Last Saturday, I woke up feeling extra horny and couldn’t get the thought of being fucked out of my head. I imagined my sweetheart dressing the part. Her beautiful boobs displayed perfectly in a cup-less bra, just begging to be lick and her nipples sucked. Her legs silky and shiny in thigh high hose that connected to a bright red garter belt. Under it a skimpy thong that barely covered the opening of her shaved pussy, and the thong back teasing my eyes, displaying her beautiful ass and my favorite mole. I have to admit just the thought of her dressed like that got me hard, and as I ran my hand up and down my shaft slowly some precum dribbled out. I thought about finishing the job at hand, but decided to try my luck.
As I got out of bed, Cassie was still deep in slumber, so I grabbed a t shirt and some undies and snuck downstairs. I brushed my teeth, took a whores bath, and sprayed some Aqua Di Gio on. Then I slipped into the Skimpy boxers and t shirt. The boxers are a cotton blend, but there the short shorts type that Cassie says “Barely covers my ass”, in fact they really don’t but they drive her crazy, Every time I wear them she can’t keep her hands off me.
So the plan was in motion, I made some coffee and grabbed my PS5 controller for a little Madden while I waited. I ended up playing a 1 v 1 on line and got so into the game I didn’t notice Cassie had woken up until I felt her touch on my ass.
Her hands were cold, and her hard nipples dug into my back. The coldness of her hands shocked me, so she placed one hand on my hip to hold me in place. Her breath was hot on my skin as she whispered in my ear. “You know how much I love the way your ass looks in these shorts.” She cupped an ass cheek with one hand and move the other around to my stiffening cock. “Oooh, looks like someone’s enjoying the attention” She cooed. As she stoked me slowly, she moved a finger from her other hand into my ass crack and moved it up and down slowly in rhythm with her strokes.
I was in heaven, the sensations of having my ass teased and cock stroked was amazing. I could’ve stayed like this forever. She slipped a finger in my ass, and I couldn’t help but moan. That’s when she knew she had me where she wanted.
She leaned in still stroking and fingering me slowly and nibbled my ear before whispering “I’m sure you’d love to put that big cock in my tight little ass.” my cock jumped in her hand and she paused taking a deep breath. “But, I’ve got something else in mind. You see I went shopping, and I picked up a couple of things for us. If you play your cards right, we can both get what we want.”
I felt a silky liquid drip down my crack and she pushed a second finger in my ass. Now she had slipped a finger in my ass before, but that was it one finger, and as small as her hands were two fingers were a stretch for me literally. I winced and tried to pull away, but she tightened her grip on my cock letting me know she was in control. I froze, my erection fading. Cassie saw that she was losing momentum, and held her fingers still, and pumped my cock long and slow until I started to harden and then slowly and gently began pumping her fingers in and out of my ass. Soon we were back to good, and I was close to cumming.
Just like that she stopped stroking me and pulled her fingers from ass. I stood there wanting more and not knowing what to do. Cassie smacked my ass “Turn around and see your surprise!” she giggled.
I turned around and it was almost exactly as I had imagined earlier. My heart jumped. Her boobs peaked out over the cup-less bra, Her puffy nipples were now hard as rock. I let my eyes drift down past her stomach to her garter belt, panties and cock…Cock?
Yup, there it was a large life like cock hanging in front of her cunt, swaying back and forth as bounced. I don’t know why, but I was mesmerized by it. Cassie caught me staring and took it in her hand. It was so big she couldn’t wrap a hand around it. She dripped lube on it and slowly jacked it off. It was one of the most erotic things I have ever seen and my cock throbbed as I watched.
Cassie saw the effect she was having on me and realized that once again she had complete control over me. She reached out and took my hand leading it to her cock. I followed her movements and soon was stroking her cock. Up and down, slowly, up and down. She took a deep breath and let out a soft moan. It was then that I saw the dildo was not hooked into a harness, but the other end was inside her cunt. My cock pulsed in rhythm to stroking her cock.
Now I have never been interested or curious about any dick, but mine…well until now. Thoughts raced through my head, What was she feeling and would other acts intensify the sensation?
I began to stroke her faster and harder and Cassie started thrusting her hips fucking my hand. Her breathing increased, she threw her head back and began moaning “Oh fuck, oh fuck…yes that’s it stroke my cock, stroke my big cock. FUCK I’m cumming!” Cassie’s body trembled and her legs gave way. She pulled me to the ground as she fell still moaning and twitching.
