How much does age matter to them???

Should I go for it?

  • Find a new job and giv'er!

    Votes: 4 44.4%
  • Your mind is playing tricks on you again!

    Votes: 5 55.6%

  • Total voters
    9

MilfHunter

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Ok guys, first off I want to outline that I'm 23. The reason I'm posting in this forum is that I feel this question would be best asked to the more experienced men out there.

I've developed a bit of a crush on a woman I work with who is in the range of early to mid 40s. The job isn't that serious to me and it's gotten pretty bad so we're both looking for new work. She's unbelievably sexy, not just in her looks but in the way she carries herself. This is only half my attraction to her. The other half is that she's really helped me with some personal scars from the past and she's always protected me from the evil comunist ways of our supervisor. We've probably got as personal as one would be willing to get with another co-worker although that line is never completely clear and clean cut... She's been through quite a bit in her life so far, 4 or 5 failed marraiges, a parent may be passing on soon, and her 21 year old daughter just had a baby. She also hasn't been with a guy for a year or more.

Now some info on me. Since a horrible breakup with a long term relationship and at the same time a seperate traumatic experience, I haven't been getting too close to the fairer sex. For the past three years I've averaged on a makout or two per year. Has nothing to do with my attractiveness, sex has been thrown in my face quite a bit, I just haven't felt comfortable enough to get close to anyone. I'm not a virgin but I'm not that experienced either. About a year of regular sex during a 3 year relationship in my late teenage years. I'm not looking to fall in love but I wouldn't mind a little luvin in both the bedroom and on the inside.

This is the first person in a long time that I find myself this comfortable with sharing a part of me. Yet I dont know how to, or how wise it is to take that to another level. I want a relationship that doesn't get overly frequent with seeing each other and I'm eager to find a woman that can approach sex with experience and kind of play a coaching role.

Are my expectations unrealistic? Are my hopes achievable? If you've taken the time to read through my novel of a post any input, feedback, or continuing conversation would be much appreciated.
 

Lost In Translation

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do you have any friends ?

go out with your friends

meet some young women this side of 30

dude you are 23

i am sure hooking up with a 45 year old woman from 5 failed marriages is some sort of crime

IT SHOULD BE !

are you approaching women 18 - 25 ?

when and where ?

alot of older men would kill to be 23 again and single

expect peope to call you CRAZY

you need to get out and mingle with the young chicks more

how many kids does your 45 year old grandma have ?

how many grand kids does she have ?

YES SHE IS A GRANDMA

what if you find out she is lying about her age and is really 54 ?


Lost In Translation :D

**AUSTRALIAN STREET PIMP**
 

MilfHunter

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F*ck dude, I know it's twisted...

Yes, I get out with friends, I've travelled, met lots of nice young women... I really don't know what it is, I've always been attracted to women in their 40s. Call me crazy, sick, twisted, whatever. Grandma... she wasnt a granny when I met her, and she's a young granny at that... hahahaha.. She's got one other kid that's fairly young, 12 I'm guessing. 54, I think not... She easily passes for 35, nobody's really sure about her age but we all know its in that 40s range. And as far as me being crazy for being attracted to her physically, theres about 6 other guys I work with that are my age who I've overheard on many occations how much they wanna..!@#$$%#$%@#$%@$^ out of her... although I've never opened my mouth about it to them... probably because they see me as the only one having an actual shot at it....
 

joekerr31

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age doesnt matter that much, maturity matters.

this lady sounds like a train wreck and i'd stay away.

it sounds like both of you are in somewhat of a vulnerable state of mind and that is probably what is creating the attraction.

i strongly advise you stay away.

but if you decide to go for it, so be it. worse thing that happens is that it blows up in your face and you learn something from the whole experience.

if you can't get the itch to go away you might as well scratch it.

J
 

picard

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this woman is a ticking time bomb. she is lonely now hence she seeks company of younger men. She is also disenchanted with older men because of 5 failed marriages. She is looking for fresh, virgin body whom isn't contaminated with the evil aspects of life.

