The Babysitter Diary
Introduction:
This is only a two part story. I hope you enjoy.
Her name is Rebecca.
When we first moved to this small west coast community, my wife and I were newly married and had just begun thinking about starting our own family. I began to play golf as an activity to replace the football I played in college and I was truly a novice. Though I was big and strong and could hit the ball a long way, I was never quite sure where it was headed. Chance allowed me to meet Rebecca’s father on the first tee one afternoon, and he could sense my newness to the game. Within a few minutes he was giving me helpful hints and we became fast friends. Even though he was a decade older than me, we hit it off pretty well. We shared a mutual interest in fine cigars, fine single malt scotch, and fine women. I found out quickly that his wife was an associate professor in my own department at the small university in town. She was quite a looker, even though she had two small children. Her hair was long and brown, straight and fine. She had magnificent carriage, erect and proper, which caused her smallish breasts to jut enticingly. She was quick to smile and after just half of a glass of wine, she would reveal her bawdy sense of humor. She and my own wife, who could have been her sister in looks and temperament, became fast friends and fellow shopaholics. We were the first baby-sitters for their two small kids. We would even take Justin and Rebecca home with us for the weekend, just to give our friends a reprieve and allow us to practice parenting. We became almost like family, brother and sister to Tom and Janet, aunt and uncle to Justin and Rebecca.
When our own boys started to arrive, half a decade later, Rebecca was six years old. By the time she was old enough to baby-sit, there were three boys, ages nine, seven and two. It was understood that Rebecca would baby-sit, it was as natural as rainwater.
The very first time Rebecca babysat, it was up to me to take her home. My wife and I had driven into the next town for dinner and a movie. The red wine in combination with the flickering screen had given her a headache, spoiling my amorous plans for the evening. I waited in the driveway for Rebecca to come out of our house for the ride home. I was shocked when I saw her silhouette in the headlights. She had blossomed.
We rode to her house in silence, though I did notice that she kept her hands on her thighs, fingers pointed inward, thumbs bent backward, somewhat awkwardly. I didn’t have a lustful thought about her, just a wistful thought about how young and beautiful she was becoming. Wondering and jealous, knowing that her next five or so years would be filled with discovery, joy, heartbreak, and if she was lucky, love and passion.
From that night on, Rebecca was our regular baby-sitter. The routine seldom varied, unless for some reason I needed to stay in and my wife taxied her home. Any knowledge of Rebecca’s budding romantic life came to us through her parents. We found out about her boyfriends through them. We found out when they became ex-boyfriends too. We still did a great many things together as an extended family. Rebecca was an avid golfer, much like her father. She even played in a few club tournaments with me when her father was unavailable. We spent a great deal of time in the same cart together. As many of her generation does, she wears clothing that mimics the pop stars attire. She can be athletic and sexy at the same time. Even in golf shorts and polo shirt, it’s hard not to notice her long, tan, athletic legs and her small yet well shaped breasts. She has her mother’s long hair and regal bearing. It was on the golf course, when Rebecca was eighteen that I first caught a glimpse of something I look back and realize changed the course of our relationship forever.
She was squatting down, trying to read a putt, her concentration was on the line it would take and I was standing behind her.
“I think it’s going to break a cup to the left,” she stated. I disagreed.
“It’s either dead on or half a cup to the right. This green runs that way.” I pointed down to the water on the right side of the green. To double check my read of the green, I walked around the cup to look at her putt from the other side. My eyes traveled from the cup to her ball and I noticed, for the first time, that Rebecca wasn’t wearing shorts that day. Instead she was wearing an athletic skirt. As she squatted down to read her putt, she was revealing that she was wearing purple panties too. Not only that, she was demonstrating that she had not yet learned about the wonders of tending the garden that grew between her legs or the miracle of the bikini wax. I was smitten with lust.
Smitten my ass, I wanted to fuck her brains out. But she was my best friends daughter, a girl I knew all her life, and I was looking at her like a hungry man looks at a well-cooked steak. She looked so tender, so juicy, and so damned edible. I was losing concentration. My cock stirred in my own shorts and I realized that I was beginning to stare. So did Rebecca. She just smiled and stood up slowly.
“I think you’re are right, David. It does break to the right.” She lined up her putt and stroked it smoothly to the back of the hole. When she bent down to pick it up out of the cup, I stood up quickly and adjusted my hard-on so that it would track to one side. I tried to keep my back to her until I could be sure it was waning. And I thought I had gotten away with it. For the rest of the day, the routine was the same. First I would look over her shoulder to read the putt then I would hurry around to the other side of the hole and get a good eyeful of her purple covered snatch and watch her make putt after putt. My own game suffered, I shot eight over my handicap. Rebecca shot six under hers and as a team that was good enough for first place in our flight. We won over thirty-three hundred dollars and as was customary, we bought the drinks at the 19th Hole. Rebecca was too young to drink, but that didn’t stop her. I realized quickly that she was like a lot of her peers, used to drinking beer. We sat in the golf cart, under the shade tree, accepting congratulations from the other golfers and the ribbing I deserved for letting a high school senior GIRL carry me to a victory during the day. At some point during the partying, Rebecca decided that it would be appropriate of her to sit across the front of my golf cart. She placed a couple towels on the bar frame and sat there, legs together straight across the dashboard of the cart. Once, reaching for her beer from the cup holder, her left knee flexed upward and when she regained her balance, she kept it there. That sweet, tender, purple covered pussy was now only a few feet from my face and in perfect view. She put her legs together whenever someone walked around the cart on the driver’s side, but she kept her knee up when only I could see what she was doing.
“Save my seat,” she commanded. “I have to go to the bathroom.” She hopped off of her perch and disappeared into the clubhouse. The passenger seat was taken by her father, who had just arrived.
“I see you two did well,” he said proudly, examining the scoreboards on the side of the outdoor patio behind the course’s club house.
“Yes, YOUR DAUGHTER did play well. I wasn’t much help.” I reached into my pocket and pulled out sixteen one hundred dollar bills. “This is her half of the prize money.” We both knew that if Rebecca accepted money from the tournament, it would jeopardize her amateur status. We also both knew how expensive it was to keep a tournament player in the proper equipment. Tom didn’t argue, he just accepted the money and slipped it into his pocket.
