What do I tell him???

Have you ever thought of going out with this guy? If he told you he doesn't want to be alone and why he doesn't like these other girls, then he obviously trusts you. If you don't see him like that or you don't want to mess up your friendship, it's understandable, but you know you won't break his heart.

If you just don't want to be with him, then try to set him up with someone you already know, someone who you're sure won't mess with his heart. Any girl, romantic or not, can help him build his trust back up in women.

It sounds to me like the reason hes so picky is because he's just scared to get close to anybody. There's not much you can say to promise someone else's loyalty, but make sure he knows that you would never betray him. You can help by simply being a good friend. Be supportive and honest with him, and he'll eventually start learning that people can be trusted.

Good luck =)

You have been convicted of the crime of over-reading the situation. Don't worry, it is only a common misdemeanor cause every woman has done it.

Let's get a thing or 2 str8. Men are not women and can get over bad women in less than a week. He is not so afraid of being hurt to not pick somebody else, he just doesn't want to be bothered with anyone at that moment. Men know that they will never be "alone forever" because they could be 100 yr old w/ no teeth and pull a desperate 25 yr old girl. All of this is what you WANT to believe.

He's picky and if he's picking you, go for it. A man that wants to settle down and have a family will find Ms. Right eventually, because there are too many of us desperate hussies in the world. So if he wants, to give it a whirl, go for the ride. If not, just walk away. Just have the consolation that if you guys don't work out, he's gay and doesn't want to admit it.

Tell him :"Although you get any hurt or happy, the world and time still go on. If you want to keep your hurt and not open your heart, you'll just waste your precious time and will be alone at the end. Do you want it? You have to learn from your hurt but don't keep it. You have to move on. Go Go Go. "

And after that you can help him finding a good girl for him.

Good Luck

Hope this can help you^^

ok so hes picky and complains what guy doesnt dont feel srry for him if u like him tell him see what happens u will never know till u try and if it doesnt work out so be it he may just feel bad about himself he needs to relax and forget the past

Tell him that he needs to get out there if he doesn't want to be alone his whole entire life. He just hasn't found the right one yet but he will..........of course he won't if he doesn't get his butt out there. Take charge of life "manifest destiny" [I don't know if that is the perfect quote or not] but oh well

first,youre such a nice and sweet best friend. (tell him to meet me..hahaha) he's still young.but its up to him to fight for his feelings and he should be the one to know what he wants. if he doesnt believe of achieving what he wants well then there'll be no reasons for him to get it.loving is such a wonderful feeling,being loved is even better. tell him that we are more than 6billion in this whole world,so there's no reason for him not to find one....

tell him not to be so choosy. after all, he's getting on his age already. i am sure he would not want to spend the rest of his life alone. tell him that everyone is not perfect. he is not perfect too.so he should'nt expect a perfect woman to come by.

First things first, the only person who can make this guy happy is himself. If he is not happy with himself, he will never find a girl to make him happy.

Second, guys are usually not too good with women. You say you were best friends in high school and have best friends for the last 3 years. I know he is no A-Rod, but, then who is other than A-Rod, do you think this guy is interested in you and waiting for you to come around as I have no idea of whether you are single, have a boyfriend, engaged, or married and maybe because you two are close friends, he is interested in you telling you want in a woman, etc...

Third, a buy being 38 and single is not like a woman being 38 and single. A guys limit is more like 49 on the Internet and higher in person if he is nice looking and a nice person, but life is short and the good girls usually, not always get taken young, which leaves a 38 year old guy out there with an ideal woman who does not exist, or, who may exist but is rare.

Fourth, unless someone marries young in a good marriage, then, almost everyone will get hurt. That is no excuse.

Fifth, trying to set anyone up usually does not work as it takes a special kind of chemistry and attraction between two people.

Sixth, is he trying to find a girlfriend on the Internet or in the real world.

Seventh, I like you last comment the best that this guy apparently is not actively dating, so how can you get this guy out there. It is up to him to get out in the world to meet someone. Unfortunately, all of the good ones, male (I would image) or female get married or find a boyfriend young like in high school, right out of high school like in college or on their first job, or, if they they go to college, they find someone in college or on their first job after college. What I am trying to say, with some exceptions, that the best of the best are usually married and taken, male or female, by the age of 24. And, if they have found a wonderful spouse, they will remain married.

Eighth, you have your life to live and are responsible for your happiness, but he also has his life to live and is responsible for his happiness.

Ninth, in anything, family, school, work, relationships, etc... there is always a chance of getting hurt.

Tenth, tell him to go out there, because he apparently is not making much of an effort, to go out and find a woman who is nice with a warm heart by, as you suggest, getting out there and dating.

Eleventh, if "he wants to be married, and have kids, or at least have a girlfriend", I think that he has his priority in the wrong order, or maybe by accident in a short message, you wrote the priorities in that order as two people should want to find people who are nice and warm hearted who can love each other and accept each other for themselves. So, the girlfriend comes first, then marriage, and, if it is intended to be then children.

Twelfth, if this guy is looking on the Internet, he needs to be out there meeting girls and dating live and in person which can be difficult for a person aged 38 as I worked at a company with 17,000 people in one building in the best company in the city paying the best and out of 17,000 people I can only recall one divorced woman who caught my eye, but something told me that she was possibly "danger" plus after 3 years she never once showed an interest in me while 99.9% of all of the other 17,000 employees were married and not looking having already found someone by the age of 38.

He may have his goals set on a "perfect woman", no one perfect exists, or, he may be waiting after 3 years of recent friendship if you are single, or being best friends you have a few complaints about your boyfriend or your husband as no relationship is perfect and always requires compromise and unederstanding, for you to come around to be his girlfriend.

I admire your concern over this man. You can only control your happiness and life.

Your friend can only control his happiness and life.

So, yes, you can encourage him to get back out there dating again as it seems like he does not have the priority for himself to find a good spouse at the current moment, so, you with your good intentions cannot find a good spouse for him if he is making no effort in finding a good spouse.

His personal life is in his hands, and nothing you can do can change that or make him happier. He is in charge of his own happiness.

My advice to you as a friend is to keep encouraging to look for a single woman in her 30s and to continue dating on a regular basis as one date does not equal a girlfriend. It takes time, and he is neither apparently giving it the time nor the effort. So, continue to encourage him while nicely saying that the two of you will never be together whether you are currently single or are already in a committed relationship. Sometimes we men cannot read mind of females particularly female best friends.

As I read hear once recently:

Men are from Mars... and women are from Heaven

That causes communication problems particularly on the man's part as I can only speak for a man being a man.

And, good luck and happiness to your friend.

And, thanks for being his best friend.

maybe he needs someone he knows he can trust , maybe he needs to feel comfortable with this person , know about her , know the two of them can get along well togather , know she will be there , be a friend , maybe a BEST FRIEND !!!!!!!!!!!!!

sorry...he's gay...dated guys like him b4....