Catching Up

It's been a couple weeks since I posed and a lot has happened. It's hard to know where to start. I think I'll just do a post now about things and then maybe others if I think of what I want to say.

First, I had a wonderful week away with Miss Emily to a vacation home her family owns. Her sister was there for a couple of the days, but otherwise I was just her wife. We went hiking. Keeping up with her tough. But she said I looked "cute" in the L.L. Bean outfits she bought me.

I spent a lot of time kneeling between her thighs and she used her strap-on every day. I was so sore. But content too. I was even allowed to cum twice. I doubt that will happen soon.

The big bombshell was that Miss Emily told me she wants me to go on a date with her man's friend. To say this scare same is an understatement. She says every girl needs to experience it.

When Miss Emily makes up her mind she moves quickly. The date will be this coming Friday night. I am thankful that she and Jack will be along. My stomach is churning thinking about it.

Miss Emily tool me shopping last week for a dress to wear. I'll write more about that lately.

After serving at a party on Saturday things are back to normal this week as a think about going on a date. With a man. Yikes!

<curtsy>

Treated Like a Wife

Jack left after I served breakfast to him and Miss Emily on Sunday morning. I was in a daze. I was tired and I really didn't have many thoughts in my head. Once in a while I'd remember how his cock felt in my mouth when he came.

Since it was Father's Day we went to Miss Emily's parents house for dinner. It was a relaxing day and I was dressed in pink short shorts and a white tank top with pink trim. It was nice to be a wife more than a maid, although I did help with serving dinner and doing the dishes.

When we got home I received a treat when Mss Emily said she wanted me to stay up while she did some work in her home office. She finished up and called me to come to the den. She wanted to watch basketball (I'll never get the sports thing lol!). She had me on the couch next to her.

Usually I would be at her feet and if I'm luck I'd be allowed to worship them. This time she had her arm around me. I was so tired form the long weekend that soon I had my head in her lap as she cradled it.

I could feel her fingers in my hair. It was so peaceful and I felt so peaceful. I guess she got bored with the game because she turned the TV off and led me to her bedroom. She kissed me hard and I felt week. I could feel the strength in her.

I knew was going to get her strap-on and that she would use me. I was excited. It was like my sleepiness was gone.

She did fuck me and hard. She had me begging for more. She doesn't ask me to beg for that it just seems to happen. I was still locked in my chastity device but i could feel the dripping.

Finally she was finished. She allowed me to sleep with her in her bed. And when I awoke she had left for work. That is rare.

Somehow she knew exactly what I needed.

How does she do that?

<curtsy>

Poked, Prodded and Measured

Talk about total embarrassment! Today I went to the doctor for a physical, my first since starting my life as Mis Emily's sissy wife.

The office was professional and there were no other patients when we arrived. The receptionist checked us in and we waited only a couple minutes before the nurse called my name. She was in her 30s I'd guess and paid no attention to fact that I was a male dressed in capri slacks, a blouse a and wore makeup.

I followed to an examination room where I was instructed to strip to my panties and wait. Sitting there I realized I was still wearing my chastity cage. I felt embarrassed just thinking about the doctor seeing it.

The nurse cam back and weighed and measured me. I was relieved that I was down to 130 pounds. I knew Miss Emily would be pleased. Then I was left alone again.

Finally the door opened and the doctor walked in followed by Miss Emily. I hadn't expected that but maybe I should have. She did set up the appointment.

The doctor was a woman, in her mid to late 30s. She introduced herself and got down to business. She proceeded to poke prod and measure me. Miss Emily gave her the key to my chastity cage. My clit was measured. It was 2 5/8 inches soft.

All the communication was between the doctor and Mis sEmily. They talked about me like I wasn't even there. That made me feel small and insignificant, like a child. I should be used to that by now, but sometimes it still surprises me.

Then the real humiliation started. I was directed to lie on the table and put my feet in the stirrups. I'd never knew about this kind of exam. I learned. Wearing a rubber glove and using some lube the doctor put her index finger inside me. I was squirming as she moved it around.

All the while she was talking to Miss Emily in a professional manner about how often I am allowed to cum and how feminine I am. I thought I was turning deep red. I closed my eyes and wished I was somewhere else.

