They had posted an ad on Craigslist:
"Discreet married couple, educated and well dressed, none smokers, ultra hygiene conscious and totally discreet are very interested in finding ONE long term bi male 35 up who would be available the occasional EVENING time at our place. We're very much into oral sex and gentle foreplay and having an older man sexually connect us by hand......with no rushing. We need to know a little about you. We cannot meet without due notice.This is for mutual enjoyment only and not a one night fling"
I answered, as I had answered so many before, but they had never turned into anything. Either I never heard back in the first place, or they changed their mind after exchanging a few e-mails.
Two days later, I did receive a short response, asking for various details and some pictures. I wrote a longish letter, answering their concerns, asking a few questions of my own, and added three pictures.
And that was it.
I heard nothing for six days, and assumed I wasn't what they were looking for. When I did see their email in my inbox, I expected it to say "Thanks, but no thanks."
That's when I noticed the attachment.
My hopes started rising.
I opened the email, and saw that it was four paragraphs long. Promising. Then I clicked on the attachment.
One picture. A nude couple. She had her arm around his waist, and he had his around her shoulder. I've never been much good at guessing ages, but thought they were somewhere between 40 and 55. He had short, grey hair, a wide smile, a decent body - not athletic, but not fat either, a little bit of body-hair, and his dick was pointing at the camera. It looked like it might be 5-6 inches long.
She looked Scandinavian, with shoulder-length blond hair framing a wide face, blue eyes, and a nervous smile. She was carrying a few extra pounds, but a long way from being fat. Her breasts were medium-sized, and full. And her pussy was hidden behind a trimmed bush.
I liked what I saw.
Their names were Harry and Maria. In their email, they had answered my questions, indicated that they were satisfied with my own response, and asked when would be a suitable time for us to get together.
To my surprise, they had foregone the usual meeting on neutral ground, explaining that - in their experience - they were a waste of time. Everyone was always at their best behaviour and promising the world, but on The Night, everything was always different. As long as I was happy to take my cue from them, and leave without fuss, if the chemistry wasn't there, I was welcome to come to their house.
Eventually, we settled on Saturday night, two weeks from now.
It was to be an interminable wait. Every-time I opened my email, I expected to see: "Sorry - but we've received a better offer." At night, I had trouble sleeping, because I kept imagining our three bodies intertwined together. After a week, the dreaded email arrived. I opened it with a sinking feeling, but they only asked, if we were still on.
Hell-yeah!
The big day finally arrived and I was working myself into a right state. By late afternoon, I was in a quandary. Should I jack off, so as to reduce the likelihood of cumming, as soon as I walked in the door? Or should I hold on so I'd have a nice, big load to give them? Ah - to be 17 again - when performance-anxiety was just a theoretical term.
Two hours to go.
I jumped in the bath, made sure everything was clean, neat and trimmed, shaved all the important bits, and rinsed off in the shower.
One hour to go.
I popped a couple of Viagra, washed under my arms once more, brushed my teeth, and got dressed. Five condoms went into my pocket (optimist), along with a cock-ring. Just a simple, unobtrusive, rubber band.
A last look in the mirror: "Well - that's as good as it gets.", and I headed for the car.
The drive took exactly forty-two minutes.
The walk to their front-door took somewhere in the region of thirteen years.
I rang the doorbell with a trembling hand, and took a deep breath. I did have one consolation. I had long mastered the art of seeming to be relaxed - even bored - in order to hide any internal turmoil. And my guts were churning like mad. I had taken several anti-diarrhoea tablets during the day. That's one disaster I sure didn't want to cope with. I knew I'd probably be constipated for days after this, but that was a small price to pay for intestinal safety.
Harry opened the door - wearing a polo-shirt, slacks, and a big smile. "Hello Steven!" With a firm hand-shake, he ushered me in. He took me to the living-room, and pointed at a three-seater sofa- facing a two-seater. "Maria will be out in a minute, can I get you anything to drink?"
I planted myself in the middle of the sofa - hoping to end up with one of them on either side - and asked what they were having. As I had to drive home later, I settled for juice. But boy - did I need something stronger to settle my nerves.
To my disappointment, Harry sat in the sofa opposite me, and we chatted rather awkwardly about who knows what.
And then Maria entered the room. She was wearing a long, black, see-through night-gown, no bra or undies, tan stockings - held up by suspenders, and black, open-toed shoes, with 6" heels and an ankle-strap.
I stood up quickly, and blurted out the first thing, which popped into my head: "Wow! You look good enough to eat!"
As Harry chuckled, Maria smiled and said: "That's what I was hoping for!"
