Your question was: Was it an insult or really a joke?.
Go on the date using Match.com on Saturday and see how things go. I would probably question his joke if I were you too because it seems to not fit the banter that you started with your text messaging. Since it was out of sorts that is why you texted that you were confused. Some people joke around and say, "you're so crazy" when someone does something funny or odd. Maybe this guy wanted to create a twist in the text messaging and got fancy and it came off wrong. Sometimes things seem harsher in writing than delivered verbally. But he shouldnt be left thinking you are sensitive when his return joke didnt' fit the discussion - it was awkward...
"Many a truth is said in jest".
Not that *I* believe you need professional help, but imo, people say things for a reason... Couple that with his recent behaviors since you two have spent real life time together, his "sensitive" jab, and lack of even the slightest remorse for the comments he obviously knew made you uncomfortable- it seems to me he meant it. I absolutely do not think you are overreacting..
I get the feeling from this guy he may be a "bitter" towards women. He has said to me in the past that he thinks women are "psycho" (his words). We had emailed earlier in the day about the previous night's Ultimate Fighter episode and he said about one of the fighters "he's psycho...he acts like a girl". I didn't think anything of it at the time but after his text I thought back to it. He has a son with a woman that was a one night thing and he didn't find out she was pregnant until she was 6 months in.... so I wonder if that could have anything do with it.....anyway the point is.... it made me feel uncomfortable and b/c of his previous actions (seeming to be less interested) if I should bother.... ..
Ok.....my gut and the little voice in my head said to cancel Saturday - which I have done. Honestly, I thought about everything that has gone on these past 2/3 weeks. For whatever reason I am going to guess he just lost interest ... whether it was b/c we had sex or not... I don't know and really don't care at this point. However the comments yesterday just seemed a little too odd and my gut feeling is generally right. Besides who wants to be with someone where you have to be constantly guessing what's going on with them..
Now that you have elaborated more about this guy and the other comments he has made I can see why you cancelled. It was probably a good thing. A guy who thinks all women are psycho needs help himself...
This guy sounds like a real jerk. I hope you don't talk to him anymore. I am betting you are awesome and all he should be doing is everything in his power to make you happy and feel good! ..
I think you meant your post for mostlysmiles, but it came to my email instead. But I'll take the compliments....hehehe!..
I dont know what you emailed him but the you need help doesn't sound funny to me. People do have different senses of humor, however, and emails, texting, isn't the same as actually talking or seeing each other when you can really get a better bead on what someone means. And if your gut is doing all this screaming t you have at least a telephone conversation to clear the air before the date.