Cowboy Monopoly

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Terry spun me so my back was towards him, then reached out and firmly grabbed my ass. "Many would see this type of amazing ass as made to wear red welts." He then spun me again so now I was facing him. Something was retrieved from the wall and he returned to me. "Tiffany, this is a strap. Not a whip. It is often used to form red welts on derrieres." Again, he spun me so my back was towards him. I knew soon my flesh would feel the sting of the strap. I waited, but nothing happened. Then softly, I felt a wet kiss fall on each cheek of my ass. "Red welts despise me. Hope that is not a let down," Terry informed me as he turned me so I was facing him.

"Oh shit I was nervous."

"I keep my word, but there are other aspects of naughty sexual play that capture my interest." Again, he went to some storage area, and this time returned with two clothes pins. "Do you mind if I place these on your nipples. They are so long and erect, I couldn't help but envision how they'd make you feel."

"Ok," I hesitantly responded. Quickly, Terry reached out and fastened one of each to my nipples. Shit. They stung more than I thought they would, but they also made my pussy tingle. I was surprised by the effect.

"Some women like their vagina played with while their nipples are squeezed. Do you mind if I play with you?"

"Yes, please," I shot out quickly. To myself I thought finally. Enough games. Terry reached out and gently caressed my pussy. Softly rubbing it, before stretching my opening wide apart and then pulling and stretching out each of my inner lips. It stung slightly, yet made me want more at the same time.

"I take it by your body language you approve?"

"Yes."

"I'm going to blindfold you now. It enhances the effects." When Terry returned from the storage unit he had a long swath of velvet. He turned me, and fastened the material around my eyes and head. For a bit, I just hung there. It was distracting. Next, I felt a pulling on the clothes pins. Extending my nipples out almost painfully, and making me crave sex. This was followed by more silence, and I heard the door open and close, followed by silence.

When I felt a fingertip gracefully skating on my ass cheeks I jumped. It was followed up with a cold metal object, greased and cone shaped. I tried to pull my hips away, and it pursued them. Contacting my anus, and pushing itself inwards. My muscles clenched up until, just as unexpectedly, fingers started to explore my pussy. When they nipped at my clit I jerked the other way and impaled myself on the object. It drove inwards, and stopped. From the feel of the end I knew it was a butt plug.

My imagined view of reality took another leap when a hot tongue started to attack my clit. It was unexpected and intense, again causing me to jut my hips forward. The tongue was joined by fingers, multiple fingers, rubbing and penetrating my pussy. They spread my lips wide and forced their way inside me. I was squirming, wanting more, wanting a release, wanting sex. Then they were gone. My body was untouched, except for my bum. I hung there for what seemed like a prolonged time.

The relief that came was unexpected. Cool, flexible plastic pushing at my entrance. I knew it was a dildo, and also knew it wasn't what I wanted. The problem was I couldn't move away, and as it slowly pushed upwards, my pussy changed its mind. It accepted the fake cock as a tool it could use. I tried to resist, but this was spreading my pussy in ways I'd never felt. Once the head was past my opening, it didn't take much longer for the tool to fill me. I couldn't help myself. Moans escaped and my hips flew forward longing for more. I felt drugged.

"Tiffany, do you want more of this giant cock?"

"Ohh, yes. Yessss. Please!" I replied. Virtually begging.

"Maybe a hard spank on your perfect ass would feel good?"

"Yes," I uttered without thinking. Fuck, I thought, this isn't me. I felt the clothes pins on my nipples tugged outward, and when they were at their taughtest the dildo between my thighs slammed up hard into me. I was so close to cumming, if just a little attention was directed towards my clit.

Just then my ass was spanked firmly. Perhaps, less than I desired. The plug, dildo and nipple clamps were withdrawn. I wanted to cry, I wanted more. Just enough to tumble me over the edge. The door opened and shut closed. Next, I felt movement as the apparatus I was attached to was wheeled back to the wall. My feet and hands were freed, and finally the blindfold removed.

Terry stood in front of me and simply asked, "What do you think now?"

"Oh fuck," I exclaimed as I leapt into his arms. "Please, I can't play along with this dance any longer. Please take me!"

"Don't sell yourself short. I want you and we will play, but first let's explore the other rooms."

"No. I need or want it. Please? Now!"

