Gary s Golf Outing Chapter 17 Four Maids A milking
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Gary's Golf "Outing" Chapter One -- Seven Hole Washout My wife's mother called to tell her she wasn't feeling well and she wanted my wife, Kay, to come up to Chicago to be with her. She is a hypochondriac and it's not unusual for her to interrupt our vacation, or whatever we're doing, with her demands. I was hoping to play golf this day but it was getting cloudy as I drove my wife to the Fort Lauderdale Airport. As I kissed her goodbye, I told her to give my love to her mother....
Gary's Golf "Outing" Chapter Nine -- Hair of the Dog Back in the bed room Christie and Kimberly laid out my outfit for my first round of golf in drag. I put on a pair of pink silk bikini panties and a matching pink silk bra. Kimberly put breast forms in the bra that looked like real breasts; they even had nipples. I put on a short-sleeved pink golf shirt, but balked at the short black skirt that lay on the bed. "I can't wear that; I never saw a skirt that short. Everybody will see...
Gary's Golf "Outing" Chapter 4 - (Fore Play in the Ball Room) Luckily for me, the room wasn't too well lit -- just the emergency lights, a candle on each table, and an occasional flash of lightning. It was also a good thing I was walking arm in arm with Christie and Kimberly when I walked into the ball room or I probably would have fallen flat on my face. My legs were shaking I was so nervous. But after a few introductions and explanations about my lost voice and a few comments like...
Gary's Golf "Outing" Chapter 10 - Ladies' Golf I kissed Bob Goodbye and went out in broad (forgive the pun) daylight for the first time as a broad; it will probably be my last time if this old broad reads me. As I approached the green I recognized my partner. She was the woman who peeped over the stall door last night as I was blowing Christie. She was in her early '50s and built like a fire plug -- about 5'2 and very solid. She greeted me with a strong handshake and a peck on the...
Gary's Golf Outing Chapter 19 Kay Cums Home, Shopping Shenanigans Kay's home-cumming was a great start to a great week. Every evening was a variation on the theme that began early Saturday morning, and ended Saturday evening, with Kay sandwiched between me and Penny with me in front with my prick in Kay's pussy and Penny behind with her six inch clitoris in Kay's rosebud. Sunday's bedtime arrangement had Penny sandwiched between Kay, with Penny's clit in Kay's pussy and my 6...
This story will describe the events that occurred at a golf outing that I attended when I was forty years old. I was a mid-level production manager at a small manufacturing company in the Atlanta area, and three of my co-workers and I arranged for a week-long golf outing in Hilton Head. I had worked with te guys for four years, and although we had a good working relationship, we had not socialized very much. But, we all loved the game, and took advantage of our one-week production...
Oral SexGary's Golf "Outing" Chapter Two -- Three Surprise Indoor Holes "Let's get out of these wet clothes and we'll take pictures later," Kimberly said. "Gary, you're our guest, so you can use the shower first. Leave your clothes outside the bathroom door and I'll throw them in the dryer and get you something dry to wear." Christie had gotten a bottle of wine and three glasses from the kitchen and we drank a toast to a new and long-lasting friendship. I got into the shower and looked...
Gary's Golf "Outing" Chapter 6 Suck-cessful Coming Out Party "Christie and I decided that tonight was the ideal time for my ?cumming out party.' The question now is: where do we have the party?" "I think I have the answer to that question, honey," Christie said. "Bob has to get up early for work, we may have to walk back to our condo if the cart doesn't start, so what better place to have a party than right here?" "Here? With all these people? No way," I protested. "Way,"...
Gary's Golf "Outing" Chapter 11 -- Gary Joins "The Club" I called Kay when I got home and she told me she was definitely going to spend another week with Heather, or until she was sure her mother was going to be okay. Imagining what they were going to do relieved any guilt I felt about my weekend with Kimberly and Christie. I told her to take all the time she wanted, that she deserved a vacation, even though I would miss her. She said, "I'll make it up to you when I come home."...
