Seriously, why?

I'm not sure anyone else can answer that question, buddy. That's something you have to look inward to discover. I can't tell you why you are sad, but I can say that's something you should investigate.

 

I am sure you are here to vent frustration you feel, in that case - we all love you, hug you and hope you feel better.
As far as your question, you ether know the answer and have issues dealing with it or you dont and in that case this is complicated thing and you need some external help. Talking to therapist may help you get to the root cause.
In any case you need to take some steps to solve it.

 

Are you like sensitive Elliot from the movie Bedazzled ?

 

Probably because you're not with her. Age old meme that.

 

I've used to had your same feeling somedays, but this feeling come and go (in my case), but this can be self-esteem issues. You don't need girls or see girls or pick up hot girls to be happy man, enjoy who you are now and keep upgrading yourself. I'm here if you need help. Take my reply as a motivation.

 

I can understand you

 

Dissatisfaction / suffering / pain / problem / regrets / anger / etc... related to women, relationships, or lack thereof.

Feeling sad about seeing a complete stranger means you have suppressed emotions. Maybe you made a habit of routine comforts and distractions in order to avoid or numb those emotions. These problems and emotions are meant to be faced and worked through rather than neglected via escapism.

It could be that you want to talk to these women, but you stop and reject yourself before even trying. That resistance between what you want and what you're willing to do could be the source of your pain.

At the very least, you aren't clear about why this happens and that means that you're not spending enough time figuring it out. Stop neglecting or avoiding it.

 

I just don't get why you're "sad", is it because you're pining over the girl? You don't even know them. You just know that they are pleasant to look at. That's the way I see it. I used to let my mind wander when I was younger and would conflate a woman's beauty with her personality even though I didn't personally know her.

 

I understand completely . . . It happens to me but not as much as it used to . . . For me, I think I know the underlying problem and that is I want to engage with that women but I'm too afraid and feel that it'll be a waste of time because I'm already assuming rejection . . . I do this even with the women that I know are interested . . . It's a subconscious thing . I also get emotions like anger towards the pretty women sometimes because I feel as if they think they are better than me but I'm just creating all these unnecessary demons . . . I don't know what they think or, feel for that matter.

This leads me to believe that all this stems from something in my past . . . I just have to figure it out . . .

 

You're placing way too much importance on a person's physical attributes. Too much importance on rejection / acceptance from a stranger you know nothing about. Too much importance on protecting yourself from short term pain while sacrificing long term outcomes. This is why you neglect, avoid, and escape from this problem that you've had all your life. You seek comfort over doing the things that you know you should be doing to become the person you want to be and to have the life that you want. This is why you reject yourself and have no self esteem.

If you actually get to know some of these "best creations on earth", you would see that they're flawed just like anybody else and that most of them aren't worth your time (same goes for the ones that you don't find physically attractive). You would learn that physical attributes is a very small part of what makes a person worth investing into.

You don't want to get rejected, but the people who are successful with relationships are the ones that are comfortable with rejection and are able to handle things not going their way. You don't have this mental strength and emotional intelligence because you have conditioned yourself to avoid it completely. You choose to protect yourself from short term pain and thus you're where you are today. Everyone starts off insecure and incompetent at something that they don't have much experience in. It takes repeated effort and risks to gain competence, confidence, and experience. Overcoming that challenge / adversity / barrier / obstacle of reaching for something beyond your comfort zone... beyond your current place... beyond your current capabilities... taking that uncertain and uncomfortable risk... no matter what the outcome is... that's how you gain self esteem.

When I interact with a stranger, I believe that the value that I can bring into their life is worth the interruption I'm bringing into their day. I worked on that belief by challenging my comfort zone / lack of competence / lack of confidence / lack of experience / taking risks / getting rejected / facing my pain and problems / listening to my dissatisfaction and desires / etc. You don't build that belief by avoiding negative experiences. You have to be willing to repeatedly face short term pain for the sake of long term outcomes. What's comfortable now (avoiding / escapism) becomes uncomfortable later on (afraid of women). What's uncomfortable now (failing / making mistakes / taking uncertain risks) becomes comfortable later on (social skills / experience / competence / confidence).

 

All confidence really means is the belief that no matter what happens you'll be able to handle it.

No matter how messy, awkward, uncomfortable, unideal, painful, problematic, and uncertain a negative experience is... you'll handle it.

Circumstances are made not to matter as much by experiencing them more. Learning to manage your emotions and redirect them in a more positive way. The more risks you're willing to take, the more you'll fail, but also the more you'll succeed. The less risks you take, the less you'll fail, but also the less you'll succeed. The more risks, the higher chances of gaining competence which leads to more confidence and taking even greater risks.

You don't gain that confidence to be able to handle anything by avoiding it and thus not getting the necessary experience.

The whole "women love bad boys" thing is really just because they are more honestly expressive than most people because they have enough experience of being around physically attractive women to know that their looks are not something to be afraid of. They don't try to convince them to be interested. They aren't afraid of making mistakes or being rejected. Because they know they can handle whatever negative experience might happen. They're willing to do more things that might not work. So it's not necessary to ride a motorcycle and be a drug dealer to have the same advantages of attracting women. You just have to be willing to express yourself more honestly and get comfortable with rejection. You could spend $20,000 on a motorcycle while doing dangerous stunts while escaping and neglecting the real problems of your life.... or you can learn to face rejection from women you find attractive. For most people, riding a bike off a cliff is less scary than talking to a woman. So if you can show that you have no inhibitions when interacting with attractive women, you'll already look more of a badass than most men that she's met.

 

Studies show that people are more trusting of attractive people. Its partially why TV news reporters are pretty. People are more likely to believe them if they look good.

 

Amazing my friend . . . this one hit home, very much so .
I appreciate this .

 

Most people grow up with the entitled belief that they're always supposed to be happy. Always supposed to be comfortable and everything should work out in their favor. That's not reality. If you want the solutions, pleasures, and positive experiences then you have to be willing to face the problems, pain, and negative experiences.

This would be like having the belief that you should be able to go to the gym and successfully lift an incredible amount of weight without any prior training and you won't go to the gym until you have a guarantee that you can even though you haven't worked on it at all. Then once in a while you gather up the courage to go to the gym and try to deadlift 500 lbs. Then you fail and you go back into hiding until the process repeats itself over and over throughout life.

You have to be willing to condition yourself to face adversity in life. That includes getting rejected or incompetently trying to interact with people. You can't just wait around hoping things will get better and thinking that you can just have all the positive without the negative. Porn and other forms of escapism are all positive and no negative (at least that's what you believe at first until your life turns into shit).

People are way too idle, comfortable, lazy, lame, weak, sensitive, passive, and avoidant these days. Always looking for shortcuts and easy fixes. Always looking for the answer to questions like "how do I become someone that never gets rejected?" which doesn't exist.

People want confidence and skills without having to work for it. They want a relationship without ever getting rejected or feeling any pain. They want the good things in life without taking any risks. That's a delusional and immature mindset.