You can try to date her for 2yrs to determine her intentions. If she wants you as boy toy then you should bail out quickly before she pulls you down the lake (metaphorically speaking).:D
 

MacAvoy

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Older women can be great teachers for young men. Go for it, just stay detached, don't get sucked into her problems. Trust me, she will slowly try to suck you in, if she wants a boy toy, then only let it be that, don't go to functions together, sure go out for dinner together or whatever, but don't date at each other's functions.
 

MilfHunter

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Thank you so much for your responses guys... Maybe I am a bit vulnerable these days... Maybe the reason I'm lusting a bit more for her than usual is because there's not many other attractive women in my life at the moment...

Probably the best thing for me to do at this point is to put my thoughts about her on hold for now... and to resist watching everytime she bends over infront of me... she most likely just does it for kicks and probably wouldn't let anything happen anyways.... If I end up keeping in touch with her after this job then it's always something that can be ventured at a later time... I think the underlying issue may be that I'm just plain bored.
 

decades

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Learn about yourself!! Try to understand what's going on inside you. Not that its a bad thing at all, but Learn why it is you are attracted to a damaged 45 year old woman and not her daughter!. Now it could be that you have commitment issues. It could be that you are codependent. Sorry for the Psycho babble. Perhaps you are afraid to face your own problems and solve them and instead want to focus on the drama of someone who has built up a lot of life drama I imagine. I imagine you get wrapped up in her stories and the advice she can give you with all her experience. The idea is to get YOU healthy and looking for healthy relationships that can WORK over the long term. And to get you experiences with the kind of women that can provide fun enjoyment and fulfillment. So take a hard look at why you might be capable of being sucked into a vortex here. Careful. She may also be an an attention wh*re, also known as a histrionic. You are going to get a lot of advice saying go for it man...But my advice is this is a SIGNAL for you to take a look at what is going on inside and trace through why it is you have an attraction to this woman.

regards

mike
 

Rollo Tomassi

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My first impulse was to say tap it and leave it, but considering your situation I have to say avoid her.

21 y.o. single mommie daughter, 4-5 failed marriages at 40 y.o., hasn't been with a guy for a year or more? Don't you think there's a reason why these are her conditions? What's the more likely situation; she's had incredibly bad luck with men and is the victim of a series of unfortunate accidents in her life or there's something wrong with her for repeatedly making bad decisions in her life? At 40 she's got a 21 y.o. daughter? Do the math here, this means she got pregnant at 18 - and now her daughter is keeping up the family tradition. She's had 4-5 failed marriages? At 40, if she got married at 18, that's 4.5 years per marriage? Is it any wonder she hasn't been with a guy in a year?

By their fruits will you know them.

You're basing your decision on this broad from your vast knowledge of LTRs? Heheh,..You reek of ONEitis and insecurity. No guy should even consider monogamy until 27 and even then only after he's achieved his amibitons or is well on the way to achieving them. Women should only ever be a compliment to a man's life, NEVER the focus of it!

Go back to school, change your mind about yourself, find some self-worth.
 

MilfHunter

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All valid responses considering how little you guys know about me... I am working on the whole getting to no myself and all that ****... its not coming along as fast as I would like it to but I'm told by those around me that an astonishing amount of progress has been made considering the state I was in a few years ago.

Yes, the self-esteem is rather low but is getting better... and I definetly have a strong case of the ONEitis... Family moral values have always been the classic save it for marraige deal, I never really thought that would stick with todays society. As a teenager I thought I would grow up to be the kind that would screw every girl in sight but now I'm starting to see maybe I'm a cross between the two.

I want to go back to school... but I believe I'll only be capable once I've found my confidence and overcome my issues of the past.

I don't get sucked into her stories, they're not that long. I'm a bit lonely these days and she just happend to be the only female I've shared personal things with these past few months.... who cares how damaged either of us really are... if a few romps in the sack can give me some release and sexual confidence, add a few extra smiles to her weeks, then wheres the problem? In reality its just a fantasy of mine, I've been attracted to almost every female teacher I've had since grade 7. I wonder why that is? I really don't think anything would ever happen, even if I tried... but I just can't stop thinking how much I wanna bite that ass whenever she walks by
 
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