I heard Miss Emily laugh. I brought my attention back to the doctor's voice. I heard her talikng about how I was already dribbling cum from my clit. She asked if this was as hard as I could get. Miss Emily said that was "all there was." I could hear the laugh in her voice. I felt so ashamed.

Next thing I knew the doctor had removed her finger and was measuring my hard clit. It was 3 7/8 inches. I heard the doctor tell Miss Emily it was smallest of all her sissy patients. Could my cheeks feel any hotter?

The rest of the exam was routine except for a question the doctor asked Miss Emily. She told her I was good candidate for hormones and wondered if Miss Emily was planning to to that. The answer I heard through my foggy brain was that she wasn't sure.

I felt my stomach do flip flops and I really thought I might faint. I was wobbly as I dressed and they talked. I know i am Miss Emily's sissy wife and maid, but hormones are so, I don't know, permanent. The idea scares me.

<curtsy>

Emily's 2nd Date Continued

As time has passed since Miss Emily's 2nd date with Jack the details of it seem less important than what I felt and still feel.

Yes she spent the night. Yes I watched her have sex with him. She had that look I'd never seen before. She locked my eyes while I watched them. I was embarrassed and jealous and my penis was dripping in its cage.

Cleaning them both after he came added to my humiliation. It was clear I was a servant, there to amuse them both. Being dismissed to wash his clothes so they'd be ready in the morning added to the feeling I had of being small and insignificant.

Passing her bedroom door later I could hear them having sex again. I'm not sure if it was worse watching or being excluded. Isn't that strange?

I didn't sleep well. I kept thinking about that look on Miss Emily's face. And I thought of the taste of the cum as I cleaned her pussy and his cock.

The next morning I awoke late and found them eating breakfast in the kitchen. They were both relaxed and smiling. I felt like an outsider. They mostly ignored me as they chatted, ate and kissed at times.

It was after 11 when they said their goodbyes. A passionate kiss at the door made me jealous all over again. Hearing her called "darling" added to the feeling.

After I cleaned up the breakfast dishes, Miss Emily called me into her bedroom. She told me she was proud of me. Why does hearing that make all this seem worth it? 

Then she surprised me by unlocking my chastity cage. She told she wanted me to play with my "tiny cockette." I was allowed to cum when she gave me the word. She handed me the small plastic plate that she has trained me to cum on.

While I masturbated she talked about how good it felt to be fucked by Jack. She told me to remember how his cock felt in my mouth. I was almost crying and still I was hard. Finally she gave me the word. I spurted my "sissy juice" as she calls it onto the plate. I knew to lick it all up.

She looked so pleased. I cried.

<curtsy>

Miss Emily's Second Date

I mentioned in my last post that Miss Emily had gone on another date with her lover, Jack, who I must now always address as Sir. There had been a lot going on the last month and I had been able to put Miss Emily's first night with him far from my mind.

When she told me she needed a night with him my heart sank. To be honest, he scares me and I remembered how jealous I was the last time. There wasn't much point i  telling Miss Emily how I felt. She does as she pleases.

So I found myself late on Saturday afternoon drawing her bubble bath. Seeing her naked always takes my breath away. My little clit stirred in its cage. I haven't been allowed to cum since our California trip. Drying her after her bath was thrilling and difficult. I couldn't help planting a kiss on her slit. It was moist and smelled musky. I heard her chuckle as she patted my head. I felt so small.

Helping her dress and watching her do her makeup made me feel jealous again. When she was almost done I was told to put on my French maid's uniform. That's how I answered the door. I felt so embarrassed. I took his coat, offered him a drink and went to get Miss Emily.

I was almost in tears. Miss Emily told me to pull myself together. She said there was no reason to be jealous. I guess she's right. But I couldn't help it.

Watching him kiss her was humiliating.

And then they left. He has his arm around her waist. I was ordered to stay in uniform and be ready to serve when they returned.

The next two hours passed slowly.

I have housework to do so I'll have to continue this later.

Sex and the Sissy

It's been almost week since I was allowed to cum and Miss Emily has not even allowed me to lick her. That seems strange, doesn't it?

But there have been long periods before where sex has not been part of my life serving her. My chastity cage reminds me of sex all the time but there's not much I can do about it.

Not that what I want matters anymore.

