Archive for September, 2007

How Can You Tell If Your Boyfriend Really Loves You?

I am 25 years old and I’ve been dating my boyfriend for 3 years. I’ve had a couple of relationships before him, one was serious.  He’s had several relationships before me but he told me he’s never been in love. 

We have a good relationship, we do lots of things together, have the same friends, we like watching sports together, we have a really good friendship. We do have some pretty bad fights, some important and some ridiculous, but we usually bounce back pretty fast. I really love him.

Up until a few nights ago, he never told me he loved me. I’ve been going through a rough transitional period and feeling very insecure.  He just started a new job as a teacher and his life seems pretty set. 

We’ve had conversations in the past about marriage and he would always say he wasn’t sure if he wanted to marry me, but he knew he wanted to be with me. I never put any pressure on him to tell me he loved me or marriage or anything else. 

I’ve been really depressed about my life lately and the other night we had a fight and after we were talking things through. He went to bed but then called me over to lie down next to him. He said: "I’ve been doing a lot of thinking about you and our relationship, and I want you to know that you really mean a lot to me. I’ve never felt this way about anyone before and I want you to know that I do love you. You deserve to be loved." I started to cry a little, hugged him and told him how much that meant to me. He said he doesn’t want to say it all the time, only when he feels it and that he never wanted to say it unless he was sure he wanted to marry that person. I’m positive that he still doesn’t know if he wants to marry me. 

My question is:  

Does it sound like he told me that to try and make me feel better, because he felt bad for me? I want so badly to believe he really loves me but I’m starting to think he said it because he felt he had to and thought it would make me feel better. I have a tendency to over analyze things and I don’t want to ask him a million questions and make him regret telling me that. How can you tell if your boyfriend really loves you? I know I must sound crazy. I’ve been going through a rough time and I’ve been having trouble processing thoughts and emotions. I would appreciate any thought or advice you might have to offer.

Thank you,

Lisa

William Goldman said this about Hollywood, but I’d say that it’s more apropos in describing matters of the heart:

“Nobody knows anything.”

That’s right. I may be a dating coach, but I’m not omniscient. I certainly know less about your life and your boyfriend than you do. So whatever I’m doing here is just making an educated guess.

I’ll admit, I was a little choked up when you got to the part where he told you that he loved you. It’s really hard for some guys to say those words, and that’s not just an excuse for my gender. Since women place such great meaning on “I love you”, men have learned to adapt in one of two, super-logical ways:

Saying they love you without really meaning it.

Not saying they love you until they’re really, really sure.

Sounds like your boyfriend is in the second category. And yet, you’re not sure if you even believe him. Well, what could he tell you that would make you believe him? “I love you-will you marry me-here’s a ring-do you believe me now?”

You’re really asking two different questions here, Lisa.

You want to know if he means that he loves you.

You also want to know if this means he wants to marry you….

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11 Comments »Sex & Relationship Advice

Women Who Earn More Than Men – And The Men Who Resent Them!

From the New York Times

For Whitney Hess, a 25-year-old software designer in Manhattan, the tension that ultimately ended her recent relationships was all right there, in the digits on her pay stub.

The awkwardness started with nights out. She would want to try the latest downtown bistro, but her boyfriends, who worked in creative jobs that paid less than hers, preferred diners.

They would say, “Wow, you’re so sophisticated,” she recalled. A first look at her apartment, a smartly appointed studio in a full-service building in TriBeCa, would only reinforce the impression. “They wouldn’t want me to see their apartments,” she said, because they lived in cramped surroundings in distant quadrants of Brooklyn or the Bronx.

One of them, she said, finally just came out and said it. “Look,” Ms. Hess recalled him saying, “it makes me really uncomfortable that you make more money than me. I’m going to put that out on the table and try to get over it.”

But he never got over it, she said.

“The sad thing is that I really liked the guy,” she said. “If that hadn’t been an issue with him, we’d probably still be dating.”

Ms. Hess’s quandary is becoming more common for many young women. For the first time, women in their 20s who work full time in several American cities — New York, Chicago, Boston and Minneapolis — are earning higher wages than men in the same age range, according to a recent analysis of 2005 census data by Andrew Beveridge, a sociology professor at Queens College in New York.

