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Maid to please Aunt Sarah
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By *rhuges OP Man 26 weeks ago
Cardiff |
I was 19 unemployed and living at home with my mum. I was a bit of a handful looking back, out untill the early hours then sleeping in until 2 in the afternoon.
I didn't know what I wanted to do, I'd failed my A levels and was just having a good time .
My mum comes into my room when she got home after her shift at the hospital ,it was about 4:30 and I was playing Gand theft Auto.
Right she says I've got you a job! What I say? Doing what?. Well it's as a sort of handyman , your Aunt Sarah needs a full time handyman to main her large house.
Aunt Sarah was my mum's older sister,years ago she'd married a banker and moved up to Surrey.The banker had died some years ago and had left her very well off with a large mansion.
It's a live in position, I've brought your train ticket ,you are on the 10 am train tomorrow morning.
That wasn't a request that was an order , I knew the way I was living had to change and this might be a good thing I thought.
The next day I had my case packed and was waving to my mum as the train left the station.
Several hours later the train pulled into the station and I got out.
Outside the station I say a rather attractive women in her 50s standing there. She was not fat but was shapely dressed in a long black leather expensive looking coat.
There black hair pulled back in a bun . I noticed her red lipstick match her nails as she walks over and says, you must be James.
Yes Aunty I say with a smile. She turns and says follow me. I follow her to a black jaguar and climb in the passenger seat .
Thank you for giving me this opportunity I say with a smile, Aunt Sarah smiles ,we will see how it works out young man she smiles as I get thrown back in my seat bas she accelerates off.
I slow down about 46 mins later and turn into a long drive through a large open gate. I noticed the gates closed once the car has driven through, the drive is about 0.5 of a mile long. We stop Infront of a large mansion. As I get out Aunt Sarah says come around and open the door for me young man. I walk around the car and open her door. You have a lot to learn she smiles as I follow her up the stairs to the double front door. |
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Sounds like your gonna learn alot 😛 |
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By *rhuges OP Man 26 weeks ago
Cardiff |
She led me to my bedroom at the top of the house . It was quite a small simple room with a basic ensuite with shower and wash basin.
Right she says Have a shower and put in your new clothes I've put cupboard.
I have a lovely shower come out with a towel wrapped around me and open the top draw. What? The top draw contained various styles of panties bras and stockings ,the next draw contained a black dress like a maid would wear I thought.
Obviously been some sort of mix up I thought, I went to put on my old clothes, it was then I noticed that they had disappeared.
I looked all over the room put they were not there.
Just then there was a knock in the door and Aunt Sarah came in. Not changes yet? She questioned. Aunty I say there has been some sort of mix up . No she says there hasn't ,she walks over to the open draws with the panties in , These are what I expect you to wear James. What ?! I say , I'm not wearing these! I say angrily.
She suddenly grabs my wrist sits on the bed and drags me across her lap |
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By (user no longer on site) 26 weeks ago
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By *ikosMan 26 weeks ago
Dundee |
Oh this is gonna be so good, can’t wait for the next installment  |
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By *rhuges OP Man 26 weeks ago
Cardiff |
She pulls the towel off and wack wack wack, what the hell are you doing ? I shout shout crossly, wack wack wack , you will behave my girl says Aunt Sarah. Your mother has told me how badly you treat women , now you will see it from the other side. Wack wack wack wack . My arse was bright red now and it was really hurting. Ok ok I say I'm sorry I cry. You wack will wack be wack a good each gurl, say it !! Wack.
I'll be a good girl I cry .
You will dress in each you have been given without complaint wack. Yes !!!! Say it says Aunt Sarah!.
I'll be a good girl and dress in what you have given me Aunt Sarah, in between crying
Good ,she releases me down stairs in 15 mins young lady. Say Aunt Sarah I sniffle.
I stand up my arse is so sore as I put on a pair of black lace panties and matching bra. Black hold up stockings and black maids dress. The bottom of the dress is just about the hold ups.
I look in the mirror I think actually nO make quite a hot maid.
I make my way down stairs |
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By *rhuges OP Man 26 weeks ago
Cardiff |
In here calls Aunt Sarah, I walk into the library, each wall had high book cases full of books, my arse still stinging.
Right says Aunt Sarah the job on offer is as house maid, your duties will be dusting cleaning and laundry upstairs , all 8 bedrooms and downstairs all rooms.
You will be paid a small remuneration and will be fed and houses here.
Do you accept? Asks Aunt Sarah?. Will I have to wear these clothes I ask?
Well smiles Aunt Sarah, I believe that you are what is known as a Sissy Gurl. You are not a man or a women you,re here to serve both.
If I'm wrong after the first 3 months you can start wearing male attire again.
And from this point on please address me as ma'am.
So you you accept my terms Jamie?
I could not go back home to nothing I thought, and it was only 3 months 12 weeks that I'd have to dress like this, I was a man not , what did she say? a sissy , Yes Aunt Sarah, sorry Yes ma'am I accept the job.