"Come," Terry simply answered and again tugged me by my hand to the hallway and into the last theme room.

It was warm, but not too hot and was bright compared to the other rooms. The walls were painted yellow, artificial grass lined the floor and the room contained two padded tables. Each table was approximately four feet long and about two feet wide. At the end of each, was a large cranking wheel which I presumed allowed for the tables to be raised and lowered. "What is this place?" I asked curiously while thinking the tables would make a convenient place to have sex right now.

"A massage parlor, of course," Terry answered. "In the corner are supplies. Warm oil, honey, whipped cream, chocolate syrup and a few other goodies."

"Why are the tables so short?"

"I'll let you discover that. Why don't you lay down on one of the tables." I followed his suggestion and laid down with my back on the closest table. My bottom was near the end, which forced me to place my feet on the end with my knees bent and pointing upwards. Terry walked over to the corner, turned on some spa-like music and returned with a sleeping mask. He placed it over my head, and my world went black. "The room is meant to give people multiple hand massages. Eight, ten or even twelve hands all being used together to provide a person with an amazing experience. Unfortunately, people are a bit busy upstairs, but let me see if I can round up at least one set of extra hands."

For five minutes, I just laid there, trying to relax and hoping my burning desire would settle down a little so I could enjoy a massage. When my mind wandered back to my experiences in the last room my fingers quickly found their way down to my crotch and softly pressed on my labia covering my clit. A minute later, I heard the door open and felt like I'd been busted. My hands flew back into position next to my body.

"Oh, my gosh, you're right Terry, it is the starlet. Thank you so much for asking us to assist you. Look how happy someone already is," a delicate female voice rang out that I didn't recognize.

"Tiffany, we are going to start your massage with some warm oil, and then work on soothing your muscles with six hands. Try to let your mind go, and just relax," Terry advised. He had to be joking. How could I relax after the last room, and now knowing two strangers would be massaging my nude body? Nevertheless, I breathed in deeply and visualized laying on a warm quiet beach. It didn't work.

Copious amounts of warm oil were poured all over my body, including directly onto my mound. Than six hands were upon me. Rubbing my arms, shoulders, belly, legs, calves and feet. The trio seemed to move around, with their hands constantly changing position and deliberately avoiding any erotic stimulation. However, at least twice I felt a hard cock rub up against me. I was glad to know I wasn't the only one excited.

"I think we need more oil," the other female in the room advised. All hands withdrew and seconds later I felt oil gradually poured over my breasts. When the hands returned, they massaged me everywhere, but in particular my breasts, inner thighs and ass cheeks. My nipples ached from the constant rubbing and tweaking, while my thighs were spread wide from the rubbing and my growing desire for more.

The hands again withdrew and Terry announced, "Now we are going to focus on the special areas of your body." When the hands returned, they focused on my tits, ass and vagina. Fingers pinched and pulled my nipples, while other fingers penetrated and rubbed my pussy. At one point, their fingers were in my ass and pussy. It felt exquisite.

I felt a cock pressing against my inner thigh, and couldn't help but tilt my hips upwards. In conjunction with this, lips sucked on my nipples and a cock pressed up against my face. Swiftly, I turned to place my lips on the cock while opening my mouth. Hands grabbed my face as the cock slid through my lips. Hungrily, I sucked it into my mouth. Below the cock was now gliding across my pussy lips and occasionally its head would smack my clitoral area. The pleasures didn't last long as the three massagers pulled away and repositioned themselves.

When they stepped back, I again felt a cock next to my cheek, but could tell it was a different one. The person playing with my tits, was rubbing his cock on my belly. I greeted them by opening my mouth and sucking in the new cock, and wrapping one hand around the shaft of the other cock. With my mouth and hand, I administered to their dicks. Moments later, I felt a tongue start to lick up and down my pussy. Ultimately, it moved to my upper pussy and focused on my clit as multiple fingers worked my pussy. All the oil made my crotch ultra-slick and fingers easily were buried deep into me. I couldn't tell if there were three or four, just that my lips were stretched wide and it felt marvelous.

This was probably the most sex I'd ever had in one night, shit one week, and I couldn't believe how my body and mind wanted more. With my blindfold on, I wanted these strangers to do anything they wanted with me. The tongue licking and sucking on my clit was skilled. I couldn't stop thrusting upwards and had a hand on the back of the lady's head. When my orgasm was just around the corner the threesome again pulled back.

