"You Want What?"
My girlfriend of two and a half years had just left me and I was really pissed about it. I had been a good boyfriend. I had been nice to her elitist asshole friends, I had gone to her parties, openings, social events and corporate events and pretty much kissed the ass of anyone she thought might be of use to her career. I knew she was bitchy...I loved that about her. None of my friends got it but I didn't mind doing any of that shit...for her.
Veronica was magnificent. She was tall and willowy with golden hair and amazing blue eyes...and brilliant. I admired that everything was simple for her. But she was cold...and a selfish lover. I spent as much time hating myself as I did loving her. I wanted her back, so I called Jessica.
I grew up with Jessie and she was best friends with my little sister. She was a little redhead with the kind of body that comes from riding horses bareback and swimming in any body of water she could find over a foot deep. We flirted constantly for years but she was five years younger than me and when I was 21 and fresh home from the Army, it just didn't seem right. She seemed so much more knowledgeable about "things" than she should and I just felt creepy discussing them with her. So I sat her down when I thought the flirting was going too far and did the adult thing. I told her we were friends...period, and could stay that way if she could get her little teenage brain wrapped around that idea. She cried for a week and then seemed OK and we went back to being friends...without the flirting. I really did try to see her as a little sister.
Later, she went off to college and I went back to chasing more age appropriate skirts. College is where Jessie met Veronica. They were in a lot of the same classes and activities, but had little else in common. I gave my sis a ride up one fall to visit Jessie and stuck around for the partying and the pussy. I am a clean cut guy with a square jaw so I clean up nice and Jessie wanted to get some of her art in front of some more classy people, so she asked me to go with her to a party for art aficionados. Veronica liked some of her work and had reluctantly invited Jessie to meet some of her friends. When Jessie introduced us she looked at me like a piece of meat...at dinner time. Veronica abruptly told me to go get her a fresh drink, so I just as abruptly told her to kiss my ass. Perhaps I cleaned up nice, but I was still tact deficient. I turned and started to walk away and she threw Jessie's drink at me. A half hour later, when Jessie came looking for us, she found me fucking Veronica in the bathroom of the "patron's" Mother-in-Law suite.
For a second I saw it...and my heart broke a little. Then she just laughed and walked away. Veronica laughed too. I didn't.
Veronica and I started dating and did all the normal shit you are expected to. We moved in together, bought furniture I didn't like together and everything seemed fine. I expected Veronica to alienate Jessie like she did all my other friends, but after we started dating she seemed to make extra efforts to include her. Still, Jessie drifted away. I hated using her for this, but I was upside down. I was lost.
There was a knock on the door of the hotel room I had gotten so I put down my third stiff scotch and went to answer it. I was stunned. Jessie had let her auburn hair grow out some and she wasn't in her normal faded jeans. She was wearing heels, a mid-thigh length skirt and a short jacket that was tailored to show off the figure that she had never cared about. She smiled broadly with a little evil look that told me she was glad to see me, but she was more glad that I was glad to see her. I offered her a drink and told her everything.
As I was telling her about what was going on, She unbuttoned her jacket and pulled her feet up under her. At times she looked mad, at others sad, but she listened quietly. While I was talking I had difficulty putting the words together because her damned perfume was so...distracting. Anyway...I fought my way through it and then pleaded. "Can you help me, Jessie? Can you talk to her and find out what is going on? Help me get her back?"
She stood up and turned her back to me. Her ass was at eye level not three feet away and I couldn't help but notice how perfect it looked in that uncharacteristic skirt. I chided myself and resolved to focus. She spun around quickly and said she would help me. She spit the words at me like she wanted them to wound. I was confused by her malice. Then she said something that completely floored me. "I will do this, but it will cost you." she said cooly. "I'll let any man break my heart once, but if you come back for seconds, a price must be paid."
"Now wait a second, Jessie...what the Hell are you talking about?" I demanded, expecting her to shrink the way she did when she was a kid. It didn't work.
"If I have to tell you, you deserve every bit of what's coming...especially if I actually get that fucking cunt to take you back". But you aren't hers right now...and you need ME for a change."
Suddenly I realized she wasn't the same little girl I had to straighten out all those years ago....Jessie was all grown up, and she was PISSED…at me! "I'm sorry Jessie, I never should have called. It was wrong to involve you in..."
"Not yet you aren't. But you will be. I am going to help you get that miserable bitch that is eating your soul back, but I want something in return. I want a part of you that will never be hers."
