New Year Resolution

I want to be the best sissy for my Mistress that I can be in the year 2012. I will worship, please, submit, serve and obey my Mistress all the time. I will pro-actively pursue my feminization, wear panties and stockings 24/7 and dress whenever possible at home, as my Mistress has ordered me. I will obey all orders fully and without hesitation, I will not cheat and lie to my Mistress, if necessary I will honestly tell her about my short-comings and accept my punishment. I will surrender to any order or feminization my Mistress orders me, even uncomfortable, humiliating or degrading orders, my Mistress knows best what's good for me and I do trust her fully and will surrender myself to her. This may include public feminization assignments or meeting with local Dom men. It's my purpose to serve, please, submit and obey my Mistress. I want my Mistress to hold me responsible to these resolutions and if necessary remind me, punish me (physically or financially), or publicly expose me as a feminized sissy if I fail only the slightest order.

I'm now a cocksucker

I have another update.....recently I've been in contact with a somewhat local couple, she's a wonderful & sexy Mistress and he's a submissive sissy as well. After meeting with them for lunch to get to know each other, we met during a weekend to play together. It was of course all about the pleasure of the Mistress, having two sissies at her disposal. She did put me on a spanking bench and after turning my ass nice and red, she put on a strapon dildo and fucked me, showing me my proper place. While she fucked me, her sissy came up to my head and pushed her hard clit towards my mouth, whispering that I should suck it. I was so deep in sub-space that I just opened my mouth and took the sissy-cock inside my mouth. The sissy was then fucking my mouth while the Mistress fucked my ass. At this moment I became finally officially a cocksucker.

feeling it inside

First I need to apologize again that I didn't update my training and feminization blog more frequently. I'm in regular contact with my online Mistress and my training is ongoing, but only slowly progressing due to busy schedules and work. In order to ensure I don't forget where my proper place is, I had to visit a ProDomme again, which I visited multiple times before. I was put into my proper place by her, it all started with her requirement to arrive at her door wearing high heels. Fortunatley I was able to park close by, didn't had to walk far and nobody did see me. The ProDomme used me for her pleasure, she fucked me with her strapon until she had a mind-blowing orgasm. After that she always likes place her pussy over my mouth and dispense some of her golden nectar (infused with female hormones) into my mouth, to ensure I don't forget my proper place.

Gas & Soda....

As I posted in this blog before, my Mistress made me go pump gas while wearing high heels, to train and feminize me. However, as I got comfortable with doing that, she decided that it's time to expand my feminization training further. During the previous trips I did pay at the pump and so all I had to do was walk in the high heels around the car and just stand there. This time she required that I also walk inside the shop and buy a soda after I did pump the gas. When she ordered me to do that I was very scared that people could notice it. Fortunately, she allowed me to wear my 2.5" heels, which are not that obvious and they are also not as loud on the concrete as the 5" heels. But I was still very nervous, as it was bright day and there were a few other customers at the gas station, after finishing pumping I just walked stright into the shop, which was fairly empty, I went straight to the sodas and bought one, then back to the car....still being super nervous but also super happy that I did serve my Mistress well.

Hotel sissy

First I need to apologize that my training and feminization blog wasn't updated in a long time, my Mistress said today that I seriously neglected my blog lately and that this will change.
So I start out with last week, I was on a business trip and my Mistress decided that my feminization must continue throughout this week, however, compared to March last year she insisted that I also take high heels with me. I arrived in my hotel and changed right away into my pink lingerie, black stockings, black 5" high heels and inserted the butt-plug. OMG, I felt so humiliated being like this in a hotel room, however, it also felt good serving my Mistress. Walking around in the bathroom and hallway with marble floor created the distinct high heel clicks, which must have been still noticeable in the next rooms or outside in the hallway. Actually, one time a group of women walked by in the hallway and they were all laughing and giggling, I thought instantly that they know the sissy inside the room and developed humiliating feelings. The idea to get discovered can be so humiliating, but also exciting. Especially if you let your fantasy flow and imagine what kind of scenarios could develop. Another humiliating experience was to be in the busy hotel lobby, in the presence of beautiful and nicely dressed women in skirts and high heels, knowing that just minutes ago I was wearing high heels as well and still feeling the sting from the butt-plug. I was so tempted to drop down to my knees and kiss and lick their high heels right there.

new chapter in my training/feminization

This weekend my Mistress and I will step into a new chapter in my training/feminization. I will have to wear a chastity cage for the whole weekend....here's the first pic. OMG, I feel so humiliated and helpless

happy birthday Mistress....and new commitment

wow...I can't believe it's been almost two month since my last post. This is unacceptable considering that the initial order of my Mistress were to report in this blog on an ongoing basis about my training and feminization. However, the last two month were quite busy and I admit that my training and feminization did come too short, but I'm committed to change that going forward and put the necessary focus on my feminization and show obedience to my Mistress.

Dear Mistress, I also wish you a happy birthday....I kneel down in front of you and kiss your high heels and promise you that I will submit to you, serve you and obey you better from now on.

I think today's voluntary wearing of makeup almost all day and practicing sucking on my dildo was a good start, let's see where my Mistress will lead me.

pumping gas...

