First time I saw a girlfriend's friends naked was in college, as do most stories begin.  My girlfriend and I already when to Haulover Beach together and loved it. When her two girl friends came to Miami she insisted that we all go together. Of course I said I was down but I played it cool and said only if you're okay with them seeing me naked and me seeing them naked. She said, "Of course I'm okay with it! You're all my best friends!" Her friends said, "Okay but we need to pregame and get a little drunk first" 

So we get to the parking lot, take 3 shots in a row, and started heading over to the nude side of Haulover Beach. By the time we walked past the clothing optional sign we were laughing and smiling and feeling the shots already. I suggested so there wasn't any awkwardness we count to 3 and all get nude at the same time. And just like, that I was naked with 3 beautiful Filipina women, of 3 different body types too.

One of her friends was taller and the other, her roommate, was of similar height but both had smaller B cups than her D cups. Nice thickness to them but not as big butt as my girl. The taller one had her nipples piercings which I heard about but was nice to see. I said, "So those are the infamous barbells! They look good on you!" and she smiled.  All 3 of them were shaved or waxed smooth. They said they always look "presentable". The shorter one had her clit hood pierced and I told my girlfriend she should get one of those too! She actually did eventually get it pierced. The shorter one complimented me back and said, "We can see why (my girlfriend) talks about your cock" as they got to see it go from small to fully hard. I apologized but my girl said, "Don't apologize!" and gave it a squeeze in front of them.

Her friends sprayed sunblock on each. That was pretty hot as they made sure to get in-between. We continued to drink but cold beers from a cooler instead of hard liquor. My girl was feeling it so much she kept playing with my cock in front of her friends. Her roommate, the shorter one, had seen her give me a handjob back in their dorm before and she told my girl to do do it again since the taller one hasn't seen it. She was so sexual so it didn't surprise me she she went for it while her friends kept look out. She had me cum on my chest and stomach. Her friends love how much I could cum. She licked some of it and swallowed and offered the rest to them which her roommate had tasted before so she got some but her taller friend surprised me and said, "Sure, why not. I can't be left out of this." and got some too and snuck a suck of my tip. They were so horny from it that they gave themselves a quickie and rub of their pussies. He finally cooled down and jumped into the water. It was definitely and interesting time when we got back to the apartment.

I confess that I had my first sexual experience with another man last night.

I've fantasized about being with a guy for a long time. I'm not attracted to other men, but the idea of sucking another guy's dick, having a man finger my butt or even having a guy fuck me in the ass has always turned me on. I've bought toys - dildos, buttplugs, prostate massagers, etc - used them on myself and had some amazing orgasms...but I'd always be fantasizing about a real dick sliding up my ass.

After a going through a recent sexual drought, I finally decided to get over my shyness and fulfill my fantasy. I responded to a couple of interesting ads on Craigslist and found a guy who sounded decent and was interested in some of the same things I wanted to try. We corresponded a bit, then agreed to meet up in public and get a hotel room for the night to fool around. He was about 10 years older than me (mid-40s), slightly overweight, average height and a bear; he seemed decent during our brief public conversation and we discreetly got a room.

There was little conversation once we got in the hotel room, as we both quickly stripped and got things started. Neither of us was into kissing or embracing or anything like that, just looking for sex. I'd indicated in our correspondence that I was looking to bottom and be more submissive, while he was interested in being more dominant. He sat down on the bed and I got down on my knees in front of him, with his cock in my face. Prior to this, I'd never had a close look at another guy's dick. His cock was average length (five to six inches) and slightly thicker than mine, while his bush and balls were unshaven. I cupped his balls with one hand and started stroking the base of his shaft with the other, then finally slid the head of his cock into my mouth. I didn't try taking it very deep, as I have a hell of a gag reflex, just sliding it in and out a little and running my tongue around the head and along the underside. I'd pretended to give blowjobs on my dildos before, but this was totally different. The taste of his cock, how it felt in my mouth, his balls in my hand...incredible. From his groans, he was clearly enjoying it. After awhile, I felt his cock throb and the head flare in my mouth - at first, only once every couple of seconds, then more frequently - and I got my first taste of his old-cum. At that point, he told me to sit on my hands and just use my mouth. I obliged and focused just on sucking him, until he put his hand gently on the back of my head and his cock began to pulse. I've eaten my own cum before, but having a load shot directly into my mouth was entirely different. Usually, by the time I'd get my own jizz in my mouth, it would have cooled and started to become clumpy. His load was a spurt of warm liquid directly onto my tongue and down my throat. Each time his dick would pulse, another burst of sperm would flood my mouth and I think he shot five spurts before he was finished. He told me to keep his dick in my mouth and suck out the remaining cum until he went soft, then had me kiss each of his balls and thank him for the jizz.

He told me we had some time until he was hard again and that he'd use it to prepare my virgin ass. By this point, my dick was throbbing and I desperately wanted to cum, but he told me I wasn't allowed to yet. He instead had me get up and bend over a small table in the room. He then put on a set of latex gloves, spread my ass cheeks and told me to keep my eyes forward. I did and soon felt a cool fluid applied to my asshole and the surrounding area. He began to rub my hole with a well-lubed finger, slowly, in a circular motion and gradually applying more pressure. I tried to relax as much as possible as he slowly pushed the tip of his finger through my outer sphincter and continued his slow massaging of the inner ring of my asshole. During my solo play sessions, I've fingered my own ass, but the sensations of having another man sliding his finger slowly up my butt was entirely different. On my own, I could control the speed, depth and pressure of the movement, but here I had to just accept his movements. Finally, my anus yielded and his index finger was inside me. The slight pressure in my butt felt good and I enjoyed it for a few moments before he began to stroke my insides, the beckoning motion of his finger searching for my g-spot. When he finally found it, the sensation was incredible. My urge to cum shot up as pulses of intense pleasure went through my dick with every motion of his finger. The feeling was so much more intense than any of my attempts at massaging my own prostate. I couldn't decide what I wanted more - to cum or to have him fuck me. I think I begged for both at one point. Buried in the pleasure was a feeling of increased pressure on my asshole as he started to work his middle finger into my ass. With both of his fingers inside me finally, my butthole started to hurt a bit, but I forgot about that as he intensified the prostate massage, using both fingers. I pleaded for him to milk me, to jerk me off and let me cum, but he still refused. It wasn't time for that yet...it was time for him to fuck me.

Keeping his fingers up my ass and me bent over the table, he presented me with a condom and made me unwrap it and slide it over his stiff cock. I kissed his balls again, at his request, then he had me apply lube to his sheathed cock. Finally, he withdrew his fingers from my hole, took off the glove and positioned himself behind me. He pressed the head of his cock against my asshole gently at first, then increasing the pressure until my anus spread for him. As he pushed in, I relaxed and pushed back against him - within a few seconds, he was inside me. I'd put dildos up my ass before, but this was a completely different experience. His cock was warm and moved inside me as he shifted position; it felt like he was so deep up my ass and his girth stretched my anus even further. I could feel his bush against my ass cheeks and his balls against my upper thighs. After giving me a few seconds to adjust, he started to fuck me. He started slow at first, drawing his cock most of the way out, then sliding it all the way back in slowly. His strokes would catch my prostate on occasion and I couldn't help but moan as ecstasy shot through my dick. He changed up his thrusts, pulling out maybe an inch, then pumping back in, keeping his cock deep inside of my rectum. After a few minutes, he pulled his cock out most of the way, staying inside me only an inch and doing shallow thrusts, which felt so good on my prostate. Once I'd relaxed enough, he withdrew his cock completely, allowed my ass to close a little, then thrust back deep inside me. The first time he did this, I moaned especially loud and begged for more - after that, each time he withdrew, he told me to beg before he'd put it back in again. And I did. Over and over. He then thrust deep into me, laid on top of me on the table and began to thrust more rapidly - deep, hard, fast pounding of my asshole. His breath quickened in time with his thrusts and it felt like his cock was swelling inside me. With a final groan, he shoved his dick as deep in me as he could - I could feel him pulse even through the condom and knew he was cumming, finally cumming after almost 15 minutes inside my butt.

