Free Sissy Boy Spanking

This is the FREE spankred3d Sissy Boy spanking page

This is the free sissy boy spanking picture and story page. For those boys who like to be girls. Dressed and forced to dress in cute sissy dresses and uniforms. Then spanked over the knee by Uncles, Aunties and others who enjoy a boy dressed up as a girl. Here you will find pictures and stories that are inside the full member’s section of spankred3d.

Stories that start with a boy finding out that he enjoys being put into a schoolgirl outfit or dressed up in a pretty dress and panties. That sissy’s that like a nice red hot stinging ass. Put across the knee for a smacked bottom in silky or frilly panties.

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Big Sis Is A Sissy Boy Spanking Fan

This big sister is a kinky young girl. Into lots of naughty things such as spanking. The very idea of smacking the cheeks of another schoolgirls little bare ass drives her crazy. Thinking about this constantly she finds out that her younger brother has been peeking at her internet history.

Looking at all the spanking sites she has bookmarked. Pictures of naughty schoolgirls with their panties down being spanked and caned hard. Showing the effects of a well-punished bottom. After quizzing her little Brother, she strikes up a deal. Threatening to tell Mum & Dad, plus all his friends.

She tells him, they will be playing in the attic some weekends when Mum and Dad are out. Big sis has already decided that he will be wearing some of her old clothes. Especially her old school uniforms, including panties and a few other items she has found. She will record the spankings on her smartphone. A long spanking session follows. Rounded off by nice afternoons caning session up in the attic. For her new feminized little brother.

A nice little sissy outfit for real spanking fun

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This Free Old Sissy Boy Spanking House

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Naughty sissy boys are taken to the deserted old house where they will get a free sissy boy spanking hopefully won’t get spied on. Especially while they are being spanked across their panty-clad red hot bottoms. The middle-aged woman gets her kicks by spanking and caning the boys bare asses redraw. After she has chosen a cute little pinafore dress or schoolgirl uniform. Forced them into a pair of silky panties, plus stockings, knee socks or a little skirt. As well as a pair of high heeled shoes.

The OTK spanking is just a warm-up. The main event for the sissy boy is a really hard thrashing with the rattan junior or Senior cane. A riding whip or maybe a switch from outside could also be used.

The boys get their reward after the beatings have stopped. A good hand job from the lovely lady that made their butt redraw. Usually, over her lap, they are milked by her strong latex-gloved hand. Until they cum. If they are naughty or have taken their canings well. They will be made cum in the silky girly panties they are wearing. Then made to walk home in them. Still stinging from the thrashing they got earlier. 

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Try a visit to the real sissy store
Try a visit to the real sissy store

Sissy Boys Will Be Girls

Sissy boy spanked by older sister red ass spanking forced feminized dress Sissy spanked by older sister OTK smacked bare bottoms

Big Sister love to smack the bottoms of boys and girls. Especially girls, or boys dressed up as girls. Even more so when her little brother, who she spanks on regular basis. Dressing him up as a schoolgirl or girl guide, in cute panties and knee socks with some slightly heeled buckled shoes. 

She was delighted when his young friend and playmate admitted to having a bit of a crush on her. Shortly after this admission, he finds himself quivering with a mixture of fear and excitement as she is putting some stockings, silky panties and a cute outfit on him. Told him he is going to have his pert little bare bottom smacked hard. For staring at her very sexy curvy figure and getting too excited.

This sexy older sister has also promised that if he takes the spanking over her knee. She will be so very kind to him afterwards. Promising to look after the obvious stiff rod that’s poking through the tight silky panties. He will be given the best hand job he has ever had.

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Attic Spanked Sissy Boy

Maids Uniform for a nice red hot smacked bare ass over the knee for Sissy Boy spanked bare bottom sissy otk naughty little blue dress and panties

After the primary experience with Mr Penning, Paul was in his typical Saturday evening position, over Mr Penning’s lap in an outfit. This was a top pick of the more established man, a Maids Uniform with all the decorations including the Mary Jane Socks and the clasped shoes, not failing to remember the, presently warm velvety frilly undies. Paul knows as a matter of fact after a pleasant smacked base warm-up over the underwear he will be exposed to some corner time then a bar base smacking that is somewhat harder.

After the primary experience with Mr Penning, Paul was in his typical Saturday evening position, over Mr Penning’s lap in an outfit. This was a top pick of the more established man, a Maids Uniform with all the decorations including the Mary Jane Socks and the clasped shoes, not failing to remember the, presently warm velvety frilly undies. Paul knows as a matter of fact after a pleasant smacked base warm-up over the underwear he will be exposed to some corner time then a bar base smacking that is somewhat harder.

Check Out Some Real Sissy Costumes The Maid Store Sissy Outfits

See the full stories inside of Mr Penning & his red assed Sissy Boys 

Sissy Boy spanking at Uncles with pretty dresses panties and stinging red hot ass and a nice caned bare bottom

An innocent weekend while Mum’s away with Uncle, who is also alone. With not much to do and a young nephew to entertain on a rainy weekend. What could possibly happen to this cute boy with a bit of a naughty secret

To see all the 1000’s of Sissy Boy spanking pictures and picture stories enter the member’s section now

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