Vacation Bound

A weekend on the coast

We really needed to get away for a few days along. Life has a way of beating you down if you don't make time for yourself to unwind every so often, and both my wife, Gwyn and I were starting to burn the candle at both ends. Work, volunteerism, kids, and even social activities were all starting to feel like a burden, so when I suggested a week away together the idea was met with a lot of enthusiasm. We started to talk about what kind of a vacation we were needing, and I suggested to Gwyn that she plan something to her specifications, and that my only hope was that she would add in some form of 'surprise' for me.

The invitation to create 'surprise' was always an inherently sexual idea, and Gwyn knows my kinks and quirks quite well. She is generally willing to go along with most things when I bring them up, but is often unwilling to lead our play, and one of my most prominent kinks is that I am almost entirely sexually submissive. Asking Gwyn to lead a surprise would usually create an uncomfortable level or anxiety in her, and sometimes backfires into an unwillingness to take charge, but this time it was different.

Gwyn immediately agreed to taking charge of booking our time away, as well as creating a 'surprise' for me. She stated right away that "I've had an idea percolating in my mind for a bit, and this might be a great opportunity to make it happen."

I was intrigued, and excited by the idea, but certainly not worried at all as I would trust Gwyn not only with my life, but with my mental health, my secrets, my passion, and my heart. I knew that she would take care of me regardless of what her idea was, and that with her in charge we would have a great time both in terms of a break from reality, and also in having a sexual moment to bring us closer and deeper in our togetherness. Little did I know exactly how far down the rabbit hole she would take me.

The night we had the conversation about getting away, we were both feeling horny, and we managed to take an hour to ourselves to fuck and talk and play. She was goading me about our vacation while she rode my face to her orgasm, and then planted herself on my hard cock and rode and teased me until I came as hard as I had in months. Once I was sated, she slid up my chest and turned herself around and planted her ass on my face so that I could lick her deeply. I could taste her orgasm, and I think a little of mine, as she ground her ass on my tongue and rode herself to her second orgasm of the night.

When she collapsed next to me, and curled un into a spoon behind me, she whispered in my ear, "I'm looking forward to our time away. I know just the place, and I'm looking forward to treating you how you really want to be treated."

We slowly moved on, got dressed, and went back to our regularly scheduled lives for the next couple of months until the day arrived to leave on vacation.

Vacation day

The kids were planned for, jobs arranged, meetings rescheduled or cancelled, so we knew that from the moment we got in the car to leave we were free. Gwyn even instructed me not to pack my own bag, and said that she would pack everything I needed. In the trunk of the car was a large suitcase, our tennis racquets, my golf clubs, and a couple of extra pairs of shoes.

The only thing that happened that morning that leaned into anything sexual, was that when we were getting dressed in the morning, Gwyn gave me a new pair of thong panties and told me to put them on for the day. I enjoy crossdressing and we have played around that way occasionally, but she had never taken initiative in dressing me or asking me to dress. Crossdressing happened when I made it happen, and she was content to play along. When I was sliding the thong up my legs and tucking in my shirt to avoid accidental 'whale tail', I was excited to think that maybe there was lingerie and some women's clothes in my near future, but I kept that thought to myself, knowing that surprises are more fun when they are actually surprising.

We finished dressing and I loaded the car, and away we went. I knew that we were not flying anywhere, and that we were a couple of hours away from our destination, so I presumed we were heading somewhere on the coast. The drive was largely uneventful. We made good time, stopped for gas once, and drove into one of the cute little towns along the coast right about noon. Gwyn suggested we stop for a bite at a café just off the main road, and I easily agreed. It was perfect timing on the way to whatever Air BnB or VRBO place we were heading towards.

We entered the café and found a booth, and were just about to order some food when a woman came up to our table and introduced herself to Gwyn.

"Hello. You must be Gwyn. I am Lenore. I believe you were expecting me."

She didn't pay me the slightest bit of attention, and continued the conversation purely with Gwyn.

"Our mutual friend assures me that you both can and will be completely discreet. Do you agree to not share anything about me with anyone without my explicit permission, and to honour the terms of our agreement that me made over the phone?"

I smiled inwardly, assuming that her presence here was part of the surprise portion of our vacation.

Gwyn responded to the question with a somewhat meek, "Yes we do."

Lenore continued, "And do you speak for him as well. Can you be certain of his complete discretion?"

"Yes, absolutely," Gwyn replied.

"Excellent," Lenore stated. "Then I will sit and join you. You may move to the other side and sit beside your husband. You should make him stand so you can sit beside the window."

Once we were arranged per her instructions, Lenore continued speaking - to both of us this time. "I am Mistress Lenore. I will be in charge of the first portion of your vacation here on the coast. I have been employed for two days to act in my role as a professional dominatrix, to work with you both and teach you, Gwyn, how to properly and completely control and command your husband in all things sexual and more. I will teach you the art of domination, and science of control. If you listen, and commit yourself, I will leave you in two days having a much better sense of how your submissive husband would like you to control him. I will teach you how much power you have in your relationship, and how to wield it kindly, gently, and fiercely.

I will also work to teach your husband that submission can be about far more than just sex, and that acknowledging his willingness to be dominated sexually is just the beginning. I will teach him how to be a better husband, partner, lover, and friend. I will show him what it is like to submit completely, and find out if that is truly what he desires of his life, or if it is just a sex game that is limited to the bedroom.

I will work with you both to find the limits of your commitment to one another, as well as the limits of the physical pain and pleasure that are available to you if you decide to go further down the path towards a real female led relationship.

Does this sound good to you Gwyn? Is this all truly why you hired me?"

Gwyn sounded somewhat sheepish when she replied, "Yes," and after a few seconds she added "Mistress Lenore."

Lenore looked at me for the first time with any significance and asked me as well, "Does this sound good to you. Do you want to genuinely submit to Gwyn, and are you willing to submit to me in order to learn how fully you must commit to your submission to make it real?"

It took me a minute to gather my thought, and assess my situation, and stifle the level of arousal I was feeling about the entire conversation so far. I had doubts, about both my willingness to give myself over to submission fully, and about Gwyn's ability to take charge as fully as I wanted her to. I looked our guest in the eyes, and sunk fully into them. I imagined what it would be like to allow this woman complete control of my life for a time, and allow her access to my deepest secrets. It took a moment, but the words that came to me, and that I spoke out loud were "Yes Mistress Lenore."

"Good," Lenore stated. "I'm glad it took a moment to think through things, and though there may be things in the next few days which I need to punish you for, I will never hold those moments of hesitation against you.

That said, for the next two days you will both do whatever I ask of you without hesitation or question. You will obey my every whim in an instant, and if you have questions afterwards, I will provide you an opportunity to ask them when I see fit. I will take charge of these first couple of days of your vacation and make them my own."

Mistress looked at me and pulled a small pink box from her purse. "This gift is for you. Please take this gift, go to the bathroom and open it in one of the stalls. Use all the pieces of this small gift, which includes a new lovely pair of panties for you, and throw your underwear in the garbage and return to the table. Pay the bill, and get in your car and follow me in mine. I will lead you to your vacation home, and you may stay in the car by yourself until I come to get you. Do you understand?"

I hesitated just a moment, hardly noticeable, but Mistress noticed of course. The hesitation was not about the instructions, or doing whatever I was asked, but I didn't want to throw out the new panties Gwyn had given me that morning. I was about to ask her to allow me to save them, when Gwyn spoke up. "I think he is hesitating because he is already wearing panties that I gave him as a gift this morning. Perhaps he could change and bring them back to you to show you."

Lenore glared at Gwyn. "You will be punished for questioning my orders." And then she looked at me. "You will be punished for your hesitation - but now that I know the issue, you will be allowed to keep the gift. You will bring your current panties to me in my car before we drive away."

I stood and took the box from the table and went towards the bathroom, leaving Gwyn and Lenore at the table to sort things out. In the bathroom, I went to a stall and opened the box. There were a pair of black latex panties with a cut out in the back. They were the kind of thing that Mistress Lenore might use so that she had easy access to my asshole if she wanted to fuck me without anything in the way. The other part of the gift was a bejeweled steel butt plug and a single use package of silicone lube. I had used plugs on occasion, fantasizing about Gwyn fucking me in the ass, but this plug was larger than anything I had previously played with. I stripped off my pants and my new pink thong, sat down, opened the lube and used my fingers to lube my asshole. I covered the plug with the rest of the lube and started to slowly work it inside of me. I was about to cry out a little when the plug finally popped past my sphincter and settled into place. Once I took a moment to get used to the full feeling in my ass, I stood up and put on the latex panties. They fit well, but were very snug and a little uncomfortable around my cock and balls. I took a moment to leave the stall and check out my ass with the plug and panties, and I couldn't help but gasp a little at the sight. I was a little anxious about what the next couple of days might hold, but I really couldn't wait to get started. I pulled up my pants, washed my hands and threw aware the garbage, and put my pink thong in the gift box to give to Mistress Lenore.

When I left the bathroom, I returned to the table and grabbed the bill. Walking was not uncomfortable, but I did feel every step and I felt like I was swinging my hips a little more than normal. I paid the bill at the counter and left the restaurant. I looked around the parking lot a found Mistress Lenore and Gwyn in a cute red Fiat, and approached the driver's side. Mistress Lenore rolled down the window and accepted my gift and opened it immediately, taking the thong from the box and giving it to Gwyn, instructing her to keep it in her mouth for the drive.

I went back to our car and once I had adjusted for a moment to sitting on the new toy in my ass, I started the car and followed the red Fiat out of the parking lot.

I was surprised as I followed the Fiat that we were heading inland, not along the coast. Both Gwyn and I generally like to stay on the oceanside when we are on vacation and able to manage it. It took about 20 minutes to reach our destination, and the steep driveway led into a forested cottage that looked like a classic west coast getaway spot. Mistress Lenore came to my window once I was parked and instructed me to bring our luggage and hers into the entryway of the cabin, and then lock her car and sit quietly in mine. She would come to get me when she was ready for me.

