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Italian and Ashley

By Sculpther​(dom male)     September 30, 2023
Summer evenings are my favorite times of the year, as we walked toward the quiet Italian restaurant that looked like a pristine villa, Ashley asked. “May I sir?” As she reached for my arm, allowing her to slip her hand inside the crook of my elbow, I relished the feel of the gentle swell of her breast against my arm. There is a good reason for a lady to take your arm and if she is agreeable, she will often pull it into the side of her breast as an offer of encouragement.

A from a casual friendship that was created when she spoke with a friend of hers who was a former submissive of mine. She subsequently introduced us, albeit by phone and internet, when Ashley told her that she had discovered she had submissive tendencies and what could she do about it.

We met shortly thereafter and my subdar began pinging like crazy. You can tell, if you are a true Dom, when a submissive is just going through the motions or truly lives a subservient life. Just like a true sub can tell lif they are with a wannabe dom who just wants to boss them around and smack their ass or, the genuine article who wants to nurture them and create a submissive treasure at the end of training.

Ashley was a true submissive and virtually proved that she lived to please me. This girl was a natural. Beauty, passion, and sass, all in one hot little package. It had taken little more than a few days to settle her into her role. She was comfortable with her nudity, and the controls I had in place. She wasn’t at first, but, after the benefits of grand mall orgasms after some brief orgasm denial she decided that Master did know best after-all.

Tonight was a celebration, she had come to me and said, “Sir, I don’t want a safe word any more, I trust you and I don’t want to place any restraints on what you may want to expose me to. You have proven that I am safe with you and from today forward, I am yours to command.” With that she knelt and kissed my hand before asking permission to fellate me which I gladly granted, this girl loved the taste of my cum. But I digress, as we entered the restaurant I was greeted warmly by my old friend Tony, the owner of the place who escorted us through the dining room proper to the private, special guest area. We were seated at a lovely curved booth with a privacy curtain across the front of it in order to enjoy quiet solitude if you wished, for the moment we opted to leave it open and Tony said he would send Regina right over to take our drink order. I did not think much of it until a familiar vision appeared at the tables edge and I heard a sharp intake of breath followed by. “Master?” as she dropped to her knees and pulled my hand to her chest. “It is so good to see you, Tony said he had a special friend coming in but I had no idea it would be you.”

“It is lovely to see you too baby girl, please stand, we don’t want to cause a stir. This is Ashley, my lovely little one, Ashley, this is Regina a long time and, as you can see, formerly very close friend.”

“Formerly?” Ashley asked as he extended her hand.

“A long story...the short version is that I left Ettienne, with his blessing, when I thought I had fallen in love. Just goes to show what I get for thinking.” Her smile brightened, “I am happy he has you, we need to do some sub talk sometime so I can share some little known facts with you.


I smiled and shook my head and as I looked up I saw Tony approaching with a champagne bucket and four glasses.

“Since Regina seemed over occupied, I thought I would lend a hand before you folks die of thirst.” Opening the bottle he poured 4 glasses and we toasted to old and new friends when Regina looked at me with a questioning look.

“Master? Is she...dressed?” Looking at Ashley.

“Baby girl, you know I am not your Master any longer.”

“I know sir but to me you will always be my master.” Her eyes were cast down as she awaited my response.

“Very well baby girl, that has always been your choice.”

Her eyes lit up and looking up at me she smiled and asked if she could assist Ashley.

Tony watched with rapt interest as Regina held her hand out to Ashley and motioned for her to stand up. Ashley did and Regina directed her out of the booth and turned her with her back to others and then sat down in front of her on the seat. She quietly and gently put her hands on Ashleys knees just below her skirt. Ashley looked over at me with a bit of a look, I smiled and nodded, she visibly relaxed. Tony continued to watch as Regina slid her hands up Ashley’s legs and said.

“Master prefers his girls undressed when out in public...within reason.” she said chuckling as she obviously pleased Ashley with a bit of play while removing her thong. As she pulled it down and Ashley stepped out of it and Regina stood and presented me with Ashley’s thong. I made a show of noting the wetness in the thin material and then placed them in my pocket. Ashley slid into the seat next to me and took a very large drink from her champagne flute.

Tony was quick to refill her flute and she took another large sip and then settled down into the seat. I ordered for us and the band began to play a sweet romantic song and I motioned to Ashley to stand with me. When she did I took her hand and directed her to the dance floor. Her sex was pressing against my hard cock as we danced, one of the advantages of the special guests area was that anything was allowed and encouraged up to and including making love in the open of that space of the club.

