Friday Night

I was in a chatroom when I met Cassandra, or Sandy as she preferred to be called. She was in her late 40s and was married. We lived in the same city and had many of the same interests. Now at the time I was in my early 20s and I lived alone. I had also experimented with straight and gay sex as well as crossdressing. Cassandra and her husband were poly amorous, with the rule that they let the other know what they were up to. Both her and her husband, Tim, were bisexual.

We chatted and exchanged pics and she asked if I were free Saturday night, late Saturday night. I said that I was. She gave me her address and said that she and her husband wanted to play with me. But I I had to be crossdressed, saying to arrive as slutty as I could dress myself.

I showered, shaved, trimmed, dressed up. I put on some control top stockings. I had a skirt that I didn't care much for, so that week I trimmed it down a bit shorter. Black thong panties. Black bra. Button up shirt. Custom bought high heel shoes for men. I put on some quick make up (purple lipstick) and a wig (long red hair). It was dark outside, thankfully, and no one was out when I left home so no one saw me as I made my quick dash to the car.

It took about 20 minutes to get to their place. It was a regular three bedroom house, not much to it really. I shot her a text letting her know that I had just parked, as she had requested, and she replied that I was free to come in.

Cassandra opened the door. She was amazing, 5'5", long blonde hair, C cup tits, and was dressed in a red low cut and see-through nightie, no bra and a pair of panties that matched the color of the nightie. She shook my hand and invited me in.

We walked into the home and directly into the living room where her two sons were just in their underwear, watching a movie. This visibly surprised me and everyone noticed it. Sandy said "Don't worry, we're very open about what goes on here."

Her son was there, Robby, and his friend Jake, both 20 years old. Robby got up and shook my hand. "Mom and Tim said that they were having someone like you over tonight."

I was confused about what to say about this. I just said "okay" and tried to go with the flow of things.

"You're not weirded out or anything, hun?" Sandy asked.

"No." I shook my head, "Just far from what I was expecting." I explained.

She open mouthed kissed me right then and there, completely unexpectedly. "It's just sex sweetie." She said, and put my hand on her right breast and kissed me again.

I didn't question things at this point. We finished that kiss and she directed me to the love seat on the far wall of the living room. I attempted to sit lady like while also fighting my hard on.

"Tim is in the bedroom getting ready." Sandy explained. "So, in the mean time, how about we get comfortable?"

"What did you have in mind?" I asked.

"Well, baby, you aren't going to wear all of that all night, are you?"

I nodded and I kicked my shoes off, something that felt good to do. They were my size, but they weren't the most fun to wear.

Sandy looked kind of disappointed. "Really, that's all you're going to take off."

I finally got the idea. I stood up and moved to the middle of the room and as sexily as I could, preformed a strip tease as I removed my shirt and skirt. There were cheers and cat calls. One of the boys slapped my butt.

I sat down next to Sandy in just my bra, panties and stockings. She was now smiling. "That's what I was wanting." and kissed me again.

This time as we kissed she put her hand on my knee and moved it up my thigh. I put my arm around her and put my other hand back on her tit.

She rubbed my cock through my panties and said "I bet this feels great to sit on."

"I know you're going to find out tonight..."I said as I reached down the front of her nightie and pulled out one of her tits.

She moaned slightly as I bit down on her nipple. She said softly "I want your mouth between my legs."

I happily followed that command. I released her nipple from my mouth and I got off the loveseat. I looked up briefly to see Jake and Robby watching, the movie was stopped and the television turned off. They were watching, rubbing the fronts of their boxers, both with huge bulges.

I got onto my knees and put my head between her legs. I reached under the legs and pulled her closer to me, and into a better position. I moved the panties to the side and extended my tongue to taste her outer lips. I took a couple more slow licks before fast licks, focusing mostly on her clit, while also penetrating into her.

I was focused on what I was doing and to the sounds that she was making that I didn't hear what the guys were doing. I felt some pressure on my ass. Not that I was getting fucked, just dry humped. It felt good. Really good. I paused my eating to moan.

"This slut likes it." Jake announced.

My already hard dick, dripping precum, throbbed at this news.

I felt Jake and Robby take turns dry humping me. I later found out that when one was dry humping me, the other was behind him dry humping.

I heard the door open to the master bedroom and Sandy say "Okay everyone, Tim's ready."

The dry humping stopped and I was told to stand up.

I did as instructed and took a small look around. I was still in my stockings and underwear. Jake and Robby both had their dicks out. Sandy had gone ahead and removed her panties, but still had her nightie on and her boob was tucked back in.

I was nervous at this point. I didn't know what to expect.

He entered the dark room. He was younger than her. She was in her late 40s, he was in his late 30s. He had a full head of hair, barely greying. He was also in shape, not muscular, but not fat either. He stood 5'10". He was wearing a bathrobe.

He barely looked at me. "How's the slut?" he asked Sandy.

"Great mouth." Sandy answered, "Good kisser. Nice package. Even the boys seem to like her."

"Good. They can have her if I don't care for her."

"They wouldn't mind." Sandy said.

"Do I get a say?" I asked.

Tim was right behind me when I asked that question. There was a hard slap to my ass. "No. Unless you want me to toss you out now in just your bra and thong."