I moved all of the luggage, and never heard a peep from either of my two guides, and once everything was moved and nicely organized, I returned to the car. I was intrigued at how much luggage Lenore had for a short two-day trip, but made myself excited thinking of what the contents of her three bags might include. When I sat back down in the car, I had to shift around a couple of times to make the plug in my ass more comfortable, and I found that as I shifted, I was aroused by the feel of the assless latex I was encased in.

After about 20 minutes, Mistress Lenore approached the car. She had changed clothes entirely, and was wearing a black leather dress and corset, her pale white breasts pushing up and out of her top. Her dark hair was pulled back into a ponytail, and she wore a remarkable pair of black patent heels. Her lips were a deep red colour, and she licked them as she approached the car to retrieve me.

"Come with me." I opened the door and followed behind her as she walked away from me. I admired the sway in her leather covered ass, and how beautiful she was in all of her power and control.

We entered the cabin and she took a moment to observe the well-organized luggage and thanked me for being so attentive to the detail of organizing the luggage appropriately. She showed me a door with a deadbolt leading off from the living room, and told me that it led to the basement. She commanded me to put her luggage in the master bedroom upstairs, and then return to the living room and strip down to my panties and plug. I was to fold all of my other clothes and place them on the couch in the living room, and then open the basement and silently go downstairs, closing the door behind me. Once I was downstairs, I was to sit silently in the chair in the middle of the room and wait for further instructions.

I obeyed every order, did everything as perfectly as I could imagine, and resisted the immense temptation to look in Mistress Lenore's luggage. When I stripped in the living room, I folded all of my clothes as well as I could and placed them tidily on the couch. I opened the door and could feel that it was very heavy, solidly built, and swung very precisely when it opened. I could hear regular sounds like a smack, and occasional moans coming from the basement, and again I was getting more turned on as I closed the door and moved myself down the stairs towards the sounds. When I entered the basement room, I found it was a dungeon, with a significant collection of bondage apparatus, sex toys, benches, a single chair in the middle of the room, and my wife hung from the ceiling with her arms above her, and her feet in heels barely touching the floor.

Gwyn was cuffed, and completely naked, and her ass and back were bright red with stripes. I sat down in silence and observed Mistress Lenore lightly, but insistently, taking the flogger to Gwyn over and over again. Gwyn moaned lightly with every blow.

Mistress stopped and looked and me and spoke. "How much would you love it if I allowed you to worship Gwyn's ass right now while it is all bright and red and hot? Would you get down behind her and push your tongue up into her, bringing her off while she is hanging there helpless? Do you imagine yourself getting up behind her and fucking her hard while she is bound from the ceiling? Or do you imagine yourself trading places with her, and it is you that is bound and helpless, and you that is being fucked and licked and flogged while she and I surround you and do anything we want with you?

Both are going to happen over the next couple of days, but for right now Gwyn is going to remain right where she is and you get to observe as I punish her. I want you to sit still, so I am going to bind your arms behind you on that chair and I'm going to gag you so that you remain silent. Then I am going to take a cane to your wife's ass and upper thighs leaving dark red stripes across her. This is her punishment for interrupting me in the café when I was instructing you to go to the bathroom and change. I told you both that I understood the reason, but reasons are not good enough to avoid discipline."

Mistress Lenore took cuffs from the wall and bound my arms behind me, and then took a ball gag and put it into my mouth and connected it around my head to keep me silent. The silicone ball stretched my jaw, but after a couple of moments I settled into the discomfort and just enjoyed the feeling of being bound in this scene.

"Once I have caned Gwyn five times, and given her marks to remember who is in charge for the next two days, it will be your turn. I will allow your wife to flog, spank, and eventually cane you as it was your hesitation that caused her interruption. You will both learn to obey without question, and Gwyn will learn that discipline is undeniable. If you carry on with her as your Mistress, and not just your wife, she will punish you for every transgression, and will always insist on your complete and willing obedience to her whims."

With that, Mistress Lenore took a cane from the wall and moved to the side of Gwyn, rubbing the cane gently over her hot red ass, and suddenly came down hard leaving a bright red stripe directly across Gwyn's ass. In short order, there were four more stripes, and Gwyn was lightly sobbing as Lenore reached up and disconnected the cuffs that were holding my wife to the ceiling.

They hugged, Mistress Lenore in her black leather, and Gwyn completely naked except for her heels. Lenore rubbed Gwyn's ass gently, and ran her hands across Gwyn's exposed breasts and nipples. Lenore took a moment and held Gwyn's face still and kissed her lightly and tenderly on the cheek and then the lips, leaving a red kiss mark on her cheek. She then spoke to Gwyn.

"Are you ready to discipline your husband for the hesitation that that was the cause of your punishment. Are you ready to take your control of him to the next level?"

Gwyn looked at me and smiled, and looked at Lenore and quietly said, "Yes."

Lenore uncuffed me, leaving the gag in my mouth, and led me to a raised bed and leaned me across it. She pulled my arms across the bed and cuffed them on the other side so that my latex-pantied ass was exposed to the room. She spread my feet apart and cuffed my feet to a bar which kept them spread apart almost as far as possible, and then raised the bed a little higher to the point that I had to stay on my tiptoes in order to maintain balance and connection to the floor.

I was hardly even in place when I felt the first stroke of the flogger. Gwyn was to my side, repeatedly and firmly giving me strokes with the same flogger that had been used on her. I could feel the heat as my ass reddened, and feel the sting as the back of my thighs got the same treatment. After a while the flogger stopped, and Gwyn showed me a leather paddle with the word 'Slave' on it. She didn't really hesitate before bringing that down on my ass and giving it a further reddening. I moaned with every stroke that hit me, and thought to myself how often I had fantasized about Gwyn paddling me for my disobedience, or disciplining me in this way. She worked her way down one leg and back up the other one, even taking a brief moment to tug and push on my plug as she ran her hand across my ass.

Lenore stopped her eventually and asked, "Are you ready?" to Gwyn. Gwyn replied by standing up and taking hold of the cane, the same one that had striped her. She moved into position behind me and Lenore spoke again to the room.

"Gwyn is going to give you 10 stripes. Her instructions are to cane you hard enough that the stripes are visible, and painful, but not to break the skin. If she hits you too hard, I will stop her and she will take your place and I will continue with any further punishment to both of you, but if she canes you hard enough, it will teach her how hard she should punish you to not cause any significant damage, but to remind you to always be mindful of your position."

With that, the cane came down. The first three strikes were probably a little light, but then they got harder and harder, but still within the boundary of not breaking skin. After 10 stripes, she stopped, and Lenore unhooked me and helped me to stand.

I could see my red, striped ass in a mirror on the wall, and Gwyn came to me and kissed me deeply, lovingly, and from a place of control. She whispered in my ear that caning me had made her wet, almost as wet as being flogged had made her wet. She rubbed my ass, and lightly spanked me one more time, almost causing me to drop to my knees, and then she moved back and stood by Mistress Lenore, looking at her for approval.

Mistress Lenore smiled.

"That was well done for a first time. Now both of you may go upstairs and get dressed to go out. I have an errand for you to accomplish before we have dinner together. You each have a room upstairs, obviously Gwyn gets the nicer of the two rooms." Lenore looked at me and commanded, "Take all of the luggage and distribute it, then you may get in the shower in the hallway bathroom. Leave the door open, and I will give you some directions before you are out of the shower and the bathroom. While you are doing that, Gwyn and I will choose outfits for both of you, and then you will be on your way into town to complete some tasks that I need you to take care of."

I made my way up the stairs, still dressed the way I was when I came down, and distributed my luggage and Gwyn's. When I opened my luggage, I realized quickly that Gwyn had packed for me in a very specific way. I had a couple of pairs of pants, and some nice golf shirts, but there were no boxers, only a couple of pair of socks, and lots of panties, stockings, and a couple of garter belts. There was also a box labelled Manscape, with a new electric razor kit and a note on it saying to use it when I went to the shower. I got hard with immediately with the idea of being allowed to dress femininely for our vacation, not to mention the idea of losing all my body hair and running stockings up my legs. I assumed that Gwyn was intending on choosing outfits for me to wear under my male clothes for the week.

I took my toiletries kit to the bathroom, and once I opened it realized that my usual items had been replaced with things that were much more flowery and scented. My usual blade razor had also been replaced by a pink one that looked like Gwyn's, and there was a card inside my kit that told me to take my time and shave myself completely aside from the hair on my head. I was to moisturize all over after shaving, and spritz with the perfumed body spray after my shower as well.

I stood in the shower and gave a first pass over my whole body with the Manscaping kit. It shaved close, and was relatively easy to use without cutting myself or causing any damage, but I knew that I would get closer with the blade in the shower while I was wet. I worked at the process of shaving, and while I was in the middle of my first pass with the blade, Mistress Lenore came by and opened the shower curtain to observe my progress. She turned off the water and ran a hand over my chest, balls, and ass, and told me I was doing fairly well, but to concentrate on cleaning up around my asshole as it was the hardest spot to shave clean. She also told me that my outfit for the afternoon was on the bed, and that I should put on everything that was laid out for me and be downstairs in half an hour.

I finished shaving, dried off, moisturized, and spritzed, and then went back to my room to find my outfit for the rest of the day. Along with the latex underwear from earlier, Lenore and Gwyn had laid out a black latex garter belt with 6 straps and sheer pink stockings. There was also an unpadded, snug fitting latex bra with cutouts for my nipples, and a satin and lace camisole. There was a pair of tight-fitting women's jeans, along with a black button up shirt of mine to go on top of my feminine underthings. Once I was fully dressed, I was turned on by the lace covering my nipples through the bra, and I noticed one interesting thing was that there were no socks in my pile - I assumed that this was not an oversight.

