The Agreement Ch. 06

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A man's wife accepts his crossdressing.
2.4k words
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Part 6 of the 7 part series

Updated 11/01/2022
Created 11/18/2013
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komrad1156
komrad1156
3,767 Followers

The Hilton Hotel in Springfield was only a few minutes away. Michael held my hand on the drive over, but the bucket seats prevented me from snuggling up next to him the way I wanted to. As I watched the scenery pass by, I wondered what Sarah might be doing at this very moment. I also wondered what a real girl would do on a first date. Then again, I wasn't a real girl so it was a moot point. I was a guy dressed like a woman who was regaling in being treated like a female and that was all that really mattered to me. Still, I couldn't help but wonder about my wife—a little.

My heart was beating fast and my head was swimming with thoughts. I was suddenly aware of the wonderful smell of my perfume. I wore Ombre Rose and the scent was intoxicating but not overpowering. As I look down, I noticed my waxed legs in off-black nylon stockings which led down to the high heels on my feet. As Michael caressed my hand, I used my long nails to return his affection. My sweater felt so soft and feminine against my body and I adored the way it showed off my breasts. The cashmere's texture was amazing!

I hated that I felt almost compelled to use the makeup mirror again but I wanted to see myself again so badly I was unable to resist. I slid my hand from Michael's and reached for my purse (God how I loved saying that) to get out my lip gloss so I could touch it up. Just the sight of my hair and makeup gave me the most wonderful high I'd ever experienced. I couldn't help but wonder if tonight might take me to even higher high followed tomorrow by an even lower low tomorrow. Or would it? Since this was all uncharted territory, I had no way of knowing. Would I really be okay knowing that Sarah had been fucked by another man—that she was walking around with his cum inside her? I thought of her undressing Kevin, taking his cock into her mouth, then begging him to fuck her pussy. I could see her face and feel her body's delight as Kevin's rock-hard cock entered her pussy drenched in her usual wetness. I wasn't jealous, I just couldn't help but think about that or wonder if she'd look at me differently. Who knew? It might even strengthen our marriage but my logical engineer's mind told me the odds were heavily stacked against us.

My train of thought was broken as we pulled into the parking lot. It was across from a modest looking Comfort Inn which seemed to be nearly empty. Our hotel's lot, in stark contrast, was nearly full. Michael pulled around to the front, parked the car, got out and walked around, and opened my door. After helping me stand, he closed the door, kissed me softly and said, "I'll be right in, okay?" I kissed him back and warned him not to take too long.

When he returned, he opened the door and led me down a long corridor to where he paid our $10-per-head cover charge, then escorted me to the coat-check area. I took off my gloves and unbuttoned my coat which Michael removed and checked for me. I noticed the Ladies' Room and realized I really needed to pee! "Do you mind, honey?" I asked Michael as I nodded toward the door.

"If you keep calling me that, I won't mind anything you do, Callie. Please."

I opened the door and walked inside. Another first. I'd ventured outside in drag before but never gone inside a building let alone used a women's restroom. I forced myself to stay composed and act naturally. I knew there would be no urinals, but what surprised me most was the way women talked! Strangers interacted and some were loud and even, well, rather crude! I smiled as I lifted my skirt and removed everything so I could sit and pee. While sitting wasn't biologically effective, it was nice to do even this simple task the way any other woman would. I finished my business, pulled everything back up, smoothed my skirt, and exited the stall. I found an empty sink, squirted some soap on my hands, then rinsed them in the warm running water. As I reached for a paper towel, so did another woman. "Oh, shit! I'm sorry. You go ahead!" she said as she laughed out loud. "They need to have two or three more dispensers in here, don't you think?"

Before I could answer she said, "Wow. You look great, hon! Special occasion?"

"Uh, yes," I told her. "Well, sort of. First date with a really cute guy. Does that qualify?"

"Yes indeed! Does he have a brother? A friend? A distant cousin? Hell, how about a dad? As long as he's cute, that is." She tossed her paper towel, turned for the door and added, "Have fun and don't do anything I wouldn't do, okay?"

"I can't promise that!" I said laughingly. "He IS cute!"

As I stepped outside, I felt like I'd really passed the test. Kevin didn't seem to "read me" at the restaurant and if a real woman standing a foot away from me in front of a huge mirror couldn't tell, then just maybe I was actually pulling this off.