Why do I love her so much? It's a mystery.

Serving & Humiliation

Miss Emily made sure I knew my place this weekend just in case being sent to my room early on Friday wasn't enough.

Once a week I clean the apartment of Miss Emily's friend, Miss Amy. Because we were away I missed a week. I spent yesterday cleaning her apartment and doing her laundry. Two weeks worth of laundry. I spent eight hours there while Miss Emily and Miss Amy went out to play tennis and enjoy the day.

While they ate dinner, which I cooked for them, I hand washed Miss Amy's laundry. That took two hours to complete. When we got home I was sent to bed at 8 p.m. But the humiliation for the day wasn't over. Miss Emily dressed me in pajama's that looked like some a little girl would wear.

It was embarrassing, but I didn't think much about it. I was tired from the housework and feel asleep holding the pink bear she put in my arms when she tucked me in.

When I awoke there was a note in the bathroom telling me to dress in the clothes in the box on the counter. Inside was a complete outfit like a little girl would wear, a pink lacy dress, white tights, ruffled panties and pink shoes.

I felt my stomach turn as  I dressed after I took a shower. Miss Emily came in and said how adorable I looked. She handed me the bear and told me to follow her. She had me sit on the kitchen floor while she started to cook.

I felt ignored as she started cooking. I knew it was too much food for her and on my diet I wasn't likely to get any pancakes, eggs or bacon. Then the doorbell rang. I wanted to crawl in a hole.

Miss Emily came back and I could hear her talking. She was with her parents. Her mother had seen me dressed like a child before but I still felt humiliated. She was smirking as she looked at me. I felt like crying.

Then Miss Emily's sister showed up. While they ate I sat on the floor near Miss Emily playing with a plastic tea set. Miss Emily's father served the meal but he was allowed to sit at the table. While he did the dishes the worst part of the day came.

Sunday is always punishment day and Miss Emily decided her mother and sister would be a part of it. I was made to stand before her and lower my panties and tights. They had a good laugh at my new pink chastity cage. Miss Sara, her sister, is usually mean to me and she loved seeing it.

I ended up over the knee of each while I was paddled. After a half hour in the corner I thanked them for punishing me.

After they left it was back to my maid's uniform.

<curtsy>

Romance and Humiliation

I am back from California and it was quite a trip. Miss Emily treated me like her bride. We had some candlelight dinners and she even allowed me to drink wine, which I am usually not allowed to do. The first glass was on the plane. I had never flown before and I was pretty nervous.

I had six orgasms while we were gone. Each time I licked up my sissy cream. Miss Emily loves to see me do that. She used her strap-on on every day we were gone and also had me lick her till she had two or three orgasms.

Being in San Francisco was different. Stores we went into didn't have any problem waiting on me. Miss Emily purchased several outfits for me. My favorite I think is a pink linen suit. It has pants and a skirt.

Besides the romance, which included a trip to Carmel for two days, Miss Emily found ways to humiliate me. One afternoon she took me to a store that sells fetish clothing. The women there dressed me in different outfits. One was a plaid schoolgirl dress with knee socks and mary jane shoes. Hearing them tell Miss Emily how men would just love a sissy dressed like that had me nearly in tears.

I also got a new chastity cage. It's pink. One of the women at the store suggested it. She laughed when she saw me unlocked and that I needed an extra small cage.

The most humiliating thing that happened was in a bar one evening. I don't know if Miss Emily planned it or not. A man came over and told Miss Emily what a cute sissy I was. They started talking and he bought us drinks. He was older. I think maybe 60 or so. He started asking me questions. I was so embarrassed when he asked me if I had ever sucked a man's cock. I told him I had never touched one.

He told me how special I was and took my hand placed it on his crotch. He rubbed my hand across it and I could feel his cock jump. It felt so big. A lot bigger than mine. I didn't realize it even but he took his hand off mine. Then he said to Miss Emily that I must like touching his cock because I kept rubbing it. They both laughed. I felt so ashamed.

 I was glad it didn't go any farther.

One other thing that happened is I got my first tattoo. It's a chain of pink daisies around my left ankle.

I think I am still thinking about everything that happened on the honeymoon. I will write more later.

Today it's back to housework and lots of laundry.

<curtsy>