About a year ago, as I was changing the bed in our spare room, I found some adult magazines stashed between the mattress and the box spring. I questioned my husband about them, but he said they weren’t his. Next I questioned my 18-year-old son, who also denied ownership. I could see that he was holding something back, however, and after some more pressure he admitted that they belonged to his friend Kyle, who had left them behind the last time he stayed over. Kyle’s mom and I were good friends, and I didn’t want to get him in trouble, so I let the matter go.
A few weeks later Kyle came to spend a weekend with us. On Saturday morning, when I passed the spare room, I heard a strange noise from inside. The door was open a crack, and I peeked in to see Kyle lying on his back, naked, with his face smothered in one of my bras and a pair of my panties wrapped around his cock as he masturbated furiously.
Quite shocked, yet also, I admit, just a bit excited, I quietly closed the door before he saw me. But 20 minutes later, when he came out to go to the bathroom, I stopped him and asked him what he was up to. Before he could say anything I looked into the room and saw my bra and panties still on the bed. I went in to pick them up, but quickly dropped them when my fingers touched what could only have been semen in the crotch of my panties.
Lily and I were married for 23 years before things began to change, and I guess that’s better than most marriages these days.
The change was subtle at first. Lily developed a strong desire to go out dancing, or to clubs and parties, and she changed her rather conservative wardrobe for more sexy clothing, including lingerie, stockings and higher heels. So, at 48 years old, my wife was being transformed before my eyes.
The really big change, though, first showed itself one night when we went out with Kevin, a friend of Lily’s from work who we’d both known for years. He was a pleasant man of 28, with good looks and a nice personality. He and his fiancé had been to our house many times over the three years since he’d begun working at Lily’s firm. I liked him, and we got along well.
“I am your cabin steward, Paolo, and I wish you an unforgettable lay!”
This was the printed card that lay on the desk as I first entered our stateroom, with Paolo right behind with our luggage. Since my wife June was still at the reception desk, I felt I could tease him about the card, where someone had crossed out “stay” and written “lay.” I asked him jokingly if the correction was in his handwriting. We both laughed, and he said no. But then he looked serious and added, “But it could have been.”
His answer took me by surprise, and I looked at him sharply. Paolo was about 23, a tall, dark and handsome Italian with a strong muscular body. “Are you saying . . .” I began.
“Yes,” he replied. “There are women, you know, who make requests of me. At 100 Euros per hour, I can’t turn them down. A steward’s salary is limited. Some of the women are young, some are not. A good half of them are married, and some of them have their husband’s encouragement. For the less attractive ones I turn off the lights; for the attractive ones I leave them on.” I wondered if he was reading my mind, and the suspicion got stronger as he went on, “The attractive mature wives are always the best, even better than the younger ones.”
We were interrupted by my wife, who entered at that moment. As she came in Paolo said, “Let me turn more lights on.” He and I looked at each other and smiled. I could see that June was looking at him too, her eyes lingering on him as he left the stateroom.
By now bells and whistles were going off in my mind. Could a big fantasy of mine finally be realized after 32 years of monogamous marriage? Would my wife finally be willing to spread her legs for another man? Lord knows she’d had plenty of opportunities.
June has always been gorgeous, and at 54 she was more so than ever. Her legs, her ass, her waist, her tits were still perfect. At five feet seven she was alluringly slim, with prettily bobbed auburn hair, slightly graying, and with the most beautiful eyes and face. And she was a nice person besides.
Yet although she’d always been the hottest, no-holds-barred sex bomb with me, she would never even consider the idea I’d been broaching on and off for the last 10 years—that she should try doing it with another man. That is, she had never considered it until we’d started planning our first cruise. At that point, to my pleasant surprise, she listened calmly to my list of advantages such a cruise offered for casual sex—anonymity, privacy, quality people (cruises being on the expensive side) and so on—and finally responded with a noncommittal, “Maybe.” She had, however, bought some new, extra-sexy outfits. Just in case.
When Paolo had left the room I showed June his annotated card, and told her about his extra services. She looked interested, which gave me the nerve to tell her, “June, sweetheart, I think Paolo should be your first extramarital fling.”
I watched her as she thought this over. I could see she was uncertain, and I asked her to share her thoughts with me. She began by saying she was afraid it would affect our marriage. Maybe I wouldn’t like it after all. Besides, Paolo could almost be her grandson. Why would he want such a mature woman? True, he would be paid, but then his ardor wouldn’t be sincere. What if his prick was too big? Or too small?
I was ready to reassure her on all of these points, but it turned out not to be necessary as June went on. On the other hand, she said, he was certainly very attractive. And she had seen him looking her over with definite interest. She did want to please me, and I would be there watching. She wouldn’t be sexually attractive forever, and she might as well take advantage. And if his prick was too large, he would just have to work it in gradually, and stretch her before he started fucking her hard. And she did love to fuck.
By the time my previously reluctant but now noticeably aroused wife stopped talking it was obvious that she had pretty much sold herself on the idea. But she was not quite ready to go all the way with it. Hoping to close the deal, I discussed the matter with her, and we finally agreed on the following: we would hire Paolo for an hour, but before anything happened we’d have him sit on the bed with June, fully clothed, and describe just what he would do with her—and how—with the understanding that she could just say no at any time.
I then quickly found Paolo and described the situation. He smiled broadly, “Of course!” he said. “I was hoping you would want me. Your wife is the most beautiful lady I’ve ever seen. I only hope I can say the right things to her. I want her so badly.” We then agreed that he would come to our cabin in half an hour. Before I left I asked him about his cock size. He said it was eight inches long and two inches thick. I knew that was bigger than anything June had ever taken.