She approached me, gave me a hug, and a peck on the cheek. As she moved back, I held onto her for a second, and kissed the swell of her breast, before releasing her, and sinking back into the sofa - hoping I hadn't overstepped the boundaries. But Maria looked pleased, as she joined Harry on his sofa.
For maybe ten minutes, we chatted about the usual things. Then they told me about their two previous attempts at having a three-some. The first time, was with a guy in his late twenties. He paid no attention to Harry whatsoever, couldn't wait to mount Maria, came in a hurry, and left even faster, mumbling something about staying in touch.
The second guy was around 40, and showed up stinking of sweat, with dirty finger-nails, and untrimmed toe-nails. They had no desire to find out, if he had any other defects, made their excuses, and bundled him out the door.
Hearing those stories, gave me a boost of confidence. I figured, no matter how disappointing my performance might be, I'd still end up ahead on points.
And all this time, I was unashamedly ogling Maria. From her full breasts - plainly visible under her sheer gown - down her long, firm, legs - crossed so sexily - and ending at her feet - arched invitingly, in those sexy shoes.
I didn't get the impression she minded - not one little bit.
And then Harry stood up and said, he was going to slip into something more comfortable.
Alright! I had evidently passed the first hurdle.
The second hurdle came immediately.
"You should get comfortable too!", said Maria with a little smile.
I hesitated just long enough for her to prompt me: "Come on - it's my turn! You've been undressing me with your eyes long enough!"
Well - I hadn't really. Drooling over, maybe. Fondling, certainly. But she wasn't exactly wearing anything much to undress in the first place.
And so - feeling intensely self-conscious - I began to strip in front this smiling Milf. Shoes and socks first. Then I unbuttoned my shirt - manfully resisting the futile urge, to suck in my middle-age-spread. Then I dropped my pants. My half-erection had subsided under the scrutiny of those blue eyes, but I saw that there was a prominent wet-spot on the front of my boxers. Ah well - take it as a compliment, lady.
I stepped out of my pants, picked them up and fished around in my pocket, until I found my cock-ring. Then I sat back down, and looked at Maria for the first time, since I started stripping. I raised my hand, and looked at the ring thoughtfully. "Hm - I might need a hand with this."
Maria didn't hesitate, she uncrossed her legs - giving me a quick flash of her slit - came over, and sat on my left. She took the ring out of my hand, and placed her left hand on my thigh. I spread my thighs apart.
At her touch, my dick had immediately begun to get hard. Her eyes were glued to the process, as she stroked my thigh. Once my dick stopped inflating, she moved her hand underneath my balls, stroked them for a moment, and then let her hand slide up my hot shaft, until she held the tip in her palm. Then she gave it a little squeeze, and watched more pre-cum dribble out, which she caught on her thumb. She let go, raised her thumb to her mouth, stuck out her tongue, and tasted the wetness. "Yum."
Then - with practiced movements - she positioned the cock-ring around the base of my dick, sat back, and folded her hands demurely in her lap.
I wasn't having none of it!
I placed my left hand around her shoulder, pulled Maria close, and nuzzled her neck, while my right hand began caressing her thigh.
Ah - only one thing turns me on more than seeing a woman's legs in nylons. And that's being able to feel them. Who knows why - but ever since I was a little tyke - the look and feel of nylons has been my biggest turn-on. It is one of the greatest regrets in my life, that nylons are no longer fashionable. I often wondered, if there is a direct correlation, between the decline of women wearing nylons, and the increasing number of cross-dressers.
But I digress.
Maria had leant back, and closed her eyes, clearly savouring the attentions of my hand and my mouth. She had a delicious neck, and my nuzzling turned to kissing, licking, and then gentle sucking. When I found her ear-lobe and sucked on it, she gave a soft little sigh, which told me, I was on the right track. All the while, my hand was wallowing in the feel of her nyloned leg. It had been a long time. Much too long.
"Well, well, well! - I can't leave you alone for two minutes!"
Harry had returned - wearing nothing but a pair of skimpy, dark blue briefs.
He sat on my right, and I looked down at his bulge. I could see one of his hairy balls, half sticking out of the side.
Still stroking Maria's thigh with my left hand, I reached down with my right, and let my fingertips trail lightly across Harry's bulge.
I had my hands full - and I was in heaven!
I could feel his cock stiffening inside his briefs and impatiently started pulling them down. Harry helped, by raising his butt, and sliding them down his legs.
"That's better!" I said - noticing how husky my voice was.
I could now fondle Harry's dick without any impedance. I loved, how it twitched, whenever I hit the sweet spot just underneath the head, I loved feeling the heat radiate off it, and I was immensely satisfied, when the first drop of pre-cum appeared.