“DADDY!” Rebecca grabbed her father around the neck. “You should have been there. David would read the putts and I would knock them in. It was great. I was on fire!” Tom smiled broadly at his only daughter’s success. It made him proud. “I think he would make an excellent caddie!” Even I laughed at that joke at my expense. I really hadn’t been much more than a caddie that day anyway.
“Have you been drinking Rebecca?” Tom asked his daughter.
“Yes daddy. It’s a victory party.”
“You be careful.”
“I will, David won’t let me drink too much and get wild. Will you David?”
Get wild, I thought. Hell YES I would! “No, I wouldn’t think of it. In fact, it’s probably time you switched to water or iced tea anyway.” Rebecca pretended to pout, but she nodded. And then I saw a wink.
Tom stood up. “Don’t be too late celebrating. You have to mow the lawn tomorrow.”
“I know daddy, I know. I won’t sleep in. Not too late anyway.” Rebecca teased her dad, but they booth knew that she would get the grass cut as soon as she got up in the morning. She worked hard and her parents doted on her. Tom got up to leave, extending his hand and congratulations to me and giving his daughter a hug good-bye.
Rebecca took her seat back on the front of the golf cart and reached into the cooler for another Corona and lime. When she sat down, my eyes natural traveled to that purple cotton covered pussy that had filled my mind almost all day. I was shocked to realize that it was no longer clad in purple. Rebecca saw my shock and grinned mischievously.
“I was so hot, I needed to cool off. I feel a nice breeze already.” She opened her legs slightly to let me see into the pink flower that was her womanhood.
“So you noticed me looking, did you?” I asked.
“Noticed? Noticed what? That drool, that leer, that big salami in your shorts? I would have had to be Helen Keller not to notice.” I looked down at my erection straining at my golf shorts.
“Yeah I know. I need to pee too, and I can’t stand up.” I laughed at my own candor. Rebecca seemed to relish in my suffering.
“You know what, I think I left my putter cover on the bench at number 8. Can you run us out there so I can look?” I checked in the cooler, there were another five Coronas, just enough for the trip.
“Sure,” I answered. “It’s probably not safe for you to ride up there though, why don’t you sit down here?” I patted the passenger side of the bench seat.
“I think I’ll be fine here.”
“Suit yourself,” I warned her, and hit the foot pedal to make the electric cart go. Though she was rocked by the sudden movement, she didn’t lose her perch. Her legs did fly apart in her effort to maintain her balance, and I was there to get a good look. We careened across the golf course, which had been closed for the tournament. The green of hole number eight was as far from the clubhouse as you could get and still be on the course. The cart path carried us behind the giant berms that surrounded the back of the green. These berms were easily large enough to hide a caravan of golf carts. It was cool and shady where I stopped the cart in the same place as I had hours before when we played the hole.
“Is this where you dropped it?”
“Dropped what?”
“Your putter cover.”
“My putter cover? Look behind you silly, it’s on my putter.”
I turned my head and looked. The black leather and wool cover was securely wrapping the head of her White-Hot Two-Ball Putter. I looked back at her, somewhat perplexed.
“Stand up,” she directed. I did as she asked, adjusting my diminished hard-on as I rose. “Don’t you still have to pee?” I nodded before realizing how much I did have to pee. “Me too!” she admitted.
We both walked to the edge of the course and relieved ourselves. I was blatant about watching her pee. My God she was sexy.
“I didn’t bring anything to wipe with. Do you have any Kleenex?”
“No, but I am sure I can help you freshen that daisy. Would you like me to do that?” I asked as I finished watering the wild grasses at the edge of the course.
Instead of replying, she walked over and moved my hand off of my cock. She shook the last couple of drops off, but didn’t do anything about putting it away. It stirred in her hand, growing until her fingers no longer could circle it. I looked down. Both of her hands wouldn’t cover my swollen cock.
I picked her up and carried her to the front of the golf cart, seating her on the dashboard, facing forward. I pushed the entire cart off the cart path so I could kneel in the soft grass instead of on the hard sidewalk. I dropped my head between her thighs and placed her legs on my shoulders. I looked into her face, she was biting her lower lip. In those soulful brown eyes I could see both fear and lust, which I am certain was reflected in mine. I leaned forward, gently blowing on her slit. She shuddered in reply. I blow a little harder and moved in closer. I could smell her sex, her salt, her sweat. The combination made my head swim. I had been married more than twenty years and I was more than that many years older than she was. I was in decent shape then, able to stave off the middle age paunch that afflicted my generation, but my face had ruddy, crossed by lines, my hair had salt in the pepper. I stopped and looked up, checking for a sign that I had gone too far.
“Are you just going to blow me? Or are you going to eat me?” Those lusty words from this regal young lady were all the encouragement I would ever need. My tongue went wild, dipping, diving, flicking, exploring, tasting, dividing. I could feel Rebecca’s hips buck. She locked her ankles behind my head, thrusting it deeper into her wet pussy. She came quickly and often. Her golf spikes began to dig into my back. I pried her legs apart and pulled both her shoes and socks off.
Her feet were hot and sweaty and I immediately went to work on cleaning them with my tongue, driving her crazy. I had never put a woman’s feet near my mouth before, but this was an afternoon of firsts. I lapped between her toes, across the arch, around the heel, bathing her entire foot with my tongue. She climaxed again, just from having her toes sucked. She was hanging from the frame supports that held the roof up. Her long hair was whipping back and forth behind her head. Finally she relaxed her grip enough to slide down and rest her upper torso on the golf seat.
“My God that’s fantastic! Where did you ever learn to do that? I’ll bet Patty really likes it when you do that.” Mentioning my wife killed my buzz slightly.
“No, she really doesn’t. She is not as free spirited as you. She likes it dark, missionary, and occasionally.”
“Oh, poor David! She doesn’t know what she’s missing. I’ve never done any of this before, but I am sure that any woman would love it.”
