Anal Amy

From "hello," I knew Friday night was going to be fun. Brett didn't say anything else. He didn't have to say a word, he just smiled. I knew he liked the dress I bought. I wore this little black dress that clung to all the right parts of my body. Short but not too short. It was sexy but not too sexy for a work party. It made me feel very sexy and I know he loved it and I think it met his requirements.

I was definitely in the mood for a quick one on one, but he said the town car was already there. I'll admit it's my first time ever in a town car and I was definitely impressed. It was like a cab, except it's an expensive car and the driver was well dressed and very polite.


We were stuck in traffic going there, but Brett found away to keep me awake. His hand had been on my knee the whole time, gently rubbing the nylon fabric of my stockings. But now his hand slipped under my dress. I was wearing a tiny string thong made out of mesh and his fingers slid underneath and he started to finger me. It was so hot knowing that the driver might've been able to see. Anyone in another lane on the highway might've been able to see. I tried not to moan me but a few escaped as he kissed me. I was worked up and we weren't even at the party yet.

I thought the party was going to be in his office building and my fantasy of having sex on his desk or on a conference table ended when we pulled up in front of a restaurant. However, the funny was really just starting.

I was a little intimidated at first. The restaurant was very classy and expensive and even in my new dress I felt little under dressed. But, I loved the looks I got from a lot of the men when Brett and I walked into the private room where the party was. I definitely got a lot of attention.

I was also one of the youngest people there. I felt like a trophy girlfriend, but it when we finally made it to a table we sat near one of his coworkers who was dating a girl who was about my age.

One of the CEO's of Brett's company, Kevin also sat down at our table. He seemed more interested in me than what Brett said was his second wife, a real trophy wife. He flirted a lot with me and I was enjoying it even before Brett told me how rich Kevin was.

I didn't drink a lot at first. I was trying to keep everything in moderation but Brett asked me why I wasn't drinking. He thought I wasn't having a good time. But I was trying not to be that drunk girl. Brett told me there would be people a lot drunker and crazier than me no matter how much I drank.

He was right, people were starting to get wild even before dinner was over. A couple of the higher ups were pretty drunk when they were giving speeches and it was pretty entertaining.

Brett forced me to dance with him and I definitely wasn't drunk enough for that. However, I forgot about my awkward feelings when he started to grind his body against me. I was ready to go back to his place and fuck our brains out but we still had a long time to go.

Kevin broke in and I danced with him and Brett danced with Kevin's wife. He asked me how old I was and was surprised to find out I was only twenty. He told me I was only a couple years older than his daughter from his first marriage. I guessed he was probably in his mid 40's, a few years older than Jill's Dad but much more attractive.

We danced for a couple songs, before Brett took me back. I heard Kevin tell Brett something that along the lines that Brett was really lucky to have me. And I swear Brett said something like "you should see the way she gives blowjobs." I'm really not sure what he said because I was starting to feel pretty drunk. Brett was pretty drunk too so I can imagine him saying something like that.

That was the last I saw of Kevin for a while. I stopped drinking because I was starting to feel too drunk, but when the party ended we moved to the bar next door with a lot of Brett's coworkers. Kevin was there, but his wife had gone home.

The three of us talked for a while. Things started to take on a slightly sexual tone between Kevin and I when Brett disappeared. He groped my ass quickly and a few minutes later he groped my boob. I was starting to feel very slutty. However, I was surprised when he kissed me because there were still a lot of people from his work there and Brett was some where around.

Brett showed up a few minutes later and they decided it was time to go somewhere else. While we were waiting outside for the town car, Kevin kissed me. This time, Brett definitely saw.

We got into a different town car. This one was even nicer, it was Kevin's. I thought we were going to another club but we were definitely heading out of the city now. We weren't even going towards Brett's apartment. Kevin was kissing me, Brett was fingering me again. I was sitting between the two of them and they had their hands all over me. I wondered what the driver thought, or if this was pretty tame compared to what he had seen.

However, we were about to put a show on for him. Or at least I was. Brett whispered into my ear that I should suck Kevin's cock. I had been rubbing Kevin through his pants for a while now and he was very hard but I asked "Will the driver mind?" Brett being pretty drunk, asked the driver "Do you mind if she gives him a blowjob?" The driver just smiled, laughed and said go ahead "young lady."

I unzipped his pants and pulled his cock out of his boxers. I leaned over and put my lips on his cock. I slid them down and I knew all three of them were watching me. I loved it. Also, we were on a highway - going fast, but there was a chance that people could see me.

