Caught out by the rain.

It was such a delightful early autumn day, sunny and warm with a lovely soft breeze. It was the middle of the day so I knew the local park wouldn't be too busy, risk a little walk in daytime. Why not.
It felt so delicious strolling around the quieter parts of the park, my lacy yellow dress reminded me so much of the summertime and little wisps of warm wind were tickling their way under my hem. I felt so very femme n grrlie.
Then, out of nowhere, torrential rain. Really pouring down in sheets, and it was freezing too. Within moments I was soaked to the skin and running for the cover of some trees. I was shivering and shaking when I got there, rubbing myself to clear the water and try to warm up a bit. "Where on earth did that come from?"
I hadn't noticed the rather well-dressed woman there when I arrived, but without coat or brolly she'd had the same idea as me. We passed a few remarks the way strangers do and then she said, "I think it's easing up a bit. My car's not far away and I can run you home." I thanked her for her generosity in my most ladylike voice but I'd be fine.
"My dear, you can hardly walk home like that! Not in broad daylight anyway." I looked down and my dress was pretty much completely transparent, oh why had I worn purple undies. They showed through the flimsy material, might as well have had no dress on! "Come on, let's make a dash for it before it pours down again.
Turns out we were only a few minutes from her house, but even in that short drive the rain was belting down again, now with lightning just for effect. She showed me into her large living room, turned on the gas fire and went off to get us some towels. Handing me one she suggested I get as dry as possible, she'd be back in a minute.

I was shivering and trying to get myself as dry as possible when Margaret re-entered the room with a big fluffy bathrobe and some tea on a tray. "You'll never get dry like that silly, take your dress off and hang it over the chair in front of the fire." This was a dangerous moment, but I thought if I covered myself with the towel I might just get away with it. I'd slipped out of the soaked frock but as I wrestled it onto the chair my towel slipped off and there I was in my undies in this strange lady's house. Because my panties were somewhat see-through she noticed my 'certain something' straight away.
"What's that? Are you really a boy or something?" Now I was in serious trouble. She might scream, or call the police, or even attack me! "I'm a sissy" I stammered out, my face flushed scarlet with the confession. "Well I'm a barrister, and I see all sorts, though I must confess you had me fooled."
In no time I was wrapped up in the robe and we were sipping tea on Margaret's sofa. We were laughing at how my dress in front of the fire looked, and my stockings hanging from the mantlepiece, like something out of an old movie. "So you're a sissified male, not really trying to be a girl, how does that work?"
I explained about my Mistress and how she preferred me in immodest feminine clothes. How she didn't like boyish things at all and I now accepted my role as her submissive sissy.
"And tell me, how did this start, were you always a sissy?" I told her how it had begun, when I'd bought some cheap n nasty underwear for my 'girlfriend' and had ended up wearing it because she was so offended. Things had escalated from there and now, years later, I was pretty much emasculated and totally subservient to the dominant woman Mistress had become.
"That's fascinating, my ex-husband was always bringing me slutty little outfits to wear but I never would. I wonder if he was a sissy underneath it all. As a matter of fact, I think I still have some of them." "Oh do come upstairs and help me look"
Now I was in Madam Margaret's bedroom, she'd asked me to call her that 'for a laugh', and I couldn't help but notice how her ample bottom swayed as she rummaged in the bottom of her wardrobe. "Found it!" she yelled and pulled out a carrier bag which she emptied onto the bed. There was the usual assortment of maids outfits, schoolgirl costumes and lots of pretty tacky underwear. "Let me see you in this, oh please please please." Holding out a very short french maid dress in black satin. "Look it's even got some black hold-ups and an apron."
Soon I was posing in front of the mirror for her while she flicked my hems up to see my 'pretty, pantied bottom' as she described it. Then she had me walk around the room, "more flouncing", and picking things up for her so I'd have to bend over. "You have such a delicious sissy bum Candi, I just love looking at it." "Now, how about curtseying and calling me Madam." Madam Margaret howled with laughter when I'd done that, "You've obviously done that a lot sissy, it's very well practised!" "Yes Madam."

