My older sister's best friend
N.B. This is entirely fictional.
My older sister's best friend was called Emma. She was a tall, slim tomboyish girl with her hair cut in a short blonde bob, soft blue eyes and very sexy full lips, and she had a sadistic streak to her as well. At the time I was a skinny and weak little girlyboy, and as soon as I confessed to my older sister that I loved crossdressing and being tied up, Emma would pinch and slap my bum in public, having a desire for seeing me humiliated, and knowing full well she could get away with it.
The first time my sister let Emma dress me up, I was in a school uniform, wearing a long Barbie-straight blonde wig, eyelids dusted iridescent light blue, eyes lined solid black, cheeks painted baby pink, lips painted metallic pale pink, and wearing a tight black miniskirt and knee-boots with skimpy black satin lingerie. She tied me up as tight as she could, cleave-gagged me with a white scarf, and challenged me to escape within an hour. As she was an expert in tying knots, I failed completely. She took plenty of Polaroids of me bound, gagged and helpless. I was unbelievably high during every minute of it.
The second time Emma dressed me up, I was in a skintight tracksuit top and leggings, just like the slutty girls on the estate who turned her on, and she dolled me up in a shiny black puffer jacket, tying me up, cleave-gagging me, pulling down my tracky bottoms and spanking me, then taking plenty of photos of me bound, gagged and utterly humiliated.
The third time Emma dressed me up, she had her own ideas for my outfit, so I stripped down naked. My outfit consisted of a low-cut white blouse with "Barbie" across the front, a baby-pink PVC skirt that barely covered my ass, a white satin thong and a white satin bra, with little black high-heeled pumps, and doll-like makeup including metallic lipstick and pale blue eyeshadow. After I'd entertained her enough, Emma tied me up, strapped a ball gag into my mouth and left me to struggle, knowing full well I wasn't strong enough to escape. After an hour, she tied a vibrator between my legs as well, adding to the sexual torment.
After two hours, Emma slinked into the room clad in a skin-tight PVC catsuit, her lips painted glossy dark blood-red and her eyelids dusted solid black. Her high-heeled pumps clacked loudly and she was wielding a very strict riding crop.
"What have we got here?" she murmured, her hand drifting up my bare thigh. I could barely breathe.
"A naughty little chav slut!" she snapped, raising my skirt and exposing my bare bottom. She gave my buttocks 20 vicious strokes with the riding crop, and I cried loudly into my gag, my tears smudging my eye makeup.
After she was done punishing me, Emma sat on my lap in all her black shiny strong glory and comforted me by pushing my tear-stained still-gagged girly face into her tight black plastic-clad chest, stroking the back of my Barbie blonde 'hair' and keeping me there until I stopped whimpering.
My older sister's best friend was called Emma. She was a tall, slim tomboyish girl with her hair cut in a short blonde bob, soft blue eyes and very sexy full lips, and she had a sadistic streak to her as well. At the time I was a skinny and weak little girlyboy, and as soon as I confessed to my older sister that I loved crossdressing and being tied up, Emma would pinch and slap my bum in public, having a desire for seeing me humiliated, and knowing full well she could get away with it.
The first time my sister let Emma dress me up, I was in a school uniform, wearing a long Barbie-straight blonde wig, eyelids dusted iridescent light blue, eyes lined solid black, cheeks painted baby pink, lips painted metallic pale pink, and wearing a tight black miniskirt and knee-boots with skimpy black satin lingerie. She tied me up as tight as she could, cleave-gagged me with a white scarf, and challenged me to escape within an hour. As she was an expert in tying knots, I failed completely. She took plenty of Polaroids of me bound, gagged and helpless. I was unbelievably high during every minute of it.
The second time Emma dressed me up, I was in a skintight tracksuit top and leggings, just like the slutty girls on the estate who turned her on, and she dolled me up in a shiny black puffer jacket, tying me up, cleave-gagging me, pulling down my tracky bottoms and spanking me, then taking plenty of photos of me bound, gagged and utterly humiliated.
The third time Emma dressed me up, she had her own ideas for my outfit, so I stripped down naked. My outfit consisted of a low-cut white blouse with "Barbie" across the front, a baby-pink PVC skirt that barely covered my ass, a white satin thong and a white satin bra, with little black high-heeled pumps, and doll-like makeup including metallic lipstick and pale blue eyeshadow. After I'd entertained her enough, Emma tied me up, strapped a ball gag into my mouth and left me to struggle, knowing full well I wasn't strong enough to escape. After an hour, she tied a vibrator between my legs as well, adding to the sexual torment.
After two hours, Emma slinked into the room clad in a skin-tight PVC catsuit, her lips painted glossy dark blood-red and her eyelids dusted solid black. Her high-heeled pumps clacked loudly and she was wielding a very strict riding crop.
"What have we got here?" she murmured, her hand drifting up my bare thigh. I could barely breathe.
"A naughty little chav slut!" she snapped, raising my skirt and exposing my bare bottom. She gave my buttocks 20 vicious strokes with the riding crop, and I cried loudly into my gag, my tears smudging my eye makeup.
After she was done punishing me, Emma sat on my lap in all her black shiny strong glory and comforted me by pushing my tear-stained still-gagged girly face into her tight black plastic-clad chest, stroking the back of my Barbie blonde 'hair' and keeping me there until I stopped whimpering.
3 years ago
