FabSwingers.com > Forums > Stories and Fantasies > The oldest you had?
The oldest you had?
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By (user no longer on site) OP
over a year ago
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I had a friend's mum when she was 48 and I was in late 20s.got messaging on facebook I called round one afternoon and she answered the door in high heels stockings and fish nets. Told me to get to bedroom. Kissed for ages hot tongue and hands everywhere before she unzipped me and took me in her mouth. I repaid the favour sucking her soaking wet cunt before fucking her hard with her heels wrapped around me. She sat on my face before turning round and reverse cow girling. We finished with her on hands and knees and me doing her doggy style. All this before lunchtime! |
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By (user no longer on site)
over a year ago
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About 6 weeks ago meet a 68 year old but she didn't look anywhere near as old and I didn't find out till later but it was alot of fun and she was a very naughty woman. |
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By (user no longer on site)
over a year ago
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"When I was 25 within a year I had met a 40 and 42 year old hmmm great time 
Threesome?"
Lol I wish as they were very sexy and the older one did have some hot friends.
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By (user no longer on site)
over a year ago
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67. Missus aunt I was painting for her and she showed me round house got to her bedroom and she had left dildo on bed .. Very red she went I said its natural don't worry... She said she had not had sex in 4/5 years and asked me how my sex life was next thing cock in her mouth and some of the best sex I ever had |
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By (user no longer on site)
over a year ago
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"It really does seem like you guys do like your older ladies! Oh I am shocked. Glad I like my younger men x"
Wish more women on here are like you lol starting to get rare haha |
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By (user no longer on site)
over a year ago
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When I was 19 I was led astray, seduced and fucked by a 48yr old "MILF" I guess you would say. It was awesome.
Since then I have had a 53yr old when I was 26 and 60 yrs old when I was 35. Experience counts for a lot. |
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I had the pleasure of meeting a horny lady in her mid 60's when I was only 29yo. Not only did she adore being fucked, but she honestly had one of the tightest pussy's I've ever had the delight of filling  |
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By (user no longer on site)
over a year ago
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Expelled from school for fucking teacher, Catholic school too, was hottest 17 months and 11 days of my life... pulling up in private bus at school, while head and guidance teacher stood waiting on me getting off to March me to their office, will live with me for the rest of my days... I had to sit my highers at nearby protestant school, God Bless the Prody's for helping me gain confidence and making me successful... my father forgave me mother to this day growls at me whenever I mention my school results! |
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By (user no longer on site)
over a year ago
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You lucky people, a fucked a woman in her 70's when a was 38, she said she was younger but confessed her age after our 3rd session.
Would love an older gilf like that again |
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By (user no longer on site)
over a year ago
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When I was 19 one of the guys I worked with fixed me up on a blind date with his son. We arranged to meet in a pub but when I turned up it was the father, he apologised on his behalf explaining why he couldn't make it.
So he asked if I wanted a drink before heading home, which turned into several!!
The father was actually a laugh and not bad for his age (he was 55). Anyway even more drinks later I found myself wanting him to fuck me and made my move and started kissing him in the pub. We then headed off to find a quiet spot to fuck. On the way we stopped under a bridge and passionately kissed and he reached up my dress and started finger fucking me hard. In return I freed his cock, wanked it then dropped to my knees and started to suck him in the street. There was then some loud cheers as a gang of lads walked past on the other side of the road. Embarrassed I stood up and we ran to Dartmouth park. Once there we found a spot in the grass and got totally naked.
It was then we both realised we didn't have any condoms, but he informed me he had had the snip and with that I straddled him and guided his cock into my soaking pussy.
We fucked and sucked until the early hours until he filled me full of his cum.
Getting wet just typing about it |
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By (user no longer on site) OP
over a year ago
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"When I was 19 one of the guys I worked with fixed me up on a blind date with his son. We arranged to meet in a pub but when I turned up it was the father, he apologised on his behalf explaining why he couldn't make it.
So he asked if I wanted a drink before heading home, which turned into several!!
