Lederlady ❤

Night In With Aunt Bridget

It was a pleasant evening with Aunt Bridget. A few drinks with her favourite nephew and an opportunity to relax for the weekend. They laughed and joked and she sat, crossing those long, booted legs…..something that her nephew was paying close attention to.

The nephew adored his Aunt. She was the younger and glamorous sister of his frumpy, strict mother. Her dress sense was sexy and very appealing to a young man. He stirred uneasily as Aunt Bridget once again crossed her legs. She noticed his discomfort as she sipped her wine…..he in turn took a massive gulp of his drink as she asked him what the matter was.

He blurted it all out. The sissy fantasy he harboured since being a teen. The desire to wear lovely clothes, be made up and to shamefully be forced into sissy bondage and whoring. Too much drink had loosened the boy’s tongue and Aunt Bridget nodded sympathetically. You see, she knew all about his little habits. Many previous visits resulted in her panty drawer being disturbed, her shoe collection had also been touched. Her special dress up box was left open, with her range of wigs obviously taken out. Aunt Bridget loved to play all manner of games with her gentlemen friends and her wardrobe reflected those fancies.

With the nephew looking slightly dazed at how he confessed so readily, Aunt Bridget rested a perfectly manicured hand on his knee and told him to come upstairs with her. They entered her bedroom and she flung the wardrobe door open along with her panty and nylon drawer. She commanded him to pick an outfit, some underwear, heels and a wig of choice. With a trembling hand, he selected a mustard yellow sweater, short black skirt, patent heels and dark shiny nylons. She ordered him to pull on the nylons first as she knew the feeling against him would be heaven, and she was right as he then put on the pink panties he knew so well, with the strawberry blonde wig finally placed on his head.

Aunt Bridget smiled and with some help, he had an impressive rack stuffed under the sweater to go along with the rest of the ensemble. The makeup was applied and little sissy nephew was seated in front of the dressing table mirror hypnotised by his reflection.

But things weren’t going to end there were they? The bondage fantasy was now the true elephant in the room…..and dearest Aunty revealed the box hidden at the bottom of the wardrobe. Nephew had always been very curious, but the container was always locked. Aunt Bridget went to her jewellery box and found the key, slipping it into the lock and lifting the lid. The box was a haven of bondage equipment….gags, cuffs, rope, bandage wrap and tape. There were other things in there that her innocent nephew wasn’t sure of, but they would be explained soon enough.

The rope was expertly applied around his torso and legs. To nephew’s shame, his cock was bulging through the pink panties and Aunty hitched the skirt up to confirm her suspicions. She felt the offending lump and he had leaked a little through the nylons and panties. She tutted as she pulled her own panties off and balled them up. He opened his mouth without any prompting and she placed her warm, moist underwear behind his slutty red lips. The red bandage was wrapped tightly to seal the gag in place and he moaned softly, struggling against the ropes and trying to dry hump Aunty’s booted legs. Another tut was his reward as Aunt Bridget sat down on the bed and retrieved her phone.

She snapped a few pics of sissy nephew and told him that his fantasy would be a reality tonight. Aunty knew some friends who loved their games too….a charming couple who were very open minded. She made nephew watch as she sent the photos to her friends and the resulting replies. He whined at the thought of being seen like this and who knows what else. He stared down at his stiffening cock, betrayed by the thought of being a used sissy.

Aunty gently kissed his gagged mouth and produced a gleaming steel chastity cage. It seems she was more than used to dealing with these situations and she shushed the wretched slut as she called her sister. Apparently, sweet nephew will be staying over tonight.

So don’t wait up, Mother.

Sissy dip lower on that Curtsey, Lift that skirt a little higher…there you go see we should always see the front of your panties just slightly..well if you didn’t have to wear crotchless due to your dripping issue..hold it let’s take a look…see I told you the spiked cage would help with that..I guess we could technically go back to the full front panties but I really enjoy the crotchless..ok keep practicing that Curtsey in the mirror…be proud to show off that little cage..

OH, and Sissy just so you know I see those painfull grimaces, I know you’re still lusting, don’t forget I have a smaller stricter spiked cage if that doesn’t stop in the next few days…back to practicing..we’ll be starting lisp training next.

Mmm who's my good boy?

The intoxicating nature of a dom is partly the way that they act as both your captor and savior. The one inflicting torture and the one soothing your wounds. They are your alluring monster and your shining knight, the field medic dressing your wounds and the scientist running experiments on you because they find you oh so interesting they just have to know more about you. They are comfort and danger in one delicious, multifaceted package.

By Design #4 - Emilia Clarke

Are lost boys allowed to cum in their cages?

Generally no. If they can do it easily then it usually means its time for a  new cage.

Now, I don’t consider a monthly prostate milking to be “cumming”.