As a 21 year old girl, what's the oldest you can acceptably date?

I have a really, really hard time believing that you get along with men that are older than you. Hey, maybe you do, but I have a sneaking suspicion that they're 1) being extra nice to to you, of course, and 2) they're at a point in life that most guys my age aren't, and can provide something different.

Gosh, you have it all figured out! So older guys are extra nice and they can provide more. What horrible assholes would actually want to be nice and have to go out of their way to do so, actually thinking of what the woman wants as opposed to just pretending that since they are ragey assholes that they absolutely can't control their emotions.

I'll tell you this. When I was in my late teens, I was shit at thinking about others...I'm an older guy that actually goes out of his way to be MUCH nicer to the younger women that I go out with. And yes, I can provide something MUCH different than you probably can.

but I know damn well that if I wanted to have an easy lay I could condescend the high school girls by acting a little dumber and relating to their high school things without them even knowing I was doing it.

And this is where you are failing...the interesting thing is women my age are actually FAR easier to get into bed and if this were the only thing I wanted, I'd go after them. Not everything about a relationship is pure sex.

I've always wanted to play the game, but my scruples pull me back.

Relationships are not a game nor competition. Relationships are about getting something and giving something. Hopefully these end up being a null sum where you get as much back as you give out and the same is for your partner. HOWEVER, if you only want sex? Sure...its an asshole move. Then again, sex can be just that...sex. It isn't something someone gives up and they are damaged goods because they did.

I'm 44 and I date MOSTLY women in their 20s. I have a great career, I own a house, several vehicles (cars / motorcycle)...when I find a woman my age that has the qualifications I want -- no kids, educated, career driven, independent -- I go for them. It is nearly impossible to find this. Nothing to do with rejection but for me the kids part is the worst. I was in entertainment for a decade and when I was working here I dated a woman that was in her 40s (she is now 60 something) and her qualifications were EXACTLY what I want. She is now married to a director who is about my age and has his own brand outside of her (I've met him a few times and he is a decent guy) and even though she's got her coug on...he isn't disadvantaged because of this. Outside of this world, it is hard to find women that fit the criteria. I absolutely do not want kids or the lifestyle that comes with them, which makes living in the midwest impossible at times.

At the younger girls a little more immature? Sure. Or more to the fact, they are PERFECTLY mature...for the age they are in. And they have to realize that I may not be about the bullshit they are dealing with all the while they may not be about the bullshit I'm about. And yet we are both supportive when we need to knowing it is important for the other person. Nothing about being dumber or relating because we HAVE to...its because we WANT to. Big difference. If you condescend...you are an asshole that should remain sexless forever and have both arms in a cast with a mother that doesn't give a fuck.

That said, my last serious relationship was with a woman my age, and she was a fellow refuge of the music industry and had the same ideas and attitudes I did and it lasted for several years. She was a unicorn...however with all successful people, sometimes our lives take a left turn and paths diverge. Relationships don't have to be the fairy tale rest of your life to be successful. I'm still great friends with this girl even though our lives are in different parts of the world. She is dating a man in his 30s and she is happy...10 years older than she is.

This is my long way -- six days later -- of saying ages don't necessarily need to match up, there is no game, and you sound like you approach dating with the same attitude as the douchebags but telling yourself you are a 'nice guy'.

/r/OkCupid Thread Parent