The father was actually a laugh and not bad for his age (he was 55). Anyway even more drinks later I found myself wanting him to fuck me and made my move and started kissing him in the pub. We then headed off to find a quiet spot to fuck. On the way we stopped under a bridge and passionately kissed and he reached up my dress and started finger fucking me hard. In return I freed his cock, wanked it then dropped to my knees and started to suck him in the street. There was then some loud cheers as a gang of lads walked past on the other side of the road. Embarrassed I stood up and we ran to Dartmouth park. Once there we found a spot in the grass and got totally naked.
It was then we both realised we didn't have any condoms, but he informed me he had had the snip and with that I straddled him and guided his cock into my soaking pussy.
We fucked and sucked until the early hours until he filled me full of his cum.
Getting wet just typing about it"
Oh my god. I am in love! |
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By (user no longer on site)
over a year ago
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"Expelled from school for fucking teacher, Catholic school too, was hottest 17 months and 11 days of my life... pulling up in private bus at school, while head and guidance teacher stood waiting on me getting off to March me to their office, will live with me for the rest of my days... I had to sit my highers at nearby protestant school, God Bless the Prody's for helping me gain confidence and making me successful... my father forgave me mother to this day growls at me whenever I mention my school results! "
Thank you to Paul for replying and asking personal details in relation to my post above, however I hope you understand why I had to block you, just because I shared did not mean I wanted to 'open up can of worms', my life has moved on and so has the teachers, my school is now knocked down and a PPI has replaced it, so there is info you wanted!! |
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By (user no longer on site)
over a year ago
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I was 22 when first slept with an older lady she was 45-50 can't remember exactly.was a gd quickie when the parents were out lol was worth it she had massive tits. |
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By (user no longer on site)
over a year ago
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"I was 22 when first slept with an older lady she was 45-50 can't remember exactly.was a gd quickie when the parents were out lol was worth it she had massive tits."
Would like to try older if they are in good shape and good for their age would be pretty hot and some gilfs are horny as fuck nowadays. |
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By (user no longer on site)
over a year ago
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When I was 17 serving my apprenticeship was working in a woman house with the boss he left to go for materials ended up shagging the woman who turned out to be 57 was one of my best shags to this day getting hard thinking about it now the oldest I've fucked is a 69 year-old I was 40 at the time |
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By (user no longer on site)
over a year ago
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I was 18 and spent the night with a 65 year old she looked a lot younger. When i got home the next morning my my mum said son Joanne says your a real good fuck. I nearly died on the spot turned out they worked together. |
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When I was 21 my landlady was 59 but had the body of someone half her age she was dirty as fuck always wore stockings went on for 6 months till I moved towns with my job but always good memories x  |
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By (user no longer on site)
over a year ago
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My best mates mum when I was 17, she was 47.
My mate and I were skateboarders way back when, we'd gone out for a skate but I'd left my house keys at his, he stayed out and I popped back. I rang on the doorbell and when she came to the door she was just wearing a small black bikini. She was tall and slim, always sun bathed in the garden when she got the chance so was a beautiful bronze, which offset her blonde mane perfectly. I told her why I was back and ran upstairs to grab my keys. When I got back down she was in the kitchen topless and making her way back to the garden. As I hit the hall way she turned and cool as you like asked me if I wanted to fuck her. She then completely deflowered me on the kitchen floor. A few years later I was at her work Christmas do, she owned her own business and loads of our friends worked for her. After a few drinks she was pretty pissed and whispered in my ear asking if I wanted to have another go. She said that she hoped I'd learnt a thing or two since the last time because she was horny as hell. Without thinking I kissed her, completely forgetting my surroundings. My mate went nuts and threw his pint over me. It was an absolute shocker. I never did get to have another play date with her, but my mate still thinks the worst thing that happened was that I d*unkenly pulled his mum once |
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My first taste of a older woman was when I was 19..she was 40..then when I was 35, she was 56 and a squirter..38 and she was a lovely bbw and married she was 60 and I still see her, and last week I had my granny in law..she is 80..she had been flirting with me for years and last week she made her move on me and seduced me..i let her and only kissed her..she did the rest..and a very nice shag too..incredible sex drive for her age |
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By (user no longer on site)
over a year ago
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"It really does seem like you guys do like your older ladies! Oh I am shocked. Glad I like my younger men x"
Dnt knock it us older ladies are incredibly sexy. I get told all the time hahaha by much younger guys |
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I was 22 on lads holiday and we met a hen party I was getting on well with the bride when her mothers best friend started flirting with me she was a larger lady snd 51 after about 30 mins she was back in my room. We shagged every way possible woke up the next morning and spent the day in bed I walked her back to her hotel later that evening she told me she was married with 2 children and her daughter was older than me . We said our goodbyes saying it was good and great meeting up etc . That night after a club she was banging my room door down she had her luggage with her all she said was make sure I had her up for the airport at 8. |
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By (user no longer on site)
over a year ago
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"Pah !
