Halloween Pool Party free porn video

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Halloween Pool Party by Brenda The Dane Estate sat on 15 acres in the hills north of New York City with a view of the Hudson, plenty of trees and open space and an amazing pool. It was one of the infinity style pools and it looked like you could jump all the way to the river from it. Near to it was an 8 person hot tub with hundreds of perfectly placed jets. It had a seasonal building around it that had a retractable cover so you could swim if it rained or year round. A bedroom, changing rooms, big screen TV's and a well stocked bar and grill completed this bit of heaven. Well maybe not for a lot of people but it was for me. I stayed here about half of my time, and would spend the night with the headphones on listening to tunes or watching the TV. For 2 years I was the pool guy tasked with keeping the pool and tub clean and maintaining the pool building. I had worked on pools for a few other folks for a while but the Danes' made me an offer to work full time for them. I would make more than all my pool jobs combined and plenty of time to myself to swim, chill out, or just go to town. They traveled a lot to so that was even more time for me. I kept my small apartment not far away. My few acquaintances knew me as Ron the pool guy, but I didn't hang out with them too much. I am a bit of a loner actually. I dated a few gals, but nothing lasted too long. I was always good looking and had a decent body as I was a swimmer in high school and college, I guess that I often felt intimidated by the young ladies I went out with. Always so in awe of their beauty and feminine manners that I just seemed to get clumsy around them. Maybe they thought I was beneath them because I didn't have a fancy career after college like they all did. But I was happy. I made great money with very few expenses. I ate most meals free at the Danes, the only suit I needed was a bathing suit. And I spent most nights sleeping in the room in the pool house. My car was new and paid for, I didn't really have any family to speak of, and was free to travel if I wanted. So back to the Danes. Dr. Thomas Dane was a high profile surgeon in Manhattan. I would only see him a few days a month as he mostly stayed at their condo in the city. He was about 45, 6' tall, smooth shaved and handsome. His wife Maddy was here most of the time. She had her own Hypnotherapy and Acupuncture clinic here in the valley and was quite successful on her own. She was 5'10", about a size 12 with maybe a b-cup chest and long dark hair. She swam daily and worked out often giving her a very strong and commanding presence. And wow did she look hot in a bikini. I know because I would tremble just handing her a towel as she emerged from her daily swim. I think she enjoyed how she looked down at all 5 foot 6 of me as I handed it to her before getting her a glass of wine from the bar. I am so glad I had baggy swim shorts on. Lol. So it's late September and the Danes were away for a week. I finished my work and decided to take a swim. Even with no one else around, by habit I went into the changing room to put on my swim shorts. As I was sliding them on I noticed one of Maddy's bikinis laying on the bench. It was bright yellow with a white heart print. I quickly imagined her in it and was seemingly drawn to it. I picked up both pieces and felt how soft they were. So much softer than they my baggy swimwear. I rubbed the panty against my chest, then brought it up to my face. I stretched them wide and pictured how pretty they looked on Maddy. I was getting more aroused and actually kissed the crotch thinking of my gorgeous employers pussy being in them. Getting to lick and nibble at her clit. It was too much and I quickly put them down on the bench and did my 20 laps. I went back to my place that night and had dinner but couldn't help but think about Maddy and that yellow bikini. I headed out to the neighborhood bar for a couple drinks, thinking maybe I would actually meet a gal and quit thinking about the days events. A couple of people I knew stopped in the bar but I couldn't clear my head and decided to go home and masturbate. Maddy's bikini seemed to be controlling my thoughts. I masturbated thinking about her in them and how soft it felt against my skin. I came a couple of that night and drifted off to sleep with visions of bikinis in my brain. With no one home I really didn't have much to do all day. Even the maid service that cared for the main house was not around this week. I turned on the stereo and with headphones in place fired up my laptop. I answered a few emails and then decided to surf around a bit. Not sure why but my fingers were just typing on their own, and I was soon looking at pics of young women in bikinis. I couldn't keep from getting hard looking at their beautiful fem bodies and how pretty their smooth crotches looked in the bikini panty. I felt like I was in a trance looking at them and I was rock hard in my pants. Not sure how long I was on the laptop but I finally gained enough of my senses to put it down and go for a swim. I went to change and there was that yellow bikini. I undressed and picked it up. I was shaking as I fastened the bra around my chest and tied the halter top around my neck. It felt electric over my nipples and and I caressed both sides as it hugged my slight frame. Then the panty. My legs trembled as I slid it up and over my stiff 6" cock. It felt so right but looked so wrong. If the top felt electric the bottom was lightening. I tried to tuck my cock back so it would fit flat in front but I was too hard. I gently rubbed the soft fabric over myself. It felt so nice and I exploded in the bikini before I could stop myself. I felt so guilty about what I just did. Maddy would fire me if she found out. I quickly took the suit off and washed it in the sink. I took my swim and went back to my apartment. Not much to do at the pool-house anyway. I decided to take the next day off and relax in town. "Look Thomas," Maddy Dane called to her husband. "I hooked into our home security system so even here we could watch our little project." Thomas joined his wife relaxing on the deck of their rental condo on the beach in Costa Rica. "Here is Ron on one of the pool cams. He finished cleaning and is on his laptop." "Is he wearing the headphones?" he asked. "Yes dear, and if he has been doing that as much as most young people use them my subliminal codes should start to work on him soon," Maddy replied. "I told you I would win this bet. You will just have to pay up when the time is right," she gloated. "Ha, you don't really think that he's listening to the music you want do you. He probably has his own play list." He laughed back at her. "We will see," she said, explaining that her techie showed her how to run background feeds through anything playing in the house. "Well you better keep it out of my headphones if you know what's good for you," he teased. "I certainly know what's good for me and maybe I already have done it darling, and you just don't know it yet," she teased back, then leaned over to kiss him. "Oh look he's heading for the changing area maybe he's going to go for a swim. Well look at him naked Tom, he does have a cute little body," Tom agreed and before commenting