For instance, the median income of women age 21 to 30 in New York who are employed full time was 17 percent higher than that of comparable men.

Professor Beveridge said the gap is largely driven by a gulf in education: 53 percent of women employed full time in their 20s were college graduates, compared with 38 percent of men. Women are also more likely to have graduate degrees. “They have more of everything,” Professor Beveridge said.

The shift is playing out in new, unanticipated ways on the dating front. Women are encountering forms of hostility they weren’t prepared to meet, and are trying to figure out how to balance pride in their accomplishments against their perceived need to bolster the egos of the men they date.

A lot of young women “are of two minds,” said Stephanie Coontz, director of research at the Council on Contemporary Families, a research organization. “On one hand, they’re proud of their achievements, and they think they want a man who shares house chores and child care. But on the other hand they’re scared by their own achievement, and they’re a little nervous having a man who won’t be the main breadwinner. These are old tapes running in their head: ‘This is how you get a man.’ ”

YOUNG affluent women say they are learning to advertise their good fortune in a manner very different from their male counterparts. For men, it is accepted, even desirable, to flaunt their high status. Not so for many women.

“Very, very early in a date,” said Anna Rosenmann, 28, who founded a company called Eco Consulting LA, in Los Angeles, and earns up to $150,000 a year, “a man will drop comments on how much his sales team had made for the year, which meant his bonus was blah, blah, blah.”

But, she said, “that’s not how we were raised.”

Instead, she said, she starts out dates being discreet. “I don’t talk about myself,” she said. “When people ask me, I’m going to be very honest. But I definitely don’t say, ‘My name’s Anna, I’m 28 and I own a business.’ ”

Ms. Rosenmann said that dating considerably older men helps her avoid innuendos from younger men who feel threatened by her professional success. She said that when she has gone out at night with men her own age and has to turn in early to be fresh for work, they have commented , “Oh, Anna’s an adult, she has a real job.”

So as not to flaunt her own salary, Lori Weiss, a 29-year-old lawyer in Manhattan, has found herself clipping price tags off expensive clothes she buys on shopping binges, or hiding shopping bags in the closet just so men she was dating would not see them lying around and feel threatened by her spending power.

“A lot of guys don’t want to admit they have a problem with it,” she said, referring to income disparity. “They don’t want to be ‘that guy.’ But I think it’s ingrained.”

She said one boyfriend “wasn’t too comfortable with me paying for things” on dates, so to make him feel better, she would surrender to his wishes. The two would just “stay home and cook, or just get something cheap,” she said. “We’d skip a movie.”

Women said the income disparity becomes obvious in all facets of dating: where you live, what you like to do for fun and how you travel. It often comes down to minimizing who they are — successful, focused women — with their dates, who may be lagging a bit behind.

Although these women often say it is men who have issues around their higher salaries, sometimes it is the women themselves who are uncomfortable with the role reversal.

Hilary Rowland, 28, bought her first condominium when she was 18, using money she had earned from an online business started when she was 15. Last spring, Ms. Rowland, who lives in New York, started dating a 34-year-old musician.

“I usually always fly business or first,” she said in an e-mail message. “The one trip where he paid for the flight — we stayed at a friend’s place — he didn’t tell me the details, then flew us economy on a 6 a.m. flight with a two-hour stop-over, from Salt Lake City, to save money. I would have rather paid myself and flew business at a regular hour.”

“When we broke up,” she added, “he was upset that I gave my ‘ex’ more gifts than I gave him. Meanwhile, the only gift I’d gotten from him was a small notepad.”

Ms. Rowland, like some other women interviewed, said that she has come to the conclusion that it would be easier to date someone in the same economic bracket.

“I love traveling, going to the opera and good restaurants,” she said. “It doesn’t have to be Per Se, but good food is important in my life. It’s sometimes hard to maintain the lifestyle I’m used to when I’m in a relationship with a guy who makes less than me, since I don’t want to be paying for the guy I’m with all the time.”