I dressed in full, and brushed my hair, and made my way down to the living room to the sight of Gwyn and Mistress Lenore curled up together in the living room. Gwyn was fully dressed in a tight black dress and made up as if to go out, and Mistress Lenore was still in her leather outfit from before. With Gwyn curled into Lenore's lap, she looked like a cat waiting to be pet. Lenore nuzzled Gwyn's neck and ran her hands over her entire body until they noticed me, at which point Gwyn stood and Lenore smacked her bottom lovingly and told her that it was time for them to go out.

Lenore gave Gwyn an envelope and told her that their instructions were in there, and that they were quite specific and they should be followed and that we should return in no more than three hours. Lenore intended to cook some dinner, and then the evening could carry on from that point.

I asked what shoes I was to wear out, and Gwyn and Lenore looked at each other and smiled. They presented me with a pair of white and pink women's tennis, and told me to put them on and be on my way. I was nervous about the stockings and shoes, but also incredibly turned on by my underwear and camisole, so I got myself set and we headed out. Gwyn put on a sexy pair of black heels, and we were on our way.

In the car, Gwyn chose to drive and leave me to navigate. She handed me the envelope and had me open it and read the note out to her.

"You will drive 15 minutes into Seaside, turn right on Beach Ave, left on Pink St, and in a couple of blocks you will see a clothing store called 'Estelles'. When you go in introduce yourself as friends of Lenore's, and ask for Maxine, and she will take care of you from that point on. Once you have tried on a few outfits, Maxine will tell you what to purchase, and you can each dress in your new outfit, along with any accessories that Maxine chooses for you, and go on to your next stop. You should walk three doors down from 'Estelles', and see an adult toy shop called 'Me and You'. Enter, and ask for John, and John has another note for you with a second set of instructions. If you are feeling daring, you may choose to buy something to surprise me, but at very minimum please follow John's instructions completely. I will have you both perform a fashion show for me when you get home this evening.

And have fun."

Gwyn and I drove in near silence. I tried to ask a few questions, but was shushed each time, so I remained pensive and considered my outfit, my underwear, and the feeling of the pink stockings against my legs as we drove to our destination.

When we entered 'Estelles', there was no one else in the store except for the staff. Gwyn asked for Maxine, and was introduced to a tall, blonde 30 something in a stunning dress that showed off every curve.

Maxine smiled and made small talk with Gwyn for a couple of minutes, before heading out into the store with both of us in tow. Maxine chose a bunch of outfits for us both, and they were definitely divided into two categories. Some of the clothes were distinctly chosen to dress someone who was the dominant one in the relationship. They were more masculine, harsher, with stronger fabrics like wool, and even leather. The other half of the clothes were more feminine in nature, softer fabrics like silk, satin, and lace, along with curvy dresses and sexy lingerie in feminine colours. There was no doubt which clothes were being picked out for each of us.

We opened a large changing room with space for both Gwyn and I, and we set to trying on the things Maxine had chosen. Maxine would occasionally walk into out changeroom and make comments on our outfits. She commented on Gwyn's dress, and her lingerie once she was partially undressed. The first time I was shocked that she came right in, but Gwyn told me not to say anything and that Maxine was our guide in this shopping journey. Gwyn pulled off my pants and shirt, and gave me a pink dress to try on. Maxine came in just in time to help zip me up in the back. She reached around and teased my hard nipples through the dress, and I moaned as she kissed my neck from behind me. The pink dress fit like a glove, and the stockings and tennis shoes completed the outfit on the lower half, but I clearly needed to get rid of the camisole, and the outfit called for heels and a more feminine hairstyle, as well as some makeup. Prior to that moment, I had never had a desire to crossdress publicly, or to try to pass as a woman, but it occurred to me while I was dressing in 'Estelles' that there was nothing I wanted more at that moment than a wig and a makeover.

When Maxine came in next, I was undressed again and about to try on a pair of super tight black latex leggings and a black bodysuit. Maxine was carrying a long-haired red wig that she offered to put on me, to help complete the looks. I agreed in an instant, and Gwyn and Maxine both assisted in getting the wig on me properly, both taking opportunities to grope me, and pull me towards each of them using my ass as a handhold. With my assless panties, I could feel their fingers nudging towards my exposed hole, and each of them were 'inadvertently' grabbing at and pushing an occasional finger into my ass. I was about to pass out from the unexpected joy of being used be both of them at the same time. Suddenly Maxine stopped playing with me and excused herself for a moment, and when she came back she was carrying a pair of breast forms which she slid into my partial bra and then helped me finish getting dressed. With the breast forms, and the long red hair, I looked into the mirror and admired my latex covered legs and my new breasts under the form fitting bodysuit. The forms had nipples, which were completely exposed, and I was rock hard inside my latex panties. I might have spent a little too much time admiring myself, as when I turned to look, Maxine and Gwyn were making out in the corner of the change room.

I had always known that Gwyn was open to being with a woman, and that she had a few lesbian encounters and one short relationship when in college, but in the past several hours I had seen my wife kissing two different women, and it was enough to both turn me on completely and to throw me a little. When they broke, Maxine commented on the matching stripes on our asses, and told us to pack up our couple of outfits and make our way to the cash desk.

Gwyn looked at me in my wig and breasts and told me to stay in the current outfit and just pack up my male clothes and the pink dress. By this point, Gwyn was back in her black dress and heels, and she pulled me out of the change room and led me to the cash desk. Maxine commented on how hot I looked, and that she would love to be able to be there when Mistress Lenore caned me next, and that she envied the training I was likely to receive over the next couple of days. Maxine looked to Gwyn with the next question.

"Would you mind if I gave her a little lipstick before she heads out onto her next adventure?"

Gwyn responded by licking her lips and said, "Of course, as long as you don't mind sharing a little more of your lipstick with me."

Gwyn kissed Maxine hard and deep, right there at the cash desk with a couple of extra customers in the store and an extra staff member hanging about. Maxine then took a lipstick from under the counter and proceeded to paint my lips bright pink to match my stockings. When I saw myself in the store mirror, it looked like my lips were liquid, and it was the sexiest thing I had ever worn. When we walked out of the store, I was wrapped in latex with long auburn hair and C cup breasts, I was just wishing for a pair of heels to complete things.

A few doors down we found the sex toy shop, and realized that along with toys, they had a remarkable selection of lingerie and costumes. We went straight to the cash desk and Gwyn asked for John to come and help us. John arrived shortly and it turned out that John was not anything that I was expecting. John was a crossdressing submissive, apparently like me, and arrived wearing what appeared to be a candystripers costume, with a short lab coat, and a short white skirt, along with pink nylon stockings similar to the ones I had been wearing earlier. He had a short bob red wig and full makeup, and asked how he could help us.

"We were referred by Mistress Lenore," Gwyn told him. John smiled.

"I should have guessed," was his only response. He reached behind the cash desk and pulled out an envelope. "Open it and I'll help you both with anything you'd like." He looked at me like a predator, like he wanted to eat me up. It made me feel a little weak in the knees to be looked at like an object by someone who was so obviously submissive in his own life.

I've never been turned on by men, but given my current outfit and what had happened so far that day, I was not entirely certain that my history had any bearing on what might happen in my near future.

Gwyn read out the note from Mistress Lenore.

"Welcome to the next phase of your errand run this afternoon. I presume Maxine treated you well and that you are now both right in the middle of some examination of your own sexualities, and also how you relate to one another sexually. I know that your husband is sexually submissive to you, and obviously to me as well, but I'm curious how he will respond to another person who is also obviously submissive. John is a test - but a willing one. Gwyn - you may use him in any way you like and he will be a perfectly willing subject for you to explore with. I encourage you to experiment and try things that you may not be quite willing yet to try out with your husband. Your husband may find he is drawn to John in curious ways now that he is exploring his own submission a little further. I'm not certain if he finds men attractive, but John has been known to attract and confuse a number of people in various sexual circumstances.

Spend an hour or so in the store. John will set you up in the storage room to try things on, and experiment with each other and with some of the toys from the shop. Find a surprise to bring home to please me. Just remember that at all times, Gwyn, you are in charge. If you want something to happen, make it happen. If you want something to stop, make it stop. You may find that you don't want John to tempt your husband, in which case make it clear and dominate both of them until there is no attraction between them anymore.

Enjoy your shopping experience, and I'll see you for dinner."

Once Gwyn finished reading the note to me, she went directly to John. "Please show us to the space we can use in the stockroom, and if you don't mind, I'd like it if you would come with us and stay with us for a while."

John led us to the back corner of the shop, and through a secure door into the stockroom. In the corner was an area curtained off that he told us we could use freely and semi-privately.

Gwyn grabbed John by the back of the head and kissed him deeply, smearing her red lipstick all over his face.

"Thank you - now please strip all the clothes, lingerie, shoes, and everything off of my husband. I want him fully and completely naked. You may leave his hair in place. I will return in five minutes and I want him naked and waiting."

Gwyn strode off into the store and left John to undress me. I knew it was what Gwyn wanted, so I allowed this strange submissive man to strip me piece by piece, taking off my shoes, leggings, bodysuit, bra and breastforms. With each piece of clothing gone I felt more exposed and overwhelmed. I was rock hard, and as John pulled the stockings down my legs, he took my hard cock in his mouth for just a moment, licking it erotically, and sucking gently before letting it go.

When Gwyn returned, John and I were standing silently, not acknowledging each other or my nakedness, or his full state of feminine dress. Gwyn brought back a few items with her that I assumed were going home with us, which only served to further arouse my submissive needs. She had a pink leather pair of wrist cuffs which she attached to my wrists and then to a hook on the wall. She opened a pair of ankle cuffs, which she attached to both John and my right ankles, forcing John to stand beside me looking out and me to face the wall.

