She had walked up to me at the party and asked me if I was in it to win it. She smiled at my confusion and giggled at my answer of "What?" She leaned in closer, "Are you in it to win it?" Then she leaned over a little more to show a generous portion of pale white cleavage in her top. When my eyes reached her face again, she winked. I was very much in it to win it. She giggled again and walked away into the crowd.
She was dressed in a witch's costume, or at least I assumed it was, from the flopped over pointed hat on her head. The rest of the costume may as well have come from a number of fantasy wardrobes. It had an off the shoulder purple spangled dress, nearly sheer, with wizard's sleeves. A waist cincher of black velvet tied around her middle with two rows of purple ribbon. The straps holding the cincher in place made sure to keep those delectable twins up and bouncy. The skirt of the thing was short. Very short. When she walked away I followed with my eyes glued to the flounce of her skirt, with every step showing the bottom of very bare ass cheeks. Down her legs I saw the garter strings being met high on her thighs to fishnets that led into a pair of lace up black vinyl boots at the knee. These too matched, being tied with the purple ribbon. The boots added about 4 or 5 inches to her height. When I was in it to win it with her, I hoped she kept them on so we could fuck standing up.
Mid way through the crowd of gyrating monsters, mummies, and pop stars she turned back to me and bit her lip when she confirmed I was indeed following her. Under the dance floor lights I caught sight of just how sheer that outfit was. Dark outlines in the top showed me just how hard her nipples were. I groaned realizing just how hard I was simply by following this witch through a crowd. Watching the sway of the hips, the ass cheeks teasing me to spank them as she went.
Outside she had stopped by the side of the door waiting for me. She was smiling at me again. "My place or yours?" Such a normal simple question. She turned toward a cherry red '67 Impala, opened the door and hopped in. She leaned over and opened her passenger door. "Aren't you coming to win it?" She asked me. I got in.
"So mine or your's?" She asked turning the key in the ignition. A little mmmmmm sound came from her as the engine purred to life.
"I'm at the hotel on the corner."
"Good enough." She pulled her car out of the lot and we were on our way.
"So what are you doing in town?"
"I'm supposed to be doing a piece on Hallowe'en crimes in the city."
"You don't sound very into it. You're not even in costume."
"I usually hate Hallowe'en. I don't see the point of dressing up as something and doing the same thing you'd do any weekend night. It makes a lot of people look stupid and gives them an excuse to let more loose than usual, causing a rise in crimes and violence. Something about masks and the changing seasons always means bad things happen." I shut up realizing I was sitting next to an obvious Hallowe'en partier.
"Well, let's hope we can create some different impressions of the holiday for you." She smiled at me and I relaxed. I hadn't fucked it up.
She pulled into my hotel lot, and followed me through my lobby where she waved to the desk man who was gawking at her, and up the elevator into my room.
I let her in and turned to lock the door, and put up the do not disturb sign. As soon as I turned around, she was on me. She pressed against me, and kissed me. Hard. Her tongue found its way into my mouth and taunted mine into playing along with hers. As the kiss ended, she licked my lips and nipped my bottom lip. For reasons I will never understand, I took this minute to try and introduce myself. "I'm..." She kissed me again briefly. "In it to win it." She said and dropped to her knees smiling.
She unfastened and unzipped my jeans in record time. My cock jutted up and out in my boxers. I pulsing at the thought of this witchy lady wanting to devour me between those cushioned lips. She dragged my boxers out and off of me, watching my erection bob into place before her face. She grinned at me and started the best blow job of my life.
She took my shaft in one hand and lifted it so she could lick and suck my balls into her mouth. She moaned slightly as she started licking figure eights at the bottom of my sac. When they were lathed enough she began sucking on them. Gently, one slid in through her lips, and over her teeth. While lapping at my ball inside her mouth, she started to stroke me very lightly. She let my very soaked ball out slowly, and moved to the next one proceeding to groan as she took it in, making me feel the vibrations through my being. Her mouth moved again and then all of my sac was in her mouth with her humming and moving her tongue over and under them. Usually my balls were neglected, this lady knew how to treat them right. With a slight tug from her lips she let them out with a pop sound. Her tongue found its way to the base of the sac, and licked me like a giant ice cream cone all the way to my tip. I had started to ooze precum at some point and she lapped at it. She left the tip of my cock on her tongue and moved it into her mouth. I could feel her tongue beneath my head and the heat of her breath around it but no lips, and, oh, I wanted those lips to wrap around my cock. I tried to fit more of myself in but she pushed me back against the door. When I looked down at her, she winked at me, and shook her head no with my cock hitting the soft sides of her mouth.
Finally, she moved my cock to the very tip of her tongue in her mouth and pursed her lips in a kiss sucking my cock into her mouth in a deliberate fashion. Easing it over those pillowy lips in an achingly gradual manner. She licked around my tip in devious swirls, using my own precum to added to the slickness of the movement. Suddenly she popped me out, wiped her mouth on her sleeve and stood up.
"Get naked and lay on the bed." I stood staring at her for a minute not quite sure what was going on but knowing my cock was yelling at me to get on the bed.
"Did that seem like a request? Did you hear a question mark?" She stood at the end of the bed waiting for me to move away from the door.
I undressed as I went, untying and removing my shoes, walking out of the puddle she made of my pants and underwear, Flinging my shirt onto a chair. I stared at the bed when I got there, hesitant.
"Lay on the bed?"
"Don't you want me to finish what I started?" She asked.
I jumped on the bed and laid down. I was still dripping precum and could feel it flowing down my cock. She moved onto the bed and swung her leg over, straddling my erection against her pussy lips. She ground herself against my shaft. She leaned over, and her nipples were hard as eraser tips moving against my chest. She nipped my earlobe and whispered, "I have an idea, can I tie you up?"