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Becoming Cassie Ch. 05

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Within a minute, everyone was involved. I moved my way to the middle of the room, and had Cleopatra, Elvira, Marilyn and the Red Queen surrounding me singing. It was both fun and awesome. I tried to act out the lyrics along with their singing.

In the more driving parts, Marilyn started grinding on Elvira's butt and Cleopatra and the Red Queen were going at each other. And of course when it got to the part I love, they all turned to me and screamed..."Go ask Alice!!"

That song is way too short. They all clapped and I curtsied. It really broke the ice. Marilyn even came up to me and whispered..."I hope we can get together later tonight. You are amazing, girl."

I then started to notice different couples beginning to pair off with different partners. Marilyn Monroe disappeared and then quietly Marc Anthony left the room a few minutes later. He returned about 5 minutes later with that look on his face.

About 5 minutes later, Dracula slipped away as well. Being nosey, I picked up a tray of food to bring to the kitchen and caught a glimpse of the two of them in the Warren's bedroom.

The Count had his back to the door and Marilyn had her hands, legs body all over him being as sexy as all get out. She was still fully dressed in her gorgeous dress. She looked like an angel. As she was undoing his pants she caught me out of the corner of her eye and gave me a little wave.

Embarrassed, I quickly moved into the kitchen. I kind of expected this, but I was still not ready to see this. I carried some more food back to the living room and there was Marilyn on her knees giving him this terrific blow job. From what I could see, the Count was really big and she was taking it all.

The Count came back into the living room a few minutes later with a big grin, shook Marc Anthony's hand and put his arm around Mr. Warren. As the Mad Hatter, I guess he was next.

I kind of felt jealous of Marilyn, but then getting a blow job by Marilyn Monroe really doesn't happen every day of the week. Fortunately Mr. Warren closed the bedroom door behind him. True to form he emerged a few minutes later looking real tired.

Marilyn then headed into the bathroom for about 15 minutes and emerged radiant. And her breath was sparkling clean. She asked the Red Queen to get a picture of just the two of us, and we posed for about five shots. All cute and sexy.

I was truly expecting that the two of us would be heading back next but Marilyn announced that she just got a call and was heading over to the White House for a private meeting with the President. She offered her apologies and left as quickly as she arrived.

With boys taken care of, I looked around at a frustrated Elvira sitting on the love seat off to the side. She could tell that the Count was down for the count. I sat next to her with my legs curled up under and said, "I think I'm glad that Marilyn is really dead."

That got a chuckle and I turned to her and started playing with her hair. "I just love your hair...reminds me so much of mine!" I tried to cheer her up and began to little caress her shoulders and her breasts.

"Do you want to freshen up a bit?"

Elvira said, "I could use that." On the way out of the living room she poured herself a full flute of champagne and downed the whole thing...it was not her first. "There, let's go."

We walked into Benjamin's bedroom and I closed the door. The room was decorated with lighted candles, streamers and other Halloween treats. I was so glad he was away for the night.

Champagne hits real fast and Elvira turned and gave me a monster kiss, tongue and all. I returned the favor and she started being a little more active that I wanted. Did I want her or not want her to reach down there?

I quickly moved behind her, kissed her neck and shoulders as I removed her stretchy dress. No zipper on this one. She was wearing a black underwire push bra and that was really no surprise and the tiniest black thong I had ever seen. Again, no shocker.

I walked her back to the bed and playfully pushed her backwards. It was not the least bit hard as she was really woozy. I open up her legs, slid the thong over and started kissing her vagina. It was the first time I ever saw anyone totally shaved. It was actually quite nice.

Elvira was a screamer...ohhhhh...ahhh...Alice...don't stop. She was shouting out directions and I know everyone could hear. After only about 10 minutes she totally collapsed, and almost feel asleep. My identity intact, I freshened myself up and walked quietly out of the room.

Meanwhile, Red Queen and Cleopatra had disappeared into the Warren's bedroom. I returned to the living room and just looked at the three men who were all sitting by themselves. It wasn't even 11PM and it felt like 2AM.

"How's Elvira?"

"Happy, content, and I think asleep."

The Count said, "We have to get back to our sitter soon. I think I may need some help getting her out to the car."

"Let's give her a couple of minutes and then I will give you a hand."

I picked up a few more food items in the living room and moved them to the kitchen. It was all me as I kept cleaning up and putting things away. The men were useless.