Good gurl smiles Aunty Sarah. Come have something to eat, you can start tomorrow morning, your alarm is set for 7am
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By *rhuges OP Man 26 weeks ago
Cardiff |
The next morning I'm awaken by the a ok alarm clock. I shower and dress in my maids out fit with new panties and bra. The bra felt sorted of good I had to admit, still noone else would see me like this I thought.
I went t down stairs ,Aunt Sarah was already up. Hello sleepy head she smiles as she hands me two peaces of toast and a mug of tea.
Your first job is to hoover and dust and dust bedrooms 1 to 3 this morning Jamie, I'll then check on your work before you continue. Yes ma'am I say.
I walk back up stairs and open the cupboard with the hoover and cleaning materials.
Each large room had tables chairs and various ornaments to dust and hoover and each had an ensuite with shower and toilet.
After about 3 hours I came looking for Aunty Sarah. I've done them ma'am I say.
I follower back upstairs and into the first room. She bends down and rooms her finger along the skirting board , she looks at her finger and says and what is this? Dutch must?
It's dust ma'am, I didn't realise I had to do the skirting boards.
She sits on the bed and points to her lap. I'm sorry I cry I'll do them again. Aunt Sarah points to her lap sooner we start sooner we finish she simply said. I reluctantly bend over her lap ,she pulls my dress up and panties down wack wack wack wack bad girl she says wack wack wack. I'll do better I promise I cry wack wack wack
Now get up and do the job properly she demands yes ma'am I sniffle. And for god's sake stop crying! She says.
I start the rooms again. In another 3 hours I think I have cleaned all the dust away |
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By (user no longer on site) 26 weeks ago
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[Removed by poster at 04/11/25 11:29:29] |
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Wish I had an aunty like that , love wearing my French Maids Outfit, my clitty is leaking reading this story |
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By (user no longer on site) 26 weeks ago
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Loving the way this is going |
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By *rhuges OP Man 26 weeks ago
Cardiff |
Aunt Sarah came to inspect, room for improvement my girl she said but sufficient for today. We need to get you showered and cleaned for this afternoon.
I follow her to my ensuite, strip she said curtly . I just stood there, I felt my cheek sting as she slapped my face , now! Jamie she said. I took off my dress , bra, panties and stockings. I tried to cover my cock with my hands, I felt so embarrassed. Hands on your head girl insisted Aunt Sarah. She then started rubbing hair removal cream all over me. Once she was satisfied, we waited the 7 minutes recommended, then was but in the shower, any hair left on my genitals ,arms , chest or arse was removed with a razer and foam. There she said ,all that horrid masculine hair gone. As I got dress again in my maids uniform she told me she was having guests this afternoon and I was to serve them tea and cakes. Like this?? I asked please don't make me Aunt Sarah. I felt another blow across my cheek, I started to cry.
There there she said putting my head in her cleavage and cuddling me. It will be ok.
She sits in the chair and beckons me over, please ma'am I'm sorry please don't give me a other spanking. She put me on her lap ,but facing her, she then unbuttoned her blouse and pulled out her left breast. Is my sissy hunger? She asked yes ma'am I said and bent over and started to suck on her nipple, as I sucked she was slowly wanking me |
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By *rhuges OP Man 26 weeks ago
Cardiff |
I came almost immediately, you dirty girl Aunt Sarah complained,cage took my mouth off her teat and fed me my cum. She left me to clean up.
About an hour later the bell rang in my room, this was for me to answer the door. I walk down the two flights of stairs to the entrance and open the door.
A middle aged man and women are standing there.
Please come in I say feeling red with embarrassment and humiliation as they look me up and down. So your Sarah's Sissy boy the lady laughs. Yes ma'am I say. She suddenly puts her hand under my skirt and feels my cock in the panties. Definitely a sissy she laughs to her husband, I'm sure you know how to pleasure a proper man like myself hay girl he laughs and winks at me. I quickly show them into the library were Aunt Sarah is waiting |
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By (user no longer on site) 26 weeks ago
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By *rhuges OP Man 26 weeks ago
Cardiff |
I came almost immediately, you dirty girl Aunt Sarah complained,cage took my mouth off her teat and fed me my cum. She left me to clean up.
About an hour later the bell rang in my room, this was for me to answer the door. I walk down the two flights of stairs to the entrance and open the door.
A middle aged man and women are standing there.
Please come in I say feeling red with embarrassment and humiliation as they look me up and down. So your Sarah's Sissy boy the lady laughs. Yes ma'am I say. She suddenly puts her hand under my skirt and feels my cock in the panties. Definitely a sissy she laughs to her husband, I'm sure you know how to pleasure a proper man like myself hay girl he laughs and winks at me. I quickly show them into the library were Aunt Sarah is waiting |
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By (user no longer on site) 26 weeks ago
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By (user no longer on site) 26 weeks ago
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By *rhuges OP Man 26 weeks ago
Cardiff |
Thank you Jamie's says Aunt Sarah, curtsey like I showed you please then bring in the tea and cakes.
