The Entertainment Ch. 02

I had just finished cleaning up after dinner when the doorbell rang. Master and Mistress's guests were here. I had been instructed to let them in when they arrived. I was nervous as I walked to the front door. Gary and Lana, my Master and Mistress, had never had guests over while I was here. And until today, they had never made me dress in drag, and now I was dolled up like a slutty cocktail waitress. I was humiliated and embarrassed to be greeting strangers like this, but the humiliation turned me on. If not for my cock cage, I'm sure I would have been sporting a very unladylike hard-on.

I reached the door and pulled it open. The guests, Steve and Tracy stood on the porch. I could see them both looking me up and down almost immediately. "Welcome," I said. "Please come in." I stepped aside and held the door for them as they passed.

They both looked to be in their late 30's. Steve was about 6 feet tall and in good shape although somewhat slight of build. He was wearing tan slacks and a casual sweater. Tracy was wearing a loose knee-length skirt and a tight fitting blouse. She was petite, about 5 feet tall, with a slender waist and blond hair that fell just to the top of her perky, round breasts.

Lana and Gary came into the foyer to greet them. Gary was wearing jeans and a button down shirt with the top couple of buttons undone. Lana was wearing a low-cut halter top, a tight skirt that didn't quite reach her knees, and a pair of red heels. She looked amazing as always. "Hi, come on in! I see you've met our servant, Sissy." She said, motioning to me. I gave a little bow in response, and cringed a little at Lana's use of my new name she had given me earlier that day. I couldn't help but think that the name was appropriate for me, though.

Lana invited Steve and Tracy into the living room and instructed me to go fetch them some drinks. I could hear them talking and laughing as I mixed some drinks and set them on a serving tray. I walked into the living room and served each of them a drink. Lana and Gary were sitting on one end of the L-shaped sectional and Tracy and Steve were on the other end. As I bent over to hand Gary and Lana their glasses, I could feel my short skirt riding up, partially exposing my ass. I'm sure Tracy and Steve had a perfect view from their seats on the couch.

When they all had their drinks, I set the tray on a side table and stood next to the couch. They chatted for a while and sipped their drinks. Steve and Tracy, both of whom seemed a little nervous, or perhaps excited, drank their drinks a little faster. Steve kept glancing over at me, looking me up and down. Tracy seemed to be more interested in Gary, looking him up and down in much the same way. As soon as the two of them had finished their drinks, Lana told me to go get them another round.

I came back in with the drinks and handed some to the guests. Then I turned and handed two to the Lana and Gary. Lana noticed Steve staring at my ass as I bent over.

"Do you like what you see, Steve?" asked Lana, coyly.

Steve seemed a bit caught off guard. "I...Uh..."

"It's ok, you're allowed to stare," said Lana. "Sissy is here for our pleasure. In fact, you can do more than stare if you like. Sissy gives great head."

Steve and I both blushed at that one. "Tracy, would you like to see Sissy give your husband a blowjob?" asked Gary. Now it was Tracy's turn to blush. "Sissy, ask Tracy if you can suck her husband's dick."

I came and knelt down in front of Tracy and Steve. "Miss Tracy, may I please suck Steve's cock?"

Tracy giggled. "I suppose you can, if it keeps him from asking me," she said, giving Steve a playful smile. "Besides, I can tell he wants one." She gestured towards the tent growing in Steve's pants.

"Hey now..." said Steve, forcing a laugh. I could tell he was somewhat uncomfortable with all of this. I crawled closer to him and he spread his legs. He began to fumble with his belt buckle.

"Just relax," said Lana. "Let her do the work."

I undid Steve's belt and fly and pulled down the elastic of his underwear. His already hard cock sprung free. It was about 7 inches long and an inch and a half wide at the base. Bigger than mine, but still small compared to Gary. I stroked it few times before plunging my mouth down on it as far as I could. Steve moaned with pleasure and rolled his head back.

"Wow, he must be good," said Tracy.

"Please, call her 'she'", said Lana. "As you can see there isn't really anything masculine about her."

"And she is quite talented giving oral," chimed in Gary. "And not just to guys."

"Oh yes," added Lana. "She is excellent with her tongue. It feels particularly amazing on my ass."

Tracy laughed. "You mean she'll lick your ass?"

"Of course," said Lana. "She does whatever we want."

Steve was just sitting back and enjoying my attention. Tracy, who was almost finished with her second drink by now, wanted to know more. "So, do you pay her?" she asked.