At 11:00, I could tell the Count was restless so I asked him to give me a hand with Elvira in the bedroom. I picked up Elvira's gown from the floor and turned it right side out. He just looked at his wife, spread eagle on the bed with drenched little black panties and her bra up around her neck. He said, "Let me get my camera."

I said, "Count, some things are better left remembered in your mind and not on film."

"Good point."

I stood at the foot of the bed, leaned over to pick her up and she started moaning, "Alice, don't stop, you're the best, I love you."

Dracula and I chuckled as we reassembled her. Slowly the champagne was wearing off, but she was in no condition to walk. I helped her up and out to the car. Somehow I got her into the front seat and after I reached over and buckled her in, I gave her a sweet kiss on the lips. She smiled and drifted off to sleep.

With Elvira and Dracula also gone, the field was narrowed again.

Mrs. Warren then slipped out of the bedroom, took me by the hand and said, "Cleopatra was asking for you."

I whispered to her, "Some good news. I've been a bit nervous because I've been teased with all night, but never really touched. My image, if I even had one, is still intact.

"Great, follow my lead Cassie and let's see if we can pull this last one off."

When we walked into the bedroom, Cleopatra was standing there in a see through robe with nothing on but her heels. In just all of her make-up, Cleopatra was still outstanding. She had to be a model.

Even in the dim candle light I could tell she had had a busy night, but not with the guys. There were toys everywhere.

The best thing about Cleopatra was that she was all about herself. She didn't need anyone else but she definitely liked having the attention.

"Come here my little Alice." She placed one of her majestic breasts in my mouth. This was good and I was so glad I had the tighter panties on. These are breasts you dream of no matter what team you play on.

The Red Queen picked up a large vibrator as Cleopatra sat back on one of the chairs with her legs spread open she said, "Alice, service your queen with the royal dildo."

I knelt between her outstretched legs and I tried hard to remember what Lisa had done to herself the first time I met her and apparently I was doing good. I reached over and picked up a small one as well so I had the large one in her and the small one on the outside, finding those spots.

As Cleopatra fondled her own breasts, her breathing got deeper and deeper. She then slid one of her hands up and under the Red Queen's gown. Lisa seemed to be enjoying this as well.

In fact, it seemed like everyone was having an orgasm this night but me. Cleopatra then moaned, and moaned and shuddered almost uncontrollable, then collapsed back into the chair. I gave her a passionate kiss and she dismissed me with a wave of her hand.

When I came back out of the bedroom, the Mad Hatter and Marc Anthony were still just sitting there in the same position they were 15 minutes ago. I was still really excited and thought I would give it one more shot.

Marc Anthony looked pretty spent. I got on my knees and slid my hand up under his tunic and there was absolutely no response. "What happened to your sword?".

"I'm done Alice, sorry."

And the Mad Hatter looked even worse. I walked over to him, straddled him in the chair, put my hands on both sides of his face, gave him a long deep kiss and...nothing.

While I was doing my best to get any rise at all out of them, Cleopatra came out in all her glory.

I immediately got up and she gave me a hug. She whispered in my ear, "Alice, you were the best of all. You can do me anytime. Please get my number from Lisa."

With that she dragged Marc Anthony out of the chair and it was just the three us again.

"Are you OK Alan, you look tired." asked Mrs. Warren.

"I'm really beat."

"OK, you just relax and I'm going to help Alice change."

We went into the other room and Lisa stopped. She turned, kissed me and said in one of the most soft passionate voices I have ever heard from her... "I've been waiting for you all night long. Everything else was just the warm-up."

Another kiss... "Please, help me out of this gown?"

As must fun as it was putting on, sliding it delicately off her was even more fun. She was radiant in the corset and the red thong, although the thong looked it had a busy night.

"Now it's your turn." Lisa undid my dress in the back and slid it slowly off my shoulders onto the floor.

She kissed my shoulders, my back, moved my long blonde hair and kissed my neck. She moved around to my front and wrapped one of her legs around me and began rubbing herself all over me.

She then walked over to the corner and handed me the powder blue panties with the garter belt. I took this as a clue to change and headed over to the bathroom.

Wow, these panties with the garter belt attached were real cute. Bit I really felt like wrapping my cock in ice for a while because it had been hard for so long. I kept doing my best to calm myself down until I could at least get to the point where I could wrap it between my legs.

