Me & Shari Pt. 07 – Putting a Ring on It

Literotic asexstories – Me & Shari Pt. 07 – Putting a Ring on It by jpro56,jpro56
It still took a couple of days to recover from last weekend. All I really wanted to do was spend the entire day in bed making love to Shari in every way we could imagine, and we did have a very vivid imagination. Unfortunately, working was a must if I wanted to go to Switzerland in a month.

I was finally able to get away for a few hours and meet up with Becky and Kurt to fill them in on my plan, ask for their help, and swear them both to secrecy. Becky volunteered to go shopping with me, because believe it or not, she and Shari had some conversations about that very topic. I greatly appreciated her offer and accepted. We would have to do things quickly to allow time for the perfect one to be made. We weren’t going to find the perfect ring already sitting in a case somewhere. Becky had a favorite jeweler that she recommended. They were only a few blocks from my office so meeting her there would be easy.

It was hard not to spill the beans to Shari myself; I am sure that Becky was struggling worse because they were talking everyday about the trip and things they planned to do. It seems that all of us except Shari had been to Switzerland before. I had been to Bern several times on business but never got to do much sightseeing. Kurt and Becky had taken a train from Milan to Paris and saw the Alps through the window of their train.

When I was finally able to get free from work for a couple of hours, Becky, Kurt, and I arranged a meeting with the jeweler. I knew that I wanted a platinum ring, but the diamond cut, and style had eluded me, so first we went over the cuts of the diamond. I fell in love with the princess cut as soon as I saw it, Becky agreed that it was the right one for Shari. The jeweler had a computer program that could show how the ring would look when completed. He started with a one carat on a simple band. It took about thirty seconds for the three of us to bump the diamond up to 4 carats then design another 2 carats of smaller cut stones surrounding it. It wasn’t stupidly extravagant, much more to the little overly elegant side.

Becky commented that it looked to be a perfect size because Shari did have slightly larger than normal hands and it wouldn’t overwhelm them but was still small enough that it also wouldn’t become a hindrance when doing everyday tasks. We agreed on the final design, the engagement ring had the princess cut diamond in the center with a swirl of smaller diamonds around it. The wedding band had several smaller diamonds that would interlock with the pattern on the other ring.

The jeweler locked in the design on his computer, tapped a bunch of numbers on his calculator and wrote down a number on the paper saying it would be ready in six weeks. I wrote down a number twenty-five percent higher and told him to have it ready in four weeks. He wrote the new numbers and date on the contract and handed it to me to sign. I paid fifty percent down and shook his hand asking him to remember it when my bride to be comes in looking for a ring for me, Becky added that she would most likely be with her and he said that he would take it into account.

Back at the office I worked overtime on this project so I would have more free time on our trip. I had asked Becky and Kurt if we would be able to put up Jim and Jan, and Chuck and Billie for a weekend and would help with any extra expenses. They assured me that there would be plenty of room and that they would love to have the whole gang there for the surprise. She was working out how to make it all a surprise for her.

It wasn’t that I was avoiding Shari, but we saw very little of each other for a couple of weeks. I finally got everything to a point where only minor adjustments to customer requests needed to be done and I could spend more time with Shari. We were still living separately but seemed to spend most of our time at her house. She normally was home from work before me and had supper started by the time I had gone home, showered, and changed, and got to her house. Instead of opening the door to the sweet smells of her delicious cooking, I was greeted by a very angry woman demanding that I account for myself over the last three weeks and why I had suddenly been so blatantly ignoring her.

I began profusely apologizing and tried explaining why I had been so negligent to her needs. I told her about the big project that was due and how important it was to me that I be able to spend time with her on the upcoming trip rather than being tied to my computer the entire time. She was still pouting and acting like she was still mad when I realized just what it was that she was doing. I offered to take her to our favorite little bistro for some supper then we would come back here, and I would give her all the attention she could handle.

I called ahead while Shari went and changed. Her little show of emotions had only happened a couple of times since we had been dating. The first time it really threw me for a loop. I wasn’t expecting PMS from my trans girlfriend. Once we got through that first time and it had been explained to me the hormone therapy, she was on would bring this out when the moon and stars aligned and even more so when she was horny. I had to admit that our sex life had been lacking lately, especially after that long weekend of sex and debauchery that we had on the island. I was also aware of what would get her out of this mood and back to her usual bubbly self.

I loved the sexy little sundress that she selected to wear for dinner. Not only did it really show off her generous bosom, but it was also just barely long enough to be called decent in public, and she knew what my reaction would be to it. The host recognized us and looked Shari up and down, erased the mark he had made on his chart and wrote us down for the booth in the back. We sat on the same side facing out toward the rest of the bistro.

We decided to keep supper quick and light, so we ordered a couple of appetizers and a glass of wine for Shari and a Scotch for me. My hand never left her thigh but was all over it from her knee clear up to the lacy edges of her panties, teasing at her cock and balls with my fingers. She did ask about the project that had kept me so busy and understood when I explained it to her that if it went through as was looking like, I might be able to start working part-time because the results would have the company set for several years to come.

As we were finishing up our meal, Shari took my hand and pressing it firmly against her crotch, whispered to me that she had been a bad girl and should be punished for being such a bitch when I was only trying to make things so we could spend even more time together. I informed her that her punishment was going to be most appropriate for her actions earlier today. Giving her cock a good squeezing stroke, we got up and headed home.

When we arrived back at Shari’s house, I instructed her to go and get herself prepared for her punishment while I got everything ready. I listened to her doing all the prep work for her expected punishment. This was a game we would play with each other. We were both switches and enjoyed both the dom and sub roles. Our relationship started when she stayed to care for me after I had requested to be the sub for one of my regular orgies that she had come to as a guest.

