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
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