“Do you mean to tell me that you are a virgin?”
“Yes, are you shocked?”
“Hell yes! There aren’t many eighteen year olds in this town that are still virgin.”
“I know. I might be the only one.”
“You’ve had so many boyfriends. How did you manage it?”
“I don’t know, I guess because the time hasn’t been right. I’ve had a crush on this one guy, but he hasn’t made a move yet.”
“Well I envy the young man that finally gets you and gets to be the first one with you.” She giggled.
“I don’t think you need to worry about that.” She struggled upright, using my head to get all the way up. “Stand up.” Again I did what I was told. She dropped to her knees. She reached out, caressing both of my thighs with her small hands. She let her fingertips reach under the fabric of my shorts, feeling the curly hair around my groin.
“You are wearing too many clothes.” She reached up and unbuttoned my shorts, dropping them to the ground. Since college I haven’t worn boxers or briefs, content to be a freeballer. My erection sprang out at her, striking her in the cheek. She quickly turned her head and engulfed the first three inches in her mouth. Both of her hands grabbed the shaft, leaving an inch of my cock skin exposed. She pulled her mouth away. “Are all cocks this big?” I shook my head no. She just grinned, opened her mouth wide, and stuffed as much as she could into the opening. Soon she was sliding it in and out of her hungry mouth. What wouldn’t fit, she was aggressively jacking. Sometimes it hurt, she was clearly inexperienced, but she was enthusiastic and that more than made up for it. Within minutes I could feel my heavy ball sack beginning to tighten.
“Be careful, I am about to cum.” Her eyes showed only love and her mouth opened even farther as she tried to stuff the entire shaft down her throat. That was too much. I came into my baby-sitter’s mouth and pulled her head even farther down onto my cock, bathing her throat with my copious semen. She coughed and sputtered, but I didn’t let up, driving it further into her throat and pushing spurt after spurt of rope-like cum directly down into her stomach. I made one last thrust and I could feel her nose against my belly as the last vestiges of my orgasm faded. I could feel her gagging, I could sense her tears. I had gone too far, forced her into too much. I released her head so she could remove my cock from her throat. She pulled back only far enough to get a deep breath through her nose and then she dove forward again, putting my re-hardening cock deep into her throat again. I could feel her swallowing, her throat milking the last drops of cum from my balls. I was spent. My cock is hypersensitive after an orgasm. I forcibly removed my cock from her mouth.
“Noooo! Let me suck it some more. That was awesome. I want to suck it again!” She begged me to face fuck her again.
“No, I have something else in mind.” I pulled her up, reached down and removed her shirt, revealing a purple lace bra that barely covered her firm breasts. I massaged them both, feeling the hardness of the nipples underneath. I knelt and took them each in turn in my mouth before reaching between them to release the front clasp. I removed her bra and then her skirt and she stood before me, her last moments of innocence were mine to use as I saw fit. Her body was well proportioned, her hips no wider than her shoulders. Her breasts were smallish, hardly a full b cup, but they looked perfect on her. Her bushy mound was unruly but soft. Her skin was perfect, her bronze skin interrupted by the tan lines of her bikini, giving her the appearance of wearing a swimsuit. She slipped her brown hair behind her ears and stood proudly before me, unashamed and unabashed. She made no attempt to hide her nudity from my appreciative gaze. I drank in her beauty, savoring her youth and lustful innocence.
I scooped her up and laid her back gently on the grass. I removed my own shirt and pressed my gray curly chest hairs against her tan and smooth breasts, feeling the nubbins of her nipples pressing into my own chest. As I positioned my hips over hers, she spread her legs and circled my thighs with her calves. My cock was eager and knew exactly where to go. I didn’t have to guide it to enter her. I stopped at the opening to her virginity.
“This is your last chance. From now on, you won’t be a virgin. Do you want me to go on?” I summoned the last of my restraint, though I knew with a thrust I could take her and I was concerned I might anyway.
“Shut up and do it, you old tease!”
“OLD? OLD? I’ll show you OLD!” And with that my cockhead ripped asunder her maidenhead. I stopped when I saw the tears. Suddenly I was ashamed of myself.
“No, no, no! Don’t stop. Please, please, please, I have waited so long for this day, for you to take me. I have wanted you to be my first for so long. Don’t stop. I’ll get used to it, I promise. Please David, please. You must make love to me.” That was all the convincing I needed. I thrust further, an inch at a time, pausing for her to adjust. When I had seated five inches inside her, I pulled out. I thrust in six inches and again pulled out. I thrust in seven inches and pulled out. I thrust the entire length of my thick shaft into her tight virgin hole, stopping when my pelvic bone was pressed firmly against hers. Her head was rocked back. Rebecca was biting her lower lip so hard, I was afraid she might draw blood. She was holding her breath. When I felt her hips relax I started my tempo, slow and easy. She started to move with me, then a little faster, urging me on.
“Fuck me David, fuck me. Fuck me David, fuck me. Fuck me David, fuck me.” I did as I was bid. I knew I couldn’t last long at this pace, her pussy was too tight, her body was too hard, her passion was too great for me to deny. It had been so long since I had sex with anyone but Patty. I tried to make it last as long as I could, I didn’t want it to end. But each stroke brought me closer and closer to blowing my load.
“I need to pull out, I am not wearing a condom,” I warned her.
“I….am….on……the…..pill…..don’t…..stop……. fucKING…..MEEEEEEEE!” she cried between thrusts, ending in her third climax. I was right behind her, pouring my seed directly onto her cervix. I kept thrusting. My cock kept trying to empty into her, even after I had been drained of cum. Her orgasm ccontinued, subsiding only when I couldn’t thrust any more. We parted with a soft, wet plop. “That was so much better than I ever imagined,” she complimented after we caught our breath. “I can hardly wait for next time.”
“Next time?” I asked. “What makes you think there is going to be a next time?”
“This,” she replied, kissing me on the lips with passion and desire. “And this.” Her hand grabbed my cock which was already beginning to stir again. And I knew she was right.