the watched their pool boy putting on the yellow bikini. "Wow, maybe your hidden tracks are having an effect," Tom said as they both stared at the young man totally oblivious to their spying eyes. "I can't wait to see how the week progresses," Maddy said with a satisfied smile on her face. The night went much like the last night with Ron thinking of Maddy and her yellow bikini. As he rubbed his chest with one hand his hair seemed much more noticeable than in the past. He remembered how he used to shave it all off when he was a competitor swimmer. Not that he ever won much but all the guys on the team did it. But he did it anyway. But when thoughts of razor cuts that he always seemed to get returned he thought better of it. Maybe he would get some Nair in the morning and use that he decided. He jerked off again thinking of wearing that bikini earlier and what he might do next time. After a leisurely breakfast he headed out shopping. He needed some groceries, and some socks and of course some Nair. He headed to the drugstore to get some the Nair. In the strip center he passed a nail salon with an sign out offering waxing. He was drawn to the sign thinking that might be easier than than the Nair but shook off the idea as too embarrassing. He strolled into the pharmacy and looked at the Nair and similar products. A young employe approached asking if he had any questions and he said he was looking for a hair remover. "Well any of those will work OK, but I will tell you something straight-up," she told him. "They are all filled with harsh chemicals and that's like really yukky for your skin." "What do you recommend?" Ron asked. "Waxing is the best. It may hurt a bit but lasts much longer, and leave skin smoother. Why don't you get your friend a gift certificate to the salon next door?" she said. Happy that she didn't seem to think it was for him he told her, "thanks maybe I will," and headed out the door. On the way back to the car he took another look into the salon. "Maybe she was right," he thought and decided to do it. Well maybe I should go to another town and do it. Hate for an old friend to see me in there. He had all day and drove about a half hour away. Wow, every strip mall has a salon it seems. Well let me try here. The first salon said they didn't do waxing on men, and he left feeling a bit embarrassed. "Were they all like this?" he wondered aloud. The second salon would do men but the price seemed outrageous. Not wanting to go home hairy he decided to try one more. He spotted Lady Olga's salon in the next strip mall. At the reception counter he was given a fair price and told that they could do him right away. Admitting to never getting waxed before, he just wanted his legs done and Olga reached over and plucked a hair off his chest just inside his shirt making the startled young man jump back in surprise, and said "Chest Too!" loud enough for all to hear. "And maybe back." "This is Myra and Portia, you will follow them and do as they say," she told me. I said "Yes Ma'am" and turned to follow them towards the back of the salon. I blushed as the gaze of about 6 or 7 female customers watched me following them. We got to a door and Portia told me to go in, take my clothes off and lie on my stomach, covering my ass with the towel. The waxing room had a padded table with the "required" tissue paper covering, a mirror and a few cabinets of supplies, and very bright lights. What they called a towel was really a hand towel and to me it looked more like a small washcloth. "What would that even cover?" I thought. Myra explained what they were going to do and said it may hurt a tiny bit but that I was to stay still. As she checked the wax, Portia put my clothes in a cabinet. I wonder why she locked the cabinet with a key, but figured it was to help clients feel that their belongings were secure. They each started on a leg and I did wince a bit when after spreading the wax they rubbed a cloth on it and yanked. But no shaving cuts so I was resigned to enjoy it. With my legs done almost to my ass and my back done they told me to turn over. Not so easy to keep my package covered and turn over at the same time, I tried to do it gracefully as possible. Although pretending to look away as I turned I know Portia and Myra tried to steal a glance. Myra and Portia were both probably in their 40's, matronly but pretty like Olga and with the same accent. Probably Polish or Russian or something. They soon started on the front of my lower legs . The pain was hardly noticed down now, just that little bit of a wince. Especially when they both yanked a strip at the same time. A quick knock at the door and Olga stepped into the room and said something in her native language to my waxers. They both nodded and Olga said, "Okay," then quickly pulled up my towel, looked at me for a second, looked at my face briefly, and said, "Ya, do full treatment girls," and walked out. I asked what full treatment meant? Portia said, "Miss Olga won't let anyone out that doesn't look perfect, and we are to see that you do." Still kind of shocked over Olga's actions I just kinda said OK and laid back on the table. My legs done up to my thighs and I started to get a bit aroused as they were working closer and closer to the towel. Portia moved to my chest, blocking my view as Myra slid the towel away and got up into my bikini line. I was not expecting that and started to move but Portia pushed my chest down to the table and told me, "It is okay. We have seen men before." It was to late to stop it and when Portia finished my chest she helped Myra by pulling and stretching my privates to make it easier to wax. She even held my legs up so Myra could wax my taint and around my ass hole. Well no way I was going to get embarrassed by being hard under these conditions. Far form it. I shrunk like I was swimming outside in winter. Finally done and Myra started rubbing a lilac lotion into my skin starting at my feet. She said it would help the skin feel better and had ingredients to help slow future hair growth and I would smell really pretty too. "Oh great, now I get to smell pretty, I still have to go shopping," I thought to myself. As she rubbed in the lotion my my skin felt immediately better. Portia was looking at my face and telling me to hold still, she started trimming my brows with a tiny scissor. I told her my brows were fine and she said she was just going to clean them up a bit. "We do men brows all the time, not to worry," she told me. Maybe I should have worried as I next felt her applying wax under my brow and ripping it off then another strip on top. I was certain there was nothing left but I could do nothing about it now. She finished my other side, plucked a few strays and pronounced me finished as Myra put some of the lilac lotion on my brows. I swear it felt like they were all gone but I couldn't see the mirror. My clothes were returned and Myra asked if I was getting a mani and pedi too? I told her I couldn't today but thinking I would not be doing this kind of thing again anyway, said I would be back next week for it. I went and paid Olga and she smiled and said I looked and smelled great and asked me to come see them again soon. I said I would and left a large tip for Myra and Portia. I got in my car and realized I had spent almost 3 hours