Fill in the Blan_s....

QUESTION: I think I may be in love with a guy that has every girl after him. I made a promise to myself that I wouldn't go after a "pretty boy" but somehow I have damaged to develop feelings for the most wanted guy at my school. And what's difficult is that no one knows him like I know him but we aren't that close. So I'm not in the friend zone but I'm not in total oblivion. I don't know whether to confront him about my feelings or try to get over him? Which I don't know how to do (I've tried..... I made a cons list, I tried to find other guys I need ways to get over him if I'm not going to confront him about my feelings.


GARLAND: Thanks for your question.

I hate to be picky about words, but lets not use the phrase "confront him" - that has an oddly hostile tone to it and kinda' scares me - I'll tell you why in a minute.

I think you should try to spend some time with him and hang out a little bit before you bare your feelings to him. The reason I say this is based on your statement, "no one knows him like I know him but we aren't that close..." I'm just going to say it - THAT SOUNDS LIKE A VERY DANGEROUS ASSUMPTION ON YOUR PART. No one "really knows someone" without truly being close to them. That is simply a fact.

The thing is, ALMOST ALL PEOPLE... when they are attracted to someone, and they don't have all of the answers on this person, they fill in all of the blanks with positive and desirable traits. It's human nature and nothing to be ashamed of. Nobody looks at an attractive person they are drawn to and say to themselves, "This guy hates his mother; This guy is a drunk; This guy is a thief; This guy can't dance; This guy is bad in bed; This guy is dumb..." Nobody says that. Instead, people will assume the positive, "This guy is a great son to his mother; Ths guy loves animals; This guy wants to have kids; This guy is awesome in bed; This guy will never cheat on me." From what you've given me, this guy is probably very popular and desirable because he's good looking and that's reasonable I think. But what I want you to understand is that you are probably thinking the exact same thing that other young ladies are thinking about him... "I know him better than anybody else. While he and I aren't friends, I still know him better than these other girls." So try to keep your perspective and don't set yourself up.

I could wrap this comment up in a bow at this point, but I want to leave you with your eyes wide open. If you ignore what I say, and you go pour your heart out to him without trying to truly learn more about him - you might find yourself played and left empty handed. If this guy is a "Pretty Boy" as you say, then he knows the women like him and guys that know women like them, tend to use it to their advantage and their advantage alone. Yes, I'm talking about sex mostly... sex and money. If these highly desireable guys want to have sex or have women buying them things, then a lot of times they'll make it happen and they'll try to mask their goals as if they have mutual feelings for their marks [targets]. Please don't think I'm saying all "Pretty Boys" are dogs and underhanded in their dealings - but you need to see the potential downside to these strong and somewhat presumptive feelings that you're having toward this guy.

Now, back to "confronting him." Just briefly I want to take you back to when I was in high school. In my Senior year I had a young lady basically "confront" me with her feelings. I didn't really know her that well and we only had one class together, but she pushed up on me very aggressively and was basically saying, "So why don't you like me?" This was only 60 seconds after she told me that she had a major crush on me. I was speechless. It was very awkward and uncomfortable and I was basically creeped out by her for the rest of the school year. I never went out with her and never had the desire to. In her mind she had filled in all of the blanks about me and painted this picture that simply wasn't me, including the idea of me being her boyfriend. She wasn't a bad person, but she came across so wrong that I had no interest in her. DON'T DO THIS TO YOURSELF!
Take your time and slowly try to get to know him and spend casual, friendly time around him, even if this means hanging out with other people. Really get to know him by his own actions and the things he says and then, down the road, gently let him know that you like him. But do not push up on him and creep him out - you WILL regret it.

Best of luck to you!!!


Setting Sail on the S.S. Dreamboat...

QUESTION: Dear Chuck and Garland,

I stumbled onto your website and after what I thought would be a quick glimpse, I found myself reading around for an hour! I love how real you both are and saw a lot of clarity in your answers. After looking for an entry similar to my situation and failing to find one, I decided to get brave and write in for advice.

