>>695369188
>14 years younger
I was 42, she was 28.
>14 years older
I was 34, she was 48.

>>695369188
23years

>>695369334
Which did you prefer?

>>695369188
22 years. Im 42 and fucked an 18 year old hoe today. Fuked her hard too

>>695369433
As far as sex went, the 48 year old. She was literally down for anything. But when we weren't having sex, I couldn't stand being around her. She was crazy as fuck, and not in the good way.

>>695369518
Today, wow. Hooker?

>>695369188
I was 16 a week before my 17th bday and a coworker was 26 she thought i was 17 going on 18.

>she had a kid
>loosemilfpussy.jpeg

>>695369518
Inb4 bags of sand

>>695369765
Yes my brother. 30 mins with a peachy big titted 18 yo aussie redhead for $150 Australian. I bashed her cervix in xD

>>695369188
I'm 24. Gf is 34

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>>695370150

I was 14 when tricked (not much trick needed tbh)
by the laundromat lady, I guess she was like 55 or so. Was first sex, and best sex.

>>695369335
Who was the older one? You?

>>695370401
Story?

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>>695369518
That's 24 years you fucking retard.

>>695369188
1 year and an half.
My first girlfriend was 1 year and an half older. Then second girlfriend was half a year older.
Then first boyfriend was two week younger. And was a shitbag. I hate him.

Here's one of the 18 year old hooker's texts - "I have a special on 30m is $150 instead of $220..and 15 min is $120.. so it's a longer better deal. Do you want to book that " - shit was so cash xDD

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>>695369188

31 years.

I was 11. He was 42...

>>695369188
8 years

>>695370580
I was never good at math xD

>>695370618
Sounds like a hooker! Pic or nah?

>>695369188
she was 14 years older...a cougar nurse i worked with

>>695369188
I was 15 she was 45 so 30 years.

>>695370660
Pics or it didn't happen

>>695369188
15 years older. That's my current girlfriend. She's the best gf i ever had.

>>695369188
banged a 62 year old when I was in my late 20s about 30 something years?.

>>695370500
>Story?
Had black Lee-jeans, didn't want color to fade off. Woman said she could do it for me, I could come back some hours later.
Back: "Color faded anyway". Shit, shit, shit. "I have them at my apartment, lets go get them".
Still damned black, happy. "You may feel boobs"........... and after that was no return possible. We had an affair for two or three months, met her almost everyday.

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>>695370739
Here's pic xD she was a sweet kid.

Note: Age of consent is 16, age of being an adult is 18, and its legal to be a sex worker in my state.

Six weeks. She was 16, I was 16. Four years later she is still my GF.

Her 45 me 15

>>695371088
Maaa nigga
I'm >>695370769

>>695370610
f/m?
if femanon you should know the rules
if faggot.. well...

>>695371351
Faggot.
More or less.

Well I'm not interessed in men anymore: the only man I dated raped me.

>>695369188
25 years, me being 23

>>695372093
You fucked a -2 year old?

WTF?

>>695372303
i fucked a 48 year old,

>>695372593
Nice try to cover your ass now, we all know you fucked a negative two year old.

>>695369188
nothing insane here

me >21
her >26

she was solid 9/10 tho.

>>695369188
Checked
I was 18 just in the Marines and she said she was 35 but was probably lying and was older.

>>695370660
rekt.

>>695369188
Me 34
Her 22
Obviously had daddy issues, and crazy in the head but crazy in the bed. (Liked to be choked, tied up, slapped, anal, throated etc...)

>>695369188
I was 17 and she was 22

Me -67 years
Her-67 months

Here comes to 4-chan party van

14 year difference, she was older.

First and worst.

She was a 3/10 - I am about a 5 or 8 /10

(I think 5, others say between 5 and 8).

It was bad - fat fuck, no personal hygiene, lied on CL ad, but I was too stupid to say GTFO.

