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Charitable Sissy Dresser

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By *aul-C OP   TV/TS
5 weeks ago

Winsford

I may be a bit over cautious but travelling to the next town to buy some shoes I’d seen in a charity shop window was typical of me. I arrived just before they closed but the lady was really helpful and told me I could browse if I wanted to as she wasn’t in a hurry.

I told her the shoes I wanted and confirmed they were a size I could get into (41) and she put them to one side for me. She then seemed to watch me like a hawk as I browsed the skirts rail, and then moved onto the dresses - I was self conscious but carried on.

I turned around and jumped out of my skin as she was stood so close to me as she said “we’ve some new stock in the back - what size are you, size 12 or 14?” I was rather taken aback, got somewhat flustered, and probably blushed too!

“Oh it’s OK, my husband is a sissy too so don’t worry” and as I tried to digest that she moved away saying “give me a sec’ I’ll just lock up” and my tiny little mind was still in turmoil when she returned and instructed me “come on, let’s see what we’ve got”

As I followed her into “the back” I quite enjoyed watching her hips sway and noticed her shoes were very much like the slingback heels she’d put behind the counter for me, and as they’re my favourite style I was liking her even more.

“Right then” she said as we arrived in the store room, “what size are you” and before I could answer she said “you look like a 12” and proceeded to rummage around mumbling about something that would really suit me.

I was flummoxed but as she handed a wrap over dress to me, another of my favourites, she announced she was going to get the shoes and encouraged me to get the dress on as she couldn’t wait to see what I looked like.

I was struggling with the ties of the dress when she returned, and in a very assertive way she told me to “come here” and as I responded immediately she said “let me sort this out”, unravelling everything to start again, and noticing the massive bulge in my boxers casually observed after tutting and shaking her head that “we’ll sort that out later”

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By *reed maid carley cumdumpTV/TS
5 weeks ago

exeter

Nice start, wish that was me xx

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By (user no longer on site)
5 weeks ago

Can't wait to read more.

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By *arethwallaceMan
5 weeks ago

portsmouth

Love this start very much please carry on

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By *exyianTV/TS
5 weeks ago

southampton

Mmm nice

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By *ndrews642Man
5 weeks ago

exeter

Lovely situation to be in!

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By *i14Man
5 weeks ago

Rayleigh

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By *iHubby73TV/TS
5 weeks ago

Durham

Great start

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By *achealtvsubtoyTV/TS
5 weeks ago

hoddesdon

Bravo, most stimulating.

I have bought lots of hosiery from charity shops and some vintage foundation wear.

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By *needbottomMan
5 weeks ago

Aldershot

Wow need to hear more of this x

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By *ropemeMan
5 weeks ago

west somerset

Sounds awesome keep going xx

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By *ralBiguy63Man
5 weeks ago

manchester

Please continue

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By *ndy Tohave.TV/TS
5 weeks ago

MINEHEAD

More please.

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By *oncouleMan
5 weeks ago

Guernsey

Lovely start! More please!

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By *otwillyMan
5 weeks ago

Scunthorpe

Interesting start

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By *ustinabitMan
5 weeks ago

dromahane

More please.

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By *ohn19742Man
5 weeks ago

COVENTRY

More needed

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By *uckmehardMan
5 weeks ago

dudley

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By *ozcdTV/TS
5 weeks ago

travelling

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By *ubcuriousMan
5 weeks ago

Colchester

Watching this...

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By *ooyoome5TV/TS
5 weeks ago

Lanark

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By *usan 749ukTV/TS
5 weeks ago

Bangor

Good start

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