in there. As I looked in the mirror before backing out I caught a glimpse of my eyebrows. There were two delicate arches over my eyes. Oh my goodness, how am I going to explain that to anyone. Maybe I will shave the rest off or something. Or sun glasses, yes big sunglasses that will cover them up. I went to Target for socks and because the grocery was there. First I went to the sunglasses rack and found a pair tat would cover my brows. They were a womens style but seemed pretty unisex to me. It didn't take long to get the socks but on the way back to the register I had to pass through the womens section and there it was. A whole rack of End-of- Season bikinis on sale. Something flipped in my mind and I knew I had to get one. I remembered that Maddy's was a size 12 and seemed to fit me, so I looked at those. No one seemed to be paying attention so I went through them looking for the hottest one. I found a soft pink with white lace trimming on it and had to have it, oh and the same one in black and red. I headed to the check out and the clerk rang them up saying that it looks like someone was going to get a nice present. If she only knew, lol. I got my groceries at the nearby supermarket and headed home. After putting the food away I couldn't wait to try on my new swimsuits. I decided to try the black and red one first. It felt so delicious against my now smooth and hairless body. I ran my hands over my body and the soft swim suit and it made me hard instantly. I hopped into my bed and stroked myself furiously thinking about how nice it would be to swim in the new pink one the next day. I fell asleep in my bikini and didn't wake up until 10 the next morning. I decided that I wasn't going to wait until I got to work so after a shower and further examining my now hairless body I wore my pink and white bikini under my jeans and tee shirt and had breakfast then headed for the Danes' home. It was a sunny early fall day so I hit the button to retract the roof over the pool and started my chores. "What the heck, ain't no one here but me", I thought and took off my outerwear and decided to do my work in my bikini. It felt so fun and a bit kinky to be working like this but I didn't care. I would take a break and do a few laps then rested a while with some music and web surfing. Checked my email and there was one from Maddy that said she would be home Saturday. She mentioned that she had left a couple gallons of paint in the garage to repaint the guest bedroom in the pool house and wondered if I could take care of it before they returned. She said there was a roller and brushes and everything else needed with the paint. It was just Wednesday so I had a couple more days to enjoy my privacy. I replied that everything was cool here and I would take care of the painting and looked forward to their return. The sun was shining brightly as I surfed the web a bit more. Again drawn to pics of bikinis but this time it was guys in bikinis and they all seemed smooth down below. I read about how these "tranny" guys tucked there cocks to get a smooth look and knew I should do that too. It felt really odd at first, but once I ran my hand over my smooth crotch in the beautiful bikini I was wearing I was ecstatic. It felt so right and looked so pretty and natural. The snug bikini bottom hugged everything just right and the lace trim made it look even more fem. I decided to get in the hot tub to relax a bit and after setting the timer I enjoyed the pulsating jets over my body. Like a super massage, it felt so relaxing. I turned to my side and felt a couple jets directly on my tucked back cock. What an amazing feeling. I let it pulse on me for a while and soon had an amazing orgasm without even touching myself. Oh my how wonderful that was. I wondered if that was why Maddy loved the hot tub so much. It must excite her every time she gets in it. "Women are so lucky," I thought. The tub turned off automatically and I hopped out and swam a few laps before going back to the headphones for more tunes and played some online games that I liked enjoying the warmth of the fall sunshine streaming in through the open roof. Around seven I decided to change and closed the roof and locked up before heading home. "Thomas, it looks like our pool boy has his own bikini now. Take a look at these cam views," called Maddy. "Wow," the Dr. replied, "I guess your subliminal codes really are effecting him. That doesn't look like one of your swimsuits darling." "No it's not. It really is sexy though. He must have bought it himself," she laughed. "And did you notice when I zoom in that his body is shaved smooth too? This is even better than I hoped for. I didn't think it would have such a strong effect on him. His mind must have been very susceptible to the programming for it to work so well. He may be a 'Pool Girl' quicker than I thought." The Danes both laughed at that before turning of the cam feed. On the way home I stopped at Target again. I felt like I was in a trance as I headed right for the lingerie section and picked out a half dozen pairs of tight lacy panties. "If the bikini felt so nice all day then they must feel just as good," I thought. The clerk gave me a funny glance as I paid but said nothing. As I passed a mirror on the way out I realized that my bikini top was showing a bit through my shirt. "Oh shit" I thought, I had better be more careful about that in the future. I should have taken it off before leaving work. I made a nice dinner and turned on the tube for a bit but I wanted to try on my new purchases. Stripping out of my jeans and tee shirt I admired myself in the bikini a bit. As I took off the top I noticed a bit of a tan line from all the days sunshine. I was annoyed with myself as I already had a pretty good tan I did not think it would happen. When I dropped the bottom off there was a tan line there as well. But now I was stuck like this. I figured it would just fade away and probably be gone by morning I consoled myself deciding no one will see it anyway. I grabbed my shopping bag and tried on my new panties, admiring how sexy pretty they looked when I tucked. Finally I just jerked off and drifted off into a nice deep sleep. I figured I would get the painting done in the morning. Hi headed to the Dane's early Thursday anxious to get the painting done so I could swim. I found all the supplies in the garage as Maddy had directed. I moved it to the pool house and took inventory, Brushes, roller, cleaning supplies, drop cloths and a package of 10" wide lace wall trimming with a note that it would be a border around all the walls just below the ceiling. I moved all the furnishings either into the pool room or in the center of the room and covered everything with drops. The room was about 14x20 feet and it shouldn't take too long to finish. I cranked up some tunes from my play list and blasted it through the building. The work went easy and by 1pm I was placing the pretty lacy border strip along the top of the walls. After cleaning everything up and moving the room items back into place, I finally stepped back to look at it all and could only think, "Wow, is that pink and girly." Then another thought struck me. I am the one that sleeps here so why did she want it so pink. Maybe she is going to get rid of me and have some niece or someone move