Seduced By and Older Woman.

[kaiten]

Evening all,

I just was wondering if any one would care to share there real life tale about the time that they were seduced or take advantage of by an older woman. I will work on getting mine up here soon but it happened in my late 20's by a friends 40 year old sister. I will be looking forward to hearing what you all have to say.

Thank you

[piecenick]

In HS I was the kid who drew all the artwork for the school newpapaer and yearboook., not really that good, but good enough for HS. After graduation 2 of the pretty young teachers asked my if i'd illustrate a childrens book they were working on that summer. Sure, sounded like good experience and I did say they were young and pretty.

They were also roommates and lived in an apartment complex, we did a lot of work sitting out by the pool drinking beer, I had my sketchpad and would create characters for them. Since we were now colleages they stopped being Miss Jones and Miss Smith and became Bev and Susan. Anyway one afternoon Bev went inside since it was getting very warm, Susan and I worked and drank beer, 18 was legal back then, until I had to go take a leak.

When I walked into the apartment Bev was walking around topless in her bikini bottoms, she did a fake modesty hand bra and said "oops, I thought you'd be out longer, i'm looking for a bouse."

Then she put her arms down, showed me her boobs, very nice ones, and asked "would you like to sketch me, you've drawn nude models before". Actually I had not. And while she stood there I opened up my pad and did a pretty good drawing of her in about 10 minutes, tore it off and handed it to her.

She admired it, put it down on the coffee table nd went to get dressed. Shortly after Susan came in to cool off, saw the drawing and said "wow, this is good, will you draw me also?"

Susan takes off her top, smaller but nice boobs. and I take more time and do better sketch then Bev's. They both said they were going to send the sketches to their BF's, both had BF's back home they left for this teaching assignment. Bev said they drawing would make him jealous and horny, great for whne she went home next weekend.

I was not a virgin, i had a couple of girlfriends, so when Susan started getting seductive, i went with it. She was about six years older, thin and pretty, I was a HS athlete, so I was in excellent shape. Bev saw what was going on and said "you two need to take that to her bedroom, I may be next".

I got to have sex over the summer with both of them, never a threesome, before I went off to college in the fall, feeling very confident. I think they taught one more year before moving on. The good new was that they got their childrens book published, the bad news was that the publisher assigned it to a better illustrator.

[daskers]

Yes a few times over the years, but the the very first time was with my brothers motherinlaw, she was his motherinlaw back then but not now, him and her daughter has been divorced for years. Anyway we was on a little family camping trip at the lake, my brother and his wife decided to go into town for some things and me and Marge his motherinlaw stayed at the camp site. Me and her decided to take a swim in the lake, as we was in the lake she started flirting with me and I flirted back with her, then she grabbed my crotch under the water and in return I grabbed her pussy, then I decided to pull up her bikini top and squeezed her tits, and in return she stuck her hand down my shorts and started jacking me off. We got out of the lake and went into woods by where we had been swimming, she gave me head and afterward I ate her pussy then told her to get on all fours, I fucked her doggy style in the woods. My brother and her daughter which was his wife at the time never knew a thing about what we had done, nor did they ever find out. Me and Marge fucked two more times after that, but during those two times it wasn't on a camping trip. I was in my early 20's when this happen, and she was the first older woman I had sex with.

[Irish drunkard]

The following took place in college. I was 21; she was a 46 year-old divorcee, and a commuter student at my college. We were both campus tour guides for high school seniors visiting the campus. During the training to become Official Campus Tour Guides, we chatted each other up. Neither of us were a part of any of the Greek Life cliques, so we had little more than each other to talk to. She was still quite attractive, but there was no mistaking that she was in her mid-40s. 5'6, sandy blond short bob haircut, carried the extra weight that motherhood and life sometimes packs on some housewives.

One evening, we have dinner together at the campus diner. Somehow we end up back in my room. During this whole time, I learn that there's not many topics that are off-limits for her. She was quite frank about not just her divorce, or raising her 13 year-old son by herself, but about sex. It was kind of refreshing, because girls my age would discuss sex, but their hang-ups would inevitably surface. And here was a woman almost my mother's age discussing hand jobs and eating pussy in a wildly uninhibited manner.

