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oldest I have slept with
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The last time I slept with my wife--She was 73 Since she died the oldest has been 51 or 52. My preference  now is from 29 to 55. I don't pay much attention to age as long as she is over 25 or 26. I consider more about her mature personality.
At my age I have no plans on marrying anyone

Posted By: AlexandraMilw
So what is the oldest person you have ever slept with? What was the age difference? What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)  
   
 What is your typical age range that you prefer and why? Is this the same age range you would date and/or marry?

So what is the oldest person you have ever slept with? What was the age difference? What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)

What is your typical age range that you prefer and why? Is this the same age range you would date and/or marry?

My ex wife was 9 yrs younger than me.  The oldest I guess was 19 yrs my senior. Attraction is a bid part of who you decide to get with. Age isn't that big a deal as long as both people are mature.

So most ladies I have seen are older in hobby or RL  
The biggest age difference was with a 48 yo lady, I was 25.

I was 23. she was 32.  I was her boy toy. The most fun ever for 2 months. Then she decided to get married. That lady loved whip cream!

Similar for me. I was 20 she was 27.  
Nice body, multi orgasmic, seemingly insatiable. It was only 2 weeks, but those were the days. I get horny just thinking about it.

Posted By: AlexandraMilw
So what is the oldest person you have ever slept with?
The oldest escort I seen was about 55, maybe older as 55 was the age she claimed and many women fudge a little. This lady is the oldest person I have slept with.  

Now the oldest non working escort (person I am not paying) I ever slept with was my wife today at the ripe old age of 36.

Posted By: AlexandraMilw
What was the age difference?
I was 39 at the time. she was 55+ so about 16 years maybe more.

My wife and I are 6 years apart. The largest age gap was 7 years. All of them younger than me.

Posted By: AlexandraMilw
What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)
As to why I seen her she was an active poster on anther site I followed and she was feisty and made me laugh. I find that sexy.  

I did it because my wife is hot, smart, funny, a great mother, and the love of my life. She is also an amazing lay. There is no person alive I rather do the deed with.

Posted By: AlexandraMilw
What is your typical age range that you prefer and why?
My typical age range in the hobby is 20 to 45. The youngest I see was 18 and the oldest as I said was 55+.

Twenty somethings are at there peak physically, great eye candy, but it is harder to get non-sexual chemistry. Also often they take my lack of ability to get it up more personally.  

The older the lady the easier the non-sexual chemistry is to get and the more understanding they are of ED but their looks aren't as great as your normal 20 something at least normally. So I mix it up. I am more likely to repeat with the 30 to 45 somethings than the 20 somethings hard bodies.

In my non-hobby life I haven't bedded many women. All of which was 5 to 7 years younger. I started late (29) so it wasn't like started in my teens or something. the range was 22 (my age at the time was 29) to 36 (my current age of 41). All chosen as they are who I could get into bed with me.

Posted By: AlexandraMilw
Is this the same age range you would date and/or marry?
I only will bed one woman out of the hobby as long as I am married and that is my wife. As I she is 36 and in my typical hobby range. As for should something happen to my wife the range I would date/marry would be 35 to 45 as I need a mature understanding woman not a twenty something hard-body.  

Now why do you ask? You fall in my age range for escorts if that is your worry.

-- Modified on 3/12/2015 8:50:15 PM

That's a tough question. We aren't supposed to ask the age and weight of our atfs. But if I had to guess, I'd say the oldest is in her mid fifties. Interestingly enough, she is the second wildest lady I've ever been with, and I've been with some wild ones. She loves sex, and is still very much active.  

I prefer highly rated ladies over 30. I don't feel the need to f*ck twentysomethings. As far as dating and marriage goes, I'll never do that again. With the advent of easy access sex here, I don't have to play the mating games ever again. Whew!!

He's going to be 60 but he FUCKS like he's a FRAT BOY!!! Holy SHIT.... AAAAAMMMMMMAAAZZZZIIINNNGGGG!!!!  He also looks like he's 40..... I FUCKING ADORE HIM!!!! Número UNO in my book....  

I prefer clientele 35-Over... The oldest client I've had was in his 70's & he was naughty fun...  I typically date guys in my age range but hobbying has sorta thrown out Ageism for me... It's more about the chemistry for me but when I'm out & about being Fabulous it's usually guys in their 20's that hit on me....  Intelligence & Mannerism is huge turn on for me...

.... and non-P4P he was 47.  
My age range for RL is the same as my p4p preference....in general I prefer men at least a few yrs older than me (AT LEAST 3 and i'm 25 in just a few weeks).

Well, I tend to date in the 45-55 age bracket because of the maturity level overall... but sort of ruins it if I want kids in most circumstances.  

I was engaged to an older man, I was 23 and he was 63. Oldest female was by 15 years but awkward because I was almost her kids age and we couldn't get past it.  

I have seen guys in their late 80's in the hobby. The older guys are nice to talk to about life experiences. I am not much overall for guys/females my age because of the maturity issues most have. I like the 40 plus crowd for the hobby but make exceptions.  