Gary's Golf "Outing" Chapter 12 - A Night at the Casbah I went down to my apartment to get my shaving gear and called Kay. "Hi, Sweety; what's up?" "I should ask you that," she said. "Not much. How's your mom?" "She's okay. What's new there? Any storm damage?" "No, everything's pretty normal here. Brad was asking for you... Brad ... The guy from the penthouse who hangs around and gawks at you... Maybe you're right... Maybe he is gawking at me... I met his friend today...
Gary's Golf "Outing" Chapter 18- Home Cumming "Shhhh," Kay said to Penny as she unlocked the door to her condo. "We don't want to wake Gary. He'll want to join us in bed. I want you all to myself tonight. Gary can wait until tomorrow night." She locked the door behind them and lit a night light in the living room. They tip-toed past the guest bedroom to the master bedroom. "Shhh," Kay whispered again and carefully peeked in. The room was empty. "He's not here," she whispered again....
Gary's Golf Outing Chapter 24 - Brad's Big Birthday Bash Gabrielle woke up early Saturday morning with morning wood, even though she had spilled a copious amount of cum the night before when Kay fucked her with her squirting dildo. I guess sleeping between two gorgeous girls all night could contribute to that condition. Kay had fucked Heather the night before, too, but, of course, Heather had no visible signs of arousal. "Would you like me to take care of that for you, Honey?" Kay...
Gary's Golf Outing - Chapter 23 - Party Preparations Somehow, Kay and Gabrielle left Betty's Boutique unobserved, Gabrielle in her red French maid uniform, red stockings and strappy red high heeled sandals, and Kay in the sexy black bra with her bright red lipstick painted nipples protruding through holes, a black garter belt and panties and black four inch high patent leather pumps. When Kay and Gabrielle got into the car, Kay said, "Can you drive with those shoes on or do you...
Gary's Golf "Outing" Chapter 5 -- Ladies Only I was so embarrassed I had to get out of there. "If you ladies and gentleman will excuse me, I have to go powder my nose. Which way is the ladies room, Christie?" "Wait a minute, Gabrielle, I'll go with you." She picked up her purse and mine, took my arm and led me down the dimly lit hall to the ladies' room. "You almost blew it, Baby." "Blew what?" "Haven't you ever noticed? Ladies never go to the ladies room by themselves nor...
Gary's Golf "Outing" Chapter 13 What's Good for the Goose is Good for the Gander I woke up with an incessant ringing in my ears. What is that? Is it ever going to stop? I opened one eye and saw that the sun was high in the sky. I raised my head and realized the phone was ringing. It was my wife calling from Chicago to see how my evening at the CD club went and to tell me about her night on the town. "Oh, hi Kay. What time is it? I just woke up. We didn't get in till late." "We...
Gary's Golf "Outing" Chapter 14 - Ladies' Favorite Activity I finished all of my work assignments and my home chores by Thursday. I had chatted with Kay a few times and was surprised when the phone rang on Thursday evening. "Hi Gabrielle, this is Kimberly. Are you all set for Saturday?" "Hi Kimberly, what's happening Saturday?" "Don't bull-shit me, you bastard. You know what's happening as well as I do and I'll bet you've been thinking about it all week." "I have...
Gary's Golf Outing -- Chapter 16 The Morning After I woke up the next morning in a cold sweat, a hot, cramped hand, a warm sticky substance in my mouth and a pole gagging me. I was afraid to open my eyes, but an expert cock sucker was sucking my cock and I had to see what was happening. The cold sweat turned out to be a pool of warm semen that had drooled from my mouth during the night and turned cold. The warm sticky substance was fresh cum from the pole that was trying to enter...
This story will describe the events that occurred at a golf outing that I attended when I was 40 years old. I was a mid-level production manager at a small manufacturing company in the Atlanta area, and three of my co-workers and I arranged for a week-long golf outing in Hilton Head. I had worked with these guys for four years, and although we had a good working relationship, we had not socialized very much. But, we all loved the game, and took advantage of our one week production...
My wife had a yearly golf outing with her co workers. There was going to be 12 guys and her and three other women. I know that there would be a lot of drinking going on and the course was 45 minutes from our home. I told her that I would take her and pick her up because I did not want her getting in a car with someone that was drinking. She said she could get a ride there from one of her friends. She got picked up around 8:30 in the morning I never saw who was driving the van that picked her...
