Cowboy Monopoly

"Yesssss," I hissed back. The people watching, and wicked sensations were pushing me where I'd only recently dreamed about, and now I wanted not just to imagine it, but to full on experience and explore my lust. I didn't want either of them to stop, but she did. I didn't bother asking why, instead I focused on catching more of her husbands talented tongue and spreading my legs even wider.

A bit later I felt another set of hands on my butt. It was the twin brother. He was roughing grabbing my ass and pressing his thumb up against my anus. I felt his thumb delve into my pussy briefly and again return to my ass where he pushed his thumb into me. Seemingly from a different world, I felt my mouth open and the words "Oh Fuck" loudly roll out. When I turned to look at him, he was smilingly gleefully and the wife was sucking his large cock. When she pulled her mouth away, it was shining brought, at least 8 inches long.

"I think she's ready," the wife declared. I thought she meant I was ready to cum, and she would have been correct. Instead, the twins slid my thighs off the shoulder supports and lowered me down until I felt the tip of her husband's cock poking at my entrance. "Do you want them to go further and fuck you?" the wife asked. I wanted his cock in my pussy as fast as possible.

"Yes, I mean ok," I responded. I was lowered down with his dick slowly spearing into me, further and further until our pubic bones touched. "Oh fuck, that feels good," I announced and again realized we were being watched by almost everyone at the party, including Sadie who was naked, but had a lady with her fingers dangling into her folds. Slowly, I was raised up and down on his cock. This lasted briefly. The wife returned her tongue to my bum, and a few strokes later pushed fingers up into my ass. It almost sent me over the edge.

She moved away, and the next thing I felt was the other twins' hands on my hips and then his cock head was bumping up against my ass. Suddenly, I got what was meant by the twins fucking me and why the crowd was watching. My ex-fiancée taught me to enjoy anal sex, and I'd heard of double penetration, but I never thought it would involve me.

This was real. I hesitated a split second, by my body did not. Instead, I turned to him and instructed, "You want my sweet ass don't you. Just go slow."

He followed instructions well. First, he eased his head past my sphincter and gradually worked himself up inside me further. The two brothers, with their strong builds, were able to lift my frame with ease. It wasn't long until they were both stuffing their cocks in and out of my pussy and ass. The pleasure was indescribable. Orgasms ricocheted through my body. It felt like electric currents of pleasure were randomly unleashed. My pussy tightly contracting, and seconds later spasming in tandem with my ass. The brother drilling me from behind came first, and a few moments later his twin unleashed a torrent of cum into my pussy. The effort drained him, and he simply deposited my body on a nearby sofa.

I laid there for a bit, in disbelief. Around me, the room had erupted into an orgy. I felt cum dripping out of both my entrances, but lacked the energy to move. Just then, my friend the wife crawled up beside me. "Are you ok?" she gently inquired.

"Yes. Shocked, but fine. More like Wowed."

"That was so hot. Do you mind if I put my arms around you and kiss you?"

"No. Actually, I'd love it if you did just that. Tonight is crazy. I've never felt so sexually charged and look at everyone. Sex is everywhere. I can't believe I just did that. Have you ever had two men that way?"

"Yes. It's a special treat for all. Not an everyday experience. Did you enjoy it?"

"Oh god yes. I just can't believe it actually happened. It's hot just reliving it right now," I answered.

My mystery friend slid next to me on the couch so her spine was pressed against the back of the couch, while I laid flat next to her. With one hand, she softly ran her fingers through my blonde locks, while with the other she cupped one of my breasts. "When you first walked in the boys both wanted you. I was the one that suggested they share you. Everyone here has been commenting on your fine derriere. And, well, when you were strutting it around almost naked, I thought it was just begging for some rear play, but I also knew how hot your pussy was. Guess both ends had a little treat."

"They were not little. My back door will be sore for a bit," I provided.

"And what about the front door?"

"It'll be fine. It's not like I haven't ever played with larger toys." During our little chat her hand had started to glide up and down my body, yet carefully avoided my sex. It was starting to distract me. "Do you mind me asking what dares you have participated in tonight?"

"Several, and yet, not enough. What do you think when you see all these people before us having sex?"