>>695369188
I've had a pretty decent gap on both ends. I'm 39, dated a 24 year old for a few months, and a 49 year old for about the same amount of time. I enjoyed the younger chick more bc I could ignore her and I knew she was content to do her own thing until I called. The older chick was pretty clingy.

Me 17
Her 36.

But here's the kicker. She woke up before I did. Goes downstairs wearing my shirt. Makes eggs in my Mom's kitchen. Mom got home from working the night shift and was not pleased.

I was 37, she was 17 (age of consent is 16 here). She was a cashier at the grocery and one day she gave me her number, we text back and forth for a bit, then she came over one night after the beach in a bikini, I fucked her for 4 months. She moved for college, shitty.

>>695369188
i prefer 8 years girl

>>695373939
Muslim detected

>>695374119
i'm not a muslim

>>695373890
russia?

>>695372659
Kek

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>>695374173
Whatever, Ahmad.

>>695373323
Had an 18 year old like that. The most petite, perfect bodied girl, flexible (she studied dance). We went to swinger and bdsm meets and had lots of threesones because her father told her that if she ever touched a girl sexually she would be cut off, and I wasn't going to rat! She loved being thrown around and slapped, spanked, choked, pissed on, once me and three other girls spent a whole weekend making her our slave. She cooked, cleaned, sucked, licked, took cock and strap in all three holes, we paraded her around town in skimpy clothes and made her flash people "innocently", she begged for it every weekend. Took her to a swinger party and made her clean cum out of other women, then I fucked her ass until I busted a huge nut and we left, with her dripping cum out of her pussy. Hottest bitch ever and will never find that again.

>>695374205
North Carolina

10 years, she was younger. She admittedly had a daddy issues and a thing for older guys and a Catholic girl for good measure.

She broke the ice by telling me she had a dream about giving me a BJ. Twenty years off of and on sex after that.

>>695369188
24/16

>>695369188
Older 10 years.
>Me 32 her 42
Younger 7 years
>Me 23
>Her 16

Live in Canada. Legal as fuck. She was a gymnast too was a party in bed. Miss her.

>>695369334
>>695369518
>>695370660

wtf I am 42. Is this some magical age?

>>695371050
Nice, my man

>>695373808
What happened next?

>>695375430
42 Club. Old enough to fuck girls half our age - still?

I'll be going for a third of my age (18) when I'm 54. See you in Valhalla!

29 years. I was 20 she was 49.

She made me a Thai soup, paid me with drugs and refused to let me eat her out. Did have a mirrored ceiling though. All in all not a bad night.

When I was 28, I was seeing a 17 year old and 38 year old at the same time. Separately, of course.

>>695371509
Sucks to suck you fucking nerd

>>695369188
About 26 years. I had sex with a 46 year old when I was 19. That'd make her close to 57 now.

>>695369188
Sh was 12 1/2 years older. I was 29 she was 42. That was 12 years ago I miss her big tits, hairy 80s style pussy, tight little ass & how she would tell me she loved sucking my cock while she was sucking my cock.

>>695376294
That lack of punctuation, so I'm not sure what you means...

I was 19 she was 41

>>695374866
Same, where in nc

>>695376407
Oh yeah also when I was 27 I fucked a 17 year old. She really wanted to learn shit, so I taught her some shit.

My ex girlfriends mom like 2 months after we broke up, she was 45 i was 17

me >23
her >52

she was a crazy milf

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>>695369188
22 years. I was 20, she was 42. Met her on craigslist back in the day. I'd fuck her when her husband was out of town.
We did some fun math. I was younger than her oldest son, She had been sucking cock longer than I'd been alive. The first time she got fucked in the ass I was still learning to walk and my personal favorite: I lost my virginity the same year she got gangbanged for the first time.

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Where can I meet a cougar/milf/older woman? I'm 28.

>>695377056
Easiest answer I can give you is bars. I'm the same age and fucked a 49 year old two nights ago from a shitty bar.

