Tracy Fox
Member
Posts: 11
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Wow... I really didn't know I had so many fans!!! I realize though that this kind of story isn't exactly mainstream and it's on the extreme end of this topic, yet I really do find your comments very motivating. So.. here is another very long installment for your enjoyment. If you enjoy it, please let me know as if I don't really see people liking it I'll most likely get discouraged and stop writing. Also, does anyone know how the pic upload feature works, I've been considering adding erotic photos to the stories yet I'm not really sure out to do it.
tracy
A New Vacation - Continued...
That night when we returned to the resort, she decided her passive control over me was behind us. “I gave Paulo the night off.”
Her words made me beam with pleasure for some reamister.
“I want you to repack all of my things, and your things as well, and swap rooms.” She didn’t even look at me while making her demand. She was looking into the large mirror in my deluxe suite. “Tomorrow, I want to fuck Paulo in this bed, and this shower.” She noticed the large walk in closet with the louvered door. “Can you actually see through this?” She walked into the closet and closed the door behind her. “Oh my, I didn’t realize how the thought could do so much to me.”
I was baffled by her words. “What is it Ma’am?”
“Never mind.” She was lost in thought.
I obediently swapped all of our belongings from one room to the next. In under an hour, she had fully settled in to my large suite, and I was relinquished to reside in her less flamboyant accommodations.
I stood before her, cherishing my time with her as she had me kneel for what she called a key swapping ceremony. “On your knees sissy!” I obeyed.
She turned away from me and presented her plump ass. “Now tuck your room key into my panties, and be sure to kiss my ass as you request I take over your accommodations.”
My hands guided the room key to her petite panties. I slipped it into them near her hip as I leaned my face into the soft and supple crack of her ass. “Please Mistress, accept my suite as a gift of my obedience.” Her hand pulled her panty to the side giving me an unhindered approach to her perfect anus. I did as expected, and stuck my tongue as deep into her warm anus as I could. Her hands took a grip of my hair and continued to power and guide my tongue deeper into a rimming session. Only after a thorough ass licking did she allow me to pull away. “I accept your offering sissy. But only on one condition.”
I looked up, the fresh taste of her ass on my mouth. “Anything Mistress.”
“Good!” She pulled me by my hair into the large Euro-shower that her room didn’t have. She roughly pushed me to the shower floor and stood defiantly over me. She pulled her panties to the side and looked me in the eyes. “Lie down.” I obeyed.
She positioned herself over my face, one of her stilettos on each side of my face and squatted with her crotch directly over my face. “Open your mouth.” Again I obeyed.
“Now don’t move!”
I wouldn’t dare, and I laid there waiting until I felt it. The warm pungent fluid began urinating onto my face. I felt the heat of her golden nectar filling my mouth and splashing all over my face. I couldn’t believe what I was enduring. I had hit the lowest of my submissive life. I was being peed on. What was worst… was that I loved it.
The multiple shower heads began to flow and soon I was being drenched with water. “Clean up sissy.” My naked body lay in the large shower that once was mine. Somehow now I felt I was borrowing it. I cleaned myself intently. I even shaved as I had become accustomed to doing. When I was done, my Mistress sent me to my new room for the night and proceeded to tie me to the bed where my ability to masturbate was restrained.
I awoke to two maids this time. Yet this time they weren’t knocking, they were already in my room. I tried to yell out, but realized a pair of panties had been tied in my mouth the prior night. My mumbles didn’t seem to scare them off as they both approached rather adventurously. The young plump maid I had seen on the previous occasions was speaking to the other, pointing at my body. The came close and the maid took hold of my penis as she explained to the other something in Italian. The other laughed as I began to cry out like I was upset. The plump one then, no longer afraid of repercussions, slapped me across the face and in broken English yelled “Quiet!”
Humiliated I didn’t move. I lay silent. Both of them examined my shaved crotch and were exchanging giggles and talking. The plump one found herself getting a little flushed at my predicament. She reached under her skirt and began fingering herself. I struggled and was noticeably upset by this behavior. The two maids then realized I was making too much of a fuss and decided they’d come back. But not before the maid fingering herself reached down and rubbed her wetness across my upper lip. I could immediately smell her strong pussy scent. It was dripping on my upper lip and there was nothing I could do about it. I was bound. The maids made their exit and left me there with her scent attached to my face.
My queen entered, a good hour after my encounter with the maids. She seemed groggy and well rested. “How is my little slave?”
In under an hour I was showered, shaved and ready for another day at the beach.
“Want to rent a boat again?” Her excitement was clear. I was as hesitant as could be for fear it would mean she would fuck another man. “Shhhhhhh, don’t say a word, let’s go.”
We made our way to the boat rental booth. Romero, the young Italian from yesterday was there again. This time it was obvious that numerous boats were available. They could be seen moored right off shore waiting to be rented. Upon our inquiry, he told us they were all reserved and unfortunately unavailable today. I felt like this was obviously a pathetic attempt at fucking my queen again, so I stood up to him. “That isn’t fair! There are plenty of boats available, how dare you try to do this?” He looked at me, my daisy duke shorts pulled high up my ass, my tanned smooth legs, and my sun bleached hair which had grown shoulder length. I realized almost instantly, he saw me as a conquest, not a threat. He stood forward and looked at my queen. “I’ll give you a boat if you give me a blowjob.”
I turned and angrily told him off. “How dare you!”
He flinched, “What? You’d do it too wouldn’t you, I mean look at her, she’s perfect.”
She pulled me off to the side and we spoke softly. “He seems pretty determined doesn’t he?”
“Forget this, let’s go elsewhere. I won’t stand to see you dishonored.” I was adamant.
“Hey, we do have a really good time on the beach by our self don’t we?” I nodded. “Well, maybe you can negotiate with him and somehow get us a boat?”
I walked over to Romero and asked, “What else would you take? We want a boat but you can’t have her again.” Romero seemed to think about it for a minute, he glanced over his boats again then back to me. “All right, I’ll take you.”
