Looking for advice on how to sleep with a milf that will be staying over at my house

Looking for advice on how to sleep with a milf that will be staying over at my house.

She is a old friend of my mum. Late 50's, great body. Never married. Desperate for a BF and D.

Has a toy boy back home where she lives. Has seen me walking around shirtless a lot and blushed. And has struck up random conversations with me while in active wear.

How can I convince her to fuck me when she is an old friend of my mum?

I was thinking about just telling her how great she looks etc, and how the fuck has she not gotten a bf looking the way she is etc.

Looking for any advice

Sounda like she wants to fuck, do as you said and tell her how great she looks. Go slay that old GILF pussy. Creampie is probably a go

You're talking to a mature woman, not a teenager. Be straight with her, tell her you've always found her attractive and would love to fuck her. She's old enough to know why you might drop random compliments her way so don't try and patronize her, just be straight up.

But how do I switch off the voice in her head that is saying

"This is the son of my old friend, this is weird".
Like Im no 10/10

That sounds like a great plan. But do you think it has back fire potential?

Like wouldnt she be like wtf you are the son of my best friend you freak?

What you say sounds good, definitely do that. The important thing is the situation. Do it when no ones around / texting her, so it can develop onto something

Also, forgot to say you are living my dream my man. I have done a post seeking for help about something similar. in case you want to help. Ignore all the random bumps its just me samefagging for help :/

>say you want to fuck her

hopefully you are not meaning this in a early staege conversation lol

Yeah.
Hoping she can be alone. She is only hear for one night. Hopefully parents are not home

Why would she be at your house without your mother in it? :/

She's an adult. If you go sniffing round her with lame ass teenage boy chat up lines like omg, you're soooo pretty, how come you don't have a bf? She'll look at you as a child. Show her youre a fucking man. Talk to get like a man would talk to her, like you respect her and know your way round women.

She comes and stays regularly. Parents may be out while she is in resting etc.

like

Yeah. The woman's in her fifties ffs. She's not gonna fall for teenage boy chat up lines. You think a woman her age doesn't know what's up when a dude tells her she's attractive?

Yes true. But again that works better if you don't know the person.

I am the son of her old friend. That will be a barrier in her head. How do I overcome that situation?

Exactly.
She will know straight up I just want to fuck.
But I need to persuade thats a good idea :P

Booze u dummy.
She want's to fuck but must have reservations a little booze is all it will take.

My thoughts exactly. Time is an issue though.
1 night she is here. Doubt she will want to drink a lot before leaving.

FUCKING DAMNIT

>wanna have a drink and talk?

if she says yeah sure creampie her

Going to be so awkward if I fail and she dobs to the parents.
Fucking lmao at that outcome

She's a grown woman. She's already decided if she wants to fuck you or not. You won't change her mind or sway her regardless of the relationship. If she wants to fuck you she will, provided she feels you're mature enough to keep it under your hat. You know, like a man who gets regular pussy would.

Good advice. Relaxed.

Are you over 18?
If you are, and you approach her for sex do it open handedly. Tell her she gets you heated, make sure she knows you're def but do it in such a way that she trusts you not to throw your toys out the pram if she turns you down. Humour and a mature approach will get you into the panties of most women. Even ones who should know better.

Fuck that is super smooth advice. Thanks.
Could I stinge maybe a few lines off you? In the context I have provided?

if you tell her directly she gets you heated you will sound like a fucking pervert degenerate. put context on this else

I was generalising. user needs to make his intentions known, but in such a way that milfy has a 'no' response option that won't implode the family unit.

The imploding family unit is what terrifies me.
Might be safer to drop more hints that I am keen, for the next time she is around (hopefully for longer).

If I could I would. Individual success depends entirely on the specific circumstances at the time. Eye contact, easy approach, smile, women appreciate honesty and a direct, respectful approach. Wish I could help further, but I wish you godspeed user.

Keen af to bang her boys. Wish me luck.
Dat ass in active wear was mesmerising.

Could be an option. If she leaves this time under no illusions as to your intentions it will go one of two ways.. she'll either find am excuse to be back sooner rather than later, or she'll make it clear it's not on. Either way, you'll not fuck her unless you try.

damn, now I want to see how she looks. This shit is my fantasy, I get to live it through you user lmao. Seriously, is there any way I can see a pic of her?

Trips say it will happen. Stick it in her pooper.

Make a failure thread when its done user

Her face is alright. 6/10 On a good day.
As a result she lives at the gym
So the bod is a solid 9 for the age she is.

The first time I thought she was keen was about two years ago.