15 years. Me 34 and her 19

13 years. I was 19, she was 32

>>695369188
I was 18, she was 13......don't judge

>>695379451
Not judging
Am asking for details

>>695377842
I've never picked up a woman at a bar before. I guess it's time to practice.

I was 23 she was 37.
I was 34 she was 21.

>>695369188
I like to pick up short, slim middle-aged women.
Fucked a 46-year-old when I was 19. Shit was amazing.

10 years older than me 21 she 31. Her parents are bro and sisters. She was crazy in bed and psycho woman

>>695370618
And I have one of the Donalds texts - "if you were from America I'd definitely make you my running mate....the American people need your wisdom....such a shame" - Shit would have been so cash XXXD

>>695380205
Some chick I went to school with, she lives down the road from me, I didn't even know she wanted to Fuck, but turns out she fucking loved the dick! Lol she was good and had nice tits also, her name was kilie capana, spelling could be wrong, she lives in Oregon.....haven't seen her for years

>>695381024
Trying just a tad too hard there

me 16 her 25

I fucked my home room teacher when I was 16. I don't know how old she was as she never told us but she had a kid that was in college. She was a freak.

>>695376815
I could go for a story here...

26 yrs difference, my cougar gf , def rcommended, older women are nasty as fuck. She loves to roleplay mom-son stuff. We even go on weekends & book at motels, even bed & bfasts under the same family name. def look the part too. Checking in I casually say we're taking a "break" from dad, she looks embarrassed and the desk clerk gets it. Amazing how many (mostly female) seem hugely turned on at this. Makes for incredibly depraved sex the whole time we're there.

>>695381024
I'm sorry, but those are not the details I am looking for.

42 here and she was 24. On a biss trip in Milano Italy for a trade show. The owner of my company is friends with the owner of another company. They decided both companies should do the show. So we spit the booth and shared a flat..met her and the next night we fucked. Fucked her 5 nights straight all undercover.

7/10..she was ok in bed...but god damn after fucking +35 year olds for the past decade...that pussy was soooo god damn tight.

>>695382487
Pic?

>>695382120
The best part of it was she actually grabbed my dick with one hand and spread her pussy with the other and guided my dick in her! I shit you not man! Just watching her do that almost made me cum on the spot, barely any hair on her pussy.....Fuck it was hot, I was the first guy to eat her out too.....those were some good times

>>695369188
17 years. I was 30, she was 47. Picked her and her ugly sister up at a bar, buddy jumped on the grenade while I fucked her raw on the beach and in the water. She had a banging body and was desperate for that cock (she had 2 teenage kids and no man). Txted her a couple more times, everytime we'd do the double date thing at the bar and they would pay for all our drinks then i'd fuck her somewhere public or degrading. One of my favs was when we went back to my buddy's place and he and the grenade left the room for a minute. I had her doggystyle, jeans around her ankles and cock buried to the hilt when they came back a minute later. She left with a smile on her face, rugburns on her knees and cum dripping out of her pussy. Best part was I could text her anytime and she would down to fuck. We did this routine a few more times until I found a younger fuckbuddy.

>>695383818
I'm
So
Jealous

her 53. Me 26. They are into sharing met through Craigslist. She could fuck forever, best part she loved to give head. My wife only jerked her husbund off. We did this them about 10 times

>>695369188
me and my hand share the same birthday

im 19 and shes 45. found through a craigslist ad for women seeking younger. will possibly meet on thursday to fuck. Should i do it /b? I told her i was 24. I figured its a free fuck, not a good face but a decent ass

>>695383997
Yor're jealous of a post that's probably fiction, posted for a reaction and to make the poster feel better about themselves?

>>695373808
yahh anon green text

Two years.

>>695384538
Life is more fun if you go along with it.
>Inb4 yes and

>>695383818
They probably just think you're a couple of stupid assholes talking a bunch of nonsense. They don't give a fuck about "dad". They are a desk clerk at a motel. Life is pain for these folks.

