Chapters tagged cross-dressing

by grimbous

Chapter 37

“Wh-Wh-What’s that?” “Something you’re going to like. Something I’m gonna like. And something…I dunno, maybe we’ll both like.” Winona strides around to front of the love seat to face me. “Scooch over.” I slide to my left. With her foot she stops me dead center of the seat. Stepp...

by grimbous

Chapter 38

After our hug, our awesome hug, I sit back again and look down over the pretty nightie and panties spread out over my clothed body. “They’re so pretty.” I say. “So are you baby girl.” She pinches my chin. “I’m glad you like them.” “I do. I really do.” “I was so nervous.” She...

by grimbous

Chapter 124

I cling to Winona and lay my head on her shoulder as her warm, tight hug fixes everything. “I should have trusted you.” She whispers. “You d-didn’t know.” I whisper back. “I shoulda talked to you first. I w-wasn’t thinking.” “I wanted you to come up here tonight. So we could ta...

by grimbous

Chapter 186

Once Winona had hugged my blues away we return to our costuming. One of the things I treasured most about my girlfriend is that way she had of dealing with my emotional episodes yet kept everything feeling natural and normal. She never made me feel ashamed of my feelings or my re...