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FR+  LegallyMILF

Marty

Cro-Magnon Man
Cro-Magnon Man
Joined
Jul 17, 2013
Messages
1,490
Looking at my records, I met this lady almost a month ago (Feb 4th) but only had the first date today. I canceled an earlier date with her in favor of SportyBalt—fat lot of good that did me ;) In the meantime she sent me piles of pointless text, none of which I'll copy here: I even had to push the "Load Earlier Messages" prompt on my iPhone to see it all :)

So, a month ago I am driving back to the office from a previous outing when I see a slim figure in a dark red dress and highlighted hair waiting at a crosswalk. Not much else at that speed, but the perfection of the hourglass figure intrigues me. I look for a place to stop, but parking is restricted. I turn off into a residential area and after some searching find a spot. I return to the sighting location with little hope of success, but at the last minute catch sight of the rear end of a comely figure in a dark red dress disappearing into Subway. I occupy a table in the outside seating area and metamorphose myself into a picture of exaggerated relaxation, taking up as much space as possible.

Presently she emerges bearing a pizza. She looks around for a table, notices me checking her out unashamedly, smiles coyly, and sits. At that moment a fire-truck passes making a truly deafening ruckus. She looks up at it, I catch her eye and we share a smile. As soon as the noise has subsided, I get up, move to her table and ask permission to sit.

A five-minute conversation ensues during which I go direct (regarding her figure—what else?), learn her name, briefly inquire about the purpose of her life, and gain her agreement to a date. She puts her number into my phone and I press "Call" to create a missed call on hers. I bid her a good day.

This lady is 41, very recently divorced, with several children. In view of this she keeps herself in a good state of repair; in addition to her comely physique, her teeth in particular are pleasant to look at when she laughs... and she laughs a lot when she's speaking to me. She works in the county court system, hence the ridiculous nickname :)

Five minutes later I have not even entered my office building when I get a text from her inquiring as to whether I have eaten. I thank her for her concern and assure her that I always bring my own sandwiches from home to the office in the interests of economy as well as healthy eating. As I mentioned, weeks of undirected texting follow, initiated in all cases by the lady, and she gets me on the phone at one point too. About 3 weeks into this, the following is the only notable section of text:

  • 2/25 12:53 PM—LegallyMILF: To Subway

    2/25 12:54 PM—Marty: ?
    (learned from NarrowJ)

    2/25 12:55 PM—LegallyMILF: I am heading there, didn't know if u were girl watching, ha!

    2/25 12:59 PM—Marty: You are so funny :) I am not feeling 100% today so decided to take a break from "girl watching". Call me a slacker if you wish ;)

    2/25 1:00 PM—LegallyMILF: LOL!!! You have humor... feel better.
I then get her to the point and schedule today's date. Needless to say, she finds it essential to exchange a further 5 texts apiece before the matter can be considered complete for that day. Likewise today's anti-flaking text is followed by a half-dozen pointless questions.

It being very cold, I pick her up in my car and drive to the café. We order tea and she starts telling me about how her recent divorce made her feel, et cetera, ad nauseam while I make the appropriate grunting-noises. After about a half-hour I figure enough is enough and get the check. I tell her that it being Monday we have almost a week's worth of work ahead and ought not to let this drag on too long; she assents. As we get up, I tell her that I can see she's not ready to move back into something serious after so much recent turmoil, and that this is fine, I'm not going to tie her down. We can keep things casual. She smiles and nods.

There is validated parking in an adjacent office building but it requires a short walk in the street. The wind is brutal. I ask if she is cold and she says no, but I put my arm around her anyway and she says "Mmmmmm..."

We get into my car and I kiss her. She just melts into it. She kisses pretty well, lots of tongue and grasps me and shifts her body over toward my seat to get closer.

I drive her back to her car. As we exit the parking garage, she starts asking me personal questions, which is something I have a particular aversion to and I decide to unilaterally lay down the law:

  • Marty: Let me be perfectly clear. If you're not ready for anything right now, we don't need to meet if you don't want to. If you feel you'd like to experiment and try something casual, I'd be happy to do that, and I'm not going to try to get you into anything serious. But if you feel you can't handle things that way, we can just call it off. Does that make sense?
She assures me I have made myself abundantly clear. (I rather surprised myself, actually. I hadn't realized I could be quite that much of an asshole: didn't know I had it in me!)