I was cleaning my car outside without a shirt on and she was getting ready to go to the gym.

She came out in full active wear and came to ask me something about the wifi or some shit.

Stood there with here hips kinked to the side, great camel toe. Kept talking shit bla bla bla.

Went inside my house first so I got to perv on her ass as she went up the steps.

Could you show me a pic in some kind of way? I wont do nothing. Matter of fact I cant even find the pic of the milf im chatting with. Plus cant ruin your shit bc she probably got more friends than your mom! You can choose the platform or whatever

Then last year I tried to repeat when she came again, shirtless (im bigger now).

She fucking blushed like a tomato.

3rd time lucky right ;)

Only have face pic. Not friends on FB

>staying over at my house.

Do you live with your mother or normally live alone in a house?

which is she

Do uni. Live with parents.

Not saying

It's okay. They both look hot as fuck

Congrats if you make it user. Hopeflly I can do it someday 2

She alright. Bod is great which is all I care about really.

If it's duck face, forget it.
If it's the other one, go for it.
If she's paraded herself in gym gear for you she wants you to look. If she wants you to look, she probably wants you to touch. There's no way she walked back to the house without knowing you'd be checking her arse out.

My thinking exactly.
I wasn't subtle either. Straight up gave her a look up and down.

You provided some grown ass man advice good shit bro. Op hopefully will listen

Am grown ass man.

got more pics? like i said, i just want to see how she looks for imagination prposes lol

OP here

Kicking myself really. I was in same position I am now, last year.

Last year she stayed for a week and I didn't make a move

Now she is only here for a night :(

Legit that is all I have.
I imagine what I saw 2 years ago and thats all I have to go off.

Think no fat. Muscle, but not big. Wide hips and wide long bum if that makes sense.

No tits. No tits at all. its all lower boedy

you dont have her fb or ig

Yeah. She needs to know you are not just a little boy going to college, but an independent guy in all the other ways. Act cool and mature. She is used to older guys who don't talk about video games and BS of a kid.

Brit fag?

No, I don't.
Thought about sending a request on both to be like "Im down", but again its weird.

>There's no way she walked back to the house without knowing you'd be checking her arse out.

So true, Within that 50 year old hotbod is a 15 year old girl., like in all women, regardless of age. And girls like to be appreciated.
Compliments from a same age old-ass man are a dime a dozen. Compliments from an 18 year old gets put in the jewelry chest.
The heart never changes user. It really doesn't. This from a 50+ grown ass man with lots of experience.

She's keeping it in shape for a reason user. Not specifically for you obviously, but she clearly enjoys male attention. How is she conversationally,? Loose and relaxed, or bitchy/cold?

Just be straight up. Get her alone and be forward with the whole thing. If she responded positively just keep going with it. She’s too old to play little girl games anymore she will tell you right out what she’s thinking.
>personal experience in fucking a few milfs and cougars

Thanks. This is what I figured. A compliment from me here and there goes a long way with her than it does with retards my age.

Imo she is a bit of a bitch. Probs because been single most of her life.

She is, Im aussie

No. She is not thinking like a 15 year old. At that age and probably until she was in her late 30s she was confined in her mind of societal norms of some sense of modesty (ie: don't act like a slut in front of others).

At her age, she is now relaxed and knows how to have sex that pleases her, not being focused as a performer for the guy.

Damn. Not op here but really interested in this. Any experiences to share? Real please, I want to learn. Will be reading.

Maybe not totally thinking as a 15 year old. But it was an act that was a bit provocative.

OP here.
Genuinely dig older women. Been with one other milf through craigslist and thats it.

OP here again.

Should I tell her I am into older women, in a more subtle way?

Idiot advice. And you believe in fairy tale romances of movies.

Your advice if it worked would be great, but its' a one shot with total failure a good possibility. He should instead work her slowly to build her confidence that he could be a side dude while she stays there.

I tend to not agree, having observed that 15 year old sluts tent to still be slutty at 50, likewise with 15 year old frumps. Still frumps at 55. People dont change deep inside with age.
Are you an old-ass like me, or are you just a teenager theorizing?

What is craiglist? Never heard of it in my country

I only have one day/one night. Opportunity for slow burn is out the window.

no, cuz she will think she is your fetish and it might turn her off. Instead you say, "Age is just a number" or some other BS that doesnt sound cliche like what I wrote in quotes.

See this is why I ask.
I would have thought this approach would have worked.
Like showing that I am really keen on older women, ie,YOU

Post body

Addedum: What changes is their outward behaviour to people younger than themselves. (As i guess you have observed) When you're on-on one with a girl your age at 50, its highscool all over again.

that probably turns her on more than it turns her off.

