Secretary at work is 58 years old, but has been awfully flirty lately. Pretty sure she wants some younger cock...

Secretary at work is 58 years old, but has been awfully flirty lately. Pretty sure she wants some younger cock. Anybody here ever fuck a woman that old?

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i always thought it would be fun

Do it. It’ll be the best fuck of your life.

I'm sure it'll be fun, I just don't know what to expect. I'm curious if she'll be able to get properly wet, among other things

>It’ll be the best fuck of your life.

Please elaborate a little bit for us. Maybe even a green text story?

She never had any kids so her tits still look decently firm, and her ass seems pretty firm too. Definitely super curious how tight old pussy is

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Does her pumpkin have seed???

>be in my mid 20s
>manage a yoga studio with a partner
>she took care of the classes, sessions
>I ran the accounting, billing, custodial duties
>I used to get date on some of the customers
>ladies on their 30-40 divorced
>no games, no cheese stuff straight up hardcore fucking
>mature ladies they do not emational/economical support... they need a cock that won’t quit
>with age comes experience
>if they want to go out they will tell you
>if they want to fuck they will definally tell you

Play your cards carefully user don’t mistake politeness with flirting
If a women her age want to fuck you she will tell you, they will even brag that they cant get pregnant that’s a green flag for filing her pussy with cum

>be me, 22 in college
>I attend a college 4 hours away from home
>One day I encounter one of my mom's friends
>she lives here, she knows me "since you were this tall"
>we came to pump gas at the gas station I work part time
>she continue to come in a couple times a week, we chat for a good bit everytime
>shes in her late 40's, big tits around 140 lbs
>one day I mention that the food in school sucks
>"oh you should come eat dinner at my house, I eat alone most of the time"
>She is divorced
>Think she's playing or just being nice
>Friday afternoon she comes in
>"hey user I am cooking XYZ today you should come by"
>"hmm sure"
>I get there around 8
>She already ate, i eat alone while she drinks tea on the table
>we talk about stuff, she asks me if I have a gf and stuff
>"make sure you are using protection"
>I am surprised at how "open minded" she is
>she uses words like cock, pussy and cum
>its around 9, she puts a movie on her living room
>we sit in silence for 40 mins
>"alright I gotta go it's kinda late"
>she gives me a hug and a kiss on the cheek
>I can feel her big ttis pressing against me
>I get a boner walking to the car
>jerk off as soon as I get home

Many times OP, but I'm in my 60's though and you'd expect that.

Yes. Tinder, CL when it was good, AFF.
Those are all good options, its much easier than you think.
Work milfs are hot and flirty, but it's always a terrible idea. Don't do it.

Yuck, but going by your taste in porn, you don't appear choosy.

58 is a bit too old you should try to keep it 4X, but then again people have their own tastes

Find some hotter 60 year old porn and post it then. I'm not interested because I find older women sexy, I'm interested solely for the novelty

>you should try to keep it 4X

What do you mean exactly?

try sticking your finger up your ass and licking it. that's what kissing a granny is like.

Not him, but I'll be the first to call you retarded.

>she keeps coming in to my station
>I notice now that she is flirting with me, maybe she always was
>One weekday, she comes in and buys some cheat wine we have on the shelves
>"what are you doing tonight user? you should come help me with this"
>"hmm yeah of course" she definitely wants to fuck now
>get there at 9:30. she's in a blouse and sweats and already drinking
>she kisses me on the cheek as I come in, I give her a hug
>she has music playing, we sit down she gives a glass of wine
>we make small talk
>"user, why do you think you are here?"
>"to drink wine?"
>she sitting close to me with her hand on my tight
>"user I am an older woman with needs"
>she moves her hand to my cock
>instant hardon
>we kiss, she massages my cock
>she gets up and takes off her bra
>amazing milf tits, big areolas
>she sits on top of me, I suck on her tits for a good while
>she grabs my hair as I suck saying things like "yeah like that baby, more more"
>she gets on her knees, takes my cock out
>without hesitation she starts sucking my cock
>she knows what she is doing, sloppy deepthroat, jerking off
>in less than 5 mins she has me on the edge
>"cum in my mouth user"
>I shoot in her mouth with a butthole-quenching orgasm spasms
>she keeps on sucking swallows it all
>she shows me her empty mouth
>"i hadn't tasted cum in years, hopefully you liked that"
>she drinks a glass of wine, I sit there with my cock out and flacid
>"don't put it away user, I still want you ride it"
>she gets down on her knees again and sucks my balls while jerking me
>she has me hard again in no time
>she sits onit, she's surprisingly slippery af
>she rides me like a mad women
>in 5-7 minutes she is moaning hard deep breaths
>she starts grinding me, its my cue
>I start cuming inside of her
>"oh yeah user cum in that fucking pussy"
>she orgasms on me, leaves all wet like super fucking wet
>we kiss for a good while after
>I leave

>try sticking your finger up your ass and licking it.

I'll take your word for it

>Not him, but I'll be the first to call you retarded.

Apparently I'm retarded, please explain

Fucked a 40 year old and it was my best fuck ever. Idk about 58 though. I say go for it

do it, been fucking a 61 year old and sex is damn good

I was in the same situation at work a few years back. She was nearly 50. She always wore dresses styled like she was still in the 1940s, which made me hard as fuck. Something appealing about a classy broad vs the modern whore. I didn't know she was flirting for like eight months... just thought she was being polite and she wasn't very direct. (Never asked me out. I had to ask her.) But one day I finally did. Talked at the restaurant for about two hours then back to her place for drinks. We were making out before the first glass of wine was even finished. She wasn't the type just to fuck. She wanted to make love... for hours. Slow, sensual, so much foreplay. It was so tender and wonderful.

She changed after that though, because women are insane and can't separate sex from business and have no ability to control how they act in a professional setting. Still fucked like three more times before she got herself fired. Thankful she never narc'd and got me involved, though she quit taking to me after she left the company.

>She changed after that though, because women are insane and can't separate sex from business and have no ability to control how they act in a professional setting.

That's my only real hang up. I don't want things to be weird afterwards but I guess going through with it permanently changes the dynamic there