"What?" I stammered...confused "You want what?" My mind was racing the liquor was making my head spin. At that moment...I was scared...and not a little. She told me not to worry and that she'd fix everything. She came closer and hiked up her skirt and crawled into my lap like she used to when she wanted me to stop watching TV after school. This time though she wriggled her ass so it sank down between my thighs and leaned forward slowly. A lock of her hair dropped down and slid off my brow and caressed my cheek. I wanted to tell her no, to stop, but I didn't really want that...and I was a little afraid of what she might do too. Her perfume sent my head floating and my lips burned as hers touched mine. I felt faint. I don't know if it was the alcohol, perfume, or what, but I was slipping away.
I woke up in the bed wondering if it had all been a dream. Surprisingly, the scotch had not done a number on my head and I didn't feel all that bad. I tried to get up but I couldn't. Jessie came out of the bathroom and my cock sprang to life just as my brain tried to determine what I was going to have to gnaw off to get out of this. She was wearing a black corset and stockings with her beautiful hair falling down across her shoulders...and surgical gloves. She told me to roll onto my side away from her. I did so slowly and felt a pressure against my ass. I jumped and tried to squirm away but I felt her gloved hand fall sharply on my ass. "If you fight, it will hurt. You asked for MY help. This is the price." she said calmly, but firmly. I quickly weighed the options and tested my restraints once more before deciding to cooperate. I relaxed and she slid something slowly into my ass...it was very slender and long and a little uncomfortable, but to my surprise, my cock got even harder and my cheeks flushed with embarrassment. She began to speak as I felt a hot liquid filling me up...my eyes went wide and I could barely keep myself from bucking.
"Don't you fucking move...you pucker and don't spill a drop. I am going to remove these...you are going to wait for as long as you possibly can...then walk...don't run to the bathroom and let it go". I could feel the pressure building, in my belly and in my cock. Holy shit what was she doing to me. I had never felt anything like this before. I walked slowly into the bathroom and sat very slowly just as I felt the purge. I was thinking that this was fucking gross at the same time I was thinking, Holy shit my cock is gonna explode!
As the last of it ran across my balls and ass cheeks, she walked in and ran her fingers through my hair pulling the side of my head against her thighs, I could feel the lace of the garters against my cheeks and for some reason I wanted to cry. She just stood there and stroked my head.
After a few minutes she told me to get up and take a nice long shower. She told me not to miss anything. She wasn't barking orders and I don't even think she was mad at me anymore. She was simply telling me what she wanted. I was on auto-pilot. I just did as I was asked.
When I went back in the bedroom the lights were out but I could see her silhouette sitting in the chair. She asked me to sit on the bed and I did. Then she asked if I wanted to stop...I didn't answer. She promised me Veronica would never know, but she would have me this once and in a way Veronica would never get to have me. I didn't know what that meant, but she made me swear to it.
She asked me if I felt clean, and I said yes...inside and out. She said good. And walked over to the bed. I couldn't see her but she tied a blindfold around my head anyway and pulled my face to hers. She kissed me deeply and I returned the kiss hungrily while reaching for her thighs, wanting to pull her to me. She redirected them to her tits and I filled my hands with them appreciating their weight in my hands and thumbing over her nipples, squeezing them gently against my forefingers. She pushed against me with her hands on my wrists and pushed a nipple into my mouth. I lapped at it greedily and bit down gently and raked my teeth across it, letting it slide out from between the gentle grip of my teeth while flicking my tongue across the tip.
She inhaled sharply and pushed harder against me and again I reached forward in an attempt to pull her close to me...I wanted to feel her ass very badly. I wanted to fill my hands with her ass and pull her within range of my mouth, but instead she lifted my hands straight up over my head and then pushed me back onto the bed. I could feel her pounce to the other side and then I felt something clasp around my wrists again. That fear momentarily returned, but my dick was ready to explode.
Jessie removed the blindfold and returned to the other side of the bed, knelt down, then turned the lamp on. I could see the top of her beautiful red head working its way up my thighs and intentionally kissing her way up to my belly and letting her hair drag across my cock. I wanted to scream. She looked up at me with those beautiful green eyes and in one swift move, took me all the way to my balls I whimpered and strained against my bonds, she never broke eye contact. She slowly slid back up the length of my cock, flicking her tongue back and forth as she did and gently dragging her teeth behind it. When she got to the top...she fully enclosed her lips and created pressure like she was drinking a milkshake...then slowly pulled her head back and let my dick fall out making a loud plop as she did. I trembled and thrust my hips toward her, thrashing hopelessly against the bonds.
