Mature women with younger guys

>>10947377
Someone give this boy a medal

>20yro me
>on a reunion at university, parents and students attended
>40ish yro woman sits next to me
>meeting is boring as fuck and i start making jokes
>she laughs
>make small talk, ask her name and shit
>never ask her age just to not blow it
>she seems to be having fun
>once meeting is over i ask if she wants to hang out for a while
>almost sure she was going to say no
>she says yes
>invites me to her place
>chance of success: 100%
>we go in and we inmediately start making out
>proceed to fuck, she screams like a fucking banshee
>gives me what could probably be the best blowjob on earth
>we start dating some more
>fast forward a couple of months, we are basically fuckbuddies and no one is expecting much of the other
>one of the days i slept over at her house, i wake up at around 6am
>she is reading online newspaper and drinking tea
>gets me some tea aswell
>tells me to sit on her lap
>pulls her top up and tells me to suck her tits
>starts calling me baby
>gives me a handjob while i do it
>actually orgasms from it and from rubbing herself on the chair
>whatever this is we are both enjoying it
>cum multiple times, rubs my dick on her stomach
>day later i ask her what was that
>asks me if i liked it and if i would like to do it again tonight
>but of course

Still confused at what that was but i'm not complaining

i could share a story but since the age difference is just 7 years with her being 40 and me 33 i guess it does not really qualify

>>10947358
>>10947361
>>10947365
>>10947371
>>10947377
>>10947382
>>10947399
Oh man, I've been edging for 5 threads and I still have 24 to go. If I see shit like this, I think I won't make it until the end

>>10947358
do u have that one whith a south american milf gettin into business with a young dude? shes not necesarily "beautiful", a bit small and chubby but extremely hot in her own way nonetheless, the ass was exceptionnal iirc

>>10947537
I had a story with hot vet 9 years older than me. I was 26, back in 2015

>>10947537
Yes, please

>>10947537
We want to hear it anyway

>>10947358
sauce!

>>10947406
Obligatory

>>10947614
>>10947617
here we go:
>being single for a while but not wanting to miss sex from time to time
>trying craigslist for the first time, looking for a fuck buddy
>numerous replies, most of them shit or fake
>one reply is very short but seems genuine and appears interesting
>we text each other for a week to get a feeling for each other
>she is 7 years older, mother of 1 young child
>after one week we decide that we want to try and meet in public to see if this can go further
>we keep texting, the meeting gets delayed because of her schedule and her becoming sick
>although the delay sucks and she says that she is also annoyed by it, we keep sending sexy texts each other
>she is really into anal and rapey sex
>she apologises for the delay, after 2 and a half weeks she is still a bit sick with a cold but she says she does not want to wait anymore
>we decide to meet in a park to walk around, maybe sit down on a blanket
>she describes her dress she will be wearing, since we kept it anonymously as possible
>i arrive with a bit of delay, immediately see her waiting at the spot we agreed on
>we greet each other, smiling, hugging, chemistry is great and as expected
>we start walking for a bit in the park which is somewhat crowded since it's summer
>we soon agree to lay down on a blanket on the grass
>as soon we hit the blanked, i lean over to hear, kiss her, she kisses back
>we keep talking and laughing
>our hands wander around on each other's bodies
>we decide that we should relocate to have a bit more privacy

to be continued

>>10947750
>after we relocated, we talk less and start making out more and more
>her kissing is insanely good, she almost devours me
>people are still somewhat around
>we relocate again for even more privacy
>now in a somewhat secluded place under trees but people still walk by occasionaly in the distance
>we continue making out, she touches my hard dick through my pants
>i touch her pussy through hers
>i roll her on her stomach, massage her ass, she purrs
>i begin pulling down her pants to her knees
>continue massaging her ass, let my fingers go between her butt cheeks, touching her asshole
>she purrs more
>i continue a bit, thinking for a moment if i should go further
>i remember our mails, her telling me that she never got her ass licked
>i pull down her panties, see her milf latina butt and asshole in all its glory besides her pussy
>i spit up finger tips, smear it around her asshole
>still lying on her back, i see her in a state that is relaxed and tense at the same time, her breathing becoming louder
>i let my wet fingertips massage her asshole
>i bent down to get a closer look, still remembering that she said that she loves it when her ass gets attention but she never got her butthole licked
>i bent down more, approach her carefully, checking if she's clean enough to go for it
>she is
>i spread her butt checks, let the tip of my tongue slowly make contact with her butthole

