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Anonymous #1
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Help me score a milf
#24024687 - 01/20/17 02:58 AM (7 years, 11 days ago) |
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It has always been a desire of mine to be with a mature woman but I have no experience and I find it a little intimidating to get the ball rolling. In general I am alright with talking/complimenting/asking open ended questions with a respectful demeanor and without being a creepo. My financial situation is going pretty good so can afford to take her to dinner and stuff
She's in her 40s and recently added me on facebook. From the looks of things she has 2 kids but no husband. She posts a lot of pictures of herself in really classy and sexy dresses, wearing pumps/heels ..etc and gives me the general impression that she's on the market
I am not looking for something serious, I'm still going through some issues, getting a business rolling and general improvement of my life and attitude. I am just looking for something fun and relax were two individuals can get together and just experience. I am in no position to raise her kids, mentally and financially and I do not want to get mixed up with that however I am interested in getting to know her personality and have a little fun
I'm terrible at breaking the ice and getting the ball rolling and my experience with older women is absolute 0. All the women I've been with were younger than me revolving around 21-24.
This should be easy seeing as it's all online but I do not make good first impressions. I've tried complimenting one of her recently uploaded profile pictures and said something simple and complimentary but got no response. I am assuming it's due to other and more aggressive male attention she receives
Help please?
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sudly
Darwin's stagger


Registered: 01/05/15
Posts: 10,812
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Maybe it's you,
-------------------- I am whatever Darwin needs me to be.
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Anonymous #1
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Re: Help me score a milf [Re: sudly]
#24026658 - 01/20/17 08:00 PM (7 years, 10 days ago) |
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I'm pretty confident it's not and I don't need to justify myself to you
I just don't make a good first impression cause I was stripped away from socializing when I was growing up due to extreme amounts of bullying and family violence so my attitude at first can be a little rough
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DoneKildatReason
Chemical in the body



Registered: 02/25/05
Posts: 1,061
Loc: Green Country
Last seen: 12 days, 6 hours
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Hey man good luck. Definitely be confident in yourself while talking with her. Realise that you're pretty fuckin awesome, business minded and goal setting, intelligent, self-analysing and aware, and...., Wait you didn't say your age..... Oh, and she's probably not looking for you to be around her kids anyway.... if you're very much younger.....
I for one suggest that you stop the internet typing stuff.... No more Facebook replies.... Leads to weird expectations imo... It can get too good in type, and then the face to face contact is way behind on what you know from type... Let your initial attraction and excitement grow WHILE FACE2 FACE. I suggest for you to message her and say you were interested or intrigued by WHATEVER, and that you think you'd like to talk more with her, but that you're not too big on Facebook (chicks don't want a dude who posts all the time on Facebook) and tell her you rather talk on phone. Get her on the phone, be yourself, make her smile or laugh, listen to her, try to give her a unique perspective on something if you can and get her excited to know you, then tell her you better get going, your awesomeness is needed preparing for your future, but, "would you like to go to dinner and get loose with me baby?" Thats a start.....
-------------------- This was an experiment.
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Amanita86
OTD Keymaster


Registered: 09/26/12
Posts: 89,464
Loc: hades
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Just be straight up and wing it. Don't overthink it or you'll come off as scripted. Just get to know her and ask if she wants to hang out sometime. You already know what you're looking for, so look for it. She's probably seen it all so don't beat around the bush etc (but dont jump the gun), just act like she's one of your dude friends that you interact with when you don't overthink how you're going to interact, you just do it.
I expect updates. Go get your MILF bro..
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Orange clock, pencil "They threw me off the hay truck about noon..."
*Mark 15:34  Gam zeh ya’avor...
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ONE OZ SLUG
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Registered: 05/22/13
Posts: 17,839
Loc: TX
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How exactly does she know you? Have you had a real conversation with her?
The best way to make any sort of progress is to meet her in person. Don't try to rush this though since you've only just met her online. It's weird when a 20 year old is just randomly hitting up a 40 year old with children. People that are generation(s) apart aren't going to have a lot in common and many older women tend to look for something more serious.
I got kind of lucky. One day I learned my downstairs neighbor smoked, and we would smoke each other out. Gradually I got to know her and we hooked up a couple of times after that.
Keep in mind, that if you do establish a beneficial relationship of any kind with her, you're probably not going to be seeing her a lot anyway. She works at a job to support her home and her kids. Something to consider.
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tump
ban the undead