I got to be honest, having sex with an eighteen year old, with a hard tight body and firm, perky tits is really a lot of fun while you’re doing it. But if you are a married guy with a beautiful, loving wife, and three growing sons, when you finish screwing the baby-sitter, there is bound to be some guilt. Add the fact that the baby-sitter in question is someone you’ve known her the entire eighteen years of her life AND she’s the daughter of your best friends, and you’ve not only compounded the guilt, you’ve multiplied it. And that’s where I was.
As soon as I got home from the golf course, the realization of what had happened hit me. My wife had already found out that we had won; she had talked to Tom. When I opened the door, she and the boys met me with a big hug and congratulations. I prayed I didn’t smell like the fucking I had just completed with Rebecca. After finishing the rounds of hugs, I grabbed a piece of fried chicken and headed up the back stairs to the master bedroom.
“Where are you headed?” my wife Patty asked.
“Upstairs to shower and change. I am probably pretty ripe.”
“That’s true. You smell like a cross between a brewery and a compost heap,” she joked, rubbing her nose and turn her attention to our sons. “Come on boys, I let you stay up until Daddy got home, but its bedtime. You can talk to him all you want tomorrow before church.”
I went into the bedroom and removed my shirt and shoes. I took off my pants and as I was bent over I caught a glimpse of myself in the mirror. There were red marks on my shoulders where Rebecca’s golf shoes had dug in while I was eating her pussy. ‘Eating her pussy’ was a thought that triggered a cascade of images and even more guilt. But in the mirror, my image looked like it was…no I couldn’t be…yes I was…smiling. Not a big smile, just a little cat-that-ate-the-canary-grin. A straight line with upturned corners and that mischievous twinkle in my eye. At least my reflection thought I should be proud of myself. I looked at the rest of the reflection. My chest hair is black and curly with a little gray for distinguished character. My face had a few lines, reflecting my years of scowling at students who failed to reach their potential in an oral answer or written submission. Once I was a college football player, I was now a middle-aged college professor leading the middle-class life, with the exception that I just that afternoon fucked the baby-sitter. I nodded at my mirrored self and allowed a little bit bigger grin. I looked a little goofy, standing there in just the short black golf socks I favor. I don’t wear underwear; I am a dyed-in-wool freeballer. I slipped the socks off and took a good hard look, trying to be objective. I couldn’t see anything remarkable about my physique with the exception of my cock. It was just a little bigger than average and thick. I shrugged my shoulders. I didn’t know why Rebecca had given her virginity to me, but I owed it to her to respect it and not become someone different. I shouldn’t make her feel like she had done something wrong.
I went into the shower and scrubbed up completely. I took my time; the cascading water loosened my aching muscles and opened my pores completely. I finished off with a healthy dose of cold water to close those pores up again and stepped out of the shower. After toweling off, I went back into the bedroom only to see my wife on the bed, wearing nothing at all except a big grin.
Even after three kids and more than twenty years of marriage, my wife looked sexy. She had a little extra weight, her breasts had lost their youthful. She and I were perfectly suited for each other. I was a little shocked to see that she was lying on top of the covers on the bed. Patty prefers the lights to be out and to be under the sheets when our infrequent love making occurs. But looking at her on that bed, lying on her side, her legs arranged to keep her modesty with her lovely breasts open to my gaze, I surprised myself by showing the beginnings of a hard-on. I slid up the bed until I was even with her, and mimicked her pose.
“Why Miss Patricia, look at you laying there, all resplendent in your skin. You look like a naughty girl who needs some attention.” She giggled in answer. I leaned over and kissed her. I loved kissing her. After a long kiss, filled with passion and flitting tongues, I moved my mouth to her neck, flicking my tongue up and down on her neck, touching all of those spots that really get her going. I sucked on her earlobe, breathing slowly into her ear. I let my tongue explore her ear, doing the dance to her ear that I would repeat later with her clit. She responded like she always did, by becoming sanguine in her relaxation. I knew that we would now make love on my schedule. I was only an hour or so removed from sex with an eighteen year old and I was being called upon to fulfill my wedding promise to my wife. This was going to take a good long time.
I rolled her onto her stomach and threw my leg over her hips to give her a back rub. I started on her shoulders, kneading and rubbing the muscles that connected them to her neck. I dug my thumbs into her traps, working the striations from origin to insertion. Then I use soft pressure from my fingertips to work the muscles of her neck and then rubbed her scalp and reached around to give her a facial massage. She was purring and moaning. I moved down, rubbing the shoulders even deeper, until I could feel her tension falling away. Under my haunches, I could feel the tensions of her lower back and ass begin to ease too. I rubbed each arm separately, terminating with a hand and finger massage. I moved my straddle lower, allowing me access to her middle and lower back. This also put my cock in the crack of her ass. That sensation, my cock laying in the cleft of her ass, was all the bugle call it needed to rise to attention. As I rubbed her back, again working the long fibers of the muscles, my cock rubbed up and down the crack of her ass, bringing me immense pleasure too. Twenty years of marriage and her ass had always remained taboo. But my cock didn’t know that. My cock loved being nestled into the taboo crevice. I moved even lower, rubbing her ass, her thighs, her calves and her feet. She slowly melted away, almost catatonic in her relaxation. I purposely didn’t touch her in a sexual way. I wanted this to last a long time for her. This would be the beginning of my penance for my infidelity.
I returned my attentions to her ass. I worked the mass of each globe with a firm hand, digging the thumbs and long fingers in for maximum effect. As I worked each side, I would occasionally let a finger tip or thumb caress her ass crack and drift down to the fragrant folds of her pussy. I carefully lifted one leg and moved it so I could access her pussy better. I rubbed the insides of her thighs and the let my fingers brush against her pussy, each time the touch was a little more intimate and last a little longer. Patty moaned in her appreciation of my ministrations. I let my middle finger linger on the opening to her pussy as I drew my hand up through the crack of her ass. I could feel her ass rise to meet it, trying to prolong the contact. In reply, I buried my face in her ass. Kissing and licking the entire crevice between the globes.