He withdrew his dick from my tired asshole, took off the condom and laid down on the bed, then beckoned me over. He had me straddle his thighs and then he began to finally stroke my dick. I came in less than 10 seconds, my throbbing cock finally getting release. I pumped out more jizz than I think I ever have in my life and he made sure it all ended up on his dick and balls. When I was done, he squeezed the contents of the condom out onto his cock, mixing our loads, and had me lick him clean. I was still shaking and weak from the intense orgasm and thorough fucking, but did as he said and cleaned up all the cum from his body. With that completed, we both dressed and left.

My writing may not convey it as well as I might like, but it was an amazing experience. I've never felt such intense pleasure, never thought it would feel so good to be fucked in the ass and never cum so hard. He's already sent me a message suggesting we do it again, though he'd like me to show up with a buttplug in next time, so my ass is already prepared and he can just pull my pants down and pound me. He's also suggested maybe bringing a few other toys or even having a longer meet-up, so he can give me a real prostate massage and spend a few hours with his cock in my ass. I'm already looking forward to it.

I have a very hot petite and voluptuous Indian girlfriend for 5 years. She is a smart & horny bitch. She is 25 years old, height of her sexual prowess, with 34 D toned boobs and an insanely fuckable fuckable tight ass. Her hourglass figure along with her height(5 '10 ft) is built for sex...hardcore sex... I want her to be gangfucked in front of me. I want to share her here. I want her to be used as a whore fucked in all her holes. :nod: I would like her to be double penetrated in her tight ass and pussy . Hell ! i want her to be fucked with triple penetration :mis:. I want her to be humiliated , bitch slapped and penetrated with multiple cocks at the same time. :daydream: Please guys ! Share your ideas here if you are interested to fuck the shit out of my hot girlfriend! Will post pics if you like this one

Sara is in a fuck harness, legs held wide open, bare feet in the air,stretched wide by the straps, but also legs held firmly apart by two street whores - nothing too pretty - real fuck slags. She is a brunette, with long wavy hair, dark eyebrows, dark brown eyes, a fit and toned body - set off with bikini lines. She is unshaven and her black curly pubes run between her legs all around her puckered asshole. There is a hint of black hair running in a thin line from her pubic bone all the way to her tummy button. She has pretty feet, her toes painted dark red. Her breasts are small but pert, with brown nipples, stiff and jutting out, super sensitised because of her situation. She is totally naked, covered in sweat. All of this in a public restroom off a highway. She has already been 'had' by some strangers, who have cum inside her - cuz there is seed dripping from her into an increasingly large and creamy puddle on the floor under her ass - her cunt hair is all matted and creamy and her pussy lips are swollen and red, pussy open and used, asshole relaxed and coated with cum.....there is a heavy smell of cum and sweat in the air. there is a splash of cum on her tummy where someone has obviously 'pulled out' of her and jetted on her belly (which is a fucking waste!) the soles of her feet are dirty where she must have walked barefoot and naked into the toilet before being 'used'. Someone has written in marker pen on her tummy,, just above the hair line... 'no condoms!'

One of the whores say's "we need more cock for this bitch! - only hung guys - no small cocks, we wanna see her gasp and cry out - - - we have all night to use her - fuck us first bareback if you need to so get full, but unload in her :-)

One of the handful of strangers in the room, his cock out, glistening with leaking seed and pointing stiffly upward says "We should wear skins - what about VD!" The whore laughs at him and states "This bitch gets off on this you fukkin queen - she needs real cock, real cum, real skin! Off strangers! You don't like it - fuck off, now get that foreskin back and unload those balls into this fresh meat!!! No skins, bare cun't - bare ripped cock only!!"

She is just a mess - her hair is matted and whisps of it are stuck to her forehead, she is grinning, a sort of leer really, pure lust - she is half dreaming and half awake, lost in sex with strangers, feeling the sensations from in her belly - her womb full of cum from who the hell knows who....she needs to piss so much, but she does'nt want to spill any cum - every time she laughs or coughs, streams of sperm sputter out of her, down her ass and drip in long streaks onto the floor with a just audible 'splatter' - a couple of guys have just walked in - one is huge! his stiff uncut cock (at least 12 inches) and heavy balls hung in full view - he has postitioned himself between her legs - cock, its foreskin tight back over this swollen engorged purple head, already shining with old-cum - pointing upward, veins defined and pulsing. He has his hands on her hips - she has her head up - looking down between her legs - cunt hair, soapy and the black hair matted with live sperm - she is so wet - he will be able to enter her - right up to the balls in one clean thrust......'take your time' she says to him, smiling openly - brown eyes looking right into him........'cherish it'.....the two whores take a tighter grip on her legs as she swings in the harness - - just at the right height for him (He grins whilst he thinks about how his wife cries out if he fucks her too deeply, this will be fun, he will be able to penetrate Sara all the way to his balls, she is completely open and will be unable to alter her position. Up to the cervix!) - - each put one hand under her buttocks, pulling both down and out - exposing her insides for his penis. 'Ride her stud' says one of them 'but slow and when you cum, just keep still and deep honey......be selfish - fill her belly with arms and legs - she's ovulating, look at how stiff and dark her nipples are - don't waste it. Fuck her and leave her' - she laughs and Sara grins, but nervously, he is big and thick, and she needs to take all of him in her body - - he slides in - slowly - she gasps - there is an obscene 'sqwelch' as the flood of sperm from at least 10 previous guys is both f***ed through her cervix and deep into her womb, as well as all over the floor and his balls. He is jammed all the way in - only his balls visible - firm, large oval shapes in his ballsack - they were hanging loosely between his legs before he entered her, now, his testicles aching, heavy and charged with cum, they have ridden up and each is tight alongside each side of his swollen cock. Sara has her feet in the air, with him still and firmly between her legs (he is being selfish, holding deep - cock knob jammed right against her firm cervix, he holds still and feels her - deliberately pulsing his own ass, so he can really feel the pleasure - he is rock solid, he will take his time. He has three daughters and a Son at home - he can make babies, he has form, he is a good fuck and he knows it! - Her toes were pointed, but now, due to the effort of taking him, her bare feet are arched back - toes curled upward with the strain....."oh fuuuuuck', she moans - her eyes wide open and startled - "Wow - he is fuckin h huuuuge!" - One of the whores says "Relax honey - take that cock, relax and take if to the root - feel it, feel it". As Sara tries to relax, she looks over his shoulder - the guy with him, with his distended cock already out, has been joined by more men - most already masturbating....she will need to pace herself - the smell of sperm and sweat is almost overpowering,,,,,,,she is going to cum again. Before she does so - he unloads, in long powerful pulses. She can feel each spurt - although her insides are warm, she can still feel each hot splash against the back wall of her abused vagina. One of the whores, seeing what was about to happen - is behind him - cupping his bollocks firmly in her hand - she is sqweeeezing his balls hard, in time with each pulse she can feel "Stay deep babe," she says as he groans in pleasure "Don't pull out" The other whore, who has her hand flat on Sara's bikini line announces to the men in the room "Fuck guys, I can fucking feel that! Each fukkin pulse - I can feel a bulge in her body - she gonna be pregnant for sure!" There is laughter in the room - a distorted sick sort of laughter, this is lust, this is like a common stud farm. Once the guy has finished he starts to withdraw - Sara, her head still up - nipples stiff and hard, looks around her at the scene. As he pulls very slowly out, she arches her back upward so as not to spill his seed, with her cunt full, she masterbates to a climax - moaning as her pelvic floor muscles pulse - taking his hot sperm deep into her, she doesn't spill a drop, he is the one.........Although now spent, his bollocks emptied and now slowly descending in his scrotum to hang heavily in the sac, his cock is still semi hard, a big and thick phallus by any standard, its foreskin now covering most of the distended helmet again, an inch of undelivered sperm hanging out of the open hole, dangling as it slowly stretches away from his cock, white and very thick. The shaft is covered in a white mucus - sperm from previous strangers and Sara's cum mixed together into a thick paste which covers him right up the shaft smearing his balls and the base of his pubic bone. 'Come here hon', says one of the whores, 'let the guys have some pics'. Sara sits half up - supported on her elbows with her legs still wide apart - the bare soles of her feet together. She is open for all to see, swollen red pussy lips and a clear hole into her body all covered in white foam. She is gaping about an inch wide caused by a combination of being fucked by a hung cock and sexual excitement. Her cunt lips are parted perfectly framed by her pubic hair. The stud stands beside her head, with his waist level with her face. His cock hangs half hard, drooping but still engorged, the veins on his shaft thick, like rope. He cradles her head with his right hand and rests it against the outside of his hip so her head is right alongside his genitals - the shaft of his wet cock presses against her cheek - its length running all the way from her eye line to her chin - his bollocks hang just below her face, the intended inference is clear.....i've just had this woman, and she loved it. Her belly is full of my seed. Sara slightly opens her mouth and gazes into the many eyes watching the scene - her stud gropes her left breast, with little care, like a a****l trader testing the stock. 'Photograph her you sick fucks ' says one of the tarts, 'post the images all over the fucking net'!! Sara's eyes flutter as a number of flashes from mobile phones go off - this is a truly obscene sight. The stud moves away from her, leaving a streak of white mess smeared down her face and cheek. ....now its time for more....'OK then' says Sara --'fill my belly'. She stands up, helped by both women. She is about 5'6", shorter that the men in the room. As she stands upright she cannot help but unload some of the sperm and her genital fluids from inside her body - some falls directly onto the floor between her feet with a dull, thick splosh sound - the rest pours thickly and slowly down the insides of the legs, in white streaks. She laughs in a low obscene drawl...'yep - that does it' she smiles.. She smiles gently with her eyes shut, enjoying the feeling of hot fluid on her skin. Two of the men are standing beside her, each with an arm around her waist - she in turn has her arms around their backs with her hands on their shoulders. Both men are fully erect, balls hard and swollen, cocks straining upward - each pulsing in time with the pulse of their hearts. The older man, wearing glasses is big and thick, uncut with a red and raw looking knob end - the hole at the end is more like a little pit than a slit, making him 'open' all the time. Some old-cum has smeared all over the helmet and all over his retracted foreskin - but its more creamy than clear and Sara can smell it - its strong and pungent. The other guy has a bent tool which sticks out at 45 degrees, covered in thick veins - he has a very long foreskin and even though he is erect it fully covers his knob - the loose skin at the end wet. The shape of his helmet is clearly defined under the hood and is swollen - far bigger than the shaft. Sara gazes at it and licks her lips - 'I can't wait to feel that pull back in my tummy' she says and laughs. 'Slow down, slow down you cunts' says one of the whores - now its time to just use her, slowly. Sara, lie back again honey and just take these cocks in turn' She has a glass bowl in her hands and once Sara is back in the harness, she sits cross legged under her arse, with the bowl. 'If you guys spill any out of her - i'll collect it.......we gonna pore it into her ass at the end!' Now the situation has slowed down, each man is able to take his time enjoying her selfishly - holding back just before climax. There is a steady 'slap-slap-slap' sound as their cocks fuck her in turn. She is half lying back and half upright so that she can look down her belly and both feel and enjoy the sight. Her black pubes are now covered in a white foam, her clit poking out through the 'v' of her cunt lips - sticking up through all the spent semen of her partners. At times, she reaches down her tummy and masturbates with her middle finger, sometimes dipping her finger into herself along with the phallus inside her. No-one talks anymore, her gasps, the sounds of sex and the atmosphere are enough. What a night