>>695384736
>>695381785
I meant to respond to this nutsack

>>695384683
Sorry - I must be too left-hemisphered

>>695369188
27 year different.

It was my Birthday, and I fucked my mom and I came out of her VAg.

I was 22 my neighbors wife was 38. I started fucking her after they separated and she remained in the house. 3 or 4 times a week I'd walk over in the morning or whenever I felt like it, open the back door and fuck the life out of that lazy pill-popping cunt and all her holes without even saying hello. When I was done I'd just zip up and walk out without even saying goodbye. I must've dumped a total of 3 gallons of cum into her. For no particular reason one day I just stopped going over and she started leaving notes on my car "I'm still open anytime you want" and "I'll never tell anyone. It's our secret" and stuff like that. I'm 40 now, what I wouldn't give to have that situation again.

>>695385024
That post is wrong on so many levels
1. You took the trouble to make it
2. You appear to think it funny
3. You think it is some sort of reposte

You really are a waste of blood and oxygen, aren't you?

>>695369188
I was 29, she was 47. Picked her up at a bar. She had a very nice ass for her age, better than many young girls. Little did I know that when I took her home, she'd beg me to fuck her ass . . . shit was cash man. She was too needy and called me the next day so I left that shit alone.

Fun fact was that I was semi dating a 23 year old at that time . . . same age as this girl's daughter.

A teacher when I was 17. She must have been about 50. So I guess 30-35 years.

>>695385618
*riposte

when I was like 19 or 20, I had a serious fantasy thing going about women in their late 40s or around 50. Tried to talk to a couple but it was obviously going nowhere.

>>695384986
That doesn't make you all bad :^)

>>695376453
Nobody can be this stupid

>>695385618
Ha, ROASTED.

Seriously though, it's easier for everyone if you just move on.

>>695370252

Yep. Either twelve or one of the most pathetic 22 year olds I've seen on here.

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>>695369188

10 years

i'm 28, took an 18 year olds virginity a few months ago

felt like she had no idea what the fuck she was doing

>still good though

not sure why i was surprised tbh

>>695386133
Nice.

Everyone like this on Craigslist seems to be into the fantasy, but can't commit meeting up. You lucky bastard.

>>695369188
17 she was 36

>>695387661

Story?

>>695369518
42 and can't Count.. fagget

>>695384452
Go for it man, but rubber up.
No telling what that slut has picked up over a lifetime of whoring.

Nailed a 52 year old babe when I was 28

>>695369188
34 now (look closer to 25)

Most recent ex was 22, dated a few girls about 10 years younger

>>695388532
>dated
Why?

11 years younger
4 years older

>>695388608
Because I like dating and I've fucked enough women for it not to be a huge deal anymore

>>695369188
I was 24 and she was 16.
Totally legal here.

Me 23. Her 31.

Knew what the hell she was doing

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20 years. i was 20, she was 40.

>>695388736
I mean, what do you even talk about? Ten years is a big gap to be dating.

me 30
her 14

>>695388804
Canada?

>>695389219
Russia

>>695389021
Just stuff we have in common, learn new stuff

There's definitely been some misunderstandings and hiccups due to experience, lack of experience, different wants, different places in our lives, but it's really not that bad.

I have friends that are in their 50s and 60s, I'm just the kind of person that can be multi-generational.

>Definitely prefer dating someone about 3-5 years younger, just don't discriminate over something like a 10 year gap

me 17 her 36

>>695389176
fucking child fucking fag

US, in Hawaii

>>695369188
I was 21 and she was 45. It was, to this day, the very best sex I have ever had.

>>695369188


21 me 42 her

>>695369188
She was 52, i was 17.

>>695375631
>shirt
>>695384573

Honestly nothing exciting.
My Mom raged on this woman for sleeping with a 17 yo. Her defense was that I was in a bar acting over 21 (which I was). She left. My mom raged on me for fake ID drinking and sleeping around. No long term repercussions.

