In March 2008, Ashley Dupre hit the front page of the New York Post when she was named the escort girl to Gov. Eliot Spitzer (aka Client No. 9). The scandal led to the governor’s resignation and a mea culpa from Dupre who said she would apologize to Spitzer's scorned wife, Silda, if she could, adding: “I'm sorry for your pain.” After a long, self-imposed exile, Dupre, 24, re-launched herself in the summer of 2009 as a musician and author — and now calls herself “the poster child for redemption.” She admits she’s made mistakes, but that’s also what qualifies her to write “Ask Ashley,” the new love, sex and relationship column for The New York Post. Her background is troubled. After growing up on the Jersey Shore, teen angst and a taxing relationship with her mother forced her to leave home at 17 and move to her biological father's home in North Carolina. She met up with the "wrong crowd," where drug use was rampant, and fled to Florida on a getaway that landed her on a "Girls Gone Wild" tape. At 18, she was in New York City, where she worked as a cocktail waitress in posh Manhattan clubs, including Pangaea, Viscaya and Suede. The bottle service lifestyle, she admits, is what led her to prostitution. Her goal now? To help other girls like her steer clear of the same mistakes she made — and help a few New York Post readers with her no-nonsense style of advice.
My wife — whom I’ve known and been with since college, and is also the mother of my three children, recently told me she’s no longer in love with me. I moved out and am now I’m stuck with the impossible task of also...
July 25, 2010 12:25 AMMy new guy’s willing to wear a condom, but it’s causing problems with our play-time. Sometimes he’s only at half-mast, and others he just can’t finish the job. We’re not at a stage where I feel comfortable having sex...
July 18, 2010 1:01 AMI’m 28 and still a virgin. I’m just curious to know how guys in similar situations are viewed by women based on today’s societal standards. Also, should I keep this to myself when I’m finally ready to lose my virginity,...
July 10, 2010 11:12 PMHow can I tell if my girlfriend’s faking it? Her orgasms sound so unreal that they can’t all possibly be authentic. Is there a way to tell without asking her? — Alex, 33, Upper East Side This is hard because so many...
July 04, 2010 1:15 AMFew women make eye contact with me, even women I know in the office. It gives me the impression that they don’t want me to say hello or start a conversation. Do they want to be left alone? — Bill, 41, Long Island City...
June 26, 2010 10:59 PM
I’m a successful stockbroker who enjoys an active sex life with a great girlfriend. But I’ve also been maintaining a “domination relationship” with a mistress for almost three years. I see her at least once a week. As...
June 19, 2010 6:55 PMI’ve been happily married for 15 years. Like most couples, we’ve had some issues in our sex life, but we’ve overcome them. Recently, as the weather’s gotten warmer, my wife — for the first time in our marriage! — has...
June 13, 2010 12:47 AMMy girlfriend claims to love giving me oral sex, but just when I’m about to orgasm, she stops and climbs on top of me. I want to please her too, but sometimes I just want to finish orally. How do I tell her this without...
June 06, 2010 2:38 AMMy ex constantly makes out and gropes people in public. I think it’s an insecurity thing, but he seems to thrive off of it. It’s obnoxious and I want him to stop, but I don’t want him to think I’m jealous. It’s more...
May 30, 2010 1:15 AMEvery time I’m at the gym I see cute girls, but I don’t know how to approach them. Do girls even want to be picked up at the gym? — Gary, 34, West Village It’s true: The gym is not a sexy place to pick up girls....
May 23, 2010 12:11 AMI finally met a girl I really like, but she’s a horrible kisser! There’s physical and emotional chemistry, but we’re just not in sync when it comes to kissing. What’s a guy to do? Is this fixable? — Gary, 38, East...
May 16, 2010 3:00 AMI recently found evidence that my husband has been “sexting” with his secretary. He admitted to sexual overtones in the texts, but feels it wasn’t a “real affair” because it wasn’t physical. I feel betrayed, but he...
