It was a cold winter afternoon at the office, and I was glad that I worked indoors. One of those days that’s not quite cold enough for snow, so any precipitation would likely be rain or sleet.
The ladies that worked for the cleaning company, next door, had started to trickle in from their daily assignments. Today they didn’t waste any time gathering their supplies and running inside their building. The window beside my desk faced their parking lot, so I saw their comings and goings without having to look.
The girls would generally wave to me if they weren’t too busy carrying loads of stuff or running inside to avoid nasty weather. Most of them were in their twenties and thirties and wore tight spandex pants, even in this bitter weather, which always got my attention. I knew most of them to say hi, but never really socialized with them, as most of them were twenty years my junior.
I had been quite busy for the last couple of weeks, and this day was looking like another late stay. I lived about thirty miles from work and rented a small house for the business. The upside of the house was using one of the smaller rooms as a bedroom in case I worked too late or if the weather was abominable. Tonight looked like it might be a little of both. I got up to warm some tea and give my eyes a break from the computer screen. As I walked back to the kitchen, I waved to a few of the girls and noticed that most had come back in for the day.
After getting back to work, I got so consumed that I didn’t look outside again until I heard some horns beeping. When I looked out to the street, I noticed that it was already dark and sleeting, with an inch of slush on the road. I then glanced at the clock and saw that it was nearly six. Needing to stretch a little and move about, I headed for the kitchen again to warm my tea. That’s when I saw Jackie sitting in her car, repeatedly trying to start it, and only getting the clicking sound that comes with a dying battery. She seemed upset by her predicament and lay her head down on the steering wheel to cry.
Moments later, she headed for her office only to find that everyone was already gone. I tried waving to her to let her know that she could come into the office, but she wasn’t paying any attention. I was just about to put on my coat and head out to get her when she dropped to the ground in the slick conditions. Running out as quickly as possible in the conditions, I helped her up slowly and led her to my office. Once inside, I took her to the bathroom, where she could dry off and get warm.
While she was drying off, I called a customer and friend of mine that owns a small towing company. I asked if he could come by to help her out with a jump. He said that the roads were frozen over, and nobody was going anywhere. I relayed the information to her through the bathroom door, and her crying started anew. I knew that attempting to console her wasn’t going to work, so I left her alone. I closed the door of the ‘bedroom,’ which was attached to the bath, and went back to my desk.
For the next half-hour, I heard her make several calls in an attempt to get someone to come out and pick her up. Every one ended in either crying or shouting, and I knew that it was going to be a long night. After about ten minutes of silence, I heard the door to the small room open. Jackie emerged wearing one of my spare shirts and socks. She approached my desk and asked, “Are you going home for the night?”
I pointed outside to the ice-covered streets with cars stranded all over and replied, “Not in that shit.”
She started laughing hysterically, which got me laughing too, and broke the ice between us. When the chuckling eased, I said, “You’re welcome to stay in the back room for the night. I was going to walk over to the 7-11 to grab some food. Can I get you something?”
Jackie headed for her purse to pull out some money and realized that she hadn’t had time to cash her check. She threw it down in frustration before I spoke, “I’ll buy this time, and you can grab me a doughnut some morning.”
The thought got her laughing again, and I followed suit until we were both finished. Finally, she asked, “What do they have over there?”
I brought up the app on my phone to show her some of their offerings, and we made a list for dinner. I wrapped myself up in my coat and tromped through the icy mess across the abandoned street. Once inside, I said hello to Julio, the evening clerk, then went about gathering our goodies. The total was just over forty dollars, and Julio said, “All purchases over forty bucks get a free pizza. Cheese or pepperoni?”
I dumbfoundedly replied, “Uh, pepperoni, I guess.”
Julio popped a frozen pizza in their oven while saying, “It only takes five minutes, so hold on.”
In that spare time, I walked outside to let Jackie know that I was on my way. It was at that moment as I saw her standing at the screen door, dressed as I left her, that I first saw her as a beautiful woman. My thoughts drifted back to the last time I saw a woman wearing my shirt. It had been my last computer date, and we’d hit it off magically, or so I thought.
The woman, whose name won’t be mentioned, seemed perfect until the next evening. She somehow thought that by sharing herself with me, that she’d earned the right to move into my home. Suffice it to say that it was a dark few months getting rid of her.