I am a 29 yr old female who is 2 months into a relationship with a 33 year old man. We met through a friend and the story is sorta funny- I went on a blind date that turned out to be a dud and a girlfriend met me at after the date ended at a bar to debrief and laugh a bit. The guy I'm currently dating (lets call him Dreamboat) happened to be there too, works in the military with my friends husband, walked over to say hello and I caught his eye. He was on his way to a Bachelor party and our meeting was brief but the chemistry was like a punch in the face. He later got my number from his friend and asked me out 2 days later and we've been dating ever since.
Before I get to my question let me say this - I have the tendency to be a bit assertive. I know what I want and am not afraid to say it. I ended my last relationship because the guy I was dating didn't know what he future held. So I cut my losses and moved on. However with Dreamboat, I realized with his high profile military job that he is used to being in control, so I gave him the reigns form the get go. He plans the dates, picks me up and has southern hospitality (which I love!)
About me- I have never been married, have no kids, no baggage and am ready to settle down. These past 2 months I have let him be the "man". We share a ton of the same interests and just click. I am falling in love and think he could easily be a forever thing.

We see each other at least twice a week and I stay the night at his place(I always wait for him to invite me to stay). Our first date was hands off, however the second date I slept with him. It was the best sex I have ever had. Period. Fireworks every single time.

BUT, here's my issue. He is divorced and has 2 sons under the age of 8. I have never dated a man with children OR one who has an ex wife. He told me that he only married this woman because she "got pregnant" and because of how he was raised, it was the right thing to do. After a hellish first year of marriage he planned on divorcing her but, BAM, pregnant again. So he stayed as to not leave her with a 2 year old and newborn. Then, after coming home from his 3rd deployment he divorced her.

Now, he sees his kids every weekend. That's his time slot. I have met the boys and we have done a number of fun things together. They are great kids and coming from a large family myself, I am a natural nurturer and adore them. They are not my worry.

He deploys in 4 weeks and I don't know how to have the "us" conversation or if I should even be the one to bring it up. I am a smart, ambitious good looking girl and I feel like he should be the one to make sure to secure things - like it's his duty if he cares. We have never discussed the "what are we" sort of thing either. I have met his brother, his friends and he takes me to all sorts of functions but we have never had the exclusivity talk. At one of the events he introduced me as his "girlfriend" and my jaw almost dropped. But since then, the subject has not come up. I assume he is not seeing anyone else (between the kids on the weekend and his demanding job I don't know when he would have the time). But I am curious about how he feels about me. What he wants at this point in his life... more children (because I want some of my own) or to be married again (because that is what I want. I am worried that because he is newly divorced (2 years) he may not want to marry for a while. I am assuming all of this, really want to know but am afraid to bring it up and ruin things. Even though I am ready to have that.

It would make me so happy to start a family and I see that all with him.

Lastly, he deploys in 6 weeks. For 8 months. I want to know where we stand before he goes. Sort of like, now, so I can cut my losses if he thinks this is just a casual thing before he does. I wonder if I should be the one to bring this up - the whole what are we, I will wait for you, I care about you... or if that's "his" job to ask. I don't want to look desperate or scare him away. I don't know which direction to take. I am totally analytical and like most women,I want to have the security of knowing the person I am investing time with feels the same.

I would love your insight. I don't want to say something too soon, out of impatience and mess this whole thing up. I also understand that men like "the chase" and need to do things on their own terms. Thanks, hope to hear from you soon!
GARLAND: Great question! And thanks for stopping at our blog, enjoying it and asking for our humble advice. I hope we can shed some positive light on things!
I like the way you present the facts and I really feel like your take on things.
Two months of dating is a pretty short period of time for a lot of people and I'd typically lay a bunch of short-time related 'cautions' around my reply, but I get a feeling that that's probably not needed for you. So, I'll cut to the chase  - Ask him what he's feeling for the long term expectations in your relationship.  You've given him a lot of say in your relationship, a lot of control in the direction things are going - the planning, the movement and the flow, but that sounds like it would get old very fast for a woman like you. It's probably easy for you to give a decent guy the rope and let him swing from it or hang from it based on his own decesions - but only for a while. I think you should take some of the control and flow from him and sit down and feel him out, this is your life after all, but you don't need me to tell you that.
I think it would be fine and reasonable to ask him what he expects while he's gone and when he returns.  Honestly, I think the time apart would give you both a good chance to catch your breath and see how things work when you are forced to be out of each others presence. I encourage you to be optimistic in his absence and not feel like you have to force an answer out of him BEFORE he leaves. By the way, don't toss marriage and kids up on the table right now and make him feel like his feet are to the fire - with him going to what could be a dangerous spot somewhere in the world, you need him relaxed and focused on his job and staying alive.  However, let him know how much he means to you and let him know that you want him in your future, and be comfortable in giving him some time to put his feelings together, even if it means answering you in the first few weeks of his deployment. You won't look desperate and you won't scare him off - at least not by asking!  Sometimes a long flight and some nights with free time will make a man understand where his priorities are. 
Best of luck in a positive outcome!
CHUCK's answer may follow in a few days. 