When I returned I caught June changing into her new lingerie. Talk about sexy! I told her what Paolo had said, and she glowed. When I told her about his cock, her eyes went wide with a mixture of fear and delight. I don’t know whose heart was beating faster, hers or mine.
Paolo came to the cabin 10 minutes early, saying that he couldn’t wait. He looked strong, handsome and virile in his fresh white uniform. He shook my hand and said quietly, “Thank you, sir, for this opportunity.” He then moved quickly to June, who was standing by our bed, and gallantly kissed her hand, never breaking eye contact. “And thank you, my beautiful lady. In justice I should pay you, but I don’t have the one million Euros that you are worth.” June could only smile at him.
Paolo then quickly sat on the edge of the bed, and patted the place next to him, which June then took. He took her right hand in his and proceeded to compliment her for several minutes in his romantic-sounding Italian accent, emphasizing various aspects of her beauty and accompanying each compliment with a light kiss on her cheek and a pat on her thigh, half bared by the hem of her miniskirt.
“I have been in love with your from the moment I first saw you,” he finished up. He paused briefly, then continued. “And now you wish to know what I will do with you. I will tell you. I will start by kissing you on your beautiful lips and neck, lightly at first, then more passionately. When the moment is right I will start running my hands all over your beautiful, shapely, very sexy body. Your breasts, your waist, and your legs, ending up at your vagina, which will hopefully be hot and wet for me.”
June was breathing more heavily than normal as she listened to this, her eyes begging him to go on. Which he did.
“Next, I will request you to allow me to remove all your clothes, except for your lingerie. A lingerie-clad body is the sexiest. Already I have a vision of your body in a lacy bra, bikini panties and garter belt.” I didn’t know how he knew just what kind of underwear she would be wearing, but he was right.
“I will strip likewise,” Paolo went on. “To just my briefs. Then we will embrace, kissing passionately. And then, at last, the big unveiling. I will remove your bra, so slowly, and then strip you of your panties, while you pull down my briefs. Then we shall lie down on the bed and let loose, devouring each other. Your wish will be my command. Anything you want—tit sucking, cunt licking, cocksucking. I will wait for you to ask me to fuck you. To stick my prick in your cunt and take you completely. I will enter you with just the head of my cock, and quickly shoot a large load into your pussy. This will help us both as my large prick struggles to make headway into your very tight pussy. You will love the struggle, love how it stretches you as it goes deeper and deeper. And then we will fuck. And fuck. On and on, until we come to orgasm together. I will fuck you in many ways, in many positions, until you tell me that you’ve had enough.”
He paused then. June’s eyes were wide and glazed-looking, her mouth open, her breasts heaving up and down. “And now, my dear lady,” Paolo murmured, “I do think you are ready to start.” When she made no denial, Paolo stood up and stripped totally, standing right in front of my still-seated wife, his huge, rigid hard-on inches from her face.
June’s eyes went wider than ever, and she let out a kind of scream. “Oh my God! Oh my God! It’s huge! Jake, it’s huge!” For a moment I thought she was going to back out, but she surprised me again. “It’s gorgeous!” she gasped out. “Oh, it’s absolutely gorgeous! I love it! I want it! It’s all mine!” And with that she lunged forward, grabbing his prick with both hands and taking half of it in her hot mouth.
What a sight! For me it was one of the most sexually stimulating spectacles ever. My own wife, my beautiful gorgeous June, finally having sex with another man! Finally! After all these years of cajoling!
Paolo let her suck him for a few moments, then quickly pulled away. “No, my beautiful lady,” he told her. “I must shoot my very first load into your pussy. It will be needed.”
June was eager now. Without pausing she stood up and stripped down to her sexy bra, panties and garter belt. Throwing back her head, she posed boldly for him, saying, “There, do you like it?”
Paolo’s eyes nearly popped out and his mouth opened wide as he stared at her. Now what? I wondered. My wife was anything but predictable.
With a teasing laugh she jumped onto the bed and lay down on her back. “The hell with your nice preliminaries,” she told him. “Get over here right now, pull off my panties, spread my legs, and start fucking me with that stud prick of yours!”
And in a few seconds the young man was on top of my wife, with her panties off and his prick inside her, and both of them were yelling. Gone were Paolo’s soft, gentle, romantic plans as June continued calling out her own impulsive commandments. “Stick it in!” she shouted. “Hard and fast! Fuck that cunt! Oh God, I need all of you now!”
Now there was none of the gradual stretching Paolo had described to her. He shoved it in until it was stopped by her unstretched pussy, and when she cried, “Again!” he did it again. And again. Until he couldn’t control himself and came with a groan, shooting and shooting his copious load. Which was exactly what was needed. The force of his come must have shot his jism as deep as possible into her pussy.
As if that were not enough, Paolo’s third spurt set off June’s own orgasm, and their combined juices lubed her whole pussy, with much of the excess dripping onto the sheets.
They stopped then, panting hard and celebrating their first post-orgasmic ecstasy with deep, passionate kisses. But soon June was calling for more, and this time Paolo fucked her with his full eight inches, the base of his prick rammed up against her cunt lips with every forward stroke.
Again, what a sight it was! My gorgeous, sexy, formerly loyal wife completely impaled by an outsider’s huge pole, and yelling her lungs out, totally intoxicated with her fantastic new experience.