"Even though I'm a touch exhausted seeing and hearing their pleasures is a turn on."

"Yes, me too. Very much. Sometimes, I feel like I could just go on all night," she replied.

"I know what you mean," I stated and just then her roaming fingers gently touched my pussy. I couldn't help myself as my hips raised upwards in search of more contact. As I did so, I felt her thigh raise up and come to rest atop of mine so her mound was now pressed against mine.

"So, maybe you're ready for some more lady love?"

"Maybe," I simply answered.

She responded by moving up a bit, turning my head towards her and gently kissing me. I indicated my acceptance by opening my mouth and gently tickling her lips with my tongue. Our kissing slowly progressed, as our hands explored each other's bodies again. Her breasts were so firm and heavy, and during our kissing I could feel the moisture from her sex spread onto my thigh as she rode herself on me.

When we progressed to heavy open mouthed kissing, she pulled her body up on top of mine, such that my legs were spread and our mounds pressed together. We ground our pussies together for a bit, then she broke our kiss, pulled away and started to nibble and suck at my nipples. This fired me up more than it should have, but I wanted more. I didn't have to wait long until she wiggled her body downwards so her face was just above my pussy. This would be another first for me, and I wanted it. I spread my legs as wide as possible and offered myself to her.

"Do you mind if I clean-up my husband's mess?" she asked.

"I'd love it."

She carefully licked and sucked on my swollen outer lips, before turning her attention to my sensitive inner areas. When her tongue touched my clit, one hand grabbed my breast while the other fell to the back of her head as I thrust upwards. She initially butterfly kissed it, and built from there until she was alternately mashing it with her tongue then sucking on it forcefully. Into this mix, she added her fingers. Pushing slowly up into me as far as possible, and then withdrawing completely at an even slower rate. It drove me crazy. After my first orgasm, she took a short break, playing with my ass button and then returning her lips to my pussy.

During the second round, a fellow came up and spoke to my friend quietly. She nodded her head affirmatively, and raised up her bottom by moving onto her knees. He moved behind her, pulled down his briefs and stroked his unit until it was hard. Next, he eased his cock into my friend and started to screw her. Each of his thrusts ground her face ruggedly into my pussy. Unfortunately, after a bit, the fucking she was receiving distracted her from my pleasures. I watched the two screw for a bit, but it seemed as though I was the odd man out so I redacted myself from the couch. My friend waived with one hand to me, but clearly was lost in her own pleasure.

All about me people were playing with one another. Some kissing, and most participating in more pleasurable activities. The attention my pussy had received from my lady friend was pleasurable, but left me unsatisfied. The twins sandwiching and double penetration of me had launched the climax of this hedonistic party, but now I was feeling abandoned. Well, I guess I just wanted more special attention. Really, my pussy should have been telling me to quit and not itching for more. Observing the others around me moan and twist in orgasmic pleasures certainly did not help the situation. Instead of jumping into the play, I retreated to the kitchen where I could see some of the action, and remain hidden.

Through the doorway, I could see Sadie taking on two men. One guy was fucking her vigorously, while she sucked another person's cock. A couple of minutes later, a lady wandered over, spoke to Sadie and then sat on her face. The guy getting a blowjob simply moved his cock from Sadie's mouth to the lady's mouth whose pussy Katie was eating out. I couldn't help it, my hand dropped between my thighs and I started to play with myself. A bit later, I was surprised when I felt someone sit down next to me on the bench where I was seated.

"Hello there, again. Having a little buyer's remorse or just ready to be done?" the elder gentleman asked me. He appeared to be in his late 40's, with gray hair on the side, fairly fit, a calming voice and sparkly eyes. Despite he likely being twenty years older, I found him damn sexy and wouldn't of minded if he went beyond observing my pussy.

"Hey there. Now, I'm all naked so you can look for free," I cleverly replied, or so I thought.

"You're a sexy one. No doubt there has been lots of looking here tonight beyond my eyes. I take it things progressed too fast?"

"No, it just seems odd I was part of what started all this craziness and now it's rolling on without me," I answered.

"Ahh, feeling sorry for yourself?"

"No! Well, maybe. You know, maybe you are right. Do you think I'm being selfish?"