Once we were cuffed and somewhat restrained, Gwyn pulled out a long leather paddle and ordered me to spread my legs wide and bend forward as far as I could. I placed my head against the wall and stuck out my butt to make myself more accessible for Gwyn. My ass was still a little sore in the caned spots from my punishment earlier, but it did not feel hot or uncomfortable aside from those specific spots. When Gwyn started paddling me, I could feel the welts flare up immediately, and the general sense of heat and excitement threatened to overwhelm me to the point of orgasm. I was surprised that Gwyn went straight to the paddle again after our moment earlier in the afternoon, but she seemed to lay into me a little harder and more intensely than she had earlier. It was almost as if she was a little inspired from our previous play with Mistress Lenore, and was trying to prove something to herself about her own ability to dominate and control me.

She had turned me bright red I'm sure by the time she stopped and I was uncertain how comfortable it would be to sit down in the car. After she stopped paddling me, she turned to John.

"Now it is your turn, John. Mistress Lenore told me that you like to be controlled, and that you are completely submissive to most women, but that you would really enjoy watching my husband be controlled. I want you to turn to face the wall, pull up your skirt, and bend to provide me access to paddle your ass. This means you will have to lean over my husband and this may be exciting, possibly for both of you. I want your panties to remain on at all times, and you may tease both yourself and my husband with your cock. Tempt him, make him want you, but I will be clear that at no time will you be permitted access to my husband's ass. I promise that if anyone is to take his anal virginity on this trip, it will absolutely be me - unless Mistress Lenore were to command differently. Now bend for me."

As soon as John was bent over with his ass up, Gwyn started paddling him. I could feel his hardness pushing into my ass, but with the panties on there was no way to get inside me. He rubbed against me, up and down, and after a couple of minutes, I felt him spasm behind me. I could tell that he had orgasmed in his panties, the wetness was dripping on my ass crack through the material.

Gwyn stopped the paddling, and removed the cuff from John's foot so he was fully free again, and then Gwyn told me to stay still.

"I have an idea for a surprise for Mistress Lenore, and John is going to help me arrange it. I want you to stay right where you are, facing the wall, and we will return in a few minutes after we do a little shopping."

Gwyn and John left to go to the store, and I stayed put right where I had been left. The curtain had been left open, and occasionally someone would walk through the stockroom, but no one said a word or came over to look closer or touch me.

When Gwyn returned, she had matching outfits for both of us. They were latex corsets, hers in black and mine in pink. Both had six-garter systems to hold up stockings - I assuming the stockings could be latex or nylon, along with a tie system at the back to make sure the corset was held in tight. I assumed that once it was on it would compress my torso and give me a bit of an hourglass shape, as well as limit the depth of my breathing.

John unhooked my ankle so I could turn and watch Gwyn get dressed. She invited John to help her strip out of her clothing, shoes, and lingerie. She had him help her into the corset, and position everything correctly so that it compressed all the right spots and John pulled the ties on the corset so that it snugged everything tight. Gwyn's breasts spilled out the top of the corset and she added black latex stockings to the outfit. John rolled them up Gwyn's legs slowly and connected the straps to her corset, locking her into a latex outfit head to toe. When she added her heels, she was a vision of the dominance that I had dreamed of for years.

Once Gwyn was fully dressed, she took her time and started on me. She sat John in the corner to watch, and she unhooked my cuffs from my wrists. She had a new pair of pink latex panties for me, similar to the black cutout version I had been wearing earlier. She also had a new butt plug with a pink jewel, and she lubed it up and slowly pushed it into me, enjoying the groan of pleasure as I was penetrated by the toy. The pink corset pulled into place and Gwyn inserted my new breast forms into the cups. She slid my pink stockings from earlier up my shaved legs, making me tremble in anticipation as she moved closer to my latex covered cock, but at no time did she touch me after she put my panties on me. Gwyn stood behind me and tightened up the straps on my corset. She pulled it as tight as she could until I had a difficult time breathing deeply, and I could tell that I was as compressed as I had ever been. I loved the feel of submission that came from letting someone else dress me, and compress me, as well as tease me and play with me. I knew at that moment, that I would absolutely do anything for my beautiful wife to make this experience happen again.

Once I was fully dressed in my new corset, Gwyn slid her black dress over top of me and down my body. It was a little loose, as Gwyn is slightly larger than I am, but it fit reasonably nicely over top of the latex and didn't look to bulgy. Gwyn turned to John.

"I'd like for you to make him up, lightly and quickly, so that he looks as feminine as possible as we walk down the street. Please help him into his tennis shoes, and have him ready to leave in five minutes. I have one last bit of shopping to do before we go, and I'll meet you at the cash desk."

Gwyn left John and I together, and John pulled out a makeup kit. He gave me a quick update to my pink lips, and put on a little blush to make my cheeks rosy. He fixed my hair a little and helped me into my shoes, and then he led me out into the store to the cash desk.

Gwyn had paid for everything by the time I arrived, and had one last item for me to wear. She kissed me lightly on the lips and reached around my neck to put on a pink leather choker with a hook on it, and the word 'Slave' in darker pink. All of our other clothes and purchases were bagged up, and when I walked out of the store, I was carrying four bags, and fully dressed as a woman. The only thing that could have been more feminine was if I had been wearing heels, but I would likely have fallen over non stop in those anyhow.

We said goodbye to John and thanked him for his time. Gwyn gave him a little kiss, and order me to do the same, and then we left. The walk back to the street was an adventure, and I couldn't believe that I had been controlled to the extent I had, but I looked forward to getting back to the house and showing Mistress Lenore our purchases and telling the story of our adventure.

When we got back to the house, we exited the car, and Gwyn had one last surprise for me. She removed her coat and left it in the car, and attached a leash to my collar, and led me to the house behind her.

Upon entering the house, Gwyn loosely wrapped the leash around a coat hanger, and went to discuss something with Mistress Lenore. The two of them came to see me in the foyer of the house, and Mistress Lenore smiled, assumedly at both my state of dress and my current leashed state. She nodded to Gwyn, and told her that dinner would be served in about 10 minutes, and that I needed to be able to serve them dinner - but aside from that she could do what she liked with me.

Gwyn took hold of my leash and led me to the living room and pulled me to the ground. I sat down and she pushed my head so I was leaning back onto the sofa with my neck back, and then Gwyn backed herself up so that she was sitting on my face. I could see a black gem, from a butt plug that I had not known she was wearing, and she pushed her pussy down onto my willing mouth. Given even the slightest request, I would have been willing to go down on her in any way she requested, but there was a new reality dawning that she was just going to take what she wanted from me. She rested herself back and ground herself onto my tongue, pushing her plugged ass into my nose and making it difficult to breathe. I worked her pussy and clit and it took only a couple of minutes until she came hard all over my face. I could not remember a time when she had come that much, or that quickly, but she had obviously been worked up by our afternoon out together. I wondered how much of that was about our time together, and also if some of her immense turn on was from her moments with Maxine or John.

Soon after Gwyn's orgasm, I was called to the kitchen to serve dinner. Gwyn and Mistress Lenore took their dinner together at the main table, and I was told to eat mine in the kitchen, standing. They also presented me with new shoes, and they were almost exactly the shoes I had been thinking of when I was getting dressed in the sex toy store. The patent pink pumps were tight around the toes, but fit the rest of my foot well, but it was going to take a lot of concentration to walk in them and not fall, let along not spill anything.

I served them their pasta dinner that Lenore had created while we had been out. I even managed to go back and forth between the kitchen and dining area without spilling anything, but I was slow, and turned on, and both Gwyn and Lenore made things challenging for me by squeezing my ass at every opportunity, or grabbing at my newfound breasts. Once the meal was well underway, Mistress Lenore grabbed my leash and pulled me to the floor and pushed me under the table. She spread her legs and pulled my head into her waiting cunt and forced me to tongue her to orgasm while she ate and drank wine with my wife.

It was only around 8:00, and I'd only really been in this immense level of submission for about 7 hours, but it seemed like a lifetime and a change that had been years in coming. I was constantly alternating in my state of mind between the current situation I was in and life as I had always known it. I had doubts as to whether this was really what I wanted, and was amazed that Gwyn had committed so thoroughly to her role. I knew that she was probably having doubts as well, but I couldn't see them in her actions, or in her eyes. She seemed overwhelmed with lust as she commanded me and controlled me, and she seemed to have bedroom eyes for Mistress Lenore every time I noticed them looking at each other.

I was curious to see where the next couple of days would take us.

Gwyn and Lenore finished dinner with me under the table. I licked Lenore to an orgasm, and then Gwyn pulled me to back to her side of the table and I licked her to another orgasm as well. With dinner complete, and my services no long required, I cleared the table and took everything to the kitchen to wash up. Standing in the heels was hard on my calves, and moving was a constant balancing act. I ate a little, cleaned up the kitchen as well as I could, and then hobbled down the hallway to find my Mistresses.

Gwyn and Lenore were in the living room, chatting about life, discipline, bondage, whips, and other means of controlling me, while on the television there was BDSM porn and femdom porn. I was instructed to sit on the floor, and given a cushion to sit on while I watched the happenings on the TV and listened to the conversation. Mistress Lenore also took a moment to tie a scarf around my head to make sure I stayed quiet and did not interrupt their conversations. After about half an hour of sitting in silence, Mistress Lenore started a video which described various forms of bondage and showed Lenore and two submissives, one male and one female, demonstrating the variety of ways that people can be bound on a bunch of different devices. When Gwyn reacted strongly to one situation or another, Lenore told her a little more about it, and often her comment was that we could try that situation tomorrow. The dungeon was well equipped with a wide variety of bondage and discipline devices, and the idea of demonstrating many of them on me was described in a lot of detail with me just sitting there watching and listening - and imagining.