When I returned with our bounty, I cleared some space on my desk to layout our one-star dinner. It was clearly more than we could eat, but I grabbed some paper plates and napkins for the feast. We dug in like two teenagers that hadn’t eaten in days. As we ate, she asked me, “Are you married?”
I replied, “No,” with a face full of pizza.
Then she asked, “Can I ask how old you are?”
I chewed up the pizza in my mouth and wiped my face before replying, “Let me tell you answers to some of the standard questions I get asked, and then you can ask me anything I forget.” I took a big gulp of soda before continuing, “I was married when I was younger, but it didn’t work out. I never had any children, although I have nephews and nieces that I adore. I’m fifty years old and work-out regularly, and no, I don’t have six-pack abs. And last, but not least, I’m not gay.”
Jackie stared at me with bewilderment for a moment and then just starting laughing. I must admit that her ability to laugh at things nearly had me sold on trying to date her. When she settled down, I asked, “Did I miss anything?”
She questioningly replied, “So, do you computer date much?”
This time I laughed before answering, “Not anymore!”
Jackie spoke up with her answers, “I’m thirty-two and have never been married. I was with the same guy for ten years, and he left me when we figured out that I was the reason we couldn’t have kids. I wandered aimlessly for about a year, then my friend Vicki got me a job next door, and here I am. I’m still having trouble dealing with my infertility and haven’t dated because of that.” She stopped and looked away, obviously feeling a little embarrassed at having over-shared.
Jumping right in to alleviate her indiscretion, I said, “You needn’t feel mortified in front of me. I’m of the age and belief that we all do stupid shit from time to time, and should get a pass every now and again. It’s only when the stupid shit becomes continuous that we should worry.”
Jackie’s face lit up with a smile as she responded, “Thank you for making things easier.” She stared at me for a moment before she leaned in and kissed me lightly on the lips.
“Thank you!” I appreciatively replied.
We went back to eating, but it was slower and more relaxed. After another piece of pizza made its way through my gullet, I asked, “Why the questions?”
Jackie composed herself as if replying to a question on the stand by wiping her face and then comically gargling some soda. “Okay, so some of the girls were curious about your situation because we all think you’re very nice,” she stated before breaking to laugh at herself. I started laughing, too, and it was another couple of minutes before we settled down. Less serious this time, she continued, “Some of the less scrupulous girls think that you’d make a good sugar-daddy since you own your business.”
Staring deeply into her eyes, I asked, “What do you think?”
With a little hesitation in her voice, she answered, “I thought you were nice too, but that was it. Then you saved me from the foul weather, let me get dry and warm, and fed me for the evening. Now I think that you’re a great guy with whom I could enjoy some intimate time, with no strings attached.”
Before I could respond, she leaned across the desk again and grabbed my face while pressing her succulent lips on mine. I mimicked her moves, and we quickly started swapping tongues. The kiss continued for a while before she pulled away. Grabbing my hand, she walked me to the end of the desk and led me into the bedroom. Once inside, still facing away from me, she pulled the shirt she borrowed from me over her head.
Her action revealed her bare body and beautifully toned legs, ass, and back. As I admired her from behind, it struck me that all this time, she was walking around without panties. Turning back to me, she stepped in for another long seductive kiss.
My hands instinctively wrapped around her and pulled her in tight. My hands started to move about her back and ass as she began to unbutton my shirt. Once she had the buttons finished, she moved to my pants and unbuttoned them before sliding my zipper down. She pushed my pants and underwear past my waist, and they fell to the floor. The kiss paused as she pushed my undershirt and shirt off and tossed them on the floor. I pulled her back into me again as my pulsing member lay against her trim belly. We continued to kiss before she pulled back and dropped slowly to inspect my equipment.
Jackie kissed and licked all over my penis and scrotum for a minute before taking me into her mouth. I let her go for as long as I could before I was too close to cumming. I gently pulled away and raised her up for another kiss before picking her up and laying her on the fold-out bed. I kissed my way up her legs and patiently made my way to her neatly trimmed pussy. I tend to be an all-in kinda guy when it comes to cunnilingus, so I pushed her legs far apart for full access. I started with soft licks of her labia and worked my way between them for my luscious surprise. I can be a little overly aggressive in this aspect of my love-making, but I do so love the taste of an aroused woman.
