Tim and Abbie 73 Brian s matchmaking Jennifer
- 4 years ago
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If you have read my earlier stories you will know that an erotic massage in Phuket by a woman during which I climaxed led me, on my return home to Sydney, to explore online. I was intrigued that at 40, I was for the first time turned on by thoughts of sex with a woman.While I would have easily taken some of my new online relationships into the real world, no one was in Australia. That geographical barrier was also an important psychological barrier keeping my online and real world nicely...
TabooYes, midsummer dreams are really a part of the beginning of summer solstice, but there is still is so much magic in the air. Sexual desires are lingering as the summer moves on through July. The weather has been perfect, and from working in the yard, Tim and Abbie are both golden brown.Both look so healthy and happy at work. Colleagues wonder what magic has happened. Abbie is enjoying having Les at the Institute now. They are even working on a couple of projects together. This new aspect...
TransAngela spent nearly two weeks wrapping things up. Most days, Frank and Angela talked long on the phone, and Frank helped her through the estate and funeral legalities, remembering his own experience when his parents died. Frank flew out for two days to attend Terrence's funeral and help with packing. The funeral was one of the most depressing events Frank had ever attended. The weather was cold and damp. Angela was red-eyed. Jennifer was completely silent and stone-faced as she huddled in...
That December we received an invitation to Robert and Megan Stanwick's house for a Christmas party. This would be the second party at the Stanwick's since Robert became Jennifer's manager. Thursday evening, the night before the party Jennifer was trying to find something to wear and asked me, "What should I wear tomorrow night?" I said, "Something short and clingy, showing lots of cleavage. You need to look sexy tomorrow." Jennifer gave me a quizzical look and asked, "Why?" I...
On Jennifer's birthday, about two years after our experiment with swinging, Jennifer made a shocking and very unusual request. I had taken her out to dinner and dancing earlier that evening and when we got home I had given Jennifer her present, an opal ring. "Remember when we went to that swingers club on vacation a couple of years ago?" We were in bed, naked, and Jennifer was slowly stroking my cock and kissing and flicking her tongue over the head. I said, "How could I...
Bud's very presence triggered horny thoughts and I loved just being near him. His tender deep kisses and the way he admired and touched my body finally helped me to make my decision. " If your offer still holds, I would like very much to stay here with you. I do believe you can help me become the woman I would like to be", I said, "and besides, I want to do everything I can to please you. You have opened me up to pleasures that I had only dreamed of." With that said, he got the biggest...
I did as he asked and considering it had been over two weeks since we had made love I assumed he also wanted to play. My already short skirt hiked up to the tops of my nylons as I sat on his lap with my legs spread facing him.. I could feel the hard bulge inside his pants as it pressed against my crotch. He put his arms around me and kissed me deeply, my breasts mashed against his strong hard chest as he held me tight. I must say, I was really getting hot in this position with his tongue...
Timmy the Timid, that's what he was known as since kindergarten. Ever the bashful boy on the school playground, Tim was easily bullied and razzed by the older kids; girls as well as boys. But most of the children's imaginations never went beyond teasing and name-calling. It wasn't until ninth grade that the reason for his extreme shyness became known to a few. By that age students were deemed mature enough to be taken on educational outings. The school system in Tim's county divided up...
The day after Christmas, Suzi, Joey, and their parents all joined us at my mansion for dinner. The three of us were incredibly nervous because we felt we needed to tell their parents about how we felt about each other. We had no idea how they were going to react, and both Joey and Suzi made it quite clear my parents and I were not to interfere in any way except verbally. There was also the matter of exchanging gifts. I knew my gift to Joey would most likely be initially refused, if not by...
Next to Bud, at the altar, was a man I had never seen. He was about the same age as Bud and a little more muscular. Mary noticed and whispered to me "This is Buds' closest friend. His name is Manuel and they have been closest friends since they were in school together. Bud once told me they shared everything, including girlfriends. He is quite good looking and I understand he is bigger than Bud." I did find him cute and wondered what Mary meant about sharing everything. Mary let gop of my...
