Sex with someone much older

[KatiiKatt]

Hi @KatiiKatt

Did son find out about you bedding his Dad?

Is there a story?

I am not too sure if he ever found out or not as I was awake and out the door before he was. I have not published a story about it yet no.

 

[Littlesubgirl350]

I am not too sure if he ever found out or not as I was awake and out the door before he was. I have not published a story about it yet no.

That's kinda hot, but there are a lot of those stories on Lit so you can't be the only one. Still, your version might be more fun to read!

 

[kLangleybi]

My oldest was the lady who took my virginity at a tender age. An aunt who taught me a lot.

 

[Littlesubgirl350]

l've written a couple of times about this. Our neighbor, Dave, is a retiree, so like mid 60s. When I lived at home with my folks l had sex with him starting when l was still 18 and then a couple of times after I turned 19. And yes, his dick is huge, like really thick, and l had it in my ass too. l'm gonna hook up with him again, l'm sure of it!

 

[Dimented]

l've written a couple of times about this. Our neighbor, Dave, is a retiree, so like mid 60s. When I lived at home with my folks l had sex with him starting when l was still 18 and then a couple of times after I turned 19. And yes, his dick is huge, like really thick, and l had it in my ass too. l'm gonna hook up with him again, l'm sure of it!

That means a lot from a guy who turns 52 next month!!

 

[Nowackosplease2]

l've written a couple of times about this. Our neighbor, Dave, is a retiree, so like mid 60s. When I lived at home with my folks l had sex with him starting when l was still 18 and then a couple of times after I turned 19. And yes, his dick is huge, like really thick, and l had it in my ass too. l'm gonna hook up with him again, l'm sure of it!

My name is Dave. Why can’t I have this much luck!?

 

[Littlesubgirl350]

My name is Dave. Why can’t I have this much luck!?

Uhm..... because your name is Dave? lol Maybe change it to Bruno! JK

 

[CantStopStroking]

In my early 20s I met someone playing a video game online that was more than twice my age. We hit it off then decided to send photos to each other. After a few generic photos she sent me a pic of her very large beasts. I reciprocated with whatever she wanted to see. She would send more, I would send more. That went on for a number of years but we never met. We were hundreds and hundreds of miles apart.

 

[Littletoo]

Has anyone, male or female, had sex with someone who was much older than you? I'm not talking about a person 10 or 15 years older; I'm talking about having sex with a person who was 30,40, even 50 years older. What was it like for you? I will start. In my early 20's, I was fortunate to have sex with a woman in her mid-60's; still one of the best I've ever been with.

 

[Littletoo]

I am 8 years older than my wife…funny thing is when I was in my 20’s, I discovered the joys of being with milfs and cougars and would rarely interact with women my age are younger. They were too immature and cared more and material things than how they were actually treated. But the older ones I felt had there shit together. I could chat with a 35yr old or better and know with in 5 minutes where it would lead. I also learned not to push it. Give it time,take it slow and you will get what you are looking for…or not. And if you didn’t, don’t be mad or insulting to the lady, just simply move on, there’s another willing lady down the road. But when I decided to settle down and marry, I chose one with no kids,never married,working,in school,etc. She live with a family that didn’t give her much support. We met, connected now 20 plus years later, I still love her and am proud of the person she has become.

I was in junior college. It was right after I turned eighteen and left home. He was a professor. It wasn't "sex for grades." I was an honor sudent. Maybe "sex for fun." He was on Medicare, however old that is. I know because I went with him this time to get his heart pills. He took me to an old tyme drug store with a real old tyme soda counter. He bought me a sundae with whipped cream and a real cherry on top. I was wearing my white shirt-shorts, blue "Bears" T and "Texas" ballcap with my blond ponytail hanging out the back. I don't like cherries. So I held out the sundae: "Hey mister," I said. "Wanna take my cherry?"

He just groaned.

 

[Britva415]

I like when I can do this with a differently-aged partner who doesn’t try to make it into ageplay kink. If they do, and they don’t take the hint that I’m not into that, I’ll probably bounce.

 

[clapper25]

I wrote a story about our next door neighbor. WE lived at the time in South Jersey and were renting a nice home in a residential area. One side was a family friend in their 70's. On the other side I didn't know who lived there for almost a year.
At the time I was having fun working out naked in my dining room. The girls who waited for the school bus (high school) liked to watch me do my exercises and have an hard on that flopped as I did jump in jacks etc. It was my wife who met the next door neighbor. She was a widow about 60 years old. I was about 33 and my wife 30. I think my wife met the gal by chatting over the fence. The neighbor told my wife she enjoyed my work outs. My wife didn't know at first what she was talking about but as their relationship grew she told her I was naked when I worked out and it turned her on. My wife was sort of naive and she asked what it was she liked. the neighbor (Jay) told her she loved sex but hadn't had a man in years. She asked my wife if she minded if she met me. My wife was hesitant but eventually succumbed. I was introduced to Jay one evening as we met for dinner. What my wife didn't know was our neighbor was bisexual. The dinner was nice and we sat around talking and the neighbor asked if my wife would mind if she had sex with me if she stayed to watch? My wife surprisingly said ok, and the gal stood up and sat on my lap. Then she kissed me and wiggled in my lap as she really got me hot. We eventually went to her bedroom and the gal asked my wife to undress too so it wasn't awkward, and the first thing my neighbor did was suck me off. AS we are getting it on she reached for my wife and played with her tits. The surprise is in the end we all got fucked.