After an hour or so of conversation, and planning, and my silence, and frustration, I was informed it was time for me to go to my bedroom for the night. I would be sleeping alone, and my nightclothes had been apparently been laid out on my bed, and my clothes for the morning were hanging in the closet. I was to use the bathroom, clean myself up, and remove my plug for the night before heading back to my room. Once I was dressed for the night, my instructions were to come to find Lenore and Gwyn for a good night kiss, and then I was to stay in my room for the night. Removing my plug was both a relief, and also a moment of sadness, but I really needed to use the bathroom anyhow. I removed and cleaned my plug, brushed my teeth, and removed all of my clothes and put everything on the chair in my room. Removing the tight latex was difficult, but it turned me on having to stretch to get to the laces and loosen everything off. Once I was naked, I put on my nightclothes, which was a beautiful floral satin nightie that came just to my thighs, along with a matching thong panty. I dressed myself and went searching for my Mistresses.

I found them in the dungeon, discussing the pros and cons of various bondage tools. They glanced at me and Mistress Lenore stated, "I think you will enjoy your day tomorrow, but make sure you get a good night's sleep. You'll need the rest."

They each took a moment to kiss me, gently, on the lips. There was no sexual relief in sight for me, but they both stated clearly that I was not to masturbate, and I would be available to them at any time thought the night, but I could not leave my room. The last thing before I went back upstairs to bed was that Mistress Lenore had Gwyn pull up my nightie, and they pulled down my panties, and clamped a chastity device over my cock and balls. It was pink and plastic, and they told me it would prevent me from getting hard enough during the night for me to orgasm.

With that, I was off to bed to dream about the day that had just past, consider the future and what might happen tomorrow, and wonder how serious I was about really wanting to be in a D/S relationship with my wife, and how far I was willing to go down the road towards permanent submission.

I slept really well that night. I was horny as I could possibly be, and wanted desperately to masturbate, or fuck my wife, or something, but I was well aware of how limited I was to get my way about anything right at that moment. It didn't take long before my brain shut down and I felt that I had no way to deal with anything other than to go with the flow, and as soon as that mindset took hold, I crashed hard. I was awakened in the middle of the night as I felt someone climb on top of me and take a seat on my mouth. I licked and sucked Mistress Lenore, and then Mistress Gwyn, one after the other with the other one watching. There were no instructions, not a word was uttered towards me. I knew my place, at least for a couple of days, and I was excited about being the best slave I could be, and making both of my Mistresses happy.

When I woke in the morning it was to an alarm that was placed in my bedside table. I turned off the alarm and notice a note on the tabletop that read:

In the morning you shall remain in your nightclothes. Please make coffee for both of us, cream for Mistress Lenore, and a dry cappuccino for Mistress Gwyn. Bring us our coffees in bed and follow any directions given, and then return to the kitchen and make breakfast for us both. You may bring us both breakfast in my room before getting yourself something to eat and cleaning up the kitchen. When you return to your room, your clothes for the morning will be laid out for you on your bed. You may shower, shave, and clean up, and then dress for the morning and go to the dungeon and kneel while you wait for us. Behave, and I promise that you will enjoy the day. Misbehave, and you will be punished more intensely than you will be happy about.

I knew that I would obey as completely as possible any command throughout the day, so I immediately started following the directions. I served Mistress Lenore first, and she ordered me to kiss her feet in submission, so I took a few minutes and licked her feet and toes. When I served Gwyn, she ordered me to kiss and lick her ass in submission to her, and I wholeheartedly took up my task while she stood looking at us both in the full-length mirror.

When I came back upstairs with breakfast, Gwyn and Lenore were sitting naked at the small breakfast table in Lenore's room. I served them, while they both grabbed at my ass, and groped me all over - pinching my cheeks and my nipples. I felt a finger push at my asshole, but stop as there was no lubrication. Gwyn put two fingers into my mouth and had me suck on them for a few moments. After a few minutes of groping and playing, Mistress Lenore spanked my ass hard and sent me off to cleanup and dress for the day.

My shower and cleanup were uneventful, aside from having to work around my little pink cage. Shaving all over was easier the second time and took less time to complete. When I returned to my room, I was surprised to see a full black satin maids outfit lying on the bed, including an apron, short skirt, garter and stockings, a pair of satin bikini panties, and a bonnet. My plug was on the bed with some silicone lube so I started with that and put on the panties. By the time I was putting on the garter and stockings, I was completely turned on, but still trapped in my cage so unable to do anything about it. The uniform skirt barely covered my ass, and when I looked at myself in the mirror, I could see the outline of the butt plug jewel through my panties. I put on the apron, and the bonnet, and on the bed under all the clothes was a bright red liquid lipstick which made my lips shine when I put it on myself. There were a pair of low heels on the floor, so I put them on and assessed that they would be much easier to walk in than the heels I'd worn the previous day. Now fully dressed, I left my room and went downstairs in the direction of the dungeon. I could hear moaning coming from Mistress Lenore's room, but knew that if I peeked in to see what was happening, it would be seen as disobeying my order. I could imagine my beautiful wife Gwyn trapped between Mistress Lenore's thighs, licking and sucking her tasty pussy, and my excitement started to feel overwhelming.

When I got to the dungeon, I turned on a light and found a kneeling pad in the centre of the room. On the pad was a blindfold, so I put that over my eyes and knelt on the floor. The blindfold fit tight, completely blocking all light, and it was padded in a way that I could tell it would not be uncomfortable to wear for a long time. It took a while for anyone to come down the stairs to me, so I had to shift around, up and down on my knees, to keep myself from seizing up.

When I heard the clicking of heels on the stairs, I sat up straight and looked ahead taking in all of the feelings. I could feel the satin all over my body, and the weight of the plug. The snugness of the dress around my torso, and the satin cups covering my nipples aroused me every time I moved and the dress rubbed against me. My feet were trapped in the heels and the bonnet on my head made it obvious to me how far down the rabbit hole I had already gone.

Hands grabbed my wrists and pulled me up. Whether it was Gwyn or Lenore, I didn't know yet, and it didn't matter. They placed me into restraints and bent me over a table, or a bench, leaving me ass up and pulled my skirt up over my waist. Hands pulled down my panties and spanked my bum. I could hear the swish of a flogger as it moved through the air, and then felt it as it was brought down on my ass, my thighs quivering at the impact. It felt like I was trapped there forever with the flogger reddening my ass and upper thighs, but it was likely only a few minutes. When the next torment started, I heard what was probably a riding crop, and then felt it as it impacted on one ass cheek at a time. No one had spoken, there was just silence, and dark, and then fleeting pain as various tools impacted on my skin. Once, I cried out after a particularly strong blow, and then a hand rubbed gently over the welt, soothing me momentarily before the next impact came.

When my dominatrix stopped, there were again no words or instruction, I just heard the click of the heels as they rose up the stairs, and I stayed, bound and blinded, whipped and waiting for the next time someone came to see me.

Flashback:

Years before our little vacation, I told Gwyn that I wanted her to dominate me, to spank me and force my obedience to her, and even for her to fuck me in the ass. I told her that I was incredibly submissive sexually, and I wanted her to dominate me, control me, and use me. She was always unwilling or unable to take the dominant role because she was also inherently submissive. Gwyn would try at times to take charge in our sex life, and she loved to sit on my mouth and use me that way. She liked to have my legs wrapped around her as she pretended to thrust into me. It always turned me on to see her taking on the role of the dominant, but even though I thought it was what I really wanted, I constantly second guessed my willingness to play along, and was a little fearful of what it would feel like to play out our D/s relationship to the natural end.

As much as I occasionally encouraged her, Gwyn would always stop and pull back prior to really taking over and controlling me fully, and although she occasionally made attempts towards playing with my ass, there was always a point where she stopped. She tried small toys, and put a plug in me a couple of times, but only on my specific request and if I made everything easy and blatant. I presumed at all times that regardless of how much I might think I wanted it, Gwyn would never take the step of buying a strapon, tying me down, and fucking my ass hard. There was a built-in safety net in her submissiveness that allowed me to push through my own fears and share my fantasies with her, all the while presuming that the fantasies would never have to be faced in real life.

Over our years together I had shared all of me, my deepest, darkest, most submissive thoughts and feelings, and I could tell that Gwyn had shared many or all of those thoughts with Lenore.

Back to the here and now...

I knew deep in my heart that Lenore would not be held back from anything that she wanted to do, and that she probably had Gwyn wrapped around her finger and that the two of them together would use me in whatever ways Mistress Lenore decided.

As I knelt in the dark, bound and blindfolded, I considered the depths of my own submissive nature. Being a maid had never been a fantasy, yet I had no hesitation following the order to dress in a maid's uniform and kneel patiently in a dungeon waiting for whatever came next. I could see the order of things as Mistress Lenore (and Gwyn) really pushed and explored the limits of my willingness to submit. I pondered whether there were any hard limits to how far I would go to allow Lenore and Gwyn to dominate and control me. I could honestly say that having spend a day bound, caned, spanked, whipped, and caged, that I didn't think there was anything that I would not do if it was commanded by either of my Dommes. I feared that Mistress Lenore would inevitably, eventually, work herself up to the point where she wanted to fuck me, and I could imagine the feeling of her entering me, pushing against my tender, giving asshole. The fear played in my mind, but my body gave all the signs of arousal instead of hesitation. I knew in that moment what I really wanted - and that was for both of my Mistresses to take and use me in every way possible. And once I had that thought in my head, I knew for a fact that I would do anything they asked to make my fantasies become reality.

When I next heard someone coming down the stairs, I could tell that two people were coming and that they were speaking with each other in hushed tones. They approached me and I was fitted with a collar and a leash. My hands were unbound from the table and cuffed behind my back. A ball gag was placed in my mouth, stretching my jaw and making me drool a little. They stood me up and I could feel hands all over my body, grabbing at me through my satin outfit, licking my face, and even pressing themselves against me. Someone pushed themselves against my back and reached over my shoulder down into my dress to pinch and rub my nipples, and then a set of hands pulled my dress top away from my body and put clamps on my nipples and tightened them. It made me weak in the knees to be at the whims of Mistress Lenore and Mistress Gwyn.