My first introduction to voyeurism was about 25 years ago on holiday; I was in my early thirties. I had always enjoyed watching women on the beach topless. In the hotel pool changing room I noticed two small holes had been strategically drilled into a cubical wall. One was at chest height, the other just below waist level. I was curious and took a look, both spy holes provided a surprisingly wide view of the next cubicle. I decided to wait and see if anyone came to use it. After a few minutes I heard footsteps, I opened my cubicle door slightly to see who was coming. I was slightly disappointed at first as a woman in her mid 50s, who I had seen earlier on the poolside in a rather conservative red two piece costume, approached. She looked rather ordinary with curly permed hair and a rather plain complexion. I had hoped it would be a pretty younger girl. However, my disappointment soon disappeared and my heart began to race. I removed my swimming trunks to allow my cock some room to expand as it had already become erect in anticipation of what I was about to see.

Through the top spy hole I had a fantastic, front on view, of her sturdy read swimsuit top, the cups fully covering her breasts. She reached behind and undid the clasp allowing her ample (DD cup) breasts to spill out right in front of my eyes. As I was only a few inches away from her giant breasts I could see clearly the contours of her huge pink areola and erect nipples. She was obviously not into topless sun bathing as I could clearly see her tan lines, it excited me to think I was seeing something so private. Her copious breasts hung like great bells, dangling as she bent over and moved about, the blue veins in her breasts pulsating. As she started to dry her upper body she turned slightly giving me a profile view of her lifting her sizeable breasts, one by one, to dry underneath. Once dry she faced me again and started to rub body lotion all over her big breasts and upper body before putting on her substantial white bra. Firstly, she attached the clasp at the front, turning the bra around to position it over her bulky titties. One at a time she put the straps over her shoulders and carefully manoeuvred her mammarys into the cups and made them comfortable. Part two was about to start and my cock was ready to explode.

The view through the lower hole was equally advantageous as I had a full frontal view of her red pants, plump thighs and chubby belly. Beside the pool she held her belly in, but in the privacy of her cubical she had let it out unaware that anybody could see it. Whilst I had seen mature women on the beach topless I had never seen any woman in her fifties naked from the waist down. I did not have to wait long. She put her hands on either side of her pants and began to pull them down. First of all she pulled them down over her hips exposing more of her pot belly, and then rolled them down her thighs and took them off exposing her most enormous black bush; I had never seen such an expanse of pubic hair in my life!

As she was standing facing me, only a few inches away, I had a great view of her naked lower body and was able to examine it in detail while she continued to dry herself. Her belly was fully exposed now and I had a close up view of her stretch marks and other blemishes. Her pubic hair had obviously never been shaved; it covered the entire area between her legs and extended a little way down the inner aspect of her thighs. It also came up above her bikini line to about an inch below her belly button. Her large red pants had covered this area but now this vast expanse of hair was exposed for me alone to observe for my sexual pleasure. As this area was so thickly covered with hair I was unable to see her labia or any other part of her vulva.

Then she started to dry her feet, she put her foot on the small seat in front of her causing her legs and pubic hair to part. The lips of her wet pink labia protruded from within her bush as she put each foot on the seat, in turn, to dry them, giving me a further look at her most private of parts. She then crouched slightly so that she could dry her minge this time exposing her rather large clitoris as she gently dried her pussy.

Finally, she turned and bent over to get something out of her bag behind her. I got a great view of her big sexy ass. Then, prior to pulling on her large white granny pants and white dress, to my complete shock and surprise she started to brush her thick black pubic hair with her hair brush, this was too much for me!. My cock exploded � I never thought I would stop ejaculating. Finally it was all over.

I saw her in the bar that evening with her daughter and son-in-law. Little did she know, when I said good evening, that I had masturbated while observing her mature unclothed body for my most basic sexual gratification. I had seen her completely stripped naked at such close quarters and had such a personal knowledge of her bare body and especially her very private parts. I felt I had been intimate with her without her knowledge.

Has anyone else spied on naked women at the pool?

Romantic date or cheap whore fuck?

It hadn’t taken long to organise... A little chatting, fingers busy on the keyboard, flirtations exchanged, confidences built on the chat screen before moving to the telephone. Then it happened, she hesitantly said “I’ve always wanted to be a whore.” Quite out of the blue when we were considering a meeting.

“Really,” I said. “You just want to be used, paid for raw and base sexual services.”

A moment’s silence then hesitantly “Yes I’ve always wanted that. I want it to be real. I want to be used like a cheap tart. Simply someone who is fucked, fucked hard, used without caring just to satisfy animalistic urges” all came tumbling into my ear.

“Then simples...” I said mimicking the TV meerkat “We have been working up to meeting. You want that and so do I. You want to be a whore and I fantasise about picking up a cheap, no limits prostitute, to use for extremes without caring how she feels. To take what I want. To get myself off and more than once. We have this chance now, this very weekend, before we get to know each other better, to live that fantasy, make it a reality, in comparatively safely and..” I hesitated before saying slowly and deliberately “... and so wantonly depraved and raw.”