What followed then was a nearly non-stop hour of fucking, complete with moans and groans, demands and pleas, shouts of love and ecstasy and screams of orgasm. Positions changed quickly, June learning some new ones, and even teaching Paolo a few. They also invented some together.
As for me, I felt no jealousy at all, and no insecurity. In fact, observing them together vied with fucking June myself as the most exciting sexual experience of my life. And that’s saying something, because June is the world’s best fuck. I loved watching Paolo’s enthusiasm and pleasure as he discovered this fact, and I loved even more watching my wife rising to new sexual heights for this very special occasion.
I had never been so aroused, so excited, as I observed for the first time my sweet loving wife lying on her back, herself in a state of almost unprecedented arousal, legs spread wide, knees up, staring glassy-eyed at her first extramarital prick as it advanced toward her pussy. The sight of that prick making its first contact with her cunt lips, then parting those lips and disappearing inside her. The sound of her yelling, “Jake, he’s in me! I’m being fucked!” Hearing their loud simultaneous moans of extreme pleasure as they reached their first orgasm. And later, watching the first full plunge of his eight-inch dick, seeing him possess her completely, hearing her squeal and watching their wild, passionate, endless fucking and fucking and fucking . . . .
And it was heart-warming to me to hear June occasionally calling out to me, as though to include me in their pleasure, as though acknowledging that she was doing this for my benefit as well as her own. “Jake, my sweetheart, I love you so much for this!” she would moan. I replied by telling her I loved her too, and I had never meant it more.
Of course, all this time I was doing more than watching; I was pounding my prick intensely. My cock had been out almost from the beginning, and my right hand had clutched it as Paolo’s rigid prick first entered my wife’s pussy. As he gradually sped up, I did too, and I even joined in on their first quick simultaneous orgasm.
When their session was finally over, and they had spent some time cuddling in a contented afterglow, Paolo got up to shower and dress. It was then that my hot wife said, “Jake, come and fuck me. I need one more load, and I want it to be yours. And Paolo, I’d love it if you stayed and watched.” Paolo smiled and said he would be happy to.
My cock was still semi-limp after having come a second time during their wild final fuck, but my eager wife quickly took it in her mouth and sucked it back to straining life. I then got between her legs, where her first outside lover had been only minutes before. Entering her pussy was one of the hottest feelings I have ever known. It was flooded with combined copious juices, as was much of her body, and indeed the bed itself. I slid easily but beautifully inside her, and shot my third load of the day in five minutes, during which she orgasmed with a scream nearly as loud as those Paolo had brought from her.
“You two have made one totally happy pussy,” June said when she had caught her breath.
Paolo quickly showered and dressed, and he and my beautiful wife kissed farewell at the door. They whispered briefly together for a moment, after which June turned to me with a smile and coyly asked, “Jake, could Paolo fuck me again tomorrow?”
—J.L., San Diego, California
I’d flown into Chicago at 11, and had been negotiating contracts with a customer all afternoon, so I was beat when I reached my hotel at five-thirty. I checked in and was relieved to find that my baggage had arrived and had already been taken up to my room. I thought of calling my husband to tell him I’d arrived safely, but I needed a drink, so I stepped into the lounge, finding a table in back where I could relax.
I ordered a shot of bourbon with a beer chaser. As I waited for it to come I found myself automatically reaching for my briefcase, but I stopped myself. How the hell was I going to relax if I kept working? Then I remembered I had a copy of my favorite magazine in the briefcase, so I carefully retrieved the latest issue of Penthouse Letters.
Since I travel on business frequently, I had made a plastic folder with the covers of a popular woman’s magazine pasted on the front and back, in which I could sleeve my copy of Letters so I could read it anywhere without drawing unwanted curiosity.
I was soon getting pretty turned on by what I read, and being fairly isolated in my corner, I inched my hand under my short skirt to rub the wet crotch of my panties. I was trying to put myself in the place of the woman whose letter I was reading as she described feeling a man who was not her husband slipping his long hard cock into her quivering cunt. I circled my finger around my clit, and a few seconds later I came, just as the woman’s stud shot his semen into her unprotected womb.
I looked around quickly, not believing that I had just masturbated while sitting in a lounge full of people drinking after work. Hell, I could get myself arrested for doing that, not to mention the other kinds of trouble I could attract. I laid my magazine down, thinking I would just have one more drink before going up to my room, where I could order up dinner and stay out of trouble.
My thoughts were interrupted by a deep voice saying, “Excuse me, but you look just like a lady I used to live across the street from.”
I didn’t recognize the young man who had approached my table, so I asked him where he used to live. He named my home town, and the street I had lived on. I still didn’t recognize him, until he told me his name, which was Tim. Then it hit me.
“My God!” I said. “That was years ago, and you were only about 10 or 12. How did you ever remember me?”
He smiled. “My parents have lots of pictures of neighborhood parties, and you are in most of them. My mom always teased my dad about having a thing for you, because he took most of the pictures.”
I was thankful it was pretty dark in the lounge, because I was sure I blushed when he said that. The fact was that I’d had a very intense affair with his father for about two years. I quickly changed the subject, asking him where he lived now and what line of work he was in. I felt it would be rude not to ask him to sit down and have a drink, and he eagerly accepted my offer.
We talked for an hour and a half before ordering something to eat. I learned that he was in law school and had recently started working as a paralegal for a Midwestern law firm. He’d been sent to Chicago to research a case, and was staying at this hotel.