In Vino Veritas... or something close to it.

QUESTION: Dear Guys,
Hello awesome peoples who help unravel puzzles of the female mind. Would love to get your suggestions on this one.
So boy meets girl, (girl knows boy through her brother for a while actually) OK so boy and girl who are accustomed to casual hello's and greetings only, get into a conversation one night at a party and somehow end up screwing in a parking lot. Still to this day we cannot pinpoint the turning point of that conversation. (alcohol most likely) This leads to months of sexual tension and fooling around, and talking and talking and talking. (Seriously the conversation just flows! I am talking daily, 3am phone calls and all. Either way, anytime is okay for both!)
Six months in and I start to hear the "just friends" talk..... eerp? Boy starts pulling back, sex stops, asking out stops, stops visiting girl. The conversation does not stop. There are no booty calls...get that idea out of your head. Boy explains to girl that he just wants to take it slow, get to know someone really well. In slips of conversation I get called the girlfriend, part of the family. There is no problem with me visiting him, BUT...there is no sex, no kissing. And no there are no other women. His daughter (20 yrs) refers to me as Daddy's girlfriend. Met his mom, his brother, his closest friends. (he is an introvert by the way).
There were two moments when boy gets drunk and confesses his love, begs to come over or begs girl to stay the night and there is wild passionate love. (Girl knows this cannot be taken seriously) That would be now two over a four month period.
Why am I in a quandary? Because I really like this guy. In our serious talk about it, he says he is not ready for a relationship having just come out of a devastating one about six months before we hooked up, which left him in a serious depression. He still have moments where he just wants to be alone. (and yes, I did show up to check if it was another woman once. I was told it was creepy, which I know, but I was not chased away.) He says, I am too nice, too attractive, and yes he would LOVE to be having sex regularly, but sex complicates things and he thinks there are several things we both need to get the handle of before getting into a serious relationship. I attempted to distance myself...I did. But that pained ME a lot. He is the person I would call on for assistance, and advice. I am the person he calls for advice, and assistance. Yes there are kids in the picture. I get the feeling that ultimatums backfire with this guy....he would say "What ever makes you happiest, you have to seek your happiness."
Its been a year, I want a real relationship. I am very much in love with this guy. And yes....he knows it. Do I distance myself, cut it off completely to get over him (because that is what it will take) or do I "have patience" like he asks me to?
GARLAND: Hey Sam, Thanks for the question! I must admit that I believe that this is the first BOY and GIRL worded question that I've seen in the years we've been doing this.  So that's kinda' interesting.  And...well.. if "BOY" has a 20 year old daughter, then maybe he should be called... "DUDE" - okay I'm just kidding, I couldn't resist.
Sounds interesting. I like the fact that you've met the family and he talks to you on the phone - Chuck and I are big on guys making phone calls because it shows more of a connection and time invesment to a relationship, this is clearly the sign of someone that could have a 20 year old child. So many people, in the convenient time of texting, like to show their affection with a 45 second text message and not much else.  Phone conversations require a guy to actually care and put forth some effort. Another good sign is that he's showing you off - he's sharing his friends with you and vice versa.  Guys that hide their ladies or the ladies NEVER meet the friends and family, well they tend to stay a secret and usually for a bad reason.  Since I'm building up a bit of momentum, I also like the fact that he hasn't pushed you away and he still seems to enjoy you being with him and him being with you.  I think that a lot of questions we get tend to show how the guy is pulling away and distancing himself, but your Boy doesn't seem to be doing this. 
One more thing... you said, "There were two moments when boy gets drunk and confesses his love..." I don't know if Chuck is going to chime in on this answer, but I am going to steal his thunder. Chuck loves to talk about "In Vino Veritas" which translates from Latin into "In wine [there is the] truth."  When someone is drunk, their guard is down and they tend to speak pretty close to the truth.  On a personal note, years ago, a guy that I thought was my good friend - got drunk out of his mind and his wife called me to help drag him home from the bar. On the way home, in my car, he was as drunk as I have ever seen anyone and he flat out accused me of having an affair with his wife, but he claimed he didn't care. That cut me to the bone because it was no where near the truth, and I liked this guy a lot, I looked at him and his wife almost like family, yet he's holding these feelings in his heart. I wish I was big enough to say I got over it, but I didn't and I let our friendship fade away and never looked back. Oddly, I think your Boy professing his love while drunk is sort of a good thing for you.
Forgive me... I digress.   
Now, scaling back the sex may be a way for him to keep his perspective - I don't know for sure obviously, but you've said that he was in a bad break-up before you. I'm speculating here - but when he became depressed after the break-up, he may have gone to a very dark place and  deep down, he's terrified to go back there.  Depression, as I'm sure you know, isn't always about simple sadness; it sometimes gives you life changing thoughts - for the worse. 
I strongly encourage you to talk to him about the intimacy if you want and need more - which sounds normal to me.  With talking about sensitive subjects, especially with us guys - make sure you don't push too hard.  He may have to share his mindset - a little here and a little there over a few days or weeks.  All I say is don't PUSH. Try to ease him into sharing and see how it goes.
Best of luck to you!!!


