Crossdresser Maids
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Crossdresser Maids
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My name is Raul, I am from India. Since an early age I had a ...
Hi, this is my story and since I was little I have always been curious ...
My name is Sam. I grew up in a small town of Avonshire. I was ...
Hi, my name is Tommy and I’m 20 years old. I live in a very ...
It began in my late teenage years, when I use to go around the village, asking people, if they would like a job done around the garden, or something simple, that I can do in the house.
Miss Watkins looked at me, that morning, as if I were her favorite meal, but unaware, that women were so much like men, in need of satisfaction.
Come in, her beckoning me, and sit here, on the chair, in the conservatory. Now, what is it, that you do young man?
Graham: Well Miss Watkins, I usually do manual work, but leave the professional work, to the tradesmen.
Miss Watkins: Well, if you are prepared, I would like a tree stump, by the fish pond, pulled up. Miss Watkins, ushered me to the area, and I looked at it. I
Graham: It will be a task, but I shall try Miss Watkins.
Miss Watkins: Good, all tools you may need are in the shed.
So off she went and I to work. I spent several hours at the stump, then wrapped a rope around it, and pulled. I assumed it would be a good few hard pulls, before it even shifted, but no, it suddenly came loose and up it came, making me land in the pond, and soaking wet.
Miss Watkins had seen it all, from her back door, then came running down the path, to see if I were hurt or injured.
Miss Watkins: Are you alright Graham?
I stood up in the middle of the pond, water dripping off me.
Miss Watkins: Come on, let’s get you out of there, and into a bath of warm water. I was led to the rear door, then told to strip off. Down to my underpants, then saying ready Miss Watkins, and she telling me, those also young Sir.
Graham: Miss Watkins, I be naked.
Miss Watkins: Yes, she concurred, but you do not bath at home, in your underpants, do you?
Graham: I did so and she took me indoors and to her bathroom.
Miss Watkins: Now, there is no need to be embarrassed, just think of me as your aunt Hilda. In you go, as she patted my bottom, in a playful mode. Now you just sit there, and I shall wash you, all over.
Graham: I cannot see the purpose of this maam, as I will have to don my wet clothes to go home.
Miss Watkins: No, you will not, I shall have them washed in my machine, so don’t vex, now, as she washed me. I think you are embarrassed, by me not seeing you naked, but that bush of yours, as her eyes indicated to my pubic hair.
I nodded a yes.
Miss Watkins: Well, no problem, I shall shave it all off, for you.
I attempted to protest, but to no avail, as I were in her home, in her bathroom, in her tub and naked.
Miss Watkins cleaned every part of my body.
Miss Watkins: Now a rinse off, and dry you.
I stood in the bathroom, on the mat, as she dried me.
Miss Watkins: I have just the clothes for you, and smiled at me. Into her boudoir, I ran to, as again tapping my bottom, her laughing. On the beach towel baby, as it were on her bed. Miss Watkins, and I knew, I was now in her power. Talk all over me, and making me smell, like a girl, as the talc, were of a feminine fragrance. Well, why should it be otherwise, as her daughter and her resided there.
Miss Watkins: Now you are fortunate to be the same dress size as my daughter, and Laura, has placed some clothes, in readiness, for the charity shop, so this dress, I have selected for you.
I stood naked, and bald down there, as she held a light colored leaf green dress up, and smiling.
Miss Watkins: What do you think Graham?
Graham: please I can’t wear a dress, to go home in.
Miss Watkins: Yes, you are, and many boys like to wear girl’s clothes.
Graham: The dress is lovely ma-am, with a plain bodice and a pleated skirt, I do like it. The full-length sleeves and is it lined, I asked?
Miss Watkins: Mmm, you seem to be well versed in ladies wear, Graham. Are you sure you have not worn girl’s clothes at home? I am aware that you have four older sisters and you are the junior. You must have worn it many times, the hand me downs, around the house, or your mom or sisters dressed you up.
I revealed all to her, by not words, but by blushing and becoming with my excitable voice, a tell-tale.
Miss Watkins: So you have worn girl’s clothes?
Graham: Yes, yes, but please don’t tell anyone.
Miss Watkins: I shall not, and if you are a good girl now and let me dress you, you and I will possibly become good friends.
Laura, her daughter, were in her early twenties and at university, so it was only her mom and myself there, as she rummaged through her lingerie, to have a matching bra and knickers for me, plus a full slip. Garter-belt and stockings, sweetie, holding them up to me.
Miss Watkins: Do you think it is too warm for them?
Graham: I was now mesmerized by all this and just yielded to her power over me.
Miss Watkins: Such a cute girl, you are going to look, as I sat in my undies, at the vanity table, while Miss Watkins applied a full make-up; to my face. The dress and it being zipped at the back, I felt now, in a cell. No way I could unzip it myself, and Miss Watkins, knew that. Then she slipped on a pair of heels. which were a white patent court shoe, my hair brushed in a feminine style as it was a good length.
Miss Watkins: Now Graham, look at yourself, as I turned to the full-length dress mirror.
Graham: I cannot believe it’s me, Miss Watkins.
Miss Watkins: Oh it’s you alright my niece. I knew the moment I espied you at my door, you would look good as a girl.
Graham: I do, don’t I, but cannot go home like this.
Miss Watkins: Well the only alternative is to walk home naked.
“Come here to the window” , as she indicated a black bin bag being taken away, by the council refuse collector.
Miss Watkins: Do you know what is in that bag?
Miss Watkins: Yes, those horrid boy’s things.
Miss Watkins, handed me a purse with a good amount of cash notes inside.
Miss Watkins: That is for you to buy new clothes, and come now, we are going out to lunch, as I have made arrangements, with my friends Beryl, Iris and Barbara.