>>695386372
>>>695369188 (OP)
>10 years
>i'm 28, took an 18 year olds virginity a few months ago
>felt like she had no idea what the fuck she was doing
>>still good though
>not sure why i was surprised tbh
Story?

>26 years

I was 18 she was 44
>college freshman
>in class with 44 year old woman in my English course
>we didn't know anyone so we always partnered up
>she invites me over for dinner after we study in the library
>small house, empty, call tell she lived by herself
>she cooks a pizza and we watch Breaking Bad afterwards
>it's like 1am and I tell her I'm gonna head out
>she tells me to just crash here and she'll make breakfast
>I ask to borrow a pillow for the couch, she tells me to just sleep in the same bed it's more comfy
>didn't realize what was gonna happen
>I lay in bed and try to sleep until she says she sleeps nude because it's more comfortable
>I tell her that's okay
>she wraps her leg around my torso and puts her arm over my body and starts nibbling my ear
>feels so good
>I turn to her kind of confused, she just kisses me and starts frenching me
>she literally grabs my hand and moves it to her pussy
>lays me flat on my back and starts undoing my pants
>she lays on top of me and we are both naked
>I can remember this like it was yesterday, but she just starts dry humping me
>she wasn't planning on forcing sex until I said
>" can I put it in?"
>"go ahead"
>boom, virginity lost and it was the best sensation I've ever experienced until that point
>she just slowly rides me and kisses me until I cum inside her
>she washes up afterwards and throws me a hand towel
>we go to sleep and end up being good friends
I'm now 25 and she's 52
We still have sex occasionally

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>>695389176

>>695369188
Older
>I was 16, she was 48
>Best friend's mom
>she could suck a dick like it prolonged her life and would titfuck any time
Younger
>she was 17, I was 38
>Babysitter after my wife died
>She would do anything I told her to, but had little initiative

>>695389894
Sorry about your wife, bro.

>>695371050
>xD
The only remedy is suicide.

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11 years. I was 21, she was 32.
Pic related. Tastiest pussy g
ive ever ate

>>695390062
Thanks anon but it's not too big of a deal and worked out in the long run

Im 25 banged a 35 year old.

All of you should post stories...

>>695385618
I mean... we're all faggots here, but jewsus man, you're a huge faggot. I bet people really like you.

>>695369188
I've told this before
>Reservist stationed in California at a school for training; 55 years old.
>Go to a bar I usually go to; this hot as fuck chick with big tits is all over me
>We dance, she orders drinks, we have fun, make out, she asks me to her place
>Grab a cab, go, get to her apartment, she says she shares it with her sister who works nights
>In decent light she looks young asd fuck; she goes to the bathroom, I check her purse for ID
>19 year old college student; drivers and student ID match, don't look fake
>Fuck the shit out of her twice, fall asleep
>Wake up to a fight - her and her sister
>Sister is pissed her kid sister stole her IDs again
>Damn, they resemble
>Turns out the girl I fucked was a 15 year old visiting her sister
>Big sis said it wasn't my fault, but GTFO
>I GTFO

>>695390062
Yeah....
It sucked, but I remarried, so.
No, not the babysitter

ive always loved younger my wife is 20, im 31 now, i met her when she was 18.

the 14 yo lied to me about her age, did not matter i enjoyed it anyway. she wanted it more then i did.

Me 25, she 53. 28 years.

>>695376940
more?

>>695379451
I was 18 with A 14 YO gf. she was tall and well developed..not a virgin and already on teh pill. Looking back, it seems weird that I sat there talking to her mom innocently, but mom knew as soon as she left, I was going to be eating out and fucking her daughter all over her house...

I was 38 and had client's way inderage daughters flirt, flash and grind on me. Sometimes with parent in the same or next room.

>>695370090
>blames loose pussy for micro penis

>>695389781
Post more stories and a few body pics

Was 20 year old bartender, banged an out of town milf 38 year old.. julia I think was her name... super hot and rich, I think her family owned a newspaper that sold airplanes.