Anal play between us until that moment had been nonexistent. I used both hands to spread her cheek wide and without much ado, I plunged my tongue deep into her brown ring. It tasted musty but not unpleasant. I could feel her tense for only a second and then she pressed her ass back into my face, causing me to pull back slightly so I could breathe. My tongue went wild, digging and pushing into her ass. I kept her cheeks spread as wide as I could, with three fingers on each hand so I could use my thumbs and index fingers to explore her pussy. It took some doing; I had to bring my elbows in, almost under my chest, so I could capture her clit between the pads of my thumbs. Being careful not to use too much pressure, I rolled her clit between my thumbs slowly; all the while I was driving my tongue in and out of her ass, trying to get my entire mouth engaged. I was aware of her moaning. I could feel her arms flailing on the covers; her face was buried in a pillow to stifle her cries of ecstasy. Her pussy began to seep her juices down onto my thumbs, providing enough lubricant to make rubbing her clit even more delicate. She put her hands against the headboard and used her arms to gain leverage, thrusting her ass back against my face.
“OOOOOOOHHHHHHH! Ooooooooooo, oooooooooOOOOOH, Mmmmmmmmphhhhhhhhhh!” was all I could hear through the pillow she was screaming into. Her climax lasted several minutes, and she bucked more wildly as it wore on. “OOoooOOOOOOooOOOOOHHHHHHH MMMMMMMMMMMYYYYYYYY GOOOOOOOOOOOOOOOOOD!” she screamed into the pillow, her hips now bucking so wildly, she was in danger of breaking my nose with her tailbone.
When I could continue no more, I ceased my assault on her ass. I switched my attention from her clit to her pussy, which was swollen and slick. I plunged one finger, then two, then three into her gushing hole and worked them in and out, giving my sore tongue a much needed break. Patty continued to orgasm, only smaller and less frequently until I began to massage her g-spot. She started to buck again, this time biting her lip and only moaning. She thrashed her head back and forth, her hair flying across the pillows. This was such an incredible turn-on for me; I straddled her ass again, this time putting one foot on the floor next to the bed. I pushed my throbbing cock down into her pussy and plunged the length deeply into her, feeling her rise to meet my invasion. Just pushing my cock into her made her cum. Every stroke made her cum more. I grabbed the cheeks of her ass with my hands and pried them apart like opening a book. That left her brown rose slightly agape, winking with every thrust of my cock into her pussy.
‘Why not?’ I thought to myself. I pulled my cock from her pussy and positioned against her anal ring. I took her absence of protest as a sign of approval and pushed in. I could feel her tense against the invasion of her last virginity and I paused. Patty didn’t pull away so I pushed a little more, using my thumbs to stretch the skin of her ass around my cock. The feeling was exquisite. I just wanted to plunge my shaft to the hilt into this twitching and throbbing canal. I took my time, pressing in until she tensed, then I used my thumbs to relax her sphincter and my fingernails scratching lightly on her back to help her focus on pleasure. When my cock was half impaled, I pulled back slightly and thrust forward again. I was moving only an inch or so, allowing my cockhead to massage the interior of her rectum. She started to move back to meet my thrusts and I began to thrust in earnest, each stroke deeper than the last until I felt my pubic bone meet her ass cheeks. While fully impaled, I stopped thrusting and slowly rotated her hips around my cock. Her moans were guttural, half animal, half exhilaration.
“Fuck me David, fuck my ass!” Never before had she spoken like that. I had created a monster. But I am no fool, I fucked her ass. I fired my shaft in and out of her ass until the sweat ran down my face and chest and dripped on her. My orgasm was slow to come and I was enjoying every second. My legs began to wobble and I knew I was reaching the end of my endurance. Patty reached between her legs and gripped my testicles. This was all the encouragement I needed to soldier on. Her nails dug into my scrotum, mixing pain with my pleasure. It was enough. I came into her ass over and over until I could come no more. Exhausted, I fell forward onto her, wrapping my arms around her chest and pulling her over on her side as I fell to the bed. My cock was still trapped in her ass, which thanks to my semen, was now lubed enough to be slick. I gave weak thrusts in and out, just enough to keep my cock hard from the stimulation.
“You’ve got to be kidding, David,” my wife chided. “You can’t possibly want to fuck more.”
“I’ve never fucked your ass before, I want it to last as long as possible,” I replied honestly. “I may never get to fuck it again.”
“Don’t be so sure,” she whispered. “I could definitely get used to it. Probably not for a few days, I have a feeling my butt is going to be sore for a while.”
“Do you want the first shower or the second?” I asked as she disengaged from my embrace and turned to face me.
“Neither. I think we should conserve water and take one together.”
“As you wish,” I replied, kissing her. I could tell that the rest of my dinner would probably have to wait.
The next morning I was lying in bed reminiscing. In the last twelve hours I had the most intense sexual experiences of my life. First, I had sex with my eighteen year old baby-sitter, which was fantastic. Then I had anal sex for the first time with my wife, who at the time had been married to me for seventeen years. My wife followed it up with a blow job in the shower and I had slept contented, if not long. I could smell coffee and bacon wafting up from the kitchen. The sunlight streaming through the windows on both sides of the bed told me I needed to get up soon so that I could get ready for church, a fact I found to be true when I looked at the bedside clock.
I shuffled into the bathroom, wearing nothing but a half-smile. My balls ached. I could feel the sinews in them tingle as they swayed back and forth. They were protesting their workout from the night before. My cock was semi-erect; it’s usual state when I need to pee in the morning. I approached the stool and lifted the seat. When I gripped my cock, I could feel pain. The skin was sore, practically blistered. It was a good kind of pain. I let the urine flow and took stock of my other ordinary aches and pains. I thought a quick shower couldn’t hurt, so I turned the water on and stepped in. It felt good, the hot steamy water easing the pains in my shoulders and hips. My knees and thighs ached a bit more than usual too. I turned around and slowly bent over to touch my toes, letting the hot water loosen my back muscles as I did. I could feel the hot water on the crack of my ass and I could feel it run down around my balls. It felt good. No wonder my wife Patty had finally given up her anal virginity to me. I cursed my misfortune at not having discovered this method of making love years before, when I was younger and had greater stamina.
