It had been over a year since Emily became my girlfriend and I had still not fucked her. In fact I had never even had a blow job from her. I knew this needed to change, but every time I gathered the strength to confront her Emily would give me just enough that I couldn't resist her extreme charms. You see she was out of my league, a gorgeous girl with ripe breasts, lovely legs and a perfect round ass. I couldn't imagine losing my Emily.
In fact, had never confronted her about the night I had secretly watched her fuck her ex boyfriend. I came close a few weeks after the incident, when I managed to get her alone at her place, but when I brought up the evening she brought up what a good ass kisser I had been, and made me admit that I had fantasized about constantly since then.
Emily giggled then asked me if I wanted to feel her rub her ass on my lap. Of course I said I'd like that very much and she gave me a slow dance, rubbing back and forth on my jeans until my hard cock felt like it would burst through the denim. Finally she stood on the couch, lifted her skirt and told me to remind her just how good I was at kissing her ass. I took a moment to admire the perfection of the curves and her two white ass cheeks. I was tempted to pull down her thong, but she pointed at a cheek and I kissed it deeply, then the other. I lost myself in kissing her soft skin up and down. I could hear her encouraging me sweetly which just made me hornier. Finally she put a bare foot on my cock and began to stroke slowly. In less than a minute I came into my jeans, while my face was buried in her ass crack. Any thoughts of confronting her had vanished.
On the drive home Emily asked if I'd be ok getting a hotel suite so we could host a Hallowe'en party. I knew this would cost a lot of money so I tried to suggest that we host it at my apartment. Emily looked up at me with her big eyes, told me this was her favorite holiday and wouldn't I please do it for her? Of course I agreed.
In the weeks leading to Hallowe'en Emily grew more and more excited about the party. She said it was a night when you could be whomever you wanted to be. At her suggestion we looked for Butler and Maid outfits, inspired by a show she was watching on PBS. The one we found for me was a used genuine butler uniform. It was wool, rather stiff and uncomfortable. Emily's was a very sexy French Maid outfit, with a tiny skirt that showed all kinds of leg, and if she bent over just a little, quite a bit of her ass. As I watched the leering salesman tell a stockboy to check her out, I told her Emily thought it was a bit too revealing, but she was insistent that it was very appropriate for Hallowe'en. I bought the outfits for us and took satisfaction that we at least had matching outfits so it would be clear she was with me.
There was a lot of preparation for the party. After visiting a number of hotels I found a suite I thought would work well, then I sent pictures to Emily and got her approval. I spent time after work running around buying decorations Emily wanted, buying beer and drinks, and making arrangements for food.. As usual it was Emily's friends who were invited, many of whom I knew. I had picked a suite that had a large main room, but also a nice bedroom. I had hopes that Emily might stay the night with me after the party was over.
On October 31st I took the afternoon off work and put up the decorations, brought over and laid out the food and the booze. Emily arrived after I had everything pretty much set up, but she had me change a few arrangements. It was now less than an hour before the party was about to start so wanted to change into her costume. When Emily came out of the room in her maid outfit, I hardened immediately. Out of the context of a costume store, here it the hotel, it looked incredibly erotic. Her breasts spilled out of a low cut top and the half stockings left lots of bare leg above her knee. Emily had an amazing body and it was almost all for show in this little outfit. When she bent over to pick up a paper pumpkin, her ass was nearly completely exposed. I reached over to cop a feel but she smacked my hand away. I think she could see my frustration so she whispered in my ear that she needed me to focus on getting ready and being a good host for her. She promised that if I were very good I would get a reward later.
That was all I needed to inspire me. I changed into my butler outfit, finalized everything to Emily's liking, then at her suggestion poured each of us a pumpkin schnapps shot. We toasted to a fun party, then she poured each of us another one. "To my perfect little host!" she said.
I was a little confused by the moniker, since we were both hosting, but Emily was so happy I didn't want to spoil the moment. I drank the shot, then she gave me a kiss on the cheek and told me to hurry and get more ice.
When I returned from down that hall with two buckets of ice I saw that our first guests were just arriving. It was Barry, an old friend of Emily's, and a buddy of his I had not met. Barry was a big guy, with a flat nose, big arms and legs almost as big as my chest. He was dressed as a vampire, and when Emily greeted him he picked her up in his arms and bit her neck. Emily squealed with laughter. Emily's little skirt rode up completely as she wrapped her legs around his body, and Barry's friend enjoyed the view of her ass while Barry cupped it. When Barry finally placed Emily back on the ground she kissed his friend, (who was dressed as a cool, skinny legged jeans zombie) on the cheek and invited them in.
"Ian, can you be a dear and fetch us a few beers?" she asked sweetly as I struggled to find room for the ice.
The three of them sat down while I opened beers for each of them and brought them over. I said hi to Barry and introduced myself to his friend. Barry and Emily were squeezed close together on one chair, so I sat down with the zombie. Emily looked like she was all leg as she listed to Barry, and when she uncrossed her legs the zombie and I could see right up her skirt. The zombie stared openly, pausing only to smirk at me.
I fidgeted in my butler outfit, vainly looking for an opportunity to insert myself into the conversation. There was a knock on the door, and I realized that I was expected to answer it. When I did so I was happy to see Isabel there. Isabel was an old friend of Emily's. She was not very attractive, and carried a few extra pounds, but she was a lot of fun and as I thought about it, she had given me more action in the past year than Emily had.