She was already quite moist with a hint of sweetness. As I delved deeper, swirling my tongue in her sex, she grasped my head to pull me in further. She began to moan, and I knew that I was doing good work. After a few swirls in her love canal, I’d pull my tongue out and swipe across her hardening little nub. This elicited a louder grunt, and I knew that she’d cum from just that alone. But I was in no hurry and kept plunging and lapping inside her scrumptious box. Her moans had become continuous and resounding as her body began to quake.
I was surprised at how easily Jackie peaked, and within seconds, I was treated to a warm heavenly treat as she released a deafening scream. Her hips were pounding my face as I continued to lap at my reward inside and out. Her climax seemed to continue as she tried in vain to pull my eager tongue from her convulsing vagina. I did slow my efforts to allow her to come down for a few moments but never left her beautiful box. As I gave her lips and clit soft kisses, she managed to put together a few words between deep breaths. She gasped, “How did you… I’ve never cum so… do it again!”
This time I worked on her swollen little nub by running my flattened tongue across it lightly at first. She was already panting and vibrating before I really got going. With her so close already, I began flicking it with just the tip of my tongue and gradually increased the pressure. Within minutes she was screaming and convulsing once again. I was rewarded with another dose of her delectable juices. As she came down, she pulled me up on top of her and kissed me wildly. Sliding one hand down between us, she moved my stiff cock to her entrance, and I moved inside.
I eased into her until our pelvises met and just stayed there as I kissed her hard. Her damp heat was almost too much to handle initially, so I extended the face sucking for a little longer. Jackie was impatient and pulled her face from mine and demanded, “Fuck me!”
I began moving in and out at a slow pace, while she pulled my face to hers for more tongue wrestling. As I increased our pace, I knew that my orgasm was now inevitable and wanted to bring her one more before I finished. I hooked my arms in her legs and pinned them back to her shoulders while moving even faster. Our mouths broke apart, and she panted and screamed, “You’re going to make me cum again… harder, fuck me harder!”
The head of my cock started to swell as I felt my semen move toward her waiting hole. With the first burst of cum from my dick, I slammed into her hard. That seemed to push her over the edge, as she wrapped her arms around me like a python. We climaxed together as she ground her clit against my pelvic bone. With my energy spent, I rolled her on top of me as our chests heaved.
My shrinking cock slipped from her cum-filled pussy as our breathing slowed. Jackie stated, “It took me all these years to find someone that could make me cum that hard. Now I want another, so how long before you’re ready to go again?”
“Well, at fifty, my pecker takes a good bit longer to recover than it used to; however, my tongue is always ready,” I replied with a sexy wink.
“Okay, let me clean up first and then… “
I interrupted with, “No need for that, just slide forward and board the tongue express.”
Jackie looked at me hesitantly before I grabbed her ass-cheeks and pulled her up my torso until her yummy slit was on my face. My tongue began slipping inside her while my hands made their way to her perky little breasts. I massaged them and occasionally flicked a nipple to test their reactiveness. Each flick seemed to elicit a little cry in between the ongoing grunts and moans, so I dialed up the pressure. Squeezing both nipples, I tugged and rolled them as the cries became one long one. While I was pleasuring her tits, Jackie was rubbing her saturated pussy all over my face.
She began to tremble and begged, “Lick my clit, please!”
I managed to get out, “Hold still,” in-between her passes over my face.
When she stopped, I pulled her clit between my lips and gave it a few light nibbles. She howled like a banshee and soaked my face and neck with secretions before fainting sideways across the bed. I covered her up and spooned her as we both fell into a deep and restful sleep.
I woke while it was still dark outside, and we were still tightly bundled. I wouldn’t have considered getting up, except that my bladder had already decided otherwise. As I untangled my body from Jackie’s, she stirred and quietly said, “Hurry back, I think my pussy needs some more attention.”
I scampered to the bathroom and had a little trouble starting the stream, with a growing hardon. Once I finished, I slid back next to her, and the making-out commenced. This time it was slower and more loving with hands gently roaming. I moved down from a kiss and drew her left nipple into my mouth to suck and nibble. While I was doing that, she was busy fondling my balls and sphincter. My nibbling was causing her some excitement, so she moaned, “Do the other.”