After we had eaten I told him I’d enjoyed visiting with him, but I had to go now and get some rest. He stood up to shake my hand, then asked if I would have dinner with him the next night. I said that would be nice, and we arranged to meet at six o’clock in the hotel lobby.
In my room I quickly got ready for bed. I slipped naked between the sheets, and my right hand went straight to my damp cunt as if on autopilot. My fingers worked their magic as I thought about the hot passionate sex I had once had with Tim’s father, Glen. I remembered vividly how it had started at a neighbor’s back yard party. Glen and I had flirted before, but this night he became very graphic and told me that his cock got hard every time he was around me.
I tried to laugh it off, but he said, “Just look what you do to me.” With that he moved the towel he’d had across his lap, exposing the swollen purple head of his cock poking out of the top of his shorts.
Well, that was all it took. I met him at a motel the next morning, where he had me naked and flat on my back in less than three minutes. I remembered how good his cock felt as he eased it slowly into my wet and ready pussy, and remembering, I came hard, drenching my hand and jolting myself back to reality, even as waves of pleasure rippled through my body. I fell asleep with a wet and steamy crotch.
I wore a short dress and black stockings for my date with Tim the next night. We had a great time, and afterwards, when he walked me up to my room, I thought it only polite to ask if he’d like to come in for a glass of wine.
As we sat talking on the sofa I kicked off my heels and curled my legs under myself, a movement which caused my skirt to ride high enough on my thighs to expose the dark bands of my stockings. I tugged it down, but it still didn’t cover much. Tim tried to avoid looking down, but his natural instinct won out, and finally he said, “You always did have beautiful legs, you know, and you still do.”
At that point I knew I could have him if I wanted him, and I couldn’t help wondering if he was as well hung as his father had been. But I was old enough to have been his mother, and I pushed such thoughts away. I got to my feet and told him I had some work to do before going to bed, so he really had to leave. For a moment he looked like he was going to protest, but he didn’t.
As soon as I went to bed my faithful right hand again found its way between my legs. Not surprisingly, my thoughts quickly turned to Tim, and I again recalled how it had been with his father. I was teetering on the edge of orgasm when my phone rang. Thinking it might be my husband, I picked it up, although my breath was still coming in rapid gasps, and I was very surprised to hear Tim voice. “Hi, beautiful,” he said. “I can’t stop thinking about your legs, and trying to imagine what a pretty sight must lie between them. I’m lying in bed right now, stroking my cock, imagining that it’s buried to my balls in your sweet pussy.”
I found my composure with difficulty. “My God, Tim, are you drunk or what?” I demanded. “Are you crazy? What makes you think you can talk to me like that?”
Tim’s voice didn’t falter. “You were masturbating too just now, weren’t you?” he asked. “You don’t have to answer, I can tell by the way you’re breathing. Would you like me to come back up to your room so we can watch each other jerk off? I mean, we wouldn’t have to fuck if you don’t want to, but I could watch you when you come, and you could see the semen spurting out of my cock.”
I couldn’t believe it, but I couldn’t deny that he was getting to me. I hesitated for a long moment, and then heard myself telling him to come up.
I thought of not answering the light knock on my door a few minutes later, but of course I did. Tim entered quickly, saying, “Damn, I’ve never been so excited in my life!” He went straight to the bed, stripping off his shirt on the way, then turned to face me as he pushed his pants down and kicked them away. His cock stood fully erect, with precome glistening on the purple glans, and I could see it throbbing with every beat of his heart.
Nothing excites me more than seeing how hard and demanding a young man’s cock can get, and I knew now that this was going to be more than mutual masturbation. “God, Tim, your cock is beautiful,” I told him. “And if you are really interested in being with a woman your mother’s age, here I am.”
With that I let my robe slip off my shoulders and drop to the floor, and we stood facing one another in the soft lamplight.
“Christ, you are a vision!” Tim breathed. “You are one of nature’s wonders, and I don’t think there’s a man alive who wouldn’t want to make love to you.” He slipped into my bed then, extending his hand to me. I moved into his arms and we kissed passionately. Almost automatically we assumed the good old missionary position, and his cock slid smoothly into my slippery snatch.
As with most first-time acts of intercourse, our merger was feverish and lustful; we weren’t making love, we were just plain fucking. Tim had amazing control, banging my cunt like a drum for at least three minutes and bringing me to a gut-wrenching orgasm. My convulsing pussy was more than he could stand, and his warm soothing come blasted into my cunt, filling it with millions of lively sperm.
He collapsed on top of me then, with his half-hard cock still in my creamy cunt as he gasp for breath. “You’re one hell of a stud, young man,” I panted. “My God, that was a good fuck! I love your cock, it gets so big and unbelievably hard. Did you like my pussy?”
“Oh Jesus!” he replied. “I’ve wanted that pussy ever since I was old enough to get a hard-on. To tell you the truth, I ‘d love to eat it right now.”
“Why don’t we eat each other?” I said. “I’d like to suck your cock and drink your come, but I also want you to fuck me again. Will you be able to do it again if I blow you?”
“Hell yes!” was his answer. “I want to fuck you all night long!”
He’d obviously eaten pussy before, because he was a master muff diver, his delightful tongue bringing me to half a dozen pleasurable orgasms while I gave him a slow, sensuous blowjob, building him up and holding him right at the point of blowing his wad, until it just simply burst from his loins. I had him deep in my throat when he came, and I kept him there, letting his come blast straight down my gullet.