I felt baffled, “What?”
“Yeah, you! I want 30 minutes with you. You almost look like a girl, you’re smooth, sexy, so yes or no?”
I almost ran back to my queen. “Wow, did I hear that right?” She seemed startled.
“I can’t believe it, I don’t even know how to feel, this is horrible.” I was repulsed.
She took my hands into hers, “Sissy? That’s right, notice how you respond to me calling you sissy? Remember, you’re anonymous here. Isn’t there a little part of you that secretly wants this?”
She looked deep into my eyes. “Don’t be shy, remember, no one will ever know. So go be a good sissy and get us a boat okay?”
I found myself defeated. She was right; I did find a perverse thrill in being used sexually. I meekly turned back towards the booth and approached. I looked up to Romero and nodded. “Okay. What do I have to do?”
“C’mon.” His hand reached out and took mine. He lead me into the shack behind the booth and moments later I found myself standing in a secluded equipment shack while a young Italian stud began removing his clothes. Along one wall was a cot, with a pillow. I didn’t know what to do, until a very naked Romero sat down on the cot and laid back. He pulled on his growing erection and I couldn’t believe I was now face to face with a large erect cock. “Suck me!” He commanded.
I reluctantly walked forward. Part of me wanted to run for my life. I didn’t know what to do. I turned to run out and ran into her. She grabbed me by the arm and powerfully looked into my eyes. “Do it! Go on, suck it!”
I almost collapsed, I felt so weak, my legs felt like spaghetti. I turned back around and saw Romero, his raging cock poised and ready for my attention. I didn’t want to move, but her hand pulled me closer. She took a full grip of my hair and pulled me onto the cot. I was pulled to my knees, directly over Romero’s large and erect penis. Her grip wasn’t forgiving at all, “I said, suck it!”
I found myself lowering my lips onto the bulbous head. I took the warm cock into my mouth and was immediately surprised by the warmth and softness of it. I took hold of his shaft and found myself fully giving him pleasure. In minutes, I was pleasing him the way I would want to be pleased. I pulled and stroked his massive shaft and teased his head, I knew exactly how to cause him the most pleasure yet keep him from cumming. I lost track of time, I was focused, I was a cocksucker. I felt her hands stroking my hair, as if my performance was making her proud.
“You’re doing SO good!” Her encouraging words made me happy. I wanted to make him happy, I wanted to please him. Within minutes Romero was making serious grunts of lust, my tasting him was causing him to want to thrust. He wanted to cum and my teasing him was making him impatient. I felt the firm youthful hands take hold of my hair and begin to furiously fuck my face. I wanted to pull away, but he was too strong.
I felt my queen slowly caress my ass as she watched my face fucking. It was like she understood. My mouth began to feel traumatized as his massive tool began powering itself deeper than I could handle. I began to gag and want intensely to escape the vulgar face fucking I was enduring. I felt her soft breath in my ear, “I know sissy, it’s difficult, you got him too wound and now he’s gonna **** your mouth.” Her soft caress began to finger my anus.
His thrusting became violent, I wanted to get away, but I couldn’t. I felt the raging surge of pressure build up in his cock and begin to spurt waves and waves of cum deep into my throat. My Mistresses fingering of my ass was my only reprieve of my ***. She understood that she needed to distract me in any way possible to allow me to survive such a ***. Romero’s cum shot deep into my mouth and after he was spent he released me. My queen then held me close, trying to comfort me after my ordeal. “You’re lucky he didn’t fuck you sissy. I thought for sure he was going to throw you to the ground and fuck you like a girl.” I whimpered at the thought as we retreated. I felt like a wounded natural, but as promised we were granted our boat.
An hour later, we were at a deserted beach. Still traumatized I set up our site and soon we were laying out naked on the large mattress. We were facing each other, like two lovers in bed. My shyness was long gone, even though she was the sexiest Goddess I had ever laid eyes on, and I was now a smooth, shaved, submissive cocksucker.
“Can you believe what you just did?” Her eyes were gazing into mine. I guess she could tell I was still reeling from how far I had gone. “Did you ever imagine that you would be cocksucker?”
I wanted to turn away but she grabbed my hair powering me to stare into her eyes. “Don’t turn away, look at me. Look at yourself, you’re lying there, naked, with that very small dick, not a threatening dick at all is it?”
I nodded no.
“And that is why I adore you! I love that I could lie here naked with you, and not feel an ounce of threat from this.” She held my small member. Her touch caused it to twitch and begin to grow in her hand. “Oh look, it’s growing.”
Her hand slowly and professionally massaged me to a full erection. “Now, I want you to look at me while I hold this little sword of yours.” I obeyed. “I want you to tell me how you felt sucking a real man’s cock.”
I wanted to pull away, but she gripped my erection harder. Her touching it was making me wild. “Tell me, tell me how natural it felt. Tell me how natural all this feels, having me hold your little penis, making you do very naughty things, making you suck loads of cum out of my cunt from my many lovers?”
I was literally on the edge of creaming in her hand. A fact she quickly noticed as she took a firm grip on the base of my cock, causing me to stall any mounting orgasm. She held me there, in a state of continual denial, continual lust.
“I don’t know why, but being with you, is magical. No matter what you make me do, whether it’s shave my entire body, whether it’s sucking the cum of your lovers from your cunt, or even making me suck another man’s penis, I am somehow unable to stop my willingness to obey. I not only feel natural doing this, I feel like I don’t have any inhibitions as long as you’re with me.”
She seemed very pleased with my words. “Will you do whatever I ask?”
I nodded. “Yes Mistress, I will.”
“You make me VERY happy! And to test your words, I’m going to have you do some very kinky and disturbing things over the next two weeks. But I want you to remain assured, that you’re on vacation, you’re anonymous, so who cares what anyone else thinks right?”
“Right.” Her logic was correct.
“Now, I want you to grow soft.” She stared at me seriously, and my cock responded. I grew soft in her hand. She smiled at my obedience. She rolled over and propped her ass towards my face. “Put your nose in my crotch, I want to relax like this for a while.”