"The Story of Jim and Jennifer" 3/15/2000 This is a story about Jim, but Jennifer wrote it. This is the way he wishes his life had really gone, but it didn't, at least not exactly like this. Now there is some truth in this story but it is mixed in with a little fiction. It's up to you figure out what is truth and what is fiction, Now Jim grew up just outside of Chicago, He had a difficult time growing up, you see he always was a small kid,...
Eric awoke to the sounds of static coming from an old black and white television set. Sitting up, he realized he was in his grandparents' living room, and as he took the room in, everything appeared to be the way he remembered seeing it the last time he had been there. Everything except for the television set. As Eric stood up, the static faded into a picture of a little boy sitting on a couch playing with a four-inch high Indian figurine. The couch looked as dated as the TV Eric was...
Tim leaves for a while to get ice cream for dessert. Also, for some time to think about what Leslie has told them. Today, which was supposed to be celebrating Abbie and him together, has taken a strange, and to him, a somewhat bothersome turn. He needs some time to sort it all out. Abbie knew that instinctually, offering him a way to step away for a bit.Meanwhile, back in the kitchen, Abbie turns to Les. Abbie urges her to tell about how sensational sex was with Cyn the first time. Les...
TransIntroduction: Long term desires are satisfied TIMS POOL PARTY As the sun set, only a handful of friends remained at the party. Don, two sheets to the wind, hung onto his scotch and soda in the shallow end of the pool. He was watching his wife Katie flirt with Tim who was playing it cool but ogling her tits when he could. Don knew Tims love for big tits, and his blonde wife had a great set. Dons cock twitched at the thought of Tim titty fucking his wife. But it was nothing new, he often...
Tim was served divorce papers the next day citing irreconcilable differences. He counter-sued, claiming infidelity. Both agreed through their lawyers to sell all of their mutual assets and split the proceeds, keeping their businesses separate. When he saw her in court, she refused to look at him. The proceedings were a whirl for him, ending before he could think rationally or apologize in person. When the hearing was finished, she ran out of the room as if she couldn't get away fast...
Another story about Jekyll and Hyde Only the names are Jason and Jennifer It all started after my grandfather died and he left me his notebooks. Well after I got those notebooks I raced home and immediately went into my basement a.k.a. lab and started looking through the notebooks, reading all the stuff he had written in them. I noticed that most of the stuff written in them were transformations. So, as I was reading I came across a transformation that I couldn't make out. But it...
The next thing I knew it was morning and Bud was lying in bed next to me. I stretched lazily and could still feel the warmth and bliss of last nights activities. I had been so pleasured that it almost like a dream state that I did not want to end. Just wave after wave of a total body orgasm. While I was half dreaming of the wonderful time I had, Bud stirred slightly. Bud likes to sleep in the nude and many times I can reach over and feel his large cock halfway or fully aroused. This morning...
Tim's thoughts were running along the same track as Kate. For such smart people, they had still managed to get wrapped up in their quests for material success, forgetting that their marriage should have been the most important part of their lives. Holding his wife in his arms, he promised her between kisses that he would never take her for granted again. Kate kissed him again, swearing that she would put their marriage before her career this time. Tim stood and took her hand, leading her to...
As Kate came out of the water, trying to hold Tim's big board, she thought she would have to get one of her own. She frowned at it; it was just too big and had a different shape than she was used to. Coming up to the deck, she nearly called out to him, but noticed that he was sound asleep in one of his chairs in the sun and showing the beginnings of a sunburn. Setting the board beside the front door, she walked around and carefully crawled onto the chair, sliding her body up his. She cast a...
It was rather minor league what transpired between Abbie and Tim the night before. Something two teens would start at, though today they would have probably gone much farther. For Tim, inexperienced as he is, feeling Abbie’s soft hand on his cock wanking him was heaven. Even if all his contact with her so far has been through her clothing, it is intense. Yes, lingering questions. So many questions, but being with Abbie that way is so good.After everything from the night before, Tim wakes,...