“Don’t say anything.” I rattled out before she could reply. “I’m going to ask you some questions about your favourite drinks, work, mundane things to distract you whilst your mind races through the possibilities. When I’m done you can agree or disagree. We can still proceed with a normal date... Do you understand?”

The silence was perhaps four or five seconds but it seemed like an eternity. “Okay then... Yes.” Was her surprisingly soft and hesitant reply

I rambled on for a few minutes. Found that she liked very dry martinis, chilled Chardonnay, was fed up with work, needed more challenges, was tired of petty disputes over car parking spaces under her building and a few other trivial inconsequential minutiae of her daily life.

We knew that our thoughts were elsewhere. Our voices were somewhat monotone, low-key, clearly enunciated. We knew that we were both weighing up the risks, rewards and sheer perversity of what I suggested. Would Friday bring a simple light-hearted, flirtatious date? Slowly building up to tenderness, slow kisses, tentative touching and then, if the gods of happenstance and chemistry shone down upon us, fumbling, exploring and sex. Like millions of other first daters all over the world.

We hadn’t even exchanged photographs. We knew each other’s ages, approximate heights, general look, obviously shared a sense of humour, were skittish, openly flirtatious and both felt very comfortable with all the exchanges we had revelled in up to that moment. We knew we both craved extremes and had vibrant, active and indulgent pasts.

I drew breath and finished my anecdote about a friend and his neighbour who acted like a parking warden, living his life chastising people who parked incorrectly, not in the assigned spaces or didn’t display the residents parking permit correctly on the windscreen. Mindless words that served only to give us both time to consider what we are about to do.

I hesitated for a moment, drew an audible breath and said slowly and deliberately. “It’s decision time... Friday night will be ours regardless. It will be Henry’s bar. You know it and so do I. You have the choice. Either come as you are, the Dottie I have felt so comfortable with over these past two weeks, or embrace our fantasy and become Chloe who will sell herself, without restrictions or limitations, for half a bottle of shared champagne and a £50 note.” I paused wondering how this had all snapped into place in my mind so quickly, so precisely, so fully formed. “Just listen to what I say... Think hard; this is a step into reality not fantasy and when I finish tell me who you will be at 8:30 on Friday in Henry’s."

"It won’t be set in stone, although we both know it is unlikely either will change our minds, back down or shy away." I drew another breath, amazed at the fluency with which the idea was forming unrehearsed. “I want you to know that at any time over the next 70 odd hours you can change your mind. I’ll never refer to this conversation again and we will have a laughter filled, outrageous, warm and intimate evening. All you have to say it’s who you will be, Dottie or Chloe.”

“Text me on Friday morning with the details of something that will make you distinctive so I can pick you out from the throng. I will have a small silver aeroplane in my lapel. The back bar in Henry’s is a great place for an excellent dry martini. When I see you, I will ask if you would enjoy one with me. Look me straight in the eye, tell me you want it stirred, not shaken and diluted like that idiot bond, and I will agree. Tell you what good taste you have, then ask you the question that will steal your fate for the evening.”

“Up to that very instant, that fork in the roads, you’re free to choose the path you will follow. Both routes will be delightful, both will be exciting. One darker, twisting, demanding and deliciously perverted the other broader, easily followed, though still flirtatious and full of adventure. You choose by telling me your name for the night.”

“I will happily share an evening, night, or even the weekend with whoever you choose to be. Dottie will get my full, head on, attention, flirtation and charm. Chloe will be treated like the £50 whore she has always dreamt of being.”

“So... My frolicsome, flirtatious new friend, who do you hope to be on Friday?” The phone fell silent. Only our synchronous laboured breathing troubled the airwaves between us. Seconds ticked past, the silence, in itself, was charged with eroticism and tension.

I heard a slight clearing of the throat, a deeper sharp intake of breath and then the single word “Chloe.”

The exhalation, the relaxation, the sudden rush I felt appeared to come bouncing back at me through the ether, almost a climactic moment. I steadied myself, cleared my throat, and said. “There is nothing more to say... I look forward to Friday, 8:30, Henry’s back bar... I relish buying Chloe but would be delighted if Dottie turned up. I know I can’t lose. So I leave it to you?”

“Yes... Chloe will text you on Friday morning.” She replied, her voice slightly shriller and quicker than before. “She will have thought of something appropriate to wear by then. If nothing else the next 70 hours will be filled with speculation and anticipation... Wait for my text.”

“I will. I most certainly will” I replied, my mind racing through the possibilities. “My phone will never leave me on Friday.” My brain had frozen in the sudden realisation of the pact we had made, but not quite sealed. My thoughts were racing but my tongue was tied. I lamely added “Good night, sleep well.”

“Good night.” Was all I heard as the phone clicked over to that empty, vacant sound of a disconnected call.

What a way to start!

Regardless of who turned up, Dottie or Chloe, I knew that this was going to be the firing up of something incredibly different and truly exciting.

Maybe I’ll write down how it went another day. Truth is often stranger than fiction.

This past Friday night, with my wife back East visiting relatives, I invited over a new friend for a sleepover. We'd met three months ago on a local dating site and had fucked before -- always at her place -- with two four-hour sessions to our credit. She's exactly half my age (35 to 70) and a bit on the chubby side, but her height (5-11) helps make up for the 160-plus pounds she carries, and twice-a-week Pilates keeps her firm. She's a natural blonde with 36D breasts, plus nipples that always seem to be fully erect.

I picked her up at her townhouse, and we headed to a Middle Eastern restaurant on my side of town for dinner. As usual, our conversation was a mixture of contemporary thought (she's an attorney; I'm a tech writer), politics (we're both quite liberal), and sexual teasing. With our meal completed, we hopped back into my car for the 10-minute drive back to my condo. Since the building only has a single elevator and everyone there knows me (I'm on the HOA board), I was relieved that we didn't see a single resident as we traveled between the underground garage and my front door.

I took a quick shower while she made herself comfortable in my bedroom. Knowing her proclivity for squirting, I'd taken the time earlier that day to strip my bed down to its fitted sheet, under which I'd laid several bath towels. It proved to be a worthwhile exercise in caution.

As I emerged from the bathroom wearing a pair of red silk boxers, I saw her playing with my cat while she had on only a bra and panties. "Orange isn't exactly your color," I said half-playfully. "Well, you'll just have to take them off, then," was her reply. Since I'm only an inch taller than her, kissing is a very delightful and simple process, and we lip-locked probably a hundred times over the ensuing 14-plus hours. She beat me to the punch and unhooked her bra, to which I voiced a mild objection. "I'm very mechanically minded," I said. "Besides, I was unhooking bras long before you were born." She laughed and shrugged her shoulders, which caused her bra to fall to the floor. "Oops," she squealed." "I guess you'll have to pick that up, Mister Mechanically Minded."

We made out for a bit while standing up, her tugging on my erect, silk-covered cock, while I cupped her breasts and sucked insistently on each of her nipples. She reached down to rearrange her panties and let me know they were of the crotchless variety. I soon ran my fingers up and down her rapidly moistening slit before tugging them off entirely. She climbed onto the bed, and I kicked off my shorts before joining her. Hands went immediately to each partner's genitals, and we French-kissed furiously while tugging and stroking.

After a few minutes of that, I flipped her onto her back. She knew what was next and opened her legs invitingly. I dove down between her pale, creamy thighs and began to slurp long, extended licks from the base of her pussy to her little pearl-sized clit. "I brought my trimmer, if that's too hairy for you," she offered. Her pubic area boasted a neat triangle of dark-blonde stubble, but it was hardly bush-like. "Hey," I countered. "I grew up in the '60s, when no one ever heard of a shaved crotch." Then I really went to work on her.

I've been fortunate to have had sex with a few multi-orgasmic women in my time, but she is clearly the queen of that realm. In our previous two encounters, I'm guessing she came dozens of times in a four-hour span. It's hard to keep track, though, because she crests from one peak to another in such a seamless way that's it's closer to one giant, rolling orgasm. I alternated between one finger inside and thrusting, two fingers inside and mashing up against her g-spot, and three fingers inside and twisting. As for attending to her clit, I alternately flicked it with my tongue, sucked it hard between my lips, nibbled on it gently with my teeth, brushed it back and forth with the fingers of my other hand, and pressed it hard against her pubic bone with my thumb.