“Yes Mistress.” I obeyed. My face was promptly buried in my queen’s ass while my lips were placed gently on her pussy lips. I was kept there while she drifted off to relax. Only after hours of relax was I allowed to separate my lips from her vagina. My nose had been buried deep into her anus, and upon being removed I couldn’t help but feel a sense of loss.
We returned to our rooms and proceeded to take long naps. Her in my huge King size bed in my suite, and me in her queen sized bed, tied spread eagle so I couldn’t masturbate. She woke me a couple of hours later so we could get cleaned up. Night was approaching and my Mistress was feeling giddy. I think her impending night with Paulo was causing her to feel excited. She made me bath and shave her body in the large Euro-shower. She even had me douche her, which was very new to me. Next, she told me I was going to give her an enema. I’d never inserted a tube into a woman’s ass and allowed a large quantity of soapy water drain into her. She relieved herself in the restroom and decided I needed to experience that myself. She told me to strip and administered my first enema and I was very humred by the experience. Afterwards, she made me repeat the task again and again. It wasn’t till I was expelling clear water did she felt content. I felt extremely ***d.
I was then made to dress and prepare my queen for her date with Paulo. I slowly put her panties on, and then acted as her stool as she applied her make up. She took exceptionally long to make her makeup just right, and kept me on my hands and knees the entire time. I think the worst part was how she liked to talk while making herself just perfect.
“I’ve noticed you hold my panties in a peculiar way. What’s that all about?” She was applying mascara.
I didn’t understand her meaning. “I don’t understand.”
“Yeah, I’ve seen you hold your own underwear, but when you hold my panties, you take on a whole different attitude. What’s that all about?” She was still seemed oblivious that she was actually sitting on me.
“I didn’t realize that I was acting any different.” I lied.
“Hmmmm,” her hand held my exposed ass cheek, “I really wish you wouldn’t be so shy. Remember you’re totally anonymous, and you should feel free to share everything shouldn’t you?” Her middle finger slightly played with my puckered anus as she talked.
“I…. I suppose holding your panties did cause me some kind of reaction.” I admitted.
“What exactly?” Her finger poised itself firmly on the entrance to my ass.
Nervous, yet with an excitement I couldn’t explain, I began to share my feelings. “I’m not sure exactly, but when I held them for the first time, I almost felt like I was holding something precious, like they were some kind of holy relic. I felt like I needed to treat them with exceptional delicacy, like they were fragile or something.”
“But they’re just panties silly, why would you need to treat them so gentle?” She was now working on her lip gloss.
“I don’t know really. I suppose they just seemed like… well like a royal garment.” I didn’t know exactly how to put my feelings into words.
“Have you ever worn a pair?” She was non-chalant about it.
“No! Never.”
“Why not?” Her hand took a soft hold of my balls now. I grew erect immediately.
“It would be…. Well gay wouldn’t it?” My words didn’t sound very convincing.
“Do gay men wear panties?” She asked while applying lip liner now.
“I’m not sure. But the point is a man wearing panties just seems…. Well gay, or wrong if you know what I mean.” I was emphasizing my point.
“Sort of like…. Sucking another man’s cock?” Her words hit home. “I mean, didn’t you just suck another man’s cock today? If that wasn’t ‘gay’ what is? You took a long hard erection into your mouth and swallowed his sperm didn’t you?” I couldn’t avoid her questions even if I could shelve them in my mind.
“Yes. I did.” I was humred.
“And didn’t you like it?” Her question stunned me. I had found solace in the fact that I felt powerd, like I didn’t have a say, but here I was actually wondering if I ‘liked’ the act. “Be honest now, there is no shame here remember. You have nothing to fear.”
Somehow her comforting words allowed me a sense of liberation I had truly never felt. I wasn’t being judged at all. It was a simple question she was asking, and my answer wouldn’t affect her feelings for me at all. She was completely non-judgmental and I realized that it made all the difference in the world to me. “Yes. I guess I did.” I felt free, like I came out of some sort of closet. I didn’t feel gay, but I did feel free to admit I liked what I did. Suddenly new thoughts raced through my head. Did that mean I was gay? Was I bisexual?
to be continued...
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Tracy Fox
Member
Posts: 11
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#32 · Edited by: Tracy Fox
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A New Vacation - Continued
While touching up her makeup her hand had stopped toying with my anus temporarily. I found its absence caused me to long for her touch. I didn’t realize but my body began to arch more, like it was inviting her to touch me there again. “What are you doing?” She asked.
“What?”
“Why did you arch more?” Her questions had a way of cutting to the point.
“I didn’t realize I was.”
Her harsh slap to my ass caused me to flinch. “How many times are we going to have this discussion? Does ANYONE here know you?”
I shook my head no.
“And are you some famous senator that if your kinky side were to become known would ruin you politically?” Another slap emphasized her question.
“No Ma’am.”
“Then what are you so shy about? Be honest and open with me. There is nothing that you can say or do that will matter back home. Do you understand?” With that she took a firm hold of my balls and gripped them tight.
“Yes Ma’am. I’m sorry. I didn’t mean to hold back, it’s just that I’ve never had this kind of openness before. It’s new to me.” I was hers.
She let go of my ball sack. “I know pet, either have I. But I have to say, I really do like it. Don’t you?”
“Yes Mistress. I do.”
“So back to my earlier question, why did you arch?” She pulled my hair back making me arch further.
“I missed your hands on my ass Mistress. I wanted you to touch it again.” I held nothing back. “I wanted you to finger my asshole and when you pulled your hand away I felt like something was missing.”
“Shhhhhhh,” she began petting and running her fingers through my shoulder length hair. “I know my pet, that’s why I made you admit it. You really are mine aren’t you?”
“Yes Ma’am.” I couldn’t even nod as when I tried she took of handful of my hair and prevented it.
