Have any of you fucked a older women before? How old were you?

File: Mellanie Monroe 01.jpg (1MB, 1280x1920px) Image search: [Google]

1MB, 1280x1920px

Shameless Booty Bump

20/35
She was married. She would say No whenever I made a move and then ask why I stopped.... I guess so she can pretend she wasn't cheating. Played with my dick, sucked me off and swallowed and never took her ring off.

Theres a great thread on it on HC right now:
>>>/hc/1093029

>>717618168
>Any advice please send my way
>>717618244
trying to bump your own thread is the same as others saging it, it will stay live longer if you don't post after the op.

>>717618168
Fucked my teacher back in high school for abit.

I was 18, she was 34. Was insanely hot, especially hiding it from everyone.

Gotta get with a MILF, dog. They will fuck you and make you a sandwich. Best of luck finding a younger gal who can even MAKE a sandwich. It's pretty great. Treat yourself.

My friends older sister....I was 17 and she was 32.

>>717618492
e.g. read the following story:
>>>/hc/1093663

20+ yrs is easiest. Don't go after your moms friend or friends mom. Find a.stranger.

>>717618522
>"Where were all these pedophiles at when I was at school?"

Only in 'Merica

>majority of milf stuff is blondes

I hate this shit.

>>717618610
love me some jan burton, bitch needs to step up the level of production tho, very limited material available.

>>717618168
was 18, she was 30, i was virgin, she sucked and rode my dick better than any women i've been with ever since. she had the most perfect pussy i've ever seen and wanted to fuck me 24/7
only lasted for 6 weeks, but oh boy... what a great fucking initiation into manhood it was...

>>717618453

Who is this?

>>717618168

Define old

Define women

>>717618168
I fucked a hooker in Amsterdam who must've been in her 50s. Still smoking hot body, though. Dunno how old she was, but I was 30 at the time and she to,d me she had a son around my age. Apparently he's a pro kickboxer.

>At a wedding party
>Step-mum (now ex-step-mum) was drunk
>She was constantly sitting on my lap and grinding on me
>Squeezed my ass while nobody was looking
>Would have fucked her senseless but my wife was there and wouldnt leave me alone (she probably saw what was happening)

Step-mum is around 48+, I'm 26. At one point, after sitting on my lap, she left a wet patch on my thigh.

>>717618908

A 30 year old woman is right around her sexual prime.

File: z7kEQT.gif (2MB, 320x240px) Image search: [Google]

2MB, 320x240px

>>717618974

>>717619075
Should've made her call you son and thank you for making her feel like a real mom.

>>717618168
20/47

The blowjob and ball licking was great

The sex itself was terrible, though she was very sweet and affectionate (kissing, licking etc).

>>717619008
Over 40 is preferable, but significantly older than your age at the time is sufficient.

No fags in dresses. Only real women.

>>717618168
Am 22

She was 53.

Honestly it was great, she knew what she wanted and she could take a pounding for hours.

You may also find yourself learning a lot, and not just about sex. It is always interesting to hear experiences from those who are much older. Overall 10/10 would recommend

>>717619357
>No fags in dresses. Only real women.

something happened to you i fucking know it!

story time.

23/46

She was a college professor. Major accomplishment in my list of shit to do before I die. It was weird taking out in public. People thought she was my mom. Her pussy didn't get as wet as I'm used to. Lube was an absolute necessity. She was fun though. Into role playing and rough stuff. First time I fucked her she hit me so hard in my ribs I stopped and said "seriously that fucking hurt. Stop that shit, its distracting." Would do it again. Too old now.

Fucked my boss when I was 19. She around 40 something. Guess she used to be a stripper. Fake tits, fat mild butt that squeezed the fuck out of my dick til I came buckets. Wanted it more but she wanted "relationship" first. Like what?

>>717618974
Robert Paulson

I fucked a friends mom back in highschool. I was 17, she was mid-30s. She is/was married, nobody knows it happened. Used to stay there late playing vidya all the time, she was drunk and I had to walk passed her room to get to the bathroom. Called me in and we just fucked. Only happened the one time. She ain't pretty though. Not a proud moment all in all

>>717619521
Nothing has happened...yet.

>>717618168
fucked my best friends 10/10 mom blonde fake tits super skinny 5 foot. california girl. the advice is alcohol.

fucked a 42 year old MILF when I was 21, would repeat if I were still 21

>>717619208
they say this, but after years of experience I can tell you that a woman's sexual peak is age 24 - the perfect combo of hotness and open-ness.

