A Delightful Arrangement

by Carolyn

Part Seven

  

Some time in the night I awoke on the couch, stiff and rumpled. It took me a moment to realize where I was and at once waves of joy washed over me as I remembered my intimate time with Gary on the couch. I wanted to

lie there and bask in my thoughts but nature was calling big time and I hurried to the bathroom.

I struggled out of my clothes and unleashed my gaff. What a relief that was! Earlier that night I had been incredibly aroused and when I subsided my manhood hadn't settled neatly into its pouch. Sitting on the toilet, I mused over the evening and grinned to myself recalling the sensation of Gary exploding in my mouth. It had tasted so wonderful. I grew erect at the thought and, I'm ashamed to admit, relieved my erection vigorously. I spurted into my hand and, almost without thinking tasted it. Reminiscent of last night, I was startled at how vividly the memories continued to flood my mind.

"You're a naughty girl," I thought to myself.

I washed myself thoroughly, cleansed my face of makeup and brushed my teeth before slipping into a nightgown to go to bed. I was able to lie awake a few minutes envisioning rhapsodic images of sex with Gary. It had been such a cathartic experience for me. I knew I had fallen deeply into a female role during our couch session and it had been, and still is, wondrous.

At some point I fell asleep and the sun was up long before me. When I finally woke I knew I had a big day ahead of me. It was my first real engagement as a maid. When I served at Mark and Mary's party it initially was to have been just a costume and helping out my dear friends. As the night wore on, it had become scintillatingly apparent that I was fully accepted as a woman by their guests. One of those guests had hired me to serve at her black tie party.

I showered, shaved, massaged lotion into my body and started to dress for the day. I had no plans to leave the house so I simply put on a bra, my gaff and a pair of panties. Over that lot I threw on a satin robe for which I had a pair of matching mules. I brushed out my hair and dried it with my hairdryer. I didn't spend my time on it and it fluffed out rather nicely. I had never worn "big hair" but I could see that it could work for me.

Adding a touch of lipstick, just for the joy of it, I went into the kitchen and made coffee.

As I sat at the table, legs crossed enjoying my female moment, the phone rang. Startled, I grabbed it quickly. It was Gary! Yippee!

"Hi darling Carolyn," his sexy voice wafted over the line. "I know you're probably busy getting ready for tonight but I just wanted to hear your voice."

"Oh my dear Gary, it is so wonderful of you to call. I've been thinking about you all morning. I had a divine evening with you and certainly loved the last hour best!"

"I'm so glad to hear that. I was worried that I may have pushed you into something you hadn't planned to do."

"Actually, my dear, you did. Frankly, the thought of taking you in my mouth was the farthest thing from my mind. Now, of course, that I've done it, it is all I can think about!"

We chatted for quite awhile. Gary wondered how long I would be serving at the party that night. When I told him I really had no idea, he sounded disappointed.

"Did you want to see me tonight, Gary?" I asked coyly masking the urgent hope he would say yes.

"Actually I was hoping we could meet after you finished your job. I know you'll be in uniform but I'll bet you're just as sexy in a maid's dress as you were last night."

"I would love to meet you Gary. I know it isn't very ladylike but the thought of not seeing you tonight is devastating. Please don't think I'm too forward but I so enjoyed our time last night that I can't wait to be with you again."

We agreed that I would call him on his cell phone when I left Anna's house. He invited me to his place but I asked if we could just meet at mine. I didn't know if I'd want to change depending on how hard I would be working. I was more comfortable coming home after working than going anywhere else.

Of course he agreed and it was a date!

When we rang off I was smiling like a schoolgirl. I hadn't let myself even slightly entertain the dream that I would see him again so soon.

The day passed quickly and soon it was time to get dressed for work. I shaved again and changed from my bra into a corselet with garters. I had decided to wear stockings that night. They would be a constant reminder of my femininity and might be a fun surprise for Gary. I certainly wasn't becoming a prudish woman!

I put on a black full slip and then slid the stockings up my legs. I had become rather deft at hooking them up although I hadn't tried seamed stockings yet. I imagined keeping those straight would be a challenge.

I put on my mules to protect the stockings as I went to fix my hair and makeup. I realized I would also have to tone down my nails so I kept moving quickly to avoid a time crunch. Before long I was done: my hair was curled neatly caressing my face, my nails were a pale rose and my makeup was conservative. I had used just a touch of eye shadow and no eyeliner. I waited to put on my lipstick until I was fully dressed.

I took my uniform out of its plastic hanger bag. It was really a beautiful dress, for a uniform. I loved the silky feel of the material.

I slipped it on and zipped up the back zipper. I selected a pair of 3 inch heels, the highest Anna would allow. I walked to the mirror and was pleased to see I looked like a domestic. I decided against any jewelry, even earrings. Anna wanted her girls to be nondescript, certainly not to call attention to themselves.

