Chapters tagged cross dressing

by grimbous

Chapter 15

My class, race, and stats determined we move on to the finer details. As we nibble a bit at our suppers Winona guides me through choosing my skills and spells. I just loved the way she shone with the energy of a true geek. In sharing her hobby I could glimpse that same joy, that...

by grimbous

Chapter 41

I rush back toward the washroom but pause before I pass through the door to glance over toward the dresser. Reading my thoughts Winona says. “Go ahead Sprout.” I hurry over and take the makeup kit then head into the washroom and close the door behind me. I hang the towel up and s...

by grimbous

Chapter 42

Setting down her wine Winona turns and looks at me with scorchingly sultry gaze. She reaches out to cup the back of my head and slowly pull me in. “Ohhhh.” I sigh softly through slightly parted lips. Just half a foot apart she stops and holds me there as her eyes explore my fac...

by grimbous

Chapter 44

With those three words she lets go of my hair. Her hands returns to her hips and she stands over me like some all conquering superhero. Even without the extra support of her hand around the base of the shaft Winona’s Queen-sized cock defies gravity to stand hard and proud! To se...

by grimbous

Chapter 45

“That’s it baby girl.” Winona croons in a deep, sultry voice. “Suck Daddy’s big, fat cock.” “Mmmmm.” I moan blissfully. I let go of her shaft and grip her firm thighs as I begin to bob forward and back on her massive schlong. I savor the taste, the feel, the smell, the weight, e...

by grimbous

Chapter 56

Bella slices through the calm evening water. With me at the wheel and Grandpa chillin behind me I tell him about the most incredible night of my life. “The party was so fun. It was a really good group. Cain and Riley were there. There was a new girl named Briar. She’s studying c...

by grimbous

Chapter 93

I start with a hot shower and a thorough shave. Thorough as in EVERYTHING from bottom of my nose right down to my feet. Not that I had much hair coming in, and it being so fine and a pale blond it was nearly invisible when it did anyhow, but I wanted to do this right. I wanted to...

by grimbous

Chapter 94

In no time at all I have our supper whipped up. It was a double stacked beef burger and microwaved baked potato for her and a salmon patty for me, with a healthy side of steamed veggie for both of us. Having somebody to cook for made it so much more fun and rewarding than prepari...

by grimbous

Chapter 95

I continue to suck Daddy’s big cock. Winona continues to rub my caged clit and tease my taint and butt with her middle finger. With my hands I hold the base of her thick shaft and softly play with her warm, supple scrotum. I do try for her pussy but she guides me back again, wish...

by grimbous

Chapter 128

As Winona begins to move I wrap my arms and legs around her tightly and bury my smiling face into her shoulder. I was smiling because I knew what she was about to do. With a grunt of great effort she tries to heave herself up to standing while still holding me to her. The first a...

by grimbous

Chapter 162

The drive to the thrift store was just plain fun! With Winona driving, Kayla in the passenger seat, and Briar and I in the cramped back seats of Winona’s truck since we were the two smallest the four of us joke and giggle and dance in our seats and sing our way through Haven Poin...

by grimbous

Chapter 163

My friends and lover show endless patience as I browse the racks of women’s clothing. With suggestions, advice and encouragement they guide me through my first time shopping for baby girl. I discover that shopping the lady’s section was an entirely different challenge than the ge...

by grimbous

Chapter 177

In my room aboard the Anna Bella I stand staring down at the pretty green sun dress laid across my bunk. I was nude except for my panties and every inch of my bare skin tingled in the slightly cool air. A shiver runs through me. This was so different than up at Winona’s suite. U...

by grimbous

Chapter 178

Stepping out into the sun my breath catches as the fresh ocean breeze licks my bare legs and lifts the skirt of my light dress. Free of hair the smooth flesh of my legs comes alive as the wind caresses and cools. Shaving my legs was nothing new but having nothing but panties belo...