He was just starting to get close to cuming when we pulled into a parking lot of a hotel. He told me there would be plenty more time.

The three of us went in and must have been a sight. We walked in around one A.M. and I wondered what the desk clerk thought was going on. I guessed that he probably thought I was some whore, well I was a whore but he probably thought I was a hooker.

The check in seemed to take forever. The elevator seemed to be so slow. And of course the room was at the very end of the hallway.

It was probably the nicest hotel room I've ever been in. I really didn't get a good look at it, but it was the first one I've ever been in with a living room. We ordered room service - beer and food but before it got up there I was on my knees. This time it was Brett. He was sitting on the couch, I got down in front of him and opened up his pants. Kevin sat at the other end of the couch watching me and watching a porn movie.

This time I wasn't going to stop until he came. Room service knocked on the door, but when I stopped Brett grabbed the back of my head and forced me back down on his cock. Room service didn't come far enough into the room to see anything but it got my heart beating fast.

A couple minutes later, Brett was ready to come. I told him to cum on my face, but I think just to spite me he came in my mouth.

I went into the bedroom with Kevin. He sat on the edge of the bed and I gave him a lap dance. He hands caressed my boobs, his fingers penetrated me. I stopped only so he could unzip my dress. I stood up and it fell to the ground. He unhooked my bra and let it fall off too. He pulled my panties off but wanted to keep the stockings on.

He didn't have as nice of a body as Brett but he definitely took care of himself. Once he was naked, I sucked on his cock until he was completely hard. His shaft had veins protruding from it and the head was rock solid.

He laid on his back, letting me do all the work. I sat on him, his cock sliding into me. His hands were squeezing and teasing my boobs. I'd lean over so he suck on bite on them every once in a while.

We went pretty slow, enjoying all of it.

When Brett came in the room, Kevin said it was his turn. I don't know for sure but I would've sworn it wasn't the first time they shared a girl before. It would be a safe guess that for all of us it wasn't a first threesome.

Kevin disappeared to get some food and beer, while I laid on my back, spreading my legs wide for Brett. He pushed into me and told me he never imagined that I was such a "good slut."

A few minutes, later Kevin was back in the room. Holding a beer, but his cock was half hard. I invited him to put into my mouth. He put the beer down and put his cock into my mouth. He fucked my mouth while Brett fucked my pussy. I had one of those moments where I couldn't believe what I was doing, but I was loving every second.

I ended up in a doggy position between the two of them. Brett was fucking me from behind, I had Kevin's cock buried in my mouth. It felt good, but it felt even better when Brett started to finger my ass. I knew his cock wasn't far behind. A few minutes, later he was pushing his hard cock into my very tight ass. It hurt, but with Kevin in my mouth and him getting close I didn't have time to think about it. He told me seeing the cock in my ass was going to make him cum. I had my second load of cum deposited into my mouth.

Kevin sat and watch as Brett fucked my ass. He drilled my ass, there's no other way to describe it. He fucked it as hard as he could. He came deep inside my ass.

Kevin wanted to fuck my ass but he was only half hard. I stroked his cock with my hand, begging him to fuck my ass. It didn't take too long to get him completely hard again.

Kevin easily slid his cock into me. He went slow at first, but I begged him for more. He kept fucking me harder and harder. I was laying on my stomach now, moaning loudly into the pillows.

Brett had been watching from a chair next to the bed. He was starting to get hard again and wanted to rejoin the action. I wanted to be double penetrated. I got back into the doggy position again. Brett was below me, his cock in my pussy. Kevin was behind fucking my ass. I was kissing Brett. He was telling me how much of a slut I was, it was fucking amazing.

Both of them had endurance like I've never seen before. I'm sure it was because of the alcohol and their ages. It seemed like they lasted forever.

Brett started rubbing my clit and it didn't take much all to make me orgasm. I came once more before Kevin came. He pulled out and shot his load of cum all up down my back. Kevin disappeared into the living room. Brett fucked my ass doggy style one more time. A few more minutes, he was cuming again. He added his load to the cum that was now dripping off of my back.

My ass was sore. I was filled and covered with cum and exhausted. I took a quick bathroom break and cleaned myself off before just collapsing on the bed.

Kevin was gone by the time I woke up Saturday morning, however he had told Brett he was looking forward to seeing me again. Brett was so proud of me. He had no idea that I was that much of a slut. It started to get him horny again and we fucked one more time before it was time go.

It was by far the wildest, hottest night of my sexual life. I think the fun is just beginning with Brett and his friends.