Shari emerged from the bathroom wearing just her panties with her cock tucked away the way she normally was. She came to me and told me that she was ready. We had dismissed the master/slave titles when we played this way from the start as we both preferred not to degrade with punishment. I held out the wrist restraints and she placed her arms into them willingly. I moved her arms up to frame her breasts and squeeze them together so that I could tease and play with her nipples making them hard.

I removed her panties and removed her dick from its tucked position. I picked up her chastity cage and placed it on her. Then lifting her arms, I placed clamps on her nipples that were chained to the chastity cage keeping them pulled taut. I turned her around and told her to bend over which she obediently did. I picked up a medium sized butt plug and applying lube to it and her ass, inserted it into her.

I instructed her to her knees in front of me, blindfolded her, and removed my slacks. She took my cock in her mouth and worked her oral magic on me. I was quickly hard and holding her head, forced myself all the way into her throat until she started to gag then eased off and letting her set her own rhythm. I watched her caged cock straining against its restricting cage and could see pre-cum leaking from her.

I laid her on the bed face up and secured her hands above her head with the strap at the top of the bed. I released the clamps from her red swollen nipples and massaged them with my fingers. I picked up the cat o’ nine tails whip made from soft leather straps and stroked it up and down her body. She writhed in anticipation of the strips biting into her tender flesh. I lightly whipped her breasts with rhythmic strokes. Her nipples puckered and stayed hard. I stopped and took her nipples in my mouth, sucking them hard.

I stopped long enough to spread her legs and secure them to the sides of the bed, exposing her caged cock and hanging balls. The lashing found a new target that had her squirming with each lash. Her cock strained against the metal of the cage as it reacted to the stimulation. I continued for a few minutes watching her writhe and jump with each stroke. I stopped the whipping and gently took her reddened balls in my hand, gently massaging them. I took a small bullet vibrator and affixed it to the metal cage and turned it on.

I untied her legs and arms to have her turn over and get on her knees and elbows. I re-secured her hands and then tied her at the knees to keep them spread wide. I brought the whip back into play and ran it the length of her body occasionally striking her lightly with it. I started softly rubbing her plump ass with one hand and then striking her with the lash. I loved watching her rear end turn red with the whipping and struck harder to make her flinch with every touch.

I finally tired of playing with her and my hard cock was ready to find a nice warm hole to be in. I set the lash aside and lovingly caressed and kissed her rump. She was still jumping with every touch so I knew that her senses were over stimulated and that she would get double pleasure from now on. I removed the plug from her gaping hole and replaced it with my mouth and tongue. I felt her begin to slowly relax as the realization that pain was being replaced with pleasure.

I leaned down and kissed her cheek, told her that I loved her and forgave her for being bitchy earlier, but now I was going to fuck her like I wasn’t ever going to get to do it again. She thanked me for forgiving her and told me that I could fuck her anytime I had the desire or need. Moving behind her, I lubed us both up and easily slid my rigid cock into her waiting hole. Because of the size of the plug I had used, I didn’t need to go slow until she got accustom the having me in her ass. I plowed myself into her, enjoying the warmth of her ass. I felt her tighten up and start squeezing my dick with her ass.

I knew that I wasn’t going to last very long once she had started moving with my thrusting and her moaning let me know that she was straining to have release also. I didn’t want her to come in the cage. I readjusted my angle, so I wasn’t hitting her prostate and while giving her a little less pleasure, the change was just what I needed to get my release. Grabbing her hips and thrusting deep, I emptied my load into her waiting ass. I squirted load after load of cum into her. She squirmed and bucked and pushed against me trying to reach her own orgasm but to no avail. I pulled out leaving her nothing but air to thrust and buck against. Her orgasm ruined, even just for now, brought tears and sobbing.

I let her calm down while I took a moment to recover. I remembered the little vibrator still attacking her caged cock and turned it off. Another moment to untie her legs and arms, I rolled her over and laid beside her, gently stroking her body. She quietly asked if I would please let her cum. I assured her that I was going to take care of that task presently.

I removed her blindfold and released her hands from the restraints. I kissed across her face with “love you’s” and worked my way down her body. I kissed away all the reddened marks on her tits and lovingly sucked on her nipples. I knelt beside her and unfastened her cock cage, releasing her to get hard and ready. I kissed on all the marks the cage left on her dick as it strained to be hard and erect. My tongue teased her glans and her balls until I finally took her into my mouth and rapidly took her deep. I held her there, breathing through my nose, feeling her grow in my throat. I began trying a swallowing motion with my throat and she felt it immediately grabbing my head and unleashed in my throat without warning.

I greedily swallowed it all down and held her in my mouth until she softened. We cuddled for a while without talking until she asked to go and clean herself up. I gave her permission with the cue that we were done with the dom/sub play. She asked if I would join her in a shower then.

I didn’t need to be asked twice for that one. We washed each other slowly and deliberately, making sure that every inch was cleaned.

After we dried off, Shari went to get us a post-coital snack while I tended to the cleaning of the toys and getting everything put away. Ice cream in bed with the naked woman you just whipped and fuck to tears has got to be one of the greatest pleasures in life, right behind curling up to sleep next to her.

Since neither of us had remembered to set an alarm, we overslept and had to rush to get to work with only coffee to fuel our morning. I met Becky for lunch and a stop at the jeweler for the final design approval, which meant that except for the final check to make sure that all the stones were properly secured, it was finished. Becky gasped when she saw it and said that Shari was going to love it.

Becky then burst my bubble of great feelings by asking what my kids had said about the pending engagement. I had to admit that I had totally forgotten that I needed to ask them. They both knew about Shari, what she was and how I felt about her. I told her that I would call them as soon as the time zones made it practical. Shari had her counseling group tonight I could call my son in Japan where he worked as a structural engineer specializing in earthquake resistant buildings. I did usually talk with him once a month, so he wasn’t surprised when I called except that it was earlier than I usually called.