TransThis story takes a slightly different turn from Part One and Two. It deals more with the aftermath on how Rachel's husband Tim deals with finding out the truth of what has gone on with his wife, along with a plot twist for future installments. To better understand I recommend reading both parts one and two before this installment. Tim watched in silence still hidden in the nearby closet as both Steve and Rob finished getting dressed before exiting the room one behind the other. He could...
Now that I had spent two evenings with my best friend’s wife, Jessica, while Tim was out of town for business, the third week rolled around and I knew Tim was home. The weather forecast looked iffy, but I set out for the mandatory weekly beating regardless, hopeful that I could make it home this time. I certainly wasn’t confident that I wanted to face Tim after fucking his wife in every hole and showing her the basics of bondage sex the week before. Leave it to Mother Nature to press the...
Before going forward more, some explanation about Tim’s life and home. It is a rather big house compared to others in the estate. The neighborhood was built after WWII when the area had been bombed out. Around the perimeter of the six-block community, the outer ring is larger, detached homes. Inside the circle, smaller attached homes are the norm. How Tim and his mother ever ended up here, Tim never knew. There had been someone who owned the home before them. Cynthia and Tim moved in 1990...
TransThe summer moves along. Grace is now cleaning twice a week on Tuesday and Thursday. Tim and Abbie do not see her except at their Thursday dinners. The extraordinary job Grace is doing keeping their house up for them is obvious. The three do leave notes for each other, sometimes about something needing to be done, but more often just small, humorous things for the other’s enjoyment. While Tim enjoys these snippets also, it is really just Abbie and Grace back and forth.Now it’s early July. ...
TransTim wakes up early, realizing he is still holding Abbie on his chest. He rubs Abbie’s back and works his way down to massage her ass cheeks. He realizes with the two spankings of Abbie’s bottom, he is getting very attracted to doing that when needed. The feel of Abbie’s ass cheeks, its softness, and yes, even how it glows when spanking it. Tim feels the heat emanating from her bum after the previous night’s punishment.Waiting for Abbie to wake, he thinks over how different things are going...
TransSaturday night, after the epic afternoon, Tim and Abbie fall asleep in each other’s arms. The intense sexual release they experienced takes them to a soft and gentle space where they want each other to know how much they care.In a roundabout way, Tim and Abbie did talk about each proclaiming their love for each other. In the end, unspoken, they know now it is a given between them. The gate is unlocked, so going forward, they can proclaim their feeling openly without fear of rejection.What a...
TransTim walked in, quietly closing the door behind him, not even realizing Jenna and his dad was in the front room. As he started walking towards the hallway towards his room, he glanced into the front room and saw his dad standing there, half naked, his wilted dick hanging loosely between his legs, almost hidden by his pubic hair. Tim looked at his dad in shock, seeing Jenna looking at him over the back of the couch. John looked at his son in shock also, not sure what to say. Tim walked into...
In the bedroom, Abbie, just turning thirty and starting to be unsure if still desired, finishes applying the last of the makeup. The lips, always the last. Starting with the brows, then mascara, the eyeshadow, eyeliner. Down to the powder and blush. Abbie really wishes didn’t need as much as that, but it is necessary to create the allusion. And now that the lipstick is added as the finishing touch, steps into the rather short dress, well mid-thigh, low neck to show off the new firm breasts...
TransSunday morning, Tim and Abbie get started on their day. But not before Abbie peeks out the window one more time. Les appears not to be back yet. She says as much to Tim as they head to the shower. Tim again spanks one of Abbie’s bare cheeks and laughingly tells her to stop being a little spy. But he, in reality, is extremely interested to know the status of things between Les and Phoebe himself.They shower, taking their time to enjoy each other’s attention to the important parts of their...
TransSuddenly, such freedom is opened to Tim and Abbie. No longer shackled to public transportation, they have extra time in the morning to begin their day. Time for them to spend on some morning enjoyment. Whether in the bed, bath, or shower. All made possible by now having a car of their own.Neither has ever owned their own car. Tim has his license, thanks to Leslie. When he was sixteen, she taught him to drive using her car and urged him to get a license. She told Tim, congratulating him...
