I've never had the MILF experience, but I wanted to when I was in my early twenties and this one neighbor was around 38. She had four kids and still looked like a Mrs. Robinson. One of my exes was/is a mother, but she was in her twenties and only two years older than me. She wasn't looking for a husband, just a lover.
There was a time when my wife made more money than me. It didn't bother me a bit. The difference wasn't that big, but I don't think that would matter. It has nothing to do with sexiness as far as I'm concerned. We were both degreed professionals.
If the chemistry is there, it takes as long as it takes. If the chemistry isn't there, or if the attraction is purely physical, I suppose it could be one and done.
You did say "would a woman that is more intelligent than you be seen as intimidating". I don't know how to say this without seeming elitist, but the concept kind of boggles my mind. I can only think of one time that it's become obvious to me to me that a woman had an edge on me in a "pure logic" sense and I soaked up everything I could read by her like a sponge until I thought I could possibly hold a conversation with her (were she still alive). I don't really know what you mean by "social intelligence", but something like that might be a place where it's just a case of lack of interest in her world. There are a lot of things that I've just written off as useless or uninteresting as far as "social" skills I could acquire. Book smarts is just a matter of time and interest. If a woman knows something that I don't know, and if it is interesting, that makes her interesting.
I'm sure there was once an evolutionary reason for a "nag" gene. It was probably to get the men to go out hunting or something, or maybe to get them both back into the gene pool with some other mate. It may have outlived its usefulness, but it still does those things well.
With someone from Lush? No way. After 25 years with a vanilla wife, I'm afraid I would come to death from the things these women couldn't help but do once they got their hands on me. ;)
Not that it would be a bad way to go. I would probably die with a smile on my face. But there are too many stories still to write.
Women by a long shot. Being labelled a slut or whore doesn't seriously diminish their ability to find sex partners. There's plenty of guys who just don't care. It does diminish their ability to find men who will commit to a LTR, so that's one of the reasons so many go without when they can be getting some. In economic terms, it lowers their market value.
I know at least one lesbian who enjoys guys flirting with her. There's always the "don't knock me 'til you've tried me" angle and the "once you go me, you'll never go she" angle. It's fun. If all flirting was serious pursuit, it wouldn't be very fun. If you're a straight guy and confident enough, it's even fun to flirt with gay guys.
I don't think it's a desire for underage women. They just look like the first females we became sexually attracted to and the desire for that look just never left our minds. Now, if we didn't become sexually attracted to any females until we were older and then we only found the much younger females attractive...
That embracing a "live and let live" morality is extremely hard but very rewarding. You can't do it and remain conservative or liberal. You have to recognize the double standards and refuse to succumb to the desire for the false security they promise.
I recently checked with my wife to see if she was interested in getting something and she wasn't. I suspect that if I had just gotten her one, it wouldn't have been welcome, but I would bet that if a trusted friend had given her one, even if it was a "gag gift", she would discover whether she enjoyed it.
To a great extent, it's just a matter of culture. Cultures have traditions and rituals designed to bind them together to gain the strength of unity. The Other was traditionally an enemy, trying to take from your culture. It's not just skin color. It's everything that makes you culturally different. Catholics don't marry Jews who don't marry Muslims who don't marry... even when they're all the same ethnicity, until enough cultural assimilation occurs. Immigrants to a nation initially try to set up enclaves. That provides temporary advantages, but it slows assimilation. The more generations that pass and the more incentive there is for assimilating into the local culture, the more acceptable mixing becomes.
The US military has dragged all of our melting pot values to bases around the globe and many of our soldiers have brought wives or husbands and their families into the enclaves in the US, helping to break them down. Our universities are very ethnically and culturally diverse and that provides a climate for good experiences with Others that helps to break down the barriers. I can't speak to how quickly cultural assimilation is occurring in other English speaking countries, or even to some regions in the US, but when children are schooled together and taught the same values and are at least introduced to the traditions and rituals of the Other, barriers erode.
The advice to learn what he likes is good advice. It will be easier to feel sexy if you have an idea of his desires. My wife makes the mistake of trying to use lingerie to conceal what she doesn't like about herself, rather than to accentuate what I like about her. That's how she tries to feel sexy. It backfires, because she ignores what I've told her that I like, which is something that I can't change. Suppress the urge to dismiss all of his preferences that display what you consider to be negatives. He will appreciate the display of confidence that a bold choice is.
Botched attempts are so bad sometimes that they can have very long lasting impacts. The important thing to remember is that billions of people have recovered from botched attempts. Trust your instincts to let you know when the time is right. The fact that you have an interest in the topic indicates that you want to experience it done well. The only thing to be nervous about is whether you're really ready. Expressing your fears to your partner and seeing their response may help you take the risk.
A group of friends and I skydived into a backyard BBQ on request once. We didn't have anything else to wear but our colorful (and also warm and sweaty) jumpsuits. The vans that were supposed to take us back to the DZ got lost, so everybody was offering us drinks and helping us repack our chutes. Some of the ladies got real friendly with some of the guys and it caused a little friction with their dates. I get kind of freaked by crowds, but I suspect that if there were more single women around, even I might have gotten laid that night.
Is this only about panties or would a a woman's sweat sox count? Aaroooooooh! Rooh! Rooh! Roooooooooh!