24. fuck as many 24 year olds as you can.

thank me later.

Fucked my first older woman when i was 20. She was 63.

File: TUu1N1s.jpg (98KB, 500x750px) Image search: [Google]

98KB, 500x750px

>>717618168

Met an older lady in one of my introductory composition courses at community college, she was 27 I was 18 at the time. She had two kids and recently divorced her husband and wanted to fool around a bit but wasn't looking for any commitment really.

So we would get together after class, usually at my house or in my car and she would give me head and I would return the favor and/or finger her. It escalated to sex and we fucked maybe about 3 or 4 times before things ended?

It was good fun, haven't seen her in a while though.

pic unrelated

>>717618168
im 25 my gf is 51 we are together for 3 years. But had few experiences with 38 and 44 years ! Nothing really differents just i get bigger boner thinking they are twice older

File: 48yo.jpg (46KB, 640x640px) Image search: [Google]

46KB, 640x640px

>>717618168
oldest by age is my neighbor (pic related) she just turned 48, i'm 35, coolest chick on the planet tbh.

>knows what i want and doesn't bitch
>chugs load like a fucking champion
>never attached

oldest by difference of age was me 18 her 40.

married bitch and completely fucking nuts.

you want advice? you might not get it here anon, any one persons unique experience is not going to be the same as yours.

File: 1554389_10151982482790777_631343185_n.jpg (73KB, 960x720px) Image search: [Google]

73KB, 960x720px

>>717619579
Far right, in case you're curious about the nasty

>>717618522
Nice

>>717620583

gross

>>717618168
>Have any of you fucked a older women before?
Yeah. I was 31 and she was 32. Worst experience ever, would never fuck an older woman again.

>>717620771
Fookin' warned ya, m8

>>717621419
you cum inside her?

I'm 22. Just finished my first year working on cancer treatment machines. Ended up banging this Lead Therapist that was 29. She made over 3 times my salary. It was fun for a while. She loved having sex and on top of that she always made me let her pay for shit. Eventually she got annoying because she had an affluent personality. Was fun while it lasted though.

>>717620583
>>717621419
iv'e fucked worse and only regret one in my life. her nickname was hatchet face if that paints a picture for ya, this bitch was truly one of the ugliest people on the planet, but i was a kid putting my dick in anything warmer than my hand. it is the only broad i would never admit to fucking.

tldr; that bitch you posted is a 10 compared to my lowest point.

>>717620583
God damn you are either ugly or desperate. Either way, get dat pussy son.. LOL

>>717621603
Yeah, I was a hormonal 17yo, generally a beta fag. Didn't last all that long but she enjoyed it. She was a lot friendlier to me after that

I LAFFED.

hey, this is jake, and this is my new youtube show called ummm, hmmm.. what should it be called? leae in comments below. this episode were gonna talk about some important events likeeeeeee *cricket cricket* OH! So as you all know, trump was elected the last president of the united states. i think its good. dont want any controversy in the comments so i wont go further but now we have riots and protests so we need to stop also in case you didnt know kanye and kim kardshian have a sex tape on pornhub! dont ask how i know my friend told me so if you guys want to check it out then go ahead

>>717618168
I have never fucked a woman older than me. I've also never fucked one younger.

>>717622028
This happened well over a decade ago. I was desperate as fuck. Top of the list of worst looking though.

>>717622259
Meaning that you are a fucking virgin lmfao

File: mammat1.jpg (301KB, 1600x1200px) Image search: [Google]

301KB, 1600x1200px

when i was 19 i got abused by a 49-year-old cougar. I loved every single second of it. Still after years i jerk off to the memory of it sometimes.

Pic not related. I wish it was tho

17 / 41
23 / 43
24 / 30

Just make them hear what they want, be kind, make them feel good.

when i was 15 i banged a 17 (and later 18) year old.

19/39
Some mom with her kid taken away living with the nigger father, I met her while walking home from work and have not seen her since. She was fucking boring

>>717621950
I'm the same 22 yr old guy that just posted that reply about the therapist.
Just wanted to add that she was a Pakistani-American chick with nice 34D tits and a bubble butt. Pussy was super nice.

Lost my virginity to a 40-40 yo hooker in HK. I had to wear a condom for everything and still came super fast. eh 4/10, wasn't the same feeling as sleeping with someone who I didn't have to pay.

