Showing posts with label Training. Show all posts
Showing posts with label Training. Show all posts

July 10, 2014

About Those Heels

A couple of readers commented about my new shoes. I know a lot of sissies and their owners have a fetish about high heels. They don't do much for in that regard and that doesn't seem to be something Miss Emily cares much about either.

It seems to me that she is training me to be her wife and maid and hasn't adopted many of the things common on the internet regarding the dressing of a sissy, except of course the maid's uniforms. lol.

I might be totally wrong. Maybe someday I will be wearing five inch heels. But it doesn't seem that way.

Not that what I think will matter much. What she wants is all that matters.

<curtsy>

July 7, 2014

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>

June 13, 2014

Cuckolding and Jealousy

Maybe I'll never really get used to the idea of Miss Emily dating Jack. I can't deny that seeing her with him gets me excited. I know deep down I could never satisfy her the way he does. His cock is so much bigger,

The look on her face when he fucks her is something I'd never seen before. That made me jealous. But now something else has me feeling that way.

Tonight Jack is coming over to watch hockey. I don't know why but the idea of just watching TV with her makes me feel blue. I guess I am not even adequate for that. Of course, I know he'll probably do more than watch sports with her.

It's hard to express exactly what I feel about all this. I think years of keeping everything inside have made me reluctant to share those kinds of things.

And then there's the fact that since I found out about tonight's guest I haven't been able to stop thinking about his cock. It's so big and thick.

Am I so easy to manipulate that she has me thinking like a slut? I guess I am.

<curtsy.




June 12, 2014

Serving Others

Last night Miss Emily was home and that meant I was back to being a maid. This time, we weren't alone. She invited her sister over for dinner and to watch the hockey game. Her sister is every bit the dominant that Miss Emily is. She finds it amusing to out me on the spot.

Last night was no exception. Miss Emily had ordered me to dress in my French maid's uniform. That isn't unusual when company is over. When I answered the door i curtsied as I have been taught. I have spent hours practicing the correct way to show respect. But my curtsy wasn't good enough for Miss Amanda.

"is it the best you can do?" were her first words to me. She made me do it over ten times until she said "I suppose that will have to do." I can't explain how humiliating this was and how near to tears to I was. I was sure Miss Emily would be disappointed in me. But Miss Amanda didn't say anything, at least that I heard.

I served them dinner. I had prepared steak, asparagus and baked potatoes (which must be cooked in the oven not the microwave). Other than pouring wine and clearing dishes I was ignored as they talked the way sisters who are close do.

As always, my dinner, a salad and small slice of steak, waited until after they had finished. While they watched the game they continued to drink wine. Miss Amanda enjoys making me uncomfortable. At one point, she asked me how I felt about being a cuckold.

That was the first I knew that Miss Emily had shared that with her. I was kind of in shock I think. I couldn't think what to say. I looked to Miss Emily hoping she'd rescue me from having to answer. All I saw was the look she can give me that I know means I'd better obey.

I told her I was happy for Miss Emily and her desires were all that mattered. Miss Amanda said "You are fucking sissy." They both laughed.

I wanted to crawl in a hole. Yet I could fell a wet spot on my panties. I felt so pathetic.

The rest of the night they watched the game and I filled their wine glasses. Miss Amanda was a little drunk and Miss Emily insisted she stay in the guest room.

This morning I washed her clothes before she awoke and served her breakfast before she left for work. Miss Emily had left earlier.

I'll never understand why being treated like a servant excites me, but it does. sigh.

<curtsy>




June 4, 2014

Committing to the Sissy Life

It might sounds strange but there was a time when I wasn't so sure I could be a sissy wife and maid. I had dreamed of being a man with a job and a wife and kids.  And even after Miss Emily started me on this path I was reluctant.

I even had second thoughts about spending my life as a servant after Miss Emily prosed to me. Of course I said yes when she asked me. I was in total shock. I had never thought she would want me. The proposal was romantic. She took me to dinner at a fancy restaurant. The kind of place I never went before I met her.

After dessert she asked me if I would be her sissy wife and maid. She gave me a box that contained a diamond anklet. I couldn't even think. I said yes. I spent that night in her bed pleasing her with my tongue. She even used her hand to stroke me to an orgasm.

But over the next couple of weeks I began to doubt that I wanted to be a sissy.She'd later said I was silly and in denial. I guess looking back it's true. I was wearing and the panties she had bought for me when I told her my doubts.

She was calm. She told me she wanted me to go home and think hard about it. Her calmness scared me even more I think. She told me not to contact her. She would call me.

Maybe I hadn't thought it through at all. After a week I knew I had made a mistake. Then I was sure she would never call me. I cried a lot and beat myself up. I endured another week before she called.

I wanted to be cool about it but instead I was begging her to forgive me. Her voice was light when she told me to get over to her home.