It was only a matter of minutes before he was again climbing between my widely spread legs to thrust his sturdy hard-on up my cunt and fuck me senseless. And he did indeed do his best to fuck me all night long, waking me again and again before morning to mount me and screw my ever-ready pussy.
I woke up when the alarm went off at six to discover that he was fucking me yet again, this time spoon-style. I pushed my ass back to give him deeper penetration, loving the feel of his eager cock in my snatch. We couldn’t get enough of each other, and I was an hour late for my first appointment, but I didn’t care.
The next few days were like a honeymoon, and we fucked every chance we got, even meeting at lunchtime to pound one off before going back to work. I left Chicago with a tender pussy, but with the promise that Tim would be in Los Angeles when I was scheduled to go there in a month. Not only that, but he said he might bring his father along on the trip as well. Now that should be interesting!
—Name and address withheld
When my divorced dad told me he was moving in with his new girlfriend, I figured he was having a middle-age crisis and was hooking up with some slutty 20-year-old gold digger. But it turned out that Amy was actually three years older than my 46-year-old mom!
A couple of months later they invited me to come stay for a few weeks at their Florida condo. A few days after I arrived, my dad had to go into work unexpectedly, and Amy suggested we spend the day at the beach.
I was surprised to see that she wore a bikini at her age, but I had to admit she looked really good in it. She was only about 120 pounds and measured something like 33-22-35, and she had an especially good-looking ass.
We ended up at a section of private beach owned by some friends of hers. The morning sun was already pretty strong, and Amy told me I should wear some suntan lotion. She told me to lie back and relax, and she would rub it on me. Her hands were so soft as they massaged the oil onto my body that I just closed my eyes and let her proceed.
In less than a minute I had developed a hard-on, and a few seconds later I felt her push my trunks down and take my prick in her mouth. As my eyes flew open she looked up at me and winked. Then she reached behind her and undid her bikini top, letting it fall away and showing me her very nice tits.
I reached out to grab one and fondle the soft warm flesh. Amy now had my balls in her hand as she bobbed her head up and down on my prick. She was a master of oral pleasure, and had me on the brink in no time.
Suddenly, however, she stood up and pulled her bottoms off, then plopped her juicy cunt right down on my face. She was soaked and smelled musky yet sexy, and my tongue got busy as she went back to pleasuring me.
Each time she sensed I was near to climax she’d stop and pull back, not letting me come. When she herself came, she twitched and throbbed and let out a little scream, squirting some pungent juice in my mouth, which I swallowed.
When she calmed down she quickly spun around, sank that warm wet cunt down over my shaft and proceeded to ride me like a cowgirl, her tits jerking to and fro. She reached behind her to grab my balls while I gripped her ass, finding her cheeks to be surprisingly firm. Then her eyes glazed over and her mouth flew open, screaming out another climax. Her gyrations caused my cock to explode in her spasming cunt, which flooded my groin with her juices.
When we recovered our breath she bent to kiss me, and said we should be getting back to the condo. I had a great time for the rest of my stay in Florida, and I can’t wait to return again next week.
—F.C., Atlanta, Georgia
Ever since my wife and I moved into our apartment building, I have been a tremendous admirer of a woman named Lee, who lives in the apartment across the hall. She is in her late 40s, but very attractive, and I was especially intrigued by her huge chest. But apart from an odd word here and there, we had never really talked until one day I met her at the corner store, and she mentioned that her husband was away for a few weeks, and she didn’t know what to do with herself. I told her my wife was in the hospital for a hernia operation. She said that if I wanted to I could come over that night to keep her company. I jumped at the chance and told her I’d be there at seven.
As soon as the door opened I could tell I was in for a good time. At almost twice my age Lee still looked incredible, wearing a short slit skirt, black stockings and a tight top that showed off her 46-inch chest.
We sat down, and after some idle chat I told her I was sorry to keep staring at her, but she looked so gorgeous I couldn’t help it. She smiled and said it was okay, and that she found younger guys to be a turn-on. Since I was 25, that made me a younger guy. And while she was being frank with me, she went on to tell me that her husband, who was in his 50s, didn’t have the sex drive he used to have, and that she was longing for hot sex.
By then I was stiff as hell, and I put my hand on her thigh, asking whether I would be a good candidate to fulfill her needs. She responded with a kiss, and soon we were upstairs in the bedroom, and she was down to her stockings and bra.
I watched avidly as she removed her bra, and I heard myself telling her how I had fantasized about her tits. Lee smiled at this, and told me to stand up on a stool and I would be in for something special. I did so, and she came over to me, sliding my cock between her huge tits as she jerked me off with them. I was in heaven as I soon shot my come all over those giant mounds. She laughed and rubbed my sperm into her flesh, saying it made a good skin lotion.
Once she had done that she told me I had to repay her by going down on her, something I eagerly did, loving the taste of that mature pussy. Once she came she pushed me back on the bed and straddled me before sinking down on my rejuvenated shaft.
Her pussy was surprisingly tight, and I buried my face between her jugs as she rode me as my wife never had. Then suddenly she got off me, and I thought something was wrong; but she only wanted me to do her doggie-style. It felt great sliding my prick into her while she wiggled her ass for me. She soon came, and I came right after her, shooting my cream all over her curvy butt.
We did it once more that night before I left, and that was the beginning of a once-a-month affair that continues to this day. Hooray for older women!
—J.N., Altoona, Pennsylvania
I was just back from a tour overseas and its accompanying sexual drought, so I was primed.
