Seduction, Part 6
Elly came over a few days later, smiling as she saw my feet poking out from the bottom of my jeans covered in the white thigh-highs she had bought for me.
"Excellent. All dressed and ready!" she said.
"For what?" I asked.
Without answering, she pulled a box from the bag she was carrying and handed it to me. I looked like a show box, and taking the lid off, I saw a pair of black high heeled dress shoes. Women's shoes. A 3 1/2 inch pump, I would learn.
I grew hard in spite of myself. "What's this?" I asked her. "I can't go walking around in high heels," I said, putting up some resistence to her latest wardrobe change for me.
"Oh, silly," she laughed. "You're going to have to practice before Halloween! I don't want you breaking your leg when we go out. That wouldn't be much fun."
"Practice? What's wrong with just wearing heels that night?" I pressed.
"Humor me for a second. Sit down, put those on, and walk across to the kitchen and back." She replied.
Rolling my eyes, I took the shoes from the box. She helped me put them on as I sruggled slightly at first. My toes were a bit crunched up at the front, but they seemed to fit right. Standing, I almost twisted my ankle right away trying to stand up straight as usual. "Give me a second here," I scolded her as Elly gave a little giggle.
Walking forward, the usual heel-toe movement threw me off as my heel kept rolling around the small spike that was supposed to support the back of my foot. I started to shift to a little shuffle, which didn't seem to work much better. I tripped as I got to the kitchen to turn around, grabbing the heel on the raised tile and nearly taking a header.
"See?" Elly asked and then clapped her hands as I nodded my head.
For the rest of that week, as soon as I entered my apartment, or Elly's, the first thing I did was put on those heels. By the end of the week, I was almost a pro, though I almost fell as I fucked Elly, standing, her legs on my shoulders as she lay back on the bed, my hands on her hips, pulling her roughly onto my cock. Our usual position that week revolved around different positions with her on top. She found it a turn on to face away from me, her hands running up and down my stocking-clad legs, tracing the edges of the shoes on my feet.
The following week, two weeks before Halloween, she brought a new pair of shoes - these 4 inches or so in heel height. I couldn't believe the difference, and felt like I was starting over again. My legs and feet were killing me the first couple days.
Elly's favorite time was just when I put on the heels. She'd immediately drop down before me, perched on her toes, and slowly stroke my cock, which seemed to be in a constant state of half-arousal lately. Her tongue, moving slowly up and down the underside would quickly bring me full to life. She'd say how sexy I looked - wearing her bra, or teddy, or maybe a one piece or merriwidow. Then swallow my hard cock, looking into my eyes as her mouth moved back and forth over me. Fingers would trace over my skin; thighs, ass, cupping my balls, as she masterbated with her other hand. Then as she felt me getting close, I could feel her fingers, lubed with her juices, pressing at my ass. Sometimes she would take me fast, fingers plunging into me as her mouth and hand worked like a blur on my cock. Other times, she would savor it, maybe just suck on the head as her fingers slowly moved back and forth.
One day she stopped before going down on me and asked me to walk for her. I walked flawlessly in the 4 1/2 inch pumps across the bedroom, but suddenly she said "Stop!"
"What?" I asked her.
"You're moving like a guy too much. You need to move more like a woman.. with your hips."
"How am I supposed to do that?" I asked.
"Hmm.. come here.. I might have an idea." She replied.
Going down on me, I wasn't sure how that was goign to help me walk more like a woman, but I was sure enjoying it. Then, instead of Elly's fingers, I felt something else pressing against me and looked down. "Trust me baby," she said, precum dripping from her lips, her other hand wrapped around my pulsing member. I was in no condition to argue, as she slowly worked a medium sized butt plug into me, finishing me off as it filled me.
After I recovered, Elly spanked my ass once and smiled. "Now try..." she said.
As I walked, I could hardly concentrate for the sensation of the plug in me. But for whatever reason, I could feel my hips swaying a little as I walked and I turned when I heard Elly clapping excitedly.
"Yay! It worked, baby! Now swing your hips over here and fuck me!" she cried.