No pics.
Scanned her social media and no pics.
Anons need to take word.
I wouldnt bother with her if the bod was not worth.

Why? Just seems like a massive cock block/moral dilemma for her.

Well maybe 15 year olds are more slutty than when I grew up. There were sluts around but they were not the norm. Most girls dont want to be known as slutty. Besides the sex at the teenage level is mostly one sided with she just allowing it to happen. They don't know their bodies yet as well as later.

If a girl has her parents influence they are going to often have religious influence too. It's all about the guilt trip to keep the girl from spreading her legs open. Not saying they won't put out, but women grow up thinking not to do that.

By the time a woman gets to the MILF age, she has shed a lot of that upbringing and is more confident sexually and less worried about her body image.

Could be bad news user. In extremis, embittered middle age women can be man haters and shit stirrers. Could be she just wanted a little ego boost by shaking her shit in your face, but would cry pervert if you moved on it. I'd tread warily if failure is a real issue for you.
If you can easily imagine her having 'that talk' with your mum I'd stay clear.

Yeah this scares me the most.
Instant line of communication to my parents.

I guess to counter, need to make sure she is 100% keen herself. Make it seem less 1 sided.

I agree with this in that she could have some lingering bitterness of not following the typical plan for most women, find prince charming, marry, and have kids.

They do want a relationship though. This could be sexual and/or intellectual, etc. She does crave intellectual stimulation so don't act like a kid in your conversations. Be adept at knowledge of topics other than college.

Orbit her in beta mode, you mean?
Yeah sure buddy, older, experienced women really dig timid timothys.

This is good to hear. A few years ago we had a mad conversation about business logistics. Fuck yes.

Not beta.

I am sure your other advice is have him show her is cock? One shot to see if she likes it and respond.... just like porn movies.

Confident guys don't act or talk out of desperation, or think some delusional fantasy. Maybe that works in your one line approaches picking up chicks at a bar when you really have only one chance to impress. This is different as he has time to work her.

I don't really. I have maybe a few hours (if she is even alone with me).

No man. Making up lame shit will shine through like the nonsense it is. She's had guys trying to get in her pants for 35+ years. When she was 15, guys be like 'oh I really dig teens'
When she's 30 guys be like 'oh I really dig career chicks' when she's 50 guys be like 'oh I dig older women' her whole life user.
She's an individual. Tell her you findo HER attractive, not her whole generation.

She is not going to talk to your parents if she is deep in the mix with you. She has a lot to lose, your mom will not disown you as they say, blood is thicker than water.

But she is staying with you, right? like overnight? Is there a different definition of "staying with you"?

Deep. But I am speaking from the heart. I actually dig milfs. Have been with a milf. If I mention that is that a turn off for her?

She is staying overnight in my family home.
The bed she will be in is next to my parents, my bed is same proximity.

I feel only possible way this will happen if I really hit the ground running, and she decides to stay extra.

Will check dates to see if parents will be out. If they are then holy fuck haha

Men who are her age have wisdom of life experiences, you don't, so you are going to have to understand what a mature adult thinks like, but she wants the youthfulness of young men.

Older guys will usually be on meds for high blood pressure or need the blue pill to get there. Plus usually people at that age are fat and start to have health issues.

Lmao.
I am shredded so that will help.

Dude, he's got one night.
There's only so many cups of tea you bring a women in one 12 hour period before she looks elsewhere for her jollies.
If she wants to fuck him she needs to know it's on his mind also. Theatrical winks and lame double entendres only work with insecure women that need cajoling and shepherding, and nobody wants to fuck those women.

oh so this is a one day thing. Well, then you will have to be a little more direct, but you probably won't have the opportunity. It's going to take some really fast paced connection if you are looking to bag her during her stay.

Thoughts exactly. Why I came here.
Advice to overcome time limitation and her moral dilemma.

She won't give a fuck about your sexual history. If anything, the opposite would be more fruitful
>never really looked at women your age before auntie
>til I saw you in that gym gear two years ago
>thought about that a few times since if you know what I mean.

Enthusiasm and compliments (but don't overdo it). Invade her space and touch her and stand physically close to her. Try to get her drunk, try to get her alone. Tell her she has invaded your fantasies. Keep in mind that even if you succeed with all of this she may be to uptight for any action.

My hero! Thanks. Love the advice fellas.
Good to see different view points.

Fuck you Nigger.
I'm 50, still look damned fine shirtless, run marathons and race enduro.
No blue pills, no heart medicines or shit like that either.
You watch where you wave your shitty typecast stick there fella.