So, What's Up Doc?

Dear Chuck and Garland.

While I was browsing through the internet, I came across your website and thus decides to drop you guys an email to seek your advices.

I am a 22 year old undergrad, I have been dating a dentist who is 12 years my senior for about 2 months already.

I know it's not right, but we kinda break the rule of having sex on the first date. At first I thought it was a one night stand, but the we went out a few times after that day and my feelings for him grew stronger..

Here's the thing, when I asked him what is our status now, he replied, "not yet dear, let's take it slowly..." On one occasion, he even said, "don't love him too much, save some for the future..."

But when we were out dating, he would gladly introduce me as his girlfriend. He is totally different when we were out dating..

A few days ago, he had high fever, so I called him several times in the day to ask about his status, but most of the time he did not answer the call. Once he even canceled the call and claimed that he was with his family so he could not picked up the call.

I'm seriously confused. What is he thinking? Sometimes he is hot and sometimes he is cold. I'm not sure if he is serious, and that what should I do now? Sometimes he makes me feel that he is only with me for sex, and nothing else...

Please advise, what should I do now? And what is he thinking?

GARLAND: Thanks for your question!

I don't think he's hot and cold per se, I just think that you are looking for and expecting him to be in love with you. Sex on the first date is what it is - SEX ON THE FIRST DATE. It's not a commitment and neither is his sticking around for a few more dates.

He's 34 and you're 22, so hopefully he's a bit wiser at this point in life when it comes to relationships and how he acts in them; I think that's why his answers are somewhat vague yet encouraging you to stay patient, enjoy the ride and see where you end up.  Calling you 'his girlfriend' when he's out, is just that - you probably ARE his girlfriend. To many guys, having a girlfriend is not the same as being IN LOVE with a particular woman. Sure, some of us love our girlfriends, but many of us 'care a lot' about our girlfriends, we 'like them a lot' we are monogamous with them, but they are NOT our wives yet... and hopefully we all LOVE our wives. But, don't despair if he doesn't say he loves you and he doesn't 'define' your relationship beyond "We're in a good place," or "You're my special lady."

If he shows you respect when you are out and when you are together, and you don't get any major red flags, then your relationship is probably okay.  A 34 year old guy, regardless of his profession, who dates a woman 12 years younger than him is probably very cautious and may worry a little bit about what his friends may think, so keep that in mind as you move forward.  Don't put a gun to his head to make him use "The L Word", be a little patient but don't stay so long that you feel slighted or stagnant.  Good luck, and I hope things move in positive direction for you - where ever that may be. 

Define, DEFINE?