In the car she starts qualifying herself like crazy, saying she doesn't normally give her number to men in Subway, she doesn't normally do non-serious things, etc., and I assure her that she doesn't need to say such stuff to me, I have no need of social justification. She relaxes and tells me that's fine, she won't say any more. As we drive into her parking deck, she asks me whether I have casual relations with other women. I tell her that's a step too far for our level of acquaintance, but ask: if I did, would it excite her? She says that I am an attractive man and she can only assume I do. I let it ride ;)

Logistics are not correct for sex but when we reach her car I park and she leans over and we kiss passionately for around 6-7 minutes. During this period, she grasps me and I move my hands over her upper body, hips, then down onto her thighs. I place my hand between her thighs without any resistance whatever, then tilt her over and lean to place my hand on her ass, under the skirt of her dress. I then reach up her dress, all the time in contact with her body, up and over her pantyhose and grasp it at the top ready to yank it down. At this point she gently but firmly takes my wrist and moves it away.

Shortly after, I place my hand on her inner thigh, without resistance at this point, again underneath the skirt of her dress, and gradually work my way upward; as I get close to her pussy she moves me away again.

Most of the sexually aggressive fellas on this forum could have cut through this resistance like a knife through hot butter; I'm not there yet, but she didn't cool off with the kissing at any point. I also fondled her breasts through her clothing, and slipped one hand into the top of her dress.

I assure her we can meet whenever convenient and she should let me know. If I had to guess, I'd say maybe she won't get in contact, it might be just too much for her right now, but the sexual desire was definitely there. If she does, I'd like to sort the logistics and get her into bed, maybe on repeated occasions.

Either way, I'm not too fussed; I'd like it, but it's more that I'm pleased with the progress. She's only just on the right side of the line that separates sexually desirable from merely okay. Earlier today I opened in the street, and had an immediate answer to my icebreaker from, a very pretty 26-year-old TV drama actress, no less, so in any case I have other fish to fry :)

-Marty
 

Mr.Rob

Modern Human
Modern Human
Joined
Jun 16, 2013
Messages
1,897
Nice! I like!

Bummed logistics weren't good for you sealing the deal but nice progress Marty.

I'd try and get her over, or you over to her place and sip some wine. Or tea... do English people drink wine?

Either way I like my MILF's be sure if you get her in bed to give her a good pounding... MILF's seem to have pretty dirty minds (or are more open about it via body language) so treat her like the naughty girl she is ;) .

That is all.

-Rob
 

randy__bobandy

Tool-Bearing Hominid
Tool-Bearing Hominid
Joined
Jan 17, 2014
Messages
83
Hey Marty, nice job on the FR+. Curious though, how old are you? I'd like to try for slightly older women, I'm wondering what the age gap between you and her was.
 

PinotNoir

Tool-Bearing Hominid
Tool-Bearing Hominid
Joined
Jan 4, 2013
Messages
747
Great stuff as always. I think your little guy will be moving colors in no time haha. It's always motivational to read your stuff.

Anyway, it sucks that you couldn't persist through the LMR, especially for some hot car sex. With bad logistics (assuming you didn't want to have sex in the car), it'd almost be best not to even try persisting with touch so that it doesn't come off as a "failure." Instead, after kissing passionately, you'd just casually mention how tired you are from working today or something. I've also been meaning to try some of Ricardus's (or Chase's?) advice on LMR, but it's pretty ballsy. You just stop kissing and then go back to talking about something. Then you start kissing again. Repeat. If this doesn't get you an further, then finally you just stop and say, "Well, maybe we should just be friends." And, according to Ricardus, this will usually get her going and kissing you again and trying to chase you back. And, like I said, ballsy.

But, the reason why I'm replying is this:

Five minutes later I have not even entered my office building when I get a text from her inquiring as to whether I have eaten. I thank her for her concern and assure her that I always bring my own sandwiches from home to the office in the interests of economy as well as healthy eating.

If you hadn't met her at the pizza place, I'd imagine that this would be an indirect way of saying, "Let's eat together." Girls are very indirect/subtle (usually). And, when a girl asks me if I'm hungry, I take it as a huge sign now that what she actually means is either "I'm hungry" or "Please take me out now!" Because you did meet at the pizza place though, this is a little harder to interpret, and she probably really was just concerned or trying to build conversation, but, maybe she was saying this for dinner, and maybe you could have gotten away with, "Yes, I had a good lunch thanks :) But, not sure what I'm doing for dinner yet.... you got plans?" And just gauge her response.

Based on this, I think this could have most likely been a same-day-as-met date.
 
the right date makes getting her back home a piece of cake

Marty

Cro-Magnon Man
Cro-Magnon Man
Joined
Jul 17, 2013
Messages
1,490
Gents, thank you for your remarks!

