I really don't know where to post this, hell I don't even know how to express this... I just want to say, please don't take this as a bragging post for what I'm about to say, I'm aware of my situation and I'm seeking advice because I can see my biggest flaws and I don't know what to do, I'm completely lost.

I want to start saying that I'm 28 and I've never had a girlfriend. I have never been with someone that shows that level of affection to you. I lost my virginity at 23 (Thanks Tinder...), I have been with quite some girls since then but it was never because I worked hard for it, I was always in my comfort zone and I did every move with little to no risk, I was very lucky and it worked out for me... Or was I?

I think the fact that I had never to take a big risk to "hit on a girl" or "break the ice" is now showing and it makes it extremely hard to get to know girls. I have no problem meeting new people but when I know the main goal is to hit on a girl because I like her, I cannot do it.

I don't consider myself ugly, I go to the gym everyday, I'm fit, tall, I'm very lucky to have good friends and colleagues, I have a good paying job that I like and I'm living 5 minutes walking from a really good beach in a very touristic area which makes you think I should just go out and challenge myself. I SHOULD but I CAN'T. I'm so into my routine that it's really hard for me to step out of it. I have tried Tinder for some years and it worked fine (maybe because it's a low risk move again?) when I was living in a big city but now it doesn't and I feel like I have to do something else...

As you can see this was written very poorly, I hope you get my point. I don't know what to do, how to stop being so stupidly shy and take a god damn risk, if I fail it doesn't matter, it will still be a victory for me because I will have stepped out of the routine that works for everything in my life except for girls...

I'm going to need help guys...