I rinsed my hair and shut off the water. I grabbed a thick bath towel and began to pat myself dry, being careful not to rub my tender cock too hard. When I walked out of the bathroom, I was surprised to see my wife there carrying a tray of food. On it was a huge mug of coffee, a plate with crispy bacon, three eggs over easy and four slices of wheat toast with real butter. It was my favorite breakfast of all time, but I almost never got to eat it. My wife insisted that I live forever and had long ago changed my morning routine to orange juice, small coffee, dry toast and hot or cold cereal with skim milk, hardly the breakfast of champions.
“What is the occasion?” I asked. She smiled coyly and set the tray on her side of the bed, nodding for me to sit down on the other side to have my breakfast. “My favorite breakfast AND I get to eat it in bed, on the good comforter? I must have really impressed the judges last night.”
“Come and eat. I called Janet and she is going to take the boys to Wild Wild West Waterpark after church. We will have the whole afternoon to ourselves. Just you and me. Just you and me and the entire house. You and me and the entire house and no kids. Are you beginning to get the picture?”
“If I get this right, you and I are going to spend the afternoon pretending we are young and crazy and you brought me this great breakfast because you are afraid it might be my last meal and the condemned man usually gets what he wants before he is led to the gallows.”
“Exactly!” she said, eyes sparkling. I reclined on the bed, content to dip the toast in the runny part of the eggs and enjoy the combination of tastes and textures. As I raised the twenty-four ounce mug of coffee to my lips, I nearly split the hot liquid down my chest. I could feel a hand cupping my balls and the unmistakable sensation of a warm mouth engulfing my languid cock.
“Whoa Nellie! Is it afternoon already?” I sputtered, after taking a sip of coffee to wash down the toast and egg.
“I am just giving you a little taste of what you have coming later.” she revealed, her hands still massaging my cock, which despite its haggard condition, was answering the call to duty.
It was difficult to finish breakfast while my wife’s mouth was on my cock, her hair lightly grazing my belly and my thighs, but I was up to the challenge. I finished the toast and eggs and moved the tray to just inside arms reach and picked up a slice of bacon which I was saving for last, and the big mug of coffee. With my view no longer obstructed, I watched intently while my wife blew me like a pro. Hot coffee, crispy bacon, and a sphincter-tightening blow job: Man I was in Heaven!
I stuffed the last of the bacon into my mouth, set the coffee on the tray, and gripped the back of my wife’s head and brought my hips up into her face, trying to finish the job. She responded by opening her mouth wider and taking my cockhead into her throat and then closing her mouth around the base of my shaft. It was the most intense blow job she had ever given me and I responded by emptying my first orgasm of the day into her mouth. When my last spurt was swallowed, she took her sweet time pulling my cock out of her mouth. She made sure it was mostly dry and there was no cum remaining, digging at my cockhead with her tongue, looking for any vestiges of an orgasm. When she was satisfied, she sat up abruptly.
“You’d better get ready for church. We need to leave in ten minutes.” She was so matter-of-fact in her statement, I was nearly stunned. How was I going to sit through church after a blow job like that? She stood up and offered the tray to me. “Grab your coffee, I am going to put these dishes in the dishwasher and get it started. Hustle up David, you need to get ready. While we are at church, you might pray for strength this afternoon, you are going to need it.”
I put on summer weight wool slacks and a white oxford shirt. I didn’t want to wear a tie, so I selected a light V-neck sweater without sleeves. I pulled on my cordovan loafers without socks and slipped a belt through the loops. A look in the bedroom mirror assured me I was presentable enough for the New Age church we attended. I went downstairs and my approach signaled the boys that it was time to head for the minivan my wife drives. On the drive to church we passed by Tom and Janet’s house. Rebecca was out mowing the lawn, just as she had promised her dad she would. She was wearing white sneakers, stained with green from the lawn clippings, tight black shorts that fit her lithe frame like paint, and a bikini top that barely covered her small and shapely breasts. She was tan, young, and beautiful and she tasted like honeydew vine-water. I honked and waved, she responded with a big wave and a smile that each of my sons was certain was meant for him.
In church we sat with Tom and Janet and our boys sat in the pew in front of us. The sermon was about facing hardships, I think. I just don’t remember. I sat through most of the service staring at the twelve foot tall crucifix over the altar, the one with the crying and bleeding Jesus hanging from it. I contemplated my sins from the past twenty-four hours and but I could not feel real shame. I was sitting with my loving family and friends, and all I could concentrate on was the fucking and sucking I had done and the fucking and sucking I wanted to do that afternoon.
When the service was finally over, Tom and Janet walked us to the van. Inside was the boys’ bag for the trip to the water park. The boys gave us quick hugs and ran off with the couple we considered family, leaving my wife and I to drive home alone. When I pulled into the driveway, my wife reached for the door but I stopped her, pulling her toward me instead. I kissed her with passion and fire and she returned my ardor. We finally broke it off and walked into the house, arm in arm. We scattered clothes from the bottom step to the top, racing to the bedroom. Patty was a bit faster than me, an affront I didn’t take lightly. I grabbed her ankle a few steps from the top and she toppled. I pulled her under me, naked and giggling. I made her suffer, tickling her and kissing her lightly enough to entice, not nearly hard enough to cause real pleasure. My hands roamed her body, when I got to her ass, she admonished me.
“Be careful there stud. You nearly ripped me a new one yesterday. Literally. I knew would be sore today, so leave it alone.” I wasn’t going to take sexual warnings from a woman so completely under my control so I just laughed in her face and forced her legs apart with mine and reached around her hip until my fingertips were pressed against her ravaged feature. I tickled it lightly and I could tell it caused her both pleasure and pain.
“You will do as I wish, when I wish and where I wish. If I want to fuck your ass again, I will and you will like it. Do I make myself clear?” My mock serious tone was obvious. She responded by grabbing my cock and pulling it until it began to protest.
