ArcaMax

Dear Anna,

I’ve been with my boyfriend for almost two years. He’s a total tech guy — the kind who buys every new gadget, talks to his smart home like it’s a pet, and stays way too late tinkering with AI tools “just to see what they can do.” I’ve always thought it was kind of endearing, if occasionally exhausting.

But last month, ...Read more

Dear Anna,

I’ve been with my boyfriend for almost two years. He’s a total tech guy — the kind who buys every new gadget, talks to his smart home like it’s a pet, and stays way too late tinkering with AI tools “just to see what they can do.” I’ve always thought it was kind of endearing, if occasionally exhausting.

But last month, ...Read more

We have a range of questions today, from hairpieces (!!) to the ghosting (hint: don’t do it) to someone slowly pulling back after a number of great dates.

Let’s get into it…

Q: On our third date, he admitted that he's bald and wears a hairpiece. Am I wrong to feel cheated?

A: If somebody does something to enhance their looks to make ...Read more

We have a range of questions today, from hairpieces (!!) to the ghosting (hint: don’t do it) to someone slowly pulling back after a number of great dates.

Let’s get into it…

Q: On our third date, he admitted that he's bald and wears a hairpiece. Am I wrong to feel cheated?

A: If somebody does something to enhance their looks to make ...Read more

Dear Anna,

I’m 27 and have been with my boyfriend (29) for almost three years. We care about each other deeply, but lately I’ve started to notice how different we are in our day-to-day lives. I’m someone who likes structure — I meal prep, budget and plan things out weeks in advance. He’s more of a “let’s see what happens” kind ...Read more

Dear Anna,

I'm a 32-year-old woman with a problem I've recently learned is called “limerence,” and it's destroying my life. Every few years, I become completely obsessed with someone — usually someone unavailable, like a coworker who's married, a friend's partner or someone who's made it clear they're not interested. It starts innocently ...Read more

Dear Anna,

I'm a 32-year-old woman with a problem I've recently learned is called “limerence,” and it's destroying my life. Every few years, I become completely obsessed with someone — usually someone unavailable, like a coworker who's married, a friend's partner or someone who's made it clear they're not interested. It starts innocently ...Read more

Q: After some consideration, I decided to change my age online to 62. I just think 62 sounds better than 65 (and everyone tells me I look young for my age… and I certainly don’t feel 65). What do you think?

-- Susan, 65, Baltimore

A: I would strongly recommend against lying about your age. Yes, you'll likely get more hits, but at what ...Read more

PHILADELPHIA -- George had a problem, and he had reached out to Yowei Shaw for help.

After a decade-plus relationship, his wife had come out as queer and divorced him. (George is a Midwesterner using a pseudonym.)

Shaw, the Philly-based creator and founder of the new podcast Proxy, listened to his story and began her search for help.

The ...Read more

SAN JOSE, Calif. -- After years of always being the perpetual bridesmaid, Lisa Catalano of San Mateo, California, laid down her soft-pink bouquet, hung up her strappy blue satin Maid of Honor dress and drafted a text to her friends:

“I’m officially announcing my retirement from being a bridesmaid,” she wrote. “The next wedding I’m ...Read more

Dear Anna,

I'm in a polyamorous relationship with my girlfriend of two years, and we see each other once a week due to other partners and our demanding work schedules. I completely understand that she's often exhausted when we finally get together, and I'm fine with low-key dates like ordering takeout and watching TV. The problem is that even ...Read more

This week, we have three very relatable dating questions:

Question: I really like Gerry and don’t feel like sifting through other profiles. But is that wise? Should I still go through the motions as backup options until my three-month Match subscription ends, in case Gerry and I fizzle? I know he likes me.

-- Jane, 62, Orlando, Florida

...Read more