A Brandy for me says the gentleman, he was late 50s , obviously gentry ,the way he spoke the way he was dressed in ts and his handle bar mustache.
I served the tea and cakes and brought Sir Giles ( I later found out he was a sir) a brandy. Aunt Sarah points to her side were I go and stand while they chat.
Does this one give head asks Sir Giles, Not yet laughs Aunt Sarah but in time.
Oh he says I was looking forward to that. Giles does like a Sissy girl to pleasure him sighs Lady Caststair .
Well I'm not sure how good he'll be laughs Aunt Sarah. Jamie in your knees please What??? I say . Do you want a public spanking young lady she asks , oh I'd love to do that laughing Lady Caststairs.
I decide to get on my knee.
Giles opens his legs and I'm ushered between them. Giles unbuttons his flies and pulls out a flaccid cock . I've always considered my self straight, but never thought sucking a cock was repulsive.
Lick the tip Jamie Aunt Sarah tell me ,l lightly lick the tip, now lick and kiss his balls.
Giles's cock and balls were freshly shaven ,I actually found the experience a huge turn on and could feel my cock getting bigger.
Now pop it in you mouth dear instructs Sarah. I slowly put the cock into my mouth and feel it grow. Now suck on it ,but no teeth.
I start to suck up and down his now hard cock. Sir Giles sipps his brandy and sighs, like a natural cock sucker he laughs.
Sarah gently takes my head and moves it up and down Giles's cock, within 5 minutes Giles is moaning, he stiffens and I feel his hot cum in my mouth. My reaction is to spit it out. No! Says Aunt Sarah naughty girl that is totally disrespectful, swallow it now!! .I swallow it.
She has been disrespectful laughs Lady Jane, can I spank her? I do enjoy spanking a Sissy she Laughs.
If course you can say Aunt Sarah, hand paddle crop or cane. Oh my favourite is the crop says Lady Jane with glee
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By *aven3Man 26 weeks ago
Stoford |
Great stuff.Your Aunt could have a very profitable business,there. |
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By *usie pTV/TS 26 weeks ago
taunton |
  Lady Jane needs a good stiff cock up her bum that would teach her a lesson for inflicting pain on sissy boys. |
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Loving this story, bit of a fantasy of mine to be a maid for someone like your aunt x |
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By *avem30Man 26 weeks ago
barnsley |
Hope there’s a lot more to come |
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By (user no longer on site) 26 weeks ago
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More please |
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Fuckn hell sitting here with a dripping Hardon
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By *rego69Man 26 weeks ago
Chelmsford |
ouch the crop might be tad ticklish |
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yeah I'd choose the hand paddle, maybe the cane if used gently  |
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By (user no longer on site) 26 weeks ago
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By *rhuges OP Man 26 weeks ago
Cardiff |
I look at Aunty Sarah with eyes that said please don't make me do this.
Come along you silly girl smiles Aunty Sarah hop over lady Janes lap,Do not embarrass me! She said crossly.
I lay over Janes lap. She lifts up my skirt and put her hand inside my panties and feels my arse. Lovey atse Giles she smiles, has she lost her cherry yet? Ask Jane to Aunt Sarah, I wasn't quite sure what she was talking about. No not yet smiles Aunt Sarah, but I think someone may me willing to pay handsomely for it, looking at Giles.
Wack wack wack I feel the sting of the crop on my arse Wack wack wack I start wiggling and trying to protect my arse with my hands.
Put those hands down right now! Says Jane sternly and stop wriggling!!
Wack wack wack wack wack.
I'm now crying ,this seems to turn lady Jane on as she walks me harder wack wack wack wack wack.
My arse is stinging like hell, she stops and starts soothing my arse with her hand. What do you say to Lady Jane? asks Aunt Sarah . Thank you? I ask. Thank her for helping you in your training girl she says.
Thank you for helping train my I sniffle trying to dry my eyes.
That's quite alright she laughs, now be a dear and bring me a nice cold glass of wine.
I get up my bottom still stinging and bring them all a glass of wine as instructed.
Now says Aunt Sarah please remove your dress for our guests Jamie.
Now! She says. I quickly removed my dress, I'm now in purple panties with matching bray and white stockings.
Remove your panties please commands Aunty Sarah.
I removed my panties,I can feel my face go red with humiliation and embarrassment.
Lady Jane beckons me over and puts her hand on my cock , that's a nice sissy cock you have there. as she touches it ,it starts to grow. Bless laughs Lady Jane ,look at this little cocklette Giles. Sir Giles reaches over and squeezes my balls as Lady Jane slowly wanks me |
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By (user no longer on site) 26 weeks ago
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Great story come it going |
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Perfect start..we all need an auntie Sarah x |
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By *rego69Man 26 weeks ago
Chelmsford |
Got to go with it to the end. |
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