>>717622358
>lmao
Underage b&

>>717618168
>fucking old ladies
absolutely disgusting. this is some beta shit, plowing a barren field.

>>717622358
Yes, that was the joke. Thanks for explaining it to anyone who might not have gotten it.

>>717622358
Could have fucked his twin sis

>inb4 hurr durr few seconds older/younger

>>717618168
i was 25; she was 40. we used to work together and there was a lot of sexual tension between us. one morning she comes over unannounced. i wake up and answer the door, give her a long hug, when she asks me, "why don't you eat my pussy and fuck me?"

naturally i led her inside and made her cum on my cock a few times

>>717622715
>one morning she comes over unannounced. i wake up and answer the door, give her a long hug, when she asks me, "why don't you eat my pussy and fuck me?"
Bullshit that never happened: the post

>>717618168
22/33

She was single mom. Not really good at sex unfortunately. Lasted about a month. Have to say it didn't live up to my expectations.

>>717622576
Silly fucker, that's normal and happens to millions of dudes.

>>717618168
yea, banged a 50 year old when i was 28, and a 63 year old when I was 32. Currently seeing 53 year old now.

>>717618908

Dude, yes, my first time was with a 29 married woman when I was 18. Best sex I ever had, came 6 times inside almost one after another because she was so fucking hot (and was on the pill), she knew how to move the hips and her moans were the best. I miss her.

File: titssand.jpg (71KB, 533x800px) Image search: [Google]

71KB, 533x800px

>>717618168

My advice for OP:

If it's an itch you need scratched, go for it and try to keep it clean and simple (no husband, few or no kids, make sure she has a stable job/money). But don't make a habit out of it. Stick to women your own age for the time being.

Numerous studies have shown that women around the age of 20 are the most attractive age group to men of every age. It represent's a woman's physical peak: a combination of youth and sexual experience. What I'm getting at is there is a ton of competition to fuck 20 year old girls, and being that age or close gives you a huge leg up. I'm 28 and it's already getting harder to fuck 20 year old chicks without looking like the creepy older guy.

>>717622657
<3

I'm thinking about going to some shitty pub alone one weekend. Buy a drink and wait for some drunk fat old lady to come over and ask what I'm doing in a place like that. Then I'll try and fuck her.

This has happened before, I just didn't fuck her.

>>717618974
Ava Devine

>>717622664
Shit...you're right..
That shit just made me geek the fuck out btw xD

>>717623064
>came 6 times inside

that's exactly what i would expect a 12 yo to say.

>>717623221
>That shit just made me geek the fuck out btw xD
faggot

>>717618168
Started when I was 16. Stared hooking up with a woman who was 24 at the time.

When I 21 and she was 56 prolly biggest gap for me

>>717623309

After the fourth time there was no semen at all, but I was so excited I kept cumming and cumming. And she did too, now with my girlfriend I usually cum like two times average.

>>717622802
it actually did, believe it or not. the night before, i got hammered on everclear, and i was late for work after we fucked, so i blamed the booze

never saw her again after that. a shame, too. she was cute

>>717619487
Agreed

Was with an older greek woman. Loved listening to her talk about life. Gave me a better outlook on life in general and she taught me alot. Not even about sex. She got me into the idea of owning a house, traveling, etc

>>717623537
wait, you worked together, but you never saw her again?

I fucked a 60 year old when I was 23. At least that's how old she said she was. She lived in a nasty house with dog and cat shit on floor. Sucked my dick so hard I got blood blisters on my dickhead. Had saggy sad tits. Fuck it was depressing. Met her after bad close at an all night diner. Felt her up under the table then waived my friends off to leave me. I was wasted and suicidal, just freshly broken up with with someone I loved. This was my low point in life.

>>717618168
I've been with a lot of older women. Dated a woman 20 years older than me for a year. Also learn how to hold your liquor. If you can't have two or three cocktails without devolving into a chromosomaly challenged mongoloid the only thing you're ever going to fuck is your hand.

>>717623120
Shit nigga, I'm in your exact position now. Just turned 28 a month and a half ago, and I feel like a giant creep talking to girls in their low 20s. At least I'm kinda funny and not a fat-fat.

Actually, that's my advice for this thread. Aside from going to bars (because older broads still cruise for dick old-school style) just be fairly funny and able to hold a conversation, and try to work out or do cardio a few days a week. You'll do just fine.