The discomfort over who pays for what seems to be not really about money, plain and simple. Instead, it is suggestive of the complex psychology of what many of these women expect from their dates (for him to be a traditional breadwinner) and what they think they should expect (Oh, I just want him to be a nice guy).

On a first date at a lounge in Hell’s Kitchen, Thrupthi Reddy, 28, a brand strategist in Manhattan, watched her date down several cocktails to her one, then not even flinch when she handed the waitress her credit card. Initially miffed, she recognized her own contradictions.

“You wonder if you’re being a hypocrite,” she recalled, “because all date long I’m telling him how independent I was, and how annoying it was that men wouldn’t date strong independent women.” (The relationship ended after six months.)

Michael R. Cunningham, a psychologist who teaches in the communication department at the University of Louisville, conducted a survey of college women to see if, upon graduation, they would prefer to settle down with a high school teacher who has short workdays, summers off and spare energy to help raise children, or with a surgeon who earns eight times as much but works brutal hours. Three-quarters of the women said they would choose the teacher.

The point, Professor Cunningham said, was that young professionally oriented women have no problem dating down if the man is secure, motivated in his own field and emotionally supportive.

At least, that’s what their responses are in surveys. Talk about the subject with women a bit older — those who have been out of college long enough to be more hardened — and what you hear is ambivalence, if not downright hostility, about the income disparity.

Jade Wannell, 25, a producer at a Chicago ad agency who lives in a high-rise apartment building, started dating a 29-year-old administrator at a trucking company last year. “He was really sweet,” she said. But “he didn’t work many hours and ended up hanging out at home a lot. I was bored and didn’t feel challenged. He would finish work at 3 and want to go to the bar. The college way of life is still in them at that age. All they want to do is drink with the boys on Saturday. I was like ‘Let’s go to an art gallery’ and all he wanted to do was go to the bars.”

TO her, his lack of income masked a greater problem: a lack of drive.

“I have to say that I didn’t like his career, I didn’t think he had the goals of someone I would eventually like to be with or have respect for,” she said, adding, “It wasn’t the job, it was the passion.”

Unyi Agba, 27, an advertising executive with a small firm in Boston, almost always dates professional men, but when she goes out with someone earning less money, there is tension. “This is a topic that’s traveled in my own female circles a lot in the last year,” she said. Across a restaurant table with a man who earns less, “it’s never explicitly said, but there are nuances,” she said. “Things are said like, ‘Boy I’m going to be really broke after this dinner.’ "

And her response?

“Silence.” 

 Okay, guys, what are YOUR thoughts on this thorny issue?

 

63 Comments »Dating Tips & Advice

I’ve Been Hurt By a LOT of Men. Should I Give Them Another Chance?

I just found your site and believe yours is the only answer I’ll really listen to. I’d really appreciate your help. I am only 22 years old. Not really looking to settle down anytime soon. But when it comes to dating, I’m completely naive. Even considering my age. I wasn’t allowed to date at all until I was 19 and even then, I was only allowed to date one creep because my parents fell for the nice preacher son routine. I of course jumped at the chance because I thought any date was better than no date. And at 19, he was my first kiss and my first sexual experience but he never meant anything.

During what seemed like a particularly hard time in my life, I met the classic selfish jerk that’s all talk and no follow through. He put me down and manipulated me every chance he got. Being as inexperienced as I was I just assumed that was normal and dealt with it. My confidence of course plummeted. A year later I moved with him to another state. However, when I was finally able to prove my suspicions of his cheating, I broke it off. I remained in the new city because I did like it and I didn’t want to run crying home.

About a month after that, I was raped. I was drugged and don’t remember much. My ex being the only person that I really knew in this state, was who I confided in. He told me that all I was good for was sex anyway and laughed at me. He was the only person I told. From there, I just started sleeping around. I guess some part of me believed him. I didn’t think I was doing anything wrong. I didn’t feel like I was coping with anything. It was just sex and I cared about these men as little (sometimes less) than they did me.