I trailed my way across and gave her right nipple the same treatment. After another minute or two, she begged, “Do my pussy now, please, and give me that cock.”
I moved around into a sixty-nine and pulled her legs back and apart, hooking my arms behind her knees. Jackie grabbed my ass with both hands and pulled it down until my scrotum was in her mouth. She rolled my balls around in her mouth, causing my penis to become fully erect. I licked at her outer lips, making sure not to touch her clit. With her legs back as they were, it was easy to run my tongue across her little pink star occasionally. After a few times of doing that to her, Jackie felt the need to do it to me also. There, for a few minutes, we had an old fashioned rimming contest, and it seemed we were both the winners.
The rim jobs got us both fired-up, and we quickly devoured each other’s genitalia. My tongue lashed at her open snatch and clit while she pumped my hardened pole deeply into her mouth. We both went wild, trying to bring each other to the edge while suppressing our own climaxes. I finally couldn’t take any more, raising off of her, I turned around and slid into her waiting pussy. Kissing her lips softly, I asked, “Now isn’t that better?”
“Much,” was her reply as she pulled my face tightly into hers and started working her hips against mine. I kept the pace slow as we were busy kissing lips, necks, and nipples while I slid in and out of her vaginal grasp. I was getting close and wanted to make sure that she was also there. I slipped a hand between us and rubbed her clit with my thumb as my orgasm began to overtake me. Fortunately, she was just as close, and we both came together as we sucked and bit each other’s necks.
We lay there kissing and cuddling for a few minutes when Jackie asked, “Would you like to clean me again? I’d love to have your tongue down there again.”
“You would?” I questioned while rolling on my side and giving her my best inquisitive face while trying not to laugh.
“Yessss!” she cried as she rolled me over onto my back and kissed my face all over. She started to get a naughty look on her face as she pulled up. Jackie then slid her warm slick pussy up my torso before planting it on my extended tongue. She slipped her hands around my head and stuffed my face into her. She acted as if she would stick my whole head up there if she could.
Her intensity was contagious, and I grabbed her ass cheeks aggressively and stuffed my tongue deep inside her needy hole. I wagged my tongue violently inside her and felt her begin to tremble. Her vaginal contractions escalated into bed, shaking convulsions as her climax hit her harder than any before.
Her hands slipped from my head as she needed them to maintain her balance. I had slowed my stirrings in her loin through her orgasm but had not released my grip. When she attempted to move, I clamped down on her thighs. She whimpered, “I can’t … I can’t do it again.”
Moving my mouth from her delicious box momentarily, I replied, “You’re not clean yet, and I need more of your delicious nectar.” I whirled my tongue about her outer lips to collect any juices that I missed. After that, I began slipping my tongue in and out of her while making sure to rub her clit with every pass. Jackie put her hands on the wall in front of her and pressed down on my mouth. As her climax enveloped her, she growled and screamed like an attacking animal. Throughout her contractions, she flooded my mouth and face with her fluids.
Jackie didn’t pass out this time but slowly sank down on top of me. I slowly pushed her hips back down my torso so that we were face to face. She lay her face on my chest as she panted her way to normalcy. While she was recovering, I managed to pull the covers over top of us. When her breathing slowed, Jackie said, “You’ve managed to give me the best orgasms of my whole life, all in one night. How is that possible?”
“Orgasm fairy?” I said while stifling a laugh.
“Seriously, how do you do it?” she begged.
Pretending to wipe the smile from my face, I replied, “I was raised to believe that it’s always better to give than receive. I think it’s especially important when you’re enjoying time with another person. In my mind, sex should always be performed as if you’re making love.”
“Oh,” was all she said.
With Jackie at a loss for words, I continued, “I know that we barely know each other, and I have no illusions about the future. I do believe that given time, we could become good friends, with benefits. I do understand that there is no up-side for a beautiful young woman like yourself, dating an older man.”
Jackie piped up with, “I can think of many benefits, but you’re right, we barely know each other. So shall we just go back to enjoying each other for now?”
“I think that’s a great idea,” I said as I pulled her in tight and ran my hands over her back and perfect little ass.
To be continued…