Someone took hold of the leash, and led me up the stairs still blindfolded. They were careful, and caring, and made sure that I was safe but always in their control. I could tell that we were moving towards the living room, and I could hear other voices murmuring as I approached the centre of the room.

"I like what you've done with her," said a somewhat familiar female voice. I couldn't quite place where I had heard her voice before. "Will she cook and clean, or have you only trained her for sexual purposes?"

Mistress Lenore responded. "She is only at the beginning of her training, and we haven't even explored far enough to see if she has any real limits, but I suspect she will be willing to do anything that she is commanded to do, sexual or otherwise."

Another voice, male this time, asked Mistress Lenore very politely if he was allowed to touch today, or if he was only permitted to observe.

Mistress Lenore responded. "I'm not sure exactly what her response to real cock would be, but we will see how the day goes. I know that before the day ends, I will fuck him hard and fast, and that Gwyn will be the second person to do so. If you are still here at the end of the day, we will see how she responds to you."

Mistress Lenore pushed me gently to my knees and leaned me forward into the naked lap of the unknown woman. She issued the order, "Breathe deep slut. Smell the ripe pussy before you, and rest your head on the naked legs. Soon you will have the opportunity to serve the beautiful cunt next to your face, but for the moment, just breathe the wonderful scent. Soon, I'll have you wanting any and all pussy that Gwyn will allow you, and you'll be willing to lick whatever is put in front of you. The role of a maid is to serve, and you will do that extraordinarily well I'm sure."

Lenore continued, "While you are resting your head on that wonderful lap, and drowning in the scent of what I'm sure is a very wet and fragrant cunt, I want to you stick your ass a little higher in the air to assist Gwyn in removing your satin panties."

I shifted myself so my head was a little deeper in the unknown lap, and my legs were spread a little apart and my ass was as high as I could get it. The nipple clamps grabbed a little as I shifted myself forward and I gasped and drooled even more than I had been. I'm certain my cock would have sprung out of my panties as Gwyn pulled them down my legs, if only my cock were free to spring. As Gwyn drew my panties down, she played and rubbed my ass and my stockings. She tugged a little at the jewel sticking out of my butt, and lightly kissed my calves and feet as she fully removed the panties.

I felt straps being placed around my ankles, and a spreader bar being attached to the straps. With my hands still bound behind me, someone moved behind my ass and grabbed my bound wrists and started to thrust their hips against my ass. I could feel pubic hair tickling my ass, and the plug shifted in and out a little with the thrusting. I imagined the number of times that Gwyn had flipped me over on the bed and ridden my ass to her own orgasm. I could almost feel the juices slowly spreading over my cheeks as my Mistress writhed and moaned, wetting down my shaved and bare ass.

Suddenly my mouth was free as the ball gag was removed. The unknown person who I was leaning on spread her legs and pulled my mouth towards her wet cunt, soaking my face with her cum. She held me in place for a long time, and I worked on her with my mouth, tasting and teasing her hole, and occasionally licking upward to her clit. She pulled me forward so I could lock onto her clit and suck for a while, and I loved the reaction I got as she moaned and tried to push her hips forward. I could feel her moving towards orgasm, and when she finally pulled me forward and leaned her head backwards, I could feel the spasm through her entire body as she came violently.

The thrusting behind me stopped when the orgasm stopped, and I was helped up to my feet. My hands were unbound, and I was led to a wall where my hands were lifted and locked into place high on the wall. I leaned against the wall as the four people gathered behind me and pawed at me. One person lifted up my skirt, and another flogged me without saying a word. Hands roamed over my whole body, tugging and playing, while the flogger kept up a steady rhythm on my ass and upper thighs.

After a time, everyone stood back a little and I heard a whistling sound of something moving through the air. A cane struck me hard across the ass, undoubtedly leaving a significant welt. Again there was no talking, just the occasional whistling sound, and immediate pain, but along with the pain came the immense pleasure of subservience. I was instructed to count each stroke and thank both Mistress Lenore and Mistress Gwyn after each bite of the cane. I counted aloud and the caning stopped after 20 strokes covering my ass and upper thighs. The hands all returned to touch me all over, and when everyone tired of playing with me, my ball gag was returned into place and I was left, alone and exhausted, standing with my legs spread, leaning against the wall. I heard everyone walk away, and I was left in silence to think through everything that had happened so far and imagine what was still to occur.

Once the immediate throbbing pain from the cane settled down, I had time to once again lose myself in pondering my own submissive reality. The first thought that crossed my mind in the silence was Mistress Lenore's comment about being the first to fuck my ass. I could only imagine that she knew this would happen soon, but what other surprises did I have waiting for me between now and then, and would I allow another man access to me, even at my Mistresses command.

I also gave some thought to what real hard boundaries I did have - the real ones that I would not willingly allow to be ignored. I knew I would not allow any play that involved scat, or swallowing urine. I knew that I didn't want to be degraded or emotionally abused, even if I was willing to follow along with commands that weren't my kink or my idea. I couldn't tell in my thoughts how far I would be willing to go with public humiliation, even if walking around town dressed the previous day had been a huge turn on for me. I was obviously willing to serve unknown women based on my Mistresses whims, but I did not know how much Gwyn would want that outside of this very exploratory environment. Ultimately, I knew that being dominated would allow me to overcome almost every objection I might come up with, and to go along with most anything my Mistress would suggest.

I lost myself in thoughts, and although I had to shift around a little, I grew reasonably comfortable in my bondage. I considered the outfit I was wearing, and I loved the way the short satin skirt settled on my ass, barely covering anything, and leaving the base of my plug exposed. My jaw eventually relaxed around the ball gag, and the drooling settled a little, although my chin stayed very wet, and I assumed a line of spittle was slowly creating a pool on the floor near my feet. I liked the feeling of my feet being spread out, as it pulled my ass cheeks apart and I could feel the airflow around the room breezy against my shaved and marked thighs and ass. Even my feet adjusted to being in heels and being held stationary, only able to shift from side to side a little to relieve the tension of being still for a long time.

Throughout my time alone against the wall, I could hear a variety of activities around the house. Someone was in the kitchen cooking something that smelled delicious. The front door opened and closed a couple of times so it seemed that someone either came or left - maybe to go out for a walk, or someone new arriving to play with me. I could even hear a little moaning and the sounds of sex coming from somewhere around the house, but I had no idea who was involved or where. Once in a while, someone would approach me from behind and run their hands over me or give me a quick spank, even once wrapping their arms around me and pulling me backwards into them, but no one stayed for long.

After a long time in my own silence, I heard nothing but felt someone's fingers pulling on my plug and working it gently out of my asshole. I pushed my ass out as much as I could, and relaxed my sphincter to ease the struggle or removing the plug. I heard the thunk as it was place on a table or the floor, and then felt a new intruder pushing into me from behind. This one was softer, and well lubed, probably silicone. I was used to the weight of stainless steel plugs, and the way they held in place easily once they were inserted. The silicone toy went in readily, but was designed with multiple ripples that grew larger as the toy went deeper into me. At the end, I could feel the plug deeper inside me that I thought any toy had ever been, and instead of reducing in size so my ass would hold it in place, it planted with my ass spread wide around it, stretching me and pushing further into me. I felt the person behind me push and pull the toy in and out, fucking me with it, and eventually they put a strap around it and fastened it around my waist, holding it inside me at the widest point. They stood and leaned against me, grinding their hips into my ass and shifting the toy, kissed my neck and nibbled my ear, and then reached down and released my cock from its cage.

My cock sprang free, and I could feel all my pent up arousal from the day flowing through me into the hardness. There was no further touching at this point, and the person behind me walked away leaving me along again to get used to the stretched feeling and the new freedom in front of me. I moaned into my gag, unable to imagine a sweeter torment that the overwhelming feelings of being free, stretched, and bound, only to have to wait for the next moment where someone came to touch me, or release me, or use me. I longed in that moment to be used.

I knew that the stretching of my ass was a warm up to being fucked by Mistress Lenore, and at that moment, I couldn't wait for her to finally take me and make me hers. I writhed against the wall, trying to find any form of relief, but every motion I made merely wriggled the toy in my ass and made my cock bounce up and down. My nipples were on fire from the extended torment of the clamps, and I was constantly reminded of my femininity by the stockings on my legs and the satin wrapping my body tight.

After a relatively short time, another person arrived to release my ankles from the spreader bar, allowing me to regain a more normal posture and relax my legs a little. Once my legs were free, they reached around me to take off my gag and ultimately to turn me around so I was facing into the room. My jaw and legs settled into freedom, and suddenly someone was on the floor in front of me, kissing and teasing my shaved balls with a wet tongue, occasionally sliding my whole cock into their mouth. I was on the verge of orgasm constantly, but the person on their knees was careful to not push me over that edge, forcing me to stay hard but unrelieved.

This was my situation when someone finally took off my blindfold. It took a moment to adjust to the light, but on their knees in front of me was Maxine, the salesperson from the clothing store from the day before. She was wearing a tight-fitting red dress that caressed everyone one of her curves, and matching heels. She wasn't exposed, but she was stunning - particularly as she was on her knees teasing me. She was careful not to overdo the stimulation, and I assume she was on orders that I was not to cum for her, but it's impossible to overstate how much I wanted to.

I looked around the room to take in the situation. Mistresses Gwyn and Lenore were sitting on the couch, both wearing a small amount of black latex that left both of them virtually naked in each other's arms. They were cuddled up watching the show, and John, the crossdressing salesperson from the sex toy store was sitting naked on a chair with his cock in hand. I smiled at the sight of Lenore and Gwyn wrapped up together. With a snap, and the point of a finger, Gwyn ordered John to his knees in front of me. He kissed the other woman, and they both ran their tongues up and down my hard shaft, stimulating me almost to the breaking point. Maxine reached between my legs and gave the toy in my ass a light shove to push it in just a little deeper and wider. I moaned almost giddily.