After a good 20-30 minutes of pussy attention -- and a request by her for me to take a break -- I rolled onto my back and she proceeded to give me a very thorough blow job. I'm not terribly large (5.75 inches long and circumcised), so it's not difficult for her to take me entirely into her mouth. She calls that her "disappearing dick trick," and she accompanies the oral action with some digital ball-sack manipulation. Then she decided it was time to fuck, so she climbed on top of me and rode me to three pussy-grinding orgasms. Given my lack of length, her enthusiastic back-and-forth rocking caused me to fall out a couple of times. I was about to apologize (for the second time) about being a bit short when she railed against that.

"Don't you dare say 'sorry' again," she said. "You're nice and thick, and I don't know a single woman who would prefer a long skinny dick to a wide one like yours that fills her up." Secretly I doubted her statement, but I was enjoying the situation way too much to object. After her third orgasm, and sensing I wasn't quite ready to come, she climbed off and went down on my cock again, expressing her love for tasting her pussy juice on my dick. After a bit of that, I tugged on her hair and she slid up the bed so we could lie side by side. She used her left hand to firmly stroke my erection while I reached down with my left hand and played with her clit.

One of the things we enjoy during our sessions is telling each other naughty stories about previous encounters with others. Her initial "bedtime story" that night involved relating a visit she'd made to a friend of hers who was in Dallas on business. She flew down there at his invitation for a one-nighter, but realized upon showing up at his hotel that she'd forgotten to bring any condoms. [I've been vasectomized, and we're both very careful to "play safe" with others -- not that I've had any action other than with her for quite a while -- so she and I bareback it with each other, but she employs condoms with all other partners.] It was a Sunday night, and the local CVS had closed early due to a worker shortage. "So, we stuck to oral for a while," she related to me. "And then he fucked my ass, which seemed like the best option at the time." It was that last bit that put me over the top, and cum shot out of my dick and cascaded down across her hand like a lava flow. She was quite fastidious in cleaning it up with her tongue, sucking on her fingers in dramatic fashion as the final drops disappeared into her beautiful mouth.

I wasn't anywhere near finished with her, however, and she spent the next half hour or so submitting to my various efforts. It usually takes her a while to work her way up to a squirting orgasm, but I was determined to bring her to that level before we called it a night. As it turned out, it only took about three minutes of highly focused finger-fucking for her to spurt forth, and she managed two additional squirts over the ensuing 10 minutes, the last of which she induced herself with two of her fingers pile-driving into her pussy while I rubbed her clit with such speed that my hand was nearly a blur.

At that point we figured we'd reached a good stopping point. It was after 11 pm, and we were both fairly worn out. While she headed to the bathroom to brush her teeth and pee, I grabbed the rest of the bed covers (a top sheet plus a down comforter) and got the bed ready for the night. We both decided to sleep in the nude -- "In case one of us gets horny in the dark," she said with a wink -- and snuggled for a bit before rolling onto our respective sides in preparation for sleep. My bed is only a double, so it's pretty narrow for two people. We drifted off to sleep naked-butt-to-naked-butt.

For some reason, I woke up just before two a.m. While asleep we'd ended up facing each other, and as I awoke I decided to "test the waters" and see if she was game for a late-night fuck. As soon as I slid my hand between her tucked-together thighs, she leaned into me and said, "It's about time you woke up." "What do you mean?" I asked somewhat stupidly. "Well," she went on, "I've been playing with my clit for the past 10 minutes and waiting for you to notice that the mattress was rocking." I was hard almost instantly, which for a guy my age, is nothing short of miraculous. It only took me a moment, however, to seize the situation. In a flash (which, for a 70-year-old guy, is probably measurable in minutes), I threw off the covers and got on top of her. She pushed me away just long enough to draw her legs up toward her chest, and then she guided my cock into her pussy. It didn't take me long to pound away, although I was only able to keep up the thrusting for a couple of minutes before my arms got tired of holding the rest of my body up above hers. Sensing my dilemma, and clearly not willing to have me stop, she pulled me down so I was lying fully on top of her, and after another few minutes of enthusiastic fucking, I came hard inside her pussy.

At that point I was breathing pretty hard, but I had the presence of mind to roll off her (I weigh around 230 pounds) and catch my breath while lying on my own side of the bed. She reached up with one hand and pressed her fingertips against my neck, physically taking note of my pulse rate. "I guess you'll live through the night," she said in a humorous tone. "Besides, my CPR training has lapsed." "Ha-ha," was about all I could manage in reply.

We fell back asleep but woke up almost simultaneously around eight o'clock. A quick trip to the bathroom for each of us, and we were back at it. Our morning session only lasted about 90 minutes, but she got in a good dozen orgasms and I made sure she got a good taste of her cum-filled pussy as I dipped my fingers into her snatch and coated them with a mixture of our respective juices before shoving them into her mouth. After a short rest, we climbed into the shower together and did a pretty good job of cleaning each other off. She admitted to being a bit sore from all the attention her pussy had received, so I avoided doing anything sexual to her as the water cascaded down around us, but she gave me a very nice soap-covered hand job as a reward of sorts.

After getting dressed and making sure she'd packed up all her stuff, we went to a nearby deli for brunch, and then I dropped her off at home. I'm not sure when we'll meet next -- we each have busy work schedules, and she has a couple of business trips set for the next month -- but I know the next time we're together it'll be more of the same. I'm already looking forward to it!

I always liked my brother's fiancee. We got along nicely and talked about everything very openly. One day she expressed a certain curiosity for the stuff I'm "into", so I showed her my collection of sex toys. Her eyes widened with excitement ... my brother's? Not so much. He is and always will be the vanilla guy. She asked me what this and that is for, how you use it and so on. Some months after that we talked again (this time privately) about her own collection, that she since got and how she wishes to use it. She said, that my brother tries his best, but just isn't into it at all. Her fantasies were quiet hot to be honest - the usual stuff, but she told them in a way that got me instantly hard. You might want me to tell you that I took her right then and there, but no. I'm not the kinda guy, that fucks his brother's fiancee just because it would be fun.

So I watched those two over the next couple of months while they somewhat drifted apart. He got more into his hobbies than spending time with her, which led to him breaking of the engagement. I asked her how she is doing and she seemed quite ok with it. She also thanked me for showing her a site of herself she never knew she had and wished to stay in contact with me.

A few weeks later I get a call from her inviting me to her new place for a chat and some tea. As soon as I arrived and enter her apartment, I knew what was up. She wore her tiny skin-tight shorts and sports bra, sweating from her work-out. My brother got her into sports and damn the results spoke for themselves. She always had a great figure, but now she just looked like a freaking model. I asked her if she forgot our meetup and if I should come back another day, but she simple replied with a little wink and a "I just needed a quick work-out". Immediately I got an erection that was pretty hard to hide, but I tried. She let me in and asked if I wanted something to drink. I just looked down and back up at her and said that a tea would be fine. While we waited for the water to boil, she sat opposite me at the table and started some small talk. I think she recognized I wasn't really listening, so she stood up and pointed at a few clothes that laid on the floor. "Sorry for the mess, I still haven't really moved in you know". I looked around the flat and saw, that it was absolutely clean and tidy. If she didn't place those items right where she knew I would be sitting, I will eat a broom. "Just let me put those in the washing machine really quick and then we will have our tea." This is the first time I really looked at the items as she walked over. It were her god damn used panties! All crusty and dirty. What I would give to just be able to sniff those for a minute... She bend over and down to pick them up ... in the perfect height for me to just tear down those shorts and put my dick right into her if I wanted. And what an ass she got! If you saw it on a tiny figure like hers you would think that those would be implants. Just thick enough on a petite one like her. Then she stood up and went into the bathroom, while I was still staring at the place where her ass was just a moment ago. At this point I was just horny, plain and simple. Should I just walk into the bathroom and take her? My conscience got the better of me and figuratively glued me to my chair.
She came back out and prepared the tea for us. As she walked over to the table, she sat down on the chair next to me and spoke about some work-related stuff. My "mhm"s and "yeah, that's tough"s seemed to be enough for her for now, but in my head the only thought I had was "fuck her, fuck her, fuck her". This chant was interrupted by her mouth close to my ear whispering "What else do I have to do for you to finally put your cock in my mouth?". For a second, that felt like ten, I just sat there and her words simply did not compute. I felt her hand on my thigh slowly finding it's way up to my cock.