Anyways, we're in my dorm room, which I had to myself for most of the semester. She asks about some CDs in my music collection. I go over to where she's looking. She's positioned herself so that I have to lean across in front of her, and because my elbow only bends in one direction, my arm is pushing right into her breast. I say something with the intention that it will diffuse and brush aside the rudeness of a surreptitious grope. I'll never forget the wicked smile she smiled, saying, "Its okay. It feels nice." I gotta admit, it did feel nice. So I took my time. Perhaps a bit too much time. "You can use your hand, you know." I said, "Is that an invitation, or a request?" to that she replied, "If it were a request, I'd ask you to use your hand." I turn to face her, and we both lean in to each other for a liplock. And I took up the invitation. But only from outside her sweater. And it didn't go farther than that. Not that night.

About a month later, I see her on campus kind of late. She asks if she can stay in my room for the night so she wouldn't have to drive all the way home (her son was already going to be spending the night at a friend's house). I guess so, I said, not sure what the night would bring. She was wearing a pretty low cut v-neck tee under a flannel for warmth, and a long gypsy skirt, which she knew I was a sucker for.

It wasn't long after getting to my room that we picked up where we left off. Her hand went down my pants while I got her naked above the waist. Her breasts were full, round and gorgeous DDs with the thickest nipples I had ever seen. They were as big around as the tip of my index finger. And, apparently, VERY sensitive. She told me that she has come just from having her nipples played with. I was game to try.

The skirt came off revealing a lack of panties. "Oh, I never wear any." For some reason, I found that to be so much hotter than a girl my age going commando, just for the occasion. She had a thin patch of blond-ish pubic hair that did nothing to obscure the slightly parted lips. I wanted to sink my cock into that so badly, but I had no condoms (trying to keep this non-fiction, guys). After manually stimulating her to a very wet orgasm, and while she was still laying on my bed with legs open, she asks, "Can I watch you beat off?", to which I obliged within about 4 pumps to her great delight.

The greatest part was the next morning, she was very agreeable, certainly for her own reasons, to sneaking out of the building so as not to raise eyebrows.

[OPD940B]

Well It was quite a while back 1979 or 1980, Jr. High. I had a little business setting up and seascaping aquariums. When that summer one of my best friends mother asked me to help her pick out and set up an aquarium in the breakfast room. we had picked out a nice 55 gal. plexi tank, some natural sand, rocks and some misc stuff for the tank. That first day my buddy Jason helped me bring everything upstairs and do all the basic setup. He took off to go play D&D while I stayed with his mom, Janet. She was wearing a pastel colored "wifebeater" ribbed tank with no bra and a white mini skirt. It was really hard to keep my mind on task.

She would hang out in the kitchen talking to me while I was setting up the filters and pumps, moving the gravel around and trying to set up a nice landscape. When I finally started filling the tank Jason's mom comes to check out what I have been doing and leans against the tank. there had been some water on the outside of the tank and it dampened the front of her shirt making it what was already revealing nearly transparent in spots where it had gotten wet. I excused myself to to have a cigarette out on the front deck while the tank filled trying to hide my growing erection. My friends mom followed me out onto the deck with some drinks like nothing was wrong with her shirt. I couldn't help but stare at her tits and pokie nipple where the shirts was damp and see through. She helped herself to one of my cowboy killers and made small talk about the summer and how her husband, John was always going out of town on business, he was an investment banker. I talked about play tennis tournaments most weekends when i could get a parent, aunt or uncle to drive me to them. And how I designed and installed aquariums during the week when i wasn't practicing.

