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This story is a fantasy involving a few young women and a middle-aged man. You can see a list of all my stories on the authors page under the author, Playtime69. All comments are appreciated and can be emailed to ShortStories@PlayTime69.e4ward.com. Please identify what story you are talking about when you send me a message.
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The Ponytail Club
by: Playtime69
I had been through a divorce and took my part of the money made from selling our house and bought a smaller house out of the city. It was a small but nice place with a nice front yard and in a nice quiet neighborhood. I had always like working in the yard and I could not wait for spring so I could plant some new flowers and bushes. I wanted to see if I could brighten up the place and make it a nice place to see as people went by.
I found a new job but was only off a few Saturdays. I was lucky and was off all Sundays, so I figured I would work during the week and do yard work on Sundays. Spring finally arrived and like I had planned I bought stuff on Saturday that I would use on Sunday. Sunday mornings I would get up and go out to 'play' in the front yard.
I came to notice that each Sunday morning there was a group of girls jogging together past my house. They were all very cute and young. Well younger than I was. I was a 44 year old guy that was in good physical condition. I still had a nice head of hair and had no problem doing any and all yard work I wanted to get done.
The girls looked to be in their late teens or early twenties. They always wore tight little shorts and either half shirts or tube tops. I guess one of the main things that stood out was that they all had ponytails. Some had long hair and some medium length. There was one with black hair, two with brown hair, and one with red hair. The first couple weeks they just ran by then over the following weeks they began to smile at me and tell me, "Good Morning." I would smile back and would also say, "Good Morning." It always looked like the same girls and it was always around the same time of the day.
It had been a couple months and it was nearing summertime so was getting rather warm by the afternoon. Like normal the girls ran by one Sunday morning. I completed my work and around noon I went in for lunch and the day. I was getting a drink when I heard the doorbell ring. I was surprised as I rarely had visitors. I went to the door to see who it was and was pleasantly surprised to see my four cute little girl joggers. "Well, hi there. This is a surprise." I greeted them with.
The red head was first to speak. "Hi. We are part of 'The Ponytail Club' and we just wanted to welcome you to the neighborhood. My name is Regina but most people call me Red. This is Sharon." She then said as she pointed to the one with black hair. "The one behind Sharon is Mary Ann." Red said as Mary Ann waved to me. Then finally she finished the list by saying, "The other one with lighter brown hair is Becky."
Becky raised her hand and waved while saying, "Hi" with a seductive smile.
Red was the shortest at 4'10" and was a little chunkier than the others but looked really cute with her rounded face and red hair. Her hair was shorter than the rest but still was long enough to be put into a ponytail. Red looked to be the oldest being around 22 years old. Her breasts were just the perfect size for her short height. They looked to be about 34C but firm.
Sharon's hair was jet black and was not the longest but was definitely the fullest of the bunch. She was the tallest at about 5'8". Her breasts looked full and large being about 36C. She looked to be around 20 years old and had a special evil look about her.
Mary Ann was the thinnest of the bunch. She also looked to be about 20 years old. Mary Ann had the longest hair being down to her butt. It was perfectly straight and was medium brown in color. She was taller than Red but only by an inch or two. She had the smallest set of boobs at about 32B.
Becky was pretty much the middle of the group in all areas except her age. She looked to be the youngest at 18 years old. Her hair was a lighter brown in color than Mary Ann's but not as long. Her breasts looked to measure about 34B. The smile she had was one that set her apart from the others.
The one thing I did notice they all had in common was their very muscular legs, their seductive shorts and their lack of adequate frontal coverage. It was definitely a sweet looking group of girls that I was more than interested in getting to know more.
"My name is Harvey but most everyone calls me Harv. Would you all like to come in?" I asked as I opened the door wider.
They paraded in front of me one by one as they each said, "Hi" or "Hi Harv" as they passed. They each took a seat on a chair or the couch as I asked them if they wanted something to drink. They did say a drink would be nice as they had just finished their weekly run and still had to run back to their original starting point. I fixed them a drink, most wanted water, and we sat and talked for 15 or 20 minutes. They asked if I was married or seeing anyone, which I was not at the time. We also talked about my job and how I came to be in the neighborhood.
It was about then that one of them asked if they could use my bathroom. I really cannot say which one it was as I was not paying that close of attention to them. I told her where it was and she headed in that direction. A few minutes later she was back out and soon they left.
"Can we come back to visit next Sunday afternoon?" Red asked as she walked out the door.
"I would love it if you would. I get kind of lonely here with no one to talk to on the weekends." I replied.
"See you next week then." Red said as they took off running down the road.