During this time, I actually, accidentally stumbled upon a real tried and true nice guy. He didn’t let me use him. He was there for me. I realized I didn’t want to sleep around anymore. Well, it turns out this is a much smaller town than I thought and men have much bigger mouths than I thought. I’d slept with two of his friends before I met him. I understand him not wanting to be with me. He didn’t judge me. It was just a hard situation.

Since then, I’ve kinda sworn off men. I’m happy single and while I do one day want to meet a nice guy again, I’m terrified. I know I don’t have to give out my "number" but in this town, it seems inevitable. I don’t know how to explain my actions in the past without getting into the full story. Most people still don’t know about the rape and I’d rather keep it that way. I’d rather be gossiped about and called a whore than a victim. A friend of mine (more of a sister actually) for some reason has become really invested in my dating. She finds me guys that seem nice but I rule them out fearing I’ve found another jerk or another guy who will be hurt by my past. She begs me to just let them take me out but I don’t really see the point. I don’t feel wounded, just a little cynical I suppose. Is she right in saying I need to give guys a chance? Like I said, I’m only 22. It just doesn’t seem that pertinent.

Amanda

Dear Amanda,

You sound very intelligent and self-aware and I appreciate your honesty.

So let me tell you a few things that went through my head in response to your email. And remember, I’m not a psychologist. I’m a dating coach who tries to provide perspective when people are too close to their problems.

Here’s what I see:

You’ve been burned by men, which gives you every reason to be wary of them. Moving on is not as easy as snapping your fingers and putting trauma such as rape, infidelity, and emotional cruelty behind you. Your experiences are very real and very painful and they’re bound to shade your whole view of the world.

Just please don’t let them determine it….

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14 Comments »Sex & Relationship Advice

How Come Everyone I Want to Meet Online Isn’t Interested in Me?

I haven’t found a solution for this. How does a 56 year old man find a good younger woman that would be interested in marriage and willing to have children by him? She would need to be 36 to 38. Most good sites line me up with the 50 year olds and most 36 year olds tend to think I’m a dirty old man.  I know that such a person exists but can’t find a good avenue to find her. I am fairly well to do and well educated.

Dale

Thank you, Dale, for acknowledging a few very common truths from the world of online dating.

You’re a successful older man who wants to date a woman significantly younger than him.

Websites generally attempt to pair singles with matches who are demographically similar.

Most 36-year-old women think you’re a dirty old man.

Now you’re going to get the same song and dance as every other guy who has written to complain about women on the Internet. I’m going to put you in HER shoes.

So let’s say you’re a 36-year-old woman, entering the prime of your life. You’re done with the bar scene and you’re very much interested in settling down to have a family of your own. How do you set your search criteria? Well, if you’re born in 1971, you’re part of Generation X. You went to high school in the 80’s. Your friends are buying their first houses and having their first kids. You probably want something that looks similar. So you search for men 35-45. Yeah, 45 is a little old, you say, but you want to be open-minded. Maybe he’ll still be vigorous enough to keep up with your active lifestyle.

And then you, the 36-year-old woman, post your profile, and what happens? You get BOMBARDED by emails from fifty and sixtysomething Baby Boomers looking to trade up in the world. You double check your profile to see if there’s something you wrote that’s attracting these older men. You remove that reference to Steely Dan. You cut how you want to travel in style. Yet these men keep on writing – talking about how they’re young for their age, how they’d love to have children, how they have everything in life except a good younger woman.

If you’re 36, you’re pretty darned confused by these emails. By the time you have your first child, you’ll be 38 or 39. Which will make him, what? 58 or 59? By the time the kid is in high school, Dad will be 74! That’s not the kind of life you imagined for yourself or your children. So you politely decline. Or, to keep things simple, you ignore. And ignore. And ignore. It doesn’t stop older men from writing, but at least you don’t have to explain yourself to a man who doesn’t want to hear your perfectly valid explanation.

Understand, Dale, there is nothing wrong with you being attracted to a fertile and youthful woman in her 30’s. Really. I’m not judging you. But you must understand that any woman you desire online has choices. Lots and lots of choices.