Tony stopped briefly next to us on the dance floor on his way back to the bar and said. “E, anytime you come to my place, you bring it to life with the lovely company you bring with you. Tonight your meal and all your drinks are on us. Anything you need just ask.

“Thank. you my friend, you are one in a million.” I told him ok him on the shoulder.”

Ashe continued to grind against me and then asked...”Sir may I ask a question?”

“Do. you want to know how many Reginas there are out there?”

“Yes please sir, I know it is not my business but I am just trying to understand this dynamic, if you don’t want to talk about it I understand and I will never ask again.”

Her eyes pleaded with me, and I said, “very well little one,” I motioned for Regina to come to us and I spun Ashley to face her and directed Regina to take her in the dressing room and see that she was suitably attired for the balance of the evening. Regina spun on her heal and led her away, as she was leaving I told her we would address her question over dinner after she returned.

Then to Regina...”Not too many secrets baby girl, I don’t want her scared off.

Within a few minutes Ashley and Regina had returned, both wearing matching sheer tops, with no bras and headlights on high beam. Every male eye in the place was on them as they progressed across the floor to our table. Ashley slid into the booth followed by Regina as the girls seemed to share a private joke between them

“How much of the family laundry did Regina expose to the open air little one?” Neither girl appeared nervous which I took as a good sign.

“She told me her story.’

Regina cut in with “I didn’t think it would be right to share any of the other sister’s stories and told her you would if you deemed it needful.

Regina leaned over and undid 3 buttons on the front of Ashley’s sheer blouse and then 3 on her own. “Master likes to see our nipples so always adjust your clothing accordingly.”

“Good girls, you are both lovely and I appreciate you both very much.”

“Master?” Ashley asked, “could you address my question from earlier.”

“Yes little one,” I motioned for her to cum closer to me on the bench and I started speaking quietly for security’s sake and as soon as I did Regina scooted over closer to her so she could hear, “Regina, you know the story.”

“I know Master but I love it, may I hear it again?”

“Well, you are the first part of it so why don’t you tell it while we wait for the food.”

As Regina started talking I reached over between Ashley’s legs to find her completely soaked I looked at her with question and she shrugged and indicated Regina who continued to eagerly chatter away. Regina was truly pleasure giver, as a Sub there was nothing she liked better than giving pleasure to someone. Man or woman did not matter, as long as she was the one doling out the pleasure. She had come to me at the insistence of a friend who was familiar with my pseudo home for wayward girls. Most in truth were not really wayward at first. At any rate, she was a disturbed little girl who had been abused and taken advantage of for a very long time by her family. The problem arose for her when she was enjoying the pain and the abuse and felt like she must be losing her mind because she did.

With some time invested we were able to show her that she was not weird for liking that, but was truly a precious treasure. She began to blossom and she met a very nice Vanilla kind of guy and thought she fell in love. It was but the plain vanilla sex life was not for her in the end and even though I had released her, she had made it plain that she wanted to still be my submissive, which was fine with me.

Soon the food arrived and I licked my fingers and started to enjoy the supreme culinary cuisine Tony provided and Regina seemed to be winding down on her story.

Regina turned to face the table and arranged her blouse so I could see her nipple perfectly from my vantage point, then, bless her heart, Ashley did the same thing. I touched her thigh and leaned over and whispered. “Good girl.”

She shivered and wiggled a bit, I could sense that she was clenching her kegals and I leaned over and said "No cumming little one."

She looked over at me and sighed, nodding her acceptance of the restriction.

"Just for a little while, patience is a virtue little one."

Tony appeared, "E? Would the ladies care for an aperitif at the conclusion of the meal?"

"Tony, a bit of your special Absinthe would be marvelous with a Brandy for me. Thank you."

As Tony walked away I began to speak to Ashley..."The truth of how many Regina's there are at any given time is a very fluid number. Not by my design, mind you, but because of Regina, and your friend who brought you to me. When Subs and pets are treated properly they are happy, inordinately so, and true submissives are not possessive usually, if a sub can draw a sister-sub into a happy place where she can feel safe, loved, and cared for, they will do it every time. I had a young lady prior to Regina, and when Regina arrived Chloe accepted her with open arms and they grew very close. It was just us until a friend of Chloe's came to the door covered from head to foot with welts courtesy of some out of control slug who fancied himself a Dom. He made the mistake of trying to take another run at her and her new sisters had a friend of theirs visit him and read to him from the good book. They are a fiercely loyal group that I would never want to run afoul of for any reason."

