Archive for category: Dear Whitney

/ January 27, 2010 7:00 am

Dear Whitney: “I Love You”

Dear Whitney, I was having sex the other night with my boyfriend, and he said “I love you.” I was completely caught off-guard, and I guess the time I took to silently freak out in my head was a little too long for his liking and he resumed his dirty talk. But… at the SAME time I responded with “I [...]

/ January 27, 2010 7:00 am

Dear Whitney: “I Love You”

Dear Whitney, I was having sex the other night with my boyfriend, and he said “I love you.” I was completely caught off-guard, and I guess the time I took to silently freak out in my head was a little too long for his liking and he resumed his dirty talk. But… at the SAME time I responded with “I [...]

/ November 24, 2009 12:00 am

Dear Whitney: Lap Dancing Amateur

Dear Whitney, My bf’s birthday is coming up and I really want to surprise him with a lap dance. We’ve joked about it before, but I think he’d really love it. But I need some tips. I’ve never given a lap dance before, and have no idea what I’m doing. Help! --Lap Dancing Amateur Dear LDA, Ooh! I love lap [...]

/ November 24, 2009 12:00 am

Dear Whitney: Lust

Dear Whitney, I was wondering if it’s wrong to keep having sex with someone if to them, it’s a representation of strong emotional attachment, and to you it’s just another way to have fun and de-stress? –Lust Dear L, Let me be frank. YES! Now don’t get me wrong, there’s nothing wrong with a little no-strings-attached nasty—but only, and I [...]

/ November 9, 2009 4:56 pm

Dear Whitney: Heart Broken

Dear Whitney, It’s been about eight months since I was dumped, and every day I still think about the girl who broke my heart. I don’t speak to her and don’t want to. How do you get over a breakup? –Heart Broken Dear HB, I know it sounds corny, but time heals all wounds—time and, of course, fucking other people. [...]

/ November 5, 2009 7:00 am

Dear Whitney: Impotence Or Just Insecure?

Dear Whitney, I am a 20-year-old straight female dating the boy of my dreams. We’ve been together for a little less than a year, and I couldn’t be happier with the friendship part of the relationship. The only problem is that the sex is awful! Half of the time he can’t get it up, he doesn’t like blowjobs, he never [...]

/ October 27, 2009 2:49 pm

Dear Whitney: Day Dreamer

Dear Whitney, Let me start off by saying that I love your article, and congratulations on a job well done. I look forward to opening the paper, and reading your wit and hilarity amongst some pretty pertinent advice each issue. However, I have a problem! I’d call myself a pretty sexual person, even though I haven’t been intimate with anyone [...]

/ October 22, 2009 6:00 am

Dear Whitney: Faking It

Dear Whitney, I’ve successfully faked it for years now. With practically every man I’ve been with. In all honesty, I don’t think I’ve ever had an orgasm. I just can’t tell. You know that famous scene in When Harry Met Sally, that tablepounding, earsplitting, head-banging orgasm—I just haven’t felt that. Help, I’m tired of faking. —Faking It Dear FI, Okay, [...]

/ October 8, 2009 6:00 am

Dear Whitney: Bored Hands

Dear Whitney, I hate giving hand jobs, I feel like I’m boring guys with the same repetitive motion over and over. What’s the secret to giving a great hand job? —Bored Hands Dear BH, First of all you have to stop hating hand jobs, otherwise—don’t bother. You should try actually getting into them—you can make them that much more exciting [...]

/ September 24, 2009 7:00 am

Dear Whitney: Hood Winked

Dear Whitney, I’m uncircumcised. I thought it was normal until my first girlfriend in high school told me she hated my hood. Ever since I’ve been too embarrassed to get close with anyone. I’ve had a couple meaningless flings since. Women always seem surprised and turned off when the pants come down. It’s gotten to the point where I make [...]