I have been married 23 yrs. We got married young. I often wonder what it would be like to start dating at my age. I think it would be a lot more fun then it was when I was young. For one I understand people and can read them a lot better then I used to. And I'm a lot less self conscious or shy. I think speed dating would be fun and could weed out the losers real quick. At my age I know exactly what I'd be looking for in a man it would take less then 5mins to know if that person is worth wasting time on or not.
A friend of mine recently separated from his wife of 20 yrs. Another friend of his and I were asking him about dating. He was telling us a story of going on a date with a younger woman and bringing her home. He put her in his bed and went to sleep on the couch. She got up and came to the living room and ended up sleeping on the floor. He said he didn't want to offend her by thinking he expected sex on the first date. His friend and I laughed at him. I told him that in this day and age and with the younger crowd, the fact that she came home with him indicated that she expected to have sex with him.
So I plan to date vicariously through you Pikachu. For someone to suggest that your date isn't appropriate for you based on a couple of posts is just silly. To suggest your only going on a date out of desperation is down right tacky. You go on that date and you tell all of us silly old married women all about it. Don't leave out the juicy details.
Your date might be asking repeatedly what you like to do because your not giving him enough info. If you told him you like picnics he might be trying to figure out if you like to hike 3 miles to a quaint quiet spot or do you prefer the picnic table at the local city park. And if you told him you like festivals he might be trying to figure out if you'd like the bluegrass or the butter bean festival.
I love Norw's idea of going to the comedy club. I have thought that would be a great first date. But a sense of humor is very important to me. So if I can't be comfortable with him at the CC I probably won't be that comfortable with him elsewhere.