Registered: 03/17/16
Posts: 2,383
Last seen: 6 years, 10 months
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Re: Help me score a milf [Re: Amanita86]
#24027219 - 01/21/17 01:11 AM (7 years, 10 days ago) |
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Put the old Regan trick on her. Ask her out for a ice cream date. Then right before she arrives take 6 benadryl. Fir part b later. So you all get your ice cream and talk it out, date last about a hour in which tine you meds kick in and your sick as hell. Play on her compassion to get her to take you home to rest. The rest is up to you. But asking for cuddles on coach never hurt. Its all about phycal contact. If the passions fly great if not so be it
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Amanita86
OTD Keymaster


Registered: 09/26/12
Posts: 89,464
Loc: hades
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Re: Help me score a milf [Re: tump]
#24027919 - 01/21/17 11:05 AM (7 years, 9 days ago) |
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Get your keyboard fixed.
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Orange clock, pencil "They threw me off the hay truck about noon..."
*Mark 15:34  Gam zeh ya’avor...
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T-Funkadelic
Hepatitis G


Registered: 05/14/13
Posts: 11,392
Loc: 2535 W Fairmont Ave MD 21223
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Re: Help me score a milf [Re: Amanita86] 1
#24027965 - 01/21/17 11:16 AM (7 years, 9 days ago) |
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Op, just walk up and grab her by the pussy and stick your tongue in her ear and whisper lets fuck.
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Amanita86
OTD Keymaster


Registered: 09/26/12
Posts: 89,464
Loc: hades
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Making America great again, one MILF at a time..
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Orange clock, pencil "They threw me off the hay truck about noon..."
*Mark 15:34  Gam zeh ya’avor...
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DoneKildatReason
Chemical in the body



Registered: 02/25/05
Posts: 1,061
Loc: Green Country
Last seen: 12 days, 6 hours
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Re: Help me score a milf [Re: Amanita86]
#24028227 - 01/21/17 01:26 PM (7 years, 9 days ago) |
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T--funk is right , sometimes that's all it takes. Be sure and suit up in any case.... Ever seen the movie Teeth? Watch out man....
-------------------- This was an experiment.
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Connoisseur

Registered: 05/13/11
Posts: 34,686
Last seen: 5 years, 2 months
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Re: Help me score a milf [Re: tump]
#24030512 - 01/22/17 01:07 PM (7 years, 8 days ago) |
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Quote:
tump said: Put the old Regan trick on her. Ask her out for a ice cream date. Then right before she arrives take 6 benadryl. Fir part b later. So you all get your ice cream and talk it out, date last about a hour in which tine you meds kick in and your sick as hell. Play on her compassion to get her to take you home to rest. The rest is up to you. But asking for cuddles on coach never hurt. Its all about phycal contact. If the passions fly great if not so be it
how does eating 6 benadryl get you laid?
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DoneKildatReason
Chemical in the body



Registered: 02/25/05
Posts: 1,061
Loc: Green Country
Last seen: 12 days, 6 hours
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How does six benadryl make you sick, either?
-------------------- This was an experiment.
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tump
ban the undead



Registered: 03/17/16
Posts: 2,383
Last seen: 6 years, 10 months
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Quote:
DoneKildatReason said: How does six benadryl make you sick, either?
Take it and find out. There is effects that raise your body temp, shift the water content. It also makes you look aick which is important to get the invite to her home. Women love warm bodys
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DoneKildatReason
Chemical in the body