It was time to leave. I allowed myself a spritz of perfume and, grabbing my purse, left for work.

When I arrived, right on time mind you, preparations were nearly complete. I went in and Anna met me at the door.

"Turn around, dear. My, that uniform suits you well. I see you've followed my instructions perfectly. I would have preferred lower heels but I know some women actually function better in heels that high. I don't know how."

Anna was really a dear. She was strict but her eyes gave her away. She was a very attractive woman, wore stylish but not elaborate clothing and was perfectly coiffed and made up. Her dress was a floor length formal gown so I couldn't see her shoes. I was curious to know if she really wore lower heels.

"Thank you, Anna. Is it suitable to call you that tonight? Or should I even address you at all?"

"You may call me Anna if you must speak with me. However, I expect that I'll be rather busy with my guests and will leave decisions up to your judgment. If anything critical arises, don't hesitate to bring it to my attention. I doubt you'll have any issues. Cook will keep the canapés loaded onto their trays. All you need to do is make sure all the trays and dishes are stocked at all times. Of course, you know this. I saw you working at Mary's and if you follow the same approach tonight, you'll be just fine."

"Thank you, Anna," I responded with a slight curtsey. "I'll do my best to please you and your guests."

With that, she turned and was on to other preparations. I knew what I needed to do so I tied on my apron and went to work. Soon the house was filled with guests and what a crowd it was. The men were splendid in their tuxedos and the women were all dressed to the nines. I smiled to myself thinking that I could be wearing bright red lipstick and have matching nails and no one would notice me! As it was, I was happily flitting from room to room, cleaning and serving as needed. It wasn't often people even acknowledged my presence but when they did, I could see that they just saw me as a female member of the hired help.

The night passed quickly and before long, it was time for me to leave.

Anna effusively thanked me for my service and assured me that I had made it onto her list of acceptable maids.

"I'll surely call you again, my dear. I watched you off and on throughout the night and never once were you slacking. I wish I had your energy!"

"Thank you so much, Anna. I had a wonderful time serving you and your guests and would be honored to be hired in the future. Please call me whenever you need me."

"I will, Carolyn. I'll also share your name with some of my friends. There are frequent parties of this nature within our group. Hopefully you'll have many future engagements."

"How kind of you Anna, thank you!"

I left soon after and couldn't wait to call Gary. I was so excited about having done a good job and having been accepted as a woman for the evening. Of course, I was also equally excited about our pending rendezvous.

"Carolyn, is it really you?" Gary said as he picked up my call. Of course, he knew it was me from the caller ID.

"Of course, silly, were you expecting a call from another woman?" I teased him with my answer.

"No dearest, I'm just happily surprised you are finished so early. Are you exhausted or would it be ok if I stop over to see you?"

"Gary, it would break my heart if you didn't! Please come right away. I'm tired but I'm sure when I see you I'll perk right up!"

We hung up and I began the drive home. I assumed I would be there a few minutes before Gary so I didn't worry about fixing my makeup. As it turned out, I was correct. When I arrived he wasn't there so I quickly went to the bathroom and redid my makeup. My hair was ok so with a spritz of perfume I was ready for him.

As I walked into the living room to wait, I luxuriated at the tug of my gartered stockings. I wondered if Gary would notice. On the way I stopped in the kitchen, opened a bottle of Chianti and grabbed a couple of glasses.

I had barely sat down when the doorbell chimed. Chills went down my spine as I hurried to greet Gary.

"Hello handsome!" I cried as I opened the door.

"Carolyn! Oh my, is it good to see you!"

He took my into his arms and our lips were pressed together at once. It felt so normal, so natural, so sensual that I melted into his arms.

I took his hand and we walked to the couch.

"Tell me about your evening. Did you enjoy working tonight? I love your dress - you make a very sexy maid, Miss Carolyn."

"Oh Gary, you have such a way with words. I'm glad you like this dress. Feel the fabric."

With that, I purposely placed his hand on my skirt - right on a garter!

He smiled as he felt that beneath the silky material. In fact, he began to stroke my leg as we continued to talk.

"Working was such fun for me. I haven't figured out why but being a servant seems like such a comfortable role. I love being the woman in the background, cleaning and serving. Who would have guessed?"

"I don't think I can answer that for you but it clearly makes you happy. You're almost glowing tonight."

"Gary, dear, the glow began when you got here. And, if you don't stop caressing my leg like that you'll have a hot woman on your hands."

He smiled and instead of stopping, started to move his hand upwards, pulling my dress up with it. Soon the second shade of my stockings was visible. His hand continued to explore upward. I squirmed, mixed emotions milling about in my head. I wanted him to touch me yet didn't wish to spoil my female mystique.

"Carolyn, I want to rub you. I know what is there and after last night, all I could think of was how selfish I had been. Please, let me touch you."

"Gary, I want you to so badly. How will you feel with hands on evidence that your Carolyn really isn't a woman?"

