youngest & oldest partner you had for sex....

[professorIT]

[Do not create threads or polls asking questions that will lead to underage content. Discussions of underage sexuality are prohibited per our forum guidelines.]

 

[snar]

I'm a bisexual female and like my men older but women younger (don't ask me why.. just how I'm 'wired' I guess. LOL). I've had sex with men/women of very wide range of ages from mid-teens to late-fifties. In terms of fantasy, the ages vary..depending on my mood at the time I guess. Really... sexiness and looks matter more than age.

 

[dirtycarol]

My husband is a several years older than I am, (I'm forty seven) but we're more or less of the same generation. As far as fantasy's go, I've had them both ways, older, and younger. I guess it just depends on the man and situation I have, or would like to be in at the time, I've been turned on by both older, same age, and younger men.

Age was never really a factor with me, although I've never had sex with a man more than a year or two younger than myself. The thought has ran through my head a few times, and I have had a few offers, (I always politely declined due to being married) but wondered what it might be like if I had gone through with it...And yes, I've fantasized about it from time to time, but never enough to act on it.

When I was twenty two I had sex with a man much older than myself, he was in his mid to late fifties. It was a chance meeting, I was alone and horny. He started a conversation that quickly turned to the topic of sex. When I noticed he was rubbing himself through his jeans I pretended not to notice, but he caught me staring eventually and ask me if I would like to go somewhere more private to continue our talk. I agreed, but only if we took our respective cars. We drove to a secluded wooded hill overlooking a highway dimly lit by by billboards and the railroad beyond the road, we slipped into the woods just a little ways from the secondary road. We talked more about our sexual likes and dislikes, he sat on a log and undid his jeans, slowly stroked his cock right in front of me. I offered him a blow-job and took my position on my knees in front of him. I don't think he realized what was really happening at first, I had to ask him again before he removed his hand from his cock and he placed it behind my head drawing my mouth to it. He was uncircumcised, something with which I had no prior experience with, but I quickly learned to enjoy it and have fun with it. I especially liked pushing the foreskin back with my lips to get at the head.

He said he hadn't had a blow-job in years and had me slow down and take it easy several times. When he came I thought, "Maybe if I'm lucky I'll get laid after he recovers in a while."

I was wrong though, he had me take off my dress and undergarments immediately and lay on them while he sucked my tits and explored my pussy for a few minutes before mounting me. He fucked me slow for a few minutes, then pulled out and gave me oral. He said he wanted me totally wet so he could enjoy "all of me". He didn't waste any time after he made me cum, he fucked me hard in the missionary position right after, and deposited his cum on my belly. We talked a little more and he ask me if I was ready again. Before we parted that night, he had cum four times, once in my mouth and three times on my belly. Never in my life have I ever had a man cum that many times in one night.

Well, that's pretty much it, my only out of age bracket sexual adventure. I enjoyed it mostly due to the fact he could cum so much and his uncircumcised cock was a novelty for me...I'm glad I had the experience.

 

[Ray Roberts]

40 years plus!