"Okay." I said.

I felt the bra get unhooked and he dropped it to the floor. He turned me around and he reached into the pocket on his bathrobe. He pulled out a pair of nipple clamps on a chain. He put them on and tightened them both on me. I groaned as he applied them. I also felt a heavy chain placed around my neck. I reached for it. It was a choke chain used for a dog. This was a first for me. I looked to see Jake holding the chain and smiling as he dropped it.

I looked him in the eyes and he grabbed the back of my head and kissed me as deeply as Sandy did not long before. He put his hand on my shoulder and forced me to the floor, on my knees. I knew what was about to come.

He opened up his robe. He was naked and manscaped. I opened my mouth wide when I saw this dick. Circumcised, very thick, like an inch and a half thick, and long also, 8 inches long. I picked up his dick and slowly put it, little by little, into my mouth.

Now this is not the first time that I had given a blow job. But this was the first time I had an audience.

I put this dick as deep into my mouth as I could get it and bobbed my head back and forth, tightening my lips around the shaft, taking some time to pay attention to the head of his dick. I could taste a bit of precum as sucked him.

He then pushed me back, a bit rough, I fell onto my butt. I wasn't expecting what he did. He turned to Sandy, pushed her legs open and pushed his dick into her. She moaned loudly as he plowed into her. I leaned onto my hands and crawled closer to the couple. I heard the chain move and before I could react I was pulled towards Jake and Robby, with Jake holding the chain.

"No, let them do their thing little bitch." he said pulling me closer. He guided me to his dick and said "Now, be a good little girl and let your mouth do what it apparently does best."

And I did, working his dick the same as I did with Tim's. Only he was sitting, not standing. He would also pull on the chain every so often, choking me for a few seconds and then relaxing the chain. Jake's dick wasn't as large as Tim's was, but it was still a decent sized cock.

I was working on Jake's cock when I heard Tim ask "Where's that slut?"

Robby took the chain this time and walked me over to Tim and Sandy with me on all four.

Tim pulled his dick out of Sandy and walked up to me. I opened my mouth ready to accept it when I heard Robby say "Look at this skank, can't suck enough dick."

Tim walked around to behind me and I felt my panties get pulled down.

I felt the head of his cock press against my asshole and I moaned and made a slight pleasurable cry as he entered me. He was slowly pressing deeper into me with small little thrusts into my backdoor. Before I knew it he was completely inside of me and humping me with long strokes while Robby and Jake watched.

Sandy got off the loveseat, where she had been, and gotten onto all fours as well and backed into my face. "Eat it." she commanded.

I once again proceeded to eat her freshly fucked pussy when she said "No, not there."

That was the only hint I needed. I moved up and then gave her the first rimjob that I had ever given to anyone. She moaned and yelled as I did so, telling everyone how good it felt.

I heard Tim announce "I'm going to cum." and prepared myself to get filled.

Instead he pulled out and the chain pulled me upright. I looked over at him, saw his dick right above me and felt his warm cum hit my face.

He laid back on the loveseat and said "You all can do what you want with her." pointing to me.

Robby then came up to me and said nothing. He rolled me onto my back, put my ankles in the air and slid his dick into me while everyone watched. "Mmmm..." he said, "Nice and tight." He commented as he fucked me.

Jake walked up behind Robby to where Sandy was. The two of them kissed and Sandra sucked his dick. Jake then walked up to me and finished off on my face, allowing it to join Tim's cum. He pointed his dick at Jake who licked up the last of the cum before pulling out and cumming on my face as well.

Sandy joined me on the floor. She put her and on my exposed and exceedingly hard dick. She gave me a hand job as she grabbed the nipple clamp chain with her other hand and pulled, pulling the clamps off my nipples in one swift jerk.

I came and it all landed on me, my belly and my chest.

We all laid in silence for several minutes. I was catching my breath and letting the fluids on me run where ever they were going to run. I was handed what I thought was a rag and told to wipe myself off with. I did so, as effectively as I could with a dry cloth...only to realize that they handed me my own top.

At this point Robby got up and walked out of the living room, I assumed he went to bed at this point. I sat up and removed the choke chain from my neck and pulled up my panties. I grabbed my skirt, bra and top. I asked "Does anyone have any clothes that I can borrow?"

Sandy answered with "No, you can wear what you came with."

So I did just that, put back on my bra, skirt and cum covered white top. As I was fastening up the top Tim got up and put his hand on my back walking me to the front door as everyone said their good byes to me and telling me what a fun time I was. Before I could ask if I could clean up in the kitchen or bathroom I was out the door and the door locked behind me.

I left my phone, wallet and keys in my unlocked car and hidden out of sight. I made the short drive back home. Thankfully it well past midnight by this point and no one was going to hassle me. I was almost half way home when my phone beeped at me. It was Sandy telling me that she and everyone had a great time and to text her when I got home. I did as she requested. I was expecting a "Good night" after that. Instead I got a request for a pic of my face. She wanted to know that I did drive back with all that dried cum, at least what I wasn't able to clean off, still on my face.

After sending the pic she replied with "Good girl...we'll see you again soon."