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Sep 27

Is it OK to date someone who’s separated?

Posted on Tuesday, September 27, 2011 in Advice, dating, Honesty, Kat, Men, Relationships, Singles, Women

I couldn’t wait to get together with Mia; she’d met a guy who sounded pretty darn as close to perfect as you can get and I wanted to know more. So we met at the arts fest, not even feeling the raindrops because our conversation was so animated.

“OK, what are the stats?”

“He’s 52, tall, fit, nice salt-and-pepper hair …”

“Uh-huh. And?”

“Loves to hike, super-smart and super-sweet. Coached his kids’ soccer teams …”

“Sounds good. And?”

“And he’s a real gentleman. He paid for our dates, even though I insisted I’ll pay. He didn’t come on real strong; I practically had to throw myself at him to get him to kiss me.”

“Ah, he likes a bit of the chase? Nice!”

“And I’m starting to get crazy about him.”

“Mia, it’s way too soon for that! But I know — it’s hard not to feel excited about someone who’s so great. How long has he been divorced?”

“Hmm, well …

“Well, what?”

“He’s just separated.”

“As in ‘just’ how long ago?”

“Two months.”

I think my mouth must have dropped far enough to smudge my cute new black cotton wedgies — that’s how shocked I was.

“Mia, what are you doing with a newly separated guy?”

“Enjoying our time together, why?” she sniffed.

“Because, because … because, it’s all wrong!”

“Says who?”

Says probably about every dating expert out there, although you don’t want to necessarily follow everything they say. But, who needs a dating expert to tell us that getting involved with someone fresh out of a marriage — and I wouldn’t call separated “out” of anything — is a bad idea?

Separated means a lot of things to different people. When Rob and I separated, it was to spend time alone to figure out whether we were going to salvage the marriage or not — that hardly made me dating material. For all Mia knows, this guy and his not-quite-ex could be still working on their relationship, giving each other “space,” dipping their toes into the dating scene to see if they can attract someone new or all of the above. Or maybe they’re actually somewhat happily married and he’s just scouting around for a mistress. Who knows?

As Singlemommyhood notes: “Separated always means in limbo. There is unfinished business — whether it’s emotional, legal, or financial.”

Which is what I told Mia (thanks Dr. Leah).

And Mia would hear nothing of it. Now you know why dating experts and shrinks stay in business — even if we know we’re in a situation that has way too many complications, we still delve right in, hoping this time it will be different.

Maybe it will be.

Probably not.

To me, even a newly divorced guy is a big dating no-no; no one’s ready to be available in a new relationship when he just got out of one. And, if he says he is, it’s because he’s lonely and/or he wants sex.

Getting involved with someone like that is taking a big gamble, one you’re likely going to lose.

  • Would you date a separated man or woman?
  • How about a newly divorced person?

Photo © Angelika Bentin –

Jul 18

Is a threesome one person too many?

Posted on Monday, July 18, 2011 in Happiness, Honesty, Kat, Relationships, Sex/sexuality

It was pure coincidence that Sean and I ran into Sara and Todd, her OKcupid date, in line to for the movies. After, we went out for drinks and we got to know him better.

I liked him. He, evidently, liked me, too.

“So, Todd thinks you’re pretty hot,” Sara told me on the phone yesterday.

“He’s cute, Sara. Don’t mess this one up!”

“Ha! Believe me; I’m trying not to! He said he thought it would pretty cool having a threesome with you.”

“A threesome? That’s funny — doesn’t he know I’ve already seen you naked?”

“Whatever, but I’m serious. I mean, I think he’s serious.” 

“Really? Now that would be weird. I don’t think I could ever look at you the same way again, Sara. Plus there’s the matter of Sean.”

“He could watch.”

“True. But …”

“Don’t worry — I don’t want to sleep with you, either. If any third person’s hopping into my bed, it will be someone who looks like Johnny Depp and has the stamina of Tiger Woods.”

I’d have to agree.

Most guys love the idea of a threesome. If one hot, naked babe in your bed sounds good, doesn’t two hot, naked babes sound even better? About every guy I’ve ever know has either mentioned a threesome as a fantasy or has done it, sometimes more than once.

Obviously some women are into threesomes, too, although I have no idea how many prefer two babes and a guy or two guys and their naked self. Not that I have any problem with women’s bodies — I think they can be beautiful (as long as they’re not Botoxed and fake boobed, or fat). I’d just rather have another man and his package attending to my, uh, needs.

But for every happy threesome I’ve heard about, there’s been at least one unhappy one — the guy was more into babe No. 2,  neither gal was into each other, both gals were too into each other, etc. — and a relationship that thought it was hedonistically open-minded became a very frail version of itself.

Which begs the question — is a ménage-a-trois better as a fantasy than as a reality? Is it worth the risk?

I think it’s nice to know that having a threesome an option, same like like retiring early, traveling around the world for a year and then settling in Tahiti.

What about you?


Photo © Lourdes Tamés –

Jun 27

Why you can’t always get what you want — sexually

Posted on Monday, June 27, 2011 in Happiness, Honesty, Kat, Relationships, Sex/sexuality

I waited until after noon on Saturday to text Sara; Friday was her third date with the OkCupid cutie she was sweet on, and so the first night she figured they’d be sleeping together.

“??!!??” I texted.

She called immediately.


“Well, he’s got a great bod.”


“And he’s, uh, endowed.”

“Nice. And?”

“He likes to go down.”

“Hallelujah and amen! And?

“And, he’s long lasting, like really long.”

“Well, that sounds like a perfect storm!”

“Yeah, it’s just that …”


“I’m not into marathon sex anymore. Not at midlife. Because, you know.

(Yeah, I do know. Midlife. Women. Lubrication. Things happen. Or not.)

“So, did you say something to him?”

“You can’t talk to guys about sex. It freaks them out.”

And isn’t that the sad truth?

Not that you can talk too easily to women, either.

OK — the first date probably isn’t the time to get into it, especially since it may be sexual blip. Maybe he isn’t a marathoner after the first “conquest.” No matter; beside the fact that there’s almost always some sort of back story to sex — guilt, shame, abuse, fear, body-image isues, whatever — why is saying, “Please do this” or “That’s too hard” or “Try it there” so difficult? We often feel weird asking for what we’d like sexually, or get upset or disappointed by hearing what our partner wants — we’re not measuring up!!! — and so a lot of good sex time is being wasted because we’re not expressing our needs, gently, of course.

If you asked people whether they’d want to know exactly want their partner would like sexually, how they could please them, who among us would say they’re not interested in knowing? We all are interested. And yet, we often don’t tell or ask.

It’s important, too since most men — about 85 percent — say their partner’s had an orgasm while only 64 percent of gals say they had the Big O during their last romp. Hmmm ….

Now, if you’re clear about what you want and tell your partner, and your partner consistently doesn’t oblige, then you have another conversation. And believe me, that one is a lot harder!

  • How good are you at expressing your sexual needs?
  • How good are you at hearing your partner expressing his/her sexual needs?

Fotolia © Laurent Hamels