Marie now uncrossed her legs, and draped her right leg across my left. I looked down and could - for the first time, see her pussy.
She had shaved the area surrounding her slit, leaving only the triangle on her pubes. Her outer lips were not very prominent, but her inner lips were sticking out a little bit, and looked swollen. I could see a shimmer of liquid.
I was still admiring her assets, when Harry draped his left leg across my right.
I can take a hint!
As my right hand resumed stroking Harry's dick, and playing with his balls, my left slowly began exploring the newly-opened territory. It wasn't long, before my middle finger had worked it's way into Marie's slit and was slowly stroking up and down - up and down. Every few strokes reaching deeper to gather up some lubrication, which I dragged across her clit.
Both of them were moaning now.
I felt like the King of the World! DiCaprio, could not have felt anywhere near the rush I was getting.
I had a husband and wife - both quivering, leaking, and moaning under my hands.
Harry now leaned down, pushed my arm away, grabbed my dick, and took it in his mouth.
Marie was watching eagerly, as his head bopped up and down my shaft. "Oh wow - that's hot!"
I was watching him stroke himself, and could tell that he wasn't going to be able to last much longer.
I was right.
My dick popped out of his mouth, as he rose, knelt between Marie's legs and removed her shoes. Then he placed her nyloned feet around his dick, and held them there, as he rapidly rubbed himself back and forth. It didn't take long - with a load groan, he came, most of it covering Marie's right foot.
I had been hoping for this, and knelt down next to Harry. I took her cum-covered foot out of his hand, and lifted it to my face.
Then I spent the next four or five minutes, lovingly licking every drop of Harry's cum off Marie's foot, until the nylon was clean again. Soggy - but clean.
All the while, I was watching Marie, who was drinking in the show with wide eyes, while fingering herself ever faster. When I crammed as much of her toes into my mouth as I could - for one final suck - her eyes closed and she came.
Immensely pleased with myself, I sat back down - joined by Harry on my right again.
I had been so worried about not being able to get it up - about coming too soon - about making an ass of myself. And here, I had brought both of them to climax, and I was still going strong.
Well - technically I hadn't exactly made Harry come, but I felt I deserved the credit anyway.
So there we sat. Marie was still breathing heavily. Harry was saying "Man-oh-man!"
And I was leaking copious amounts of pre-cum.
The nylon had dried out my mouth - or perhaps it was dehydration from losing so much liquid, so I took a gulp of orange-juice.
Then I reached over and moved Marie's gown aside, uncovering her breasts. My lips found one nipple, my hand found the other, and Marie closed her eyes again.
As I was happily playing with Marie's ripe breasts, Harry started stroking my dick.
Not surprisingly, it didn't take long before I came as well.
We all sat back, and I wondered, if they were going to say something along the lines of: "Gee - is that the time - we mustn't keep you any longer. Thanks for coming over, and we'll be in touch."
Instead, Harry asked everyone what they wanted to drink, and disappeared into the kitchen.
Marie moved as close as she could to me, and draped her leg across mine again. "I couldn't believe it, when you started licking up Harry's cum. I don't think, I've ever been so turned on!"
"It's been a little fantasy of mine for a long time - licking another man's cum off a woman's nylon feet." I grinned: "You should try it some time!"
Harry returned with drinks, and I noticed, he was still half hard - or maybe again.
After he sat next to me, he said: "We were really worried about the whole guy-guy thing. Marie wanted to see me do stuff with another guy, and I've always wanted to try it, but wasn't real sure, how I would react. And - although we always receive tons of replies to our ads, I am pretty sure, that most of them just say they are bi, to get into Marie's pants. Like our first - uh - customer. You seem totally comfortable with the situation though, and I think that rubbed off on me. I couldn't wait to take you in my mouth. And when I did, it felt so good, I couldn't stop myself from cumming."
"I'm just glad, it all seemed to have worked out." I replied. "I was practically in a panic, worrying about all the things, which might go wrong."
Marie smiled and kissed me on the cheek. Harry asked: "So - do you need to leave yet - or shall we adjourn to the bedroom?"
Leave? I was just about ready to move in, if they had asked me!
Eagerly, I followed them onto hallowed ground, where Maria slipped out of her gown - leaving her wearing only her nylons and garter-belt. and claimed the middle of the bed. Harry lay down on her right, and I happily joined them on Marie's left.
Except, I was upside-down, so I could play with her feet. Harry watched me for a while, kissing, caressing, licking and sucking on Marie's nyloned feet and toes, while he played with himself. Soon, he had a nice hard-on again, climbed on top of Marie, and penetrated her.