“I understand where you are coming from. But don’t forget that THIS thing is MINE! Any time I want, I can take it back and put it in a jar on the side of the bed. Everyone knows that men are useless except as a life support system for cocks.” She laughed at her own joke. In response, I sunk my middle finger into her rectum up to the second knuckle. She gasped in protest, her hand involuntarily tightening around my already sore manhood. I removed my finger, she loosened her grip.
“Let’s continue this on the bed. Race ya!” she challenged as she leapt to her feet. I struggled to my own feet and ambled into the bedroom. I didn’t immediately join her on the bed; instead I detoured through the bathroom to get the lube. I was going to need a little help this particular afternoon.
On the bed together we kissed and let our hands roam over each other’s bodies. I kissed her face, her eyes, her forehead, her ears and her neck. I kissed her shoulders, her chest, breasts, her nipples, and her stomach. I let my tongue roam on her nipples and around her navel. I spread her legs and settled in to eat her pussy. My tongue bathed her cunt with tender strokes, dipping slightly lower, near her ass every ten or twelve strokes. She responded by spreading her legs wide, raising her knees so that I had full access. I could feel her orgasm build, and I purposely kept it at bay, switching to a less erotic technique to keep her from achieving climax until I felt she could wait no longer. When I felt she had suffered enough, I knelt between her thighs, resting my cock on her clit and raising her foot to my mouth. I gave her foot a tongue bath and licked between her toes, sucking on each. The sensation of my tongue on her foot and my cock pressing on her clit was perfect for what I was attempting. She started to come and began to thrust her clit against the bottom of my cock, trying to make it somehow drop into her pussy and send her even farther over the edge. I pulled her other foot up to my face, giving it the same oral treatment. This trapped my cock between her thighs and drove her absolutely wild. Patty came and came and came some more. When it seemed like she could come no more, I spread her feet wide, forming a V with her legs and pulled back just enough so that my cock could find its way home. When I felt the familiar neighborhood that was her pussy, I thrust it halfway home. This put the head of my cock against her g-spot. I used my arms to lift and lower her hips on my cock, increasing and decreasing the pressure on her g-spot and sending her back into the ether. After four minutes of constant orgasms, Patty passed out.
When she came to, I was pressing a cold compress against her head. I was scared; I didn’t know what to think. I had never fucked a woman so well I made her blackout from the pleasure. This was a new experience to me. I was confused. So confused in fact that when the doorbell rang, it didn’t dawn on me that I was heading down to answer it wearing nothing at all. I opened the door and standing there looking tan, fit and scrumptious was the baby-sitter, Rebecca.
“Uh, hello David. If this is a bad time, I can come back later,” she offered, turning her head to study the framing of the doorway.
“What? No, it’s okay. We were uh, um, uh…..” Then it hit me that I was buck naked. “Excuse me a moment.” I didn’t wait for her answer, I just shut the door and found my pants and shirt and pulled them on. When I opened the door again, Rebecca was giggling.
“If you act like that, people will talk,” she insinuated. “Can I come in?”
“Sure, sure, sure. Come in,” I invited after having been reminded of my manners. “We were just, uh, um…. upstairs….. Anyway, why did you come over?”
“I came over to invite you all over to dinner. Dad called and said to get some steaks and some beer and get the grill started at our house around 5:30. He said ‘You tell David that those steaks had better be perfect and that beer had better be cold or I am gonna lose one of his boys!'” She giggled while she said it. It might seem strange that the guy had called his daughter to come to our house to deliver a message, but to me it seemed perfectly natural. That was the relationship between our two families.
“I need to go check on Patty,” I said as I headed back upstairs. “There’s some cold drinks in the refrigerator, help yourself.” I gathered the remaining clothes in my arms as I went back upstairs. I dumped them into the hamper and went over to the bed.
“Rebecca is here. Tom called and has invited us over to cook us all dinner,” I explained. “How are you feeling?”
“Like the luckiest girl alive. That was INCREDIBLE! Why haven’t we done that before?” I thought about all the years we had been married and all the things I wanted to try and didn’t because I thought my wife would be afraid or offended and I realized that the problem might have been me. As I was trying to formulate an answer a lilting voice behind me answered instead.
“Because Patty, you married an uptight former jock who has had the hots for the baby-sitter.” My heart pounded from its new position in my throat. I couldn’t take a breath. I stiffened and began to tremble from the adrenaline. Never in my life did I expect for my infidelity and my wife to be in the same bedroom at the same time.
“Oh I know, Rebecca. By the way, I owe you a debt of thanks. He was fabulous last night and fabulous today. I came so hard I actually passed out.”
“Did he suck your toes?”
“Yes he did, that was what sent me over the top and out.”
“God I know! It’s fantastic.”
I was beginning to regain my senses. It seemed like they each knew more than they let on and that I had been kept out of the loop. “What is going on here? Are you to colluding?”
“Us?” replied my wife in mock surprise. “Do you think that the two of us conspired to seduce you? To get you to have sex with the baby-sitter you’ve been fantasizing about for five years? Is that what you think?”
“I do now. In fact, I KNOW that’s what you did. You two were in cahoots together. You somehow planned to get me to screw Rebecca, but for the life of me, I don’t know why.”
“What gave it away?” asked Patty.
“The fact that you are so certain I had sex with the baby-sitter. You couldn’t have known unless she told you, which I don’t believe.” I watched them both for confirmation I was right. They looked at each other and began to giggle. Rebecca handed my wife a glass of wine and offered another one to me.
“Well, it all started about three months ago,” she began. “I called your wife after a party at my friend Brittany’s house. I was drunk and I needed a ride home. My so-called date got too fresh and I decided to leave before he did something stupid. My folks were out of town, so I called you, but your wife answered. She came right over and drove me home. On the way home, I confessed to her that I was jealous of her for having a guy like you, and all I seemed to attract was stupid young idiots who only wanted to get into my pants. We talked and talked and talked. Finally I told her the truth that I fantasized about losing my virginity to you. Kind of shocking, isn’t it?”
I nodded.
“She was so sweet in her devotion to you,” my wife continued. “I really couldn’t see the harm in you having sex with her. Our sex life had deteriorated into a grind and I was ready to try anything to shake it up. I told her she could try to seduce you, but she had to be willing to accept rejection if you got scared or if you would change the way you felt about her based on any weirdness a physical relationship might cause. She agreed to accept the consequences. When you got home yesterday, I knew she had been successful.”