Michael took my hand as I joined him and he led us into the lobby which was very full. The music was loud and the band sounded great. After looking around, we noticed Kevin and Sarah waving at us. We weaved our way through the crowd toward their table and sat down next to them.

"God damn she's hot!" I heard one young, good-looking guy say to his friend as I passed by. I shot him one of those "I'm taken" looks but secretly reveled in the compliment. Being a woman—even a on a part-time basis—was delicious. Just the freedom to use words like "delicious" was um, delicious!

"I see the 'chosen one' finally decided to show up. How nice of her to grace us with her presence!" Sarah mockingly said the way only a sister could.

"This table needs some feminine beauty and I'm here to help," I shot back smiling at the handsome doctor. "Oh, and I brought some additional male eye candy with me." The guys laughed and Michael broke our little sibling spat by saying the next round was on him. Sarah asked for white wine while I ordered a club soda with a twist of lime. I wanted a clear head to enjoy every minute of this amazing new experience.

As our waitress walked away, the lead singer said the next song was ladies' choice and that she was gonna slow things down a little. I stood up and extended my hand to Michael who mockingly bowed and took it. As I led us out onto the dance floor the first chords of "You've Lost That Loving' Feeling" rang out. I managed to find a small empty space, stopped, and turned to embrace Michael. I wrapped my arms around his neck while his snaked around my lower back. His hand slid up and down the soft cashmere material of my beautiful sweater as he pulled me closer to him. As we floated in a small circle, we danced cheek to cheek. As the end of the song neared, Michael leaned down and kissed me softly with our tongues briefly touching. "Mmmm, you taste good, baby," he whispered to me.

I pressed my hips against him hoping to get another feel of his wonderful cock. In less than five seconds I was rewarded with a new, hard, solid object rubbing my tummy. "Mmmm. That feels so good, sweetheart."

"I'm glad you like it, Callie." He hesitated for a moment then added quietly, "That's yours, by the way. You can do anything you like with it any time you like."

"Mi-chael!" I teased feigning offense. "Actually, I can think of a lot of things I'd love to do with my....you did say it's mine, didn't you?"

"I did. It is indeed yours, sweetie."

"Mmmm. Thank you, Michael. Well then. I can think of many things I'd love to do with my new cock and I'll take you up on your offer later tonight. I promise."

"I booked us a room here, honey. Just let me know when you'd like to go upstairs, okay?"

I rubbed hard up against his raging hard on and mouthed the words, "I will." Michael then kissed me passionately as the song ended. Other couples were also kissing and one of them was Kevin and Sarah. I could tell by the look in her eyes she wouldn't last much longer. As much as I wanted Michael, I also didn't want this evening to end too soon. I was now very aware that most of the men in the lounge were either glancing at me or outright staring. Some smiled. Most politely looked away once we made eye contact. I made sure to keep my looks to short glances as I didn't want Michael to think I had a wandering eye. But some of these guys were so cute it became a full-time job to remember who my date was. All I really had to do though was close my eyes and imagine Michael offering me his thick cock later on and imagining how it would feel in both my mouth and my "pussy." My God, how that turned me on! I realized I no longer cared how Sarah felt or how I felt about how she felt. That was all that mattered to me.

As we sat down, Michael slid in first and I followed right behind him. As I reached for my club soda with my left hand, my right hand went straight for his crotch which was covered by the linen tablecloth hanging from our table. I stroked him gently the way Sarah did for me sometimes knowing exactly how good it felt. Michael put his left arm around my shoulder and I rested my head on it. I noticed Kevin's arm around Sarah who had reached up to take his dangling hand.

"Look at you two!" Sarah said. "I'd say things are going pretty well for a first date."

"And I'd agree with you," Michael said affirmatively. "Callie is a beautiful and amazing woman."

"She is most definitely amazing," Sarah said with a wicked smile. "She's the kind of girl who has a little something extra to offer if you know what I mean." Sarah winked at Michael then looked directly at me.

"Speaking of something extra, I think I'm ready to take you up on your offer, Michael," I told him.

"Perfect. I'll take the care of the check."

"Going home already?" Sarah teased.

"Yep. That's exactly right. We're going home to make an early night of it."