Lana, who seemed to be the natural spokesperson of the house, answered, "No, she is quite willing to serve us for free. She's just a natural slut that needs to be dominated and used. The first night she was here she was begging Gary to fuck her in the ass. She gets off on it. Or, at least she would if she could get off."

Tracy looked at her quizzically. "What do mean, 'if she could'?"

"Oh we keep her privates locked up so she can't use them without our permission," Lana said. "She is much more enthusiastic when she's horny. And keeping a cock cage on her makes sure that she is always horny."

Now Steve was paying attention. "You put him in a cock cage?" he asked, wide-eyed. I felt his cock twitch a little in my mouth when he said that.

At the same time Tracy was asking, "What's a cock cage?" She looked over at Steve. "Wait, you know what a cock cage is?"

Steve seemed nervous. "Well...I...I read about them online, once," he said, not quite convincingly.

Gary had an amused look on his face and Lana was now wearing her mischievous crooked smile. She sensed that Steve may have a bit of a submissive streak. "Would you like to see it?" she asked. Sissy, stand up and show them."

I stood up in front of them and lifted my skirt. My caged cock dangled between my legs. without prompting, Tracy reached out and took it in her hand, feeling the cage and turning it to the side to get a better look.

"Does it hurt," she asked me. "Is it uncomfortable?"

"No, Mistress." I said.

"Can you pee with this on?"

"Yes, Mistress, but I have to sit down when I pee."

She laughed. "Can you get hard at all?"

"No, Mistress."

She laughed again. "Wow, that's amazing. And you wear this thing willingly?"

"Yes, Mistress."

Steve's eyes were transfixed on my caged manhood during Tracy's questioning. Tracy glanced at him and noticed his stare. "Maybe I should get one for this little horndog," she said looking at him. Steve turned beet red. "Then maybe he'd stop pestering me to give him anal." Steve's beets grew even redder.

Gary and Lana both gave a laugh. "You guys have never done anal?" asked Lana.

"Steve's tried to get me to several times but I've never let him," said Tracy. "I tried once with an old boyfriend and it hurt before it even went in, so I decided that was enough."

"Well, that's a shame you had a bad experience," said Lana. "I've always enjoyed it. It's a whole different experience. Gary is quite gentle with me. I can't say he's always gentle giving it to Sissy, but she seems to love taking it up the ass."

"Have you ever given anal, Steve?" asked Gary.

Steve seemed embarrassed by the question from Gary who obviously had considerable sexual prowess. His eyes darted away as he answered. "No, I've never been with a girl that was into that."

"Most girls aren't into it at first," said Lana. "But Gary is quite persuasive." she gave Gary a sexy look and leaned over to kiss him on the lips, running her hand up his leg and rubbing his crotch through his pants. It was Tracy's turn to stare now. Steve looked up at them too, his eyes following Lana's hand. The sexual energy coming from Lana and Gary was palpable. Then the kiss was over and Lana turned to Steve. "Well, now's your chance if you want."

Steve was uncomprehending. "Wha...what do you mean?" he asked, his voice a little shaky. He was still thinking about Lana saying how much she enjoyed anal sex.

"I'm sure Sissy would love to let you fuck her sweet little ass," said answered grinning at him. "As long as Tracy is ok with it." Steve looked up at me, then at Tracy, then back to Lana, who said, "Why don't you ask her?"

Steve looked at me again, then back to Tracy. "Do...do you mind?"

Tracy laughed, amused and maybe a little disgusted. "Go ahead," she said. "You're never going to get me to do it with you." Steve seemed like an excited puppy dog. But she had to admit, she kind of wanted to watch him do it. Anal sex had always seemed so dirty to her, but she had always been curious about it.

Steve looked back at me hungrily. He started to untie his shoes and slip his pants off. Lana pulled a bottle of lube out of a drawer in the side table and handed it to me. I got on my knees and began rubbing the lube on Steve's cock as he pulled his shirt off. Then I got up on the ottoman on my hands and knees, facing away from him. He came up behind me and pulled my skirt up off of my ass. I spread my legs to give him better access. He grabbed my ass cheek with one hand and pointed his cock at my hole with the other. He pressed the tip against my anus. I squeezed it shut to give a little resistance, but then relaxed and let the head slip in easily. He grabbed my hips with both hands and slowly drove all the way in, moaning as he did. Once in, he slowly backed up until just the tip was in then he pushed back in and started repeating this motion slowly. He seemed to be enjoying it. He was moaning, with his eyes closed. I started to squeeze his cock with ass and push back into him. He moaned again and sped up his thrusting. Soon he was fucking me full force and the sound of my ass slapping against his thighs filled the room.