She can go out with a cute, successful man who is 35. Or 40. Or 45. Or 50. Are you getting the idea? This does not mean that you’re not a great guy with a ton to give and the purest intentions. It’s that you’re failing to recognize what most younger women want. A peer. A partner. Not a father figure. You’re still wrapped up in what YOU want.

Needless to say, this goes for ALL people who are dating online. …

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53 Comments »Online Dating Tips & Advice

How Do I Avoid Clingy and Desperate Men?

This may not seem like a problem to some women, but for me it is. When I am dating, I like to really take my time and get to know someone before I put any "name" on what we’re doing. It’s just having fun with someone, getting to know him, and see where things go. (I believe it’s called dating.)

There were a few men in the past several months that I liked. They were nice and I could see an eventual relationship coming of our dating. Here is the problem I’ve had…we go out once (maybe twice) and have a good time. There’s some kissing involved (but no sex). We make plans to go out again. Over the next several days he calls me constantly, starts talking about wanting a commitment from me, about our future together, and basically freaks me out from wanting to even go out with him again. (And yes, this has happened at least three times recently.) I understand liking me and wanting to spend time with me, and hoping that things will go further.  What I don’t understand is why they get so obsessive.

I’m a divorced mother with two young children, but I am not looking for someone to "rescue" me. I do want to be in a relationship, with the right person, and I do want to be married again. However, I am not going to jump into something so quickly that I am blindsided. Are these men just so desperate that they don’t understand the fundamentals of dating? Any way I can avoid this in the future? It seems to be happening to me a lot recently.

Leah

Dear Leah,

Yeah, it’s a drag when a guy says he really likes you and makes a supreme effort to see you. I’m sure all the women who are waiting by the phone for their dates to call are feeling particularly bad for you.

I kid, Leah, because it’s about as ironic as any dating situation can be. We want people to be real, authentic, and emotionally available, yet we cringe and we flee when they are.

I wouldn’t say this is the height of hypocrisy, because I don’t know how you get when you really like a guy. Maybe you never get excited and let down your guard. But imagine you did. It would be a shame if a man distanced himself from you precisely BECAUSE you said you liked him.

What it really comes down to, Leah, is timing. You keep finding guys who are ready to take the plunge, you dazzle them on a date or two, and you listen to them start gabbing about rings and honeymoons. That has nothing to do with you, and everything to do with them. They want to be married soon. You do not. That’s perfectly fair. But imagine the shoe was on the other foot.

Let’s say that you were 39, single, and childless. You meet a great guy. It wouldn’t be too unreasonable for you to get excited about him being the future father of your children. Of course, if he’s already a father of two, and also recently divorced, he might not be ready to dive back into a committed relationship. That’s nobody’s fault. That’s simply two good people who may be compatible, but are not a good fit at the time.

I’m particularly glad you wrote this email because it’s useful to hear from a woman who just not that into HIM. It goes to show that, as abhorrent as we find the concept of “game-playing”, sometimes a little game playing is exactly what is necessary to keep the fire burning.

When someone makes himself too accessible, too willing to jump into a relationship, we question him. We wonder how anyone could like us this much this soon. We immediately devalue those people. But when we’re crazy about someone and show it, we want that person to reciprocate. Can’t we just be REAL with each other? Isn’t that what it’s all about?

Apparently, it’s not….

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25 Comments »Sex & Relationship Advice

Why Don’t Men Like Smart, Strong, Successful Women?

Hi, Evan.

I’m 41, happy with my rounded self, smart, direct, and articulate.

I’ve been told that my lack of dates is due to:

1) Men don’t like smart, direct women, and

2) I’m centered, which sends the message that I don’t need anyone.

Are men really that insecure? I’m certainly not going to be less than I am just for someone else’s insecurities.

Tell me honestly, Evan – are there any good men out there who appreciate a woman who knows herself?