That night I went to a party with Jason and ended up crashing on the top bunk in his room. Sometime in the middle of the night I had to take a leak and ended up out front on the deck having a smoke. Now here she is joining me for a smoke out on the front deck in some sexy camisole and matching loose fit shorts. And here I am in a t-shirt and boxers. We're just standing there talking when she runs here hand over my butt, and I just about jump out of my skin not knowing what to do. I pop an instant hard on from flaccid turtle to six and a half inch hard pipe. So there I stand dick poking out my boxers frozen like a deer in headlights. She starts to slowly rub my dick with her hand and this feels better than anything I have ever felt and I pop in just a few minutes but never lose my hard on. She just keeps jacking me off and rubs my cum all over my dick. She then turns to face the railing and tells me to get behind her.

Once I get behind her she reaches between her legs and guides my dick up the leg of her shorts and into her pussy. She has me fucking her from behind telling me to go slow as she wiggles her ass and I try and hold on to hips. This is kind of difficult with her shorts on and she has me pull out while she drops her shorts. We start up again and I don't know whether to be scared or what 'cause it feels so good but we could be caught by any of the neighbors or my buddy. I can't keep the slow pace and start to pick up the pace but keep popping out and running my dick up between her ass cheeks. She would then grab me by the balls and guide my dick back into pussy. After a bit of this she starts to have an orgasm whispering "oh yes that's it push it deeper, hold it right there" while her whole body shakes and she pushes back against me and wiggles her butt. She starts to relax a bit and I start fucking her again and cum again inside of a minute squirting all I've got deep inside her.

So here I am on top of the world after losing my cherry and making my buddies mom cum all over my dick. we haven't even kissed and I haven't had a chance to play with her tits. So she pulls me into the house and down the hall past my buddies room and into her bedroom, where she started back with a blow job and tried to get me to go down on her. All her coaxing could not get me to lick my own cum running out of her pussy. So we fucked again after she sucked on me and got me hard again.

Back to my buddies room I go trying not to wake him. After a bit of sleep I get up and pull on my jeans and shirt and go looking for my buddy, I find him out on the deck smoking and as I walk outside I see his moms shorts on the deck. I grab a smoke and as I light it kick the shorts off under the railing and off the deck into the garden below. I look up the hill into the cul-de-sac and realize that just about every house has a clear view the deck. And across the street many of the windows of the Catholic Girls School also over look the deck.

This was just the beginning of one crazy summer. But it gave me a new confidence with the girls back at school. I even ate out little blonde Karen in the boys locker room during P.E. Janet never did get me to eat her out while there was a load of cum in her pussy.

So yes I guess I was seduced by an older woman.

Unfortunately for me they moved away before High school. Yes I know the timing does not sound right but Jr High was three years and so was High School.

[harp76]

This is more of a probably missed opportunity as nothing actually happened. I was in my early twenties and had not been married long, when I went to visit a long time friend of the family. She was divorced but she was friends with my mom and I knew her kids, her oldest was just a year younger than me. Anyway, I went to her house for something, I do not remember what for, but she let me in, she was wearing a yellow baby-doll nightie with white underwear. Her breasts were clearly visible. We sat at the table and talked for some time, she then got up and stood looking out the window. Her breasts were in clear profile, I still see them clearly. It never crossed my mind to try anything, I was very naïve and had not had sex with anyone but my wife. I later found out she really liked sex and have wondered for years what could have been, I have fantasized about the possibilities many times.

[piecenick]

LOL Harp, I had a similar brain fart once. I was working a summer job in an office while in college, this attractive woman, maybe a little older than I, kept stopping by my desk and chatting with me. Finally one of the other guys there asked me how Kathy was in bed, I told him I had no idea, he laughed and said "you big dummy, she's practically throwing herself naked at your feet, go for it".

Because i was dating someone else I just had blinders on, I ended up taking Kathy to lunch, then a date, then to bed for a few months before we both moved on.

[mrhitachi99]

(I thought I posted this before but could not find it via searching. So here goes!)

This story takes place in the late 1970’s. I was 17 or 18, working at a local small business that made banners and such. It was a small business, with several of us working out of a showroom and several separate work rooms.

