HEY, CHIRL: Help, I’m Scared of My Boyfriend’s Sex Toys!

HeyChirl.1The holidays are here, which means it’s time for our annual fight over whose family we spend them with. Is there any fair formula to decide?
Chirl, first off, be happy that both of your families want you present, and, more important, that you want to be with them. (I’d rather endure a Gilbert Gottfried show than suffer Arthur’s aunt and her comments about “the gays.”) Easiest plan: Alternate Thanksgiving and Christmas every year (if one of you is Jewish, the other gets Christmas), then spend New Year’s away from both clans. You’ll need a drink by then anyway.

My new guy is awesome in every way—except his taste in music is that of a 12-year-old girl. Can you really date a man who loves Miley Cyrus?
Chirl, unless he’s playing “The Climb” during sex, what’s on his iPod is moot. You can always find friends to go to see Dropkick Murphys with. Finding true love? Not so easy. Invest in good earphones and be thankful his worst trait is that he listens to music from iCarly.

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Hey Chirl: Help! My Boyfriend Wants to Have a Threesome With a Woman

I’ve been dating a great guy for a few months, and think I may be in love. Now the problem: He’s just been offered a job in L.A. I worry we don’t have enough time behind us to make it in a long-distance relationship. Am I nuts to even try?

Chirl, absence not only makes the heart grow fonder; it also drives it totally nuts. You haven’t hit the “reality” phase of your relationship yet (You’re still moony, and good for you), and that means your foundation for trust to survive weeks apart is going to be mushy at best. But you know what? Try it. Sometimes love does conquer all. And if you don’t try it, you’ll always wonder what might have happened if you had.

Last week my boyfriend stunned me by announcing he wanted to try a threesome — with a woman. To say I have no interest is putting it mildly. Do I owe it to him to give it a whirl? Read more »

Hey, Chirl!

I’ve fallen for a guy who’s bisexual, and I’m afraid I’ll lose him if I don’t let him sleep with women. Advice?

Chirl, when it comes to bisexuality I am with Woody Allen: Pick a side! It’s tough enough walking through Valanni worrying about who’s staring at your man, now you’re going to put yourself through it at Parc, too? An “open” relationship is one thing; competing against a dating pool with different plumbing is something else entirely. Hold your ground. If it’s meant to be, he’ll stick with the home team.

I’m a drag queen dating a fantastic guy, but he’s really butch, and I’m afraid if I tell him I do drag he won’t be sexually attracted to me anymore. Should I fess up? Read more »