I was naked.... in front of a woman I barely knew. My hands had shook as I took off my boxers in front of her. She was fully clothed and wearing a deep smile as she examined my body.
I felt her eyes roving across my body. I covered my groin with one hand as she seemed to examine me. I had always been teased for having a frail and small body and I braced myself for the commentary. Her words surprised me.
"Mmmm yes.... I thought so. You will do perfectly."
I did not understand why she said that but I was glad at least it was not laughter or some other humiliating comment. I turned away from her and walked over to the bed and examined the items. It seemed natural to start with the panties. I trembled as I held them up. They were soft... softer than any fabric I had ever worn myself. I stepped into them and tried to pull them up, even my skin on my legs seemed to enjoy the whisper soft touches of the panties as I slowly slid them upwards.
When I got to my knees, I noticed a problem. With my boxers I could just slide them on no matter what position my legs were in but these panties felt small. I had to squeeze my knees together to get them past my knees.
As they crept upward, my inner thighs had goosebumps as they hugged the skin. I whimpered a soft and quiet moan. I pulled them up finally as high as they would go. In the last moments, two things happened at the same time. My cock was suddenly encased in a silk prison and second the fabric on my behind shockingly dived deep between my crack. I had... never felt anything like it before. It was like someone had firmly placed something against the most private parts of my body. Like someone was touching me...
The wave of sensations was too much and I fell forward against the bed. My arms had caught me mid-fall and my hands propped me up. I panted as my body flushed red and my cock hardened but could not escape out of the panties. They instead were trapped inside of them constricting how large my cock could get.
As I was trying to process the new feelings, I felt her come up from behind me and hug me. Her hands roaming around my soft hairless chest and creeping down towards my groin.
"Yes... that's it.... don't they just feel divine? Don't they feel... amazing?"
She whispered in my ear as she took one finger again and this time stroked the outline of my cock through the panties up and down.
"See... I just think it is so unfair that boys have to wear that ugly rough clothes. Panties are so much prettier and feel so much better.Wouldn't you agree...?"
I was going crazy... I could not think at all as she relentlessly lightly caressed my cock. I whimpered in response.
"Yessss.... that's right... I knew you would agree with me... See I just knew you would feel... so at home... with these on... Doesn't it just feel so right...?"