me some things about his and ex's activities as a couple – with other couples – that I could have lived without knowing. I was shocked and VERY…

With COVID-, even though I am vaccinated and boosted, I am hesitant to go out and risk infection. On the other hand I have to kick myself out of the house and have no problems going out on my own.

How can I tell if a woman is possibly interested in me or just being nice?

And not in a "just take a Benadryl" kind of way.