Chapter 3 - Follow the Yellow Brick Road I don't know how long we lay on the bed intertwined but I was startled out of a deep sleep when Kimberly jumped and shouted, "Let's go ladies! We're going to miss the party. I haven't had a shower yet. You two have to get ready out here while I use the bathroom." And with that, she went into the bathroom and Christie took me by the cock and led me to the kitchen sink. She ran a sink-full of hot water and told me to strip. She told me to...
I wake up and reach across and take hold of garys cock gently stroking it , its hard already 'morning wood' but with a little gentle encouragement from my fist its soon rock hard and throbbing gary moans and opens his eyes'happy birthday' i say wanking his cock harder 'would you like breakfast 1st or to cum on my tits ?''as its my birthday could i fuck you please' says garyi stop wanking his cock take hold of his balls and sqeeze them as hard as i can'naughty boy you know the rules you never...
“You wanna play a few with us? I mean we’re all waiting anyways.” One of the girls extended an olive branch. “Sure, I’m Scott.” “I’m Caitlyn, this is Casey and Hannah. I shook all their hands and smiled. “Nice hat,” Hannah remarked. “Thanks, I was born there, kind of have to be a fan,” I remarked of my Bills hat. She laughed and told me how a few of the players used to come into the Wegmans where she worked. We chatted for a bit while the group in front of us finished up the...
Ed and I met through a site like this one. We talked back and forth through emails about our different sexual preferences. He let me know he was experienced with both men and women in threesomes and that he was a bisexual. He was older and his wife wasn't interested in sex anymore but he still had a strong drive.He told me enjoyed bothe sexes equally and had a man and a woman he saw on a regular basis.It tokk a while to get together. For a long time he would send me pics of him and another guy...
Recently a female golfing friend of mine from the Coast was venturing east on a driving vacation, and made a stop near my new home. Since she had her clubs with her, we decided to meet for a round at my favorite course. It was great to see someone from my former life, so we spent much of the front 9 talking about mutual friends, our lives, jobs, and anything else we could think of. Eventually, however, our golfing got serious. She's an athletic lady, and a terrific golfer, so our...
Chapter 15 - Pleasant Dreams On my way to Kimberly and Christie's condo, I drove under the speed limit so as not to attract attention from state troopers. But I was greeted by light-blinking and horn-honking from several 18-wheeler jockies. You'd think these assholes would be watching where they're going instead of trying to look up women's (and cross dressers') dresses. My blouse was revealing some cleavage and my skirt was showing my garters holding up my red fishnet stockings, so...
'you were such a good boy did you like your shake ?''not really''oh you poor boy i thought it would be a treat for you''sorry'i know lets get some lager you would like that wouldn't you''yes please'i stop close to a supermarket 'pop in there and get me a 4 pack of stella oh and pick up a nice cream cake for you while you are there'gary comes back with a cream cake and a 4 pack of stella we take them home'get 2 glasses then come back here and get undressed'gary brings the glasses and starts to...
Gary and I had been talking online for a couple weeks. We had been sending emails back and forth, getting comfortable with each other and setting things up. One day I decided that enough was enough and I wanted to do this. I arrived at Gary’s house around noon. He lived out in the country, not terribly far from the city, maybe twenty-five minutes worth of a drive. I really enjoyed the country but after college I moved to the city for a better chance at a real job. I longed for fresh air and...
Putting his cup of coffee down, Vic Jensen thought things were going good for him. It has been one month since he asked Jill to marry him and plans for the wedding were going forward. Vic didn't want to make a big deal out of getting married and expressed his desire for it to be a small quiet affair to Jill. It wasn't going to be that way however, because Jill wanted it to be a much larger wedding. Vic gave into Jill's thoughts as to the size of the wedding, but he wasn't overly pleased...