My first night home I went to a bar. As I my eyes scanned the dimly lit room they lighted on a dress as skin-tight as my jeans. That dress revealed sleek legs and the kind of curves that I’d been missing for a long time. It also contained boobs that looked ready to spill out onto the bar in front of her.
Despite skillfully applied makeup, I could damn well see that she was at least 50, but that didn’t deter me. I quickly moved to sit on the stool next to hers, and her way of welcoming me was to rub her thigh against mine as she introduced herself as Sharon. I saw the wedding ring on her finger, but I didn’t give it a second thought.
By the time her wandering hand had slid most of the way up my thigh she knew all about my trip to the desert. “What about sex?” she asked. I told her that had been a desert too, and she replied that she knew what I meant, since her husband didn’t seem to have time for her lately.
My hand dropped to her own thighs, which were encased in tan nylon pantyhose, and as I slid my hand upward they parted slightly, then clamped shut again, trapping my fingertips close to her pulsing pussy.
Time to cut to the chase. “Do you live nearby?” I asked.
We were out the door in seconds. She did live nearby, and the moment her door closed behind us she got me in a hot lip lock, her tongue busy in my mouth. My eager cock was hard and heavy, and I knew she could feel it jumping between my legs.
Right there in her front foyer, she pulled her skirt up and put my hand between her thighs. Through her pantyhose and white panties I could feel how wet she was, and I could even smell the musky scent of her.
“Push my pantyhose down,” she panted. I did so, and took her panties with them, and she pulled one foot free of them as I dropped my jeans and shorts. She raised one leg, and I aimed my cock at her entrance. The hard tip felt her heat and wetness even before I penetrated her. She moaned as I went into her, wiggling her ass to encourage deeper penetration.
Locking her hands behind my neck, she wrapped her legs around my hips and backed me against the wall as she began an awkward riding motion. Her tongue went wild in my mouth again as I ran my hands all over her. I began fucking her harder, then turned us so that it was she who was pinned against the wall. I drove into her as she wailed and sobbed, and I felt her cunt throb just as I erupted and sent wave after wave of sperm deep inside her.
We collapsed to the floor, and lay gasping for several minutes before we had the strength to make it to the bedroom. There she deep-throated my cock with a mouth so talented it would be the envy of any woman half her age. God, she was good!
I was soon ready to rip into her pussy again, but before I did so I wanted to taste that mature pussy. I pulled her off me and slid down to eat her musky cunt. I tasted my own come as I brought her to another climax, one that had her soaking my face with her squirting juice.
Then, as she was still recovering, I climbed on top of her. This time, since I’d come once already, I lasted way longer, and we enjoyed a nice long leisurely fuck. Her snatch was still tight and hot as I rode her missionary-style, then doggie-style, then missionary again. All the while her pussy walls flexed and twitched around my shaft, until finally I gave her my second load.
I spent the night with Sharon, and we did it two more times, then once in the morning before I had to leave. She gave me her number, but when I called her husband answered, so I said I must have dialed a wrong number and hung up. I haven’t tried since then, but I’ll sure be ready for her if I ever see her again.
—D.S., Oklahoma City, Oklahoma
I just turned 50, but I don’t look it and I don’t feel it either. I’m as energetic and attractive as I was 20 or 25 years ago. I’m an aerobics instructor and I often wear spandex workout suits that hug my body so snug that sometimes my vaginal lips are outlined.
I returned home from the gym one day and my neighbor’s son was just finishing cleaning my gutters and spouts. The way this 18-year-old looked at me gave me shudders. I’d been divorced for 15 years and dated many men, but had been lonely for near a year. When I bent over to pick up the keys that I “accidentally” dropped, I heard Pete go “mmm.” I straightened up to see a bulge in his shorts.
We held each other’s gaze, and a smile crossed my face. Without a word he put his hands on my shoulders and I dropped to my knees. I took out his cock and in a split second gulped it into my mouth. He shuddered as my tongue swirled, my mouth sucked and my head bobbed back and forth. He was shaking uncon trollably as he thrust deeper in my mouth. He thrust his hips hard, groaning loudly.
Every nerve in my body tingled, and I was so keyed up that a wet spot formed on my workout suit. In seconds I was swallowing as much of Pete’s semen as I could. I didn’t stop, though. I kept right on giving him head, determined to keep him hard. He softened for a minute or two, but then I got him back to total stiffness.
I pulled my mouth off Pete and looked up at him while I stroked him. He got the hint and picked me up and set me on the couch, then yanked off my workout suit. I spread my legs, and he laid on top of me. I felt his crown search briefly for my entrance, then thrust in me. I shrieked and moaned while he pounded me. I was whimpering and moaning, and got louder while he fucked me harder. I clung to him as the sofa scooted across the floor.
Just as Pete came in my pussy, I hit my release, with him collapsing on top of me. He stood up to get dressed, saying he had a date to get ready for. When I limped to the door with him, he patted my bare butt and said for me to call him when I was ready for him again. I was ready again the next day.—G.L., Kelowna, British Columbia
Eight years ago I married Rose. She’s 44 now but still built nicely. She’s proud of her bust and doesn’t mind showing off when she gets a chance. She often wears a tight sweater, and oh my, do those tits stick out! We live in a rural community, and the guys in our area sure give her the eye. Like I said, she loves it.