I had a nice view from down where I was. His cock was sliding in and out of Marie's wet cunt, and his balls were dangling around, just asking to be fondled.
Instead, I moved up and offered my dick to Marie's lovely mouth.
She took my shaft in her hand, and guided me towards her lips. And soon, I was gently fucking her mouth, while Harry's thrusts became more urgent, as he watched us.
It was Marie, who came first - clamping her legs around Harry's waist, and bucking furiously, as she turned her mouth into a hoover and tried to suck my insides out through my dick. Harry was next - cumming hard, while still trapped by her legs, and then I shot my second load down Marie's throat, forgetting to warn her first. To my delight, she swallowed it all.
I was disappointed, as the whole session couldn't have lasted more than ten minutes.
I wanted - no, needed - more!
We all collapsed next to each other. Marie turned to Harry, hugged him, and gave him a long, deep kiss. Feeling somewhat left out, I pressed myself against Marie's back, and felt for her breasts.
She moaned, as I kissed her neck, and felt for my dick with one hand.
We snuggled like this for a while. Harry kissing Marie's face and breasts. Me kissing her neck and shoulders, while letting my hands roam wherever they could reach.
Then Maria suggested we change positions. We ended up, with me in the middle - head towards the bottom of the bed. Maria climbed on top of me, and adopted the 69 position. For the first time, my tongue got to taste Marie's pussy-juices - at first mingled with Harry's cum. My god, that woman was wet! She was dripping so much at one point, I wondered, whether she wasn't peeing herself. And I eagerly slurped up every drop I could catch.
Marie was slowly working on my limp dick, and it didn't take long, before she was getting visible results.
And then Harry straddled my head.
While still eagerly licking Marie's dripping pussy, I looked up at the underside of Harry's dick. So much to do, I thought, so little time.
Harry was spreading Marie's cheeks with one hand, and smearing something onto her butt-hole.
I watched in anticipation, as he placed the tip of his cock against her hole and started pushing.
I hoped that it wasn't going to be too painful, as I could just imagine Marie's teeth clamping down on my member. But it was fun to watch.
Harry had trouble getting the tip inside, and every attempt turned me on more. I didn't dare blink, as I was afraid to miss the magic moment, and then it happened. He inserted the tip once more - it slowly kept going - and finally slipped in. Wow!
In tiny increments at first, then with bolder and bolder strokes, Harry was fucking Marie's ass - his balls were sliding back and forth across my face - Marie's clit became noticeably larger - and my dick felt huge with increasing pressure.
Marie came first, as my lips clamped around her clit, and I sucked gently. As she came, she jammed a finger in my ass, which was enough to bring me over the edge.
Harry managed one more stroke, then he pulled her hips back tight against his groin and came with a load groan.
I don't know what possessed me, but as Harry slipped out of her, I grabbed his slime-covered dick and pushed it into my mouth. Harry let out an exclamation: "Jesuschrist!" The taste was different from anything I had experienced before. Ironically, a bit like dark chocolate, I guess. And I added it to my repertoire of tastes and scents I really loved. Finally having licked and sucked him clean, I released him.
Marie had been looking back, down between her legs and softly gasped: "Fuuuuck!"
We had all cum three times, and were pretty spent by now. We hugged each other for a while longer, before I reluctantly said: "Well - I don't want to overstay my welcome, so I guess, I'd better go skedaddle."
I shuffled to the lounge on wobbly knees and got dressed. They both came out wearing bathrobes. When I was ready to leave, Marie approached, gave me a big hug, and a long, hard kiss. "I had a really, really good time - thank you!"
Harry held out his hand: "I hope we can do this again one day - there's a few more things I would like to try out."
I played it cool: "Well, I'll let you both talk it over while I'm gone. I can tell you that I had a great time too. Thank you very much, for your awesome hospitality! And if you do decide, that it might be worth meeting again, don't hesitate to drop me an email."
On the way home, I was in a half-daze. Never before had I experienced such incredible sex. And I'd managed to cum three times! That hadn't happened in many years.
I kept shuffling through mental snapshots of the evening's events, and it was probably sheer luck that I didn't have an accident on the way home.
I felt foolish checking my email, as soon as I arrived. I knew it would be a day or three before I might hear from them - if ever.
But there was one message waiting:
"We hope, that we're not coming across as too pushy, but Marie was wondering whether you might be interested in both of us fucking her at the same time - she's never tried that. If you're interested, we could make it next Saturday night - or we are free all day Sunday.........."