There’s a knock on the door and I go over to open it. It’s Gary. His eyes open in awe as he takes in the sight in front of him. I smirk as his eyes travel my body, looking at my lacy black lingerie. I take his hand and tug, he steps inside and shuts the door, shifting around, not entirely sure what to do. ‘Are you nervous Gary?’ I ask. His gaze falls down to my breasts and he whispers a simple, ‘Yes.’ I lean forward and my lips graze his neck. I whisper, ‘Don’t be.’
Janet Ballion knew she was blessed and lucky. She was born upper-middle class, was surrounded by a great support system filled with friends and family who loved her. The college girl was also a highly intelligent extrovert. Her looks were alluring and the people who were drawn to her stayed because of her charisma. The list of why she was as lucky as someone who had a horseshoe and found a penny right before hanging upside down to kiss a stone in Ireland just kept going. Even with...
Gary's Golf "Outing" CHAPTER 8 -- A Stiff Eye Opener After a Hard Night I didn't sleep too well even though I was exhausted mentally and physically from the endless round of transsexual sucking and fucking I had experienced for the past 18 hours or so. I was half awakened several times during the night by being fucked up my ass (or as Kimberly and Christie put it, my TV pussy) by Christie's cock -- oops -- clitoris or pussy pole. Whatever. It must have been hard all night and it kept...
After finishing his second cup of coffee this morning, Vic Jensen put the morning paper down. It had taken him longer than usual to finish reading the paper because his thoughts kept drifting back to the encounter he had with Jill two days ago. He still remembered hearing her saying the words that she wanted to get laid. It was somewhat of a shock to hear her say those exact words and it was a moment that you don't easily forget. Further shocking him was his discovery that she wasn't...
By the summer of 1985, most of my new, higher-income friends were conservative, middle-aged women with children, like myself, plus a group of older women who, like me, enjoyed cooking. From cooking, they got me to play cards and eventually dragged me on to a golf course.It was seventeen years since my Motel 6 honeymoon night, ten since crossing Edward’s threshold, six since walking out on Enrico and three since visiting Darryl’s kiln. At thirty-five I was on the cusp of middle age, an...
CheatingJunior Golf This is a sequel to "Golfing with Mom" and the "Ladies Invitational." That being said, a quick synopsis reveals that Danny, now living as Didi will be enrolled in the summer golf program at his/her mother's country club. Didi's new best friend and neighbor Sandy loves golfing with her new BFF Didi and can't wait for the golf program to start. Sandy had enlisted Didi to attend her own soccer camp the week prior. Sandy was the outstanding soccer player and Didi was more than...
The club was having its yearly Golf tournament it had started as just some fun for the guys someone brought a hooker as a caddy the second year and now it has turned into an afternoon of debauchery for all parties involved the wives as well had their own version As I had participated in there for a few years this year I had gotten roped into the beverage cart but as I was not a golfer it suited me just fine. I was supposed to find and take a long an assistant and this year I had the perfect...
Just a little bit North of Brighton is a town called Hassocks. If you're on the fast train between London and Brighton you might miss it as the station could well be a blur when you go through. But, since it only takes about ten minutes to get there from Brighton, it is as easy for me to take a temp job there as over in Kemptown (which is a fifteen minute walk). And with a bit of luck, I can sit on the train. I had got a job to cover for the administrative assistant at a golf club in Hassocks....
Group SexJust after this new relationship with Alex took over her life and half of her nights, a new work activity called Edy away for the weekend. Edy and a couple of others in the upper-ranks had organized a fund-raising activity that actually caught the attention of those that matter (have money) and turned into a serious means of boosting the liquid assets of the non-profit organization she worked for. One thing the well-off enjoy is their spare time, and most of that is on or around the golf...
I needed a new adventure... in the worst way! I’d like to consider myself an average gal that when given the time, can fix myself up to turn any man’s head. I stand about 5’3 to 5’4, so I am short by most standards. My boobs are all natural and an average 36c cup. I try to keep my waist in proportion to the rest of my body with crunches every morning. My guy friends say I have a “J-Lo Booty”, which I guess is a compliment, but only if I am letting it all hang out there. I am twenty four and I...