A few years ago I had a really good ongoing relationship with another married lady. We had met on the internet and had many steamy sessions over the webcam but had never met due to 350 miles distance. Eventually we arranged to meet up in Auckland (which took a lot of planning for both of us) and we agreed to try out a swinging club which was developing in the city. She living nearer got the tickets in advance, however at the last minute she had to pull out and after travelling 5 hours for the meet I was more than gruppy but decided to try out the club anyway. After much discussion they let me in because of my two tickets. They did allow a few single men but I supose were reluctant to let an old bugger like myself in. The club was huge with heaps of darkened play rooms, spa baths and sauna and a maize grope area as the club was also used weekdays as a gay male club. I wandered around and I supose there were about 12 couples and 8 single guys, being shy I settled in the bar area with a drink and watched a game of footie on the big screen TV. While watching a couple arrived who were really dressed up or over dressed for the venue, most were going around in towels the young girl who had a model figure had a purple dress on with varying sized holes down both sides of her skippy dress. Wow the most erotic thing I had seen all night as one could see she had nothing on underneath and she looked almost out of place in this run down looking club. He had a goaty beard and shirt nearly opened down to the waist with the familiar gold chain round his neck - a would be playboy - who was 10 - 15 years older than her. They stayed for about 15 minutes then got up and left. Half an hour later, when the footie had finished I went for another wander with the intention of a last look around then leaving. As I arrived at the maize I could hear all sorts of bumping and grinding coming from the last private booth, I continued into the maize and there was a guy trying to jump up and take a peak through a small hole in the wall, it was very high up and I said let me have a look well what a sight it was very dark but I could plainly see a girl bent over being screwed by a young guy, she was on a bed on all fours busily sucking off a bloke who was just watching her being screwed. This young guy shouted as he came pulled out and went outside, I imediately rushed to the door where I could plainly hear him telling a mate "god she fucking loved it, what a fuck" I pushed past and into the darkened room his voice slowly said "lock the door" I could'nt believe my luck as I could make out his beard, yes it was the couple from the bar. She did not look up but kept on sucking his cock I stood behind her and slowly ran my hands over her sweaty body, her young tight skin it felt devine after a bit of massage I felt her hand move back looking for my cock and she got hold of it and placed it towards her fanny, my was it hot and wet. My cock just slipped in and as it did she said I want it real hard so I commenced my strokes, I was in seventh heaven and encouraged by her shouts of harder, harder, this was no love making session this was a wham and bang get out of here. Within three minutes, and all to quick I was spurting my load into that hot box what a wonderful feeling, I left it their as long as I could savouring her young fresh cunt, eventually it flopped out and I started to again massage her back and bum for the first time she turned around and smiled and said lets see if we can get it up again. She played with my cock for a while to no avail, it was spent and I needed more time to recover when all of a sudden he spouts out "you've had your fun now fuck off and close the door behind you" Not the best end for this story but I changed a happy man with a light step in my walk as I made my way back to my hotel. Now that was a nice present from the girlfriend and something to tell her on our next online session. It had been a long time between drinks since I had fucked a 20 year old but it always felt me thinking just how many others she had that night. Who cares it made my day!

 

[lemmesee]

I was 55, she was 72....it was wonderful....I would do it again in a minute....the only woman I ever met who was familiar with her own sexuality, and completely confortable with it....she was a wonder

 

[literal]

she was 42 when i was 23

 

[skate and fuck]

oldest was 55 (l was 20) youngest was my same age, and I lost my vcard at 17. I did though (ron jeremy points here) sleep with a 37yr old woman and an 18yr old in the same day.

 

[alyssawesome29]

I was 18, he was 35.

 

[Bigsexynipples]

The oldest guy i ve been with is 37-i am 27..and the youngest was 18-19 when i was 25....
The young one could last forever...i mean an hour of straight fucking ...he had amazing control for such a young age...i did enjoy it

 

[RedHeadedGlory]

Youngest was my age (when we were 15).

Oldest was 52 when I was 17/18. Best sex of my life (which is rather depressing at this point because it's been so long ago, lol).

 

[CatherineDoll]

Youngest, I was 13 he was 17. Oldest, I was 18 he was 51.

 

[Berno_85]

both were older i was 22 she was 23. i was 23 and she was 24. both were great but damn i thing i am over due

 

[LewsTherin64]

Her 54 when I was 19.....interesting.

 

[coldcase187]

Youngest early teens and oldest mid 50s.

 

[kaycee217]

Youngest was 18 (I was 19). The sex was ok.
Oldest was 34 (I was 24). The sex was pretty good.

 

[tnnikon]

Oldest - I was 48 she was 78. Youngest I was 21 she was 20.

 

[jjjustjj]

um

I'm 49, he is 21 - last week.

 

[tnnikon]

sounds like fun!

 

[jjjustjj]

yeah

incredible. he, unlike men my age, is not bored with sex - most fun I've had in years...