“Really? How?”
“Oh David! When you came into the house, you reeked of sex. It was so incredibly sensuous, I nearly jumped your bones in the kitchen,” Patty explained. “Smell is one of the most powerful sexual stimulants there is.”
“OK, OK, I get that part,” I answered. “But why didn’t you say something? Why just leave it to chance?”
“We will have to explain that later,” her voice trailed off. “Right now we have some important lovemaking to accomplish. We have three hours and then we have to go cook dinner.” With that, the two women in my life tackled me high and low. I fell onto the bed as the meat in a girl sandwich. Within seconds, everyone was naked. I felt detached from the experience. I found it hard to immediately go with the flow. My wife and my new lover had connived to make this very afternoon happen. Why? I wouldn’t know the answer to that for another several hours. I returned to the present when I felt a hot young mouth engulf my semi-hard member. A breast was thrust into my mouth and I suckled like a baby. The breast was replaced by a pussy and I hungrily got to work, giving as much pleasure as I was receiving. When I felt myself start to cum, I pulled my cock from Rebecca’s mouth and turned my attention to her cunt. I dove in, content to eat her pussy with fervor. She bucked and thrust against my face, coming quickly and hard. I rolled over on my back and pulled her cunt up onto my face. My wife knelt between my legs and demonstrated to the novice how to give the proper attention to a cock. I could feel her deep-throating my dick; pushing the head deep into her mouth. In appreciation, I began to tongue fuck Rebecca’s ass. I pushed it in, past the ring of muscles and let it explore. She responded with a gush of pussy juice that I lapped up. She rode my face like a rented mule, unaware that she was dislodging the cartilage in my nose with her constant grinding.
“He’s about to cum, do you want some?” my wife paused from blowing me to ask.
“Yes, mmmmmmm, yes!” Rebecca replied, though I don’t know if it was to the question or to what I was doing to her nether region. “Oh God! He has his tongue in my ass. Do I want him to let him fuck my ass Patty?”
“It’s going to hurt, but if you want to try, let me grab the lube.” Patty reached across the pile of flesh to grab the tube of lubricant I had gotten out earlier. “Turn around and straddle his stomach. Let me help you.” I could feel a gob of cold gel being worked onto my stiff rod.
“Oh yes! I love that, I LOVE it,” gushed Rebecca as Patty worked the lube up and down the crack of her ass, working it in with fingers a lot smaller than my cock. When Patty was sure she had enough lube, she pulled on Rebecca’s hips until she was positioned over my cockhead.
“Are you sure you want to do this?” she asked, giving the baby-sitter one last opportunity to save her own ass in both senses of the phrase.
“I think so, yes! I want to have David fuck my ass.” She leaned back feeling my cockhead push against her rosebud. She wiggled and giggled and wiggled her ass from side to side until my cockhead was past her anal ring and in her colon. She paused, enjoying the sensation. She pumped up and down, just letting the weight of her down strokes push my dick farther into her ass.
“OOOH! OOOOOH! OOOOOOOOH! That is awesome! Having a cock in your ass is sooooo awesome!” She pumped up and down on my cock; the feeling for me was so incredible. Her ass was so tight, it was almost painful. I knew I wasn’t going to hold out long, so I didn’t try. I bucked my hips up toward her descending ass and came hard. The pulsing of my cock in her ass sent her over the edge. Even after we both had cum, we continued to ass fuck. I turned her around on my cock until she was facing away from me and rolled over on my side. My cock was still in her ass and she was purring with satisfaction. She and Patty were kissing and I was slowly stroking in and out of her well fucked ass. I reached around and pinched Rebecca’s nipples, rolling each in turn with my thumb and forefinger, tugging them and twisting. With each pull, her ass tightened up until my cock came back to full online status, armed and ready. I thrust in and out of her ass, feeling it loosen with each passing stroke. She began her series of orgasms, her screams muffled by my wife’s mouth. She stiffened, reached desperately between her legs to grab my balls and pull as much of my cock into her ass as she could force. She bucked wildly, and I held her in place with my hands on her breasts, nipples being ravaged the entire time. I felt Patty’s hand caress my leg and then drift away. I was aware of a change in Rebecca’s anal passage. I felt a new sensation. Patty began to finger-fuck the baby-sitter and I could feel her fingers rubbing my shaft through the membranes that separated them. I came again. Rebecca came again. I wouldn’t have been surprised if Patty came too.
I was exhausted. My dick was sore as hell. I rolled to my side of the bed, pulling my dick from that teenager’s ass with reluctance, knowing that if I continued, I might just fuck myself to death. ‘That’s not so bad,’ I thought. ‘But my boys would be without a father.’ I drifted off to sleep, content with my lot in life.
When I awoke I could hear voices coming from the bathroom. I had trouble standing, so thoroughly was I fucked. I staggered into the bathroom and spied two head sticking above the largest bubble bath I had ever witnessed. Rebecca and Patty were in the tub, with Rebecca clearly sitting between my wife’s legs, reclining against her ample if aging breasts. Patty was washing Rebecca down.
“What is this? Are you two done for the afternoon?”
“Done? Of course we are done. You’ve be asleep for two hours. I’ve got to go to the market and get some bread for grilling, as wells as steaks, some pasta for salad and some fresh vegetables to grill also. You were snoring so loudly we decided to just move in here and take a bubble bath.” They both giggled at my frown.
“Is there room for me?”
“No, but I need to get out, so you can take my place. Be gentle though, you really broke in this poor child’s ass. It’s very sore. So is mine. You can sit here, but don’t you start anything,” She smiled when she said it, so I knew she wasn’t that serious. It didn’t matter; I was thoroughly and completely fucked out. I settled into the tub, let Rebecca lean against my chest and slowly rubbed her skin with just my hands. Even though she was sexy and young and tight, my cock wasn’t going to join this party. This was just going to be a bubble bath.
But there was always an after dinner treat.