I just got back from a public outing order my Mistress gave me. I had to pump gas while wearing my 6" high heel boots. I had to pump gas in heels before, but never in 6" heels and believe they are quite tall and create loud noise while walking on the hard concrete. However, I did it and I feel now very proud, especially as I didn't feel very submissive after my workout this afternoon, but I told myself that I have to do this for my Mistress and that she knows best what's good for me.....thank you Mistress!

hopefully pleasing my Mistress

As I mentioned in one of my last posts, lately I was a little bit lazy in regards to being a good sissy for my Mistress. A week ago she really put me in my proper place and reminded me who's in charge and who's the sissy. To remind me even more about my status and purpose I received the order to post an add on craigslist again, offering myself as a sissy maid to a local couple. You can read my post here. Unfortunately so far nobody responded, but I don't give up hope yet.

As a matter of fact, just today I got a reply to an email I sent a few days ago to a Mistress with whom I was in contact last year. She's the dominant side of a kinky couple who are looking for a maid, however, last year they just engaged with one and so they dropped me. But now they seem to be interested again. We'll see where this goes, I keep you posted.

Last but not least, I ordered a new maid dress. Unfortunately it's not available yet and will ship only in August, but it's georgeous. Here's a pic

sissy maid for a local couple

This is probably one of my most secret fantasies as a submissive sissy. I would love to be a sissy maid for a local couple, I would have to serve them and please them. I would have to visit them at least once a week to perform domestic duties, of course while being fully dressed up with maid uniform, high heels, wig and makeup. Besides this duty, they would use me in any additional they wish. That could be being their sex servant/toy, by getting him ready for her or having to orally clean her after he deposited his load into her pussy. But it might also be as a maid servant at parties they have or other gatherings. Overall, the couple would allow me to live my own live, they would respect me and treat me well, but of course also put me in my place and let me know who's in charge. They could make use of me anytime, e.g. an idea would be that we would meet for lunch during the week and afterwards he would make me suck him, swallow and then I would have to go back to my work place....omg, how humiliating. Or she would use me during parties with her girlfriends.
Maybe one day this fantasy will come ture :-)

I am a sissy....period

Although I didn't feel very submissive in the last few days, when I got home today I realized again that I am a sissy and always will be a sissy. I must serve, obey and submit to my Mistress, trust her experience in training and feminizing me as she knows best what's good for me. I understand and accept that this will include humiliating acts and feminization beyond my comfort level, however, she is superior as a female and I must worship her, show respect and be grateful for her feminization training on me. I am and always will be a sissy....and this is good!

...out in public

Last Wednesday I had my second public outing, the local ProDomme I serve from time to time took me out to a bar in Castro district of SF.....after she used me and bend me over for her pleasure. The outing was actually quite okay, nobody seemed to care too much about us, only the bartender once asked if "you ladies" would like to get a new drink.

...finally the dress fits

This weekend I tried on a dress I bought earlier this year and finally I'm able to close it after loosing a few pounds....omg, it feels so good.

I miss my Mistress so much, she's on a vacation and will only be back early next week. She absolutely deserves her vacation and I promised to not text her, but I have to admit that I was really close today.

I also made an appointment with the local ProDomme I see, so this week I will get the opportunity to serve her and submit to her....I will let you know how it was.

sissy thoughts throughout the day

Today was one of those days when I couldn't wait to get home and dress for my Mistress.....it feels so good to be fully dressed, wearing high heels and even to be plugged.....very appropriate for a little sissy like me, and it reminds me of my status and who is in charge

Friday March 12

Finally, after 3 days I did chat with my Mistress last night again. She was happy that I did my tribute and reminded me that I have to publish 3 posts per week about my sissy experiences/feelings. I still feel quite humiliated about this, knowing that basically everybody can read about my feminization, but in moments like these Mistress alwasy reminds me "remember you asked me to feminize you sissy, and females keep diaries."
This morning I was able to visually adore and worship a woman at work, as she was walking down the hallway in front of me wearing at least 4" high heels....omg, I was just thinking please let me kneel down for you and kiss your shoes.

sissy kylie on a business trip

Last week I've been on a business trip and in order to stay reminded of my place, my Mistress ordered me to take panties, bra, stockings, dress, high heels, and a butt-plug with me. I was supposed to wear these items whenever I was in the hotel room. Unfortunately, I didn't had enough free space anymore to take the high heels and dress with me, and so I only wore my panties, bra, stockings and butt-plug in the hotel room. I informed my Mistress about this, however, after I got back we discussed it and she was not pleased about leaving the high heels at home. In our discussion we concluded that I didn't exhaust all possible options to take the high heels with me, even if some of them would have been discomfortable or humiliating for me, e.g. carrying them in the carry-on. Because of that my Mistress decided that I need reminder that her commands come before my discomfort and thus I had to stand for 45min in the corner yesterday and think about my status and duties as her sissy.

....brand new boots...omg!!

Yesterday my new high heel boots arrived and I love, love, love them. They fit like a glove and look so sexy. However, with 6" heels they are also quite tall and feel much steeper than my 5" high heels.

first entry

Today I finally fulfilled the order of my Mistress to create an online diary about my sissification and feminization training. Since over four years now I'm collared by the best Mistress in the world, Mistress Rose, and she trained, sissified and feminized me over the years into her sissy. I'm so grateful that I have her and that I may be her sissy, I will always serve, submit and love her. While my training started out fairly low key with the usual panty/bra/pantyhose wearing, in the meantime I'm her fully feminized sissy and I do accept and surrender to my place. In normal life I'm still a regular man, and would like to keep it this way, but at home and on the weekends I'm Mistress little sissy girl. Since about a year we slowly make some first steps in real time and I think I'm about due to make a significant big step in r/t pretty soon......but more about this another time.