Earlier this year the son of friends was traveling through the area. We hadn’t seen Paul in about six years, so he stopped for a visit. He was driving a motor home. When he arrived we were at our neighbor Trudy’s—an older lady who’s kind of like a mother to us—right down the lane from us. So Paul parked and came to Trudy’s to ask if he” could park at our place. I” said, “Sure.”
As he talked to the three of us, I couldn’t help but notice how he was eyeballing Rose’s tits. She noticed too, and teased the 24-year-old without remorse. He got so excited, I could see his hard-on, and it looked big. I knew Rose saw it too.
We headed back to the house in order to guide Paul in to park. As we left, Trudy pulled me aside and said, “You better watch that boy. By his looks, he wants in your wife’s panties pretty bad. He also looks endowed, if you know what I mean.”
I said I did and thanked her for the advice, then left to go help. When Paul’s motor home was in place, he asked if Rose wanted to see inside. She did.
They were in there a good 20-30 minutes while I sat 50 feet away on the porch. I’m certain I saw the thing rocking slightly, and I know I heard moans, like oohs and ahs. When they came back out and Rose realized I was on the porch, she looked all flustered and embarrassed. Paul’s cock didn’t cause such a bulge as it previously did either.
Later that night I found Rose’s panties in the laundry. The crotch was saturated and there was a salty, pungent smell.
The next morning Rose invited Paul up for breakfast while I went to feed the animals. I normally go and visit Trudy too, so it takes about an hour. The young man was walking by me as I headed to the barn. I did my feeding in record time, then snuck up to the house. I heard moaning and slurping from the living room and peeked in and saw my wife, her nightgown around her waist, with this stud kneading one tit and sucking the other while she played with his cock, which was big.
Paul whispered something to Rose, then sat on the couch. She got on her knees in front of him and took his cock in her hands, then began licking, sucking and slurping it. I watched transfixed as she sucked him to the brink of climax, when he pulled off her. After a while he let her suck him some more, then stopped her again. This went on until she was begging him to let her swallow his come. Final ly she got her wish—he shot down her gulping throat.
But he didn’t soften. He pushed her on the floor and mounted her and stuck his cock in her with one shove that had her screaming, and man, did he fuck her hard! He fucked her for nearly a half an hour, until they both came. This time he shot in side her. At that point I went back to the barn. A little later, when I was heading out to Trudy’s, I saw the curtain move and I knew they were watch ing me.
I had a hard-on from hell when I got to Trudy’s, and she noticed. Smiling, she asked if what she suspected would happen actually happened, and I nodded. “You poor thing,” she said, “Maybe I can help.” She pulled out my cock and, while I stood wide-eyed, be gan jerking me off! This was too much, and I quickly shot all over her kitchen floor. I said, “Thanks,” and she said, “Anytime. I’m glad to help.”
When I went back to the house, my wife and her young man were eating breakfast and talking like nothing happened. He wound up staying for a week, and I’m 100 percent positive he got her at least two or three times a day. In fact, I witnessed at least once a day, so who besides the two of them really knows just how often he had her? I even caught them with his cock fully embedded in her ass. She screamed so loud, Trudy heard it at her place. I also noticed that Rose walked with a slight limp for the next day or two.
The morning Paul left, my wife had tears in her eyes. I knew she would miss that big cock of his, so I told him to stop by again soon. He took me at my word and has stopped by twice since, a week each time. Needless to say, the results were the same on both visits.
My wise old friend Trudy understands fully and has helped me out with her tender loving hands and even her mouth several times since then too. It helps to have her support so close by when I need it.—F.N., Hickory, North Carolina
We had two other couples coming to visit over Memo rial Day weekend, so I took an extra day off work to get the house ready. Since my husband was working late, when I’d put in a full day’s work around the house I slipped out to a favorite neighborhood joint for dinner, and there ran into our neighbor’s son Brett, just home from his junior year of college. I accepted his invitation to join him at his table, where he introduced me to two college friends he’d brought home with him, Clark and Mason.
I felt a little out of place at” first, but the boys were all polite and soon made me feel at ease, and they were more up on current events and more interesting to talk to than a lot of adults I know. Brett insisted on buying my dinner, so I thanked him and promised to get even over the weekend.
The next day I shopped for food and liquid refreshments and finally had things ready for our guests, who arrived on schedule, and we had a great time. On Sunday I had Dan, my husband, go over to Brett’s house to invite him and his friends over for our cookout. On his return, he reported that the fellows were coming but that Brett’s friend Clark would have to leave as soon as we ate, being in a bind because his summer job had fallen through the company went under and he had four days to find another job or he might not be able to pay for his senior year.
I was startled to learn that Dan actually knew Clark’s father, who’s a customer of his. Dan reminded me that I’d been talking about hiring a personal assistant for the summer, and said that hiring Clark wouldn’t hurt him with his dad. It worked for me. When the guys arrived I made the offer. Clark was so thrilled, he promptly called his parents to tell them.
On the job Clark proved eager and smart, following instructions to the letter and learning so rapidly that in a week or two he was handling most of his work with little assistance. He brought everything he did in for my approval, and always stood by my left shoulder while I looked it over and made any corrections needed.
One day Dan happened to stop in while we were doing this, and that night in bed he asked if Clark got a boner every time he got a peek at my tits. I told him he was crazy, but he said, “I know what I saw, sweetie.” That night he gave me an enthusiastic fucking, saying that at that moment Clark was probably jerking off while thinking about me.
The next day in the office I wore an outfit that looked demure, but from above you could see my nipples resting above my half-cup bra. By the end of the day I knew Dan was right. I suspected that Clark was jerking off in the bathroom to keep from coming in his pants.