to be continue

>>10947358
stop watching porn Macron

>>10947796
>she suddenly turns her head in surprise and a smile on her face
>she asks "what are you doing?"
>i just smile back, start slowly licking her milf asshole
>she turns her head forward again
>she holds her breath before saying "fuck, that's good"
>i keep going in circles
>she is slowly getting crazy
>i centre the tip of my tongue on her sexy butthole, slowly applying pressure
>she is going crazy, moaning and giggling at the same time
>i lick her some more, start touching her pussy and clit too, trying to make her climax
>she lets me do it for a moment, then snaps back into reality, being worried that we in public and people in the far distance are still walking by and could hear her
>she tells me to slow down, i lick her for a moment more
>i fall back next to her on the blanket
>she smiles at me, telling me that this was indeed something different
>i'm rock hard, tell her that i am
>she ignores it
>she checks the clock, tells me that she has to go home now because the babysitter for her kid expects her home soon
>we say goodbye, everyone goes home
>once home, we continue texting, arranging a second meeting, this time at my place so that we would have 100% privacy for everything we would like to do

to be continued

>>10947822
>we meet again a few days later at my place
>we sit down and talk a bit, but doesn't take long until we start kissing and making out
>we wander over to my bed
>more hot milf latina making out while undressing each other
>i start sucking her tits, which she told me before does not really like because she never met a guy doing it properly
>i still go for it, soflty
>she purrs, saying that it's nice
>her hand goes for my hard cock, stroking it
>things escalate quickly
>she turns around in doggy position, tells me that she wants her ass fucked
>putting a condom on feels like ages
>i tell her that i got lube nearby
>she says she doesn't want any
>i think to myself that it's a really bad idea, but trust her, since she is very experienced with anal
>once the condom is on and she feels the tip of my cock immediately pressing against her butthole, she starts giving me instructions with a very calm yet demanding voice
>she tells me to push steadily, not too much
>she pushes her ass back on my cock
>my cock just slides inside her butt, feels amazing and tight
>she moans, i start fucking her while she starts touching her pussy
>almost have problems holding back
>she tells me to pull out again and push my cock back inside of her
>i do it, the moment i push back inside she moans with a smile looking at me
>i understand that she likes the feeling of her asshole getting penetrated
>i try to go for it again
>can't help it
>have to cum
>push my cock all the way inside
>her milf ass embraces the entire length of my cock
>my cock pulsates shooting cum
>part of me wishes there would be no condom on my cock
>i pull out, collapse next to her
>we kiss and cuddle

to be continued

>>10947855
>we develope a fuck buddy relationship, meeting twice a week
>stuff gets more hot, her rapey side shines through as she tells me to pull her hair and go for it
>her dirty talk is amazing, giving me compliments and telling me what a dirty slut she is
>after the 4th meeting and having sex, we lay again exhausted in bed, i remove the condom
>we cuddle
>my cock rubs against her butt, slides between her buttcheeks
>i remember we both have a strict condom policy and that she sadly finds cum disgusting
>my cock keeps rubbing against her, my tip touches her butthole
>i get hard again
>she still lies exhausted next to me
>i continue probing her milf asshole with the tip of my cock
>whisper her that i don't know what i am doing
>she does not resist
>she turns her fact to me, pausing, then saying "well, we are both clean, right ?"
>i know i am, considering what i know about her life so far i know she is very likely too, since she is very responsible, also with having a kid
>i tell her i still don't know
>she smiles at me while i still probe her
>i lose my mind
>she finally says "come on, give it to me"
>the tip of my unprotected cock immediately slides inside her ass
>feels amazing, her ass devours my cock
>i push all the way in
>we both go crazy
>after 1 minute of crazy thrusting, we both come
>i feel the rest of my cum in my balls shooting out deep inside her ass
>we both lose our minds

to be continued

>>10947892
>from here on, our fuck buddy relationship continues
>i fuck her ass unprotected again next time, no discussion if i should put a condom on
>after that she tells me that she would prefer using condoms again
>i agree
>fucking continues for a few more weeks, including her sucking my cock and me eating her ass and pussy several times
>things are getting a bit too personal for a fuck buddy relationship
>we see each other less and less
>contact breaks off
>still great memories ("you like fucking innocent little girls in the ass?")

the end

>>10947915
>prologue: we were both clean
>still i feel stupid crossing the line
>use condoms, kids

>>10947928
>ps: going back home still hard after the first meeting in the park really left me with blue balls that hurt like fuck

>>10947941
How'd you get a good craigslist gal like that? Any tips for putting up a listing, or do you just have a chad body type?

>>10948159
be honest, respectful and it's also very important to tell details so the reader knows exactly what you are looking for and what they are getting into.

nothing is more turning off that one liners or men talking about how big their cocks are. to most women sending a picture of a cock is also an instant turn off, which should be no surprise.

be somewhat unique and show some sense of intelligence and humor.

also be yourself, otherwise all the other stuff i just mentioned won't work and people will sense that you are bullshitting them.

craigslist is often a filthy swamp, so people are of course careful as they should be.

one last thing about body type: no, i'm not an athlete and i told her right from the start that i'm more light than heavy. she said she is not really into skinnier guys, but because the chemistry and rest was right, it was no problem in the end and she actually showered me with compliments about the way i fuck her and how much she likes my tongue work and size of my cock.

bottom line: if you want to attract and meet decent people, just be one. it might take more time and some patience, but it can pay off.