He was happy for me that I had found someone who made me feel complete and hoped to meet her before the wedding. It really made me feel good that my kids were open minded enough that they not only didn’t mind that I was seriously dating, but they also didn’t mind that she was a trans woman. My son made it even better by his happiness that I was wanting to get married again.

I would call my daughter in the morning as she was with the State Department in Stockholm.

I still didn’t like sleeping alone at night anymore. Shari and I had kind of worked out a schedule where we were not together only a couple of times a week and never on consecutive nights. This was one of those nights. Her group sessions could sometimes last well into the night as they never wanted anyone’s problems or issues to go unresolved or at least manageable. The other night was more random and most often when one of us had something to do with work.

My daughter was also thrilled for me and Shari and wanted to know when I was going to pop the question. I told her about the upcoming trip and the plan that Becky and Kurt had come up with. She asked if she and brother would be welcome to be there and I told her that I would love it if they could be. I gave her Becky’s number and told her that I would give Becky a heads up that she would be calling.

The day for the trip finally got here. The ring was secured with Becky so it wouldn’t accidentally be found in my luggage. Everyone had travel arrangements made along with rides to the villa from the airport. I was excited but not nervous in the least. I would leave it up to Shari to pick a date for the wedding and I hoped that it wasn’t going to be months away.

We made it safely to the villa. Becky gave us the slightly larger bedroom saying that she liked the décor in the room next door, even though when we all spent time at night together, we were in our room. The first day was spent letting our bodies adjust to the time change and jet lag. Day two was sightseeing and shopping in town and followed by an evening dinner and a play. The third day we took the car and drove around exploring the area and found a winery for some local entertainment and wine tasting. I opted to be the designated driver and only had a couple of glasses early.

Becky was really feeling her oats and wanted to spend the night with the four of us in bed but was also too drunk to be a fun participant. We had nothing on the agenda for the next day and the promise of a beautiful day in the villa filled with all the fucking and sucking she could desire sated her for the time being. The day after that was the big day and we would be gone all day on a boat excursion while our surprise guests arrived and got themselves secreted away. Becky had worked out with Jan to oversee that part of the plan. We had done a head count, and some couples were going to need to be doubled up for a night or two, but we didn’t think that would be a problem, and she was counting on Shari and I having our own room.

Becky’s horniness had rubbed off on Shari and she wasn’t nearly as drunk. Our gentle, slow, passionate lovemaking lasted late into the night. We took each other in every way we could think of that night. My personal favorite was the way we ended the night, with us finding that magic position scissoring each other with our cocks buried in each other’s ass. Not an easy position for two middle aged perverts but one that I hope will become a regular thing.

Morning brought a chipper and outgoing Kurt and a headache nursing Becky. Shari fixed her up with a hangover cure that kicked in eventually. Kurt had given the staff the day to do what they wanted as we would be around the villa all day and quietly reminded them of what was going to happen tomorrow.

Once Becky started feeling like a normal person again, we did start the fun that she had been promised last night. Becky started things by removing her top and encouraging Shari to do the same. Shari’s breasts were larger and stood up firmer and higher, advantage to implants and never having kids, but Becky’s had that natural sway and larger, more prominent nipples. Believe me, both were a joy to feel and suck on.

Becky and Shari locked in an embrace and ran their hands over each other’s bodies. Kurt and I just sat back on the veranda enjoying the show. It wasn’t long before we were all naked, enjoying the warmth of the sun on the large open area of the veranda. Kurt and I pushed a couple of the big loungers together and moved the girls to them. Becky was not shy about what she wanted in the least. She left her attentions to Shari’s breasts and dick and grabbed me instead. Shari turned to Kurt to pull him closer to her.

Watching the two of them had both of us semi-erect but their mouths quickly finished the job. Becky laid me down on the lounger and straddled me and lowered her wet pussy onto my dick. She asked Kurt to take her ass and told Shari that she wanted her in her mouth. I guessed that this was what she was wanting last night while she was too drunk to even ask for it.

Kurt and I found a rhythm fucking her pussy and ass, Shari thrust into her mouth as we rocked her forward. It took no time for Becky to start having orgasms. It felt like she was having a vaginal orgasm followed by an anal one followed by one from her throat and then repeating over and over. I’m not sure how we kept going for as long as we did. Becky was having orgasm after orgasm but refused to slow down.

I was able to lift my body up and find her swaying tit with my mouth. I locked onto her nipple suckling away while using my tongue and teeth to give her even one more stimulus to enjoy. My little change in position also made a change in the direction my dick was hitting her pussy and rubbing against Kurt in her ass. I heard him grunting and could feel him thrusting harder. I was able to get ahold of her hips and hold her still with my dick buried deep in her, letting Kurt find the right spot to finally unload into her ass.

I could feel his dick throbbing as he pumped his cum into her. I saw Shari’s balls draw up and deposit their cream into Becky’s waiting throat. I gave in and released my seed deep into her pussy. Poor Becky was shaking and trembling with continuous orgasms even after the three of us stopped fucking her. I wrapped my arms around her, holding her close when she collapsed onto me. Kurt rolled off to the side and did the same while Shari moved to the other side and stroked her lovingly until the shaking as sobbing subsided.

Shari was whispering softly in her ear and even being as close as I was, I couldn’t make out what she was saying. Still weeping softly, Shari helped her untangle from Kurt and me. She helped her off the lounger and telling us that they would be back in a bit, led her into the villa. She signaled to us that we should stay there.

Kurt and I obeyed, kind of. We did go to the other bathrooms for a quick clean up but returned to the veranda for our recovery. I had heard the shower running so I assumed that the girls were doing a clean-up as well. It gave me and Kurt a chance to talk. He told me that Becky was under a lot of stress at work, and it was looking like she might be jobless in the very near future. I apologized for adding the stress of my plans to that and had I known I never would have imposed going ring shopping with me on her. He assured me that picking the ring and planning this event was about the only bright spot she had in the last few months.