I had a business trip com ing up, and told Clark I’d need him to go to San Diego for two weeks. He seemed glum until I told him that our flight left at one on Sun day and I’d pick him up at 11 to drive to the airport. I had already booked his flights and changed my hotel reservation to a two-bedroom suite. I put off telling Dan, expecting sarcasm from him, which I got. “I’m sure he’ll be a big help,” he said. Again that night he was even more energetic than usual.
When we arrived at our hotel in San Diego, I still hadn’t told Clark about the accommodations I booked. When the bellman took us to the same room, he was trembling and sweating. I suggested we order room service so we could unpack and relax, then eat and get to bed early. While we wait ed for delivery we went to our bedrooms. I waited until I heard the waiter come and depart before emerging in a short white robe. All through dinner, every time I got a glimpse of Clark’s tennis shorts they had a tall tent.
Eventually the time for playing stopped. I wasn’t going to waste this opportunity on teasing. I pretended to be more inebriated than I was, and once when I went to the bathroom I returned without the little robe. He took one look and turned red and started spluttering.
“I’m sorry, Clark,” I said. “Am I being too forward?”
I couldn’t believe how quickly he recovered. In a flash he had me in his arms and was kissing me with all the urgency of a young man who’d gone too long without a woman. I had to stand on my tiptoes to kiss him back, pressing my petite body I’m only five-two against his rugged six-foot, 180-pound frame. His hands were all over me, caressing and fondling as tenderly but also as erotically as any man had ever done. This boy clearly wasn’t inexperienced!
I loved the way his fingers teased the crease below my buttocks and tickled the cleft between, instead of trying to get a finger in my cunt or ass. After our lips parted, he held me tightly. I looked up in his eyes and said, “Take me to bed and fuck me right now, Clark—and God, would you please just call me Jenny?”
He smiled broadly, kissed me tenderly, then excitedly said, “Would you like to see my room, Jenny?”
I sat on the open bed while he struggled to get those tennis shorts off over his” raging erection. When I finally got to see the head of his cock, it was oozing precome. He was fully hard, I’d say a good seven inches. I leaned forward to lick the fluid off, and his cock jerked. I drew him down on the bed, then slowly took him deep in my throat.
I could have gotten him off in seconds, but I prolonged the pleasure by squeezing the base of his organ whenever he was about to come. When my jaw began to ache, after five or six minutes, I took him to oral heaven. He gushed a dozen spurts down my throat while holding my face to his groin, until he was drained and totally limp.
When he began apologizing for coming in my mouth, I pressed my lips to his and after a passionate kiss told him no apology was necessary. While we cuddled, he got acquainted with the breasts he’d been sneaking peeks at the last month. His mouth darted from one nipple to the other, sending hot flashes to my already-excited pussy.
It wasn’t long before I felt his cock stiffen and press against my thigh. I expected him to mount me. Instead his lips moved slowly downward until his face was nuzzling my bush. When he nudged my legs apart, I opened them wide to give him easy access. I couldn’t suppress a moan when his tongue split my labia, then licked the full length of my vulva before drawing circles all around my swollen clit, driving me wild.
He broke contact with my genitals until my nerves calmed. I marveled at his knowledge of the female body. When I next felt his hot tongue, it was exploring my fleshy folds while avoiding my still-throbbing clit, until I was once again teetering on the edge.
His hot tongue probed gently around the entrance of my vagina, slipping into it several times before he mounted me in one graceful move, his cock finding my entrance with pinpoint accu racy and in one swift thrust plunging in as deep as it could reach. He looked down and met my eyes, and we savored those first moments of intimacy.
Put ting his lips to my ear, he asked if I was on the Pill or should he withdraw before ejaculating? I kissed him before replying, “Sweet of you to ask, but like the saying goes, “‘Older women don’t tell, and they don’t swell.’ I can’t get pregnant.”
Clark showed as much skill fucking as he did in fore play. He began thrusting his cock slow and easy, dragging the upper side back and forth over my swollen clit continually, getting me incredibly worked up. He shifted to ease the pressure on my clit but kept thrusting into me. When my breathing leveled out he shifted gears, giving me several minutes of brisk missionary-position fucking. When a woman’s been in a long-term relationship, she forgets how deliciously hard a young man’s erection can be.
Abruptly, he stopped, saying, “Don’t move for a minute. I’m about to lose con trol. I want this to last all night.”
A couple of minutes later he began to move again. I said, “I’d like you to paint the walls of my love chamber with your hot come now.”
The next five minutes were incredible. My knees were touching my shoulders, putting my cunt in position to be ravaged. We fucked like bunnies in heat until we both exploded, then stayed united until his softened cock slipped out of me, coming to rest against my tingling asshole.
That’s pretty much how we spent every spare minute of our time in San Diego. I was proud of myself for actu ally getting any work done, but I am pretty strict about not letting “fun” get in the way of my responsibilities.
When I got home, my hus band, who isn’t dumb, knew that my pussy had been ridden, and ridden hard. He knows about my “indiscretions,” obviously—remember, he’s the one who first realized that Clark had the hots for me, and if anything he was more excited about it. But he prefers not to talk about it, although he knows that we both know he knows. In the end, he gets all the ass he wants.
I stayed in touch with Clark through his last year in college and as graduation approached offered him a job. He thanked me but said he’d gotten “a better offer” !
I like to think he didn’t mean “better in bed.” —J.L., Albu quer que, New Mexico
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