"Please, stop torturing me. Just fuck me silly," I begged as I pushed my hand down and started to play with my own pussy.

"Tiffany, we are going to lower the table a bit. Be still as we don't want you to fall," Terry directed. I thought the request was silly, but also didn't want to fall so pulled my hands to the side and held on. I couldn't even tell if it was moving, but a touch later I felt someone else up on the table, their knees on either side of my head and immediately afterwards a pussy touched my lips.

There was no hesitation on my part as I used my tongue to dive into her folds. She tasted of sex. When I tilted my head upwards, I found her exposed clit and sucked it with my lips as though it were a mini-cock. This caused her to moan loudly, and a touch later she announced her orgasm had arrived. Her fluids poured over my lips and chin. I was quite proud of my newly discovered oral skills. And then she pulled away.

The woman climbed off the table, and Terry's voice rang out, "How about you roll over onto your front side? Position yourself on your knees, but press your chest to the table." As I changed my position, Terry guided me with his hands to prevent me from falling. In my mind, I knew my knees would have to be tucked underneath me which would raise my bottom up and expose my sex. I was confident full-on sex was coming my way.

The lady spoke up after I'd repositioned myself, "Dear, we haven't forgotten about your back. After all, isn't it one of the most important areas to relax with kneading fingers?" I wanted to scream out in protest. She'd just had her relief curtesy of me and now I was going to get my back rubbed. Pure BS. Rather than state this I bit my tongue.

Six hands descended on to my back and I had to admit it felt nice. Another bath of warm oil was poured onto my body. The hands generously soothed my shoulders, neck, and lower back. Teasingly slow, four of the hands ventured south and started to massage my upper glutes. As these hands rubbed and fondled my rear, the other of the trio poured more oil over my ass which flowed down my crack and over my vulva.

The shininess of my ass must have drawn attention, as hands grabbed my cheeks firmly, spreading them wide and fingers were jammed into my pussy. There was so much oil all over me that their digits just slid right into my opening. Four fingers were rocking in and out of my pussy, and next I felt a thumb penetrate my ass. It felt marvelous and caused me to start softly moaning. A bit later, a cock was pressing up against my lips so I parted my mouth and started to suck on it. I tilted my face up a little and the cock was pushed deeper, with the head going down my throat.

Somewhere during this period, I felt a cock at my lower end and it easily sank into my hungry pussy. For a period, my mouth and vagina were fucked. The person with his cock in my mouth came first, and blasted his cum down my throat. When he pulled his dick out so did the gentleman at the other end. "No, please don't stop. I need more," I hollered out. My request was greeted with silence, until I heard the door open and close.

Terry raised the sleeping mask off my face, and asked, "Are you having fun?"

"Please Terry. I so fucking horny right now. Please just take me," I begged.

"Let's get you cleaned up a little first." He helped me off the table and again took me by hand. This time, I was led into a room with an unusually large glass shower with multiple shower heads. It looked like 10 people could fit inside. "Do you mind a quick shower? Thought it might feel good to get the oil off you," Terry asked.

I turned around, bent my knees a bit and pointed my bare ass and swollen lips at him, and asked, "Wouldn't you like to finish some business first?" What I didn't tell Terry was that if anybody else walked into the room I was going to demand they fuck me and that he'd lose out. Actually, I would have fucked them both. I couldn't recall ever feeling anywhere near this horny.

"Oh, I will finish inside you, but I want to feel your soft skin against mine. Prefer that over the slip-n-slide experience, but some things are fun to try," Terry advised as he turned several knobs to activate three shower heads from the top and four from the side. "Come on, let's get wet," he ordered as he walked into the shower stall and pulled me along with him. I'd never taken a shower in virtually a room or with water spraying from a variety of locations. Instantly, I was covered with water, and it seemed as if it was spraying from everywhere. Terry had activated additional showerheads that were spraying up from the floor, walls and ceiling. The ceiling heads were huge and felt like one was standing in a downpour of warm rain, while the wall and floor units could be adjusted to emit a mist or heavy massaging stream.

