What Would Jessie Do?

'What Would Jessie Do?' is where Jessie and Kyle answer your burning questions about dating, sex, and relationships.

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What Would Jessie Do? | You Have Questions, We Have Answers: Category Archive for Sex

Nine Signs a Guy Doesn't Want a Serious Relationship With You

The Guy I'm Dating Carries Condoms Everywhere... Is He Skeezy?

My Boyfriend Gets Pissed Off Whenever I Dress All Sexy

I'm Attracted to a Little Person

I'm Dating a Guy Who's Insecure About His Hair

Is It Trashy for a Woman to Have Condoms?

Is Flashing Ever Cool?

My Girlfriend Wants Me to Go 'Salt and Pepper'

The Guy I'm Dating Gave Up Sex for Lent

My Boyfriend Only Likes It When I Wear Thongs

Should I Date My Boss?

I Had a Vasectomy and I Haven't Told My Wife... But She Wants Another Kid

My Boyfriend Lets His Cat Sleep on the Bed When We Have Sex

Is Three Weeks of Dating Too Soon to Go on a Vacation with My Girlfriend?

Was Elizabeth Taylor the Last Truly Sexy Female Actress?

Should I Go Out with a Guy Who's Divorced and Has Kids?

I'm Jealous of My Boyfriend's Obsession with Olivia Wilde

Should Women in Their 50's Wear Ridiculous Revealing Clothes?

I'm Sleeping with My Ex-Boyfriend...and He's in a Relationship

I Just Started Dating a Girl, and She Wants Me to Get Her a $400 iPad for Her Birthday

Are There Any Guys Left Without a Disgusting STD?

The Guy I'm Dating Comes Over... We Hook Up... Then He Immediately Goes Home

My Girlfriend Is More Into Working Out Than Having Sex With Me

Is It Okay to Sleep with a Guy on the First Date... If It's Valentine's Day?

Do Platonic Friends Share A Bed?