File: 1457909668674.jpg (144KB, 647x720px) Image search: [Google]

144KB, 647x720px

>>717623866
>>717623836
>>717623786
>>717623722
>>717623537
>>717623498
>>717623347
>>717623309
>09 ▶>>717623498
>>>717623064
>>717623345
>>717623221
>>717623180
I LAFFED.

hey, this is jake, and this is my new youtube show called ummm, hmmm.. what should it be called? leae in comments below. this episode were gonna talk about some important events likeeeeeee *cricket cricket* OH! So as you all know, trump was elected the last president of the united states. i think its good. dont want any controversy in the comments so i wont go further but now we have riots and protests so we need to stop also in case you didnt know kanye and kim kardshian have a sex tape on pornhub! dont ask how i know my friend told me so if you guys want to check it out then go ahead

16/23 not too big of a gap but still felt weird

File: niannaonthebeach.jpg (143KB, 580x386px) Image search: [Google]

143KB, 580x386px

Okay It was last summer . I was 21 she was 37 pretty famous Yoga instructor . I'm Lifeguard and I saw a hot woman watching me all the time ended up hooking with her that night she was one of my most amazing fucs ever . She was fexible as a gum and rode me like a bull , I could fold her how ever I want and fuck her amazingly tight pussy . She never had kids . Pic related Its her , as I said she is bit famous .

>>717623836
You sure those were blood blisters?

>>717618168
A goal for 2017
Old lady pussy
>kill yourself

22/58

She was a tiny little alcoholic crack whore that I worked with. Skin felt a bit leathery, but she still had perky tits and a great ass, and was decent looking on the milf scale. No problems with her getting wet, had probably been a while since she saw a dick that could stay up.

>>717624172
At that age, that is weird, but awesome for you haha.

>>717624316
Yup. The fuck else would they be? Big purple splotches on my dick after she sucked it. I mean, she was gross but I doubt she had some never before heard of insta-action purple spot causing STD or something.

>>717623836
>got blood blisters on my dickhead
Holy kek. Hope you've gotten past that low point though, anon. I've been down that road, and that shit is rough. If I didn't have my buddies to help me through, I shudder to think of what I'd have become.
But if you're still in the middle of it, just know it'll get better.

>>717624583
I was just pokin fun, niglet. <3

>>717618168
fucked a 40 year old when i was 19, was my lecturer as well lol

>>717624602
Thank you! And yes, I'm years past it now. And it was my buddies (two in particular) who got me through it. I'd probably be dead if they hadn't of looked out for me. I've grown as a person and moved on from that life and really live in a different world now but I am forever loyal to them because when I was a dumpy mopey sack of shit they stuck around where as everyone else fucked off. There really is something to be said for loyalty.

>>717618168
Ive fucked one 44 year old and I could tag team a 38 next saturday if I wanted to. Not sure if Ill bother.

>>717618168
Ram her hard... thats what she wants from a younger guy..

At a wedding, I was 20 at the time she must have been around 35. At the reception, when the dancing part started, she gave me this horny look and I just knew I would bone her.
The venue had a pretty large garden, so when we went for a smoke I just fucked her senslessly, she was so loud I was sure someone will hear us (my parents were there and I think like half of her family).
Overall 8/10, if we had a bed 9/10.
Too bad she was from the states, I never saw her since.

>>717618168
when i was in high school a chick i knew, when i was at her house she went somewhere and her mom told me it was okay to masturbate if i wanted to, my dick got real hard and i pulled it out and started stroking it, she gave me a blowjob that was incredible, the next time i visited we fucked like animals it was awesome, after highschool i drifted away and never seen them again, i think back on it and i think that is why that chick made friends with me for in the first place was so her mom can seduce

File: IMG_0123.jpg (86KB, 640x460px) Image search: [Google]

86KB, 640x460px

>>717624359
Yeah considering you would rather he join your team and hunt for old cock. Lol fucking faggots on 4chan

File: 5Angie Tarnow.jpg (61KB, 720x960px) Image search: [Google]

61KB, 720x960px

Me: 23
Her: 37
she made me a drink and then pulled my pants down while I sat on the couch and she blew me.

Then I took her to her bed and we fucked like rabbits, even went bold enough to carry her and fuck her for a few minutes.

We took a blanket to private beach in lake Michigan and fucked, sounds great but was murderous to my skin

>Suck a polar bear's funky ass
>Suck a racehorse's cock with Heinz Tomato Ketchup
>Suck a donkey's shitty ass
>Suck a male camel's dick with Hoisin sauce
>Suck a cheetah's dick
>Suck a cheetah's dick

>>717625398
>Angela "Angie" Tarnow
>Kalamazoo, Mich.
>dun goof'd

File: 10511.jpg (24KB, 362x361px) Image search: [Google]

24KB, 362x361px

Pic related; I was 24, she was 38. Married, having a tough time with her husband. I was a shoulder to cry on, and when it became something more, I didn't stop her.

We fucked on a regular basis. She had a lot of energy, just wanted to be fucked hard and without any bullshit. Never had to wear a rubber, it felt amazing blowing my load inside her, or into her mouth.

She ended it after a couple of months; she wanted to reconcile with her husband. I guess they're still together. I looked her up and it turns out she's got a kid now who's five or six. Whoops.

>>717625398

facebook com /angie.mersdorftarnow

>>717618168
I've had two. and both happened last year.

One is 43 and the other is 38. I meet the 38 y/o every now and then. I'm 23.

>>717626009
Nice how'd u find her anon

>>717625747
>>717626009

Again this was a few years ago, it was something all men should experience at least once to be with a cougar

My friend's mom; I was 20 and she was 41.
Honestly I wasn't that experienced at the time. I mean I'd had sex a few times before but nothing like this. She taught me how to fuck properly; told me where to lick, suck, bite, etc. to get a woman off. Also told me how to use my dick effectively. She gave shitty blowjobs though; waaaaaay too toothy. I'm a little above average so I'm not exactly packing heat but using what she taught me I've gotten every girl I've been with to cum at least twice and my current gf says I give the best head she's ever received.

I learned this all from an older woman. I'm not trying to brag, I'm by no means a pornstar and she was MAYBE 6/10 on a good day but I learned a lot from being with a more mature woman and anyone that has the chance should take it.

>TL;DR if you get the chance to fuck an older woman take it. They will give you valuable knowledge.

>>717618168
anyone got stories of fucking their friends mom?

Me: around 17-18
Her: around 25-30

Met her on a local dating/hookup app and was down to fuck. I end up driving to her place and see that she has two kids (a toddler and an infant) in the room. I'm here thinking well this is awkward and just sit on the corner of the bed thinking I just wasted a trip, but was I wrong. She ends up kissing my neck and touching me and shit right in front of her toddler who's just watching us. I end up giving in and fucked her in front of her children. I probably fucked up the toddlers future, but damn that pussy was good. AMA

This lady sends nudes kik: Yoshi_909

File: IMG_5778.jpg (443KB, 1474x2208px) Image search: [Google]

443KB, 1474x2208px

>>717618168
I'm 19 years old and I'm currently fucking A 66 year old GILF. Very beautiful and busty. She Let's me sleep over her house and she buys me a ton of shit. I'm also seeing a 54 and 52 year old as well. I love it. I can't stand girls my age. Fucking annoying.

>>717626200
>dat filename

>>717626626
truuuu

>>717625013
Nice man, it's always good to have loyal friends. As grimy and depressing as those times were for me, I sometimes miss the 'adventure' of irresponsible sex with strange, older women.

File: 1479657039395.jpg (1MB, 1000x1000px) Image search: [Google]

1MB, 1000x1000px

>>717618168
When I was 17 I lost my virginity to a 26 year old british girl in a threesome.

>>717626436
Kinda looks like a light skin male, mah nig.

>>717619563
kek

16/48
Friend had a party and i stayed the next day to help clean she left early to go to her bfs
Mom and me watched 'animation domination' got sucked off while watching family guy
Banged her about 10 times after that learned a lot plus it was hot hiding it from my friend
Could still hit if i wanted to I have her number and shes always down its been about a year since i last did (im 21 now) been banging that friend pretty good recently tho
Might head over there tonignt now that i think of it
I was jist really respectful and nice to her helped her out and she wanted cock so i passed her the pipe

Yes enjoyed a MILF for years who liked me thinking of her as my mom. Not a baby-mommy thing, more like an adult son taking care of his mom, she was incredibly turned on by that and me too. She had actual sons who I'm pretty sure knew where we were at together & didn't care.

>>717623120
if you know how to work a girl's daddy issues, you can knock a few back. If that sounds scuzzy, treat it like a campground - leave it better than you found it. I've done straight up casual relationships with a few hot college ladies in my 30s and I'm not even remotely fit

23/37

Matched her on tinder when I was on holiday. Thought she'd be kinkier but was actually boring af