Michelle

Hi, Evan:

I do not know what is going on and why I am lacking luck in finding Mr. Right. I am educated, refined, and a self made millionaire by age 34. I am good looking. Many men, women, elderly, and children of all age have told me so. People also told me that I am one of nicest and sweetest people they have ever met. Even though I am 36, most of the people I meet would think that I am only 26. Unfortunately, I have been through all kinds of online dates in the last two and a half years. CEOs, doctors, lawyers, hedge fund mangers, business owners, professional athletes, actors, etc… When I am not interested in them, they work for the relationship day and night. When I am committed to them and act nice and devoted, they start to look elsewhere.  Anyway, in short, I need some serious help and hope to hear back from you soon.  Thank you.

Sincerely,

Catherine

Great letters. Important question. But first I want to start off with a hypothetical email from a man.

Dear Evan,

I’m what you’d call a “nice guy”. I make a good living, I’m pretty attractive, and I treat women well. In fact, all of my female friends comment on what a great catch I am. But then I see those same women dating jerks. Yet they would never consider going out with me. So what do you think? Am I cursed to be alone just because I know how to be kind to women? Isn’t being nice a good quality? What’s wrong with women these days? Please let me know.

Jason

Men reading this might empathize with Jason. Women reading this may feel bad for him, yet also want to him to know that it’s not BECAUSE he’s nice that he’s not attracting women. It’s because he’s doesn’t have masculine energy. It’s because he constantly seeks the approval of others. It’s because he’s not sexually aggressive. It’s because he sacrifices his personal power to be conciliatory. These are common attributes of nice guys, yet nice guys think that women don’t like nice guys BECAUSE they’re nice.

Not true. Women want nice guys – nice guys with opinions who stand up for themselves and know how to take control.

Smart women are very much like nice guys.

“I’m intelligent, I’m direct, I’m successful, yet I can’t seem to find a quality guy who appreciates me.”

Men like smart women. I do. My male coaching clients do as well. So how is it that all these successful men are not connecting with all these successful women?…

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400 Comments »Sex & Relationship Advice, Uncategorized

When Should a Woman Have Sex With a Man?

The end of Wednesday’s blog post brought up a very important topic; perhaps the most common question I get asked by women whenever I give a speech:

How do you know when it’s okay to sleep with a guy?

I discussed this back in March, but most of you weren’t reading then. So forgive me for recycling, but my views haven’t changed, and you definitely want to get in on this discussion…

No doubt about it: The first time a woman beds down with a guy she’s crazy about is an exciting and special time. Still, the question remains: When? Well, it depends. Some women are happy to get down to business the night they meet; others will wait weeks or months before doing the deed. Whatever a woman’s decision, we had to wonder: Does the double standard still exist today? In other words, if a woman knocks boots with a guy too soon, does she automatically nix her chances for long-term love—or is that old-fashioned nonsense in today’s modern-day dating scene? To find out, we grilled three women about the ups and downs of when they get down to business… and what they said may surprise you.

My two cents on the whole thing?

Men are sexual hypocrites. They push women for sex, then blame them for having sex. They’re particularly stuck on the idea that if a woman hops into bed with them quickly then she must have done this with lots of other men as well. This lowers her value in his eyes. After all, if everyone can have her, she can’t be all that special, can she?

On the other hand, I also know from personal experience that if a guy is crazy about a girl, and they move really fast, all the rules go out the window. In fact, this is the way MOST of my relationships have started. But then, I’ve always been determined not to be hypocritical when a woman has the same lack of morals I do. I love women with loose morals.

The sex question is a popular one because it comes up in every dating situation. However, there’s no set timetable or finite number of dates that will let you know when it’s time to give it up. I know one woman who was told by an “expert” to wait 10 dates before sleeping with the man she was dating. The guy dumped her her after 7. …

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67 Comments »Dating Tips & Advice, Sex & Relationship Advice

How To Guarantee A Guy Calls You After Sex

A reader throws my words back at me to get clarity on my Top Online Dating Mistake: thinking your great date actually meant something…

Hi Evan,

To explain why a great date doesn’t necessarily mean anything to men, you wrote: "Instead of thinking in terms of black and white (He likes me/he doesn’t like me), think in terms of grey. Isn’t it possible that a guy can be out, enjoying your company, being thoughtful, telling you you’re beautiful, kissing you at the end of the night, and never call you again?"  