 

[DewMee]

I think the youngest guy was 19, and the oldest guy was 55. I'm 34.

I liked them both a lot. The younger for his intensity and reloading capacity, which made up for his getting off so easily. The older for his even keel for a long period before exploding into and on me!

It was interesting they both were on the same weekend.

 

[mrp_elo]

I have always wished for a random older lady to take me and force me to do exactly what she wanted. It makes me turn purple just thinking about the possibility.

 

[feelsgood]

youngest and oldest sex partner

Hi Boys and Girls:

I will tell you who was my youngest girl was but I am not sure that they will post this. Back in 1953 I was 16 years old and the girl was only 13 years old and still very much a virgin. I say that maybe Literotica will not print this as their rules say that we can not tell about having sex before one is 18 years old or older.

Well any way this young virgin girl wanted it very much and seduced me with the help of her 36 year old mother. I was still almost a virgin too and had only just lost my virginity about two months earlier to another older woman my aunt who was 42 years old.

Except the sex that my dear aunty and I were having now this young girl was only my first real intercourse that I had ever had. I was so new to having real sex.

I am little sorry in tell you about my dicking this young virgin with her hymen membrane still intact in her vagina. But taking my first virgin was real hot to my young mind so maybe I penetrated her to hard because she did bleed some. I don’t think she had any pleasure at her first time.

But we had great sex two weeks later with her mother present and taking part too. For the next several months I had great sex with these two. Her mom was really hot and just loved making out with a young boy like me.

Now that I am much older, age 72, I have had a lot of sex with older women. There is my wife who is still very active sexually and she is 66 years old. We have intercourse about three times a month.

We both just love to have oral sex on each other and think that it is the very best in our old age. We give each other strong climaxes with our mouths about every five or six days now.

My wife and I both exercise every day and are in very good health. I use Viagra to get hard-ons and my wife takes another drug to boost her libido.

But my wife is not my oldest. We are swingers and belong to a Seniors Sex Club. We are 12 couples strong and meet at a different home each month. You have to be 55 years or older to belong to this club and can only come to the gatherings when the men are partnered with his wife or girlfriend.

I do not think that this type of club could even exist today if it were not for Viagra, Cialis or Levitra. All the men there are taking something and most of the women too. I know that I get really hard after my 40 mg of Viagra. I now can get a hard-on as big and strong as when I was just 18. And most of the time when I take this wonderful drug I am capable of two or three erections a night.

The women eligibility age is younger at 45 years old. You can not have sex with you wife or lady friend at our get-togethers, only other women that are there.

There are three women who come to our shindig who are older than me. I have had sex with them all. One of them is thee years older than me at 75 and is particularly good at sucking my cock. She takes her false teeth out and bits and gums my pecker. Oh god she does that so well. She chews with her soft gums on my pecker at where the glans end and the shaft starts and puts intense pressure on my frenulum spot for great discharging climaxes into her mouth.

I hope you all the best and you can still have great climaxes when you get to be my age – feelsgood.

 

[nakedboater69]

Youngest 11 oldest 60.

 

[scotsmitch2001]

at 50 now I have found one of the joys of growing older is that the women that attract you are many and varied...I lost my virginity at 14 to my sisters best friend,she was 17.
when i was 46 i had a brief affair with a 25 yo woman which was short lived but intense
At this moment I am good friends(looked on as a mentor maybe?) with a 19 year old girl .We get on very well and flirt with each other outrageously.Part of me wants to take that next step.Maybe in a few days/weeks I can re-post?
= p

 

[mrron]

at 50 now I have found one of the joys of growing older is that the women that attract you are many and varied...I lost my virginity at 14 to my sisters best friend,she was 17.
when i was 46 i had a brief affair with a 25 yo woman which was short lived but intense
At this moment I am good friends(looked on as a mentor maybe?) with a 19 year old girl .We get on very well and flirt with each other outrageously.Part of me wants to take that next step.Maybe in a few days/weeks I can re-post?
= p

I think we'd all like to hear how this turns out. How far have you gone with her so far?