"Let's find out, my darling."

With that his hand went to my crotch. Of course, beneath the gaff, my erection (oh yes, it was certainly an erection!) was clearly there but pressed tightly to my body. As he gently caressed my shaft I felt the electricity to my toes.

"Oh Gary, please - no more! I can't bear it and I'm afraid it wouldn't be a good thing to lose it inside my underwear."

He stopped and stared at me. I smiled back and pulled him to me. As our mouths attacked I nearly fell on top of him. He gently pulled me down and as I lay across his supine body we kissed like teenagers. I could feel him probing at me inside his pants.

Finally, both of us could take no more.

"Come here, my darling. Let's get into my bedroom."

I had no idea where this would lead but clearly thrashing about on the narrow couch wasn't the most romantic way to enjoy each other. As we went into the bedroom, I asked for a few minutes to change out of my uniform. I grabbed a peignoir set from my closet and disappeared into the bathroom.

Quickly and with resolve I stripped my clothing off. As I stood there in my corselet and stockings, I reached down and released the gaff. I tucked myself under the corselet and put on my deep green knee length nightgown. I kept my shoes on to protect my stockings on the way to the bed. I didn't bother with the matching robe. However, I did take a minute to touch up my makeup and lipstick. A spritz of perfume and I went to the bed.

Gary whistled when he saw me. I felt sexier than I had ever been. I sat on the bed and slipped off my shoes but left the stockings on. It was quite a sensuous look and felt heavenly.

Gary pulled me to him and we lay, face to face, kissing and massaging each other. I unbuttoned his shirt and began to work on his belt buckle. He smiled and stood and within a minute was naked before me.

I looked at him with curiosity. I had never studied a man's body this way before. He came back down to me and I began to explore him. My hands were everywhere as was my mouth. He too was busy learning my body. I felt his hands on my breasts - even though they weren't real, I felt the pressure and loved it!

He was incredibly erect and I was straining beneath my corselet.

"Darling, doesn't it hurt to keep yourself tucked in that way? Please, let me help you."

Before I could speak, he reached under my gown and gently pulled me out from my tautly stretched prison. He slowly undid my garters and very carefully removed my stockings. Then he folded the corselet up to expose my crotch. The whole process was so intimate, so caring and so scintillating that I could barely stand it.

He then rolled back and we were face to face again. We rubbed against each other and I reached down for him.

"Gary, I've spent the whole day dreaming about having you in my mouth.

Please, please don't make me wait another minute!"

He offered no resistance and I moved down to engulf him. I didn't spend too much time licking or teasing him. I wanted it all and I wanted it right then and there.

Soon I was rocking the bed with nearly frantic pulls on his beautiful appendage. Oh it was beyond all my dreams. He was active as well. His hands were everywhere until he began to shudder. I was more than ready this time and his explosion was my reward.

We pressed together afterwards and he held me tightly as again I was shaking from the sensory overload I had just experienced.

"Carolyn, you are so good to me. I've not experienced such sex in all my life."

"Gary, my darling, it gives me more pleasure than you can imagine. I just love the feel of you in my mouth. You taste wonderful: I can still taste you now and I'm loving it!"

He slowly reached down and began to stroke me gently. I, of course, responded; moving with him and pushing my body into his. In moments I exploded with the most earth shattering orgasm I had ever experienced.

Neither of us minded the mess. The joy of the moment overtook us entirely.

We both stretched out on our backs to catch our breaths.

"Gary, please relax while I get a washcloth. I hope you can stay a few more minutes with me."

"I am not going anywhere, my darling. Take your time."

I went into the bathroom to clean up. I stripped my gown and underwear.

I put on a bra to hold my breasts and grabbed a new nightgown, this one very red and very lacy!

After refreshing my lipstick I went right to my (our!) bed. Gary had slipped under the covers and I grinned as I joined him.

"Can you stay the night, my dearest?" I asked cautiously.

"Are you sure you want me to? I don't want to push too far."

"Gary! Would I have asked you if I didn't want you to stay? It is so late, you must be exhausted. I know I am. The thought of waking up to you tomorrow is dreamy. Please say you'll stay."

I had gone pretty far and suddenly felt I was becoming a demanding shrew.

"Of course I'll stay. Let's just relax. I think sleep will come rather easily. I am pretty tired too. Just the thought of dressing and driving home takes the rest of the wind out of my sails."

"Wonderful, sweetest," I cooed.

I switched off the light and curled up next to him. Soon his leg draped over me and we drifted off to sleep.

In the night, I awoke to the feel of him probing me from behind. He was sound asleep but had become hard as a rock. I squirmed to get closer, pulling up my gown and reaching back, secured him into my crack. It felt so warm and natural. His tip just caressed my sack. I purred softly and went to sleep. I was, at least for tonight, my Gary's woman.

  

  

  

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