I guess it’s possible, theoretically. I am not a man, so it’s difficult for me to understand. But why would a guy do that? For example, if I like a guy, and I had a good time on a date, I’d like to see him again. I think about it in 2nd grade terms, "I like a person, I would like to see them again. I don’t like a person, I don’t want to see them again" That applies to all people - men, women, romantic or platonic.

You also wrote: "All you can do as a woman is not make the date "mean" something, because 50% of the time, as you can probably see, it doesn’t mean a thing to him…"

Yeah, I think that’s an assumption. I, personally, cannot SEE that it doesn’t mean a thing to him, like I can’t differentiate. When do things start meaning to a man?

So what distinguishes when a guy goes on a date, has a good time, but is just "in the moment, and doesn’t call me back, versus a guy who had a good time with me and then calls me back? Is this "in the moment" feeling premeditated, i.e. the guy knows this date isn’t going to be serious, before the date occurs? Or does the "in the moment" feeling occur during the process of the date, which is dependent on the woman and on a date itself? So tell me about your experiences. How do you approach this dating, "in the moment" situtation? I am just trying to understand the psyche.

Maybe it’s just me, but all interactions with people mean something to me. I feel that’s the respect I should give to another person. And if they don’t mean anything to me, then it’s because I don’t want to interact with that person.

Any clarification of this idea would be very helpful.

Jean

Dear Jean,

I’m going to drop the dating coach bit for a second and just be a guy.

When I was dating prolifically, I’d be going out with two or three women at a time. And every single time I went out, I did two things:

    • I tried to be the best date I possibly could. I’d call, email, express interest, plan a good date, show up on time, etc.
    • I tried to make her want me really badly. I’d listen, I’d lean in, I’d flirt, I’d compliment her.

In short, I wanted every single date to feel good about me, so I would have the option of going out with her again. Sometimes, we’d hug goodbye. Other times, we’d drunkenly go back to her place. But no matter what, I was looking to keep my options open, have fun, and sometimes get a little action. And yes, I was always in pursuit of a long-term relationship. I just didn’t want to deprive myself entirely of sexual activity until I fell in love. 

By the way, whether you agree or not, I considered myself a NICE guy. I slept with very few people, I never said, “I love you” and I rarely kept a physical relationship going beyond a few weeks, if I felt it was headed nowhere.

To me, I felt like I was acting with integrity. To a woman who woke up next to me after a first date and thought that we were “in a relationship”, I can see how she felt differently….

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40 Comments »Dating Tips & Advice, Sex & Relationship Advice

How Soon Should I Tell A Date That I’m a Virgin?

Dear Evan,

I am 27 and a virgin. I am sure that no one expects this of me :-) How do I address this issue when I meet someone "quality"?  As a man, would you expect to learn what you’re "dealing with" or would you rather not be freaked out in advance and learn it in the process? :-) Thanks!

Milisenta

I’m nineteen years old, I know there is a problem with me because I can’t seem to have a long-term relationship with a guy. The longest of my relationships lasted about three months. I’ve dated a lot, since I never find what I’m looking for, and I always end up giving up on them or if I get rejected I feel like I’m not good enough. It seems like all the "normal" guys are already taken. And I don’t know what is it that I’m doing wrong. Also, I think I’m always attracted to the same type of men (jerks).

Another thing that concerns me is that I’m a virgin, and I like older guys, so it is a bit of a problem, and I won’t get physical with a guy even if I like him a lot because I’d like to get to know that person better before sleeping with him. Nowadays it is like if guys don’t get that, they will walk away from you. I know sex is super important in order for a relationship to work out, just as chemistry is, but if I don’t get to know him first, how am I supposed to feel comfortable to do it?

Now whenever I meet someone new, as soon as I can, I’ll let him know I’m a virgin. Do you think that’s bad?? Should I wait to know them better before telling them?

Please let me know what you think!

Hely

I’ve printed these two letters back to back because…

-They’re letters from two virgins. (Yay, virgins!)

-They contain some universal themes that our older readers can definitely apply to themselves. And yes, everyone reading this is probably older than 19.