May 08, 2010 11:41 PMI’ve been with my boyfriend for over nine years and things are awesome, but sometimes I don’t have the courage to try new things sexually. I’ve always had a low self-esteem — especially about my weight. I exercise, and...
May 02, 2010 2:52 AMI had insane IM chemistry with a guy I met online. We were both really excited to meet each other, but then he canceled. We made plans to talk on the phone, but it never happened. In fact, he disappeared — for three...
April 25, 2010 12:53 AMWhy did you decide to pose for Playboy after all this time? --Lynn, Upper West Side I spent the last two years trying to be known as anything other than a prostitute. You might find this shocking, but it’s kind of...
April 18, 2010 12:12 AMMy boyfriend and I have sex regularly, but he still masturbates a lot. Why? — Lisa, 26, Long Island What is “pretty regularly”? If it’s less than twice a week, I don’t think it’s a big deal. But if you’re having good...
April 11, 2010 12:23 AMAs a single girl hooking up with a guy for the first time, do you think it sends the wrong message to be the one who whips out the condom? — Mara, 27, East Village Absolutely not! You don’t know where his “salami”...
April 04, 2010 12:34 AMMy girlfriend gets home from work on the early side, but has to be up and out by 8:30 a.m., while I tend to work late in a studio and don’t have to be at work until noon. This makes finding time to have sex really...
March 28, 2010 1:42 AMI just started seeing this guy. We’ve been on three dates, all of which went really well. His only communication between dates, though, is text. And sometimes, these texts go back and forth for days before I’m finally...
March 21, 2010 1:04 AMWhat, exactly, is ‘sexual napalm’? And doesn’t that seem like a bad thing? — Mike, 38, New Jersey OK, first let me say how much of a douchebag I think John Mayer is. (Am I allowed to say douchebag in The Post? Because...
March 14, 2010 1:21 AMMy boyfriend travels all the time with his friends and never asks me to go with him. I want to be doing things with him rather than living separate lives. Do I have a right to feel as I do or am I just being needy? —...
March 07, 2010 12:50 AM
My wife thinks it’s weird that I have a foot fetish. I’m not into spikes or leather, just massages. What’s so weird about that? — Paul D., New City I am totally confused. So, you just like massaging your wife’s feet?...
February 28, 2010 1:06 AMWhen I'm out in a social setting or even online dating, I tend to attract women I’m not attracted to. I’m a decent looking guy and I have a good personality, but for some reason, I’m not having much luck out there. What...
February 21, 2010 1:24 AMIs it snitching if I tell my girlfriend that her (over 18) daughter may be having sex under her roof? Or should I just let her find out on her own? — Mark No. I don’t think it’s snitching. I’m not sure how long you’ve...
February 14, 2010 2:49 AMWith Valentine’s Day coming, what would be the appropriate gift for a lady you had interest in many years ago and have now reconnected with on the Internet? It’s early in the communication phase — just e-mails, phone...
February 07, 2010 12:28 AMMy significant other and I have a great sexual relationship, but after spending the night together — and exchanging bodily fluids — she’s still freaked when I want to use her toothbrush! What’s up with that? — Mike, 38...
January 31, 2010 1:00 AMSome of the girls I’ve been with lately complain that I’m too well-endowed and they don’t want to have sex with me anymore because it’s painful. I know a lot of guys might love to have this concern, but they don’t...
January 24, 2010 12:22 AMWhy do men leave their wives or girlfriends when the women are ill? Women take care of men when they’re ill, yet when a woman gets sick, many men can’t get to higher ground fast enough. Some even find girlfriends or a...
January 17, 2010 12:02 AMThere is huge controversy about the G-spot right now. Does is exist? Does it not? Do I have one? And if I do, can a man even find it? With a recent study that claims the G-spot is just wishful thinking on the part of...
January 10, 2010 12:40 AMMany women think fetishes are inappropriate and won’t engage in them. I know it depends on the fetish, but if no one’s getting hurt and it’s all in good fun, what’s your advice for getting a woman to be more exploratory...
January 03, 2010 12:15 AM
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