Later that day I was cleaning up the house and went into the bathroom that the girl used and right there on the faucet of the sink was a pair of panties. There was a note attached that read, "I think you are cute. Want to have fun sometime?"
I was in the living room thinking about the panties and soon I was in my bedroom jacking off while looking and playing with the panties. I blasted a huge load of cum with a much needed orgasm.
The next week was somewhat of a blur. All I could think of was seeing the four girls again. I also wondered which one left the panties with the note attached. I knew I was going to have to pay closer attention next time they showed up.
Sunday arrived and as normal they all ran past me and waved. I yelled out, "Good morning" as they passed.
They yelled back, "See you later" giving me a big sexy smile.
I watched their cute butts as they ran down the road and out of sight. Once they were gone I moved around finding my cock had come to life without me noticing. It had been many months since I had engaged in some sexual activity so I knew I was way over due.
I finished up my work and went inside and waited for the doorbell to ring. I figured it would be about the same time as before but when it was 30 minutes later I began to wonder if they were just messing with me. Just about the time I was giving up hope, the doorbell rang. I quickly answered it and was pleased to see the four beauties there in the doorway. I invited them in and served them a cold drink. This time we talked about them. I found out none of them were married or even seeing a guy. They all had good jobs and had formed 'The Ponytail Club' as a way to meet single guys and to have some fun.
This time it was Becky that asked to use the bathroom. I really did not think it was her that had asked the previous week but then I was not sure. I would know soon enough because I had left a note with the panties answering her question, "I sure would."
Like before as soon as she came out they all got up and left. I almost broke my leg trying to get to the bathroom to see my next note. I turned on the light and right there on the faucet was not just another note but a different pair of panties. This note read, "I will give Mary Ann her panties and your note. Would you like to have fun with me too, sometime?"
I could not hold back. I pulled out my super hard 8" dick and jacked off right there in the bathroom while looking at Becky's panties. Feeling much better I cleaned up and took the panties into my bedroom till the following week. I added a note to her's saying, "By all means. I would love to have fun with both of you."
That week was even harder to get through. The one difference was this time I knew who had written the notes. The third week came up and again I talked to them as they ran by. They all came to see me shortly after noon that Sunday and like usual they came inside for a drink. This time we talked about what there was to do in the town for fun and what we all like to do. It was Sharon's turn to use the bathroom and again once they were gone I ran to the bathroom to find a different pair of panties and a new note. This note read, "I will give Becky your note and her panties. Are you game for the three of us?"
I was prepared this time and soon I was shooting a load of cum all over the sink, just missing her panties. I once again took her panties to my bedroom and wrote a note in reply saying, "Make it all four and we have a deal."
That fourth week of teasing came soon. This time was different. Red asked to use the bathroom soon as she walked in. While she was using the bathroom I fixed the drinks so they would be ready when Red returned.
Red returned with Sharon's panties twirling around on her finger as she reentered the room. She tossed Sharon's panties to her, hitting Sharon in the face. Red then said, "Next Saturday around 6:00 pm ok with everyone?"
I almost choked on my own tongue as I heard each girl giggle and say that would work out fine for them. She then looked at me and asked me the same question. I too agreed on the time. They all smiled, drank their drinks, and soon left.
"See you Saturday, Harv. Don't forget." Red said as she walked out the door.
"I won't." I yelled back.
I spent all day the following Saturday cleaning the house. I went to the store and got some good drinks and snacks to eat. I even got some good breakfast food just in case they spent the night and wanted breakfast the next morning. I might have been expecting too much but I just wanted to cover all bases.
Saturday night came and I ate a light dinner because I was so nervous. I was like a little teenage boy getting ready to fuck for the first time. With drinks ready and food on the table, I waited.
Right at 6:00 the doorbell rang. I about jumped out of my skin as I raced to the door. There in the doorway were four of the most adorable girls I had ever seen. They were not in shorts and tee shirts this time. They each had short skirts some similar to school girl skirts and one in a tight black skirt that was so short I could see her white panties even without her bending over. I let them all in and handed them a drink and offered them something to eat.
We sat and talked a few minutes until Red said, "Which way to the bedroom?"
I led them all to my bedroom where they quickly removed their skirts. My heart raced as I took a close look at their panty clad pussies. I could feel my cock begin to grow and press hard against my tight underwear. I continued to watch the girls as they removed their shirts and soon their bras were also off. I soon had four young girls standing in front of me wearing only their panties. One had on a tiny pair of g-string panties, one had on a pair of small white bikini style panties, one had on a pair of little girl print panties, and one had a pair of thong panties. All of them looked unbelievably hot.
Looking at me with concern, Red commented, "You just going to stand there or are you going to undress so we can have some fun?"