First, let’s look closer at Hely’s question:

I’ve dated a lot, since I never find what I’m looking for, and I always end up giving up on them or if I get rejected I feel like I’m not good enough. It seems like all the "normal" guys are already taken. And I don’t know what is it that I’m doing wrong. Also, I think I’m always attracted to the same type of men (jerks).

This letter did NOT have to be written by a 19-year-old. I think many of us can relate to her issues today. And I, for one, want to protect her from writing this same email to me in another twenty years.

So first, Hely, please read this article, which is an excerpt from Why You’re Still Single entitled: Tip Your Baggage Handler (Do You Keep Falling For Jerks?).

But in brief, I will tell you this:

If a guy isn’t treating you the way you want to be treated, leave him. It’s not your job to change him.

If a guy says he cares about you, but doesn’t back it up with his actions, leave him. It’s not your job to change him.

If a guy wants you to change for him in a fundamental way that is uncomfortable to you, leave him. It’s not his job to change you.

Which brings us to the meat of your question: should you tell him right up front that you’re a virgin?

Actually, no. I don’t think so.

But to explain my position, let me share with you the two virgin stories I have in my massive portfolio of dating tales. …

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10 Comments »Sex & Relationship Advice

If You Are Short, Fat, Older or An Asian Man, You Must Read This. But Especially If You’re Short.

If you’re a regular reader, you probably knew that I was on the CBS Early Show in July. Appearing with me was one of my all-time favorite clients, Tom Pandolfo. Charming, charismatic, successful, warm, athletic… Tom has it all. The only thing missing in his life is a woman. So, after hiring me as his dating coach, we set to work in rebranding him on Match.com.

We took new professional photos. We had Tom fill out my long questionnaire and submit to an hour of questions from me on the phone. We wrote two new profile essays that were unique, funny and confident. We renamed him “LookMaNoHair”.

And we watched as his in-box filled up with interested women.

You can see what a great experience it was in this CBS Early Show clip:

What I haven’t yet mentioned is that Tom Pandolfo is 5’3”.

I didn’t want to mention it for the same reason that Tom didn’t want to mention it in his profile: because it’s irrelevant to anything that makes him a good accountant, husband, or father. Yet his height defines him, since it has prevented otherwise interested women from being interested in him over the course of his entire life.

This instantly reminded me of a story that ABC did years ago on this very issue.

To see if the women would go for short guys who were successful, ABCNEWS’ Lynn Sherr created extraordinary résumés for the shorter men. She told the women that the shorter men included a doctor, a best-selling author, a champion skier, a venture capitalist who’d made millions by the age of 25.

Nothing worked. The women always chose the tall men. Sherr asked whether there’d be anything she could say that would make the shortest of the men, who was 5 feet, irresistible. One of the women replied, "Maybe the only thing you could say is that the other four are murderers." Another backed her up, saying that had the taller men had a criminal record she might have been swayed to choose a shorter man. Another said she’d have considered the shorter men, if the taller men had been described as "child molesters."

Lest you think this is an example of reality TV finding evidence to support a story, Tom tried his own experiment last week. Sure enough, few women give a fair shake to a man who is 5’3”, no matter what else he has going for him.

I’m going to let Tom take it from here.

So I tried changing my profile for three days just to see what the difference was between being 5’3" and 5’10”. I wanted to know if height was the only difference and the constant deal breaker. So I moved my profile from Pittsburgh and posted it for 3 days in a town where nobody knew me ( Philadelphia). Here’s what I found:

                                                5’3” in Pittsburgh       5’10” in Philadelphia

                                                                                  

Mutual matches                                            0                                80

Reverse matches                                          12                               400

Petite women w/pics w/in 50 miles                   45                               650

Views in 3 days                                             11                               212

Emails received – unsolicited                            0                                32

Winks received – unsolicited                             2                                 28

Emails sent out                                              6                                 6

Replies received to emails sent out                    0                                 6

This proves, in stark and undeniable terms, two things:…

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260 Comments »Online Dating Tips & Advice, Uncategorized

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