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QUESTION: I'm 23, and not unsuccessful with women, just in finding one who wants to stick with me. I approach women two ways: hook up, then part company, or, if I have strong feelings, I work the gentleman angle - ask the woman out, spend quality time with her, and
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QUESTION: I met my dream girl in my poker group in grad school. I recently moved far away to start my own company, but I plan to move back in about six months, once it's up and running. I just learned on Facebook that she and her boyfriend broke up,
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QUESTION: I've been dating a guy I really like for a month. He's been in a long-distance relationship with a woman since last spring. They spend a week together every couple of months, and were off and on for a few years prior. She's coming to visit for three weeks
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QUESTION: There's never a good time to break up with your girlfriend, but there is a really bad time, and that's what I chose. I did it over the phone as she was boarding a plane to attend her best friend's wedding. I thought it would be good for her to
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QUESTION: I started seeing this amazing guy, but had to initiate most of the making out. He soon dumped me, saying he has little experience and was freaking out. (He's 40, and has only had three girlfriends.) We got back together, but he still wasn't initiating, and six months in,
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QUESTION: The girl of my dreams works at a restaurant I eat at almost every day. When she started six months ago, I began sitting in her section. I've never had feelings this strong. I can't even look at her without freezing up. Two months ago, I asked her out,
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QUESTION: I love to dress up and go socialize with people. My boyfriend, however, can only smile friendly and chitchat for about 20 minutes before he seats himself in some corner and starts reading the host's books. Last time we went to a dinner party, I found him alone in
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QUESTION: My wife's a hairstylist, and I recently learned that she continues to cut the hair of a guy she had a fling with seven years ago. We're newlyweds but dated for three years. She's always been truthful and forthright, so I was dumbfounded that she kept this from me.
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QUESTION: Oh! I FINALLY get what you're saying! For the longest time, I was resenting you for telling women they shouldn't ask men out. I had this impression of you wanting ladies to just sit in a corner waiting for a strong, burly man to come to our rescue. I
Ragnet
QUESTION: This man I dated for two weeks is sensitive, spiritual, talks with trees, appreciates astrology - basically, my ideal match. But, I think I messed up, repeating bad patterns: I kissed him first and had sex too soon. He called twice at 9:30 p.m., wanting me to come over
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Eat, pry, love I have a suggestion for the woman wondering whether her boyfriend really has money or is carrying a million in debt: run a credit check. A friend's daughter almost married a wonderful guy who turned out to be a gambling addict. After that, my friend started running credit
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The mobile savage At a recent dinner, the hostess' cousin rudely spent most of the evening thumbing through his BlackBerry. Upon returning home, I received an e-mail from an acquaintance: "How was dinner at Elaine's?" When I asked how he knew I was there, he said Elaine's cousin had Twittered my
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Show me the money shot I have a knack for finding the lowest of the low in the trash piles of human existence. Being too nice and having low self-esteem has meant that I've dated a long list of losers. The most recent loser works with me. Without my knowledge, he
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Between a rack and a hard place I'm planning to marry my boyfriend in December. I love how he makes me feel like a supermodel even though I'm slightly overweight, and how he's always saying he loves me. This is in sharp contrast to my mentally abusive ex-husband always saying he
Trouble With DeRosa
Ducky rubber I kept seeing this woman I was interested in at pool parties, but I've always been very shy and reluctant to make the first move. At the third party, she hugged me as she was leaving. The following week, she kissed me. I invited her to come up for
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For better or much, much better I'm 39, and married four years to a woman I dated for two. She's the mother of my two stepchildren, 13 and 16. The problem is, I may be in love with a girl from high school, the most beautiful woman I've ever seen. I've
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Sleeping booty My girlfriend snooped through my belongings and e-mail and even searched web forums for my comments. I feel terribly violated. I'm 29, she's 37, and we've been together for two years. I've never given her any reason to distrust me, but because we've only been having sex once a
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Gift hearse Several years ago, this co-worker I was interested in was always stopping by my desk to talk, so I gave her some turtle earrings (they related to a story she once told me). I guess I was trying to tell her I was interested, but she was leaving for
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Lien on me My 31-year-old boyfriend has the best clothes, cars, electronics, takes me to the nicest restaurants...you get the picture. He told me he was "an investor," working for himself, making online investments. I eventually asked how he could afford his lifestyle in this economy. He said he "comes from
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Beached wail My boyfriend and I have a year-old son. His two small boys (from a previous marriage) live with us on weekends. A while back, he cheated and gave me herpes. Had I not been pregnant with our son (unplanned), I would've left him. But, I believe once you're pregnant,