It took her a couple of minutes to regain her composure, and I figured it was my turn so I poured some lube in her crack. Cassie moved away, and shook her finger at me. “No, no, I’m not done with you yet. Besides, I saw you staring at my cock.” I blushed at her words, and looked away. Cassie took my cock in her hand and stroked it slowly. “OH honey, don’t be embarrassed. You’re a man and I’m a woman, even if I have a cock.” She emphasized the last bit speaking as sexy as she could. She stroked me harder and faster, until I was on the edge and then stopped suddenly. I was frustrated and horny as hell.
“Baby” She said sweetly “How badly do you want to cum?”
“Badly” I groaned, almost pouting.
“What will you do for me?” she continued.
“Anything” I grunted almost pleading.
She began stroking my cock again slowly “Anything…Really?”
It felt so good and my balls were so full, I couldn’t resist her. “Yes anything.” I said defeated.
“I can’t tell you how good that makes me feel. I a fantasy that I’ve been wanting so much to live out!” She squealed in delight “Now take off your clothes.”
I stood up and stripped. Waiting for release. Cassie left the room for a moment, and then returned carrying a small bag. She handed it to me “Put these on” she said with the biggest smile I have ever seen,
I reached into the bag and found a pair of panties. I held them up looking at them. It was a light pink colored thong, a combination of satin and lace. I thought of how good they would look on her and started towards her to put them on her.
Cassie held up a hand to stop me. “Not on me silly. You put them on.” I hesitated “You said you’d do anything for me.” I relented and stepped into the leg hole of the panties. I pulled them up slowly, but not all the way. I left them hanging a bit low. It was my idea of a compromise, but Cassie wasn’t having it. She grabbed hold of them and pulled them all the way up almost giving me a wedgie. She stepped back and smiled. “Mmmm baby, you look good. How do they feel? Do you like the satin rubbing your cock? What about the thong teasing your tight little butthole?”
I didn’t answer her, but she was right. I liked the way they felt, and the thong rubbing my asshole felt great.
Cassie reached out and rubbed my cock through the panties. The sensation of the satin was incredible and a moan escaped my lips. “See baby, I knew you’d love the feeling, and if you’re gonna be my little slut, you have to dress the part.” With that she put a hand on my shoulders and pushed me to my knees. She moved forward her cock hanging in front of my mouth. “Oh baby, my cock is so hard it aches, would you kiss it and make it better.” She pressed it to my lips,
I was conflicted to say the least, HORNY, frustrated but I had never had a cock in my mouth. Sucking her cock, real or not was still a big step for me. A voice in m head said, “Suck it you little slut, you know you want to.” and I stuck my tongue out and lip the tip. It tasted sweet, not at all what I expected.
“Do you like that baby? Strawberry lube.” She cooed pushing past my tongue and lips. I froze, her cock in my mouth. “Baby, you know how to suck a dick? Don’t worry I’ll help you.” With that she slowly pumped her hips gently thrusting into my mouth. Shallow and slow at first, and then deeper and faster. She began to moan again and I was caught up in the action as she thrust deeper and deeper. She was right I was her slut, and all I wanted was to make her cum again. She grabbed my head and fucked my face hard and fast. I gagged over and over as she pushed her big cock down my throat. I thought I might choke when she came. She buried herself in my throat and held it there as wave after wave rippled through her body. I started to feel faint and had to push her away to get some air. Once again she crashed to the floor. This time convulsing so much I thought she might hurt herself.
I watched her chest rise and fall as she gasped for breath and I couldn’t help but feel proud that I had given her that kind of pleasure. My cock was so swollen and throbbed painfully. Cassie slowly opened her eyes and smiled at me. “Oh my God Honey, that was incredible. You are such a good cock sucker!”
I blushed, I never thought I would hear a woman say that to me. There I was on my knees, cock throbbing desperately needing release, but wanting to please her more.
“Baby, you’ve been so good to me, but.” Once again she stroke my cock and It twitched violently in her hand as if screaming for relief. She slid my panties to the side and licked the tip. Precum dripped all over her tongue. She swallowed it and put the panty back in place. “But, good sluts take it up the ass.”