Any vids where it's the young guy taking charge and it ends with a creampie?

>>10947510
Momma needs affection. Just keep milking her while she milks you.

>>10948576
i always wanted to suck some milk from a woman

but doing it with a stranger seems dangerous because milk can transmit diseases, apparently even probably hiv

https://www.pornhub.com/users/str8balllin/videos

you owe me

>>10949043
>age 33
>mature thread

wat

>>10947808
s /sg/ privyet

>>10947358

> apparently even probably

>>10949173
Stop it now lad

>>10947361
>>10947365
>>10947371
>>10947377
>>10947382
>>10947399
whats the playlist?

>>10947358
source??

>be me 23
>security at hotel
>see fine ass latina
>thicc with slim waist light skin
>she notices me
>asks me to show her to her room
>"she's lost"
>small talk, name, age
>she tells me she has a 20yo son
>get to her room
>she asks if we have cameras in the hallway
>no, immediately starts making out
>we go into her room
>most amazing piece of ass
>fuck her legs wide spread, doggy, sits on my dick like a champ
>stick my thumb in her ass
>she moans so fucking loud
>I cum
>I leave
>next day go back to work
>she texts me and tells me towet her again
>duh
>fuck again
>love my job
>also fucked a fine ass housekeeper in her 30s
>milf in her 40s
>and bartender milf in her 40s

Work security at a hotel, you'll get so much pussy

>>10947358
>Work security at a hotel, you'll get so much pussy
>Implying we havent all seen the sundance-winning documentary "Paul Blart 2".

>>10949540
Do you approach to mature women or they approach to you?
If so, how do yo do it?
Are you attractive or fit?

Jesus, I really want to have sex with a mature woman, they have an aura that drives me insane.

>>10948597
>https://www.pornhub.com/users/str8balllin/videos
sauce?

ohhhhhh godd i fucking love these threads. SO Fucking hot

>>10950508
if you're over 21 just go to any dimly-lit chain bar, preferably one in a hotel or airport. Find a cougar-ish looking chick, and offer to buy her a drink. older women like that classy shit. just act cute, flirty, a little shy but naughty, keep feeding her alcohol and she'll eat you up

>>10948221
Sweet, thank you, man.
I've got the decent person part down, it's the not going out there and trying to meet likeminded ones that's my problem, hahahaha!
Cheers!

22 with a 46 here, ask me anything

>>10951028
Where and how did you meet and how do I get a nice older woman to cuddle and please?

>>10951036

she was a stranger at the bar, dancing around on the hunt for some D. After various drinks and flirting I offered her a ride home.

I would say certain bars, or perhaps online dating as well as anything cougar specific.

>>10951065
Got it.
Aspiring young, tall 19 year old trying to get fit and trying to just find a few good people to share some fun times with, you know? Man, that sounded hippie as fuck.

>>10947361
anyone got sauce?

>>10949222
https://www.youtube.com/watch?v=W9kdWYNx4fw
only the last song sorry!

you guys think its a good idea to fuck an older woman as a virgin? t. 18 year old

>>10951491

It's a mixed bag...fucking a virgin is one of the most underrated things on the planet. But if you're with a girl who's uninhibited, "sex positive", and down to learn and experiment, it can be great. You'll both be learning together, so you wont realize how bad the sex is, and wont care!

But if you do it with an older lady who know's its your first time, chances are she'll suck and fuck you like her life depends on it. She will make damned sure you always remember her fondly...but it could end up being the high water mark of your sex life, with everything else not living up to it.

reddit.com/r/cougarvids has a bunch of these videos posted there too

>>10950997
as i mentioned before

>be somewhat unique and show some intelligence and sense of humor

instead of going for something very vanilla, go for a very specific fantasy
chances are that a woman has the same secret fantasy for a long time or is just intrigued by your fantasy, wanting to give it a try

you can go pretty crazy, as long as you stick to the other rules of being respectful and open, because no matter how kinky the fantasy is, you still won't appear as a freak but as a human person since you are showing a bit of yourself and letting the woman know that you are real and hopefully a decent guy who just wants some adult fun for each of you.

all that being said, make sure the same is true to the woman you want to meet. in order to have real fun, you have to be on the same level which also includes talking about no goes at some point in order to avoid uncomfortable situations but also to make each of you feel safer

in the end it really just comes down to 2 adults looking for some adult fun while being responsible. that doesn't make you a creep nor her a slut. it's natural that everybody needs some sex from time to time :-)

>>10947406
he knows

>>10948597
who?

>>10951646

Correction: overrated...fucking a virgin is seriously *overrated*. Experience counts.

>>10951491
yes just don't tell her it is ur first time. just go to the suburbs middle class bars plenty to find

>>10947915

jesus christ whens the book come out

>>10947358
>>10947361
>>10947365
>>10947371
>>10947377
>>10947382
>>10947399
sauce/full video please. she fucks good.

>>10953890
kellyann conway

>>10948585
Sauce?

>>10955221
kek