Sissy Training My Stepbrother – Part 5

Alexis opened the door to my closet and gazed at all my beautiful clothes inside as if they were Ali Baba’s treasure.

“Can I wear anything I want?” he said.

“Yes, darling – anything you like that will fit.”

I knew that quite a lot of my clothes wouldn’t fit him as I had a much more slender frame than he did. So he needed to choose the dresses which would skim his body rather be too form-fitting.

To help him, I chose an armful of the ones which could work and arranged them on the bed. His hungry eyes assessed them rapidly and then the clever boy selected a short red strapless one which would kiss his body in all the right places rather than cling to it. It was a scarlet chiffon shift which hung straight down and swung beautifully as he twirled in it. It would conceal that telltale bulge in the front of his panties. Until he got hard anyway.

I then invited him to look through my lingerie drawers and he rifled through eagerly – but with respect – as he selected a few beautiful things which caught his eye. Asking my opinion, we settled on a black silk satin strapless bra and a matching black silk satin thong.

Stockings were next and, of course, my little sissy tart selected the sheerest black silky 10 denier ones. Which I approved of since they were exactly the ones that I would have chosen. I knew they’d have runs in the knees later. Ripped to shreds. Possibly cum-stained.

Alexis already had the perfect pair of shoes to go with this outfit, of course – his slut elegant pair of black stilettos. He told me that he’d been practising with these in private for quite a long time. I asked him to show me his walk and sure enough my perfect sissy boy had a sexy sway to his walk which would do credit to any woman.

I touched up his lips using plenty of lipgloss

Changing the colour from hot pink to red to match his outfit. A touch more eyeshadow, a few smears of highlighter here and there and he was done! As he preened in front of the mirror, I smoothed out his shoulder length hair with my heated brush to make it extra shiny and bouncy.

Finally, I dressed myself by slipping into a short black number with a sky high pair of heels which made me almost as tall as Alexis. I touched up my face and brushed out my hair and we were ready! We actually looked like sisters. My sissy was utterly convincing. I sprayed us both with my Coco Chanel and then we tottered excitedly down the stairs in our high heels and out into the street so we could hail a cab.

Alexis got into the cab just like a sexy girl, keeping all his poise and sitting down in his short dress with his legs together and then crossing his legs so you could see all of those long thighs. I could see the cab driver eyeing him through the rearview mirror with approval. I had already told Alexis to resist chatting – and flirting! – with the cabbie as his voice would be a dead giveaway. So he batted his eyelashes and smiled prettily as I did all the talking. It was extremely important that we get to our destination. A lot of people were waiting to meet my freshly created and beautiful sissy.

Alexis didn’t quite know what was in store for him as I didn’t want to freak him out. But Alexis was wild and sexual by nature, just as I was, so I knew he’d figure things out.

We arrived at the club

It was a fetish club for members only which I had recently started going to. I loved it. I knew a lot of people there and I had deliberately invited several of them to meet Alexis. As we walked in, almost every head swung round to look at me and my gorgeous sissy creation. Some people knew who he was but a lot of people didn’t. They probably thought we were just a pair of sexy girls.

At this point, I attached a diamant√© collar around Alexis’neck to make things a bit clearer. “Just think of it as a pretty necklace darling”, I said, “But you also have to wear this,” as I attached a delicate black leather leash. Alexis obeyed, wide-eyed with excitement and a little fear as he followed me through the club, with his leash casually wrapped around my wrist.

I hope you enjoyed Part 5 of “Sissy Training My Stepbrother”!

In case you missed it, here’s Part 4.

If you would love to hear me read the whole story, you can purchase my audio from the store.

Love, Elizabeth


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