in. Oh man she better not fire me, I don't want to work anywhere else. Well I cant do anything about it now. I went to change into my black and red bikini. As I undressed I noticed that my tan lines from yesterday were darker and more noticeable. Damn, I didn't want that. Well at least it doesn't show with this pretty bikini on I told myself and I strutted around like a giddy young girl a bit, and finally jumped in and swam some laps. After 25 or so laps I climbed out and was going to check my email when my phone rang. It was Maddy calling from Costa Rica. She wondered about the painting and I told her I had finished. "And what do you think about the color?" she asked. "Well it is a very girly pink Ms Dane. It may take some getting used to if I continue sleeping in there," I replied. "Well, I am sure you will adjust to it. I think it's the perfect color for you." And before giving me a chance to ask why she said, "So what have your been doing while we were away Ronnie?" I said that I made sure everything was clean, that I did some personal shopping and mostly sat around listening to music and texting and web surfing. "Have you been using the headphones for the music Ronnie?" she asked. "Oh yes Ms Dane I can still hear the phone with them on. I hope it's OK?" I replied. "Yes Ronnie that's a good girl," she said. "Please continue to use them. Remember that Thomas and I will fly back to NY tomorrow and I will be there Saturday morning. I expect you to be there when I arrive and the housekeeper too. Please leave her a note to that effect for me." "Yes Ms Dane, I haven't seen her yet but will remember to do that for you. You can count on me as always Ms Dane," I told her. "Yes Ronnie, I'm sure I can. And another thing Ronnie, please call me Miss Maddy like Annie (the house keeper) does, I like the sound of it better than Ms Dane," she directed me. "Oh yes certainly Ms de. I mean Miss Maddy," I corrected myself. "I will see you Saturday morning." She hung up before I could say anything else and I wondered why she started calling me Ronnie? It was always Ron before. The rest of the day went mostly like the others. The new paint smell was still quite strong so I went home for the night. Thom asked his wife about the call and was told that everything is going according to plan. "I do look forward to flying out of here tomorrow. And staying with you at the NY condo tomorrow night will be fun before heading back up the valley. I so love our time together when you are not at work dear." In fact I have something planned for tomorrow night that I am sure you will find exciting". With that she hugged him tight and seduced him on the veranda enjoying their last vacation night. Friday morning they caught their early flight to NY. A slow limo ride into the city and they were having a relaxing dinner at their favorite Hells Kitchen Bistro. An early evening and back at the condo they enjoyed the view of the skyline smooching on the patio of their 58th floor city home. Breaking away from a deep kiss after feeling Thoms' hard on through his pants Miss Maddy whispered the trigger word "Thunderbolt" into his ear. He stood motionless for a minute and then almost like a robot said, "What may I do for you Miss Maddy?" "Strip and lie on the bed. You will not be able to move once you are there." In a trance he obeyed his wife's commands as she pulled a small box out of a dresser drawer. She climbed on the bed sitting astride her man with her ass on his face. "Lick it," was all she said. As she felt his talented tongue worshiping her bottom hole she reached forward and took his flaccid cock and soon had it encased in a metal chastity tube with a titanium lock through its loop. She released him form his trance and he continued to lick her. She moved so he could tongue her swollen, wet pussy and didn't get up until she had 3 orgasms all over her chastised hubby's face. She rolled off Thomas and when he reached down he felt the metal cage trapping his cock. "What the hell is this supposed to be Maddy?" he yelled at her. "Calm down Thomas you will wake the neighbors. That is my chastity that you are going to wear while you are in the city. I know you still like to think you are the playboy you were in college but that's going to change. You will only have sex when you come home to me as that's where the key for the lock is. And you will start behaving a bit better in the future if you want it off.. If you do then your sex life will be hotter than you could ever imagine. Do you understand what I am saying Thomas?" "Yes Maddy, but why couldn't we talk about this if you had a problem?" he asked. "And what did you do to get it on me? Did you put some dam hypno trigger in me. I told you not to do that. Dammit!" "What you said and what I do aren't always compatible Thomas. Kinda like you're buying 2 thousand worth of drinks at a strip club for your doctor buddies last month. It's time for me to take proper control of this marriage like a woman should. And if you want that cock freed you better get on board with it," explained his beautiful wife. "Well we have things at the hospital to cut rings and stuff of of patients you know," said the DR. trying to retake control of his marriage. "Go ahead and try darling but it won't work the lock is titanium. Your cutters wont work. And if I find out you have disobeyed me and somehow removed it without damaging your precious cock you will be in real trouble. Remember, the trigger phrase is always active for me! Now lets get some sleep I am tired after all the travel and orgasms." Not much going on Friday. A quick check of the house and grounds and time for me. I opened the roof as Indian summer was upon us and I wanted to enjoy the fresh air. Might as well enjoy it before Maddy gets back. I quickly dressed in my pink bikini again and took a quick swim. A nice burger on the grill for lunch and time for the headphones and some gaming. I could not concentrate on the game with Miss Maddy occupying my thoughts. Why was she calling me Ronnie? Why would she want the room pink? Too bad I won't be able to wear this pretty bikini until she goes away again. I soon drifted off to sleep in the lounger and it was sundown when I awoke. I hit the button to close the roof and remembered I needed to go back to my apt for some clean clothes and things as I wanted to sleep here tonight so I wouldn't be late to greet Miss Maddy in the morning. As I changed into my clothes I realized I had caught a lot more sun than I expected again and my bikini tan was now very noticeable. I couldn't worry about that now and made a quick trip to my place and it wasn't long before I was heading back to the Dane's for my first night in that pink room. I put on some tunes and the headphones and was soon fast asleep. Little did I know what effects I was subjecting myself to every time I turned the music on. And this time I had the headphones on all night. I was up at nine and put on a pair of white lacy panties as I couldn't wear my swim suit under my jeans and t-shirt. I told myself I should just wear boxers but couldn't seem to pull them on. I just somehow knew I should wear the panties instead. I seemed drawn to them like magic or something. But they did feel so nice and snug on my clit, I mean my cock. Wow why would I even think clit. That's weird.