QUESTION:  So I have been seeing this guy since August. We met at a bar through friends who knew friends. I went back to his apartment with him and his friend. He fell asleep on the couch and i left. We then talked a little the next day and he invited me to his friends house the next day. So we hung out there and went back to his apartment. We slept together shortly after.

I went out of town for a week and we then hung out when I got back. He gave me a key to his apartment after i spent the night and he had to go to work before I did. We hang out pretty much everyday over the weekends and sometimes a day or two during the week. We have conflicting schedules that change all the time. Well our sex life goes up and down. One weekend we will have sex 2 or 3 times and sometimes we will go two weeks without having sex. Next monday he goes out of town for two weeks and then about two weeks after that he is deploying for 4 months.

We haven't defined our relationship yet and I dont know how to approach the topic of what are we and where are we going from here. I guess I should mention that I have met some of his friends and normally we hung out with his best friend at least one day over the weekend. He has also met some of my friends. Also, if it matters I am 24 divorced and he is 29 never married.

GARLAND: Thanks for your question and I'm sorry Chuck and I took an unplanned sabbatical from our blog without answering your question.  While it is probably too late to be of any real help to you, I hope that someone else can benefit from your situation and our replies.

So, from what you've given us, I see that sex plays a big part in your relationship, sex and time. Sometimes these things have a way of defining a relationship, especially in the early stages. While I see the importance of both, they can sometimes assume a disproportionate significance in the growing relationship.  If the two of you don't lay some kind of verbal groundwork for where you are headed, you may find yourself headed in two different directions.  One may start to value sex more and the other may start to value time more and in the end, neither of you are satisfied and suddenly you all are talking about each other in the past tense.

I think you should just bring it up casually. "Hey Babe, I'm enjoying this thing we have here, but where are we in your eyes? Where do you think we're going?  Are we just hanging and seeing where things take us, or are we headed to being mutually exclusive for a long time?"  That sounds heavy, but it's not.  Float it at dinner or during a drive... NOT DURING OR AFTER SEX... sadly WE MEN WILL SAY DAMN NEAR ANYTHING AT THAT POINT?

"You want my PIN number?"
"You want my car keys?"
"You want an engagement ring?"

See what he says and then give your perspective too.  Don't get angry if he doesn't say what you want to hear.  Listen to his answer, file it away as a lesson learned and act accordingly - whatever that may entail.  But don't let the sex and the time define your relationship.  Good luck!


The Suspense Is Killing You


Since I'm a senior in school, I know that I'm dealing more with "boys" then "men", but one of my guy friends is confusing me. We're relatively close and constantly flirt, so I asked him for help by going on a double date with me, my friend, and someone she was interested in. He agreed, but only if we talked about something afterwards. He keeps saying that "it's not a big deal", but then why is he so secretive about what he wants to talk about? He won't even tell his best friend, and his friend is mad that he doesn't know either. All I want to know is what he considers to be "not a big deal", especially since he's so tight-lipped about it.


CHUCK: How do I answer this? This could be anything. He may want to ask about dating you. But he may want to borrow some money. Hell, he may want one of your kidneys. Based on the info here, I can't really speculate.

I do agree that this guy seems to fall on the "boys" side of the equation , what with the whole "I've got a secret" thing. But it also seems like you're interested, and maybe are hoping for some kind of request to move your relationship forward.

Calm down, and wait and see what he wants to talk about. Keep an open mind, but if what he's suggesting is not what you're looking for right now, don't flip out. Keep your poker face. Who knows what could happen later. However, there is one thing you absolutely should not do: Don't lend him any money. Resist the urge. But if you do, please drop us a line, and let us know when your episode of Judge Mathis is playing.

GARLAND: Yeah, I'm with Chuck.  This big secret could be anything:

"My left foot is so much bigger than my right foot..."
"My middle name is Leslie..."
"I'm the Captain of my neighborhood Double-Dutch team..."

Considering that high school guys are in fact, high school boys that typically think they're men - it could be absolutely anything.  Let it play out and act cool about whatever he says.  I'm 90% sure that it will not be earth shattering or anything that will change your life.

One point from Chuck's answer that I can't agree with is the Judge Mathis thing - EVERYBODY knows that Judge Joe Brown favors the ladies! Go to his courtroom.