That's the moment I pulled my chair back and looked at her. "Oh don't tell me you don't want me to get you off? I have always seen how you looked at me." I felt caught for my glances in the past at her cleavage and by my own general horniness, but that didn't matter right now. "No, I just wanted to make space for you". I stood up, pulled down my pants and sat back down again. She immediately looked at my cock and I could see the slight hint of disappointment in her eyes. "You know, I always wondered what your cock would look like. Your brother is an inch or two bigger than you." She grabbed it and gave it a few strokes. With my dick still in her hand and a cheeky little smirk on her face she got close to my ear and said "But now that I have it in my hand, I can feel that your's is thicker than his" and started to kiss my neck. I can't believe she remembered my sexual weak spot from the talks we had way back. A little moan escaped my mouth, which just encouraged her. I could feel that my initial doubts and resistance started to fade away and I just enjoyed what was happening. In one fell swoop I grabbed her neck and abrasively pulled her face in front of mine. "You want my cock in your mouth? Then open it." With a slightly confused but aroused look she did as told and open her mouth with a little pop sound. The forceful push I gave her head on my dick was met with almost no resistance at all. I laid my head back and closed my eyes as I could feel her relax and just going to town on my cock. The small dribble of saliva flowing down my shaft towards my balls felt amazing and her slick moves with her tongue incredible. It's like my brother always told me: This girl loooooves giving head and does it with a passion shared by few others.

"Get up!"
If I didn't already knew it from our previous conversations, her rapid movement told me, that she always wanted for a sexual partner to talk to her like that. She stood in front of me, eagerly waiting for further instructions.
"Take off your clothes ... slowly"
A faint strand of spit in the corner of her mouth glistened in the evening sun as she smiled and started to gradually pull up her sports bra. Her two perky breasts stared right back at me. "I always wondered what your tits may look like. I have to say, I'm not disappointed at all." Button-like nipples and puffy ghost areolas with some freckles on a B cup. Still mesmerized from this sight, I began to stroke my cock. She dropped the bra on the floor and pulled down her shorts. Underneath it was a freshly-trimmed pussy with large outer labia, hiding the rest of it. What could not be hiding was the fact, that she was wet as fuck. No wonder her other panties looked the way they did. "My brother once told me, that you already come from blowing a guy. I think I believe him now."

This perfect image of a woman now stood in front of me and zealously glanced at my cock. "Oh, you want it that much?" Just a simple nod and a lick over her lips confirmed it. "Then kneel with your head against the wall". She got into position as did I. Standing above her with my dick right in front of her head I slowly pushed it towards her mouth, till the back of her head touched the wall. "Now open up". As soon as she did, I almost violently shoved my cock in her mouth and started fucking it. I could feel her gasping for air, but right now I didn't care. When I finally let her breath, small trickles of tears ran down her cheeks and my cock was almost as wet of her spit as it would have been fucking her. I could see some drops of liquid were forming under her pussy. As soon as she regained her breath, I just started again by grabbing her head and just violating her head against the wall. Her ecstasy reached a level where I could hear her moan and gag simultaneously. I pulled back out to let her breath, but she only said "no, keep going! I'm almost there." My balls were now so wet as well, that you could hear the sound of them clashing against her chin. The nails of her fingers almost drilled themselves into my ass as she was grabbing it towards her. She wanted every single inch of me in her. My movement was as fast as my body would let me and with a loud moan I came in her throat. With a gulping sound she swallowed every single drop she could get and even tried to suck for more with my cock still deeply buried in her mouth.

"Are you happy now?" I asked while pulling out of her. She looked on the floor towards the now quite big lake of her pussy juice, looked back up at me. "You have no idea how happy I am now." My cock still dangled on her face and she smiled. With her tongue she clean my cock and licked everything dry. I pull her ponytail and forced her to look up at me. "Don't forget the floor." She began to lick her own juices from the floor, ass up and nipples barely touching the ground. I sat back down on the chair with my now flaccid cock. "If you liked that ... there are many more things you could like that I could do to you. If that is what you want?" She crawled on all fours towards me. "Show me. Please."

I think that is enough for one message. btw, if you haven't guessed already, this is just a made-up story that I had to get off my mind.

I confess- I did not have a normal first sexual experience.

I remember everything. How could I forget? I first experienced carnal pleasure, sexual curiosity, and total shame all at once.

It was the summer of 2001. I was a boy. My mother hired a sitter (Let's call her Lisa) to watch me and my younger sister for the summer. Lisa was a later-year high school student, about average height and weight. She was a redhead, and had a dense patch of freckles on both cheeks.

At the time, I was in junior high and concerned mostly about my PSX games. I remember I was working hard on my Xenogears save and did not think I had time for distractions.

Lisa sat us from the beginning of June until the end of August. This is the base of what I remember. If you want to know about the specifics, ask and I will tell you all about it.

Lisa was very friendly with us to begin with but got very touchy as time wore on. My first unusual occurrence was a day in which I swam in the pool on her suggestion. When I was done, I changed in the bathroom. I did not lock the door because I thought there was no reason to. I heard her ask through the door if I dried myself off. I said yes, absentmindedly.

Suddenly, she burst through the door. I was completely naked.

She took my towel and then spent a good 10 seconds looking at me while I covered myself. All she did was giggle, then she said something like,

"Sorry, I didn't know you were naked."

She looked at me again and then ran off.

It was only the beginning of a very sexy summer.

Karen Smith lay back on her beach towel, clad only in a skimpy red bikini, and thought, "This is the life." She had landed in Ibiza two days earlier with her son, Kurt, for a three-week holiday, just the two of them. It had been an especially rainy season in London and they were both ecstatic to be getting some time in the sun. Karen typically wore one-piece bathing suits but her ivory skin was so starved for color that she decided to pack nothing but bikinis, a fact that hadn't escaped Kurt's attention.

At 42, Karen looked stunning, especially compared to Kurt's friends' moms, most of who you would never care to look at naked. But not Karen. She was often compared to Sophia Loren, and she knew that the compliment men were giving her was, "I bet you'd be dynamite in the sack." Her shoulder-length chestnut hair still shimmered in the sun and her long, shapely legs were the envy of all of Kurt's friends. Her 36D chest never needed padding to fill out the prim and proper suit jackets that she typically wore to work as a real estate broker, and more than one client had taken the opportunity to cop a feel whilst they were alone in a flat. Kurt's father had been nothing more than a sperm donor and for Kurt and Karen's entire life, their relationship was just that of mother and son. Recently, however, they had become more like friends.

"I'm heading into the water for a bit, Mom, don't burn," Kurt said, standing from his towel and removing his sunglasses.

"Okay love, don't wear yourself out," Karen said with a sly grin.

Kurt Smith was an athletic 22-year-old whose average height belied the above average dick that he carried with him. It gave him a confidence that most girls were attracted to, and he always enjoyed the look on their faces when they spied his member for the first time.

He hadn't had a girlfriend for a few weeks, and accordingly, was staring at even more girls than usual. On this particular day, however, the sunny cove where they were sunning themselves had only one other family further down the beach.

As Kurt bobbed in the salty Mediterranean water, he looked back at shore and saw only his Mom.

"Fuck me," he thought, "have her tits always been that big?"

The red spandex strained to contain her large orbs and the contrast between her pale skin made the bikini glow even brighter. She stood up to stretch just now, and turned around looking at the beach bar, giving Kurt a perfect view of the cleft of her ass. The bikini had ridden up while Karen was sitting down so that it looked almost like a thong.

"I'm getting turned on by my own Mom," Kurt thought. "How sick. I mean, I know she's got a great body and there's nobody else around but c'mon, we've lived together for so long, am I really getting hard over her?"