"An early night. So that's what they call it these days, huh?" Sarah continued. "Well, you kids have fun. Oh, and be safe, okay? The last thing you need is a bun in the oven, sis." Sarah's wicked smile was positively evil as she wished us well.

We said our goodbyes with Kevin and went to pick up our coats. Once we had them in hand, Kevin led us to the waiting elevator and hit the "up" button. "You ready, sweetheart?" he asked me as I stepped inside.

"I am so ready, Michael. You have no idea just how ready I am." We were alone in the elevator so I said, "Is my cock ready? I have a lot of plans for it, you know."

Michael lifted the pile of coats to allow me room to check as he said, "See for yourself." I moved my left hand his way and placed it on his rock-hard member which was "hidden" underneath our coats. "Is that ready enough for you, baby?"

The bell dinged and as the doors opened I said, "That's a very good start. It does indeed seem to be 'up' for the task 'at hand.'" We both laughed as we looked to see which way our room was. We needed to head to the left. Room 415 was three doors down on our right.

Michael's hands were full so I removed the key card from his pants' pocket and slid it through the electronic lock. It clicked, the light turned green, and Michael pushed open the door for me with his foot. We stepped inside and he set our coats down on the first king-sized bed. I was standing in front of a large, full-length mirror and again couldn't help but take in my appearance again. I was once again stunned. The long, dark hair, the full, red lips, the dangling earrings and matching necklace which fell into my ample breasts. The soft, cashmere sweater hugging them and showcasing them so perfectly. The wool skirt split up the side and my shapely legs in the black high heels. I was drunk with the amazement of the entire evening as Michael stood behind me and said, "You are the most beautiful woman I have ever seen. I hope you know that, Callie."

I pulled his arms around my waist as he pushed his cock up against my lower back. "Mmmm. Thank you, Michael. I hope I'm also the most beautiful woman you've ever fucked. Am I?"

"Without a doubt, Callie. Without a doubt. Now please tell me what to do with your cock, okay?"

I turned and wrapped one arm around his neck while unzipping his pants with the other. I worked my tiny hand and long nails inside and found what I wanted. I quickly undid his belt buckle, pull down his pants and underwear and looked down to make his massive organ was freed from its restrictive environment and stroked its full length.

"Sit down, Michael," I told him as I pushed on his chest then kneeled in front of him. "Stay there just like that and let me do the rest, okay, honey?" I said softly. I slid my dark lips down the length of his huge shaft without breaking eye contact. After several warm strokes I let it pop out of mouth with that distinctive sound it makes and whispered, "Do you like that, Michael?" I didn't need him to answer. His long, deep moan told me all I needed to know as I once again took his cock into my warm, wet mouth. "Mmmmm. Me, too. I love my cock, Michael." As my head worked its way slowly up and then back down, I thought to myself, "And I absolutely adore being a woman."

komrad1156
komrad1156
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  • COMMENTS
11 Comments
cdCindy1cdCindy1over 6 years ago
loved this chapter

this chapter really turned me on because it is exactly what I want to do. I'm a married CD who is still in the closet and I'm working on becoming passable. Once I do, I will be going out in public and I hope my first date will be as successful as yours. I love it when a man holds me in his arms and kisses me, making me feel so feminine. I love sucking cock and I've also been fucked a few times. Now I just need to take it public and maybe eventually letting my wife know my secret. Wish me luck.

Tootight1Tootight1about 9 years ago
loved it

although most of it was pretty predictable. I'm happy for both of them.

AnonymousAnonymousabout 9 years ago
I agree - you look gorgeous

I agree with the reader who thinks your profile picture is gorgeous. I wish I looked as beautiful as you when I cross-dress. I'm passable but you are truly stunningly beautiful. I wish my wife would be as understanding as Sarah and double date with me. Your story has inspired me to talk to her about it. Wish me luck.

AnonymousAnonymousabout 10 years ago
I'm Jealous

I love the story line and can't wait for the next chapter... I so envy Callie being able to pass as a beautiful woman and go down on Michaels hard cock.

mumblegooseeggmumblegooseeggabout 10 years ago
Better and better

Your best chapter in this series so far. And given the situation, I hope and believe the next ones will be even better, as Michael fucks Callie and Sarah tells Cal about what Kevin and she did. Can't wait!

BTW, I think your chapters are just the right length! Never give away everything you have too early, let us savor the anticipation of things to come.

XXX

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