Yes, and I called it social anxiety. It got to the point where if I said something and it didn't get the proper response I would mull about it hours, days, sometimes months after the fact, like somehow thinking about it and worrying about how stupid I looked/felt would change it? And half the time, no one noticed, and even if they did it was for five minutes and then they deleted it from their mind. I suppose what I learned is the truth is, most people worry about themselves more than what you say. The sort of people who don't left guffaws go either think that you are enjoying being teased for a mistake (some people enjoy 'affectionately mean' humor) or, they are insecure about themselves and are trying to compensate. Whereas in the past I used to fret about what I did wrong and try to figure out what was 'wrong' with me, I suppose I've become a bit jaded because I'm at the point that I just don't care if other people think there is something 'wrong' with me. I've met enough people who understand my humor, I no longer try to pander to everyone to make jokes at their level. I'm nice and polite and if someone reacts wrong to what I said, I clarify and move on and forget it ever happened, y'know?
Life becomes miserable when you focus on social inadequacies you perceive you have (I say perceive because typically, I've found, I was wrong and it was actually other people with the problem). Also I found I am much happier now that I've accepted that I'm the kind of person who can come home from work and watch 3 hours of netflix and have a conversation on the phone with my mom and not crave any more social interaction. I've come to accept myself, and no longer need the sort of social approval that I needed in the past because
A. it's exhausting for me, I feel like I'm in hell after 2 days of social interaction with even people I love
and
B. I figured out my own values to live by and apply them to myself. Being funny or a good cuddler for example are not on the top of my "What it means to be a valuable contributing member of society" list or even my "self-fulfillment skills" list. But I suppose, if being funny is really a priority for you, observe other people and attempt to learn their style of humor and then imitate it. Humor changes person to person. Watch comedy sessions, read jokes, practice 'story jokes', 'one liners', 'mean jokes', 'self deprecating humor' and figure out your forte. Perhaps go to an open mike, try to make people laugh. Practice practice practice. A warning though...comedians are some of the most depressed suicidal people in society. Being heckled and having to perform for a living really does a number on your sanity it seems...