Mistress Lenore stood up, and everyone stopped everything they were doing and looked at her. Lenore came to me, clipped the leash on me, and disconnected all of the remaining bits of bondage. The ankle and wrist cuffs were still there, but everything was free to move around. Mistress Lenore gave the leash to Gwyn and the four of them led me to the basement. Once we were downstairs, Gwyn roughly shoved me over a bench and locked my cuffs to O rings near the floor. My face was pressed into the leather of the bench, with my arms pulled tight and down. My ankles were locked so that my knees were bent, and my belly was at the edge of the bench, leaving my hard cock pointing straight down and my feet wide apart. In this position, my ass was not only exposed, but wide open for anyone to look, touch, or fuck to their hearts content.

Gwyn put earplugs in my ears, so all the conversation in the room was muffled, but my eyes were left uncovered allowing me to see that each of the women was busy in the process of pulling strap on harnesses up their legs and setting dildos into the harness rings. Gwyn was the first to approach me with a pink silicone dildo jutting from her hips. She moved slowly, and placed the silicone cock in front of my mouth. She smiled at me as she pushed the dildo into my mouth, overcoming any resistance I might have had and pushing slowly towards the back of my throat. As I gagged a little, she worked the dildo in and out of my mouth. It took a moment to get used to being mouth fucked, but I had very little time to adjust because shortly after I was entered from the front, I felt hands unhooking my anal plug from around my waist. When Maxine pulled my plug out, Lenore was right there to take its place and she slowly pushed her strapon into my gaping asshole. I was tender and a little sore from being held open for such a long time, but I was also wide open and well lubed so the new dildo slid right into me and it wasn't long before Mistress Lenore was pulling me back into her hips and starting to ride me hard. Lenore took the lead and pulled me back and forth, getting more aggressive with her hips and fucking harder and harder, while every time I shifted forward, Gwyn was there pushing her cock into my waiting mouth. I groaned with excitement, and if anyone had even touched my cock, I would have cum in moments. As it was there was no stimulation on my cock at all, it was just hanging in the air underneath me as I was being spit roasted and ass fucked for the first time. I had so little control over my body at that point, I simply succumbed to being used in whatever way my two Mistresses desired.

I heard moaning from somewhere in the room, so I glanced up to see that Maxine was in the process of ass fucking John in front of a mirror. I could see her thrusting in and out of his ass, and the sounds of both of their passion was consuming to me for a moment.

This was it. I was being fucked. After all the years of wanting, and the subtle hints, and the blatant requests, my fantasy was being fulfilled. I don't know if reality always matches what fantasy can create, but in this instant, I was so fully surrounded in bliss that when Lenore reached around me to grab my cock, I think I blacked out for a moment as I came. By the time I came back to my senses, Lenore had backed out of me, and Gwyn was kneeling with her face beside mine whispering comments in my ear about how happy she was for me, and how she wanted to continue to feed my submissive fantasies throughout our lives.

Mistress Lenore rubbed my ass, occasionally sliding a finger inside me, and she waited for my breathing to calm down a little. Once I was back to normal, she invited Gwyn to come back and take her first turn fucking me as well. Before she left her position by my head, Gwyn took a moment and put a coat of bright red lipstick on my lips, and then kissed me deeply for a moment.

"Now is the time we really get to see how submissive you are. I love you." Gwyn said, and then stood up to move behind me to position her dildo at my tender opening.

Gwyn was far more tentative than Mistress Lenore, and she took her time entering me, and lots of time getting the motion right to ride me deeper and deeper. She worked at it and gradually got the hip rhythm down so that she was able to draw her dildo in and out of me. Once Gwyn was settled in and actively fucking me, Lenore brought John in front of me and told him to fuck my mouth. I hesitated for a moment, but ultimately I wanted to do anything either Lenore or Gwyn asked of me, and I parted my red lips slightly allowing John entry.

John and Maxine had been fucking for a while, and John was obviously excited and close to an orgasm of his own. It was a strange feeling having a real cock in my mouth, and I was immediately not a big fan of either the idea or the reality. I used my tongue and lips to stimulate him as well as possible, in between thrusts from behind me as Gwyn fucked me hard and fast. It was only a couple of minutes before John showed signs that has was going to cum. When he got really close and it was obvious that he was going to blow, Maxine pulled him out of my mouth, and Lenore took his cock in hand and jacked him to orgasm. I could see the ring of red lipstick on his hard cock, and watched as he blew his load in my face and in my hair. This was the final straw for Gwyn behind me as well, and I could feel her shake as I heard a loud groan. Her orgasm was immense, and she pushed her cock into me as she came, so I could feel her shivering through my whole body from my ass to my toes. It was the most intense orgasm of Gwyn's that I had ever been witness to, and I couldn't even see what she as doing - I just felt her whole body release at once.

Gwyn eventually relaxed post orgasm, and she pulled out of me and removed her harness and took a seat on a bench in the corner of the room. Mistress Lenore went to her and kissed her and sat with her as she settled out from the new thing she had just experienced. Meanwhile Maxine had pulled John to the floor and was sitting on his face grinding herself to an orgasm of her own. I was left all alone, bound to the bench in maid's uniform, with cum on my face, cane marks on my ass and thighs, and a contented but bewildered look on my face I'm sure. It took a good 10 minutes for everyone to come down from their high, and Maxine to have an orgasm of her own. Once everything settled out, Mistresses Gwyn and Lenore unbuckled me and helped me up. They stripped off all of my clothes, removed the wrist and ankle cuffs and nipple clamps, wiped my face with a warm cloth, and sent me up to shower and clean up with the warning that dinner would not be very long and that I was to dress however I would like and come to the dining room when I was ready.

My shower was fantastic, and it gave me a time to process everything that had happened during the day. I spent a lot of time cleaning up my face and hair, and tenderly cleaning and massaging my ass. I ran body wash over the welts, and soaped up my hands and slipped a finger inside myself to make sure everything was as tidy as possible. When I got out of the shower, I felt like I needed a nap more than anything, but instead I dried myself off really well and went to find an outfit for dinner.

I couldn't decide what to wear. It was the strangest moment, as I would normally just throw on a pair of pants and shirt and head downstairs, but in this instance I really had to consider what to put on my body. Part of me was tempted to head downstairs completely naked, but that didn't feel quite right given my outfits for the past couple of days. I wanted to wear something that showed my submissive nature, but didn't really have outfits for that aside from a couple of the things I had bought and worn the previous day. Ultimately, and after much indecision, I decided to put on the latex outfit from the previous day with the corset and heels. I inserted the butt plug from my room that I had been wearing for travelling the previous day, and painted my lips again in bright pink to match the latex corset and panties. With my heels in place, and my slave collar back around my neck, I made my way carefully down the stairs in search of some food.

When I got to the dining room, my two Mistresses and two new friends were seated and eating at the dining room table, all in a relatively normal state of dress. I was told that my place would be under the table, and that if anyone were to spread their legs, I was to service whomever wanted it. I would be allowed to eat in the kitchen after everyone else had finished their meal. I crawled under the table, and could see that although everyone was wearing dresses or tops, they were still naked or in skimpy underwear on their lower halves. John was in a latex thong and was obviously straining its ability to keep him contained, and I could see that Gwyn was wearing a garter and stockings, but no underwear at all. I sat quietly through dinner, occasionally licking and kissing a foot that was held up near my mouth. No one offered me any other treats, although Gwyn seemed to delight in flashing me her damp pussy occasionally through the meal.

After dinner, I was invited up to clear the table and eat in the kitchen. While I was eating, both Maxine and John came by to kiss me goodbye and goodnight, and invited me back to shop with them anytime. The both left together, and I liked to imagine that they were heading someplace to continue the evening on their own.

This left Mistress Lenore and Mistress Gwyn in the living room, waiting for me after I cleaned up. I joined them and knelt on the floor, before Lenore invited me to take a seat in a chair and join them for some conversation. They had a bottle of wine open, and offered me a glass, and we all sat quietly for a few minutes before Lenore started the conversation.

"How are you feeling Christina? I know it's been a long couple of days and that you are probably exhausted and confused and uncertain as to what comes next in your road down the path of submission."

"I feel wonderful," I responded. "I'm tired, and surprised at some of the things that have happened, and a little shocked at how naturally Gwyn has followed your lead to be more dominant¸ but overall I feel great. I've had my fantasies fulfilled, been sexually tormented and trained, been able to serve a number of willing and capable people who were happy to make me subservient to them. It's been an exciting and arousing day and I hope to carry on with many more after this. I hope that Mistress Gwyn will be willing to continue playing in this way into our future together."

Gwyn smiled at that - I think she was starting to like the term Mistress...

I continued. "I know that there are some things that have happened today that I may look back on and say that I don't want to repeat, and that you have tried to push me to explore my submissiveness in a lot of ways that I may not have thought of in order for us all to know me better. Right now, there is almost nothing I would not do for the two of you if you merely suggested it, let alone if you commanded it of me. I have loved Gwyn with all my heart for years, but her ability that has come out to take control and demand things of me takes my desire to a whole new level. I didn't know you, Mistress, until yesterday, and my feeling are more of a pet who loves his owner than my feelings for Gwyn. I would do anything for you because I am sexually submissive to you and you have an immense power over me. That feeling won't last forever, but right now I am yours to command. May I do anything for either of you to serve?"

Gwyn moved first, to come to me and sit on my lap. She kissed me, deeply and for a long time, and the sat up and spoke. "Mistress Lenore has taught me a lot in a very short period of time, and I've experienced things I never though possible. I've eaten her pussy and licked her asshole. I've kissed her and been fucked by her. I've had her fingers in my ass and my pussy together and licked her hand clean afterwards. I've fucked you - hard - and I want to do it again very soon. Right now, I want to use you for my pleasure, and I have an idea of the way that I want to do it. Mistress Lenore has introduced me to lots of different toys, ideas, and ways to dominate and bind you. Come with me, upstairs to Mistress Lenore's bed. I have something I want to try."