Quickie SexGolf-T Copyright 1998 by Samantha Michelle. Standard warning and disclaimer: All characters are fictional. If you see yourself, buy a new mirror. Contains subjects some people may find offensive. If you are one of them, why are your reading this? Protect your kids. If you are worried about them reading this sort of material, please censor free speech and use a safe surfing program such as net nanny. Or better yet, teach them early and lovingly to understand and accept different...
It all started five years ago, when Maddie was thirteen. Being an only child, she needed a babysitter still when her parents were out of town or at an event together that Maddie couldn’t attend. Usually, Maddie’s grandparents would come by to watch her, or she would go to their house. However, during the winter, her grandparents would go to their home in Florida. Maddie could not remember where her parents went that night five years ago, but she remembered everything else. Her parents had asked...
First TimeAaaaaahhh! Dear God, I’ve never had a three-iron used like this before! My knees buckle and I almost collapse, as you relentlessly push its long shaft even further into me, and its ribbed plastic grip rasps along the walls of my vagina. This was so unexpected: I’m bewildered, and don’t know what to do – but now my body is taking over, responding to your mouth and hands and (aaahh, fuck!) what you are doing between my legs, and my hips are bucking in time with your urgent forceful...
This story is fiction and all characters are over 18. Lucy and I went to a smaller state university located in a medium sized Texas town. Everyone knew Lucy and I was no exception. We had several classes together during our first two years in school. The first year she pledged a sorority and dated one of the stud athletes on the baseball team. The second year she didn’t date any one person regularly but went out with different people. I didn’t date much my first year as I was trying to adapt...
My name is Hannah, and I’m a forty-year-old woman living in a golf course community in South Carolina. I’m fortunate to not have to work, since my husband, John, is well employed as the president of a mid-sized manufacturing company. Our son, Tommy, is in high school, so I have a lot of free time, and I stay busy taking care of our home and social calendar. I also volunteer for several charities and country club groups, which helps give John’s company a good name in our community.I come from a...
Wife Lovers3 weeks after Arie and his wife Karen went back to home from their holiday in the Dominican republic. During this period, each day he thinks about the maid he made love with the maid Adriana Moisonda. When he arrived back home, Adriana has texted him to not to maturbate to her pictures, that she only wants that her boy gives him orgasm when he feels it. Arie promised her not to masturbate. Both keep texting with each other. Very small texts, but they keep contact. During this period, he is all...
She had to have known that what she was doing would turn on anyone that would see her. Yes, she was alone in her own backyard, but anyone driving by on the golf course cart path could easily see her.She was completely naked and sunbathing in the nude. She was a stunning red-headed woman, with massive mammaries that belied explanation. And then, oh my Gawd, she stood and up and unabashedly strolled into her house, completely naked and unaware of prying eyes.I was standing in the rough, just off...
VoyeurIt was close to midnight when the Jellyfish arrived in George Town, Grand Cayman Island trailed by El Gato Grande and Pretty Lady. Jessica had radioed in ahead to warn the authorities she had a woman and two young girls needing emergency medical attention. She didn’t mention pirates or rape over the open radio transmission. Police and three ambulances were waiting at the pier for her as they tied up. Jessica explained the situation and informed the police she was claiming salvage rights on El...
It was an absolutely perfect day for golf. You seriously could not ask for anything better. Not a cloud in the sky, warm without being hot, and a perfect gentle breeze blowing in from the ocean. Best of all, it was Monday. The weekend crowds had all gone back to work, and we basically had the course to ourselves.Our group consisted of me, my wife Jackie, and another couple we had been friends with for years -- Alex & Alexis. No, seriously. They were Alex & Alexis. No shit. Believe me;...
Tuesday Night It was a Tuesday night and I had worked late and didn't get home till 7:30 that evening. When I walked in the door my wife Lori told me that Ben called three times. She said, "He said he needs to talk to you tonight. I asked, "Did he say what he needs to talk to me about?" Lori said, "No. I asked he if he wanted to leave a message and he said he would call you later" I said, "Well it must be important if he called three times. I better call him before dinner." I went...