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Halloween Pool Party, Chapter 4 by Brenda Monday morning I was awakened early by Miss Annie releasing the air from my plug and swiftly pulling it from my bottom. I cried out from being so crudely awakened from my slumber and that got me a quick but hard smack on my already bruised bottom. "Good morning Brenda, time to shower and get ready for a big day," she informed me. "Thank you Mistress," I answered reaching down to try to alleviate the pain from by morning wood being punished...

4 years ago
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Halloween House Party

I swear, Halloween is the best time of year for horny guys like me. Girls seem to love dressing up as sexy pirates, sexy devils, or sexy anything, really. The following story took place that night… but it’s not scary at all. My friends Michelle and Cassie and I decided to do a group costume this year for some frat Halloween party. The girls dressed as two schoolgirls and I made myself up like a strict teacher—shirt and tie and ruler. Michelle, Leigh and I have been friends since Freshman...

2 years ago
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Halloween House Party

I swear, Halloween is the best time of year for horny guys like me. Girls seem to love dressing up as sexy pirates, sexy devils, or sexy anything, really. The following story took place that night… but it’s not scary at all. My friends Michelle and Cassie and I decided to do a group costume this year for some frat Halloween party. The girls dressed as two schoolgirls and I made myself up like a strict teacher—shirt and tie and ruler. Michelle, Leigh and I have been friends since Freshman...

Straight Sex
1 year ago
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Halloween Pool Party Part 5

Halloween Pool Party, Part 5 by Brenda We arrived home and Annie greeted us warmly, then stepped back to get a good look at me from head to toe, having me turn to see the full look. Satisfied with what she saw, I was told to bring in my clothes, put them away and then pick something pretty to wear as dinner would be ready shortly. Miss Maddy and Annie headed into the main house and I went about my task. The new clothing would practically fill my closets and drawers. I carefully...

3 years ago
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Halloween Party

I am a bisexual, active woman who is married to a very loving and giving woman. We have a unique relationship that most don't understand but that doesn't matter because we are happy. Let me tell you about us. As I said, I'm an active woman, I ride a bicycle over 100 miles a week and am an avid rock climber. I'm five foot seven with an athletic build, my best asset is my legs and ass, and my active life has robbed me of large breasts. I wear my hair short and a bit wild to match my...

2 years ago
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Halloween Party

I had about given up on an invite or a costume party this year. No one had asked me for the last 3 years since I had accidentally scared some little kids while going to one with my wife a few years ago as a Dracula. No one had recognized me as I had used theater paint and some rather realistic looking teeth and clothing. Most of the people there were in a very loose relationship and I did not see any of them except on a once or twice a year basis. I was resigned to staying at home and working...

2 years ago
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Halloween Party

Well, the rest of our stay at the Resort/Hotel was spent more in the water park than doing anything else and to write about the sex would just be a rehash of what we already did. Then it was back to school and work and the occassional make out session in the car. The next real time anything fun happened was at Halloween since I am a witch it has some other significance, but mostly I was in it for the costume party my roommates and I had in our apartment.Money was tight for most of our friends...

2 years ago
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Halloween Party

1666 Dead End Boulevard, they call it that because the street is literally just a cul-de-sac lined on either side with dense trees and no buildings aside from a large community center at the end. The lone structure was once an elaborate mansion from the 1800s owned by a rich plantation tycoon. It was passed down through the generations until 1910; the final heir to the house, after living there for ten years, rushed out and decided to donate the land to the community. The reasoning is still...

Fantasy
2 years ago
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halloween party

im a freshman in college at its about to be halloween weekend. im off of swim practice this weekend so I decided to see what my buddy Tyrell from back home is doing. Tyrell goes away for college too and he was coming home this weekend too. he is going out to a few parties and invited me to come. he told me to meet him at his uncles cuz he didnt tell his parents he was coming home cuz he wants to party all weekend. so I leave school and head to his uncle D's house. I get there D greets me and...

3 years ago
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Halloween Party

I was invited to an annual halloween costume party. My friends get some of the most inventive costumes I've ever seen. This year I was told there was going to a treat to thank us for showing up. My specialty was the jungle juice I mixed up. It was guaranteed to pack a punch, and a few drinks was enough to get many people hammered. I dressed as a priest, and when I got to the party I did a double take. It sure looked like that Christina Aguilera was there, dress as a harem girl. The outfit...

2 years ago
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Halloween Pool Party Part 3

Halloween Pool Party Part 3 by Brenda I soon headed to town and told the apt manager that I was sorry but I would have to move out immediately. It was a family emergency and I would be leaving the area the next day. I asked if he knew anyone that would purchase my furniture, appliances and household stuff, and he asked to see it. It was all quality furniture and he said he would take it and offer the apt as furnished if I took out my clothes and stuff. He asked if $6k would cover...

4 years ago
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Halloween Pool Party Part 6

Halloween Pool Party, part 6 by Brenda I was exhausted and slept until 5pm when I was awakened by a gentle kiss from Miss Annie. She took off my headphones and rocked my shoulder a bit. "Come on my sweet sleepy sissy, it's time to get you up and about. We have a fun evening planned for you baby girl." I rubbed the sleep from my eyes and saw Miss Annie's beautiful face looking down at me. "let's get you showered and dressed now." "Oh but Miss Annie, I had such a strange dream. It was...

