For about a year now my wife Olivia, a really hot cougar/MILF, has been getting fucked once a month by a young man half her age, with an unusually large prick. She loves it, he loves it, and I’m okay with it, for reasons I will tell you about.
It all started with my wife’s niece, Alice, who lives and works in a nearby city. She is in her late 20s and is an unusually attractive lady, tall, slim, and shapely. About three years ago, Alice’s long-time best male friend, Ross, finally became a “friend with benefits.” The two of them had not hooked up previously because neither of them wanted to risk their friendship on an affair that might or might not pan out. But then Alice began hearing from some of her female friends that Ross was unusually well endowed, and that he knew how to use what he had. The word was that his cock was nearly nine inches long. Alice was intrigued, but resisted for a time her impulse to bring up the subject with Ross.
But one evening, over a dinner accompanied by a liberal amount of wine, she found herself probing and even teasing him a bit over what she had heard about his manhood. Ross took it in good spirit, and admitted that his endowment did indeed measure up to the rumors she had referred to.
When I got divorced and moved to a new neighborhood two years ago, I met a lady named Letitia, who hung out at a local bar which I also frequented. She was a good looking, mature woman, who I guessed to be in her late 40s or maybe early 50s. She was pleasant to talk to, and we often sat at the bar and chatted over a few drinks. Over the course of a few months we became good friends. She was really a hell of a nice lady, widowed but not bitter, and very outgoing.
I often wondered why she didn’t have a man. I couldn’t see a gray hair on her head, and no stretch marks or wrinkles, other than some very faint crow’s feet around the eyes. She had curly dark hair, blue eyes and a nice smile. She also had the prettiest pair of legs I’d ever seen, smooth and shapely. I told her several times that her legs should be on a billboard somewhere, advertising stockings or high-heeled shoes, but she just laughed. I sometimes heard other people making comments about her legs as well, even though her hemline never rose more than an inch or two above her knees.
I found her legs so attractive, along with the rest of her, that after a time I began to flirt with her a little. Since I had never seen her come in with a guy, I figured I had a good chance. Letitia knew what I was after, and she was good-natured about it, even seeming to enjoy the chase, though she would scold me gently whenever I suggested that she go home with me.
It was my 52nd birthday, and to celebrate, my wife Maggie and had I decided to spend the weekend in a hotel in the city. The plan was to spend two days having sex, going shopping and eating at expensive downtown restaurants.
We checked in early on Saturday, and as soon as we got settled in our room Maggie began to unfasten my pants so she could suck my dick before she rode me to a climax.
After she had done that, having experienced two orgasms in the process, my wife decided to pay a visit to Victoria’s Secret to buy some new lingerie. She asked me if I wanted to come with her, but I decided to pass, saying that I hoped she would model her purchases for me when she got back, and she promised to do so.
Maggie is a beautiful woman, five feet three and 115 pounds, with perfect 34B breasts and nipples that measure three quarters of a inch when hard, which they are most of the time. She is 51 years old but can pass for 35, and she still attracts a lot of male attention wherever she goes.
While she was at the mall, as she related to me later, a young black guy saw her looking in the window of the store and made his way over to stand next to her. As usual, she wasn’t wearing a bra, and her nipples were trying to burst through her tight white T-shirt.
Because of my work schedule I’ve been going to the same laundromat every Monday for the last seven years. During that time I’ve seen all types of people in there, from weird to dangerous to downright sexy.
One person who usually showed up at the same time I did was a woman of about 47 named Linda. The first time I saw her I noticed her nice figure and sandy blonde hair. For a woman of that age she looked very sexy in a pair of jean shorts and a white top. I think she knew I was checking her out, because she flashed me a knowing, flirtatious smile as she went about her business.
After seeing her several times I got up the nerve to strike up a conversation with her. I learned that she and her husband had three grown children, and that she was actually a grandmother. When I told her she was too good looking to be a granny, she blushed and thanked me.
I don’t know why but I’ve always had an infatuation with older women. Back when I was just 18 I had a bad crush on a mature lady, a neighbor of ours named Evelyn. She was a widow in her late 50s, with long dark hair flecked with gray. She had a beautiful face for a woman that age, and I thought she might have been a model when she was younger. She had a medium build with a nice round butt. She used to walk around the countryside wearing a tweed skirt and followed by her dog. I guess she kept in shape by walking so much, and by working in her garden and her yard.
But all I knew for sure was she turned me on, and I wanted to fuck her in the worst way. She was always very friendly and cordial to me, but that was all. Then at one point she happened to mention that she liked chess. I quickly took up the game, and one day I suggested to her that we play sometime, and she agreed.
That got my foot in the door, and soon I was playing chess at her place every day. It was just chess, but I always left with a hard-on at the end of the evening, and I would jerk off repeatedly in my room once I got home. My lust for her was killing me, and I knew I had to do something, but I was very nervous and didn’t know how to go about it.
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
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