TransTim wakes up Thursday morning, so rested, considering the few hours of sleep he had. Then his mind takes over and reminds him of what happened yesterday. He is a bit sore from all the physical labor he did, but remembering last night with Abbie sends shudders through him.He wants a sexual and loving relationship with Abbie. Both of them equals, well actually her leading him down this new undiscovered path they find themselves on. Now he is supposed to be the one in control, be her ‘daddy’...
TransLast night was mind-blowing to Tim. Never would he imagined the feelings he had. Abbie’s fingers on his cock would be like. And him just brushing at her through her dress. Not anything he had experienced before. It is a lot to comprehend and adjust to, but he wants to so much.After that encounter, Tim wakes up refreshed and eager on Monday morning for the day ahead. On waking, he has a hard-on, and he knows the cause. For the last three days, he feels like he has been in a perpetual...
TransThings are not always rosy between Tim and Abbie. Well, actually, they are still rosy, but in a quite different way sometimes.Things have gone well for a couple of months now, and Abbie has not been across Tim’s lap for discipline. Tim almost thinks that perhaps they are past that stage, until a Tuesday evening in early October.After dinner, Tim goes out to the garage to put washer fluid in Abbie’s car. He notices a dozen bags or more in the trunk and on the backseat. He fills the fluid and...
Trans“Wow Megan, I can’t believe what a jerk your boyfriend is for leaving you. You are such a nice person,” Tina said.As Megan sat down sobbing, she said, ”I just don’t get it. He thought we needed more space and that we should see other people.”“You are better off without him. I know you can do a lot better than him anyhow. You are a beautiful looking 21 year old. You are still young so just forget about him. I got an idea Megan. Why don’t you come with my boyfriend Tim and I tonight? I really...
Straight SexThe characters in this story were first introduced in a series called “Well, we did it again!” parts 1-5. This rendezvous occurred after part 4 of the mentioned series. This story was re-written to stand alone but reading the other series first will help the reader with some context. It's Sunday morning, the wife has gone to church to pray for my soul. Course she wouldn’t have to save my soul, if she’d just spread her legs a couple times a month! When my wife hit her 60th birthday the...
Climbing on the bus Tuesday morning, Tim is delighted to see Abbie sitting there. He hurries to the seat next to her, being the one to kiss her good morning first today. “Thank you for last night,” he tells her in a low voice. Abbie smiles in return.The ride to work is too short. It seems to Tim to be too soon when he must leave Abbie. With a quick kiss goodbye and promises to text during the day, he makes his departure. Knowing now how close Abbie is to him during the day, only a few...
TransA few years ago, when I was about thirty-seven, I went out of state on a maintenance job. It was supposed to take a couple of weeks. It ended up taking considerably longer, more like three months.My initial accommodation wasn't perfect. For the two weeks, I would have stuck with it, but not for months. I looked around and found a lovely self-contained flat for rent. An addon to a house owned by an elderly couple, Rose and Tim.I settled in and loved the place. I had privacy when I wanted, and...
MatureAt four in the afternoon, Tim picks Abbie up from work, and they head home to get ready for the reception starting at seven. They have plenty of time as the festivities will be in the atrium at Microga Headquarters, where Tim works. A short drive back to it.Abbie is still a bit hesitant about the reception and what kind of acceptance her entrance with Tim will make. She tells herself to put aside her worries and support the man she loves fully. She knows they will have to come out together...
TransAmy’s aunt and uncle came to her house every Saturday afternoon to play cards with her parents. She called her cousin and had a blushing conversation with Tim about how Kevin wanted to watch her suck his dick. “He wants to watch you,” Tim said, “suck my dick . . . he knows you used to do that?” “Of course he knows,” she said, “I tell him everything.” “Did you tell him I screwed you?” Tim asked, blushing. “Well,” Amy said, “yeah, just that one time.” “Does he wanna watch me,” Tim...