Reaching into the frothy pile of frillies Madam Margaret pulled out a pair of panties. "Can you believe my ex actually thought I might wear these?!!" What she was holding up was a pair of the sluttiest knickers I've ever seen, red nylon, open-crotch, and with lots of black lace around the waistband, legs and opening. "Not at all Madam, only a whore would wear such things!" "You put them on then, I want to see how they look."
I made to turn away but she insisted on seeing the whole show, "Dress up and slide your own panties down, slowly mind, I want to watch this." As I pulled the slut knickers into place Madam had me stand closer to her, "Yes, I think I see the appeal. It's like you're available anytime, anywhere isn't it."
Then she reached out and softly rubbed the skin of my lower abdomen, tracing how soft and smooth it was, "You shave your bikini line every day sissy?" "Yes Madam, my Mistress prefers it that way." "And do you moisturize as well?" "Yes Madam, thoroughly"
"Over to the mirror with you, lift your dress and look at the whorish panties and your little sissy clitty. It's beginning to stir I think." She was right, of course, I was feeling all the excitement of the situation.

Taking my hand Madam Margaret placed a large dollop of rose-scented hand cream onto my palm. "Let me see, work that in slowly, and don't miss any bits!!" That instruction was accompanied by a sharp slap on my behind!
So I rubbed the cream onto my belly and down to my thighs, then under and over my little smooth balls. Now as I applied it to the shaft of my little thingy Madam instructed me to grip it, "But only move your hand very slowly!"
I could watch Madam Margaret slowly massage the same cream into her ample but wonderfully firm breasts. All the while wishing I could pump my sissy knoblette faster, this was agony! "Come over to me sissy." Sitting on the edge of the bed with the top of her robe fully off Madam Margaret cupped her breasts together. "I've always had a bit of a thing for a cock between my breasts. Put yours in there, now!" I did as I was told and nearly swooned with pleasure as Madam began working her bosom up and down my sissy dick. Playing with her own nipples and staring deep into my eyes. "Mmm, I enjoyed that." she said, releasing my sissycock and laying back on the bed. But she was still squishing her bosoms together and making a delicious little moisturized gap, "Straddle me and fuck my tits you little whore!" I pumped away between her lovely paps while she continued to jiggle them and call me all kinds of slut names, until suddenly I could feel myself coming and I thrust myself just as hard as I could into mammary heaven.
Now pushing me onto my back Madam straddled my head and descended her rich red sex onto my upturned mouth. She was so wet, and ground herself against my tongue while laying the weight of her breasts on my now flaccid sissy-thing and slithering them about.
Lying on top of the bed Madam complimented Mistress on teaching me how to be such a good sissy, and use my tongue so well. All the while feeling me up under my skirt and running her nails over my boi bits. "Off you go and get dressed now dear, the rain's stopped so you can walk home."
Having slipped into my now dry dress and the tan stockings I'd been wearing I realised I must have left my own panties upstairs. "No, wear the crotchless ones home you tart, it'll amuse me to know you're so vulnerable on the streets!"
"I take every Wednesday off work, so I'll have to have a word with your Mistress about me borrowing her property once a week." "I'll meet you in the park, at the same place and time next week. Yes?"
"Yes Madam." And off I walked into the darkened streets, not through the park this time!x

Doing the business for Mistress

Mistress sat me down in her office and explained that what I’d be doing today was very important to her business. She stressed that it was vital that I delivered this vital message and wait for a reply. As she inspected me in my little business suit and crisp blouse I felt so important as well as feminine. No scuffs on my black patent pumps, or ladders in my tan stockings. I looked the epitome of an efficient secretary, I love getting to wear a black pencil suit too, very business-like.