I fell back, shocked by her words. I had jacked her off and sucked her cock, but getting fucked was almost too much for my brain to comprehend. I froze lost in the moment. What does it mean if I let her fuck me? What if I like it.? What if I really like it? What would that mean? Am I bi? Oh man, I’m kneeling in front of her in a pink thong.
Cassie slid my panties to the side and licked the tip of my cock again. It felt so good I forgot what I was thinking. “Come on baby. If you’re a good slut for me, I’ll be a good slut for you. And I promise you will cum like never before.” She reached around and rubbed my asshole. It all felt so good that I decided to just go with it and leaned forward.
“That’s it baby.” She said excitedly and moved around behind me. once again Felt the cool silky lube dripping down my crack and her fingers entered me. This time there was no discomfort, in fact it felt good. She thrust her fingers in and out prepping me and I wished she would stroke my aching cock. I felt something rigid press into me, it was too small to be her cock. I felt something wet n my ass and looked over my shoulder curiously. “It a lube shooter. You’ll thank me for this later.”
After a few more minutes of fingering, Cassie took my cock in her hand and began stroking. It felt so good, I didn’t realize it was a distraction. She slowly massaged my poor swollen dick. I felt my orgasm building and was lost in the moment when she pushed the tip of her huge cock into me. The pain was awful, and I was immediately brought back to the moment. I tried to pull away, but she grabbed my hip with one hand and squeezed my cock with the other. I was trapped in agony feeling like I was being torn in two.
Cassie leaned over and began whispering in my ear. “Don’t fight it baby, just breathe and relax.” I struggled against her, but she held me tightly in place. “Babe, if you fight it, it’ll only get worse.” She pushed her hips slightly forward and a jolt of pain shot through me. I surrendered and took a deep breath, then another and another,
After what was probably a couple of minutes, but seemed like an eternity, The pain started to fade and was replaced by a feeling of fullness. Cassie sensed the change and started to rock back and forth gently the tip of her cock wiggling just inside my ass. “That’s it babe. You’re gonna love being my little slut.” With that she pushed a little deeper. The pain returned as she stretched a new part of me. I took deep breaths and tried to remember how long her cock was and how much deeper she had to go. Again I got used to her girth and she rocked her cock back and forth inside of me be fore going deeper still. it was probably ten minutes before she bottomed out in my ass. Her hips met mine and she waited for me to adapt to her massive cock. This time as she rocked gently back and forth my cock sprung back to life hard as a rock and leaking precum again.
“Baby, I’m all the way in and your tight little asshole feels so good on my big fat cock.” Her words were soft and sweet like honey dripping on my brain. “If you want me to fuck you, then you’re gonna have to beg me like a slut.” She slowly pulled her 8 inch cock almost all the way out of my ass, leaving just the tip inside me. “Beg like the little ass slut you are.”
My ass felt strange, empty almost as if something were missing. I wanted, no I NEEDED her cock inside me again. “Please” I whispered.
“Please what slut?” she smacked my ass for emphasis.
“Please fuck me,” I begged.
Cassie pushed her thrust her cock inside me again and this time the pain was mixed with pleasure. She pulled it slowly back to the tip and again pushed it all the way in. I gasped and moaned. Cassie slowly fucked me and the feeling was incredible my cock throbbed and my whole body felt orgasmic.
I heard a voice shouting “Please fuck me harder, Pound my slut ass, Fuck me like the whore I am.” It was my voice and Cassie began fucking me faster.
“You like my cock slut? Do you? Do you like taking my big fat cock in your ass?” she replied.
“Yes, Oh yes, I love your big fat cock.” I yelled
“You’re my little slut now, and this is my ass. I’m gonna fuck it whenever I want.” she stopped thrusting and said powerfully, “Say it! Tell me you’re my slut and I own your ass.”
“Yes, yes! I’m your slut and you own my ass. Please please fuck me.”
Cassie began fucking me furiously pumping her cock all the way in and out of my ass. “Oh my god slut, you’re gonna make me cum again.” Her breathing increased “Fuck, oh Fuck!”
My cock erupted in what felt like a gallon worth of cum it shot all over the floor in front of me and then I blacked out. After a couple of minutes, I came to laying on the floor in a pool of cum. Cassie laid on top of me her cock still buried in my ass.
“Baby” she sighed “Thanks for being a slut for me.”
My cock twitched as I remembered the deal.
“Come on baby. If you’re a good slut for me, I’ll be a good slut for you.”