"We all are at times, and something best to avoid."

"Shit. The princess of the party has turned out to be a spoiled brat you're saying?"

"Well, ultimately we each only speak for ourselves."

His words captured my attention and thoughts. I straddled the bench with one leg and turned towards him. "That's a good point. I'd never looked at it that way. So my choice to withdraw was really my voice?"

"Kind of, there may be reasons you and I are not aware of, but feeling sorry for oneself is also a choice. If you are jealous of your earlier star status you can jump back into the fun parade. I've no doubt there are many who would love to pleasure you. Oh, and thanks for the second view." When he delivered the last line, his eyes briefly descended down to my crotch where my lips were open and goods on display.

His subtly flirting made me smile. "There are views and then there are views, aren't there?" As the words spilled out, I raised my feet to the bench and pressed them together with my knees bent. The result was my pussy was on full wide open display.

"Indeed, you are correct," he answered. "After the amazing dp show, I get the feeling you are now embarrassed about it or just nervous about something."

"It was incredible. I'll relive that scene when I'm horny and alone for years. Yeah, I think you are right. I am nervous."

"About what?"

"This craziness in there might be taking place next weekend at my house. I promised my friend we'd throw a similar party at my house. The idea of me having sex with strangers has been a recent fantasy, and it's great. But strangers fucking in my house, people I don't know and screwing themselves silly all over my place. That seems dirty. In not such a good way. I'm crazy, right?"

"For a sexy young hot blonde girl to be sitting in that position before an old man who'd never dream of having or seeing such right before his eyes—that is crazy. To be nervous about goey sex stains on furniture at one's house—hell no that is sanity. Blankets, towels, plastic, sheets and more: I'd say buy it all. Protection!!"

I let out a few laughs, and couldn't help but smile at him. "That helps me. No, it's crazy to have a fantasy to have sex with strangers, live it out and then not want the strangers to have sex in your house because they might leave a souvenir. A bit hypercritical I think it's called, or is it judgmental?"

"We are all going to die. Everyone one of us here in this place, regardless of how many orgasms any of us experiences today or the next day. People run from death. I try to accept and embrace it, not by playing with knives or guns. Instead, I see death as a way to value each and every day I have until I float upon its waters. It gives me a tool to ensure I try to make every day the best day I can have. It is my responsibility, and not anyone else's. Death likes selfishness. Allows for its claws to take a better hold. Smiles don't. Nor does laughter, and usually not sex. Well, especially not orgasms. I try to live to maximize things that make me smile, laugh, cum and avoid stealing such from others, but then many a people have said I'm crazy."

"Oh man, you are great. That is a better way to dance. Instead of pretending death doesn't exist, recognize it and maximize life. And actually my party worries are entirely of my own creation. I can wrap the room in plastic, bath everything in Clorox afterwards or both. I need to see the joy in being a host. Have you ever hosted one of these parties?"

"Well, let's just say a little something similar."

"How come you aren't out there enjoying more orgasms instead of chatting up a poor little pitiful me gal?"

"Different routes for everyone. I prefer a little more intimate settings, but the group dynamic adds to that. Make any sense? It's a real buzz for me to enjoy one person with all this other craziness going around me. The same buzz as being a little kid in the candy store, knowing you can have anything, but you only pick one thing because it's the best. Although, maybe opening yourself up to one or two more picks." As he explained this to me, he pulled up his legs and rested his toes on my feet while his hands were folded over his knees. I had a clear view of his cock. It looked nice, and half erect. He was sexy and interesting.

"Do you have any tips for a would be hostess?" I innocently asked.

"Yes. Invite me. I'm joking. Seriously, come up with a fun theme and then provide a few options to that theme. Oh, and by the way, in case you are making the invitations personal, my name is Terry."

"Hi Terry. My name is Tiffany. Great to meet you. And I will make sure an invitation is floated your way." I extended my hand and we gently shook hands. When the hand shake was over, I placed my hand on his forearm and asked, "What do you mean by optional themes?"

"Give people like me, or you, alternatives in case they don't like the big open sex room, and it makes things a bit more interesting." As Terry stated this unclear idea, I feigned having difficulty hearing him so parted my feet, inched myself forward and wrapped my feet together on the other side of his. My pussy was now millimeters from his toes, and one of his testicles was pressed against the outer part of my toes.