Tony returned with the refreshments including a Brandy for himself and settled down with a smile and a sigh. " I just shut the open sign off so you can relax and stay as long as you like, the play room is clean and warm, the tub is at 104 precisely and you know where everything is...Michele will be returning from a trip to her mother's. May we join you?"

"Tony! You never need to ask, of course please do. I know the girls all love Michele and you too." I smiled as my two lovelies were shipping their drinks as the effects of the additional ingredient made its way into their libidos.

Regina unbuttoned Ashley's blouse completely and removed and then her own just as Tony's lovely wife Michele entered the room. "Ettienne, so good to see you and... Oh, a new face! Who is this lovely child?"

"This is Ashley, she had just begun to Discover her true submissive desires among other things."

Michele stood, "come with me ladies, we can go freshen up and settle into the hot tub."

"Master?" Regina asked, "Ashley will need to cum soon I think?"

"Regina, you know better..."

"Master, I am feeling kind of antsy myself, was that some of that special liquor you had made?" Regina was now clenching herself.

"Yes, perhaps Tony might like to share some with Michele." At the mention of his name Tony looked up and said the bottle was on the bar, take it with them.

Michele had removed her blouse and bra walking away after the other two. This was going to be a long weekend. I pushed a yellow pill across the table to Tony and took one myself.

The play room was a luxurious area complete with 12 person hot tub, a comfortable seating area of couches, double recliners, a chaise lounge and bean bag chairs. Tony and I entered and crossed the room openly admiring the nude tableau that awaited us in the hot tub. A blonde, a redhead, and the lovely brown-haired Ashley. I was observing the girls interaction as I undressed, Tony removed his clothes and illustrated the reason he is often referred to as the Italian stallion.

I don't think Ashley had ever seen anything like Tony's cock in the flesh. I enjoyed watching her facial expressions as she watched Tony approach to join them in the water. I did the bartender's duties before I joined them. Michele was stroking Tony and smiling at Ashley as she looked on.

"Ashley?" Michele smiled at her, "would you like to touch?

"Master?" Ashley looked over at me and I smiled.

"Far be it from me to short circuit your training little one. Have fun just don't hurt yourself or our host.

Michele settled into the crook of Tony's arm while Ashley took up a position on the other side of him. Regina settled down next to me and
Together we watched as Ashley examined the very prodigious shaft with her fingertips.

"Master?" Regina whispered. "Aren't you afraid that she might grow to like that Perhaps a little too much?

"Not in the least little one, it a woman can be enticed away from me by any means, then she was never mine and he is welcome to her."

Regina seemed to muse over that for a bit and then with a dawning of revelation look she said, "that's why you weren't upset when I left?"

"Make no mistake little one, I was extremely upset, but, revealing that to you would have served no good purpose, and, things appear to have worked out just fine.

I have found that moving out of the way and letting province have her (or his) way creates results that can best be described as Devine.

We had all been enjoying a relaxing soak in the perfect water and Ashley had been relishing the sensations provided by the exposure to Tony’s tumescent appendage along with the warming sensation of the special concoction of absinth and some quite natural libido enhancers.

As the rest of us looked on Michelle reached over to touch Ashley’s cheek and crook her finger in a come hither motion. Ashe leaned over Tony’s legs and Michelle gently directed her over Tony’s hard cock and the stood behind her to allow her to lean back against his wife as she impaled herself. She was a trooper as she tried her best to fully engulf his manhood but she was just not quite used to that much of a stretch. Even with Michelle pressing down on her shoulders Ashley just had to shake her head but Tony cuddled her down to his chest and whispered “Practice makes perfect.”

Michelle turned towards me as Ashley began her gently rhythmic undulations. That girl could move in a way as to testify to the many hours of gymnastics.

Smiling as if to a private joke she stepped across my lap and settled down to the tip of my cock. Aiming carefully she settled down to the exact depth she required…”Ahhhhhm E, your length and girth are perfect so that a rendezvous with my G-spot is always assured.

Regina had been sitting quietly in the water in what appeared to be deep thought. I brought her out of her trance with a light touch and a smile, she looked over at me with a warm smile and said. “I have missed you so much Master, the love that surrounds you and your little family of sisters is not something that is easily found or even understood in this world today. I am so thankful to be able to be a part of it and even feel it and it’s rich warmth. As she spoke the last words she leaned forward until our foreheads were touching. Like a conspiring child she said. I don’t ever want to leave again, never, never, ever, again. Please Master?”

to be continued …