“Arch sissy. Arch!” I did as she commanded. She stood and positioned herself in front of me. She walked towards her large walk in closet, which was once mine, and pushed open the door. She looked back over her shoulder and gave her ass cheek a slap, almost like calling a dog. “Come here sissy.” I crawled to her.
She turned to look into the closet and arched her back puckering out her plump perfect ass in my direction. I didn’t need any more instructions as I nestled my face deep into the crack of her ass. Her hand gripped my hair signaling that I was to stay there while she moved. She walked slowly forward into the closet. I crawled diligently behind, never allowing my nose or mouth to lose contact with her anus. She reached into a drawer and pulled out a skimpy pair of black lace panties and held them up.
She gripped my hair and pulled me onto my haunches. “Do you think Paulo will like these?” She held the panties in front of my face. I sheepishly nodded. “Excellent. I want him to ravage me tonight.” She seemed to understand that her words cut deep and looked at me deeply into my eyes. She even knelt closer, she came inches from my face and whispered, “Tell me you understand.”
I locked eyes with her, I melted and realized that in three short days this woman has reshaped my entire being. “Tell me you understand!” This time her words were not inviting, she wanted my presentation and now.
I nodded. She stared at me for a full thirty seconds before I felt the harshest slap to my face I’d ever felt. “I said, tell me you understand! And I mean NOW sissy!”
“Yes Mistress.” I was whimpering now, “I understand.”
It wasn’t good enough for her. “What do you understand sissy?” She took hold of my hair and I knew my face would endure a vicious slapping if I didn’t present the right words.
“I understand that Mistress needs to be ravaged tonight.” She seemed to like my response. “And?” She wanted me to continue.
“And that your lover Paulo could give you this ravaging.” I was struggling for the words, but I suspected where she wanted me to go with this.
“And?” She knew I knew.
“And, as much as I adore my Mistress, I could never please her this way and should only help her achieve her desires.”
She smiled as she realized I was totally obedient. “Not bad sissy. Not bad at all.” She stood defiantly above me and a sense of pride came over me as if I’d passed some kind of test. “Now, smell these.” She removed the panties she was wearing and powerd them into my face.
I inhaled deeply and could sense they were drenched. They reeked of her cunt, they were so strong I wondered if she had wore them for multiple days. “Do you smell my pussy?”
I nodded while smelling like an insane panty sniffer.
“That’s how wet you make me.”
I found myself reeling with pride at her words. I couldn’t believe that this woman, this Goddess actually got this excited from me. I inhaled even harder in an effort to appreciate her essence more.
“Now put them on.” She handed them to me.
I must’ve looked like a lost sheep. “What?”
“Put them on. Now sissy.”
I obeyed. Without standing I put her drenched pair of panties on and felt her dampness on my own crotch. They were exceptionally wet, and I was baffled as I thought I had put a fresh pair on her just recently.
“Down.” She pointed for me to go down to the floor. I pushed my face to the carpet, arching my ass into the air with my knees spread. “From now on, when I say down, this is the exact way I want you to be, do you understand?”
I nodded.
She kicked my knees further apart and pushed on my lower back to increase my arch. I felt so vulnerable it ached. My penis twitched and began to respond against my will. I felt her take hold of the panties and pull them tightly into my ass crack. “Stay like that.” She left me there while she went about picking her clothes and dressing herself for her date with Paulo.
As I listened to her walking around and dressing herself I reflected on my situation. I was sprawled out, with my face to the floor of a large walk-in closet, my ass perched in the air, wearing a damp pair of slutty panties while a woman prepared herself for a date with a hung Italian stud. This was my suite, yet I had somehow allowed her to take it over. I suppose if I wanted I could reverse this situation immediately. I could stand and defiantly tell this woman to leave, and go on with my vacation. Yet even the thought caused me a sense of pain as I knew it would upset her. What had I become? I hadn’t even had sex with this woman, and here I was obeying her like I’ve never even dreamed. Even my ex-girlfriend could never cause me to feel this way and I thought I’d marry her for sure.
“Sissy,” her words broke my thought process, “Come here.”
I crawled out of the closet and saw before me the most beautiful and gorgeous woman I have ever seen. She looked like a Goddess. She wore a sexy tight cocktail dress that barely contained her massive breasts. The hem of the skirt barely covered her crotch. Her smooth and radiant tan legs glowed like they had been permanently oiled. And her 4” fuck me pumps actually had leather straps around her ankles with little locks on them, they looked more like bondage pumps than something fashionable. Her hair flowed to the small of her back and she looked like a fashion model with her pristine hair and makeup. I melted. She was truly perfect. I realized that some men would call her “too” voluptuous. Too curvy. Yet for me, she was a dream.
“I hope you don’t mind, but I took a few liberties.” She walked over to the desk area. “Come on.” She slapped her ass cheek again. She realized I really was her pet.
She opened up my laptop computer, it was already on. “I took the liberty of surfing the web today while you were relaxing. I want to get a few things for us. You know for the remainder of our stay. Are you okay with that?”
I was on my knees wearing her drenched panties, what could I possibly say? I nodded.
“Now, I’ve taken the liberty of putting everything into the sites ‘shopping basket’ and even entered the correct shipping address, all that’s left is that you put in your permisteral info, address, and credit card number. What I think is really important is that you do all of this without asking what I ordered, or telling me anything permisteral, like your name or address. I want you to feel safe in the fact that you truly are anonymous with me okay my pet?” She patted me on my head before planting a passionate kiss on my lips. I couldn’t think of disappointing her.
I sat at the desk and saw the order form. She turned away waiting for me to complete the web page. I put in my name and billing address. I had noticed the shipping address had already been filled in, it was to the hotel and this room, and that the method of shipping was overnight express. Part of me wanted to complain that the shipping would cost so much, but as I turned and saw the plump ass of the Goddess I adored standing there patiently waiting for my actions, I couldn’t even imagine disappointing her.
I retrieved my wallet and entered my credit card information. “Now tell me exactly what you’re doing as you do it.” She reminded me.