There had been some management decisions made over the last couple years that she wasn’t a part of, that left the company in a very precarious situation and, somehow it had now fallen to her to fix it, but management was fighting her on making any changes and she was very close to walking away from it all. We discussed the trials, and tribulations of the post covid workforce and getting the most effort out of them.

It was almost two hours later when Shari and Becky came back out to join us. All showered, dressed, made up and they informed us, very hungry. Becky apologized for her little breakdown. Kurt told her that I had been filled in on her work issues. Shari told us that they had been having some long discussions as well and had decided everything was going to be alright.

Kurt and I went and dressed, and we all headed into town to see if we could find a mid-afternoon meal. We found a café that wasn’t busy and sat out on the patio to enjoy the sights and sounds, as well as the food and wine. Becky was taking it a lot slower with the wine today.

We ate off the Tapis menu, so it was more like grazing while we talked. Becky filled us in on the things at her job and we all agreed that if things didn’t turn around soon then she should be looking for something else. The big problem was that we were all now of that certain age when finding a new job wasn’t all that easy and starting over wasn’t a great prospect either. They were comfortable with them both working and would be okay if it took her a while to find something, but it would be a problem if it became long term.

Kurt and Shari could only report that they were both doing fine at work, and everything was going great. I felt bad that I was the one to let them know that it was looking like I was going to be able to step away from full time supervision and move into a part-time consulting and cherry-picking projects to get involved with. We had sat and talked well into the late afternoon and the regular early diners were coming in.

Back at the villa the girls found a cozy corner for more talking, I assumed, girl talk while Kurt wanted to know more about my big project. The staff had returned and were getting everything set up for the evening. The girls found a deck of cards and we ended up playing bridge for a few hours. It was girls against guys, and they beat us five out of seven games.

Our cruise was early in the morning, so we called it an early night. Becky hugged Shari and I and thanked us for being such good friends and all that other stuff. We said good-nights and went to our rooms. Once Shari and I were snuggled warm in bed, she filled me in on Becky. Apparently, a couple weeks before the island trip, the CFO of the company quit suddenly and left without any notice. The board, who had given him unlimited power with little supervision and oversight, had complete trust in him and thought that everything he did was a great money-making idea.

They had offered her the CFO position the week before our trip and she had barely had a chance to get moved into the office. When we got back, and she started reviewing the books for the last 5 years she found out that he had been cooking the books and had skimmed millions off into personal accounts. The CEO and the board made the cover-your-ass decision to cover it up rather than report it and go after him. Becky had figured that the shit was going to hit the fan when their “true” semi-annual report came out the next month.

As CFO now, it was all going to land on her. It was either take it and watch the company she really cared about die a very quick and painful death or leave and make a public statement about the condition of the company and let the board take it. It was obvious to me which one was the best option, but Becky thought that with the right moves, it could be saved.

Shari told me that her little breakdown this morning was partly from the stress she was under. They had spent a long time talking after and Shari had finally gotten that out of her but there was something else that she refused to talk about that was eating at her. She had sworn that it wasn’t anything to do with Kurt or the kids, so Shari had let it go.

We were all at the pier for our lake/river cruise to see and hear all about the old castles and villas along the shores of Lake Lucerne. Breakfast and Lunch were being served on the cruise and we would be back at the pier around 3. Disembarking and driving to the villa the long way would get us back around 4:15. Everyone should have safely arrived and hidden away.

We docked five minutes late. I found myself worrying that something, somewhere, was going to go wrong. All the careful planning and misdirection we had been pulling off the last few weeks was going to be all a waste. Kurt held me back and told me to get my stuff together or Shari was going to figure out something was up. I nodded and took a deep, deep breath and let all my tension go. He laughed at my sudden change and slipped a small velvet box into my pocket.

Back at the villa, Becky rushed ahead declaring that she needed to pee. Kurt took two steps at a time following her. I held Shari close as we climbed the stairs together. Instead of heading inside, I directed her over to the stone wall overlooking the valley. We stood looking out at some of the castles we had seen on the cruise. Shari was commenting that she could see that spooky looking one that they told us was cursed and didn’t notice that I had gotten on one knee beside her. When I didn’t comment she turned, saw me and gasped.

Holding the box in my hand, I started the speech I had been preparing for a month. I told her that from when we first met, even before I knew who she was, I felt a connection to her that I had only ever felt once before in my life. I loved that from the moment we first started seeing each other I was always so comfortable and relaxed around her. I didn’t have to watch every word that I said in fear that it would be taken the wrong way. She had softened my belief that I would never get married again and changed it into the desire to never be alone again.

I decided weeks ago on the island that I was going to ask her to marry me and when Becky and Kurt had asked us to go on this trip with them, I couldn’t have contrived any better opportunity. Shari had never stopped looking at me and that small box in my hand, so she hadn’t noticed that the veranda was filling with people.

Shari, I finally asked, will you complete me and agree to marry me as soon as we can? I opened the box; the afternoon sun caught it just right and the ring sparkled with all its faceted glory. She gasped at the sight of the beautiful ring and started shaking with her yes, yes, yes. I stood, took the ring from the box and slid it perfectly on her finger. She just stared at it for several seconds then wrapped her arms around my neck. The crowd around us erupted in applause. Shari jumped with surprise. She had not even noticed the fact that there were about a dozen people surrounding us.

We got hugs and kisses from everyone. Shari knew all but four of them and I knew all but one. I got to introduce her to my daughter, Molly and her former college friend and now longtime girlfriend, Megan, then to my son, John Jr, who introduced us to his girlfriend, Miko, a dark-skinned Japanese beauty.

The girls all oohed and aahed over the ring that I had picked out. I gave credit where due and admitted that Becky and Kurt had helped. The staff had put out food trays and assorted bottles of wine and local beers and quietly disappeared. I introduced my kids to my circle of friends. John had heard of Jim, both being in the tech field and Molly and Meg both had gone to the same college as Jan and knew of her athletic legacy there.