The only female working there was N. She was in her late thirties or early forties but was a certified sexpot. She looked a lot like Marilyn Monroe and enjoyed playing the part. Right down to the platinum blonde hair. She wore glamorous attire regardless of the time of day or circumstances. She most definitely had the body for the part, too. She was simply voluptuous. Huge, natural breasts and an ass that strained her tight dresses. She was definitely not thin but thicker in that Marilyn Monroe way. Curvy would only begin to describe her. Also, it was pretty obvious she was not working there only for her skills as a seamstress.

From time to time it would be necessary for me to work in the sewing room with her. It was certainly an area I enjoyed. Though I had a girlfriend at the time it was a treat to talk to her and enjoy the view. We had many conversations but I was far too respectful and naïve to be suggestive or flirt. She was very friendly but not overt. It’s been so long I can’t recall exactly how she invited me to her home, but one evening she did. Though she wasn’t explicit, it was pretty clear what was on her mind. Being as young as I was, I still wasn’t 100% sure, though.

There was a lot for me to be nervous about. First of all, she was married. Second, I was pretty sure she was the business owners mistress. And he was clearly connected to the local mob scene. Third was just my naiveté. I just couldn’t be sure I was reading the signals right or just an overly horny teenager asking for trouble!

When I arrived at her home, I was further put off by the presence of a four or five year old child being there. The guilt I was feeling almost killed it for me. But the huge breasts straining at her gown easily convinced me otherwise. She was dressed to kill!

She told me her husband was out of town on a hunting trip (oh, great! He has guns???) and offered me a cocktail while she put the little one down for the evening. I remember sucking that drink down hoping it would calm my nerves. She refreshed it for me when she got back and made herself one. We moved to the couch were she sat very, very close. I could at least be sure that I wasn’t misreading signals now.

She put one arm around me and drew me in close Her other hand fell to my leg. I was trembling at this point, being so close to such a sexual creature! She slid a hand up my leg and traced around my obvious erection. I leaned in to her kiss her deeply. Followed a millisecond later by my hand reaching up to one of her massive breasts. She made cooing noises as she continued tracing my hard on with her fingernail.

I had never felt a breast so large! I remember being impressed by the construction of the bra. It was as heavy duty as it was elegant to manage so much woman! Her breasts were massive. I couldn’t even venture a guess as to how large, except that they were as big as any I’d seen in any magazine. I could put both hands around one and still not cover it all. These were giant, soft pillows encased in a brassiere so large one cup could fit my head.

She excused herself to “slip into something more comfortable,” which made me chuckle as I didn’t think people really said such things. While the drinks were definitely calming me, I was still pretty darn nervous. I strained to listen for a car in the driveway should her husband return. And part of me wasn’t sure he wasn’t actually there, hiding. Waiting and watching, ready to spring out and beat up this punk that was eager to play with his wife.

Soon enough, she emerged in a shear nightgown. The image was stunning. She really looked like a movie star. Her breasts appeared even larger unencumbered by the restraining brassiere. It was something out of a magazine. My erection became even harder.

She took me into her bedroom and sat me on the edge of her bed, kissing me continuously. She made herself at home with my belt, zipper and pants button. This was mind blowing! I wouldn’t even dare to fantasize about what was happening to me yet here it was. She lowered herself to her knees as she pulled my pants off and then addressed pulling off my underwear. Deliberately, as if opening a Christmas present, she carefully released my erection, with her face just inches away. She made a production of how big it was (it’s kind of thick, though average in length), then proceeded to kiss it tenderly before taking it into her warm mouth. I lay back on the bed as she gave me an amazing blowjob. Before I could come, tough, she said she “wanted me” in her. I was certainly game! She climbed atop me and had no trouble slipping me in as she was sopping wet. I regret not having the sense to put my tongue on that honey pot first! Oh, if I only knew then what I know now.

I played with those giant breasts as she slowly, at first, slid up and down on me. She then asked me to get on top of her, which sounded great and frankly extended the session as I was sure to come if she continued like that. Her taking so much control was awesome to me, being as inexperienced as I was.

We traded places and I thrust into her with all the control a teenager could have. N was going crazy now and I became aware she might wake the kid if she wasn’t careful. She was clearly building to her own crescendo and just as I was about to come, she gasped and went totally limp. Totally silent and completely limp! I thought to myself “Oh FUCK! What did I do???” I swear for a minute there I thought I killed her!