“I’m finishing my credit card info. And now I’m hitting next.” I clicked the complete transaction button as my Mistress quickly reeled around and told me, “That’s enough, now get away. I don’t want you to see what I ordered!”
I scurried from the chair yet noticed a few things from the following page. The item list was extensive, it was longer than I imagined. Product numbers and amounts, all tallied up on the bottom right. I looked and felt a shock as I just realized I ordered $3204.00 worth of items. My mouth must’ve dropped in panic as I realized the significance what just happened. I just ordered over $3000 worth of kink items! Holy crap! What was I thinking? What on earth did I just order? I wanted to immediately find the number to the site and complain that there must’ve been an error, or call my credit card company and say this was a mistake. My scrambling must’ve caught her attention as she violently took hold of my hair. She gripped it firmly stopping me from my fevered activity and pulled my eyes directly towards hers.
“Stop!” She wasn’t toying with me. “You will stop whatever you think you’re doing right this second. You will just take it! You’ll eat that bill do you understand me?” Her glossy mouth almost seducing me into accepting her will.
I nodded while swallowing hard.
“This room cost a hell of a lot more than that didn’t it?” She raised her eyebrows questioning me.
I nodded as I remembered.
“And do you think for a minute, that this room could EVER give you the vacation I’m going to give you after all those things arrive?” She had a point.
I contemplated her words. My imagination was running wild. $3000 worth of what? What on earth could she have ordered and why was I so terrified? She seemed to understand my worries as she leaned closer.
“I want you to know, that this is just another expense in your complete vacation. You could be spending your money on trips to the museums, tours, and even souvenirs. But instead you’re making an investment into your true nature. You get to enjoy your vacation, not live vicariously through the pictures you take.” She knelt and came closer to my face. Her glossy lips inches from mine. Her voice became a whisper. “You’re totally anonymous. No one will ever know what we do. You can enjoy everything I put you through and never have to worry that it will get out. Do you understand?”
I agreed. I swallowed deeply, but I understood.
“So, will you not complain? Will you just allow this time to happen? No complaints. No grumbling. I want you to just roll with it. Just think that this is going to be the best vacation you’ve ever had in your entire life okay?”
I nodded.
“Besides… Don’t you deserve it?” She stroked my crotch now. “I mean after all, weren’t you going to bring your ex-girlfriend with you?”
I didn’t like where she was going with this. The thoughts were making me uncomfortable.
“Weren’t you going to be in this magnificent suite with her? Having your way with her and feeling her body every night? And instead didn’t she leave you for another man?” She knew exactly where to poke. Her touching my erection intensified. She even pushed my legs apart.
“So… You’d probably be spending a lot of money on some girl that left you for a bigger cock right now wouldn’t you?” She was keeping me hard although I wanted to be serious. “I mean didn’t you expect to wine and dine her here? Does it hurt to know that she is probably happier right now riding his massive cock in some crappy apartment at this moment, then to be in this beautiful Italian hotel room with a man with such a little dick?” Her words bit. She wouldn’t let up.
She pulled my erection and powerd me to look at her. “Admit it!”
I could only mumble. I was defeated.
“Admit you have a puny dick and that she deserved a real man.” She was fierce now.
I had somehow kept my past relationship separate from this bizarre adventure I was riding. Yet she had powerd me to keep the two together, she wanted my current state of being her cuckold to tie into my past, which I had allowed to be a safe retreat from my present circumstances. I really struggled with her demand. I considered stopping it all right here, at this moment. I think she picked up on my stream of thought as she let go of my penis.
At first I was a little shocked by the lack of touch. “What?” I asked.
“This is too much for you isn’t it?” She seemed serious. “I didn’t realize you were so sentimental.”
I tried to understand her mood but couldn’t. “Sentimental?”
“Yeah, I guess if you’re so ‘hung up’ on your ex, maybe I should just release you and you should go home to her and beg her to take you back.” She sat up now and was straightening her dress.
“Wait!” I sat up now too. “I’m not sentimental, I’m just…. And I’m not hung up on her.”
“Fine. Whatever. I’ll see you later.” She turned and went to collect her purse. I lunged after her to clarify my feelings.
“Wait. Okay, I suppose I was slightly hung up on her. I mean I was going to marry her. And the fact that she left me for someone else, someone with a larger cock, well that hit me like a ton of bricks. I didn’t see it, and I guess you bringing it to my attention hasn’t really set in yet.” I knelt and felt extremely submissive for some reamister at the point. “I’m sorry I upset you. I didn’t mean to, and I don’t want you to leave.”
She stood looking at me. I had bowed my face to the ground as if pleading on my knees. I had felt a need to prostrate myself to her, so I couldn’t see what she was doing but I sensed her there. She stood there for a while, studying me I think.
She reached down to my arched and pantied crotch and rubbed me gently. Her warm hands began to cause me to swell. I grew erect in them and my member began pushing against the fabric trying to find an escape. “Put your hands behind your back.” She was speaking very soft with me now. I obeyed.
“Hold your hands tightly.” She was so sexy as she spoke.
I tightly gripped my hands together. Her warm and soft hands lowered my panties and took hold of my rapidly growing cock. “Mmmmmm, my sexy sexy little sissy. She knelt and took my erection into hand and pulled it back between my legs. She powerd it to aim backwards and then softly took it in her mouth. I almost came at the touch. I felt my eyes buckle to the back of my head in ecstasy and almost thrust and pump my hips in an attempt to cum into her soft mouth. She held my cock firmly, and ran her tongue over my penis like a true pro, she licked my precum that was leaking feverishly from my erection while looking into my eyes between my legs. She knew exactly where to touch and how to touch it. I was lost in a state of pure pleasure. Then suddenly, she took hold of my penis tightly by the base, and looked into my eyes. “Kiss me!” She leaned forward and brought her lips to mine and kissed me passionately. I could taste my own cum all over hers, and she made a point of thrusting it into my mouth. “Do you like it?” She looked very excited.