All the way to Ms Miranda’s firm I was so thrilled and excited. On the bus I’d chosen to sit upstairs and was followed up by two young women. I could hear them whispering about being able to see my stocking tops through the slit in my skirt so I really swayed my ass just as much as I could. The trip was delightful and I used my compact to preen my hair and check my make up so many times. When no-one was sitting too near I even slid my hem up for a sneaky peek at my stocking tops, It was so delicious to see the little V of my panties framed by my stay-ups and the hard black line of the skirt.

And they were ever so cute, sheer see-through purple nylon with bright pink trim, a little wisp on my bikini line showing quite clearly between my thighs. Getting near my stop I adjusted my blouse and thrilled at the view down it, my boobies were forming a perfect cleavage in the pink balcony bra I’d worn that day. The short walk to Ms Miranda’s was heaven, I felt like such a confident and perky little Miss and I felt everyone was looking at this sexy secretary going about her day’s work.

Arriving just before 5pm I was shown immediately to Ms Miranda’s office by her secretary who was just finishing up for the day. Ms Miranda was an impressive sight, tall and elegant wearing a black trouser suit and white chiffon blouse. Her rich red hair was cut in a boyish that only women with fantastically feminine features can carry off. She was the very essence of a successful boss and CEO, and immensely striking for that.

I delivered Mistress’s package and letter which Ms Miranda opened with great delicacy and dexterity. As she read it she only occasionally glanced up at me, but her eyes were so piercing. I sat there, legs crossed and let my eyes wander around the room. Ms Miranda was clearly a powerful woman, I noticed she had a private restroom and the office was large enough to have a leather couch for less formal meetings. Impressive.

Finally she finished reading and said, “That all seems in order, just a couple of last points to clear up.” With that she excused herself and went into the restroom, taking Mistress’s package with her I noticed. Back at her desk Ms Miranda fixed me with a softer, but firm, stare. “Are you aware of how important this deal is to your company, Candi?” It was the first time she’d addressed me by name, and it seemed to amuse her slightly for some reason. “Oh yes Ma’am, my Mistress made that very clear to me”

“Well then, as you know your Mistress is only able to match my current supplier’s offer. So she’s offered me a non-cash incentive to clinch the deal. Can you guess what that might be?” “I’m afraid I have no idea Ma’am, but Mistress is always good to her word.” I hadn’t expected this question so I was trying my best to strengthen Mistress’s bargaining. “It’s you sissy!! You’re gonna be the deal breaker here. Your Mistress says you’ll do whatever is necessary, is that true?”

“Yes Ma’am” I confirmed, although I wasn’t really sure what was meant by the question. “Alright then Candi, come and sit on my desk facing me, let’s see if you live up to your Mistress’s promise. I sat right in front of Ms Miranda,she told me to put my feet up on the arms of her chair. To do this I had to raise my hem a little. Of course this gave Ms Miranda a perfect view up my skirt and she smirked a little. “Well now, you’re not quite the girl you were when you walked in the office, are you Darling? I’d say your sissy credentials are showing.” She leaned forward a little and inched her chair forward, which raised my knees and gave her an even better view. “I like your panties sissy, they’re so provocative, and I can see your little sissy knoblette so clearly. You really are a little panty-waisted slut aren’t you, this is gonna be fun!”

“But first, let’s have a look at your big ta-tas. Open your blouse, but slowly you minx. I want to enjoy this.” I slowly and deliberately opened the buttons on my blouse, taking coy little looks at Ms Miranda as I did so and giving her a cheeky little grin and a tiny blush. She was obviously enjoying the show because I could see her hand had moved under the desk and was up to something. Once the shirt was open to the waist I pulled it aside and leaned toward my instructress, licking my red-painted lips to make them glisten. “My god Candi, you really are such a teasing little flirt aren’t you, stroke your diddies for me you slut.” I did as I was told and let my lips open a little to let out tiny gasps and moans as if my breasts were made of flesh and not silicon. This seemed to please Mistress Miranda, a lot, because her hand was moving faster now!

