How do I shake this feeling?

Every time I like a guy, I end up feeling like I’m an embarrassment or that I’m making him uncomfortable. This usually arises in the beginning stages, and if the relationship works out, then it decreases, but almost always never fully dissipates.

I suppose the concept is grounded in the fact that I am almost always approaching the guy. I always do the work and yes, sometimes it works out and sometimes it doesn’t. The idea of being in command and straightforward appeals to me, but the concept in my mind is easier said than “felt”. What I mean by that is that I’m good at being straightforward, and I almost always go through with my plans, but the after feeling leaves me with a taste of regret and guilt. I feel like I’m pushing too much, even when I’m barely making a sound. It feels like I’m crossing comfort zones, when I haven’t even caught it in my sight.

I feel unwanted. There isn’t any better way to put it. The whole idea of chasing a guy appeals to me, and I always respect space and boundaries, but once I actually do something (even if it works out in the end), things just don’t feel right. Any advice?