2 years ago
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Halloween Pool Party Part 7

Halloween Pool Party, Part 7 by Brenda I was allowed to sleep in late the next morning. Probably so there was time to get the medical room set up for the days events. When Annie cam in to get me up it was past noon. I was allowed a couple sips of water but that was all. My nipples and crotch were sore and that was to be expected. I couldn't see my sissy clit pulled back snugly and permanently between my legs. Annie helped me into the shower and stripped and climbed in with me. After...

3 years ago
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Halloween Sex Party

A few months ago, back when I was still teaching, I heard some students talking about a party the seniors throw every year on Halloween where everyone dresses up and hooks up. It wasn’t hard to find out the location. This year, my former students were Seniors and would be attending this party. Remembering just how hot some of my students were, I decided that I would attend as well. I showed up dressed as a doctor with a mask covering most of my face so that I wouldn’t be recognized. I also...

Teen
2 years ago
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Halloween party

We had been invited to some friends for Halloween and they like us enjoyed an exciting sex life and we had played together on a few occasions. We had had a great night everyone was dressed in fancy dress, and most of these involved masks of some sort or other.You’re Ann Summers sexy witch outfit left absolutely nothing to the imagination and the rubber mask gave you anonymity to most but our close-set friends as they knew your body too well. Jake and Sarah who hosted the party had invited a lot...

3 years ago
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Halloween party

Back when I was younger a friend asked me if I wanted to go to a Halloween party. I asked do I need to dress up. Of course he said. Wondering what I should dress up as, my sister came in carrying her costume. Having a kinky side I asked her it I could wear some of her clothes. She just stared at me for a minute, then said are you for real. Yes I said. Steve invited me to a party and I wanted to surprise him. She said I have to think about it. Little did I know she ran to her room and called a...

2 years ago
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Halloween Trick or Treat Surprise

Chapter 1 –Susan Charity Event To my surprise Susie my wife of 15 years comes home from one of her many business trips. She is all excited about a Halloween costume party fund raiser, for non profit that supports women studies. The invitation states, the best couple for this evening will receive a free weekend in Bermuda. She wants’ us to go as couple switching genders.  Let me explain, when we got married years ago, she was an extremely sexy size 12, 5’ 5” with fantastic curves, huge D cups...

2 years ago
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Halloween and the Salon Stylist

Halloween 2014 "Halloween and the Salon Stylist" "Oh just sit down Tommy and hush. You said we could dress you up as a woman and you agreed to work this way all day today. It's Halloween silly," Shelly said holding the cape and waiting for him to sit in the styling chair. The other girls in the shop stood and watched as they giggled in anticipation of Tommy's transformation. It was early in the morning and all the stylist and the nail tech were all here to...

2 years ago
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Halloween Sisters

Halloween Sisters By Carol Collins It all started innocently enough. I, Jim Stone, was very busy on a project for work and barely remembered giving my beautiful but mischievous wife permission to select my Halloween costume when she selected hers. It was a decision absence mindedly made that would affect the rest of my life. I finished my ten-hour a day seven days a week project two days before Halloween. I planned on...

4 years ago
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Halloween Story Things that go Bump Bump Bump In the night

Later on Belisa stood out on the side walk, waiting for her friends to pick her up. She didn't really take Halloween very seriously so she just decided to wear her favourite dungarees with a red T-Shirt and white shoes. She just wanted to be comfortable, have a laugh and dance anyhow. Crystal and Amy arrived in an open top car. "Hey, Belly!" Called Crystal, a slender young blond who was in the front side seat. "Don't call me that, you know I hate that!" Replied Belisa half laughing,...

2 years ago
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Halloween Miracle

Halloween Miracle By Debbie L Traffic was heavier than normal as Billy Tanner drove to his little sister's school. He knew he would be late and hoped that the afterschool-care coordinator would be patient with him. She had in the past. He pulled the old station wagon into the parking lot fifteen minutes late and was out of the driver's side door almost before coming to a full stop. Fortunately, Cindy Tanner was still there, being watched by Michelle, the coordinator of...

2 years ago
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Halloween Creep Night

Halloween Creep Night Trick Or Treat Revenge: Part One You have picked these codes: M/f, scatology, spanking, bondage, college, humiliation, nc, Serious A ghoulish tale of a cranky old fart who gets his revenge on a sorority pledge sister. Taylor felt her skinned ass intently it hurt her to walk, her raw red, paddled ass scraped against the bottom cheeks of her Halloween Costume and with a whimper of sheer misery it dawned on her the wetness in her panties was the bright red blood the Vampire...

2 years ago
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Halloween Howlers

Halloween is a time where some take to scaring people, others TP, toilet paper the trees in several of their teacher’s yards. And, still there were those, eighteen years-old, adult in age, only more mischief making minions who egged the windows and front doors of yellow yolk and white gooey, messes. But, even more cavalier and rather striking was the farce some of the female ‘click, ‘leaders made a farce of the legal liquor age and brought along the ones who would sniff their butts to be...

3 years ago
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Halloween Surprise

While attending a party, man meets a woman dressed as a dominatrix...but is it just a costume?Halloween Surprise.Let me start off by saying that Halloween is for k**s. I would tend to think that most of you adults on this site would have to agree. It is not like I am anti-Halloween or anything, that would be far from the truth. Believe me, I thoroughly enjoy seeing the little ones come to the door dressed in their colorful costumes. Even better when they come to the door escorted by their hot...

3 years ago
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Halloween After the Party G

Halloween: After the Party- G Author's Note: Seems that there was room for a sequel by request. I wrote the other sequel first and discovered that the story changed a lot because of the way the other story ended. It was more than just deleting sex scenes and fixing transitions. They are different people. I was nervous as I approached the door to Starbucks. I could see my hand shaking as I reached for door handle. I don't know why I was so nervous; it was a first date, sort of. I mean...