Barbara stood staring at the outfit she had purchased for today's shopping trip with Cheryl. The black leather mini-skirt looked like it belonged on a 12 year-old, not a woman her age who was the mother of two. When she tried it on at the store, she had to buy a smaller size just to get the effect of 'barely covering your ass' that Cheryl had directed her to buy. It did barely cover her ass. If she were to bend over or reach for anything, the skirt rode up and exposed everything worth...
Sporty Spice's First Outing by Shauna H. I wasn't sure how far I could push things with Terri. I always thought that he would look really cute, if only I could find a way to get him 'dressed up'. Little did I think that my plan would backfire, and end up with both of us getting our first taste of cum! Terry was my young brother-in-law, nearly 14 years old. He was very close to Sandra, (my wife), particularly since his older brother had moved abroad for work. He didn't seem to...
My name is Robyn. I'm a single gal, 28 years old, the youngest vice president of the largest land developer on the West Coast. I don't have a lot of free time. The time I have, I spend on the one true love of my life. Golf! I get to work at 5 A.M., to handle the little bit of East Coast phone contact I have, but mainly so I can get away two afternoons a week and play golf. I'll play golf those afternoons with colleagues, clients, potential clients, friends, relatives, or even total...
The Golf Weekend: A few years ago, I would head north with three or sometimes 7 other guys for a golfing weekend. We'd play 18 holes on the way up and 36 on Saturday and Sunday. If we got off to a late start, rather than play 18 holes, we'd stop at a "topless bar" and a few of the guys would enjoy themselves for an hour or so. As most golfers know, if anyone didn't get their drive past the womens tee's they would half to lower their pants. Although, no one ever lowered their pants,...
My wife Sarah and I had seemed to get more risqué with our sex life as we moved into our early 50’s. Sarah had hit the menopause a couple of years earlier and had put on weight going from a size 12 to a size 16, although on a plus note her magnificent breasts had swollen from a 38C to a 38D, but standing at 5 feet 8 inches and having a broad swimmers body she carried it well and with her long blonde hair and dazzling smile she still looked terrific.Sarah is rather a chatty girl, often...
I met my future husband at the hospital where I worked, I was a student nurse, 18 years old and had only been there for a week, his mother had just died, she had been in only a few days, apparently she had suddenly felt ill, gone to the doctors, he had sent her to hospital for tests, they knew something was wrong but until she had an MRI scan they couldn't be sure.It was a tumour and she just went and passed away, just like that, he and his Dad were obviously devastated, they stayed with her...
Timing is everything or so an old platitude says. I mean just think about it. A minute either way going through an intersection determines if you are hit by a driver running a red light. You think of a business opportunity or an invention only to find out that you're a little late, someone has beaten you to it. You buy some stock and it goes up and you make a large profit or it goes down and you lose your investment, tis all a matter of timing. And important to me, a micro second either way...
"OMIGOD! I've never felt this befoooore!" I moaned with my face buried in the cool silk sheets covering the massive bed I found myself being fucked on. I was being drilled by a much older man's stunningly large cock at the culmination of an amazing day. My name is Makkaila and this is how I became an adult.It was late July and I had just graduated high school a few weeks prior. I was the class Valedictorian, captain of the golf team and yearbook editor. My perky 34 C boobs and tight, fit little...
Golf is a wonderful sport. Being outdoors, being able to drink a beer while playing. And there's meeting a wonderful man.Yes, that's right. Paul and I have been dating for seven months now. I met him while volunteering at a local golf tournament, checking tickets, and acting as a liaison between the country club and the caddies.Paul was a caddie and I noticed him right away, his tall six-foot frame and athletic build from what I gathered was from swimming and running. I quickly daydreamed...
ThreesomesSEPTEMBER "Can you really believe it's been a year?" Taylor smiled and tilted her champagne glass back for a sip. But halfway to her lips, her hand froze and she squeezed her eyes shut, moaning softly. I glanced down to where Cassandra was kneeling between Taylor's legs, slurping my cum out from my wife's saturated pussy. Taylor herself was reclined in a bucket seat on the jet, fully naked and covered in sweat. When Taylor opened her eyes, the deep blue pools were unfocused and her...