I used to work in an old peoples home when i was 18.
Had regular orgies in the older ladies dorms.
Had 70/80 year old ladies lapping it up and having multiple orgasms.
Me --- Stud"
Mmmmm do I believe that. I dnt think so
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By (user no longer on site)
over a year ago
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When i was 18 my uni friend who was 45. We had drinks at the uni bar to celebrate my birthday. She asked me to look at her new house. So cant a taxi and she showed me her house. When in her bedroom she kissed me and rest was amazing all evening. |
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"Pah !
I used to work in an old peoples home when i was 18.
Had regular orgies in the older ladies dorms.
Had 70/80 year old ladies lapping it up and having multiple orgasms.
Me --- Stud
Mmmmm do I believe that. I dnt think so
"
Nor do i at all
What a liar. |
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By (user no longer on site)
over a year ago
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"Pah !
I used to work in an old peoples home when i was 18.
Had regular orgies in the older ladies dorms.
Had 70/80 year old ladies lapping it up and having multiple orgasms.
Me --- Stud
Mmmmm do I believe that. I dnt think so
Nor do i at all
What a liar."
No I don't think this would happen I'm a career and would never dream of this in a place iv worked it's not only immoral but the risk of losing your job or being locked up is very high. |
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"Pah !
I used to work in an old peoples home when i was 18.
Had regular orgies in the older ladies dorms.
Had 70/80 year old ladies lapping it up and having multiple orgasms.
Me --- Stud
Mmmmm do I believe that. I dnt think so
Nor do i at all
What a liar.
No I don't think this would happen I'm a career and would never dream of this in a place iv worked it's not only immoral but the risk of losing your job or being locked up is very high."
Of course it didnt happen! Lol
It was mockery.
 |
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By (user no longer on site)
over a year ago
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Being older than all you hunks I've sure had my share of older ladies not saying the oldest one as a gentleman never tells but I prefer mature always have always will  |
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By (user no longer on site)
over a year ago
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When I was 22 and had a 47 year old milf, meet her in the local pub and ended up at hers. The things she could do with her mouth was amazing. I was a all nighter and the best I have had yet. Still see her around, and she gives me a little smile. One day we will bang again. |
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By (user no longer on site)
over a year ago
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Oldest ever was 64, a very hot lady, but I was only 10 years her junior. Comparatively oldest was 45 when I was a student. She was my landlady's friend, and I heard her say out loud one evening when we all were walking together to a pub that she was lonely and needed someone to cuddle. Wondering whether that was kind of meant for me (I knew she had some much younger men before) I went another night and found her at the pub, bought her a drink, and she took me home after closing. I wasn't fully confident even then though and she had to ask me whether I'd like to go to bed with her. At that point, i didn't need asking again. We snogged and I already knew she was so different to the girls I'd been with. She asked if I'd like to come upstairs, and I followed, watching her hips sway on her beautiful hourglass figure. She wore skirts much too short for her age, and I got a lovely eyeful. In her bedroom we stripped off, and she released her pendulous tits from her bra which she had to fasten from the front as they were so massive. After we started fucking in the missionary position, she had me lie back and rode me, which was a first for me. It was just amazing to play with her tits and see my glistening cock appearing and disappearing in what she called her quim. She was greedy for sex and had me 4 more times before dawn. |
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We'll I never had any older ladies only young ladies 22 26 28 30 Luv d young ladies mmmmm . I got chatting to this lady in her 50ts n she was stunning u could have taken her for her early 30ts I enjoy ladies full stop . Just so long as there's chemistery |
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By (user no longer on site)
over a year ago
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55 when I was 30, I stopped off at hers on my way home, had a great night and left early the next morning after fucking and sucking each other all night |
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By (user no longer on site)
over a year ago
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Before the above episode, I had never had sex with an older woman. It had been my adolescent fantasy, involving almost all or any of my mother's freinds and neighbours. Once a neighbour took me round her house (I was 17) and when we got to the bedroom, I had a flicker of hope, but she didn't flirt or anything, so nothing doing. |
