Tag Archives: sex and the city

How Much Money Does It Take To Date a Beautiful Woman?

August 15th, 2013

70 Comments

Tweet Name: Chris Comment: Hi, I am a 33 year old engineer from New York.  In July of this year I met a very beautiful 37 year old woman named Christine at a social event in Manhattan.  Christine owns a small studio CO-OP apartment in Manhattan and makes less than $75K/year in salary.  Christine explained [...]

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3 Types of Men Who Are “Just Looking For Sex”

December 17th, 2012

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Tweet One of the more common questions I receive from female readers is how they can spot the men who are “just” seeking sex.  My answer is simple. Don’t try and learn how to spot or avoid them. Instead, figure out how to co-exist with them. I also try to enlighten them on the different [...]

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Does She Want Love or Security? (The Ballad of The 40+ Single Woman)

December 12th, 2012

89 Comments

Tweet Name: Maria Age: 40 State: WA Question: Earlier this year, an Asian American actress sued imdb over revealing her age as 40 online. She had been selling herself as 26-32 years old and stopped getting work after the imdb fiasco. You have mentioned that no one looks 10 years younger and are deluded if [...]

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What’s So Bad About Dating Someone “Good Enough?”

November 30th, 2012

75 Comments

Tweet A comment in last night’s post got me to thinking about something. Do we set ourselves up to fail when we expect to find one person who meets all of our needs? Another reason why I’ve become an advocate of dating multiple people is because I don’t happen to think it’s reasonable to hold [...]

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Even If He Pays For Everything, What Does That Prove?

November 28th, 2012

69 Comments

Tweet Even though my lower jaw is throbbing because apparently I’m 14 with braces and my teeth are shifting, I figured I’d cause myself more angst by making these comments into a post. Who pays? Yay! Hey guys – just curious – how much / how often do you want a woman to pay for [...]

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Why Does She Keep Attracting Unavailable Men?

November 20th, 2012

30 Comments

Tweet Name: M Age: 28 State: TX Question: I’m an attractive 28 year old single girl, and I seem to attract married men or men in relationships moreso than any of my friends, and moreso than I seem to attract single men. I don’t seek out these taken men, but I have entertained their advances [...]

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Why Do You REALLY Have Sex?

June 10th, 2012

11 Comments

Tweet One of the About Me questions that OK Cupid asks is: True or False: Orgasms are the most important part of sex. My answer would be False. Someone once asked me why I don’t seem to apply any rules or guidelines as to when I have sex with someone when I had admitted that [...]

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FWB, F**buddy, Casual Sex – It All Means The Same Thing

May 22nd, 2012

24 Comments

Tweet Name: Starshine Age: 30 State: NYC Question: I was just reading the “Connection Without Commitment” article posted on your blog and was thinking about a new category that could be added into dating websites to help clarify men and women’s intentions on these sites. How about just adding a “friends with benefits” category under [...]

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He Won’t Pay for Dates Until They’re Exclusive – Agree or Disagree?

March 22nd, 2012

78 Comments

Tweet I’ve been dating this guy for the past 3 weeks.  He seems sweet and shy.  When we are together we have a great time and are able to hold great conversations.  The chemistry seems to be there as he makes suggestions to hold my hand when we are walking around during our dates and [...]

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When Do You Let Go Of The Fantasy?

March 1st, 2012

49 Comments

Tweet Name: Jessica State: NY Age: 30 Comment: I would love a brutally honest assessment of my predicament from objective third parties please.I’ve been dating in NYC for the last ten years, I had always been into NY men: educated, intelligent, etc. But with age and experience, him having to be respectful, treat me well, [...]

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