I share my 19yo gf with a much older neighbor
One of my middle-aged friends from work has a 68 year old friend whose wife died in 2022, and he's moving into a small place at the golf estate down the road.
My friend asked if I could help this guy move because I have a pickup truck and trailer. So i helped.
Turns out he's a super cool guy and loves to tell stories about the past. He really missed his wife, etc.
He saw my gf one day helping me unpack boxes, and he mentioned how beautiful she is. We got talking about how beautiful his wife was in her day, and he showed me some old polaroids from when they were young and she was in her 20s. We became very comfortable talking about girls and some dirty jokes etc, it wasnt awkward at all.
He spoke very fondly of his wife and mentioned all the things that were amazing about her, then some of the things she was amazing at (head game) and laughed. I said my gf has an amazing headgame, but it's definitely not her best feature, and then gestured to below the waist.
We stayed friends and saw each other often throughout normal life.
Over the next few months, my gf opened up about her one of her kinks and found out old men and porn featuring old men make her blood flow! We dont understand why. She had a normal childhood with no trauma or anything weird. Its just something that we were talking about and her pussy would drip when we were on reddit looking at old guys fucking young girls.
I suggested that its one of the kinks id be willing to try. I kinda found the concept taboo in a harmless way. Im not intimidated buy an old man, especially romantically. She'd never leave me for one, and I liked the idea. We spoke about it seriously, and I said, "Let's do it! It took a month for her to get on board.
So yea... i was messaging the old guy. My gf confirmed that she wants to do it. I told him we just want a STD test, and he had one done right away.
Walked her over to his place, and we sat down, very nervous all of us, had a drink to loosen up, and from there with some nervous breathing and a giggle, she moved closer to him. He slid his shorts down halfway to his knees and was pretty impressive for an old guy.
My gf looked at me and I said go for it. She sucked him for about 20s and he said stop before me cums.
She took her sundress off and he played with her tits and pussy for a bit and then she layed back and he touched her pussy with his tip, sliding it up and down for a moment and breathing heavily. He then slid into her, and the moan they both made was unexpected and broke the awkward silence.
He gave her slow deep strokes for about 2 minutes, tensed up trying not to cum and I guess lost the fight because he thrusted deep into her and shot his load in her. Which we only saw when he pulled out and it poured out of her.
He was very apologetic for underperforing, and my gf reassured him that it was exactly what she wanted.
We walked home with his cum dripping down her legs and we had the most astonishing fuck that started the moment the door shut. I've never seen her that turned on before. At least not sober!
I pounded her sloppy pussy until she came so hard she basically pissed herself (towels were prepared because of all the cum mess before we even started)
And thats how it started, its now a regular activity and he has since got a lot more stamina and is starting to be able to give her a half decent pounding before he busts.
I go with her on weekends to have a day of fun at his place, and she will sometimes sneak off in the afternoons while im still at work to go see him for a "coffee" lol
(My gf is a few years younger than me)
Posted Sep 6, 2026, 3:24 AM UTC