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By (user no longer on site)
over a year ago
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Was 56...drove down to stockton are to meet up at a pub
Had no knickers on and was shaved...very well dressed and spiken to...followed her back to hers where she sat on the sofa and seallowed all my load...twice... |
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"Since I was 15 I've been fucking men 20 years older. Biggest gap was when I was 28 and the bloke had just turned 50. "
Us older guys never forget how to please the ladies, and we have learned lots. Vice versa too. |
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My first experience with a older woman was when I was 17...she was 40 and divorced. I worked with her and I asked her out to go to the cinema..as we watched the film, I pug my hand on her knee and she left it there, I tried my luck and let my hand go up her skirt to the top of her thighs and after a minute she slapped my hand and told me to behave! I left it at that but when she drove me home she went to turn around in a gateway at the bottom of my road to turn her car around but stopped and turned the engine off and asked me if I wanted to finish what i was trying to start in the cinema! She leant forward and kissed me and I responded but that was all I did until she took my hand and put it up her skirt...then she went for it and there was no stopping her lol |
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By (user no longer on site)
over a year ago
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My first experience of an older woman was when I was 18.
Remember the days when you had to dress smartly to get into a nightclub? Well I'm half d*unk and notice this much older lady (turned out she was 44) wearing heels and fairly short skirt. I really couldn't tell if she was wearing stockings or tights (always had a thing for woman in stockings) so I make a move and start chatting to her.
I soon discover she's wearing suspenders too!!! As I've caught a cheeky feel during chatting.
Cutting a long story short we end up going back to hers, here's me the inexpirienced 18yr old , prodding and groping and not really having a clue lol..
As I'm trying to play with her clit she says "your not pushing the button on a lift you know, you need some tuition".
We carried on seeing each other for about 6 months and that woman taught me the art of giving oral.. Every lady I tell that story to, who's also expirienced me going down on them say she should have an award for what she taught me!!
The heady days of being young |
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By (user no longer on site)
over a year ago
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Yes, that is exactly it, they are not afraid to tell you how to really please them, as the girls of my own age did not - maybe from not really knowing what would hit the spot. But how much confidence it can give a young guy to learn what to do that really works. Of course not all women respond in the same way, but I learned so much that I had a lot more good ideas later. |
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By (user no longer on site)
over a year ago
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Hi all....at both ends of the scale....when I was 15 I was seduced by my mates mother who was mid 40's long story but over a six month period she taught me a lot and he never found out - gulp!
I am now mid 50's and recently had some great fun with a 19 year old. |
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By *100Man
over a year ago
Essex |
When I was 17 I had a one night on holiday with a 47 year old nurse we fucked for 6 hours and only stopped cause the coach was coming to take her to the airport fuck she was so hot and I wish we had met earlier and the thought of her getting my cock hard again after cumming twice still makes me hard.
She put two fingers up my bum and massaged my hole till my cock was rock hard again what a wonderful lady. |
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I was 23 and she was 54. It was the early 00's and I was a member of an MSN sex group. I saw a post from a couple in the USA that were coming to the UK for a holiday and wanted to meet some single guys.
I sent them a quick message with a photo and they got back to me. They were due over in a month so I gave them my number and forgot about it. Sure enough I got a message saying they had made it over and to check my number worked. Next message offered me a beer and a BJ, so in order to enhance the special relationship I said yes.
All in all a great night, with hubby taking some pics/vids of the action. A few week's later they sent me some of the vids which I still have and love to watch back! |
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By (user no longer on site)
over a year ago
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When i was 25 my gf stopped having sex with me.
I started having sex with one of the neighbours who was 68. First time i ever went with a man. What a time!! |
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By (user no longer on site)
over a year ago
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"Pah !
I used to work in an old peoples home when i was 18.
Had regular orgies in the older ladies dorms.
Had 70/80 year old ladies lapping it up and having multiple orgasms.