It’s the 1970’s. Tim and Anne were dating in high school. Anne was so cute and beautiful. The boys also pursued her. She would meet the boys over in a ditch by the railroad tracks acrossed from the school at lunch time. The k**s would smoke cigarettes passing them around. Anne would let the boys rub her nipples or finger fuck her. Eventually she would get so stimulated she would do blowjobs. Anne loved the attention, the sexual stimulations and cocks.After graduation from high school, Anne and...
Monday mornings always seem to come too soon. After the busy weekend working in the yard and taking the time to play, it seemed to arrive even sooner. Tim and Abbie wake to return to the work world. They are a bit sore from spending most of Sunday outside cleaning the front yard, cutting the grass, and getting some plants from Les to begin their renovations. Not to mention the breaks they took for mutual enjoyment.Both are starting nice tans from being out in the sun. Tim’s face is already...
Trans‘Amy,’ called Mum, ‘your aunt and uncle are here.’ I dashed into the hall and opened the door. Pam kissed me on the cheek saying, ‘Hi, Amy,’ then went through to the kitchen where Mum was putting the kettle on. Tim stepped into the hall carrying two heavy-looking overnight bags, and I led him straight up the stairs to the guest room. ‘It’s good to see you, Uncle Tim.’ ‘You too, kid. How’s it feel without Sally?’ ‘Weird. She calls and stuff, and we Facebook a couple of times a week, but it’s...
Monday morning, Tim wakes up, still resting on Abbie’s boob. He so wants to wake her to take things a little further, but he also notices the time. He does need to sprint home in time to get showered and dressed for work. Tim leaves a note saying he will see Abbie on the bus shortly and quietly leaves so Abbie can sleep the extra half hour.He is at his stop on time and enters the bus to join Abbie at ‘their seat’ as he thinks of it now. Tim so wants to take Abbie in his arms and kiss her...
TransThe next day can’t pass quickly enough for Tim. He goes through his closet, trying to decide on what to wear. In the end, he puts on khakis and a light blue button-down shirt. He leaves a couple open at the neck. He grabs a navy-blue blazer to finish the look.Abbie spends a good deal of time preparing for their date also. Deciding on a nice flower print sleeveless dress, low-neck like all the dresses Abbie wears. Cinching at the waist with a flowing bottom half.Abbie spends time spreading...
TransMonday morning, Matt and Peter speak shortly before work starts about the meeting later that day. They trust Tim and know he will not do anything to jeopardize their jobs. But how much should they tell? Both agree they would see how things go in the meeting and who all is there.At the break at ten, Matt and Peter meet again and hurry to get out of their coveralls. Both wear suits today, at the insistence of Martha and Sarah. They straighten their ties and put on the jackets before heading...
TransIt had been two weeks or so since Tim and I had our first little experience, and we had hung out in our normal friendly group, and, to my surprise, neither of us acted like anything even happened. While I was thinking it a few times, about how much fun we had, it was nice to see it didn't make anything weird, or that Tim was freaked out thinking back to what we did.One evening, now in the middle of December, we were hanging out as usual, and everyone decided to go back to my friend Mason's...
Saturday morning shines in on Tim and Abbie as they lay cuddling in each other’s arms. They have been awake for a half-hour or so but are just enjoying this closeness together.Tim finally stirs some and tells Abbie he needs to go back to his house for a while today. Abbie feels like she has had enough of this. “What is at your house so important that you keep having to run to do things at it? Aren’t you happy being here with me?” Abbie more or less whines.Tim comprehends, he has kept...
TransSpring came upon them as a soft, warm breeze. Offering delights for all. For some special ones, sexual enchantments also, which they share with ones they love. Open windows to let the gentle wind in does lead to libidos charging. Morning moans fill the air in concert with the birds chirping.It is a couple of weeks since the evening visit from Abe. Abbie and Tim are getting into a nice routine for work and play. They have kept to themselves a good deal, but that is what happens at the...