What can I do? I cannot protest, not dressed as a girl, so I just went to the front door and into the car. We shall call ourselves, “Take Five Girls.”
I wish the same happend to me!!!!!!! 😍😍😍😍
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View all All Photos Tagged sissymaid
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French maid in uniform dress with apron, petticoats, long gloves, cap, lacy socks and stockings and high heels.
Over here Sweety - three rusty nails, two long island ice teas, and a brandy alexander, and oh yes, can the bouncers take the one that went under the table after the last round back to her room.
Gagged and working in chains today, Sissy. Yes, all day!
Julie in pink Vichy sissy maid outfit cleaning the floor in the kitchen
Some entertainment in your hotel room Sir? ( drop me a message if you would like to )
Dress by Leanne's Pretty Dresses (ebay)
Madam fifi lifestyle 24/7 maid curtseying to her mistress lady penelope
MADAM FIFI LIFESTYLE 24/7 MAID TO MISTRESS LADY PENELOPE SERVING WINE ladyp.homestead.com
Red Maids dress, bra, and garter straps showing! scandalous! and 5 inch red heels too! (Alas pounds, and years ago)
Madam fifi curtseying to her mistress
Ready for the P-Town Carnival Parade, Taken on the back stairs of the "Admiral's Landing a Provincetown Bed and Breakfast, Women owned, and GLBT friendly,
The glamorous life of a sissy maid**
pretty pink pvc alice maids uniform made by me at ready2role.com
Wearing a waterproof pinny to keep her uniform clean when she tackles the pots and pans!
FYI: My dresses, yes, but no, not my make-up room. Sigh...
satin lined sissy satin & lace dress, so pretty!! made to measure size not usually an issue!!
View all All Photos Tagged sissy maid
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Definite maid vibes from this Le Fil Casse dress @ The Kawaii Project event. My schedule is open!
"Hurry Sissy, HURRY! He'll be home for lunch soon!"
// Skin - B&B :: Vanessa (BOM Genus) - Petal.
// Hair - #1 DOUX - Summer Day Hairstyle [RARE]
// Head - GENUS Project - Genus Head - Baby Face W001 - v1.7
// Tattoo - DAPPA - Harley Tattoo. [FADED] **New @ equal10**
// Bra - Rebel Gal - Daisy Long-Bra **New @ K9**
// Garterbelt - Rebel Gal - Daisy Garter-Belt **New @ K9**
// Thong - Rebel Gal - Daisy Thong-Panty **New @ K9**
// Headjewel - .random.Matter. - Dearest Head Jewel [Group Gift]
// Necklace - .miss chelsea. Asta Necklace **New GG**
// Diversion - Come Back - 3M **New @ Cupid Inc.**
// Skin - B&B :: Vanessa (BOM Genus) - Petal.
// Hair - Stealthic - Searching **New @ Access**
// Head - GENUS Project - Genus Head - Baby Face W001 - v1.7
// Lipstick - IVES. Hewer Lipcream. (GENUS) HUD 'PACK002' **New @ FETISH FAIR**
// Maid - Mug - Mia Maid Outfit **New @ equal10**
// Headjewel - .random.Matter. - Dearest Head Jewel [Group Gift]
// Diversion - Romantic Dining Set - Static Poses **New @ Cupid Inc.**
// .random.Matter. - Ladies Night - Chocolate Box **New @ equal10**
// .random.Matter. - Ladies Night - Massager **New @ equal10**
// Diversion - Come Back - 6 **New @ Cupid Inc.**
Julie in vinyl French sissy maid outfit with nylons, T-strap high heel pumps, collar, cuff and chains, on her knees, cleaning the floor in the kitchen
Get your lips shining , lace bouncing bodies in motion .
French maid in uniform dress with apron, petticoats, long gloves, cap, lacy socks and stockings and high heels.
Kallie, at the "Rail House", horsing around!
Over here Sweety - three rusty nails, two long island ice teas, and a brandy alexander, and oh yes, can the bouncers take the one that went under the table after the last round back to her room.
...... who was orphaned at 2 weeks of age. Nursed back to health, he grew to become a very big beautiful adult cat.
Stop by kinkybellahart.com for all your sissy service needs :)
The best part about being a sissy maid is the pretty dress.
Stacey keeps her maid in the closet to be brought out as needed.
(Notice that there's no door knob or way to open it from the inside after it's locked.)
Isobel is returning!! Big news!! But I need a SUBMISSIVE SISSY MAID to help me with dressing, wig styling, makeup and general dressing assistance and to create a whole NEW ISOBEL for 2022 so I can take new photos and post more up to date images. A personal maid. This would be a LONG TERM arrangement. Genuine feminine maids only need apply. You MUST look convincing and very attractive. You will need to live not far from North Oxfordshire. Interested, then please send me a message. Do not post "Yes please, Mistress" messages here. They WILL be ignored. A chance of a lifetime for someone, I think..? Mistress Isobel Mackintosh x
Oh... Again... Trapped, alone, and.............
If you want to support our works, you can do it here:
(it's helps and motivate to give more)
Feel free to comment! ;) It's can be funny rude or just what you think good or bad, even if dirtiness..
Any activity, good or bad, even rudeness and dirty, is awarding.... Active people (comments, messages) will be added in private friend list to see in future more.....
More art, bdsm, fetish, bondage, shibari, erotic, photo with me, please see on photographer's page: flickr.com/photos/diemotion/
Proudly serving as a maid as I bring Stacey her tea.
Stacey can be very aggressive and cruel to her maid.
Headed back to work. Enjoying the view?
While I was at Stacey's place, I was happy to serve as her maid.
Oh, do I have to do the housework? I'll make my nice white apron all dirty.
Feeling so ashamed and also scared at what punishment Stacey will have for me.
Would you like Tea, Coffee or Me. 💋💋
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