“Now cup your tits with one hand and stroke the front of your panties, the boy downstairs appears to be waking up.” She was right of course and as I lightly ran my fingers over my clitty it stirred into something my knickers would keep in for very long. Ms Miranda watched me masturbate the girls’ way for a little while, stroking my nipple and sliding my hand over my nylon-clad sissyhood, and was clearly getting quite aroused herself by the spectacle. “Take it out of your panties sissy, take a firm hold and wank it slowly for me.” “But don’t you dare to come!!”

A very few minutes was all I could stand of this. I was ready to burst and spray my femme juice all over her desk. “Stand up Candi, I have a treat for you.” I stood before her, my sirt up at the front and my little boy pointing right at her. Slowly Ms Miranda stood up and whispered in my ear, “I suppose you’d love a blow job right around now” in a husky voice. “Oh yes, yes please Ma’am. Please please please.” At that she put her hands on my shoulders and pushed me to my knees. Now I saw what was in Mistress’s package, and why Ms Miranda had taken it to the restroom.

Sticking out of her trousers was a big pink rubber cock, way bigger than anything I could ever produce, and she was stroking it right in front of my face. “Suck it you sissy bitch!” and she grabbed my head and forced herself between my scarlet-painted lips. “That’s it slut, suck it like it’s made of honey.” I bobbed my head back and forth as she continued to pump into my mouth, fucking my tightly clamped lips. I looked up with happy eyes to see her clearly enjoying watching me be her whore.

Suddenly Ms Miranda began jerking and rubbing the back end of the dildo against herself frantically, a stream of profanities came from her as her knees gave way and she forced her cock into my mouth as hard and deep as she could. I gagged a little and she breathlessly pushed me away. I fell back and presented her with the view up my skirt, panties pulled aside and my engorged sissy-bit straining at the ceiling. “Get over to the couch you sissy slut! Right now!!”

So, we were at last, me bent over the padded arm of the sofa feeling it’s coolness against my little member, and her behind me still panting a little. I felt my skirt lifted right up to my waist, “Oh my, I love how your stocking tops and hemline frame your panty-clad bottom. Your Mistress did say you have a delightfully full ass, well I’m gonna fill that some more!!” With that came a few firm but not hard spanks on my sissy bum, then my knickers were yanked down. I felt the end of her great phallus part my cheeks and with one big jerk Ms Miranda was inside me. I was so glad Mistress obviously included lube in the gift or I’m sure I’d have been split in two!

The dildo was still a bit cold, and felt hot in my ass but Ms Miranda was forcing it all the way in. She even wiggled her hips side to side a little, then I could feel her hips against me. There wasn’t any more cock to be had. I wriggled my ass and lifted it off the sofa against her thrusts and she leaned forward to whisper, “You’re a complete cockslut aren’t you sissy, you love getting fucked in your girlie ass don’t you? Say it, tell me you love it you whore!” “Oh yes Mistress, I love your big cock driving deep into my sissy-hole, please fuck me harder, harder, harder!!” I felt Ms Miranda’s arms encircle me and she clawed at my bosoms and pumped her hips furiously until, again, I felt her body quiver and shudder as she climaxed and finally fell limp, draped across my back. She was spent at last, and I was soaked in her juices which ran down between my thighs.

Once I’d cleaned up in her restroom, couldn’t find my panties anywhere, Ms Miranda handed me an envelope of the signed paperwork As she showed me out of her office she patted my ass and told me to tell Mistress I’d conducted my affairs with aplomb. She sniggered a bit at that bit and said’ “See you soon” as she slammed the door behind me.

It was a much shakier trip back to Mistress’s place, what with my knees still quivering and my lack of knickers making me self-conscious. Mistress asked my how it had went and I just said “Fine”, but when she opened Ms Miranda’s letter my panties fell out onto her desk. Mistress smiled and said, “Good grrl Candi.” Which pleased me, then the bombshell. 

“Of course you’ll be seeing a lot more of Ms Miranda, the new contract calls for a monthly report. Hand delivered by you!”