This snapped me back to reality. I quickly began to undress. I pulled my shirt off letting them all get a good look at my hairy not not overly excessive hairy chest. I then dropped my shorts leaving me in just my underwear. With us all now equally clothed, I took the lead and dropped my last article of clothing. My rock hard dick now sticking straight out in front of me.
Mary Ann was the first to comment. "Fuck. Harv. You are huge!"
Becky giggled as she said, "Yeah, but I bet it will feel good inside my pussy."
Red then opened up as she dropped her panties saying, "Who gets who first tonight?"
Mary Ann then jumped in with, "Not to be mean but I will pass on being first. That monster would split me in half." She then looked at Becky and asked, "Hey Becky, how about you let me lick that sexy clit of yours until it spits in my face?"
The girls all dropped their panties as they began to pile onto my bed.
Sharon, which had not been saying anything, finally said, "You all do what you want. Harv is going to fuck my hungry pussy first. Right Harv?"
"Ok." Was all I could get out as I watched Sharon lay down on the bed. She then reached up and pulled me on top of her.
I watched as Becky laid down next to Sharon and Mary Ann planted her pussy on Becky's face. Mary Ann then leaned over and put her face in Becky's pussy. Mary Anny then began to lick Becky's cunt hard and fast. Becky began to moan as she yelled out, "Fuck my clit you bitch. Eat me alive. Oh, fuck, you are good! Yes! Yes!! Yes!!! Oh FUCK YES!!!"
I was taken by surprised of how fast Becky came. Becky was thrusting her pussy into Mary Ann's face as Becky's orgasm hit its high point. Becky then squirted a load of cum that would make most guy's jealous. When Becky began to come down she then attacked Mary Ann's pussy like she was a dog with a new bone. She licked and sucked and even nibbled at Mary Ann's clit as Mary Ann began her screaming. "Lick my little pussy you sexy pussy eater. Make your big sister cum. Make me squirt my load down your throat. Right there...do...not...stop! Yes! That is the spot!"
My now over grown cock was dripping pre-cum all over my first piece off ass for the night. Sharon called out, "Harv. I think it would be better if you shoved that telephone pole inside my pussy. And, could you do it soon? My pussy is on fire."
I was so taken in by the two little girls fucking next to me that I had lost track of what I was supposed to be doing. I snapped my head back around to see Sharon's evil grin looking in my direction. I lowered my body until my cock made contact with her pussy lips. Sharon yelled out for me to stick it inside her hot snatch. I did what I was told and quickly plunged my dick head first into her already wet pussy. I not only slipped in easily but I bottomed out without any resistance. Her pussy was so hot and wet that I sank all the way inside. My pelvic bone now pressed against her's. My balls smashed hard against her butt cheeks. My mouth now aimed right at her mouth. Soon I pressed my lips against her lips as I began to give her a French kiss that she will never forget.
I turned my head just in time to see Mary Ann fill up Becky's mouth with her own cum. Out of nowhere I then watched as Red slipped on a harness and dildo and plunged it deep into Becky's super soaked pussy. Red fucked Becky as I then began to fuck Sharon's cunt.
"Yes! Right there. Fuck my pussy." Sharon began to yell.
I did as she asked and began to pound her cunt with my cock until I thought I was going to break my bed in half. The wet sound got even louder as I picked up speed. I pounded her with all my might until I sent Sharon over the edge causing a flood of juice to soak my cock, balls, and bed. I continued to pound that young girl's pussy until I exploded with a load of cum that neither of us expected. Just about the time I blew my load of cum into her willing hole I heard Becky screaming about how good her second orgasm felt.
I had now pulled out of Sharon's hole and Red pulled out of Becky's soaked pussy. Red quickly removed the harness and dove into Sharon's snatch head first. Red pulled up just long enough to tell me to ram my cock into her pussy hole. I was still semi erect and figured I would do as I was told.
My cock slipped easily into the hot pussy of Red as she ate Sharon and my cum from Sharon's slit. I was just getting up to speed as I fucked Red doggie style while she continued to lick Sharon's pussy clean. I watched as Sharon had another orgasm from the tonguing she was getting from Red.
Next to us I watched as Becky had grabbed a two headed dong and had one end in her pussy and the other end soon was slipped inside Mary Ann's cunt. Their legs were interlocked as their pussies' were kissing at the same time they were sharing a single dildo. In addition to being inside Red's tight snatch, doggie style, just watching the two young girls fucking together was enough to make my well used dick come back to life. It was all too much and soon I shot another round of cum out my dick slit. When my cum shot out, it triggered an orgasm from Red and she drenched my cock and balls. Mary Ann and Becky too blasted more cum as they fucked each other.