We all got food and split into groups to eat. The group let Shari and I have the big table with the kids. I noticed that Miko had made a point of sitting next to Shari but thought nothing of it. They asked about my new group of friends. John apologized but said that he had to ask if Billie was of age. I laughed and told him her real age and that she loved playing the Lolita role and was really good at it. He looked to Shari for confirmation, and she told him how old her kids were. They asked how I met them, and I was honest about it. Months after their mother had passed and life had become a new normal, I started looking for something to fill the emotional and sexual needs of a healthy male.

I had a friend who was on the fringe of this group and kept asking if I would go as their plus one. I had finally relented and went with them to a party. I hit it off with most of the people in the group and while my friend drifted away, I kept coming to the parties, sometimes with a date and sometimes not.

Shari had come to a party as a guest and we had developed a friendship, then dating, and now, here we are. Molly commented that she wasn’t a bit surprised that I fell for Shari, kidding that I did have a type, then adding to Shari that is she was 20 years older that she would fall for her too, which earned her an elbow from Meg. John admitted the same thing, but he added for a different reason which made us all look at Miko who shyly nodded to the affirmative.

We asked if they would share their story. John told us that they had only been dating a few months, but things were getting serious. He said that he hadn’t been happy with his dating life in Japan, the women all seemed so giggly and demur and, in his mind, a woman should be strong and confident like mom was. After I had told him about Shari, he got curious and started looking into trans relationships. He matched with Miko on a dating app, and they started talking.

When they agreed to meet to have drinks, the address she gave him to meet her at was his office. Turns out that she is one of the few female managers in the company managing the accounting department. Their date had gone exceedingly well as did the second and the third and lunches at work and dinners after. We asked Miko her side of the story.

She started with her grandfather; a black American soldier stationed in Japan during the Vietnam war. He did stay in country with her grandmother once he was discharged which made it a little easier for her mixed-race mother, but she still had it hard growing up. Her mother was lucky enough to get a job with an American company with the help of her dual citizenship, where she met another Japanese American with a similar story and they fell in love.

Miko was born after a very short pregnancy and just months after a rushed wedding. She said that she knew from a very young age that she wasn’t the boy they tried to make her be. Trying to be an obedient Japanese son, she tried to do all the things the other boys did but never did them very well and in the privacy of her room, she did what the girls her age did. Her father discovered her ‘stash’ of girly things when she was twelve and just starting puberty. His reaction to that discovery caused a lot of pain, confusion and doubt in the mind of an already confused pre-teen.

Against her father’s wishes, her mother took her to a counselor who at first thought the issue was the darkness of her skin compared to her peers, like her mother had experienced. Different times, different problems he finally realized. There were enough mixed-race people in Tokyo now that her dark skin barely stood out. What did stand out was the fact that Miko had acquired a breast pump from the neighbor’s trash to try to make her breasts bigger and regularly bound her ever-growing dick to try to stop it.

Once she was getting the counseling she really needed the rest started coming easier too. Her father was still not totally on board with her decision to transition but at the same time was proud of her accomplishments in her job. They had a strained relationship. He loved her but struggled to understand why she wanted to live her life as a lie. He still can’t grasp that living the other way was the actual lie in her mind.

Shari had been holding her hand the entire time and gave her a loving hug when she finished. Molly and Meg got up and did the same. John broke the spell choking out that he guessed that if he and Miko didn’t work out that he would be the one everyone would be mad at. Molly punched his arm and said that he always was an easy target for that.

Jim broke up our little family reunion asking us to come and join the rest of the party inside. We gathered our plates and moved inside just as raindrops started to fall. I told Jim that, as always, his timing was excellent. We refilled drinks, took the food to the kitchen and resettled in the great room in front of a crackling fire. I smiled at Shari staring at the ring on her finger catching light from the fire. Molly noticed too and gave me a pat on the back and told me that I had done a good job.

Jim asked for our attention. Telling me that I would have to fill in my kids later, he told us that he had been shopping the game we played on the island around to some select companies that specialized in marketing that specific type of product. He had made a couple of changes. He had broken it into two separate games. One for 2 to 6 players, dubbed The TaskMaster I, and the original for up to 20 players, called The TaskMaster Plus. His logic was that the one could come in at a lower price point and would be a better option for those not nearly as adventurous as the bunch of us were.

He nodded to Jan who got up and took envelopes from Jim, passing them to us. Jim told us that this was our share of the advance on the game and royalties would be following once the games hit the market. Kurt showed Becky the check and she jumped up, ran to Jim and gave him the biggest hug she could muster while sobbing. My poor kids and their partners were just looking at us having no clue what was going on.

I told them that I would explain later, while Kurt told everyone that Becky was having issues at work and that was now not going to be a problem when they got home. Jim fielded questions from all of us about The TaskMaster, his improvement, how long before it might hit the market. John kept asking questions about what exactly the game was and how it was played which Jim artfully sidestepped and gave vague answers and it was driving John crazy and Molly was starting in as well. I finally asked the group if they minded if I revealed the purpose of the game to my kids. They all kind of looked at each other and said that it was my kids I was revealing my secrets to and if they promised that it stayed in the family, go ahead.

I told the kids the real purpose that we all met once a month. We didn’t just eat and drink, we spent most of the time having sex with each other. Some of the parties were as many as 30 couples but most were 10 to 15 couples. The 8 of us were, along with 4 or 6 others were pretty much the core of the group and the others came and went. The kids tried to look shocked and surprised that their dear old dad was a sexual pervert that attended monthly orgies, but I think somehow, they knew more that they let on.

Anyway, I went on, last month when Shari and I went to the island with Jim, Jan and the others, Jim used us as beta testers on this new invention of his, and after it wore us all to a frazzle, we gave our approval to the concept and the results. Jim had promised us all a cut if it ever went to market and you, pointing to John, know how good he is at doing that. I showed him the check that Jan had just given me, and he gave a long low whistle.