We played with the different settings and behaved like kids in a toy store. Terry retrieved soap from a built-in dispenser and lathered up my body. He didn't hesitate to wash every inch of me, including my ass and vagina. When his fingers pierced me, I didn't hesitate to let him know it felt divine, and encouraged him with my hands to proceed ahead. And he did so.

Our fingers and hands were all over each other's sex. In the middle of our play, I felt Terry pull one hand away from me and pull out a spray nozzle. Its appearance was unique. The head was composed of a soft pliable plastic, and when he turned it on water pulsed out of its base which didn't make sense, but that soon changed. Terry took the plastic head and pressed it between my swollen lips, which caused me to immediately fall back against the wall. The device was a water driven vibrator, and it was causing wicked sensations in my pussy.

"Does that feel good?" Terry asked me as he touched the head to different areas.

"Oh fuck. That's that's amazing," I answered in a wobbly voice.

"How soon do you think I can make you cum?" Terry didn't let me answer, but instead glued his lips to mine and pulled the shower head away from my crotch. His kisses instantly rekindled my passion to get screwed. With one hand, I reached down and started to stroke his cock. Our kissing intensified, so I moved closer to him until I could rub the head of his dick against my pussy lips. He responded by bring the shower device back to my pussy.

"Ugghhh, ooohhh," I let out as I kissed him. Seconds later, I had to pull away. The vibrations were just too much. It started as a rapid tingling, than shifted to zaps of pleasure going directly from my pussy to my brain. The pulsing vibrations seemed to randomly change and when Terry pressed the device directly onto my clit it forced me to wrap my arms around his neck and shoulders to keep myself upright. "Ohhhhh, fuckkk Terrryyyyy. I'mm going to cumm," I hollered out as the pleasures stemming from my pussy skyrocketed. And, then it hit me like a knock-out punch. "Fucckkkk," I screamed as a heavy orgasm shattered through my body.

Terry pulled the shower toy away, and briefly allowed me to catch my breath. "Oh fuck, that thing is evil," I haltingly stated.

"Did it make you cum hard?"

"Oh shit! It was too intense," I managed to answer. The words had just left my mouth, when Terry pushed the toy back up against my pussy. Instantly, I backed away, but my progress was halted as my back smacked into one of the shower's glass walls. For a few seconds, I tried to push it away from my crotch. My efforts at resistance didn't last long. My arms flew upward, and my hands rested on top of my head. My body was slumped against the wall, except I had scooted my legs out and apart, which gave Terry liberal access to my pussy.

He used the shower head to tease my pussy. Pressing it firmly against my vagina, almost entering it into me, then just as quickly pulling it away. This process was repeated for a short while, but ultimately the toy wound up pressed firmly against my clit and tweaking another orgasm out of me. Sometimes, he shoved fingers into me pussy, while at other times they explored my ass. After three or four more climaxes, I slid down the wall until my ass was resting on the floor, with my legs bent and extending out in front of me. And still, Terry continued to attack my pussy.

My mind and body screamed out "no more," but my legs were still spread obscenely and whenever the toy touched my clit my hips raised upwards to hasten contact. I had never been in such a state. Each time I came, my body would start to spasm and a couple of muscles felt like they'd been pulled, but I couldn't deny the immense pleasure. It seemed as though I was rolling on the floor for over twenty minutes, and lost count of the number of orgasms I'd experienced. Alas, I finally, demanded that Terry stop.

"I don't know Tiffany. I think your pussy wants to cum a few more times," Terry responded to my demand.

"No! Its, it is too much. I can't," I replied. His response was to again place the pulsating head firmly against my clit. I pushed the head away, and stated, "No more. Please, no more."

"You're telling me no more, but why are your legs spread so wide open?" He was right and I couldn't answer him. Slowly, so slowly, he lowered the vibrating head to my pussy, but stopped an inch short. "Do you want more or shall we make a deal?"

"Yes," I replied meaning for him to stop, but my ass raised up off the floor to initiate contact. He didn't need any further encouragement and ground it back into me. A minute later, I was cumming forcefully and once its tentacles released me I rolled away from Terry, over onto my stomach with my legs closed. My pussy felt like it was rubbed raw, and still wanted attention. Fortunately, my brain had more will power at the moment. After rolling away, I nervously exclaimed, "I'll make a deal. I'll make a deal. Just stop, please?"