“Like what?” I asked.
“Did you like the taste of cum?” Her grip on my penis began to move, stroking me, causing me to obey.
“Yes Mistress.” I would do anything for her.
“How much do you like it?” She kissed my cheeks and neck teasing me vulgarly.
“Ma’am?” I could barely speak.
“I’ve made you lick cum out of my pussy from two different men, and both times you’ve loved it!” Her hands stroked me even harder.
“And I’ve even watched you suck a cock until you swallowed cum.” My penis was literally about to explode. “Tell me how much you like the taste of cum!”
“I love it Mistress.” I arched and found myself aching to blow my load of sperm all over. She pulled and stroked me right up to the edge of release…. Then…. Nothing.
I wanted to cry. She knew it too. I bucked and violently wiggled my ass and crotch in every attempt to finish what she had started. I whimpered and began to beg for her to allow me to cum. I even promised to do anything she asked. And I meant it.
“Will you never EVER complain about what I just made you spend?” Her hand gently brushed my balls.
“Never Mistress.”
“Will you never EVER deny me what is rightfully mine?”
“Never Mistress.”
“And what is that exactly? Be specific sissy!” She took hold of my near spasmic member. “Don’t make me guess!”
“My penis is yours Mistress!” I cried out. “My balls are yours Mistress!”
“What else?” She was on fire.
“My ass is yours Mistress! My will is yours Mistress! My desire is yours Mistress!” I was thinking of what else I could offer her.
“And your money whore?” She gripped my erection firmly.
“And my money is yours Mistress, all of it! All I have is yours!” I didn’t really feel this, I allowed myself this indulgence to keep her doing what she was doing, but deep down inside I would never allow her to control my money yet I didn’t admit it.
“Then you won’t be complaining about what I just bought for you now will you?” Her finger rubbed my puckered anus imploring me to submit.
“No Ma’am. Whatever you bought, I’m sure it was needed and I won’t complain.” I felt a sense that as far down this road as she has brought me, I would allow what has happened to go by. I would just swallow and take the financial bite she just powerd me to swallow. I rationed that I was living the most erotic time of my life, and as long as it didn’t bankrupt me I would be okay.
“Good girl.” She released me and stood up. “Now get to your bed!”
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Tracy Fox
Member
Posts: 11
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That night when we returned to the resort, she decided her passive control over me was behind us. “I gave Paulo the night off.”
Her words made me beam with pleasure for some reamister.
“I want you to repack all of my things, and your things as well, and swap rooms.” She didn’t even look at me while making her demand. She was looking into the large mirror in my deluxe suite. “Tomorrow, I want to fuck Paulo in this bed, and this shower.” She noticed the large walk in closet with the louvered door. “Can you actually see through this?” She walked into the closet and closed the door behind her. “Oh my, I didn’t realize how the thought could do so much to me.”
I was baffled by her words. “What is it Ma’am?”
“Never mind.” She was lost in thought.
I obediently swapped all of our belongings from one room to the next. In under an hour, she had fully settled in to my large suite, and I was relinquished to reside in her less flamboyant accommodations.
I stood before her, cherishing my time with her as she had me kneel for what she called a key swapping ceremony. “On your knees sissy!” I obeyed.
She turned away from me and presented her plump ass. “Now tuck your room key into my panties, and be sure to kiss my ass as you request I take over your accommodations.”
My hands guided the room key to her petite panties. I slipped it into them near her hip as I leaned my face into the soft and supple crack of her ass. “Please Mistress, accept my suite as a gift of my obedience.” Her hand pulled her panty to the side giving me an unhindered approach to her perfect anus. I did as expected, and stuck my tongue as deep into her warm anus as I could. Her hands took a grip of my hair and continued to power and guide my tongue deeper into a rimming session. Only after a thorough ass licking did she allow me to pull away. “I accept your offering sissy. But only on one condition.”
I looked up, the fresh taste of her ass on my mouth. “Anything Mistress.”
“Good!” She pulled me by my hair into the large Euro-shower that her room didn’t have. She roughly pushed me to the shower floor and stood defiantly over me. She pulled her panties to the side and looked me in the eyes. “Lie down.” I obeyed.
She positioned herself over my face, one of her stilettos on each side of my face and squatted with her crotch directly over my face. “Open your mouth.” Again I obeyed.
“Now don’t move!”
I wouldn’t dare, and I laid there waiting until I felt it. The warm pungent fluid began urinating onto my face. I felt the heat of her golden nectar filling my mouth and splashing all over my face. I couldn’t believe what I was enduring. I had hit the lowest of my submissive life. I was being peed on. What was worst… was that I loved it.
The multiple shower heads began to flow and soon I was being drenched with water. “Clean up sissy.” My naked body lay in the large shower that once was mine. Somehow now I felt I was borrowing it. I cleaned myself intently. I even shaved as I had become accustomed to doing. When I was done, my Mistress sent me to my new room for the night and proceeded to tie me to the bed where my ability to masturbate was restrained.
I awoke to two maids this time. Yet this time they weren’t knocking, they were already in my room. I tried to yell out, but realized a pair of panties had been tied in my mouth the prior night. My mumbles didn’t seem to scare them off as they both approached rather adventurously. The young plump maid I had seen on the previous occasions was speaking to the other, pointing at my body. The came close and the maid took hold of my penis as she explained to the other something in Italian. The other laughed as I began to cry out like I was upset. The plump one then, no longer afraid of repercussions, slapped me across the face and in broken English yelled “Quiet!”
Humiliated I didn’t move. I lay silent. Both of them examined my shaved crotch and were exchanging giggles and talking. The plump one found herself getting a little flushed at my predicament. She reached under her skirt and began fingering herself. I struggled and was noticeably upset by this behavior. The two maids then realized I was making too much of a fuss and decided they’d come back. But not before the maid fingering herself reached down and rubbed her wetness across my upper lip. I could immediately smell her strong pussy scent. It was dripping on my upper lip and there was nothing I could do about it. I was bound. The maids made their exit and left me there with her scent attached to my face.