Tracy was turned on watching Steve's cock disappear into my ass. As she saw me start to push back into him she began squirming and rubbing herself through the fabric of her skirt. Lana began rubbing Gary's crotch again as Steve began fucking me. Gary reached down and pulled Lana onto his lap, straddling him. Gary pulled her skirt up to her waist and began fondling her ass as she sat in his lap. Lana's pink thong left almost her whole ass exposed. She reached down and began to undo his pants. Tracy was getting more turned on by the second. She brought her foot up onto the couch and reached her hand up her skirt. She began rubbing herself harder.

Steve was now fucking my ass with abandon. He was so lost in the feeling of finally having his dick up someone's ass that he didn't even notice Lana and Gary. His cock felt good in my ass. It was the perfect size for my well stretched hole. I tried to enjoy the moment too, squeezing my muscles and trying to milk Steve's cock with my ass. I began egging him on, screaming, "Yeah, fuck me! Fuck my ass! Your cock feels so good in my ass!"

Lana had pulled Gary's cock out and was stroking it, getting it hard. She was leaned over him, whispering something in his ear. Tracy couldn't see Gary's cock with Lana in his lap, but she could tell by Lana's arm motion what was happening. She was soaking wet now and had her fingers under her panties, rubbing her clit.

Steve began panting harder from the exertion of humping me and from his building orgasm. He was grunting in rhythm with his thrusts. Lana sensed he was getting close and turned around.

"Steve, when you are ready to cum, I want you to pull out and cum in her mouth," she said. "Only Gary gets to cum in Sissy's ass." Steve was dissapointed by hearing this but kept on going, determined not to let anything get in the way of his good fortune. Lana got off of Gary's lap and sat next to Tracy, leaning in close. Self-conscious, Tracy stopped rubbing herself. "Please, don't stop for me," said Lana with a husky voice, putting her hand on Tracy's thigh. "See how much Sissy love's having a cock in her ass. It's fucking hot isn't it?" Lana leaned back and began rubbing herself, right next to Tracy. That was all the encouragement Tracy needed to start rubbing herself again. She had to admit it was hot watching Steve pound my ass. The hottest part for her, she realized, was that she was watching a guy getting fucked in the ass. She had a brief vision of Steve being the one getting fucked in the ass. Without thinking, her eyes turned towards Gary.

It was then that she noticed the enormous piece of meat protruding from Gary's lap. Her jaw dropped open and her breath caught in her throat. She had never seen a cock so big! Images flashed through her head in rapid succession. She pictured herself on his lap where Lana had been, she imagined the feeling his cock going inside of her tight pussy. Then she thought about what Lana had said and pictured her getting fucked in the ass, wondering how she could enjoy taking such a large intruder. Then the image of Steve getting fucked popped back into her mind, only this time, it was Gary shoving his large dong into Steves's ass. Then she pictured herself getting it in the ass. The cascade of thoughts pushed her over the edge. She felt an orgasm begin to wash over her as she furiously rubbed her clit. She let out a moaning sigh as she came. Gary glanced over and caught Tracy's eye and smiled. Although already flushed from the orgasm, Tracy blushed, embarrased somewhat by cumming in front of other people, but also from the thoughts she'd been having when she did cum.

When Steve heard his wife cumming he assumed it was from watching him and the thought sent him to the brink. "Oh, I'm going to cum!" he grunted and pulled his cock out of my ass. He stepped around to one side of the ottoman as I turned to meet him and immediately slurped his cock into my mouth. Steve was now facing the couch as he looked over my back. He saw his wife with her hand under her skirt. He saw Lana with her skirt up over her waist, her legs spread wide, fingering herself with her thong pulled all the way to the side. He had always thought she was incredibly sexy and the sight of her in that pose brought him all the way to the edge. Then eyes went down to Gary's lap and then it was his turn to gasp at the sight of the gigantic tool that dwarfed his own, which, until that moment, he had been rather proud of. I sucked his cock down my throat and rubbed his balls, pushing him over the edge as he stayed staring at Gary's cock. As he pumped his balls into my mouth, he pictured Lana's amazing ass getting fucked by Gary's huge cock. Then, as he spurted his last bit, the image of Lana changed to Tracy and he pictured his wife getting stretched by Gary's enormous manhood. He closed his eyes and shuddered as I milked the last drops from his now-average-seeming member.