Posted By: AlexandraMilw
So what is the oldest person you have ever slept with? What was the age difference? What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)  
   
 What is your typical age range that you prefer and why? Is this the same age range you would date and/or marry?

Dear Alex:
As a woman, I am sure it has always been normal to date a few years above your age.  However do you look at age when you date for reasons of maturity and experience? Or have you outgrown most men and women your age so for purposes of romance as well as social you tend to interact with people who might be 8 to 15 years your senior ?

older. I don't overall look at age but the person. I seem to have outgrown most people (male or female) overall. I am an old soul, what can I say.  

Socially, in RL, I am a hard egg to crack. I analyze people and go from there.

Posted By: Duplicitouslust
Dear Alex:
As a woman, I am sure it has always been normal to date a few years above your age.  However do you look at age when you date for reasons of maturity and experience? Or have you outgrown most men and women your age so for purposes of romance as well as social you tend to interact with people who might be 8 to 15 years your senior ?

Going off of the age gap rule...

Oldest ever and in the hobby was 46.  I was 28 at the time so 18 year gap. Though she claimed to be 36 during our 2nd date we'd had a bit to drink and she slipped a couple of things in her conversation regarding her age during college, her first job, which by the nature of it I knew took place in a certain year and it wasn't hard to figure out. She caught the slip a minute later, gave me a sheepish, look and I just shrugged about it. I didn't care, she was still sexy, we had a great connection so whatever. Our 1st date was possibly the best sex I've ever had with any woman ever. Truly animalistic and cathartic.  

I was drawn to her because she was very calm and intelligent. She was confident in her sexuality. Our appointments always felt like real dates.  

Oldest civvie girl I ever hooked up with was a 34 year old recent divorcee when I was 23. So 11 years. Only lasted about 6 weeks, but damn that was FUN. We had amazing chemistry, terrific kisser, possibly the best natural tits I've ever had the pleasure to suck on and play with and I loved getting her off with my tongue on her clit. I guess I was her her sort of boy toy and it would never have gone the distance but it's a shame as I really liked her.

I was drawn to her because of her dark auburn hair and pretty big brown eyes w/ a cute smile. She seemed sweet and funny.  Also early on while she was still married I'd seen her lounging at our pool in a white 1-piece/low cut bathing suit showing a very sexy figure. I found out much later she had been checking me out too (at the time I was probably 19).  We hooked up at the end of a long first date lasting into the dawn hours of the morning.

Typical age range... hobby-wise early-20s-mid-30s. Civvie wise, ideally early-late 30's. But there's always exceptions, connection and chemistry isn't always dictated by one's age. Why? Sometimes I want ter thrill of being with a hot college girl or 20-something. A bit of wish fulfillment/fantasy scratching. Other times I want the feel of being with someone I'd date and usually the women who provide this are in thier 30's. 30-somethings usually are in my same reference point culturally and mindsets/place in life is usually similar. They tend to be more comfortable, personable and confident. So more or less same range I would date/marry for now.

I have been with women in p4p who have ranged in age from their early 20's to their mid 50's.  The oldest one claimed 58 but she might have pushed 60 in reality (she had a thin, tight little body despite her age).
My first was in her 30's when I was 19.  

Throughout my 20's and 30's I never looked at anyone older than 40.  Now that I am in my 40's I find it leas objectionable to see older ladies.  One of my favorites from last year was in her early 50's.  

I get along well with MILF types.  Generally they are more relatable to me.  Which doesn't mean I son't enjoy a 20 something year old hottie now and again, because I do.  

As for date/marry. I am already married to a woman just about my age (minus 2 years).  If I would date marry again, age would matter less than willingness to have sex on a regular basis and personality.  Ideally no less than 10 years younger too.  Old enough to share experiences from our youth but still younger than me so as to remain youthful as I age into a wreck, lol

WildJimmy!345 reads

Like weight, IQ, length of session

First serious relationship was with a woman who was 11 yrs older.  We were together for almost 3 yrs.  My former spouse is 4 yrs older than me. After I became single, I dated the whole age range.  

As for my preference in the hobby world, I somehow always gravitate towards those in their early to mid 20s.  Don't know why, just how things have turned out.  I think its just the energy level they bring.

but as I am 62, that's not any real age gap.

The biggest gap had to be when I was just starting out and I was about 25.  I answered an ad for a FBSM and saw a woman who had to be mid-50s.  I was a bit weirded out by it, but she was very affectionate and handled me well, and it ended up being a very good session after all.  She wasn't bad looking at all either.

Right now I see women from their mid-20s to the aforementioned 70s, and I have no particular bias when it comes to age.   It's just another variable that adds to the variety that I enjoy in this hobby.

I recently married a gal in her late 40s.  We met about ten years ago.

I've had clients who were 40+ years older. But I've also dated civie guys who were older. Like before I got into this business, I had a boyfriend who was 20 years older. A few years before that I dated another guy who was 20 years older. I think it's hot when the guy is much older...
The youngest guy I dated was also in civie life, and he was 10 years younger...actually I deflowered a couple virgins in hooker life who were 10 years younger, lol...
I guess I just like guys of all ages, lol.

