I know I obsess about what people say, I don't know maybe it's because deep down I believe them.

For instance, a conversation that started innocently enough made me angry by the end of it. A co-worker (a different one) was talking about a site where you can watch TV shows online and he was like "knowing you you'll type in something by mistake and end up at *, or no you'd probably visit it anyway," and I tried turning it around saying he was just covering it up because he does it and he just gave me that look saying "I don't need to," sort of implying that I did (he's married).

I brang it up later, and he's like "I say things to people like that, so it eats at them." I don't know, I know guys mess with each other I just don't know why he would say this to me.

What's worse is the anxiety that accompanies even things that are maybe meant to be jovial?

Somewhere along the line, you need to learn to "slough things off."
There's always going to be a smart you-know-what in just about every facet of life...
Don't let them get the better of you.
Just learn to smile...state your mind....and move on.
And then SHAKE it off.
Don't allow someone so inconsiderate to upset you in any way.
Stick to your guns & do it nice and politely.
Good ALWAYS overcomes evil.
Eventually, this person will realize he can't phase you anymore--and will leave you alone.
You need to learn to be a little more assertive.
You can do it!

We've been down this road before....

Your sensitivity makes you an easy target and makes you prey for workplace bullies.

Don't rise. Don't ask him what he meant. As the previous poster said, just let it wash off you.

I know it's hard...I know reassurance will make you feel better...

Learn to live with the discomfort of not having that reassurance, that's the only way you'll learn not to care what people think. Asking for reassurance will make him do it again...because you needing that reassurance gives him a big power kick. Who CARES what he meant? The guy is a tool. Stop letting your own happiness be dependent on other peoples' opinion of you. Be in control of your own happiness. Find a way! You're wasting your life feeling like this...believe me, I know all about it!!

At the same time...research social anxiety and head towards some curative approaches. Don't let this ruin any more of your life.