Jane gets dessert

At this point it seemed like Natalie was more or less incapable of resisting me. After suggesting we go up to bed, I get up off the couch and pull Natalie up to me. Once on her feet, her bunched up dress slides to the floor and she steps out of it. Throwing the dress to the side, I keep one hand around her waist to support her.

"Okay baby, let's go," I say as I turn her around 180 degrees and urge her to walk forward. As we walk I have both hands planted firmly on her hips, rubbing her skin gently as she slowly trudges towards the stairs and then up them.

At the top of the stairs, I guide her towards her bedroom. My room was certainly nicer, and my bed much bigger, but there was something appealing about doing this in her room. In many ways it was still the room of my teenage son. We hadn't had the chance to fully redecorate quite yet. We had just bought her a new comforter and matching pillowcases yesterday, she objected at first but I managed to convince her to get something reasonably girly, a yellow and white polka dot pattern. Soon those polka dots would be the backdrop to her first night as a woman.

Setting Natalie down on the edge of the bed, I head to the bathroom and fill a glass half-full with water before spiking it with the sedative. I stir the mixture with the handle of my toothbrush until it dissolves and return to her bedroom. After I hand her the glass and she starts drinking, I step back for a moment to admire her beauty as I stand in the door way.

Pale freckled skin, gorgeous red hair, well-shaped C-cup breasts, tall and fit all around. She was something else.

Needing a minute for myself, I search for some trance music on my phone and play it for Natalie before I head back to the bathroom and lock the door.

I peel off my cotton boyshorts and let them slide down to my ankles. After admiring the view of my pussy for a moment, I pop my purple pill and brace myself for the coming change. Keeping my eyes up, I ignore what is happening below as I groan in pain, clenching all the muscles in my body as I tense up in reaction.

In a minute or two the pain dulls and my groans devolve into heavy breathing. Finally I look down at my crotch, and examine my new cock. My new appendage is flaccid at the moment, maybe three or four inches long, average girth, and uncircumcised. I'm curious to see what my little guy will look like when he's ready to go, but that can wait.

For now I pull my boyshorts back up, the outline of my penis visible to anyone paying close attention.

When I return to Natalie's bedroom, she is sitting cross-legged in the middle of the bed, vibing to the music. I decide to turn out all the lights but I leave the music playing.

Feeling confident, I walk over to the twin-sized bed and crawl on top, placing myself directly in front of Natalie. Reaching out in front of me I place my hands on her shoulders and gently push until she is laying flat on her back. Crawling on all fours, I move over her and lean down. Slowly I lower my head and my lips approach hers inch by inch, until they are touching, and I begin kissing her sweetly, using no tongue at first but sucking and nibbling on her soft lips.