A Date With Destiny

Ok...her name isn't Destiny...and it wasn't a date

It was a lunch outing with Mistress Rachel (Sissyloverlunch)

...and yet...it was destiny

I have been dressing, in private, for myself, for years.  Last September I started training with Mistress Rachel.  Back then She journaled that She would guide me until I sashayed out in a skirt and heels. Of course...I didn't believe that this prediction would ever come to pass.  Not me, not after all these very private years.

..... and it didn't... well...OK....it did.  But I was in a dress...not a skirt...and I swear...I never sashayed.  Mistress may say otherwise but that is my story and I am sticking to it.

This past Wednesday I met Mistress in person for the first time.  It was incredible.  She took charge right away....actually...She took me shopping.  Underneath my male clothes I wore panties, tights and a bra...all in black.  We shopped for an outfit suitable for lunch. We looked through racks of skirts, tops and dresses.  Mistress selected several items, holding them up against my frame to check for size...the shopping was going to be easy, at least I thought so until Mistress directed me to the fitting room where Mistress Rachel had me model the clothes She selected.  We settled on a dress and headed out to begin the next adventure.  In the parking lot I thanked Mistress for helping me shop... on my knees...kissing her shoe while She towered over me.  

Next came the makeup.  Mistress helped me look my girlish best.  On went the dress, a beautiful scarf, my red heels, a wig, some accessories and I was ready.  It was the moment of truth...would I step outside the room?  Would I cross the threshold and make my public debut?  Would the destiny that Mistress Rachel predicted come to pass?  In a word....Yes.

But....I did not sashay!

The Benevolent Mistress Rachel (Sissyloverlunch)

It starts in the familiar way... Hi Mistress, How are you today....greetings are exchanged.  Then the deliciously ominous question...

Are you alone?  

I know then that I will be late for work.

Mistress instructs me to gather my new toys...nipple clips and a plug.  She also has me get some familiar items...panties, a snack bar and icy hot...

She really loves icy hot....

Knowing i have a limited amount of time  i follow her instructions as efficiently as possible.  Generous coating of icy hot on the nipples....hmmm..is something burning..oh wait,  its me.  Then the nipple clips go on...it takes me a couple tries to get them in place...I'm really starting to feel the icy hot and clips combo..the purple chain that connects the clips is cute, though.  

Next comes the plug...hmm..should I have gotten the small instead of the medium...how bad can it be?  Hold everything..you want me to coat it with what?????  Really?  It was then I wish I had purchased a smaller tube of icy hot.  OK...how bad could THIS be?  Well..let's just say...I forgot about the nipple clips for a few moments ...I did realize that not only would I be late but I would probably be walking funny all day.

So, the clips and plug are in place, panties are on....Mistress Rachel must be amused, right?  Well..sort of...but she wanted more...bounce on the plug and enjoy yourself... at least that is my interpretation of her request...she reminded me that I still had the snack bar...well I had skipped breakfast so she was rewarding me for following instructions....not quite...

Mistress decided that the snack bar would be more enjoyable if it had icing on it.  She refocused me on that task...after all a nutritious breakfast is important.  

Well...to make this long story short..I did have breakfast that morning with clips and plug still in place... much to the amusement of Mistress Rachel...

She truly is a benevolent Mistress

Funny how the day can change in a minute....

So... Had about an hour this morning before work...what to do, what to do.  Poured a cup of coffee, grabbed the paper, turned on the news and... checked CM site.

Mistress Rachel (Sissyloverlunch) was online.  The day was improving already.  Pleasantries were exchanged... and ... one hour later I am wearing a pair of black pantyhose, have sore nipples and am scraping candle wax off my chest.

Here is what I learned today:

1.  Icy Hot on nipples before applying clothespins makes them even more sensitive.  They are still sore and probably will be all day.

2.  Candle wax is not easy to remove if your chest is not smooth and hair free.

3.  Mistress Rachel is a very special person.  :)

4.  My coffee has gotten cold

To borrow a phrase from Mistress Rachel's journal... Whoops I did it again.  Somehow, while chatting with Mistress tonight, I found myself again with tube of icy hot in hand.  While I knew what I was in for as Mistress describes in her 10/1 journal entry, I still managed to say "Yes Mistress".   The thing about icy hot is, by the time you realize you have put on way too much, it is way too late.  An hour later the tingling is still reminding me of Mistress Rachel and her gift of persuasion.  

So close yet so far.  Recently had the opportunity to travel to an area near where Mistress Rachel works her magic.  Thought a sissy outing was all but ensured.  Unfortunately, while the spirit was willing, my schedule was not.  I will have to await the next time the stars align in order to sissy lunch with Mistress.  Trip was not a total loss.  Managed to pick up a cute pair of heels.    :)

She has done it again! Somehow Mistress Rachel (Sissyloverlunch) convinced me I needed mascara and eyeshadow. I found myself driving around working up the courage to buy my very own makeup. The first store ...I chickened out. Too many people in the cosmetics aisle..all women except for me..probably buying makeup for their Friday night, I guess. The second store resulted in success. Under Mistress Rachel's guidance I again found myself in a dress and pantyhose...except now I had the added task of applying mascara, eye shadow as well as the lipstick I bought the week earlier. I did this and Mistress said she was pleased...until Sunday night when she told me of another task she wanted me to accomplish. She has written about it in her journal so I won't repeat it here except to say that icy hot truly is both icy and hot. Oh..and she has very different ideas on what constitutes a snack.

So... another conversation with Mistress Rachel and next thing I know I am applying Super Lustrous lipstick on my sissy lips....and liking it!  Color:  Berry Rich.

There's something about Mistress Rachel,

One minute you are chatting with her and the next minute you have painted your toenails and put on a dress and hose.  Can't wait to see where the adventure leads next.

Mistress Rachel at sissyloverlunch has taken pity on this poor sissy.  I look forward to her guidance.