Jessie gently put her hands on my inner thighs and began to lick my balls. Lifting them slowly, one at a time with her tongue then taking them into her mouth and pulling so that my cock stood straight up and the skin around the head was so tight I thought it would split. I begged her to fuck me..."Please Jessie...please fuck me...I can't take any more". She looked at me calmly with tears in her eyes and said "Oh yes you can....believe me, and you will" She then very quickly, without warning, buried her tongue as deeply as she could in my ass. I screamed and writhed violently as she wrapped her arms around my thighs and burrowed deeper. I was screaming and no sound was coming out but I came so hard that I had it on my face and arm that was stretched out above my head. It seemed as though it would never end. I bucked uncontrollably and my entire body was contorting as though I was being electrocuted...she just kept going.
As I began to regain control of my senses, she was standing between my legs and stroking two fingers in and out of my ass. I had not noticed her applying lube or remembered her starting with one. My body was like putty. She was slowly working them in and out, occasionally pushing deeper and deeper. I was in no condition to resist. I just lay there and let the waves wash over me.
Jessie let her hand slip out and pulled the glove off. She crawled up on the bed beside me and stroked the side of my face. "I have always wanted you" she said. I started to tell her something but she stopped me. "I want to show you something. Remember...you don't have to do this...but it is my price." She jumped up and straddled my chest and for the first time I saw the dildo she was wearing. It was red and angry looking. It didn't look like a dick, for which I was thankful, but it did look big and menacing. "What do you want from me?" I whispered. Jessie said in a hoarse whisper through her teeth. "Show me you want me to fuck you...Show me!" I lay there confused for a moment not knowing what she wanted. Then with realization came disgust, then disdain and then.....desire. I craned my neck forward and fumbled clumsily with my tongue trying to lift it to my lips, the back of my mouth tasted of copper, knowing this was not the way of things, but I wanted her so badly. She finally helped me and I pumped it in and out of my mouth looking up at her for approval.. She took a handful of my hair and pulled my face onto her strapon and forced it deep into my mouth.
Jessie then released me and pushed my head back onto the bed. she moved down between my legs and said "Say it". "Fuck me" I said...."Say it again!"..."Fuck me please! FUCK ME FUCK ME NOW FUCK ME!" I screamed as she pressed the tip against my freshly relubricated ass and slowly, but steadily pushed it all the way in. She began slowly, while lifting and playing with my balls until she was stroking freely with little resistance and then she began in earnest. I could hear her thighs slapping against my ass and I lt so good to have her inside of me. I silently cursed myself for not seeing it before now. This is what I wanted. This is where I belonged. Just then she pushed her hands behind my knees and screamed "she'll never have you like this. I OWN your ASS". She was pumping my dick furiously with her hand and pounding my ass at the same time. I told her I was coming again and she pulled out and stuck two fingers in my ass and kept stroking and took my dick in her mouth. I gushed load after load and she swallowed as much as she could and let the rest come out the sides of her mouth, but she never turned loose.
When it was over Jessie got up and went to the bathroom and got a very hot wash cloth and brought it back and cleaned me up. then she snuggled up next to me and kissed me slowly, deeply, and lovingly. she reached up and freed my hands and I folded them around her and pulled her to me. I was completely exhausted and utterly sated at the same time. I slowly ran my hand down her body and grabbed a handful of her ass. "I've been wanting to do that all....night".
I drifted off lazily and awoke the next morning. Jessie was dressing and looked like she had been crying. I asked her where she was going and she told me she was going to keep her end of the bargain. She gathered the rest of her clothes and ducked into the bathroom. I thought about all that had transpired and made a decision right then. I knocked on the door and asked her to come out. She said she'd be leaving in a minute and we'd talk then.
The door opened and as I suspected she made a beeline for the door. I leapt at her and grabbed her up by the arms and pinned her against the wall. Through gritted teeth I told her I never gave her permission to leave. Her eyes opened wide for a moment and then I saw a tiny smile at the corner of her mouth. In one quick toss I threw her at the bed and told her she could leave when I was done with her. I smiled as she tried to crawl away while I slowly stalked towards the bed...