Me 27 her 58. Was a real good fuck but really had nothing else in common. Also did a 40 something but she had like 2 kids.

>>695369188
33 years. She was 19, I was 52.

>>695392686

Why is there so many older people on /b/, where from are you?

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>>695369188
I was 24, she was 39. Had a 6 month old baby. The milk from the breast when you licked them was kind of awkward and swell at the same time. she was about to leave her husband, i still feel for the guy.. pic not related

>>695392686
Did you pay for it, or are you unnaturally charming?

>>695392838
I dabbled in 4chan ages ago, but didn't really get into it until that psychiatric hold I was under two years ago.

I'm 18 and there is a couple in their fifties that like me to cuck for them. The wife is the perfect milf type. The guy just sits in the corner and jerks off. It's usually pretty okay unless he starts talking then it's hard for me to stay focused.

>>695393195

What was your diagnosis?

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23 years. 22 years old. 45 milf
>Pic related

>>695392838
Arkansas

>>695392875
Didn't pay. Posted an ad on CL looking for teenage girls. She was a black girl with the body of a supermodel who had a thing for older men. Never fucked a black girl before her, but she had the sweetest pussy I've ever tasted.

>>695393761
Just depression. I tried to kill myself, and then soon after lost my job. Decided to do fucked up stuff and shitpost it for a year.

I'm better now.

>>695369188
I'm 18 she's 30
12 years
Life is good man

46 now. In a relationship with a girl of 18 who met two years ago. Parents are now cool too.

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I was 19, she was 34 or 35 i think. blackmailed her into a bj/titty fuck

pic related

>>695369188
20 years. I was 18, she was 38.

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Hey, I met this woman on Tinder about 2 years ago, chatted a bit and had a date. She was in an open relationship but not fucking every guy she met, so we lost contact.

Few months ago she got divorced and yesterday all of a sudden she sent me a message. Go through with it?

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>>695397304

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>>695397345

>>695397304
She's 46 and I'm 22 by the way

>>695397304
Do it.

I'm 43. Last year had sex with a 19 year old. Told her I'd take her out for a romantic dinner. Ended up fucking her in the back yard of a mansion we stopped to check out. Was a nice night. Good looking girl too. No personality though.

>>695397304
go for it dude

>>695397304
Why the fuck not?
Jump on it right away. She's horny. Divorced.
Fuck her raw.
She's prolly amazing in bed

>>695376940
More, please!

>>695397529
I hate younger girls cuz of this. They are like empty shells... I have met a couple who aren't. And this is maybe 2%of them all

>>695375430
>>695375845
42 hitchhikers GTTG reference time

>>695397544
Dubs of truth

60, but man was my grand daughter jenny tight :)

>>695397666
Trips don't lie.

>>695397544
She is superthick, close to fat. Big ass, bigger floppy tits. Think I'll give her a call then. Wish me luck /b/

>>695370660
aw hell yeah, nice job anon!

>>695392838
Been on /b/ for 10 years. More maybe. I'm just a summer fag though. I'll come check it out when I don't have a gf and need a laugh.

>>695380278
have a look at M3 model.

helps if you aren't a fuckboy

>>695397544
>>695397666
>That awesome moment when you roll dubs and trips back to back

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>>695398173
There has to be a cheaper way to get my dick wet.

>>695390488
pics? meet her again?

I was 18, she was 24. Older brother's girlfriend's roomate. Was still in highschool and she was a senior in college. Lied to her and said i went to community college instead of the university. As some one with a serious milf/cougar fetish life is suffering knowing the older you get the more likely older women become women your own age. 27 now, currently married, shes only a few months younger than me though. She likes girls and have been talking about threesomes, she knows i like older women and is okay with that because we're both only going to get older, hoping she helps me pull an older woman some night

10 years
I'm 23 she's 32
My fiance

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>>695398675
Wrong m3 my man