TransFriday morning, Tim wakes up remembering last night, the smell, the feel, the taste, of Abbie. He enjoyed sucking and playing with Abbie’s ‘big clit’ and plans to experience it again very soon. Sooner than expected even.Smiling to himself, he hears and feels Abbie waking beside him. Tim dives under the sheets and works his way licking and touching until that organ is in his mouth again. Abbie fully awake now, feeling Tim’s mouth sucking her is thrilled that Tim must enjoy this after his...
TransBy mid-August, Abbie and Tim are settled into their new home and lives. It is incredible how far they had come since that night last April when they met for the first time. Four months for so many changes, and all so positive to happen. Let alone that it just feels like how it should be.The house looks wonderful, thanks to Grace’s diligence. The yard and garden now a showplace which they both like to work in. Finding new interests together and learning more and more about each other’s past...
TransThis is the third part of my encounters with Tim, and is an immediate continuation of story 2, so you may want to at least go back and read the second encounter with Tim, if not the first and second to get a full feel for our encounters!**We got upstairs, still covered in each other’s cum as it was starting to dry on is a bit and the heavier amounts dripping some down our legs. We headed into my bedroom, which was the master bedroom of the house, and then into the bathroom. Neither really said...
The car secured from Les, Tim and Abbie’s first stop, with Abbie’s covered face, is to her flat. Tim drops her at the front door and then pulls into the building’s parking lot next to it. Tim had put some boxes in the back of Les’s car before leaving. He carries them into the flat for packing Abbie’s things. By the time Tim reaches the apartment, he can hear Abbie moving around in her bedroom and knows she is ‘putting on her face’ before anything else.Tim chuckles to himself but understands...
TransUpstairs, Abbie shows just how horny she is. The lust which has been building up in viewing and selecting a car modeled to her precise choices starts her juices churning as she sits on Tim’s lap, feeling his hard cock growing against her crack. Everything is primed for a wonderful scene to unfold.Abbie gets all of Tim’s clothes off him in minutes and then has him settle himself on the bed as she does a slow and seductive striptease for him.You can almost hear the music in the background as...
TransThis story is about a young woman that is seduced by the wealth and power of her rich boss. All the characters involved in any sex are over 18. Thank you for reading. Enjoy! TIM & ERIN prolog---------------------------------------------------------------------------------------------------- The wedding bells were once again silent. The gifts opened, the honeymoon over. They had both lost their virginity on the first night in a honeymoon suite. Their sex was unsatisfying and painful for her...
Tim went round to see his friend, Amy one day. Amy knew he was coming, but she said she had just popped down to the shops and wouldn't be long, about fifteen minutes, she said. When he arrived, Amy's mum answered the door. Today being a warm day, she had a very short skirt on and a top with her tits bursting to get out.Tim had always admired Mrs Stevens' sexy body and wondered what she would be like in bed."Hello, Tim," she said. "Amy has just popped out to the shops, but won't be...
First TimeIt had been a couple of weeks since Tim got home from his four week trip and he was getting ready to go again. He had a couple of projects that he needed to get done, and he needed some muscle to get them finished in time. Naturally he called me. We managed to get the work done with a minimum of beer drinking, but a lot of storytelling. Tim was very happy with what Jessica was doing with him, in bed and almost everywhere else in the house. It seemed she could hardly keep her clothes on...
Tim wakes about six am the next day. His arms still around Abbie, and she is cuddling up against him. This is a fantastic feeling. Tim has never spent a night with anyone before. He stretches a little and sees the back of Abbie’s lovely neck right below him. Tim doesn’t want to wake Abbie, but can’t resist. He leans and kisses that tender spot at the back of her neck.Abbie stirs in her sleep, and almost a purr comes out of her lips. Tim kisses her again in that place, and Abbie wiggles with...
TransMy friend Tim and I would go down to the man cave and watch or play games. Linda would come down sometimes and watch us. I know for a fact, she would go upstairs and masturbate while we play a game. I know this because I walked in on her while she had her vibrator on her pussy. Hell Tim even told me he thinks Linda is masturbating. Tim went to the bathroom and walked by our bedroom to get to the bathroom. He heard moaning coming from the room. I told Tim that she is a very horny woman, doesn’t...