"I'm still not following you," I stated as I moved a touch closer so the outer edge of my pussy was touching his big toe.

"Have you seen the rooms downstairs?" Terry asked just as his big toe flicked out and deliberately contacted the front of my open pussy.

I moved my hips closer so the front of his toe was not partially submerged inside me. "I have not. What's there?" I asked and leaned into him so my nipples rested against his forearm.

He responded by popping off the bench and offering his hand to me, "Why don't we explore the area so you'll appreciate what experienced hosts have perfected."

"Sounds intriguing. You don't mind showing me those experiences even while I'm naked, but not afraid?"

"Most likely not." When I stood, he wrapped one arm around me and escorted me downstairs. "There are three rooms down here and a shower area. We'll view it last."

"Haaa, you do have me curious now. Different themed rooms to have some fun in. What's in the first room?" I asked.

"Let me show you my dear." We walked down a hallway and at the end was a door. Terry opened it and inside were three red velvet loveseats, a gas fireplace, a couple of sheepskin rugs on the floor and red lights. The room was warm, felt inviting and romantic. In fact, I was surprised it was empty.

"This is amazing. Sexy and calming," I softly told Terry.

"The next room is a little different, let's go."

"Wait. I want to have something to remember this room by. Will you kiss me?" I asked as I rapped my arms around his waist, pressed my nude body into his and looked up towards him.

"Of course," Terry answered and initiated our kiss. Its intensity increased rapidly. As our tongues flew about, our bodies started to grind together. A bit later, Terry's left hand was fondling my bottom, while his right hand played with my hard nipples. I responded by grabbing his cock, stroking it firm and rubbing its head against my swollen lips.

"Shall we move to one of the rugs and enjoy the ambiance?" I asked as our flirting game, and just everything had my feeling incredibly horny.

"No. I think it would be best if I showed you the other rooms first."

"Maybe afterwards," I countered as I stood up on my toes and succeeded in getting the tip of his cock into my opening.

"Patience my little one. If you want to fuck, I assure you it will happen, but let's finish the tour first." He pulled back, grabbed my hand and lead me out into the hallway. Damn him. His flirt game was good, and now I was over it and wanted to move on to more pleasurable aspects. "The next room may cool you off a little, or have the opposite effect. Depending on what you like." He didn't say another word, but walked down the hall and opened the door on his left. It was very different.

The room was even hotter than the last one, but dimly lit except for a few spot lights. The lights highlighted one wall, a rough table with straps and a contraption that took me awhile to identify. It was an upside down U shaped cage. "Wow. This is not my style. The BDSM room I take it?"

"You are correct Tiffany. Have you tried such play or are you simply rejecting such notions out of preformed beliefs?"

"No. And no. Pain just isn't my thing," I added with a hint of disgust.

"So, you haven't tried it have you?"

"No. Pain and sex don't really mix in my opinion."

"When the twins both took you, was it pain free? They are well endowed gentlemen. And you seemed to enjoy both of them at the same time."

"Ok, maybe you have a little point, but still I don't think it would be very enjoyable."

"It is not about pain so much as it is about anticipation and desire. Will you allow me to give you a small sample?"

"I am not about to get into that cage."

"Those are for women who like to be held in a position that allows them to be freely taken by strangers. Sound like anything you've mentioned?" I didn't answer him, and I guess maybe light stuff might be fun. "On the far wall, there are clasps to secure a person's arms above their head. Will you allow me to restrain you there? No whips, and no spanking, unless of course you change your mind and consent to such."

"I'll let you tie me up, but no whips or spankings. Got that?"

"Yes, Miss Tiffany. I understand." Terry then led me to the wall and secured my hands above my head. The way he answered the last question made me think that it contained some hidden meaning. "If you step up on the platform and spread your feet apart I can bind them also. If you agree."

"Sure," I answered without really giving it any thought. This changed quickly when Terry gave my ass a little push. The platform was on coasters as were the cuffs that held my wrists up high. The push placed me near the center of the room, and when he pushed on my elbow I spun around. The device was cleverly design, but I was happy we were alone.