With that revelation out in the open, our friends could act more in the way that they normally did. Business off the table, we mingled and visited. The guys finally got to get a look and Shari’s ring and approved.

The evening wore on and some were starting to feel the effects of jet lag and yawns started making their way around the room. Becky made her way over to Molly and John to inform them that even though they had said that they had wanted to have a room together, there was going to be a room available if they wanted it. They thanked her but said that they had a lot to catch up on and would be up all night.

Billie had been staying near Kurt most of the night and Becky had been all over Jim and Jan since the checks had been distributed. I had already been told that Shari and I would be alone tonight, so all the sleeping or any other activity room arrangements were set.

The kids and their partners bid us all goodnight and headed off to their slumber party, Kurt and Becky told each other good night and headed off with their respective partners for the night leaving Shari and I to head to bed for the first time as an engaged couple.

As our custom, Shari got the bathroom first for her bedtime rituals, I followed when she emerged, all moisturized, de-wrinkled, and exfoliated. I found her just as beautiful without make-up as when she made herself up to the nines. Of course, without make-up I could see her freckled nose and cheeks. I also noticed quite happily that tonight was a sleeping naked night. I hurried through my night prep and joined my fiancée in bed where she was again looking at her ring.

I told her that I wasn’t planning to become second for her attentions to a silly little piece of rock, to which she responded that I shouldn’t have picked out such a pretty one then because girls are always bedazzled by pretty, glittering things and proceeded to climb on top of me. She began running her nails across my skin raising goose bumps all over my body. She started focusing on my nipples which made one particular goose bump get very aroused. Shari moved slowly down my torso until that bump found its warm home waiting for it. I slid easily inside her readied ass.

I reached to caress her tits and play with her nipples. Her nails were leaving marks on my chest while she rocked back and forth on my cock. Her ass gripped me tight. She moved my hands to her stomach and leaned back so that my dick could find her prostate. I used her leaking pre-cum to stroke her hardened dick. I felt her dick grow in my hand getting ready to release her load onto my stomach. I wanted so badly to roll her over and drive my cock into her wanton ass, but she was so close to cumming I resisted.

She reared back and holding in a scream, spurted cum clear up to my face. Three times I felt it hit me before the rest weakly made it to my chest. Her body held rigid while she let the orgasm calm. When I felt her start to relax, I rolled her over and holding her legs high in the air, pumped my cock back deep into her ass. She wiggled her plump ass against me until I grunted out my own orgasm and filled her with my cum.

I finally collapsed on the bed beside her, pulling her close. Our lustful desire spent, we laid side by side and talked.

She only wanted a small wedding with our friends and family, I agreed. Although I knew it would be hard to get Molly and John back. She wanted a casual catered reception, possibly even just several food trucks. Again, I agreed. The honeymoon could wait but what if, instead of the usual one destination trip, we went to Stockholm for a few days to spend time with Molly and Meg, then go to Tokyo to visit John and Miko. We would have all kinds of time and opportunities to travel the world, but she wanted to get to know my kids.

I thought that she was being considerate and thanked her but asked why she wanted to do that. She offered that she noticed that we rarely saw each other, and we should start making a point to do so, and she was going to finally be a mom, albeit a stepmom, but still a mom. She wanted to get to know them and be a part of their lives as well. She felt strongly that I needed to be more involved with my kids’ lives and if it had to be her that made that happen, then she would do it.

Pretty much the only thing not decided was a wedding date, but Shari assured me that it would be within the next few months, oh, and where we were going to live. Sleep claimed us both mid-conversation.

I woke to a light tapping on the door. I squinted at the clock and saw that it was 5:30. I croaked out a soft yes, who is it. John answered that it was them and asked if we were up. I asked him to give us a couple minutes and woke Shari. Always the morning person, she popped up and went into the bathroom. I grabbed some underwear and my robe and let our early morning guests in. Shari emerged in modest pajamas, a robe and hair brushed out. She took over as host while I went into the bath. They had brought coffee so their early visit wasn’t entirely unwelcomed.

I made myself decent and joined them. Everyone had found a place to sit or perch and left a chair for me. Apologizing for the early morning visit, they explained that none of them had slept yet and they were leaving early afternoon. I told them that it wasn’t a problem unless they had decided to try to talk Shari and I out of getting married. Molly laughed out loud, Dad, she started, you are happier now than you have been for years, and you forget who I work for. Your new friends and most of the rest of the group passed the muster a long time ago and Shari here, well, she came in with glowing reports days after I figured out you were seriously seeing her.

I was shocked. You mean that you have been keeping tabs on me for that long. She just gave me the ‘you should know better’ look. Dad, I work for the State Department in a role that, yes, requires that my family needs to be checked on. Shari commented that she had never said what she did, and Molly answered that she probably never would until well after she retired.

Anyway, she said. Have you two made any decisions about your wedding. Shari took the lead on this one. Simple wedding, small, close friends and family. Casual reception, catered or food trucks, DJ. Nothing splashy. No date but the sooner the better, within a few months.

The kids all nodded at each other. John asked if we would consider a couple of changes. I asked what changes. Looking directly at Shari, he said a little larger than you might be thinking and instead of one marriage, how about three. I looked at their heads nodding at me and then at Shari grinning ear to ear with the same nod. Somehow, I was even happier now than I had been yesterday. He continued, mostly to Shari, that they knew it was a big request, but they wanted her to know that they all accepted her and wanted her to be a part of the family.

Molly told us that part of their conversations last night was that I had given them their freedom to live their lives and make their way in the world long enough and they had done the same with me after mom passed. Now that it seemed that life was now converging for all of us, why not bring it to full union. Molly and Megan had been talking about getting married for over a year. Living in Stockholm with the European attitudes about same sex couples made their relationship easy and that there had been changes in the government that took the ancient restrictions off the books as well.