Me --- Stud"
Really, daydreaming perhaps? |
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By (user no longer on site)
over a year ago
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When I was 18 I had a thing for older women. In the space of 6 months I slept with a 42 yr old, a 38 yr old and a 36 yr old. It was awesome and a great learning experience |
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By (user no longer on site)
over a year ago
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Wow!!! Reading that got me very hard.
"When I was 19 one of the guys I worked with fixed me up on a blind date with his son. We arranged to meet in a pub but when I turned up it was the father, he apologised on his behalf explaining why he couldn't make it.
So he asked if I wanted a drink before heading home, which turned into several!!
The father was actually a laugh and not bad for his age (he was 55). Anyway even more drinks later I found myself wanting him to fuck me and made my move and started kissing him in the pub. We then headed off to find a quiet spot to fuck. On the way we stopped under a bridge and passionately kissed and he reached up my dress and started finger fucking me hard. In return I freed his cock, wanked it then dropped to my knees and started to suck him in the street. There was then some loud cheers as a gang of lads walked past on the other side of the road. Embarrassed I stood up and we ran to Dartmouth park. Once there we found a spot in the grass and got totally naked.
It was then we both realised we didn't have any condoms, but he informed me he had had the snip and with that I straddled him and guided his cock into my soaking pussy.
We fucked and sucked until the early hours until he filled me full of his cum.
Getting wet just typing about it"
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By *0sKidMan
over a year ago
Newport |
My friends 40 odd yr old auntie took advantage of me when I was around 14. She was married and everything,.Twas fckn awesome my other mate was on the chair across the room pretending not to look )
I still see her but she's old as shit now lol
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When I was 16 I was doing community service after I got in trouble with the law , i found myself painting an old guy's bedroom & he used to sit talking to me. He was in his 80's & after a bit he told me that he hadn't had sex for ages even though his cock was still in good working order . I asked him if he had ever been with another guy before to which he said no , so I then asked him if he would like to let me give his cock a nice long sucking ? He smiled and told me to help myself so I told him to stand up as I knelt in front of him , i undid his trousers & pushed them down along with his underwear . I took his gorgeous cock into my mouth as I slip my lips down his hard shaft until I had every inch of his fat cock deep in my throat , he began fucking my warm mouth as hard as he could & before long he was pumping hot cum into my belly . We were regular fuck buddies for the whole time I was doing cs & i even let him invite some of his friends who wanted to let me suck + fuck with them x |
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By (user no longer on site)
over a year ago
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I fucked a 48 year old woman when I was 16 in Greece on a family holiday. Told her I was 18, god she showed me a thing or two. Bragged about it to my sisters the next morning, and they knew who it was as I'd been talking to her in the hotel bar. Then to top it off I saw her at breakfast the next day, with my sisters around me giving her the dead eyes as I shrank on the spot. Luckily I was flying that day! I'll never forget her dodgy Essex accent |
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This thing that the guy put in forum about old folks home. There might be something in that. I know a guy in early 60s he lodged in a house that a cpl rented they were moving out nd landlord was selling house so guy was homeless there was a flat available in a old folks housing complex they let him have it. Now this is what he told me. And his work mate and workmates girlfriend backed him up . He told me the old folk were shagging one another sensless in the afternoons they get together in one anothers flats with the bottles of wine. some time as cpls or groups and are at it fucking like rabbits he said he'd been invited to join them for a drink. nd as he walks down the coredors you could clearly hear what was going on in the flats now thats what he told me nd they backed him up. Now theres a woman must be in late 70s who lives across from me whos hubby died about 4 months ago nd when i went across just after he died she told me they had stopped you know doing it as he cant get it up any more nd any way its only tiny he was 76 i thought poor sod. I called over to hers last sunday for a chat nd she was telling me about her friend nd she said her friend has had more prick than a dart board. As for me at one of our gangbangs a local guy brought a older woman with him she was 70 when we had he stripped she was well wrinkled every were big saggy tits streached down to belly button but she was great at sucking cock nd a great fuck |
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By (user no longer on site)
over a year ago
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"Pah !
I used to work in an old peoples home when i was 18.
Had regular orgies in the older ladies dorms.
Had 70/80 year old ladies lapping it up and having multiple orgasms.
