How to Know If You Are Actually ‘On a Date’

In this week’s “Call Your Boyfriend” column, Ryan O’Connell tackles the delicate line between just “hanging out” and actually being on a date. Related dilemma: he asks you out on a date, then happens to mention that he has a girlfriend.

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Should You Ever Have Sex on a First Date?

In this week’s “Call Your Boyfriend” column, Ryan O’Connell tackles questions about sex on the first date and handling going out while single. Have a question? Ask away!

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The Hidden Benefits of Dating a Jewelry Designer

We interrupted jewelry designer Abbi Stern at her studio in the industrial Brooklyn neighborhood of Gowanus, where she makes most of her pieces by hand, to talk about why it’s great to date her and her (apparently very laid-back) ilk.

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The Best Way to Spend Valentine’s Day If You’re Single

There’s plenty of dating to be done on every other day of the year, glittery hearts not required.

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The Cost of Staying Single (Hint: It Could Be in the Millions!)

Over a lifetime, unmarried women can pay as much as a million dollars more than their married counterparts for healthcare, taxes, and more.

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How To Stop Playing The Blame Game When You’re Single

You didn’t do anything wrong. There’s nothing wrong with you.

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10 Ways to Get Back Into the Dating Scene This Holiday Season

There’s no reason you have to (or should) wait until the new year to dip your toes back into the dating pool.

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The Five Friends You Must Have When You’re Single

It takes a village — or, more accurately, a panel: these are the 5 friend types we rely on when we’re single.

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There’s No Good Female Equivalent for the Word “Bachelor.” Let’s Fix That.

Everyone already has the right associations with “bachelor,” and there’s nothing inherent in the word that means it has to apply to men.

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29 Surprising Perks Of Getting Dumped, From Two Hilarious Ex-Experts

No more report cards the next morning after a night of partying. We hereby give you an automatic A++ forever!