John said that he and Miko, while not having been together nearly as long as Mol and Meg, also lived where their relationship wasn’t a big issue either. Miko’s family had generally accepted her as her and when she brought John around her grandmother was beside herself with joy. It didn’t hurt that John was very fluent in Japanese and had studied their customs. The second time he was invited to Miko’s home, her grandmother told him to address her as grandmother, which pretty much made him a family member.

I asked if they would give Shari and I a minute or two and we went into the bathroom to talk. By the time I got the door closed, Shari was barely able to contain herself. Pulling herself together, she told me that their request validated their statement that she had been accepted into the family and she insisted that this triple wedding take place as soon as we could get the details worked out. I thanked her for being the wonderful and beautiful person that she was to be so willing to share her special day with my kids, that she had just met. It was a big ask but she was all in and couldn’t wait to let them know.

Opening the bathroom door, Shari beamed as she entered the room. Giving all four of them a huge hug, she told them that having a triple wedding sounded like a fantastic way for all of us to become a family. She informed them that up until a few weeks ago, the thought of planning a wedding had never crossed her mind. It was while we were on the island that she also felt a change come over our relationship and it sparked a very small flame burning in the back of her mind. Shari continued; I told you earlier my thoughts about what type of service we had talked about. She personally would like to have a religious wedding but if the others were against that she understood, and we really could have three completely different weddings in one if that was what we needed to do.

Miko told us that her family was Christian back to her grandfather and that she would like a religious ceremony. Molly and Megan were also okay with that. While not practicing church goers, we were all believers. Shari told them that she had a friend and co-worker that was licensed and an ordained minister and, if they approved, she would like to have him perform the weddings. Miko asked if a translator would be a distraction because several of her guests would need one. I chimed in that we had a friend that would be able to help with that and no, it would not be a distraction.

Shari instructed them that she was going to need contact info for all of them and needed to know who was going to be the one deciding wants and desires for the service, reception and all the other minor things that were going to come up. Megan and Miko were designated deciders relegating me, John and Molly to the groom’s role of being there.

Somebody’s stomach let out a loud grumble and the rest heard it, and all chimed in too. We headed to the kitchen to feed our hungry bellies.

Remember when I said that everyone relaxed into our comfortable selves after I had told the kids about our monthly orgies. Well, that comfort carried over till morning. We were all around the table having more coffee and working our way through a huge pan of sweet rolls when Billie came into the kitchen naked as the day she was born, told us all good morning, poured three cups of coffee and headed back to their bedroom. We all looked at each other once she left and started laughing. John told us that living in Japan, he knew how hard it was to judge age for some people, but he needed to see her driver’s license to prove she was more than 15.

Twenty minutes later when they all emerged from the room, they were all dressed somewhat appropriately, Billie being the exception, of course, wearing a Hello Kitty cropped shirt and matching panties. The others came out a few minutes later with Jan being the least dressed of them but she was dressed to go have her morning run.

Once everyone was up, Shari asked for everyone’s attention and announced that there was not going to be a wedding coming up, there were going to be three. The kids all got congratulations and hugs. Over breakfast plans were discussed, wants expressed, as well as the few I don’t want. Molly, while not wanting to be the downer of the group, reminded us that the guest list would very likely be scrutinized and there would be guests, not guests, at the wedding and reception, if that would be a problem.

We assured her that, while our group very active in immoral and sinful sexual activities, illegal drugs and sexual perversions were very strictly not allowed. None of us could think of anyone that might make the guest list that might be a problem and assured her that she would have a probable list as soon as possible. John asked about visas for Miko’s extended family and Molly assured him that there would be no issues there.

It got late enough that the kids needed to head to the airport. I got to welcome Miko to the family, and Megan, well she had been part of it since her college days, but I was happy that it was finally going to be official. I was also summarily informed that our weekly phone call was going to be video calls and if the timing could be worked out, it would be all of us.

Since the rest of the group wasn’t leaving till morning before the rest left the next day, we loaded up in the cars and went to town. The girls went to try to empty out the shops and us guys went to try to empty the pub. Kurt reminded Jim and me that with my kids on their way back home, we might want to take things a little easy and save it for later tonight. He did have a very valid point. He was wise in that prediction, back in the villa with dozens of packages and bags packed in, we dismissed the staff for the night and started pairing off or tripling off.

I guess I need to clarify that, Billie came and led me to one of the big, overstuffed chairs, Kurt, Becky and Chuck went to one of the couches, and Jim, Shari and Jan went to another. Billie straddled me in the chair, pulled my shirt off, and informed me that I was getting my turn of what I had done to her on the island. She started with my ears, whispering all the things she was going to do to me as she slowly worked her way down my body.

Getting up long enough that we could finish losing our clothes, she knelt in front of me and continued her self-assigned task. By the time she reached her intended target she had every nerve firing. Her warm mouth hovered over my raging cock for several seconds before she engulfed me. She hooked her arms under my legs and lifted them. Releasing my cock from her mouth she switched to suckling on my balls, taking one then the other into her mouth gently. Gradually moving lower, her strong tongue found my asshole and soon had those nerves jumping with every touch as well.

She let my legs down, stood and turned her back to me. Grasping my cock in her hand holding it steady, lowered herself filling her warm wet pussy with my stiff cock. She played with my balls while riding me and could tell when they started to tighten up. Scooping up some of the fluids leaking from her pussy, she reached around and lubed her ass with them. She lifted off me and making that small adjustment, slid my cock into her slickened asshole.

The sudden change in tightness quickly took me over the edge and I pumped cum into her ass. I pulled her back to my chest and with one hand stroked, teased, and pinched her nipples while the other found her hard clit and played with it. Her muscles held me tight inside her until I completely softened.