Me --- Stud
Mmmmm do I believe that. I dnt think so
Nor do i at all
What a liar."
Im actually a carer and find this disgusting!!!
I may be on here but seriously sometgings are beyond wrong . |
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Randykitty its not us on hear you want to be castigating. You want to be putting your point over to the older people the OAPs. But i think youv got a condescending holyer than thou attitude just because they are old do you think they are not entitled so a sex life lets see what you have to say when you are say in your 70s +. Have a nice day |
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By (user no longer on site)
over a year ago
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"Randykitty its not us on hear you want to be castigating. You want to be putting your point over to the older people the OAPs. But i think youv got a condescending holyer than thou attitude just because they are old do you think they are not entitled so a sex life lets see what you have to say when you are say in your 70s +. Have a nice day "
Its not the older people having sex that i object to if you read my comment it was directed at someone who had claimed to have had sex with vulnerable people in a care home i am neither holier than thou or a prude so get your facets straight before you accuse me of anything ! |
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By (user no longer on site)
over a year ago
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Love older women!!
When I was 18 I met a very sexy women on a night out, she was 37, we didn't fuck on the first night we met, just lots of kissing and groping, after a few exchanged messages that week we met again, this time we got very filthy! This was my first encounter with an older woman, after 3 months she told me she actually has a partner of 10 years, 1 month later she split with him, and we got together, sex life with her was AMAZING! Both of us obsessed with sex made it very filthy and wild! |
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By (user no longer on site)
over a year ago
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I was 15 and with a friends father. He used to phone me before school on a morning! 
My husband was 25 years older than me too. Always liked the older men |
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By (user no longer on site)
over a year ago
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When I was 29 I had a threesome with a 71 yr old and a 58 year old x was amazing the 71 ur old tasted beautiful and loved siding up n down my cock x and the 58 yr old had a thing about rimming me xxxx |
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Having had only 2 men in my first 50 years decided to splash out and had a number of one night stands. For my 6th year I managed to have sex with one of each decade! 18, 20s, 30s, 40s, 50s, 60s and 70s. Managed it by December the 18 year old was the final one. Wouldn't want to do it again but it was good. At least half were pretty enjoyable!Jane xxx |
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By (user no longer on site)
over a year ago
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"When I was 29 I had a threesome with a 71 yr old and a 58 year old x was amazing the 71 ur old tasted beautiful and loved siding up n down my cock x and the 58 yr old had a thing about rimming me xxxx"
Lucky man |
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By *avenvalCouple
over a year ago
Leicester |
We are going to City Celts in Leicester on Saturday 17th December. We have arranged to meet a 21 year old guy to screw Val who is 61 if there are any guys who would like to screw a mature women please come and join us Val is a very greedy women anyone with a hard cock will be well looked after. |
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By *ral DMan
over a year ago
Leicestershire |
"When I was 19 one of the guys I worked with fixed me up on a blind date with his son. We arranged to meet in a pub but when I turned up it was the father, he apologised on his behalf explaining why he couldn't make it.
So he asked if I wanted a drink before heading home, which turned into several!!
The father was actually a laugh and not bad for his age (he was 55). Anyway even more drinks later I found myself wanting him to fuck me and made my move and started kissing him in the pub. We then headed off to find a quiet spot to fuck. On the way we stopped under a bridge and passionately kissed and he reached up my dress and started finger fucking me hard. In return I freed his cock, wanked it then dropped to my knees and started to suck him in the street. There was then some loud cheers as a gang of lads walked past on the other side of the road. Embarrassed I stood up and we ran to Dartmouth park. Once there we found a spot in the grass and got totally naked.
It was then we both realised we didn't have any condoms, but he informed me he had had the snip and with that I straddled him and guided his cock into my soaking pussy.
We fucked and sucked until the early hours until he filled me full of his cum.
Getting wet just typing about it"
Seriously hot made me so hard reading this. |
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By (user no longer on site)
over a year ago
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Oldest guy I've slept with was 62 when I was fresh 18, lovely cock to suck and good heavy load...
Oldest woman I've slept with was my mums best friend at the time, I was 19 and she was 46, she sure knows how to ride a cock and make your eyes roll into the back of your head..
Would love more experience with older/mature men/women/couples |
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