Granny is a swinger. Very attractive woman. Has the resources for some high quality work. Face, tits  tummy and ass have all been worked on. I laugh about the scars from when she had her hips replaced. "Is that squeaking the bed or you." The skin does hang from her arms and legs.

Her guy couldn't get it up so my wife, after sucking some limp dick, ended up talking about Blackhawks with him.  

Nice people fun to party with, but they both need hearing aids. Will see them again, assuming they are still alive, in a few weeks.

My wife is four years younger than me and the six years younger, two years older seems to be my normal range.
I have banged ladies born in the 30s, 40s, 50s, 60s, 70s, and 80s as Civies. A couple of P4P were born in the 90s.

 

Posted By: AlexandraMilw
So what is the oldest person you have ever slept with? What was the age difference? What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)  
   
 What is your typical age range that you prefer and why? Is this the same age range you would date and/or marry?

50 or so, not really sure, but still younger than me.  Never been with a lady older than me.  Youngest and largest age difference was my very first P4P experience.  She was a couple months shy of 19 and I was 58.  Saw her again a couple years later.  Sadly, she got her nursing degree and left the biz.  I'd see her again in a heartbeat if she ever returned.

LLAP,
Swim

15 years has been my biggest difference.  25 vs 40.  Ever since that day I have liked being with older ladies.  The experience blew my mind.  The fact she was older than me and she was sexy just had my 25 yr old brain doing back flips.  Of course I got showed a few new things over our little affair, and while sexy young ladies still get me plenty turned on the older ladies turn me on even more.  Im not sure about marriage to an older lady only because of being in different stages in life with their career, goals, and if applicable, children.  If those things dont jive its just setting yourself up for failure.  Not always and if the opportunity was there I would jump on it for sure.  But for my hobbying, I do see the younger ladies, but I definitely go for the more mature women.  One of my regulars is a mature lady and I cant get enough of her.

Posted By: AlexandraMilw
So what is the oldest person you have ever slept with? What was the age difference? What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)  
   
 What is your typical age range that you prefer and why? Is this the same age range you would date and/or marry?

The last time I slept with my wife--She was 73 Since she died the oldest has been 51 or 52. My preference  now is from 29 to 55. I don't pay much attention to age as long as she is over 25 or 26. I consider more about her mature personality.
At my age I have no plans on marrying anyone

Posted By: AlexandraMilw
So what is the oldest person you have ever slept with? What was the age difference? What drew you to that person or got you to "do it"? (Questions for both RL and Hobby pursuits)  
   
 What is your typical age range that you prefer and why? Is this the same age range you would date and/or marry?

RL. She lived in my building outside of DC. She drank like a fish, she looked great and she didn't treat me like a dumb ass 20 year old even though I'd been in the Army for a couple of years and had my shit together. We started hanging out together in bars and you know the rest of the story. Oh yeah ... she was a cop. Total freakster.

I don't have an age range Per Se, but I tend to avoid the young ones because of maturity (I feel funny when they are more mature than me) I don't "date" anymore (it's awful) and after two marriages/divorces - I'd be nuts to do that again!

I just turned 54.
I am in my second marriage. My first wife was 9 years older. My second and current wife is 2 years older. She is 55 now, but I haven't had sex with her for at least 4 years.

So, the oldest woman I had sex with has been since I have been enjoying the hobby (Nov 2013 - present) - she was at least 53.  
Youngest has been early 20's.  My favorite lady, who I can never get enough time with, is 30. She never seems "different" in age to me, though. Before meeting her, I never would have dreamed that I could have so much fun with someone so much younger. It has been one of my big learning experiences from the hobby.

I prefer 30-40+.  Oldest I've seen was/is 52?  Still seeing her.  Great time, every time.  Youngest was 27.  Nice gal, but age difference just too much.  (I was 62)  She had a hard time selling it:)

I was 23 and working my first job out if school and was hitting the bars with my trolling buddy.  We hit a jaz bar and there were two really hot MIlFS at the other side of the bar and we were checking each other out.  We sent them a drink and then went and introduced ourselves.  One had just gotten divorced in the other was separated and going to be getting a divorce.  They knew what they wanted and within 30 minutes we paired off and were headed back to my apartment.  My girl Christie was 47 with a amazing set of man mades and we ended up going at it for hours. She was about a seven but a solid. 10 under the sheets ( and on the sheets, on the couch, etc)
I was not allowed to contact her but about every couple weeks she would call me and come over with her toys and I loved it.  When she would come over she would get about 5 steps inside my apartment and get naked. We would go at it for a while, then she would get dressed and leave.  After about six or seven months her divorce was finalized and She started dating someone her age and I never heard from her again.
I loved being a play toy!

What was really weird it was about five years later I was at a convention and sitting in the hotel lobby having a drink.  I struck up a conversation with the guy next to me and eventually figured out that Christie was his ex-wife and we were in the same line of work.  Naturally I never said anything about knowing her.  Small world.  

-- Modified on 3/14/2015 12:37:35 AM

-- Modified on 3/14/2015 12:39:05 AM

...but told me she was 39 - and with a straight face.  Difference between reality and what she told me was 20+ years lol - but she was a cute little GMILF who liked to play, so what the hell.

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