I did, wearing pink boy shorts, the anklet. I wore khakis and a white shirt. She never liked me in jeans. I wanted to please her so much at that moment.

I was barely in the door when I found myself on my knees begging her to take me back.

She did, obviously.

She told me all I needed to do was has trust that she new what was best for me. That's not always easy even though I know she's right. She always is.

<curtsy>


March 27, 2014

Punished

This morning I was punished for not answering the question put here by Sissy Dede. Miss Emily had me bend over a chair and used her leather covered paddle on my butt. 25 smacks later I was sobbing. For some reason yesterday I just didn't feel like writing here. But as with everything what I feel like doesn't matter.

<curtsy>

March 21, 2014

The Power of Words

I wish I knew why just a few words from Miss Emily can make me feel so good. All she has to say is "good girl" and I find myself almost floating.

Sometimes I wonder what it would be like to not respond that way, but I can't help myself. And if she says I was "naughty" or was a "bad girl" I feel the opposite. The worst is if I disappoint her.

Do other sissies feel the same way? I wonder about that sometimes.

<curtsy>

March 11, 2014

The Wedding Night

Miss Emily has asked me to post about the first time she used her strap-on on me. It was our wedding night. And yes I was a virgin. I had never penetrated a woman or been penetrated other than by Miss Emily's fingers.

At our hotel she had me go in the bathroom to get ready. She told me to wear what I found there. What I found was a white box tied with a big pink bow. Inside was a white lace nightie. It was short. It had a matching garter belt, panties and white stockings.

I was shaking as I put the clothes on. My penis was hard inside the lace panties, although there was only a small bump there. I decided to slip on the white shoes I had been wearing. They had a two inch heel. There was a tube of pink lip gloss on the counter. I used it. Looking in the mirror I felt embarrassed and excited.

When I walked out to the bedroom I saw Miss Emily with her back to me. As I approached her she turned. I looked from her face down toward her feet. I was shocked by the lifelike dildo she was wearing. It was long and thick. She later told me it 8 inches.

She stepped toward me and pulled me to here in her arms. She kissed me hard on the mouth. I felt so weak. I could feel her dildo against my stomach as her hands squeezed my butt. She broke the kiss and told me how pretty I was. How perfect my mouth would look on "her cock."

Her hands pushed on my shoulders and I found myself on my knees. She told me to kiss the head of her cock. I did. I was so scared and nervous. Then she told me to worship it. As I did she told me what a good little bitch I was and that I was made to suck a cock.

I knew she was going to fuck me but I tried not to think about that. At one point she grabbed my hair and rammed the cock in an out of my mouth. I could her moaning. I felt violated. But I wanted her to keep doing it. Strange to feel that way.

Finally she pulled away and said it's time to consummate our marriage. She took my hand and led me to the bed. She slipped my panties off and had me get on my back. She used pillows to prop up my hips and lubed me. I could feel the coldness of the lube as her fingers worked inside me.

Finally I watched as she lubed her cock. I was shaking and ready to cry. She stroked my face and told me I was going to love being fucked.

She bent my knees and pushed my legs back. I felt the head of her cock at my hole. I begged her not to to do this. She said "hush." She locked her eyes on mine. I wanted to look away but I couldn't. Without warning she shoved her cock inside me. I cried out and the tears flowed down my cheeks.

That made her smile even more as she started to push deeper in side me. Then she started fucking me. She was rough and relentless. She stroked my little cock (my clit, now) and told me not to dare cum till she gave permission.

Despite my tears I started to meet her thrusts. She pulled mostly out and stopped. I wanted to feel her penetrate me again. She just waited. Staring at me. Daring me in a way. Finally, I begged her to fuck me.

I kept begging until she started again. Finally, she told me to cum. She moved her hand off my clit and then I came all over my stomach. She fed me my cum. And then she pulled out of me.

I was sobbing. I was scared, humiliated and excited all at once. I fell asleep as she held me. She fucked me in the middle of the night and I came again.

In the morning I received my wedding present from her. A cb-6000 chastity belt. That was a shock.

But i was different now. I was more broken by her in a way that I hadn't been before. I felt humiliated and yet I adored her even more.

<curtsy>


March 10, 2014

A Little Detail

This is something Miss Emily taught me to do the first time she dressed me in a maid's uniform: curtsy. Whenever I am in uniform, I am required to do that when entering or leaving a room she is in. I also must back out of the room facing her at all times. I had to practice doing a curtsy for hours until I did it the way she wanted every single time.

It's a sign of respect and it reminds me who is in charge. For a sissy wife/maid nearly everyone is superior. I think that's just the way of the world.

Since meeting Miss Emily I have slowly begun to accept my status. I never imagined I'd be a maid or that I'd crave any attention from her, even humiliation.

But here I am. I don't think there's any going back.

<curtsy>