After a few moments she came to. She apologized and told me she sometimes passes out when she orgasms. Well, that would have been nice to know a little earlier! I was thoroughly freaked out but she reassured me it was a result of the pleasure she got from our sex.

We had a laugh and cleaned up. I had to get going as I had a date with my girlfriend and to be honest the guilt (my girlfriend, her husband, the kid), the freak out and the persistent fear of her husband coming home had me ready to bail.

We carried on for a few weeks including sneaking off to darker corners of the workplace. She LOVED giving head and would tempt me mercilessly until I gave in. Usually I would bend her over something and finish inside her pussy but there were times she would just take me in her mouth. She was so appreciative of the attention of her young boy toy and never asked for anything other than my dick.

After a few weeks of this, I left that job. It could have gotten me in a whole heap of trouble to stick around there. It was simply tempting fate to bang the bosses mistress in his building. And though she called me a few times after I thought it better for my health if I stayed away.

I’ve had many realizations about N and her motivations since then, not all pleasant. But I will always treasure my amazing Older Woman adventure and thank her for some intense memories.

[Deeja]

This was my only experience with a significantly older woman. Unless a few rounds with a thirty-six year old when I was twenty-nine counts.

Her name was Charlotte and she was about 45 at the time. It was the summer between my second and third years of university, I turned twenty that August. It started the 4th of July weekend of 1993. She was a neighbor and friend of my mother. She was the very well cared for ex-wife of a CNN corespondent and originally from South Africa. She was a tall, skinny, fit and intelligent but plain brunette. She was also completely neurotic and adrift. Lydia from Breaking Bad reminds me of her. At the time she pounced on me her life was a train wreck. She was recently divorced, her runaway daughter had just been thrown in prison and she had just been denied a visa to live in the UK.

I kept feeling bad about the whole thing, like I was taking advantage of her. I had to keep reminding myself that this had never crossed my mind and she came to me. I was also terrified that my mother would find out or a busybody would say something after seeing me come and go from the divorced woman's house. But at the end of the day nobody knew anything and she gave the most sensual and paralyzing head. The girls my own age I had been with up to that point were just robotic, sucking till something came out and being done with it.

I had just showered and she was sitting on my bed. She was topless and had come over while my parents were away for a day trip under the auspices of using our darkroom. I just stared awkwardly. Partially freaked out, partially worried my parents would find out, partially mesmerized by her firm little breasts and slightly concerned she was just fucking crazy.

She walked me back to the bed, tossed a pillow on the floor, kneeled in front of me and pulled my shorts down. Holding my dick as I was getting hard she told me emphasizing her sharp accent that if I held her head down she would leave, I could cum in her mouth but nowhere else and if I got any in her hair she would never do this again. She then set to work slowly putting it in her mouth and sucking hard as she pulled it out as slowly as possible while her tongue shot around like a pinball. She did that for about two minutes before stopping to let me collect myself. She starts again at a higher tempo before settling into a head bobbing, tongue flicking rhythm, stopping several times to stop me from losing it immediately. Eventually I was sweating, trembling and gasping. She kept eye contact as she finished the job. When I couldn't possibly hold back another second she squeezed the base of my dick really hard and sucked my head as hard as possible. When she released her thumb the sensation of suction as I shot the load she had held back just floored me. She swallowed and went right back to the long slow sucks she started with but I was done. I just collapsed into bed gasping. She stood over me as she put her bra and blouse back on. She only said she wanted to see me again and I knew where to find her.