I came back into the room with my long blonde hair, fresh pink lipstick and gloss, powder blue bra, panties and garters attached to the long stockings. Lisa looked at me top to bottom, smiled and said again, "My little Alice. I've been waiting for you all night." I was being seduced by just her eyes and I loving every minute of it.

Sitting on the bed she reached behind me and undid my bra and let it fall to the floor. She took my breasts and began kissing and fondling them with a soft passion. As I arched my back pressing my little breasts deeper into her mouth and hands, my nipples could not have been any harder. She made me feel like I had the most gorgeous breasts in the world. "Please don't stop", was all I could say.

Every so often my long hair would cover my breasts and watching myself in all the mirrors positioned around the bed became a huge turn on.

Lisa then stood up, lifted her hair and asked me to remove the corset. I undid the laces, and kept kissing her neck and back like she had done to me. She undid the hooks in front and I reached around and played with her breasts. Other than kissing them once, this was the first time I had ever actually touched them. They were magical. And rigid. And hot.

She turned, laid me back on the bed and began softly draping her breasts over mine so just our erect nipples were touching. She kept it up and my head kept spinning.

Lisa walked over and began putting on strap on we had used before. Instinctively I reached over for the lotion and had it ready. Lisa then laid on her back on the bed and had me straddle her. The strap on easily found its way into me with the help of the lotion and I began slowly rocking back and forth on her. This time I was looking forward to it.

My long blonde hair covered my breasts and her hands were all over me. There was no rush. It was soft, gentle and erotic. The mirrors place around the bed were perfect and added to the excitement.

When she was fully in and I was relaxed, Lisa picked up the pace and was slowly driving her crotch up into me, more and more with each lunge. She began moaning herself, first quietly and then louder and louder.

"Now Cassie, now.", she whispered.

I exploded all over her chest and she kept pounding away as she was rubbing my hot cum all over her breasts. Always in rhythm, she began slowing down. I could tell she was just rolling through orgasm after orgasm at her own pace. She was moaning, then giggling and happier than I had ever seen her.

I collapsed on her and we were both a mess. She started kissing me all over and I right back at her. We were just two girls playing and having more fun afterwards than I ever expected.

We were now lying on her bed, a bit messy, but so satisfied. She playfully tossed a soft towel at me and we made a little effort of trying to clean up. As she removed her strap-on and tossed it aside she asked,

"So, what did you think of Marilyn?"

"She was my favorite. First, she was drop dead gorgeous. She was the most outgoing, started singing White Rabbit first, even did a fantastic version of "Happy Birthday Mr. President. And she also seemed to like giving blowjobs. Did you notice that?"

Lisa was playing with my hair and lightly kissing my breasts the whole time I was speaking.

"Oh yes, I did."

"Do you mind her giving your husband one when you are right there in the other room?"

"It was either Marilyn, you or me, I was happy to let Marilyn do it."

"Marilyn also told me she thought I was doing a great job as hostess. That was so nice to hear from her. How do you know her?"

"Well, he's one of Jennifer's clients."

"He??? She's a he? I know I'm a he, but Marilyn is not a guy."

"Just replay everything you just said and saw all evening, and imagine Marilyn as a guy."

It took me a little, but then I said. "He is real good."

"And he told me you were real good too. It was hard for him to tell at first. Jennifer has an interesting clientele and after this party, he was on to another party."

"Wow, this is like pulling the curtain back on the Wizard of Oz."

"And one more thing, he really wanted to do you as well and I asked him not to. I hope that's OK. There were enough surprises for you for one night. Plus, I wanted you."

"To be honest, I was a bit disappointed at the time...she was such a big tease, but now I am so glad you told her not to. Seriously, a guy. Wow."

I went on and asked, "So if I didn't know, then the men didn't know either. Did Mr. Warren know?"

"No one knew but me, and now you. And I don't think I will tell them either," she said with that smile of hers. I had to chuckle.

I slid up closer to her and began kissing her shoulders as she lightly rubbed my thighs and fondled my breasts.

"And Elvira, I was a bit nervous about her. What did you think of her?"

"My first impression when she walked in was she was going to be fun. She really had that Elvira look going."

"Yes, she's more of an acquaintance from Benjamin's play group. We talk every week and she is really quite nice. She's got a killer body but is a bit shy about it. I told her no one would know her so she could have some freedom."

"I was hoping this would open her up a bit. I think her husband keeps her on a tight leash as to her looks. Definitely a trophy wife. How was she?"

I explained what happened on the lead-up and she said,

"I saw her down that full glass of champagne before the two of you disappeared."