Gwyn stood and took my hand, and invited Lenore to take my other hand, and they led me upstairs to the bedroom. In Lenore's room, Gwyn stripped off my panties and shoes, and she lay me on the bed. She reached into Lenore's bedside table and pulled out a dildo with a gag at the base. She put the small plug in to my mouth and tied the gag tight. She pumped on a little bulb attached to a tube and the plug inside my mouth expanded to hold it in steady, and then instructed me to lay down on the bed. Gwyn lubed up the dildo sticking into the air out of my mouth, and then took Lenore by the hand and invited her to sit on my face and ride the dildo. Gwyn kissed Lenore passionately while Lenore got herself settled, and then Gwyn moved down my body and slid a tight band around my cock and balls, and then sat herself onto my hard cock. She rocked back and forth to get the feel of me inside her, and allow her natural lubrication to make everything slippery. She rode me hard and fast, while Lenore rode up and down on the gag dildo. They kissed in front of me while fucking themselves, and I just held on for dear life trying as hard as I could not to get overexcited and cum. I wanted them to have all the enjoyment out of me that they could manage, and all I had to do was breathe and stop myself from reaching orgasm. As a submissive, I was in heaven pleasing my two beautiful Mistresses together, and doing only what I was told to do.

Mistresses Gwyn and Lenore mutually rode me until the both reached their own orgasms, Gwyn quicker than Lenore, but they both seemed satisfied and temporarily sated. I was hard once again, but managed to keep myself from orgasm for the sake of Lenore and Gwyn's pleasure. Once they were up and around again, Lenore removed my mouth dildo, and flipped me over onto my front and got me up on my knees and elbows. Lenore whispered something to Gwyn, and Gwyn went to the closet in the room and pulled out a black and red flogger and brought it back for Lenore. Mistress Lenore held the flogger forward and Gwyn kissed the handle and then climbed onto the bed beside me, leaned in to kiss me, and assumed the same position that I was in. I was in awe that Lenore had come to such a state of control over Gwyn in such a short period of time, and was about to say something when Mistress Lenore leaned into the act of flogging both Gwyn and I right next to one another. Gwyn smiled as the heat spread across her backside, and she occasionally moaned in lust as the beating continued. I loved the feel of the flogger against my skin, warming me with each stroke, causing lots of pleasure with just a little pain. My welts rose up again as the flogging continued, but there was no real hurting, just a sense of constant awareness. I could feel the sensitivity of the ass fucking from earlier, as well as the spots where the cane had struck a little deep throughout the day. Lenore carried on with our flogging for about 15 or 20 minutes, taking occasional breaks for a drink, but keeping both Gwyn and I constantly engaged in our experience. After the day I'd had, I felt incredibly alive and sexual, and I was intensely excited to have Gwyn next to me experiencing the same thing.

When Lenore came to a stop, she sent both Gwyn and I to our rooms for our nightclothes. I went to the bathroom and brushed my teeth, and returned wearing my floral nightgown and my thong. Gwyn seemed to take a long time changing and getting back to bed. When she arrived, Mistress Lenore asked Gwyn if she had completed her task, and Gwyn answered meekly, "Yes Mistress."

Lenore invited both Gwyn and I to share her bed that night, cementing the relationship between dominant and submissives. For the moment, Gwyn and I were on the same footing, drooling and serving our Mistress with everything we had, and we were rewarded with a place on the bed to sleep. Lenore curled up between us, and we slept soundly until the morning.

When we woke up, we were under the same routine as the previous morning. I went for coffee and served both my Mistresses in Lenore's room, and then went to clean up and change. Lenore told me to check my room after I was shaved and ready, and a new outfit would be there waiting for me. Shaving and cleaning up was getting quicker each day, and when I returned to my room, I had yet another surprise waiting for me. On the bed was a pretty summer dress, white with large roses on it. The dress flared out at the bottom and came down to a little above knee length. There were white satin bikini style panties with lace around all the edges, and a white garter belt and white stockings. My breastforms were there for me to tuck into cups of the dress, along with a white cardigan so that all the edges of my forms were covered. On my bedside was a stainless butt plug with a white gem in the end, and on a stand was a short styled blonde wig. On the floor were a pair of white strappy heels, with open toes and rhinestones on some of the straps. There was a note saying to wear everything, and come to see Lenore in the dungeon for a makeup tutorial.

I dressed and made my way to the dungeon, expecting to just find Lenore there, but Gwyn was there as well. Gwyn was bound, completely naked, in the same way that I had been when Lenore took my virginity the day before. Her face was pulled into the leather bench, mouth gagged and her breasts were squished underneath her. Her newly shaved pussy was staring and me, yet another surprise as Gwyn had always refused to shave for me. Her cunt was begging to be tasted, and her asshole was being stretched in the same way that mine had been the day before, with a silicone toy plunged deep inside her and held by a strap around her waist. She had been prepared in this way so she could be fucked, hard and raw, and my unencumbered cock throbbed in my panties at the sight. Mistress Lenore, completely ignoring Gwyn and my reaction to her, invited me to sit down at a table with a mirror.

Lenore proceeded to teach me about how to apply makeup to achieve a natural look, not slutty, just wearable daily makeup. She put on foundation, and applied a red lipstick for me, along with eyeshadow and liner. By the time she was done, I stood in front of the mirror and could imagine myself passing easily as a woman in any public setting. My dress and sweater almost looked demure, and even the heels weren't too out of place in a vacation town. Only the bright red lip gave away my inner slut, and it made me happy to have something about me that was so obviously slutty.

Standing in front of Lenore, she looked me up and down, ran her hands over my whole body, and pulled my dress up to my waist so she could grope my ass and rub my cock through the satin of my panties. She kissed my cheek, and gave me my next set of instructions.

"I want you to drive into town, exactly as you are right now. I want you to buy a few groceries, specifically something to make for lunch for the two of you, along with a few things you might want for the next couple of days. Take your time. Enjoy the feeling of walking as a woman in public, unknown and anonymous. I don't want this to be a sexual thing for you, although I know that to some extent it will be. I just want you to enjoy the reality of being a woman in a small town doing your shopping so you can take care of the people at your home. This is part of your training as a maid, or maybe as a slave, or maybe just as a loving partner who is putting yourself into the role of wife to understand your partner's life better.

While you are out, I will be here with Gwyn. I am going to fuck her - in many ways. I will fuck her pussy and ass and mouth. I will stretch her and kiss her and love her and dominate her. I will teach her how you want to be treated, and show her the joy in being treated roughly and like a slave. This morning you will both learn a little more about what it is to be in each others shoes.

By the time you return, I will be gone. Gwyn contracted with me for two days, and our time is about up. I have enjoyed our time together, and I hope that sometime in the future our paths will cross again. I also hope that Gwyn will keep me updated occasionally as to how your lives move forward and whether you continue to develop your lives as dominant and submissive, or if you go back to the way things were before.

When you return, please come down here right away. I will leave Gwyn where she is right now. She will be bound and silent, and thinking about what is to come. When you find her, you may use her in whatever way you like, and you both will have to deal with all the consequences of your choices. I wish you all the best in your future explorations. Do not return here before 1:00 PM.

One last thing. If you want to add any other people to your explorations for the rest of the week that you are here, I know for a fact that either Maxine or John, or both, would be happy to join you if they were asked.

Now. Please give your wife a kiss. Look into her eyes and see the lust and the fear. Ensure her that all will be well and that you enjoyed every moment of yesterday. Once you have done that, you may come behind her and kiss her on the ass cheek. Pucker up well and leave a bright red lipstick kiss mark for me to look at while I fuck her. The lipstick you have is long lasting, and you may find that if she doesn't scrub it off, it will stick around for a few days and you can have a lasting reminder of our time together."

With that, Mistress Lenore kissed my cheek, gave my ass one last hard spank, and said, "Go!"

I walked up the stairs, grabbed the keys, and went grocery shopping, thinking about the future all the way to the store, and wondering what I might do when I returned to the cottage. When I got to the store, I took a deep breath and got out of the car. I watched carefully how I moved, and intentionally tried to act a little more feminine than I normally would. I kept my legs together as I stepped out of the car, and swayed my hips just a little as I went to gather a grocery cart. I watched the people around me for signs that they might find anything out of the ordinary in me, and caught two men taking a little extra glance at my ass and my figure. My legs were encased in nylon, and I knew they were probably my best feature and they were definitely on display, but it still surprised me how often I saw someone look me up and down while grocery shopping. I saw no sign that anyone looked at me and saw anything other than an attractive woman, and was aroused when I saw a young woman in her twenties or thirties giving me an extra glance and wetting her lips a little. I was somewhat shocked at how much I felt like I was being looked at, but aside from one leering old guy it was all really nice - having my looks appreciated made me feel warm and sexy and even more feminine.

I took my time grocery shopping, and even stopped to sit for a cup of coffee before I left the store. When I returned to the cottage, I quickly put away the frozen and refrigerated food, and the made my way to the basement to Gwyn. I looked at her, tied and gagged, obviously recently fucked based on her red ass and puffy pussy lips, and decorated with my lipstick mark on her ass. The silicone toy was out of her ass and sitting on the table beside her. I smiled in appreciation of the sight before me, considered the temptation to lick her and taste her, or to fuck her while she was still tied up, but my training and my submissive nature overwhelmed me and led us into the next portion of our lives.

I unbuckled Gwyn from all her restraints, removed the gag, helped her out of her cuffs and to her feet. I smiled at her unkempt hair, her beautiful face and lips, looked into her eyes and deep into her soul.

Then I knelt before her, bowed my head meekly, fully dressed, yet still obviously the submissive, and I silently waiting for her next command.