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Dating an older woman?

There are two breeds here and you need to determine which breed you have on your hands. If she's a MILF then she wants to be the meat, if it's a cougar then you are the meat. That's the extent of the situation you have here. Either way consider yourself at the brink of embarking on a sexual adventure. Create a mental list of things you would like to accomplish, so that you can walk away from this situation satisfied that you have met your goals. Watch some porn for some ideas. Create a list and start knocking them out, including the weird ones that involve a bottle of wine, a funnel and another chick. There are only three dangers here, and one of them can be solved by wearing a jimmy. The other dangers to look out for are her ex. You need to make sure this dude isn't going to suddenly bust into the room and catch you naked holding a funnel. The last danger is your own young mind. Mentally she has the advantage, and she can play Jedi mind tricks with your young mind. Stay strong. Anything that leads to a discussion about "us", or what are "we" should be silenced. I find it's best to put something in her mouth but that's just me. Do not go on dates with this chick. Don't approach her by asking her on a date. Be straight up. Tell her you want to take her home and do something very specific to her. She might shy away, but shell be thinking about it all the way up to the point she says yes. Good luck soldier, and remember no pics no milf/cougar.

And this my friends is why Maki is the King ! :)

Listen to Maki very carefully and do exactly as he suggested :D
 
There are two breeds here and you need to determine which breed you have on your hands. If she's a MILF then she wants to be the meat, if it's a cougar then you are the meat. That's the extent of the situation you have here. Either way consider yourself at the brink of embarking on a sexual adventure. Create a mental list of things you would like to accomplish, so that you can walk away from this situation satisfied that you have met your goals. Watch some porn for some ideas. Create a list and start knocking them out, including the weird ones that involve a bottle of wine, a funnel and another chick. There are only three dangers here, and one of them can be solved by wearing a jimmy. The other dangers to look out for are her ex. You need to make sure this dude isn't going to suddenly bust into the room and catch you naked holding a funnel. The last danger is your own young mind. Mentally she has the advantage, and she can play Jedi mind tricks with your young mind. Stay strong. Anything that leads to a discussion about "us", or what are "we" should be silenced. I find it's best to put something in her mouth but that's just me. Do not go on dates with this chick. Don't approach her by asking her on a date. Be straight up. Tell her you want to take her home and do something very specific to her. She might shy away, but shell be thinking about it all the way up to the point she says yes. Good luck soldier, and remember no pics no milf/cougar.

Wow. Where were you when I was in my early 20's. I had to learn the hard way that every single thing you said in the above statement is TRUE.

I"ve got many notches on the cougar belt, but yet many clawmarks on my back. To the OP, you'd be a FOOL NOT TO!!!!!
And yes, Pics are in order!!!!
 
Getting with an older woman will either teach you how to destroy the younger girls, or it'll make you long for someone who knows what they're doing if your next one happens to be someone that don't.

I definitely know of a case where someone learned in a good way (not me), and of course since there's always 2 sides, you could definitely end up not being satisfied by any younger girl. It's hard to say that right, cause you'll be satisfied to a point, but something will be missing and when you thinking about it you'll get pissed haha.

Where I'm at now, if she came at me I'd suck it up and hope that she doesn't spoil the youngins for me. But either way I'd hit it if she fine. Don't worry about who she has and hasn't been with, bring protection and try not to be intimidated.
 
Well my co worker who is 43 asked me if I wanted to "hang out" with her sometime.

Well, there's only one question here: do you think she's attractive, for a woman of that age? If yes, go for it. There are far worse things than getting into sack with an attractive older lady. She probably will teach you a thing or two. If you've misunderstood her intentions - which I doubt - you'll lose nothing.
 
Well my co worker who is 43 asked me if I wanted to "hang out" with her sometime.

I am 19.

Why would a 43 Y/O divorced mother of 2 want to hang out with a 19 y/o kid?

She has been coming on too me for months and I honestly am just noticing things now because I am quite naive to these things.

I am quite stumped on what to do. Should I just rail her and call it a day? But what if my intentions are incorrect?

Hmmm...

IMHO Doing co-workers is a no no. Especially if you value your job and would like to stay. The chances of things going wrong is not worth it. On the other hand if you could care less about the job go for it! :hyper: