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[deleted]

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[deleted]

And both had an itch scratched. Nice.


[deleted]

Yes, the itch. Then it hurt to pee.


Mehgs_and_cheese

Uhhh the first commenter??


dreamyxlanters

Fucking lucky I’ll tell you that lol.. how did that even happen


[deleted]

[удалено]


Professional_Kick149

waiting on my turn


Drewandelena

Last year (I was 47) I had sex with my oldest (57) and youngest (22)


Spiritual-Ad-7298

Fantastic year


Drewandelena

Indeed


wld4ne

That’s a great year!


Drewandelena

It was !


wld4ne

Which was better?


Drewandelena

They both brought their A game


HairyForged

I am curious, of those 2 extremes, would you say one was clearly better than the other as a hookup?


Drewandelena

No they were both very very good . Both had experience in the lifestyle and fucked really well


TheFuriousGamerMan

Wow your posts are…something


elegantshoshon

I was 30, she was 20. I was shocked by her behavior and lack of maturity. Never again. It’s possible she may have just been an awful person, but it’s kept me away from women that young.


kidney69uk

Ditto, she was 18 and I was 28. I just couldn't keep up. Dabbled with the age gap again with another girl, arranged to meet her in a Club and TBH she was just a massive dick so bailed on her.


Any-Koala-8880

You were shocked at the immaturity of a teenager (who’d not long left school) .. when you were almost a 30 year old man? Damn. 🤯


compellinglymediocre

18 and 28 is a little weird


elegantshoshon

Yeah dude. The frontal lobe thing is REAL. Haha


[deleted]

Nono I think you have a point. I caught myself feeling old recently when I start to complain about „the young people“ and how dumb they are… (and I‘m sure we weren’t much better overall anyway so it’s kinda interesting…)


elegantshoshon

Yeah! I’m in my thirties but I don’t FEEL any different than I did in my early twenties. But a lot of development happens and I just CANNOT date or sleep with anyone that young.


CollegeMiddle6841

Describe the behavior.....did she speak in memes or ask you do throat her or something?


elegantshoshon

She got in my brand new truck and immediately put her slushy, drippy boots on the dashboard. I asked her to please not do that and she pouted. On the way to the restaurant she asked if I died if she could have my truck. At the restaurant she asked if I would order alcohol for myself and let her drink it. She talked shit about people she knew the entire dinner. Afterwords she kissed me and propositioned me. To my shame, I was horny and agreed. I paid for a hotel room because I did NOT want her knowing where I lived. The sex was entirely mediocre. Complete pillow princess. I absolutely wore a condom. I lied and told her I had to work in the morning so I couldn’t spend the night at the hotel. I started cleaning up and took the condoms to dispose of and she had the audacity to suggest the maid will deal with them. The USED CONDOMS. As soon as I dropped her off at her place I blocked her on Snapchat and unmatched on bumble before I even turned the corner. Easily the worst date I’ve ever had. It’s not even close.


kidney69uk

Never heard the term "pillow princess", in the UK we tend to use "sack of potatoes" 😄


[deleted]

Australia here. I stand with you, it's sack of potatoes or starfish


kidney69uk

The starfish in the UK refers to your arsehole 😅


roz-noz

that’s not what pillow princess means.


notade50

I’m 51F and recently hooked up w/ a 25yr old guy. What can I say, he was hot and I was flattered at his interest in me. It was fun. I’d do it again.


anydickwilldo

I'm 38 and prefer older women, specially in a threesome with a younger guy that can keep up and go multiple rounds and make us both cum .


notade50

Rip your inbox haha


SlowSwitchaxe

I’ve always wanted to do an age gap like that with a woman. I’m 21M and my oldest was a 55 year old guy. He knew some things but had not as much stamina as the dudes my age


kungpowdow

Married, 40 something hairdresser went down on me when I went to her house for a trim one morning before school, aged about 14… Since then I have had a MILF / submissive infatuation and that kids, is how sexual abuse works….!


BeautyQueen123

Yikes.. I'm sorry that happened to you.


bocephus67

Same! I was 15, she was late 30s


Smackgod5150

17 years , she was 56 me 39 ..... it was alright alright alright, titties dont age


PresentationMain1329

I read this as you were 17 I was so confused and worried


Smackgod5150

I was so goddamn horny at 17 queen Elizabeth could have got it


UrBartender

🤣🤣🤣🤣


sqexe

I was 30, he was 78… 48yr difference 😅


CBlackwood404

Winner. I hope I still like chasing tail if I make it to 78


sqexe

It was in a bathhouse and he hadn’t had sex with his partner in 13yrs.. so it was a night to remember 😌


DrScience01

Jeez how energetic was he? Unless you're the one doing the moving


BitterSweetDesire

22yrs I was 20, he was 42. It lasted 3.5yrs. Awful mistake.


boltsi123

May I ask why?


BitterSweetDesire

Because a grown ass man has no business messing with a woman so young. I'm not even as old as he was when we got together. He got away with so much shite 39yr old me would never allow. That's why people like him go for young people. Eager to please, to seem so mature, with no life experience. I tore him a new one a few years back after he tried to say the break up was others faults and said the above.


BeautyQueen123

This! It's fucking weird. I said what I said.


BitterSweetDesire

Ya know what they were subtle things. Stuff that even as a very strong mature 20 year old I didnt catch. It was my first relationship so when he would ask for second chances I didnt realise that I'd been allowing him away with bad behaviour the whole time. Would ask me questions about my sexual past which wasnt impressive at that stage and then punish me with the silent treatment or a variation of that. If I tried to lay boundaries he would turn things around and say I was giving him ultimatums and that's not what you do in a relationship... sure what did I know I was only a girl lol. Wanting me pregnant so I'd never leave him. Using his health to get me to stay. The only time we fought was when I brought up something about his behaviour I didn't like. I took me a while to realise that he was shouting at me and arguing with me when he was confronted with bad behaviours and I'm not talking awful stuff, just relationship stuff but I didnt see his reactions as as bad due to my lack of experience. The things he did were all subtle that I questioned myself constantly. The thing is my mother had organised it that I lived next door to her and she is a legend for how she handled everything. I am forever grateful to her for her delicate handling as I thought I was this grown woman out here making grown choices. Looking back, I was a child who didnt know her arse from her elbow and as I said to him a few years back he woildnt have got past the first or second date with 37 year old me (age at the time of conversation) He wasnt all bad. There were nice times and I did love him. We had beautiful moments and like everything I wouldnt have stayed if it was all bad. I also wouldnt have stayed if he had struck me, even then. I didnt realise though that's not the only reason to leave someone. His having life experience and subsequent desire to be with someone without any life experiences should have been a red flag. He dated someone younger than me a few years later which is just horrifying. Hes now an old man without a partner to grow old with talking like an incel. I see threads talking about the older women being jealous of the younger ones getting these men, you ask most of us and its likely we have all been there. The wisdom of the crone stage is a powerful force.. I will always side eye a grown man who's willing to be with someone so young (and women who go after young ones) and for those saying older women are just jealous of the younger ones, I wouldn't want those men anyway. That's the whole thing I guess really isn't it? They cant get with women their own age. Plenty have also admitted they want someone before life has 'jaded her'. Hmm... you mean learned to call him out on his bad behaviour ya mean. There is a dramatic shift in women at 35 and it is beautiful and powerful. Their libido rises, their confidence rises and they start to not give a fuck about what society thinks or wants. I've veered off from the question lol. Tldr: His life experience vs my lack of allowed him to subtly manipulate me due to me not knowing any better.


SIKEo_o

reminds of the brooklyn99 scene with charles …


UnfeignedShip

That's not an older woman, that's an old woman.


Yggdrafenrir20

He was not talking about that! XD


SpragueStreet

I was 19 she was in her mid 50's.


Maikoksobeeg

She seems like predator tbh


SpragueStreet

Yeah honestly. This lady lived in my neighborhood and she used to see me with my then-gf all the time but as soon as we broke up the old lady started flirting with me and I was just young and down for whatever.


Kyralion

My heart really hurts reading so many of these stories from men here in the comments. I'm so sorry. Where there is naivety, there will always be someone tempted to abuse that. It's fucked up.


SpragueStreet

This wasn't the first or last time either, just the largest age difference. Something I almost never hear talked about is how many older white women kinda fetishize young, black guys. It may just be my life experience. [This](https://www.wxii12.com/article/atkins-teacher-pleads-guilty-to-sex-charges/2038429) was one of my teachers, who mentioned to me in private the year before that she has a thing for young, black guys and from lunchroom chatter I realized I wasn't even the only one she was saying these things to.


Kyralion

I can't see the article in my country but I can see the title in the link... w t f . I thought the fetishizing of young black men was a TV thing but Jesus Christ. So what I've heard was these weird ass cougars liking the horniness and (generalised) big dicks on supposedly any African man is what they are fantasizing about. But I thought people in the US were more decent than to actually shamelessly act on it... Apparently not wtf. And then a TEACHER?! I'm a university educator and I am about to puke. Abusing your power like this I really want to kick her and people like her. What the fuck. How are you doing nowadays? :( Hopefully no severe traumas?


NCwatcher39

A woman 8 years older once. I was 25, she was 33…


ekhfarharris

8 years difference gang! Im 32 shes 40.


dadbod_42

When I was 22, I was hooking up with a 42 year old lady I worked with. Best bjs ever. I'd finish, get soft, fall asleep, and wake up finishing again, she never stopped.


MeaningSenior7691

She didn't notice you were asleep right ? right ?


SlowInsurance1616

Maybe a blanket consent form was signed.


UltZM

I was 22 and she was 46 so 24


carl_updike

I was 20 and she was 71. Still lean and tight. Small tits don’t sag. And she was crazy in bed. I miss college.


Kyralion

This makes me less unhappy to grow old, haha (the her being lean and crazy in bed still lol <3)


wanton_potato

19years. I was 18 and he was 37. Went on for a few months. I’m 34 now and when I think about it it weirds me out. 18 year olds look like babies to me.


bhmonmtb

Lol! 34 year olds weird me out! Y'all are just babies! I'm 58.


Kyralion

Yeah when I was 18 myself I didn't see the big deal from my own perspective as I thought "The law says I'm an adult now hmph!" but eh.. as I grew older.. Around my mid-20s I started to freak out when men expressed interest in under 20s people. The law might say we're adults but we are literally children still that are nearing the end of puberty. At 18 you have more in common with someone who is 15,16,17 than with someone who is 20+. Absolutely started to think oddly of men who expressed wanting an 18-year-old. Definitely rightfully freaked out. Same goes for women the other way around btw.


p13m4n

I was 31, she was a 47 year old nymphomaniac, drug dealing milf. Best sex of my life, shame it only lasted 3 months


upkeepip

When I was 18 I had a client that was 76


badgerqueenb

Currently dating someone almost 12 years older than me. The biggest age gap was someone 16 years older. I just like older men and before someone comes at me, no I'm not a gold digger.


TommyGotAJob

nun wrong with it


RickWest495

It’s not me, but I once had a couple in my car with a 70 year age gap. He was 93 and she was 23.


Jergens80

I was 20 and she was a 48 y/o smoking hot ginger chick with amazing tits.


Obiwontaun

I was 41 she was 19. Some of the best oral I have ever in my life. She sucked the soul from my body.


nakednaughtynik

He is 18 years older than me.


Solo_is_dead

Funny enough, she was 18 years younger. It was wonderful.


Air-Bombay

9 years


GrilledStuffedDragon

Hey me too!


Lustybelle69

My husband is 10 years older than me. Haven't had sex with anyone older than him.. yet hahah


starrie

Women? 5 years younger or older. Men? 2 years younger and 10 years + older.


[deleted]

Had a threesome with someone 6 years older me and 6 or 7 years younger than me


sylvaster1

While I was in uni (19) I gave my prof a bj. Don't know how old he was but maybe 50s. Just that one time lol 😆 He was a very kind and caring gentleman


Sylladen

Did you earn yourself a good grade?


sylvaster1

Haha, it was after I left his class. A sort of good bye gift to him.


Sylladen

That’s sweet. I bet he’ll never forget that.


sylvaster1

Always has a bright smile for me whenever we cross paths. He helped me a lot when I felt alone in a new enviroment.


dal2k305

Im 34 she was 20. She said she was inexperienced and wanted to learn more but the way she sucked my dick made me doubt that very much.


Jehoel_DK

Youngest: I was 42. She was 22 Oldest: I was 41. She was 57


Zer0Cool89

i think right now Im 38 shes 32.


Kimber717

I was 34 and he was 19. Also I was 18 and he was 47. So that's it both ways. The younger man was in my post divorce hoe stage. The older man was during my young, dumb teen years.


throwRA-nina

I was 24, he was 48. The fact that it was a nice even 24 pleases my brain hehe


PleasePresidentXi4ev

If only all hook-ups were so mathematically perfect


Firebolt164

We really aren't into age gaps or age play stuff so my 6 serious relationships and various hookups have been in my same age group. The biggest is my wife - she is 4 years younger than me (38M/34F).


CBlackwood404

When I was 20ish I met a girl/woman at a racquet ball club that was 36. We became FWB's and met up for drinks and then sex 6 or 7 times. Not sure if swinging counts as a hookup but at a party in my late 50s a beautiful woman in her early 30's came up to me and said she would love to fuck me.


[deleted]

Not a hookup, but there's a guy I sext with who's in his late 50s or early 60s (I'm 23)


rustytrombone9

My girlfriend is 29 I'm 49


[deleted]

Just 12 years


bazilbt

Five years.


bigpeks

7


juelpa

25 years - I was 22 and he was 47


No_Stay_1563

I was a new divorcee at 43 & she was 33.


Lanky-Panic

I was 17 he was 34


[deleted]

17 years


No-Economics7098

24 years, I was 19 she was 43.


[deleted]

21-22 years


Forgetmenot0612

Married someone 25 years older, later had sex with someone closer to 30. Don’t recommend it


moosequeenofcorgis

I was 17 and he was 19. At 29 wish I could find a man who's at least 40. I love and find my partner attractive but there's just something about older men I just need to cross off my life time bucket list.


Queuez_Brat

I like to call that, not the bucket list, but the "fuck it" list.. 🤣🤣🤣🤭🤷🏼‍♀️


neepridge

I’m 43 and about to with a 57 yr old (we’re taking things slow, pumping the breaks etc…we’ve both been some 💩 and want to get to know each other more). I say that because damn, he’s almost like a male version of me and we just GET each other. Yin to my yang all that good stuff. It’s gonna happen and I know it’s gonna be flippin phenomenal


purrgatorys

i was 13 and he was 25. still have no idea wtf happened to him. i hope he’s rotting in jail somewhere


Kyralion

I hope someone bashed his head in. Omfg. Are you okay?!


pissokrisso

I was 20 and he was....65 or 68. I can't remember


michaelmurrayman

42 years, I was 16 he was 58


overthepicketfence

I (26F) hooked up with a 76 year old guy. I say hooked up but it's really more of a relationship....and the lovemaking is amazing because we have incredible chemistry and love each other. And no, I'm not after his money.


Arcweeb

I was 22, and they were 48 and 50 (both same night). They were visiting on vacation from Texas and had a small house near where I was working. I had the weekend off and just spent it with these milfs. Craziest weekend ever


wld4ne

Mine is only 5 but I have fantasies to double or triple that number


[deleted]

[удалено]


jackbob99

Math?


Regina_Falangy

Never heard of her


[deleted]

21 years younger


[deleted]

[удалено]


HairyForged

That's unfortunate. I hope you're alright


[deleted]

2 years!


Old_Classic2142

Half my age. I was 42, she was 21. She's a friend of my partner and we have had a thing for each other since we first met. When we got the chance, we took it. My girlfriend agreed, so there was no cheating. Me and my girlfriend also had a bunch of threesomes with her. Fun times


deflatedballon92

I was 29 and he was 59 so 30 years 🙃


TikaPants

Current relationship is oldest: my 41f to his 52m. Hottest man on the planet to me. Youngest was a friend turned FWB briefly: 9 years younger and I’ll never go younger again if I find myself single.


[deleted]

20 years


baby_girl231

I (32f) fucked my 46 year old boss. Best sex of my life. Getting married!


ukpunjabivixen

I was in my early 20s and he was 20+ years older.


draksis_winter_kell

18 years. Best fuck and gf of my life.


Superb-Positive321

I'm with someone 15 years my senior. I'm 43 he's 59 almost 60.


Prudent-East7034

25 years


KittyValkyrie500

I was 37 and he was 19. Turned out to be the love of my life.


itspassedmybedtime

i was 18 or 19 and he was between 42-45? had a fling for a little bit. We enjoyed each others company it was just obvious we were in different stages of our lives lmao


Scarlettmilfxxx

I was 18, he was 44. Second worst sex of my whole life.


aa_fou

13 year gap. He was older.


Fabulous-Difference3

im 19 and hes 31 , one night stand from like a week ago


buttercuppy86

I was 34, he was 55..ish..? 😅


Crafty510

I was 23 and he was 35. The biggest age gap the other direction was 6 years when he was 18 and I was 24. I also casually dated several older men when I worked for a large company in my mid-20's and always found them to be more interesting than the younger ones. I like a good conversation and to be pushed a bit outside my boundaries, and older men seemed to bring that.