Registered: 02/25/05
Posts: 1,061
Loc: Green Country
Last seen: 12 days, 6 hours
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Re: Help me score a milf [Re: tump]
#24030640 - 01/22/17 01:59 PM (7 years, 8 days ago) |
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I have man..... When we were younger we'd take 12 or 20 or however many..... Stupid kids..... But OK, I gotcha.... 6 makes ya look sick and feel warm..... But this is for a milf man.... She starts babying you and shit she's gonna start thinking of her kids.....
-------------------- This was an experiment.
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FruitOfLife
Professional Package Handler


Registered: 05/21/12
Posts: 4,832
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Milfs are easy. They know a younger man isn't looking for a relationship, he just wants to fuck. Display your intentions clearly to her and take her home.
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Prem. Kissoff
Tourist with a typewriter

Registered: 11/09/16
Posts: 259
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This is how its done: You need to tell her shes sexy, more often than youd tell younger girls theyre super sensitive about their cellulite and shit, you need to be DIRECT and tell her that youre gonna fuck the shit out of her and that NOBODY is ever gonna find out afterwards, she needs to know there will be no drama and you dont think youre gonna be her boyfriend or fuck shit up in her life. You need to be cool, all good emotions. Done. Way easier cause they fucking know whats up theyre not stupid.
Edited by Prem. Kissoff (01/22/17 04:35 PM)
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Anonymous #1
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To reply to some of the responses, which I'm thankful for, No I have not yet had a face to face conversation. We just had similar interests, she looked interesting, I added her and she accepted and so far I've just been slowly edging my existence. I'd like to initiate conversation and see where that leads
Do I just straight up tell her she's sexy, like ''Hey sexy'' ? Sounds a little off-putting 
She's pretty attractive and a bit of a bimbo, just how I like them and I'm full of vigor. I'm not expecting a done deal, this isn't an escort service, getting her out for a coffee, some cake, talk and show her some cool out of the way places would be a good step in getting her warm up.
The towns are a little small so most of the community is the homey type. I don't think clearly displaying intentions would be seen as honesty but rather aggressive and coming on too strong
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FruitOfLife
Professional Package Handler


Registered: 05/21/12
Posts: 4,832
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Quote:
Anonymous said: To reply to some of the responses, which I'm thankful for, No I have not yet had a face to face conversation. We just had similar interests, she looked interesting, I added her and she accepted and so far I've just been slowly edging my existence. I'd like to initiate conversation and see where that leads
Do I just straight up tell her she's sexy, like ''Hey sexy'' ? Sounds a little off-putting 
She's pretty attractive and a bit of a bimbo, just how I like them and I'm full of vigor. I'm not expecting a done deal, this isn't an escort service, getting her out for a coffee, some cake, talk and show her some cool out of the way places would be a good step in getting her warm up.
The towns are a little small so most of the community is the homey type. I don't think clearly displaying intentions would be seen as honesty but rather aggressive and coming on too strong
Are you looking for a relationship or a fuck? If you want to take her out for coffee, cake, and show her some stuff then it shows you might be looking for something more than just sex. If she doesn't want a relationship but only to fuck then this will be a sort of red flag to her. But if she is looking for something more than just sex then and you aren't then you are leading her on and that's not cool.
So it's best to state your intentions clearly from the get go and not beat around the bush, that way everyone is on the same page. Assumeing you have already talked to her before and got the ball rolling, just message her something like "I want to have some fun without anything serious. Come over to my place Friday night at 7:00 (or whenever at whatever time) and we can drink this great bottle of wine I have. Then we can decide from there what's for dessert "
This clearly states you want to fuck without a label or relationship.
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DoneKildatReason
Chemical in the body



Registered: 02/25/05
Posts: 1,061
Loc: Green Country
Last seen: 12 days, 6 hours
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Post a pic man, we can tell you by looking
-------------------- This was an experiment.
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