2 years ago
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Halloween A Pussycats Tail

"The Literotica Annual Halloween Story Contest is on!" I smiled wistfully as I read the announcement on my computer screen. I loved erotic stories almost as much as I loved writing, but I unfortunately lacked the talent to combine my two interests together. While it was easy enough for me to write about things that I had personally experienced, when the time came to make something up, my mind would inevitably run into a blank, unscalable wall. A sparse and unexciting sexual history...

4 years ago
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Halloween 2000

HALLOWEEN 2000 By Cathy_t_ I had been unemployed since the end of April and had been assigned, by Social Services, to work off my cash grant from Welfare, at a Senior Citizen's Day Care Facility. I found, rather rapidly, that I actually enjoyed being there and helping the residents. We would play games with them and keep them interested in life in general by coming up with projects for them to do. Not big projects, mind you, but small things that would test their memories and...

2 years ago
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Halloween For Life

Jordan and Anna packed up their belongings, they left their small apartment in Bangor Maine and moved to Phoenix Arizona in the beginning of October. The couple were high school sweethearts, having their first date at a sophomore dance and Since then they were inseparable. Even through college they stayed close with phone calls and visiting each other as much as possible. Once they both had their degrees,Jordan in manufacturing and Anna in accounting, the two were married. They...

3 years ago
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Halloween Surprise

Let me start off by saying that Halloween is for kids. I would tend to think that most of you adults on this site would have to agree. It is not like I am anti-Halloween or anything, that would be far from the truth. Believe me, I thoroughly enjoy seeing the little ones come to the door dressed in their colorful costumes. Even better when they come to the door escorted by their hot looking moms. Not that I would ever even consider using a kid's costume as a conversation starter just to make way...

BDSM
4 years ago
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Halloween Murders

There is no sex in this story and doesn’t necessarily a have happy ending. Murders rarely have happy endings. A big ‘Thank You’ to Mistress Lynn for editing this story and making it a much better read. **** Dexter was dressed up as a cowboy. ‘Why are you carrying a sports bag,’ his wife asked. ‘I’m Doc Holiday from ‘Gunsmoke’, and this is my medical bag.’ Marsha was dressed in a bridal gown, with a veil and tiara. Dexter knew it meant more than just wearing a costume. It was for the...

4 years ago
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Halloween Masquerade Disguise Ch 01

I call my mother, Julie, her twin sister, Jennie, my sister, Jessica, and my sister-in-law, Joanne, the Witches of Eastwick. Yeah, I know there were only three witches in the movie, Cher, Michelle Pfeiffer, and Susan Sarandon, but I expanded it to four to encompass my four female relatives. Definitely, the four of them are witches. Don’t get me wrong. I mean that in a good way. I love them all. Still, they are witches and their witch like behavior worsens, especially around the Halloween...

4 years ago
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Halloween and the Goblin

Introduction: Wife gets ravished by a horny goblin Halloween and the Goblin By rodeotexas November 2012 The young attractive couple, Kate and Dan, had recently purchased the huge old Victorian house. They knew it would be a huge renovation project but have plans to operate it as a bed and breakfast. Dan was an architect and Kate an Interior Designer which enabled both of them to work out of the house. It was the grandest house on the block but sorely in need of restoration. Three months...

2 years ago
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Halloween Night Encounter

I would like to relate the story of one of the best Halloween nights I had ever experienced.It occurred the year that I had auditioned and won the role of Count Dracula for a local amateur theater. I met her after the opening night performance, she introduced herself as April.Now with the exception of her long honey blond hair she bore a remarkable resemblance to famed Hammer movie star Barbara Steel. She told me how much she loved the play and my performance during our first meeting and we...

Fetish
4 years ago
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Halloween Trick Or Treat

Halloween Trick Or Treat Part One Halloween Trick Or Treat Part One Linda Taylor felt her skinned ass intently it hurt her to walk, her raw red, paddled ass scraped against the bottom cheeks of her Halloween Costume and with a whimper of sheer misery it dawned on her the wetness in her panties was the bright red blood the Vampire craved on Hallows Eve, however in this case it was her butt that had given up the blood.? As the coed recalled the nightmare and the trick she had taken part...

4 years ago
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Halloween Night With Jill

I told Jill the dreamlike story that night as we lay in bed. Initially, she was quite jealous and a bit angry, even though it was obviously a dream. There was no other possible explanation.In her anger, Jill repeated, "How could you cheat on me after all of our years together?"But, as I told and retold the story, she listened more closely. She realized that if it was real, then they had some apparent power over me. Then there was the fact that I went after her, choosing her over them in the...

Supernatural
2 years ago
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Halloween Sorority Coven Costume Sex Party

“It's so big! It's so hard!” You think you hear an excited female voice exclaim as the sound slowly starts you on the way to regaining consciousness. “Owww . . .” the woman groans, “please . . . slow down . . . I can't take it . . . let me catch my breath . . . please . . . not another climax . . . I'm cumming so hard it hurts . . . please, another orgasm will destroy me . . . I can't take another . . . oh please have mercy . . .” Your eyes slowly blink, as you can now make out the desperate...

Fantasy
4 years ago
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Halloween and the Goblin

By rodeotexas November 2012 The young attractive couple, Kate and Dan, had recently purchased the huge old Victorian house. They knew it would be a huge renovation project but have plans to operate it as a bed and breakfast. Dan was an architect and Kate an Interior Designer which enabled both of them to work out of the house. It was the grandest house on the block but sorely in need of restoration. Three months before Halloween they had moved in with their two huge but loveable...