"She was really horny and loud. I think you could say she opened up a bit."

I explained to her in great detail what happened, all the way until I helped her into the car. Lisa loved hearing every bit of it!

"Good, so she doesn't know about you. Her husband's pretty boring so I think the blowjob was perfect for him."

I then asked, "Do all men just collapse after just one?"

"Pretty much. It's all about them getting off, which brings me to Cleopatra."

"Beautiful stunning, needs no mask, amazing make-up, model material, and played her role wonderfully," I said.

"That was no role Cassie." Lisa moved around to my back and began working her way down from my neck and shoulders with light kisses.

"She's one of my playmates and we get together once a month or so. As way of contrast, when I get together with Jennifer, she loves to be the dominant one, and I'm fine with it."

"Cleopatra wants to be worshipped, and I'm good with that too. But she loves to be pampered doesn't she?"

"She sure does. What a night."

"And Cassie, you were amazing. I was so proud of you." She grabbed me and gave me a big kiss..."Now Cinderella, look at the time..."

I looked at the clock and it was midnight. Lisa and I had been going at it and talking for nearly hour, but I didn't want this time to end.

"Lisa, I told my mom I'd be home at midnight and I probably should not go home looking like this."

"Hmmmm, let's stand up and see."

Lisa stood up beside me and planted one more deep, passionate kiss on me, spun me towards the mirror and said..."You look perfect to me...just look."

I turned and faced the mirror with the bedroom lights now on. With my long wig being practically the only thing intact, I was a wreck.

My pink lipstick was smeared. My nipples and chest were a deep red. I touched one nipple and actually winced. My cock was still a bit hard, but practically purple from being hard so long. And having the white stockings on made it look awesome.

"Still, you better clean-up before you head home. I called your mom around 10:30 and said you may be late as some guests arrived late and I may not be able to get you home exactly by midnight. She offered to pick you up but I convinced her not to. A good idea, eh?"

As we were cleaning up the bedroom of our clothes, Lisa sat down with me, held both of my hands and asked in her serious voice, "Cassie, what was troubling you earlier in the night when you were shaking? Did going outside upset you?"

"I wish it was just that. It was Scott."

"Scott?"

"Lisa, for just those two minutes he was genuinely nice, handsome and complimentary. He even knew the Cheshire Cat's lines to Alice in Wonderland...by heart...like they were a normal part of our conversation. Like, it was meant to be."

"As I walked back with him, I really thought he wanted to walk and talk with me because I was me. I was really attracted to him"

"Did it feel nice?"

"It did. Lisa, what's happening to me?"

"You're growing up girl."

I took a long hot shower and scrubbed off the make-up. I actually was glad to put on my Matt clothes. The cotton briefs felt surprisingly comforting.

Lisa had tossed on some jeans and a casual top but still had her Red Queen make-up on. She looked cute and hot all at the same time. On the drive home, she thanked me a bunch of times for being a there.

As I laid in bed that night trying to go to sleep, I kept thinking of the journey of feelings and emotions over these past few weeks and could hear Alice saying, "It's no use going back to yesterday, because I was a different person then".

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JoJoJuddJoJoJuddabout 9 years ago
This Is The Best

So much fun to take turns reading paragraphs to each other. My gurl and I adore this work. Thanks.

AnonymousAnonymousabout 9 years ago
More Please

I love the story, really like that he is giving her options on transformation. I would like to see forced changes, love the piercing and tattoo. Maybe next time it is breasts, or nipple piercings,

karencrossdresskarencrossdressabout 9 years ago
Cassie

Me and my raging engorged cockette in my panties cannot wait for the next chapter of Cassie's adventures. Hope she bends over for Scott and Mr. Warren.

jestafyjestafyabout 9 years ago
Beautifully Done

I have grown to love this story and it has become one of my favorites. You have an amazing writing style that has me hooked more and more as I read.

Joscelyn2tgJoscelyn2tgabout 9 years ago
The Marvelous Journey Continues...

...And there always seems to be another, steeper rabbit hole when the journey is a transition of gender. This story is just so much fun to read. I can only hope its been as much fun for you to write. When talking about transformational journeys 'alice in wonderland' is a great metaphor, and bringing it into the story on Halloween allowed so much of it to be used for cassie's journey. Your story is developing brilliantly, and I can't wait to read more about cassie, thanks for sharing this beautiful tale. Cheers! --- Josie

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