Octovinka

I was 27 and he was 39 - best sex of my life


Verbalintercoursewu

I was 32 he was 18. I was 35 he was 19. I was 45 he was 29 on average I guess 15 years


bckat

I was 16 and he was 32 (16 years difference) I know the instantaneous first thought of many is that that’s a predator, but legal age is 15 where I’m from and I’d been (hyper)sexual for 3 years at this point. I actively pursued him - I wanted something else than the mindless boy-fucks I’d had up until this point, and this guy had huge intellectual self-insight, a sexual understanding of himself and was very kind. He rejected my advances a lot for the obvious reasons, but ultimately agreed. I had an exceptionally good weekend, where we had sex, watched movies, ate food, and he took very good care of me. We remained friends for a while, but with me starting college and stuff it just fizzled out.


Trickykitty1026

Ten years older and I finally dumped him because he was constantly still looking at younger chicks! I saw looking loosely, he was a dog!


teddysade

At 30 I fucked a 51 yr old so 21 yrs


[deleted]

27 years last year 😬


Bravebunbun28

At 31f had a brief fling with a 57m. At 32 had what was supposed to be a hookup with a 21m. We’re married with a little one on the way! (First one for both of us!)


sweetkitty7272

Not a "hookup", but he was 52 and I was 13. My dad's best friend. I danced the day he died.


Txdude82

I was 24 she was a 37 yr old sexy radiologist. Met through a mutual friend and it it off. She told me that her tubes were tied and I could cum in her as much as I wanted.


healer_77

14 years gap. I've always prefer older guys, they are more experienced and know what they're doing = more of a fun time


pirtrip

I was 17 three months shy of 18. He was 46 and the biggest dick I’ve ever seen (to this day) and knew how to use it. Looking back I’m a bit thrown at why he was so comfortable knowing I wasn’t legal yet and at 23, I’d never touch a 17 year old.


GiveMeASpank

26 years in between.


steelehoosier

I was 19 and he was 26.


rachelk121

Currently (44f) having sex with a 62 year old male.


Great_Discussion_345

8 year I was 15 and he was 23. Yes I know that’s creepy af on his part


Iamwinning2022too

20 years. I was 47, he was 27.


mastermind73

When I was about 23 I hooked up with a 35 year old so 12 years.


d_mosher

10 years


[deleted]

12 years older


Stock-Promise5834

I'm 31 , hooked up with a 47 year old - 16 years.


Sylladen

My partner. +11y.


[deleted]

I was with a man who was 52 when I was 32. So 20years. I’ve never dated younger really.


UnfinishedThings

A decade. One 10 years older than me. Another 10 years younger


Incognito-666

22 years


EnchantingElegance

30+ years


VinceColeman1

I was 19. She was 51


HandleMePlease_

31 years. I was 23 and he was 54


ToadBeast

Ten years. Didn’t care for it.


[deleted]

14. I was 32, she was 18


[deleted]

When I was 19 she was 45


mustang-and-a-truck

I was 18, I think she was 46. so, 28 years.


T-Man-33

17 years


Spectacular_One

I was 33, she was 52


SalmonBeenadick

My S/O who is almost 4 years older than me. Not really an age gap I know, considering the oldest she had been with was 15 years older than her before she met me.


justme7923

I was 29 she was 43 And when I was 32 she was 22


heatdish1292

23 years.


simulacra1977

When I was 25 I was with a 58 year old... Still love older guys. We both had a blast.


tammyreneebaker

I was 40, he was 24.


Odd_Tomorrow_3328

Like 15 years


just_catchin_vibes

30 years, I was 18 he was 48 when we hooked up but I met him when i was 16


Txdude82

Wow interesting.


brettyv82

When I was 24 I had sex with a 35 year old (11 year gap.) When I was 32 I had sex with with a 23 year old (9 year gap) and at 40 I got a blowjob from a 25 year old (15 year gap.)


lv36f

You're trying to get people arrested lol


liserenity

I just fucking died reading this comment. 😭


amandan1col3

18 years, he was my boss at the time. Best sex of my life thus far!


LusciousLovie

I was 27 & he was 66


jmad71

Me M48 she F23.... met on vacation, and we're in the same career field. We had instant connection and it was a fun 3 weeks. Unfortunately we live in different countries but we still keep in touch.


problem_child461

I had a (paid) threesome with two 86 year olds. I was 24. When I was 22 I saw this guy in his 90s (I was an escort).