Three days later I worked up the courage to approach her in her yard as she was gardening, she smiled and asked me if I had recovered. She then led me to the backyard, I was expecting another blowjob but instead she took off her gloves and touched my lips with two of her fingers and made a circling motion for a number of seconds as she stared intensely. This was more than a little creepy. She then rubbed the back of my hand under her skirt. I felt nothing but her moist labia, no hair, no stubble. She then ran her hand over my two or three days of beard, told me to shave and come back in an hour. After an abridged version of the previous blowjob I was facedown in her pussy in her bedroom, there was no warming her up, after giving head she was always fully aroused. I had done it before but her pussy was magnificent. The other girls had all shaved, but had stubble and pimples for their effort. She had electrolysis and I was in heaven. Her clitoris was a little larger than usual and protruded from the hood, when I saw it all I thought was "cheat code activated". I took the the top of her pussy in my mouth and sucked while I flicked her clit with my tongue. I had trouble keeping this going because she wouldn't stay still enough. She started just running her fingers through my hair but soon she was holding my head down as she tried to keep me on the spot as she spasmed. I found this more than a little ironic, but I didn't go anywhere.

In a way she ruined blowjobs for me as a young man, I was almost thirty before I was with another woman who even came close and I have never been with another woman who just plain loved oral sex way she did. She also made me appreciate small firm breasts as a good long-term investment. And she was the first woman I had sex without a condom with (tubes tied), the sensation was nice but she just flopped on her back. Roll her over and she would just sort of rock back and forth. I couldn't comprehend how a woman who gave such an aggressive blowjob and would fuck your face while you were eating her out could be so passive for intercourse. I thought she would fuck me senseless. She told me that coming of age in a small town in South Africa in the early 60's birth control and condoms just weren't available to anyone, ever, but she always had a very high sex drive so she adapted. When she got to the UK for university she didn't just see didn't see what the appeal was for a man or woman over receiving oral sex unless you were trying for a baby. She said most of the British men she was with in that time were if not experienced at least willing and before her husband left her for his younger assistant had been perfectly willing to defer to her oral inclinations for twenty years.

Come the end of the summer we had hooked up dozen times and twice more at Christmas. When I came home the following summer, balls blue as a smurf my mother mentioned in the car driving me home from the airport that she was so relieved to see Charlotte in a relationship again after two years. That was a long dry summer. I had a brief romance with a former girlfriend from high school but I could barely stay hard when she gave me head. My last time with Charlotte was the following thanksgiving, she went home to South Africa for Christmas and come Spring I was graduating and moving to the east coast for a job. She is around 65 now, never remarried and still lives in the same house in San Diego and from the pictures on my mothers Facebook other than going gray she looks the same and she is still thin and firm. I would go for it in a second if the opportunity presented itself.

[johnwarren1966]

I use to have a coloured photo of her i found, I use to jerk off to it alot until one day,she walked in to the bathroom and caught me wanking, she was shocked and ready to walk out until she saw it was a picture of her and how turned on i was.Her shocked face turned in to a smile and said i always thought you'd grow in to a big boy john,would you like to see the real thing, all i could do was nod opened mouthed as she started to unbutton her blouse revealing a slightly seethru lacy red bra, i could just make out her nipples as i stood their holding my even harder cock as she smiled licking her lips as she undid her jeans to show a matching pair of panties and a small mound of pubic hair.She asked do you want me to take off the rest.I quickly said yes and she replied, you take them off for me i want to feel your hard cock in my hand.As we came closer i reached round to undo her bra as one hand cupped my balls and the other gripped my cock i knew it wouldn't take much to make me cum as i gave her a quick kiss on her moisten lips,She started stroking my hardon,letting go of my balls she pushed my head toward her tits saying suck my nipples john and put your hand down my panties, She opened her legs to let me place a finger inside her whilst i licked and sucked on each of her hardened nipples, She was moaning out loud, stick another finger in me your making me wet as she started wanking me faster and harder, I knew i was going to cum and started shouting it out, she suddenly stopped saying i want to feel you inside me when you cum, lifting her leg on to the toilet bowl, she guided my cock inside her moist pussy, it felt slippery as i moved slowly in and out of her, she screamed oh god you feel so big, fuck me harder. as i sped up getting faster and faster i could feel my balls tightening i shouted im cumming norma, and she just kept saying yes, yes yes as i shot my load deep inside her. That was the start of some happy times and wonderful memories with a very special lady who taught me so much about love and life