But he was. Under the cool water's surface, Kurt's cock was growing ever larger, and he could not take his eyes off of Karen's heavy tits, barely supported by the flimsy red material. He knew that as soon as he could get his hard-on to subside, he would have to make a beeline for their villa and jerk himself off, hard.

For her part, Karen was fantasizing herself about how long it had been since she had had a good fucking. Being a mom was no longer a big part of her life with Kurt being a man, but she still could not find much time to meet quality men. It wasn't even the companionship that she longed for, but more the lurid side of sexual intimacy with a man, any man, that she craved. Holding a cock in her hand as it filled with blood and grew, the firmness it got when she tugged on it...these were things she could have with any man, and they would fulfill her sexual desires, but it was still an effort.

"I'm heading back to the villa, Mom, you need me to bring anything back for you?" Kurt broke Karen from her daze as he toweled himself off.

"No, thanks, I'll probably come back in a little while too," she said. She noticed that Kurt looked especially good today, the bright Spanish sun shining off of his sculpted chest. "If only he weren't my son," Karen thought, "I would definitely let him fuck me. Too bad that's such a hangup, that adults can't service each other sexually if they both need it."

Her pussy tingled at the thought of having their big villa together for three weeks, fucking one another on all of the furniture, in the bathroom shower, on the terrace, doggy style in front of the sliding glass door.

"How nice would that be," Karen thought, "to be able to satisfy each other's cravings and then get on with the day. I'm sure we'd both enjoy the vacation a lot more. Society.."

Kurt was barely in the door before he stripped his swim trunks off and laid back on the bed in his downstairs bedroom. Karen had chosen the master bedroom upstairs so that they would have a bit of privacy, even though there were two bedrooms on the ground floor.

"It's too bad there weren't more girls at the beach today," Kurt thought as he gently squeezed his still damp cock. "That Swedish woman from last year was the hottest thing ever."

Kurt thought back to the previous year's trip when a mature Swedish woman had set up her sun umbrella next to his. He was at the beach alone that day and feeling talkative, so he struck up a conversation with the Swede. The mother of three was in her 50s and had some lines of age on her face but her smile was dazzling and her blonde hair almost platinum, which made her deep tan even more alluring. As the day went on, they both became overheated and went down to the water together.

After floating a few feet from one another and obviously flirting, Kurt tentatively reached out to touch her waist. The mother flinched at first but then smiled broadly and brought Kurt's hands up to her large breasts. They sagged slightly in her bikini but she was completely uninhibited and swung her body around without regard for how much her tits moved, and Kurt found it very erotic. Floating in the ocean, they groped each other's bodies for a long time before going back to the sand and making out on their blankets.

Kurt moaned as he stroked his rod and continued to think back on the mature blonde woman, unaware that a mature brunette was listening to him. Karen had decided to come back to the house early for a drink, and she heard Kurt's heavy breathing as soon as she entered the villa. Seeing his trunks on the floor through his doorway, she knew he could only be masturbating.

"Oh my God, even my own son can get some relief, I wish it were easier for me." Karen threw her sarong onto the couch and slipped into a pair of high heeled espadrilles she had by the door. Their cork bottoms allowed her to get right to the edge of Kurt's bedroom before he would hear her. She didn't have any plans, but was just going by instinct.

Karen's calves were flexed from the high wedges, and she had beads of sweat sliding down the insides of her thighs. Her breathing was more ragged and she noticed with utter certainty that her pussy lips were tingling noticeably. Her son's masturbation was arousing Karen.

"If it were just as easy to use his cock as a dildo, and frig myself, then I could just...use him, and he could use me, we could both cum, and get back to life!" She was actually thinking that it sounded like a good plan, but she wasn't sure how Kurt would take it.

"If I'm matter-of-fact and a little insistent, what 22-year-old WOULDN'T like to be serviced on vacation?!" She pushed her breasts so that the nipples were closer to the inside border of her bikini top, and the dark areolas were showing. Karen stepped to the edge of the doorway.

Kurt was now pumping harder, his glans head wedged firmly on top of his fist. Eyes closed, he was moving his hips so that the bed shook slightly on the tile floor.

"Ahem."

Kurt heard Karen's noise, his eyes flew open, and he started to scoot to the top of the bed.

"Whooo, Mommm, I didn't think you'd be back so soon. Ahhhh."

"It's okay Kurt, I know what men your age do, it's not a big deal." Kurt's mom put her hand on the door jamb to seem casual and crossed her legs at the ankles. "Believe it or not, women have those needs to, they just don't talk about it. But even me, your Mom."

Kurt thought about his Mom having sexual needs and it couldn't help but put an image in his head of her being fucked over the back of a couch, hands gripping the pillows while someone, maybe him, entered her from behind again and again.

"I guess so," Kurt said. He had one hand over his crotch but his stiff member was still so engorged that his hand couldn't cover the entire thing. Kurt looked his mom over now for the first time and his eyes glazed over with lust. He thought, "I know she's my Mom but I was just in the middle of jerking off and my mind is still on sex and, fuck, would I love to mount her right here."

As if she was reading his mind, Karen stepped gingerly towards her son, her hips still cocked to the side from the angle of her tall shoes.

"Okay Kurt, I'm going to be really blunt here. We're alone for three weeks and it's going to be really difficult for us to concentrate on having fun and living if we're both sexually frustrated, do you agree?"

Kurt gulped but nodded his head in agreement. "Where can she be going with this?" he thought.

"So," Karen said walking to where Kurt's knees hung over the edge of the bed, "why don't we come to an understanding." She squatted so that her face was level with Kurt's hips, her big tits suspended in mid-air for her son to gawk at. The mirror at the foot of the bed allowed Kurt to see his Mom's ass too, as she bounced slightly on her haunches.

"Why don't we just say that, while we're here in Ibiza, we can do whatever we want to each other. Sexually." Karen licked her lips, the sexy mature woman now certain that this was exactly what she wanted.

"'Sexually'?" Kurt stammered. "So, what do you mean, DO whatever we want?"

"We tell each other when we need relief, and we use each other's bodies to get that relief. No judgments, no guilt, no awkwardness or hiding around." Karen's hands were roaming her body now, feeling her breasts and pushing them together as if in anticipation of what her son was going to do to her.

"Well...I mean, I would love to, but are you sure?" Kurt asked, smiling. "I get horny pretty often and usually jerk off three or four times a day."

"That's fine, Kurt, if you need me to service you five times a day, that will work too." Karen closed her eyes while she spoke and reached around behind her to undo her bikini top. "I might need you to...FUCK...me, every night if you can handle it." Karen drew out the word 'fuck' to gauge the impact on her son and it rightly threw him for a loop.

Kurt moved his hand from covering his cock and began stroking it again. "I think I could use some help now if you wouldn't mind, Mom."

Karen grinned and crawled onto the bed on all fours, her wedges still on her feet. "That's fine, son, don't worry. Mommy will take good care of you."

And with that she used her left hand to push Kurt's chest so he was flat on his back, and with her right she grasped his cock, her own son's cock, and began pumping it.

"Is this alright?" Karen asked innocently. "Is it okay if I suck on your cock? Suck on it until I make you cum in my mouth? Would you like that?"

Kurt was shaking now, his cock so ready to be serviced. He had needed to cum since he saw his Mom's big, full tits on the beach and had been jerking off for a few minutes before he came home. He needed his Mom to suck his cock and he needed her to deep throat it.

"Deep throat my cock, Mom." Kurt said uncertainly. "Please."

Karen laughed an evil laugh. "Don't say 'please', son. When we're servicing each other and helping each other to cum, treat me like a slut. That way it will be more of a separation between our normal time and our fucking time. We don't want you getting hard thinking about fucking your Mom's pussy in the middle of dinner."

And with that, Karen leaned down, her brown hair tussling over her son's stomach, and engulfed the length of his thick shaft in her hot, wet mouth. She hummed and moaned as she slobbered up and down on his slippery tool.

Kurt moaned loudly with ecstasy. "Fuuuuck, Mom, that's so gooood!" He shut his eyes and put his hands on top of his mother's head as she gulped up and down on his dick.