I slid from her ass but continued to hold her close against me. We just laid there cuddling for a few minutes watching the others. Kurt, Becky and Chuck were in a daisy chain, Becky trying her best to take as much of Chuck’s massive cock into her mouth while he was sucking on Kurt’s nice sized dick. Kurt had his face buried in Becky’s pussy. From the sounds coming from their side of the room they were all getting close.

On the other side of the room Jan was on top of Jim sixty-nining with him while Shari was behind her fucking her doggy style. Every six or seven strokes, she would pull out of Jan’s pussy and shove her dick into Jim’s mouth along with Jan’s engorged clit. I was still resting my hand on Billie’s mound with my fingers very near her clit. I could feel her react every time Shari would slide her cock back into Jan’s pussy again. I began applying small amounts of pressure every time Shari shoved forward. We were at the perfect angle to watch and could see that cock disappear into Jan’s pussy each time.

I could tell that Shari was very close to cumming, so I increased the pressure on Billie’s clit with each of Shari’s thrusts forward. By the time we heard Shari moan out that she was cumming, I had three fingers shoved inside her and was rewarded with them getting covered with juices and Billie came with Shari and Jan.

Tonight, we all retired with our respective partners to our own bedrooms. Those leaving in the morning were leaving rather early, but we would be up to see them off. Shari was still feeling in charge and wanted to be the big spoon tonight which I never minded, especially when woken up with her hardness searching for its way inside me. It didn’t happen very often, but it did happen. I was disappointed when she woke me up with a kiss instead. Jim, Jan, Billie and Chuck would be leaving for the airport soon and we needed to say goodbye.

After getting them on their way back home and a light breakfast of scones and coffee, Shari and Becky went off to a corner to start in with wedding plans while Kurt and I went out to the terrace for guy talk. I had noticed a large telescope in a corner in the living room and brought it out with us. Kurt and I took turns scanning the lakeshore for anything of interest and talked. He told me that Becky had her letter of resignation written and would be turning it in the day after we got back, and it was effective immediately. He was going to go to the office with her and help pack all her stuff up.

She had started her letter to all the proper authorities to report the company for covering up the embezzlement. She had access to all the records and documents on her computer at home and would submit everything before they could scrub it from the system.

I was watching a small beach house down on the lakeshore that appeared to be hosting a rather large collection of young adults on holiday. The girls that were wearing swimsuits just as well not have been for as tiny as they were and most of the guys were naked or in small speedos that left nothing to the imagination. I locked the scope and let Kurt have a look.

We commented that it wasn’t nearly as private as what we had back on the island but none of those kids seemed to care. Young, invincible and living their best lives. Kurt said that he wished that he and Becky had discovered the joys of the swinging life much earlier in their relationship. They had struggles and issues in the early days of their marriage. Fortunately, their love was strong enough that once they both opened up to each other about their real wants and desires in life, they discovered that while they did really love each other deeply and that their love life was great, they both needed, wanted and desired more.

It had taken them a few years of experimenting, but they had found, by pure luck, this group and were happier than they had ever been in their relationship. Now that Becky’s work stress was going to be gone, he felt the sky was the limit for them.

Our taking turns peering into the telescope without ever moving it had caught the attention of the girls. They came out to join us on the terrace. Becky walked straight to the scope and looked to see what was keeping us so interested. She watched for several minutes before turning it over to Shari to see. She watched for several minutes before asking if our little Lolita wasn’t enough for us the last couple of nights.

Kurt went to take his turn and commented that looking at the menu was allowed after you had already ordered and besides, he was pretty sure that the two of us would love to have the chance to wear out a few of those young bucks down there too. Becky asked if we should invite them to us or just go join them there. We teased back and forth about us four middle aged perverts getting involved with twenty or thirty twenty something and who would have to give up first.

As we all took turns watching the developing orgy down on the lakeshore, Shari filled us in on what she and Becky had accomplished so far this morning. They had five possible dates picked out and four venues to be checked for availability. The two of them had come up with a long list of things to be investigated and checked. Shari complimented Becky on her skills organizing and thinking ahead to plan this all out.

We spent the day just being lazy around the villa. Someone checked regularly on the party down on the lakeshore, they were having a full-blown orgy now. Becky called us all over to the telescope and told us to check out the guy on the far right of the deck. Kurt gave a low whistle, Shari gasped when she saw, and I could only say Oh My God. This guy appeared to be older than most of the group and his cock was massive and hung clear to his knees. Several girls had gathered around him trading feels of their tits for strokes of his huge dick. I felt sorry for any of those girls that decided to try taking his monster, but I was sure that he would have some takers.

We had a dinner reservation for a Michelin star restaurant in Lucerne and the dress was fancy. The girls headed in to get all prettied up. Kurt and I really only needed suits but a couple of smarties and ordered tuxes for us. We were dressed and waiting when the ladies emerged from their transformation.

Becky wore a powder blue gown that was so low cut in front that her navel showed. The bodice just covered her breasts but was tight enough that there was no worry of falling out. It fell just above her ankles, but one side was slit up to mid hip. Her blond hair was curled and teased like she rarely wore it. Showing my age, I immediately thought of the Farrah Fawcet posters of my youth. I looked, and yes, her nipples were poking into the fabric of the dress. Her tall heels made her already nice legs even nicer.

Shari, having waited for us to fully appreciate Becky’s efforts to impress before she showed herself. My heart skipped a beat. Her long auburn hair was the waviest and prettiest hairdo I had ever seen. Her gown was the prettiest green that complimented her hair color perfectly. Off the shoulder with straps for sleeves around her arms. I’m not sure what held the top up because her tits looked like a slight sneeze would have them popped out. The sides were cut out showing her shapely waist. This dress had a slit as well but was in the front rather than the side. She struck a pose showing all her leg then slowly turned showing that there was not a back to the dress down to the cute little dimples at the top of her hips.