How can I seduce an older man?

I'm 20 years old and want to seduce a man in his early 40's. He is NOT married. I find him extremely attractive in looks and personality and am only looking for a fling (probably one time, a few times at most).

I've known him for a few weeks and he's seen me at some quite unattractive-looking times, but he's consistently acted flirty and extra nice to me (at least that's how it seems to me, but I am VERY inexperienced dating/sexwise and could be interpreting wrong).
Something that's discouraging me, is that I keep thinking he's out of my league- he is successful, decently handsome (in a classic sense), has a very charming personality that he probably can use to get many women, so I'm thinking why would he bother to have a fling with me? My young age is in my favor, but I'm pretty average looking, thin, have long hair, wear little makeup, and dress very tomboyish. Not at all the typical pretty/sexy young girl kind of thing.

Like I said, I'm extremely inexperienced in dating/sex (no boyfriends, virgin. I grew up pretty isolated) so I need your perspective, especially if you're an older man.

I need some help in:
- gauging how open he might CURRENTLY be to having a fling with me
- what type of approaches would be most likely to make my seduction successful
- any other advice or things you think I should know

Is there anyone willing to help me out with this??

 

grab his penis


he will understand what you want and you'll know right away if he's interested or not

 

Please only respond if you can offer serious thoughts. I don't have anyone to ask advice for in person, so I'm turning to the internet.

 

If you were being serious, then if I do show my intentions to him, it will be with a much less bold approach

 

i am serious

go ahead and waste your time though if you want...im just saying most men want things simple and to the point

 

Yes you might have to come out and say something direct about what you want.
It's a nice fantasy to be with a younger woman but a lot of men don't want to make a fool of themselves by making the first move.

 

Do you have your own place and do you cook? If not consider asking him for a dinner date at someplace you're comfortable with. Maybe just ask him to join you for coffee. Whatever you most likely need to make the first move or moves.

 

Be confident, hold a conversation, and take initiative and ask him if he's busy on (fill in a date and time that you're free).

Going to see movie & dinner, will work fine, if he flirts respond with flirting of your own.

When things start to get physical like at the heavily making out stage just go with the flow, to your place or his depending on who poses the question first. Or go to a motel/hotel. If things get heavily intimate (like you're on the bed), communicate and tell him you're a virgin.

Guys love a direct girl who knows what she wants, articulates it clearly rather than through abstract communication that can be misinterpreted, and isn't having guilt trips about what she wants sexually. (note: roleplaying that one is ashamed is okay though)


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PS: You don't have to grab his penis to get you're point across. BUT this can be an extreme turn on once both of you are in a private setting and the physical foreplay has started.

 

This man is correct, just get to the point.

Guys are the same and dont change much with age.

 

>>Grabbing him is one approach, however a more subtle approach and letting your hand rest gently on his thigh shyly caress his thigh.

 

I was going to say PM me when I read this title
But then when I read more

On a serious side though: As an Olde man myself, I have always felt an attraction to younger woman - Nice bodies and Pretty faces yes, though it is moreover their Spirit, the Freshness and Optimistic Faith in a better future, along with the Love that they are emit,
Honesty and Confidence are good attributes to have, though a male especially; dare I say it? one of mature years will respond to attentiveness and compliment - then again that may just be me (?)

 

Good luck with that; especially if he's out of your league.

 

You could seduce a guy just by looking at him & by using a cute smile & a bit of body language or baring some cleavage. Even if he's twice your age, he may take a liking to you sexually anyway even if you show your body assets or personality.

 

Well, first thing you listed there was "successful" i.e has money

He'd be used to girls like you, so no

If he was everything else, handsome, charming personality but was a janitor...you would what? err uh wha yeah mmmm hmmm

 

Then theres you, who basically listed nice rack and pretty face for the cumshot first , then go on to crap on like a maxi pad commercial - spirit and freshness, honesty and confidence

 

Grabbing the crotch could do it, maybe.

I was thinking of close proximity, like really close. Some cat rubbing like stuff or a boob brush on the arm, etc.

But that could all just scare him away, you being so much younger than him.

I talked to a girl at a party once that I thought would have no interest in me at all (we were the same age, btw) but it was still nice to talk to her for a while.

The next day there was a knock on my door and the sound of a car speeding off.

I opened the door and found a letter and a photo with her phone number.

That same night it was dinner and a movie + :love:

Hooked me like a fish she did with that letter.

Take a chance. Otherwise you may never know.

 

I don't know about his financial stuff, but him being an authority figure (in a small town) is the final draw that made me decide I wanted to do this. If I were looking for an actual relationship, I wouldn't pursue someone charming and like this man, because I'd be too suspicious all the time that he's not being faithful.

 

By what I described, do you think he is out of my league? I keep thinking perhaps he's more interesting than most men (or people in general) and is attracted to me for a combination of my youth and oddness. Maybe he has kind of a "niche" attraction that he thinks I fit inside.

 

I like the letter thing It would be easier for me because I'm pretty shy, but I know in this situation I need to do things in-person. I'd rather it not be formally set up either (like a date & time)...ideally I just want to be able to sense if he's open to it (a big roadblock for me because of my inexperience), then make a pretty obvious but still hinting/less-set-up-for-rejection invitation, and let things take their course naturally.
We meet for work-like reasons but in social environments, and because of his position/job, it probably wouldn't be prudent for me to try to rub slightly against him or anything.

 

Out of curiosity, what was it that you found disappointing?