With all five of us having multiple orgasms, we all moved around until we were in a single group hug. We were all wet from cum as we kissed and gently played with any and all body parts we could reach. Soon we were all asleep in one big pile of naked bodies.
A few hours later we began to wake up. Deciding it was still early we got up and had something to eat. We showered in groups and I changed the sheets on the bed making it ready for round two. By now I was rested and having watched these four young girls walking around my house naked was enough to get me hard and ready for more action.
Mary Ann came up to me and said, "Harv, fuck my tight pussy please. I think it is ready for that massive dick of yours."
I bent over and picked her up. I carried her to my bed and laid her down. I crawled between her legs and gently pressed my dick head to her pussy lips. With a moan of pleasure I began to push my hard shaft into her slit.
From out of nowhere I heard Red say, "Give it to her already!" And, with that she pushed on my butt forcing my cock to force its way deep into Mary Ann's hot wet pussy.
I heard Mary Ann gasp as a sharp pain washed over her body. She recovered quickly and soon she was begging me to fuck her with my hard cock. The other two girl's watched as I pounded the small little Mary Ann. My balls now smacking into her butt cheeks making a sexy smacking sound. I guess these sounds was too much for Becky because she reached over and began to finger fuck Red's pussy. Red returned the pleasure and finger fucked Becky's snatch. Soon the two of them were in a hot French kiss that was steamy enough to melt solid steel. It was not long before I filled up Mary Ann with my hot thick white cum juice.
It was only seconds after I shot my load that Sharon pulled me from Mary Ann's embrace. The next thing I see was Sharon licking and sucking my cum from Mary Ann's tender snatch. This only intensified Mary Ann's orgasm causing her to shoot an additional load into Sharon's mouth.
Becky and Red now had made it to the bed and was now in a female fucking position. They rubbed their pussies together until they both shook from an intense orgasm spewing their pussy cum all over their privates. They broke apart and laid separately as they tried to catch their breath. Mary Ann and I looked at each other. We then looked at the wet pussies in front of us and licked our lips. The without a word we dove in. I began to lick Becky's pussy and Mary Ann licked Red's slit.
I felt movement behind me and looking around I found Sharon now getting ready to stick my semi erect dick into her mouth. I went back to licking and sucking Becky's pussy while Sharon began to suck my dick back to a full-fledged erection.
Becky tasted so sweet and young. I licked all I could find and pressed my tongue deep into her pussy. I tickled her pussy lips and finally I gently bit her sensitive little clit. This triggered an orgasm and another face drenching. I was not even paying attention to what Mary Ann was doing to Red but figured Red enjoyed it as she was moaning from intense pleasure.
I was once again hard and had to fuck a pussy hole before I lost a load of cum. I pulled my now rock hard dick from Sharon's lips and shoved it into Becky's pussy. With a loud moan and grunt she experienced another orgasm. I soon was up to a fast paced pounding speed and quickly dumped a small load of cum deep inside Becky's well used pussy.
We again moved around until we were all hugging and touching each other's privates. Soon we were all asleep but this time we did not wake up till morning. Still naked we all showered and while some were in the shower I fixed a big breakfast. We ate a good breakfast and it was then and only then the girl's got dressed. They dressed in their running clothes and soon they were off and running.
I cleaned the house and did some laundry. I changed the sheets on the bed again and before I knew it the girls were back from a short run. They really had no choice but to come back as their car was in my driveway and their clothes still in my house.
They came inside to get their clothes where they each gave me a hot passionate kiss. While each was giving me a kiss they would play with my quickly growing dick. When the last one finished kissing me they all pulled their shorts and panties down and bent over the back of the couch. Red told me to fuck each of their pussies for one minute each until I came. I did as told and when my one minute was up I would pull out and fuck the next pussy hole. This lasted for about twenty or thirty minutes until I finally filled a pussy with my hot cum.
When I had finished they all stood up looking at my quickly deflating dick. They each took a turn licking the cum from my privates until I was clean. We all dressed as Red explained to me that since I had cum inside Becky's pussy she was the winner. I of course wanted to know what the winner got. So I asked.
"You. Silly." Red said
With a smile, a kiss, and a hug. They each walked out the front door. The last one out was Becky. Becky gave me an extra special hug and kiss.
"Can I come by next weekend by myself?" Becky asked.
I gave her a quick peck on the lips and said, "That would be nice."
I still saw the others run by each week. We still greeted each other as they went by and with a smile and a wave they all went by. Becky on the other hand soon moved in and we lived together fucking most every night. I will just have to say that this was by far the friendliest place I had ever lived. It was sure a fun way to find a new girlfriend and or wife. It is a shame all neighborhoods do not have a 'Ponytail Club.'
The End