"Oh my god that was hot!" said Tracy. "I can't believe she sucked his dick after he pulled it out of her ass. What a dirty slut!"

"Oh, she can be even dirtier," said Lana. "And she can't get enough cock. Maybe you'd like to get a piece of that ass yourself. I have some strap-ons you could use."

"Really?

"Oh yeah, I do it all the time," said Lana. Tracy was excited about the idea. She was also a little tipsy and beginning to lose her inhibitions. She followed Lana into the other room to find a toy.

After I finished with Steve, I crawled over to Gary and took his cock in my mouth. Steve put his pants and t-shirt back on, deciding he was too hot for his sweater.

"So how was your first time?" Gary asked Steve.

"It felt good," said Steve. "It must be nice to have a slut like that around the house." As he talked, he couldn't help but watch as I slobbered on Gary's considerable knob.

"Yeah, it is," said Gary. "It's a shame you haven't been able to convince Tracy to give it up. I bet she'd like it." Steve was speechless. His eyes were glued to Gary's meat disappearing into my mouth. Gary could guess Steve's state of mind, and kept going. "Lana loves having her ass played with. Maybe if things work out she might let you play with it."

Steve's jaw dropped. "What? You really think she would? You'd be OK with that?"

Gary smiled. "Sure. She always says she feels too stretched out after I do her ass, but your dick would probably be just the right size."

Steve felt a little emasculated from the subtle dig at his size but couldn't help but be turned on by the possibility of putting his cock in Lana's amazing ass. He'd fantasized about it since the first time he'd met her.

"And who knows," said Gary. "Maybe after watching you and after fucking Sissy herself, Tracy might be a little more open to the prospect of giving it up."

Just then Tracy and Lana walked back into the room. Tracy was stripped down to just her bra and where her panties should have been was just a harness with a large pink dildo protruding from it. The dildo was about 9 inches long and about 2 inches thick at the base; not quite as large as Gary's cock, but noticeably bigger than Steve's. She walked over in front of the couch and stroked her new appendage a couple of times. Steve was floored by the sight of his beautiful little wife, stripped half naked with a cock bigger than his jutting from her crotch. He was instantly turned on by the sight.

"What do you think of my cock, honey?" she asked Steve. "Are you jealous?" She giggled. Steve was speechless and just stared at her new toy. She turned and walked up beside the padded ottoman. "Come on up slut," she said to me. "I want you to suck my cock."

I crawled up on the ottoman and grabbed her dildo with one hand and started licking and sucking it. I looked up at her eyes as I took it down my throat, trying to put on a good show for her. "Yeah, suck it good," she said. "Show me how much you want it up your ass." I began sucking harder, deep throating it and slurping loudly. "Oh my god, this feels so dirty!" Tracy laughed, having fun with being on the receiving end of a blowjob for the first time in her life. She put her hand on my head and started humping my face, giggling. "You better watch out honey, I think I could get used to having one of these," she said to Steve, jokingly. Steve just laughed nervously, looking sheepish. His dick was rock hard from watching our little show. It turned him on way more than he wanted to let on.

After another minute Tracy told me to turn around. She took the head of her dildo and used it to wipe up some of the lube that had dribbled down the inside of my leg. "It looks like I get sloppy seconds huh?" she laughed. Lana came over with a bottle of lube and squirted some in my ass crack. Tracy smeared it around with her cock then pressed the tip against my hole. She pushed harder and the tip popped in. She grabbed my hips and started pulling me towards her as she pushed in deeper. This dildo was much bigger than Steve's cock but I was used to it because Lana had used it on me several times before. I pushed back to meet her as she impaled me slowly.

"Oh my god, this is so dirty!" Tracy said again. "This thing is really stretching her ass!" Soon she was completely buried so that her hips were pressed against my ass cheeks. "I can't believe she took it all!" She said, looking up at Lana and Gary wide-eyed.

"Oh she can take bigger things than that," said Lana who was now sitting next to Gary on the couch, slowly stroking his cock. "The anus is amazingly elastic. And this slut loves getting hers stretched out."

Tracy slapped my ass and began humping me slowly. "Does that feel good slut? Do you like having my cock in your ass?"

"Yes Miss Tracy, please fuck me harder!" I begged. "Your cock feels so good!"