4 years ago
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Halloween Costume Treat

Halloween Costome Treat Here comes another Halloween Party at the Scene, a local nightspot that is a very popular dance club for the under 30s crowd. I am 45 but my wife is 25 and loves to go to the club with her ol' college friends. Every New Years Eve and Halloween time, the club turns up the heat and my wife Casey and I have never missed those hot nights since being married 4 years ago. It's difficult getting a reservation but Casey seems to know the owners well enough to secure our party...

Exhibitionism
2 years ago
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Halloween on Stanworth Street

I heard them chanting over again, “Go ahead- go in there. I bet you won’t do it.” They were supposed to be my friends, but every Halloween they dared me to go into the old Stanworth Street warehouse. It’s not entirely their fault. Every year, I say I’m going to go in and every year I chicken out. This year will be different. Tonight is Halloween and I’m going to satisfy my curiosity.I know people say the house is haunted, but people say many things to make it sound as if they’re privy to...

Straight Sex
3 years ago
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Halloween With Shelly

I'm Tony. I have been retired for the past five years. Sixty years young and living by myself since my wife's death two years ago. Sure, I still get horny sometimes but at my age it's pretty easy going without sex. An occasional masturbation session satisfies me for a week or two. I have to admit that it's lonely sometimes. There are only so many books you can read or movies you can rent. Once in a while one of my old co-workers will stop by for a coffee or maybe a beer. So I am not...

2 years ago
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Halloween At The Grange

My name is Bethany, I’m gay, single and ready to mingle.~~~~~~~~I picked up the mail from my doormat as usual. Flicking through the bills, junk mail and flyers, one letter caught my eye. It was addressed to me and marked private and confidential, it stood out from the others because it had a small Halloween pumpkin face on the reverse. Other than that, there was no clue to reveal its origin.I placed the other letters on the hall-stand and proceeded to open my mysterious letter.Inside was an...

Lesbian
2 years ago
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Halloween Deception

Why is it when people share stories about losing their virginity, it sounds like a fucking fairy tale? If you just dig a little deeper and you learn the truth is nowhere near close. Oh, and don’t get me started on the bullshit stories people write about how when a girl is deflowered by the man of her dreams, making it sound like a loving gesture of passion and romance. Ugh!It’s said you remember the first and you remember the worst. Well, I will never forget my first or my worst. It definitely...

First Time
4 years ago
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Halloween Bride

This is a true story. The incident took place on Halloween in Columbus, Ohio. Nothing has been changed to embellish the story. I hope you enjoy it. Hugs, Kelly Davidson * * * * * * * * * * * * * * * Here I was, parked outside a Wal-Mart on this cool, cloudy day Halloween morning trying to gather up the courage to follow a dream. It wasn't the fear of going into the store dressed that was stopping me. I had scoped out the place the night before in regular clothes (skirt...

4 years ago
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Halloween Revenge

Tom's story. The invitation arrived in the post a week before Halloween, it was a very fancy invitation hand delivered by a personal courier. I was surprised because I didn't know of any parties and trust me as an ex jock I knew pretty much every party going on. I tore open the envelope. Dear Tom, I hope you will do me the honour of coming to my Halloween party. The party will of course be fancy dress and begins at seven at the address in the header. No need...

2 years ago
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Halloween Party

Halloween Party Ich zupfte an meinen kurzen zerschlissenen Minirock. Angespannt saß ich in einer Nische. Mein Aufzug war extrem kurz und eng. Ich wollte auffallen, um jeden Preis einen Typen den Kopf verdrehen. Seit Jahren kannte ich die vielen Storys. Wer auf eine von Stacy Grangers Halloweenpartys eingeladen wurde, hatte es geschafft. Diese Jahr war es soweit. Ich war endlich achtzehn. Die Vorschriften meiner Eltern waren mir egal. Ich wollte eine von ihnen sein. Eine Halloweenbitch und mit...

Teen
4 years ago
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Halloween Bash

Hey group, I thought this one up on the fly after my wife and I came back from a ghost hunt at an abandoned insane asylum. Now you know why I write what I do… Wanted to give you all a flash story just for the fun of it. I hope you enjoy it. _________________________________________________ HALLOWEEN BASH There is one holiday I like more than any other. Halloween. The fun of decorating your yard, kids running around collecting candy and wearing costumes is better than the other holiday...

2 years ago
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Halloween Surprise

I have to say that I firmly believed all of the above just a few short years back as summer ended and September led into October. At the time, if you recall, I was recently divorced and living in the city. I was doing fairly well in a managerial position at a small company my boss John had founded. It probably didn't hurt that I was seeing his wife on the side while he was working long hours at the office. It also didn't hurt that I was going out with a hot looking 23-year-old named Joyce....

2 years ago
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Halloween Personalities

"I should have followed my instinct and not attend that party," I said to myself as I entered my room and removed my Halloween costume.As I undressed I had to concentrate to clear the image of the full red lips and tiny pink tongue of the Corpse Bride licking and kissing the head of my cock. Just thinking about it caused my groin to stir."How did this happen?" I asked myself.It had not been a good end of summer. First, I lost my job and struggled to find another. By the time I did, I was broke...

Incest
4 years ago
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Halloween Personalities

"I should have followed my instinct and not attend that party," I said to myself as I entered my room and removed my Halloween costume.As I undressed I had to concentrate to clear the image of the full red lips and tiny pink tongue of the Corpse Bride licking and kissing the head of my cock. Just thinking about it caused my groin to stir."How did this happen?" I asked myself.It had not been a good end of summer. First, I lost my job and struggled to find another. By the time I did, I was broke...

Incest
3 years ago
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Halloween at Work

Halloween at Work This is a true story...sort of. It is also a completely original work by me, and should be remembered as such. Thank you. Laura _________________________________________________________ Almost a year ago, just after Halloween I was in search of a job. It just so happened that a former manager, and personal friend of mine was looking for another person to work for her at the store she...

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