Mr.Rob said:
Either way I like my MILF's be sure if you get her in bed to give her a good pounding...
I will be quite sure to do that. Thanks for bringing it to my attention, Rob! ;)

randy__bobandy said:
Curious though, how old are you? I'd like to try for slightly older women, I'm wondering what the age gap between you and her was.
Randy Bobandy, I think you're new-ish, so welcome! I'm 38. Frankly I was doing this for (a) practice and (b) pure physical gratification. I cannot seriously imagine myself developing feelings for an older woman.

The median age of the 170-odd girls I've opened in the street and elsewhere over the past 10 months is around 24, by my estimate (I record their approximate age, or known age if they've told me, as appropriate). In the case of this lady, you're quite right, the age gap is far from ideal, both in terms of sign and magnitude. Rather than a woman 3-4 years older, for any serious romantic involvement I'd look for a girl 10-15 years younger. This was just for fun.

PinotNoir said:
With bad logistics (assuming you didn't want to have sex in the car), it'd almost be best not to even try persisting with touch so that it doesn't come off as a "failure." Instead, after kissing passionately, you'd just casually mention how tired you are from working today or something. I've also been meaning to try some of Ricardus's (or Chase's?) advice on LMR, but it's pretty ballsy. You just stop kissing and then go back to talking about something. Then you start kissing again. Repeat.
Pinot, thanks, I think I should probably have persisted for the car sex. It was a deserted deck so it'd have been quite private. I did close it out preemptively in such a way that she ought not to see it as a failure... I said I wanted to leave the deck within the free 10-minute period and as I pulled away I remarked "Wouldn't want to leave you too hot-and-bothered".

Frankly, though, I think I have a baby-steps mentality at the moment—don't want to run before I can walk, etc. To understand why you should realize I'm coming at this from a position of rediscovery. The last time I did any serious dating and non-monogamous sex was in the period 1995–2001, when Mr. Rob and some other forum members were literally in their infancy. (In the interim I was in a vaguely satisfactory relationship—monogamous mainly because I was insufficiently skillful to make it non-monogamous.)

So I have this feeling that I want to be secure in each stage before pushing the boundaries further. Here I had physical escalation, which is new from the perspective of my recent efforts at improvement. With the next girl, I'm likely to want to push to stimulate her pussy pleasurably through her panties, tear off a few clothes, etc., but I'm unsure whether I'll be able to persist beyond that.

What is also quite new to me is that all the girls from my field reports are taken from cold-approach, with the exception of one from peripheral social circle so distant that I'd never seen her before the night I kissed her (and likely never will see her again). So whilst back in the 90s I got lays through clumsy accident largely because the girls already felt quite comfortable with me socially, that does not apply here. It's good of course, because it forces me to follow the processes laid out here and sharpen my edge.

PinotNoir said:
"Yes, I had a good lunch thanks :) But, not sure what I'm doing for dinner yet.... you got plans?" And just gauge her response.

Based on this, I think this could have most likely been a same-day-as-met date.
Ha! This is quite funny, and you couldn't have been expected to know why, Pinot. It wasn't possible, I was booked ;)

That day was the same evening I had a date with SexySculptress :)

-Marty
 

Marty

Cro-Magnon Man
Cro-Magnon Man
Joined
Jul 17, 2013
Messages
1,490
I awoke this morning to find a text she'd sent me overnight: "You are hot!".

No woman has ever called me that before. Okay, she's been starved of sexual attention by a stuck-in-the-mud ex-husband for the past few years, so no need to get too excited. On the other hand, I'm under no illusions. I've never been called hot before because I wasn't; in recent months I've done so much work on my fundamentals, as well as enhancing demeanor and vibe through continual cold approach, that I've actually changed. All this is thanks in large part to Chase Amante and the terrific advice on this site and forum. Thank you to all my friends who have contributed.
 

Mr.Rob

Modern Human
Modern Human
Joined
Jun 16, 2013
Messages
1,897
Likewise Marty!

Yeah it does feel good (though probably bad for the ego) get those rad compliments on your fundamentals.

My mrs. Milf told me I was sexy which was a first for me and it went to my head a bit (though I think she was sexually starved too).

Don't worry you'll get some harsh rejections soon enough to balance out the equilibrium. ;)

Btw get her back out on a date to one of yalls places pronto amigo!
 

PrettyDecent

Tribal Elder
Tribal Elder
Joined
Mar 2, 2013
Messages
865
Marty said:
"You are hot!".

Good deal, my friend! She couldn't get you out of her head...

So what's happening now? Second date? :)

~Nick
 
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