"Fuck his dick is so HOT!" Karen thought. "Not just big and smooth but actually physically WARM!" Her pussy was drooling already just thinking about having it inside of her. Her own son, Kurt, would soon have his dick buried inside of his mother. Karen swooned and blew her only child with renewed vigor. She was determined to suck him off quickly so that he would know how good she could be. She wanted to be a good dirty slut for her boy.

"You like that?" Karen asked in between slobbers. "You like your slutty Mom blowing you, Kurt? Sucking on your cock in your own bedroom? It's so naughty but I think we both know that we need to be helping each other cum on this trip, don't you?"

She went back to his dick with all of her attention, using one hand to stroke her son's dick up and down, the other to squeeze and cup his balls.

"Yeah Karen, suck it, suck my fat cock," Kurt said, getting into the spirit of his Mom's game. "Make me cum in your mouth, I need to cum." "Call me 'Mom'" Karen said, stopping just long enough to look her son directly in the eyes so that he knew exactly what it was they were doing. Getting a blowjob from his Mom.

"Mom, keep sucking my dick. Suck it now you slut." Kurt smiled even as he said this rudest of instruction.

Karen laughed and went back to work, servicing her son's dong. Kurt then grabbed her ass and slapped one of her cheeks, hard.

"I've wanted to do that all day," he said. "Here, swing around so you can sit on my face. I want to taste your pussy, Mom."

Karen couldn't believe it, her swollen lips needed attention badly and she was thrilled that her son wanted to eat her pussy.

"Ohh baby, that would be amazing. I'm just going to move around," Karen worked her hips and swung her knee over her boy's head so that they were in a perfect 69 position, her snatch just above Kurt's mouth and her own mouth still locked onto his dick.

"That's it, c'mon, sit on my face, Mom. I want to lick your pussy."

Karen obliged and moved her knees to the side so that her wet pussy was smashed onto her son's face.

"Ohhhh," she cried out. "Yeah, that's it, eat Mommy's pussy. Shove your tongue all the way into Mommy's little cunt hole." Karen squirmed around on top of her son, sitting back on his face so he could get as much of his mouth around her sopping pussy as possible.

"Keep sucking me, keep sucking my cock, Mom!" Karen had her lips at the base of her son's cock, tonguing the length of it. She was happy to suck his dick all day but she needed it's hardness inside of her.

"Okay, now it's my turn." She crawled off of her son's face and walked into the living room. Still wearing her heels, she bent at the waist and leaned over the couch. "Just fuck me, Kurt. Fuck me hard, and fuck me as fast as you like."

She wagged her ass back and forth and Kurt thought he might faint before he got to her. Sliding up behind his mother, Kurt aligned his hips with hers and guided his dick between her drooling pussy lips.

Karen shuddered as she felt her son's big thick cock slide inside of her. She leaned backwards and slammed her ass against Kurt's pelvis. The shock made him shuffle his feet but he soon found his footing and began moving back and forth more easily.

"Oh fuck, Mom! Your pussy feels so fucking good!"

"Much better than jerking off?"

"Fuck yeah, so much better."

"Good. Any time you want to fuck me, you can fuck me. If you want a blowjob, ask me, and I'll suck your cock. I just want to milk the cum out of you whenever you need it, and in return, I want you to fuck my pussy when I need it. That's only fair, isn't it?"

Kurt was into it now, drops of perspiration dripping onto his mother's pale back. He reached underneath and squeezed her utters together, still barely believing that he was inside of his Mom, fucking her with abandon. It was unreal that earlier in the hour, they were sitting side-by-side and not touching one another.

"You like it, don't you son? Fucking your mother? Fucking her wet pussy without caring who sees it?"

Karen abruptly pulled Kurt's cock out of her pussy, turned around and slapped him across the face. He could hardly believe what was going on but Karen was still smiling that devilish grin. She walked over to the couch and kneeled, sticking her ass up in the air.

"Come fuck my cunt, son. Fuck your mother's wet cunt until she cums. Can you do that, son? Do you mind shoving your thick cock inside my sopping pussy until I cum? You can just use me, you know. Use me like a fuckdoll, if you wake up in the middle of the night and need to get off, come into my room, lift my nightdress, lather your cock up with some spit and fuck me."

Kurt scrambled around the sofa and climbed onto the couch, placing his feet on either side of his Mom's knees. He braced himself on her lower back and slid down, impaling her sodden quim onto his stiff prick.

"I'm going to fuck you at least twice a day, Mom, I just hope you're okay with that."

Karen moaned and leaned back, not believing that her pussy was filled completely by her son.

"Just keep fucking me. When we're tired we can go back to the beach but for now, I just want you to get off. Just fucking use me to cum like some kind of slut."

Kurt fucked and fucked until he felt like his balls were going to explode.

"I'm going to cum now, Mom. Gonna cum, where do you want it."

Karen was frigging herself madly, not wanting it to end but wanting to see her son get off even more.

"When you're about to cum, pull out and cum on my face. I want to suck the last drop of cum out of you."

Kurt grabbed his mother's hair as he pumped furiously into her dripping pussy and at last felt like he was going to cum.

"Ahhh, I'm gonna cum!"

"Cum baby, fuck your Mommy and cum on her face. I'm such a fucking slut for my son's cum, cum in my face!"

Kurt pulled out as Karen spun around, still drooling from being fucked so hard. She stuck her tongue out and licked whatever part of Kurt's dick wasn't being jerked and he began shooting rope after rope of cum over Karen's beautiful face. Karen was finger fucking her cunt and began squirting all over the floor at the same time.

The scene was surreal as mother, still in heels and bikini bottoms, pulled to the side, rubbing herself madly as her son towered over her and shot his hot cum all over her pretty face.

At last, Kurt slumped onto the couch. "Wow. That was fucking unreal."

"Just wait until dinner," Karen said throatily, sliding her finger over her face to wipe the cum off. "I think we're going to have an interesting few days." She laid on her back, her big tits flopping to the sides, and began contemplating the next place she wanted to fuck her son.

Repost from last year: First time I saw a girlfriend's friends naked was in college, as do most stories begin.  My girlfriend and I already when to Haulover Beach together and loved it. When her two girl friends came to Miami she insisted that we all go together. Of course I said I was down but I played it cool and said only if you're okay with them seeing me naked and me seeing them naked. She said, "Of course I'm okay with it! You're all my best friends!" Her friends said, "Okay but we need to pregame and get a little drunk first" So we get to the parking lot, take 3 shots in a row, and started heading over to the nude side of Haulover Beach. By the time we walked past the clothing optional sign we were laughing and smiling and feeling the shots already. I suggested so there wasn't any awkwardness we count to 3 and all get nude at the same time. And just like, that I was naked with 3 beautiful Filipina women, of 3 different body types too.One of her friends was taller and the other, her roommate, was of similar height but both had smaller B cups than her D cups. Nice thickness to them but not as big butt as my girl. The taller one had her nipples piercings which I heard about but was nice to see. I said, "So those are the infamous barbells! They look good on you!" and she smiled.  All 3 of them were shaved or waxed smooth. They said they always look "presentable". The shorter one had her clit hood pierced and I told my girlfriend she should get one of those too! She actually did eventually get it pierced. The shorter one complimented me back and said, "We can see why (my girlfriend) talks about your cock" as they got to see it go from small to fully hard. I apologized but my girl said, "Don't apologize!" and gave it a squeeze in front of them.Her friends sprayed sunblock on each. That was pretty hot as they made sure to get in-between. We continued to drink but cold beers from a cooler instead of hard liquor. My girl was feeling it so much she kept playing with my cock in front of her friends. Her roommate, the shorter one, had seen her give me a handjob back in their dorm before and she told my girl to do do it again since the taller one hasn't seen it. She was so sexual so it didn't surprise me she she went for it while her friends kept look out. She had me cum on my chest and stomach. Her friends love how much I could cum. She licked some of it and swallowed and offered the rest to them which her roommate had tasted before so she got some but her taller friend surprised me and said, "Sure, why not. I can't be left out of this." and got some too and snuck a suck of my tip. They were so horny from it that they gave themselves a quickie and rub of their pussies. He finally cooled down and jumped into the water. It was definitely and interesting time when we got back to the apartment.