 

[fearless1969]

I'm 16 years older than my wife and that's not even the biggest age gap for her. She still looks much younger than her age and I'm amazed ( and grateful) that she likes me

 

[Wageslave]

Im nearly 63yo - it ain't gonna happen now

 

[Asilverfox23]

I was in my 20s and in college. I went out one night and met a guy at a bar that was around my age. He got pretty drunk but we went back to his place with the intent to have some fun. We got up to his room and he passes out and I am left horny and disappointed. I go to the kitchen with the intent to call an uber and get some water to drink when I run into who I assume is his roommate. It turns out to be his dad and we started talking. Turns out dad is really awesome and a lot of fun to hangout with. We talked for about an hour before we decided to head to his bedroom and it turns out dad was a performer in the bedroom and gave me a lot of satisfaction. I believe at the time his dad had around thirty years on me.

@KatiiKatt I’m curious to know how you felt about the age gap? Was it an issue in your mind after the fact?

 

[Littlesubgirl350]

@Littlesubgirl350 and how did Dave let you know he was interested and how did you let him know you were?

Again, l wrote all about it. Telling the story over & over is just boring to me. Let's just say he'd been watching me with other boys and knew I was 'sexually active' lol

 

[Sgts19]

I never imagined I'd be fucking a 70 year old! Few miles on the tires but she still has plenty in the tank

 

[Littlesubgirl350]

I must have missed the story! Time to go look

Continuing the Fun was the first one, l think -- https://www.literotica.com/s/continuing-the-fun-1

 

[Maya_Vakker]

Yes he was, I think 72, I was 38. It was at a swingers party, I was on the younger side of the group. He had a rather impressive unit. I was curious how I’d handle it,

 

[Asilverfox23]

Continuing the Fun was the first one, l think -- https://www.literotica.com/s/continuing-the-fun-1

Thanks!

 

[Asilverfox23]

Continuing the Fun was the first one, l think -- https://www.literotica.com/s/continuing-the-fun-1

That is quite the story! Impressive!

 

[Dimented]

Yes he was, I think 72, I was 38. It was at a swingers party, I was on the younger side of the group. He had a rather impressive unit. I was curious how I’d handle it,

How did you handle it?

 

[Maya_Vakker]

How did you handle it?

He was fun, and knew how to use his equipment well.

 

[melimelissa]

He was fun, and knew how to use his equipment well.

Well equipped, Sir so knew how to use
Anyone who fell under his spell;
He was fun and one always amused
By the way that I wiggled and gelled
With his clever ideas and his ways
That weighed on me, though I could cope,
With most of his delicious plays,
Provided his empathy scopes
A path for me to head towards
Where he'd have me be - on my knees,
On my back, or, however, rewards
Are allocated so my shy tease,
Is rewarded by pleasure - his gift
When unwrapped, shows me how Sir's equipped...

*moustique*

 

[jbird4]

I am not sure this counts. My grandmother was in this place like a nursing home. It was i guess more of assisted living. Anyway i used to stop there every week. Sometimes i would each lunch with her and her friends. One of her friends was a bit forgetful but so funny. She was always flirting with me. Her name was Martha and she was in her 80s. I was just out of college and maybe 24.

I stopped in one afternoon and stopped by my grandmothers room. She wasnt in so i stepped across to say hi to Martha and find out where Grandma was. She was in her chair watching tv. She said my grandma was getting her hair done and would be back in a while. I joked with her that i didn’t care, I was there to see her anyway. She was always a flirt. She said something about how she knew I liked looking at her big boobs. I had never noticed them. But they were big. She asked me if I wanted to see them. I said no, the nurse may come in. She said the nurse just left. And she pulled up her shirt and pulled down the cups of her bra. They were actually nice big boobs. She put my hand on one of her nipples and said her husband loved them. I told her I could see why. Then she surprised me by reaching up and putting her hand on my penis through my pants. I wasn’t hard. Actually it was very embarrassing. But she asked if she could see it. When I said we had better not she had already started unzipping me. In my 20s, I got hard when the wind blew. So it started happening. Before I could think she had both hands unfastening my pants. She started rubbing my cock, saying she always liked doing it for her husband. I let her jetk me off.

I was about to cum and told her. She took a towel and held it to my dick while she finished me. It was over before I knew it. I left, didn’t wait on grandma. I felt really weird about it all.

Not sex but definitely a sexual encounter with a very old lady.