My queen entered, a good hour after my encounter with the maids. She seemed groggy and well rested. “How is my little slave?”
In under an hour I was showered, shaved and ready for another day at the beach.
“Want to rent a boat again?” Her excitement was clear. I was as hesitant as could be for fear it would mean she would fuck another man. “Shhhhhhh, don’t say a word, let’s go.”
We made our way to the boat rental booth. Romero, the young Italian from yesterday was there again. This time it was obvious that numerous boats were available. They could be seen moored right off shore waiting to be rented. Upon our inquiry, he told us they were all reserved and unfortunately unavailable today. I felt like this was obviously a pathetic attempt at fucking my queen again, so I stood up to him. “That isn’t fair! There are plenty of boats available, how dare you try to do this?” He looked at me, my daisy duke shorts pulled high up my ass, my tanned smooth legs, and my sun bleached hair which had grown shoulder length. I realized almost instantly, he saw me as a conquest, not a threat. He stood forward and looked at my queen. “I’ll give you a boat if you give me a blowjob.”
I turned and angrily told him off. “How dare you!”
He flinched, “What? You’d do it too wouldn’t you, I mean look at her, she’s perfect.”
She pulled me off to the side and we spoke softly. “He seems pretty determined doesn’t he?”
“Forget this, let’s go elsewhere. I won’t stand to see you dishonored.” I was adamant.
“Hey, we do have a really good time on the beach by our self don’t we?” I nodded. “Well, maybe you can negotiate with him and somehow get us a boat?”
I walked over to Romero and asked, “What else would you take? We want a boat but you can’t have her again.” Romero seemed to think about it for a minute, he glanced over his boats again then back to me. “All right, I’ll take you.”
I felt baffled, “What?”
“Yeah, you! I want 30 minutes with you. You almost look like a girl, you’re smooth, sexy, so yes or no?”
I almost ran back to my queen. “Wow, did I hear that right?” She seemed startled.
“I can’t believe it, I don’t even know how to feel, this is horrible.” I was repulsed.
She took my hands into hers, “Sissy? That’s right, notice how you respond to me calling you sissy? Remember, you’re anonymous here. Isn’t there a little part of you that secretly wants this?”
She looked deep into my eyes. “Don’t be shy, remember, no one will ever know. So go be a good sissy and get us a boat okay?”
I found myself defeated. She was right; I did find a perverse thrill in being used sexually. I meekly turned back towards the booth and approached. I looked up to Romero and nodded. “Okay. What do I have to do?”
“C’mon.” His hand reached out and took mine. He lead me into the shack behind the booth and moments later I found myself standing in a secluded equipment shack while a young Italian stud began removing his clothes. Along one wall was a cot, with a pillow. I didn’t know what to do, until a very naked Romero sat down on the cot and laid back. He pulled on his growing erection and I couldn’t believe I was now face to face with a large erect cock. “Suck me!” He commanded.
I reluctantly walked forward. Part of me wanted to run for my life. I didn’t know what to do. I turned to run out and ran into her. She grabbed me by the arm and powerfully looked into my eyes. “Do it! Go on, suck it!”
I almost collapsed, I felt so weak, my legs felt like spaghetti. I turned back around and saw Romero, his raging cock poised and ready for my attention. I didn’t want to move, but her hand pulled me closer. She took a full grip of my hair and pulled me onto the cot. I was pulled to my knees, directly over Romero’s large and erect penis. Her grip wasn’t forgiving at all, “I said, suck it!”
I found myself lowering my lips onto the bulbous head. I took the warm cock into my mouth and was immediately surprised by the warmth and softness of it. I took hold of his shaft and found myself fully giving him pleasure. In minutes, I was pleasing him the way I would want to be pleased. I pulled and stroked his massive shaft and teased his head, I knew exactly how to cause him the most pleasure yet keep him from cumming. I lost track of time, I was focused, I was a cocksucker. I felt her hands stroking my hair, as if my performance was making her proud.
“You’re doing SO good!” Her encouraging words made me happy. I wanted to make him happy, I wanted to please him. Within minutes Romero was making serious grunts of lust, my tasting him was causing him to want to thrust. He wanted to cum and my teasing him was making him impatient. I felt the firm youthful hands take hold of my hair and begin to furiously fuck my face. I wanted to pull away, but he was too strong.
I felt my queen slowly caress my ass as she watched my face fucking. It was like she understood. My mouth began to feel traumatized as his massive tool began powering itself deeper than I could handle. I began to gag and want intensely to escape the vulgar face fucking I was enduring. I felt her soft breath in my ear, “I know sissy, it’s difficult, you got him too wound and now he’s gonna **** your mouth.” Her soft caress began to finger my anus.
His thrusting became violent, I wanted to get away, but I couldn’t. I felt the raging surge of pressure build up in his cock and begin to spurt waves and waves of cum deep into my throat. My Mistresses fingering of my ass was my only reprieve of my ***. She understood that she needed to distract me in any way possible to allow me to survive such a ***. Romero’s cum shot deep into my mouth and after he was spent he released me. My queen then held me close, trying to comfort me after my ordeal. “You’re lucky he didn’t fuck you sissy. I thought for sure he was going to throw you to the ground and fuck you like a girl.” I whimpered at the thought as we retreated. I felt like a wounded natural, but as promised we were granted our boat.
An hour later, we were at a deserted beach. Still traumatized I set up our site and soon we were laying out naked on the large mattress. We were facing each other, like two lovers in bed. My shyness was long gone, even though she was the sexiest Goddess I had ever laid eyes on, and I was now a smooth, shaved, submissive cocksucker.
“Can you believe what you just did?” Her eyes were gazing into mine. I guess she could tell I was still reeling from how far I had gone. “Did you ever imagine that you would be cocksucker?”
I wanted to turn away but she grabbed my hair powering me to stare into her eyes. “Don’t turn away, look at me. Look at yourself, you’re lying there, naked, with that very small dick, not a threatening dick at all is it?”
I nodded no.
“And that is why I adore you! I love that I could lie here naked with you, and not feel an ounce of threat from this.” She held my small member. Her touch caused it to twitch and begin to grow in her hand. “Oh look, it’s growing.”
Her hand slowly and professionally massaged me to a full erection. “Now, I want you to look at me while I hold this little sword of yours.” I obeyed. “I want you to tell me how you felt sucking a real man’s cock.”
I wanted to pull away, but she gripped my erection harder. Her touching it was making me wild. “Tell me, tell me how natural it felt. Tell me how natural all this feels, having me hold your little penis, making you do very naughty things, making you suck loads of cum out of my cunt from my many lovers?”
I was literally on the edge of creaming in her hand. A fact she quickly noticed as she took a firm grip on the base of my cock, causing me to stall any mounting orgasm. She held me there, in a state of continual denial, continual lust.
“I don’t know why, but being with you, is magical. No matter what you make me do, whether it’s shave my entire body, whether it’s sucking the cum of your lovers from your cunt, or even making me suck another man’s penis, I am somehow unable to stop my willingness to obey. I not only feel natural doing this, I feel like I don’t have any inhibitions as long as you’re with me.”
She seemed very pleased with my words. “Will you do whatever I ask?”
I nodded. “Yes Mistress, I will.”
“You make me VERY happy! And to test your words, I’m going to have you do some very kinky and disturbing things over the next two weeks. But I want you to remain assured, that you’re on vacation, you’re anonymous, so who cares what anyone else thinks right?”
“Right.” Her logic was correct.
“Now, I want you to grow soft.” She stared at me seriously, and my cock responded. I grew soft in her hand. She smiled at my obedience. She rolled over and propped her ass towards my face. “Put your nose in my crotch, I want to relax like this for a while.”
“Yes Mistress.” I obeyed. My face was promptly buried in my queen’s ass while my lips were placed gently on her pussy lips. I was kept there while she drifted off to relax. Only after hours of relax was I allowed to separate my lips from her vagina. My nose had been buried deep into her anus, and upon being removed I couldn’t help but feel a sense of loss.
We returned to our rooms and proceeded to take long naps. Her in my huge King size bed in my suite, and me in her queen sized bed, tied spread eagle so I couldn’t masturbate. She woke me a couple of hours later so we could get cleaned up. Night was approaching and my Mistress was feeling giddy. I think her impending night with Paulo was causing her to feel excited. She made me bath and shave her body in the large Euro-shower. She even had me douche her, which was very new to me. Next, she told me I was going to give her an enema. I’d never inserted a tube into a woman’s ass and allowed a large quantity of soapy water drain into her. She relieved herself in the restroom and decided I needed to experience that myself. She told me to strip and administered my first enema and I was very humred by the experience. Afterwards, she made me repeat the task again and again. It wasn’t till I was expelling clear water did she felt content. I felt extremely ***d.
I was then made to dress and prepare my queen for her date with Paulo. I slowly put her panties on, and then acted as her stool as she applied her make up. She took exceptionally long to make her makeup just right, and kept me on my hands and knees the entire time. I think the worst part was how she liked to talk while making herself just perfect.
“I’ve noticed you hold my panties in a peculiar way. What’s that all about?” She was applying mascara.
I didn’t understand her meaning. “I don’t understand.”
“Yeah, I’ve seen you hold your own underwear, but when you hold my panties, you take on a whole different attitude. What’s that all about?” She was still seemed oblivious that she was actually sitting on me.
“I didn’t realize that I was acting any different.” I lied.
“Hmmmm,” her hand held my exposed ass cheek, “I really wish you wouldn’t be so shy. Remember you’re totally anonymous, and you should feel free to share everything shouldn’t you?” Her middle finger slightly played with my puckered anus as she talked.
“I…. I suppose holding your panties did cause me some kind of reaction.” I admitted.
“What exactly?” Her finger poised itself firmly on the entrance to my ass.
Nervous, yet with an excitement I couldn’t explain, I began to share my feelings. “I’m not sure exactly, but when I held them for the first time, I almost felt like I was holding something precious, like they were some kind of holy relic. I felt like I needed to treat them with exceptional delicacy, like they were fragile or something.”
“But they’re just panties silly, why would you need to treat them so gentle?” She was now working on her lip gloss.
“I don’t know really. I suppose they just seemed like… well like a royal garment.” I didn’t know exactly how to put my feelings into words.
“Have you ever worn a pair?” She was non-chalant about it.
“No! Never.”
“Why not?” Her hand took a soft hold of my balls now. I grew erect immediately.
“It would be…. Well gay wouldn’t it?” My words didn’t sound very convincing.
“Do gay men wear panties?” She asked while applying lip liner now.
“I’m not sure. But the point is a man wearing panties just seems…. Well gay, or wrong if you know what I mean.” I was emphasizing my point.
“Sort of like…. Sucking another man’s cock?” Her words hit home. “I mean, didn’t you just suck another man’s cock today? If that wasn’t ‘gay’ what is? You took a long hard erection into your mouth and swallowed his sperm didn’t you?” I couldn’t avoid her questions even if I could shelve them in my mind.
“Yes. I did.” I was humred.
“And didn’t you like it?” Her question stunned me. I had found solace in the fact that I felt powerd, like I didn’t have a say, but here I was actually wondering if I ‘liked’ the act. “Be honest now, there is no shame here remember. You have nothing to fear.”
Somehow her comforting words allowed me a sense of liberation I had truly never felt. I wasn’t being judged at all. It was a simple question she was asking, and my answer wouldn’t affect her feelings for me at all. She was completely non-judgmental and I realized that it made all the difference in the world to me. “Yes. I guess I did.” I felt free, like I came out of some sort of closet. I didn’t feel gay, but I did feel free to admit I liked what I did. Suddenly new thoughts raced through my head. Did that mean I was gay? Was I bisexual?
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