Besties 7
This was originally written as a continuation of a story by @wittlesissyb4by called Besties. Check out all their fantastic stories on Tumblr and SubscribeStar.
—————
“I am going to have a blast destroying you in every way imaginable - mentally, physically, and emotionally. I'm going to break you…" I couldn't even finish that sentence before Brandon ran for the door. This was getting too entertaining. I stuck my head out the door and saw Brandon stumbling down the hallway. "Cruciex,"I sang out with a wicked grin.
I cracked up as Brandon froze and spun towards the corner of the hallway. He just stood there, like a statue, while I sauntered over. Giggling, I brushed my fingers against his face and purred in his ear, "You're just too much fun to fuck with. Give in, you precious little sissy, save yourself the struggle.”
I gripped Brandi's ear tightly and yanked him back into the bedroom. His eyes couldn't even meet mine as I berated him, "Do as I say, you stupid little sissy. Your diaper-clad ass belongs to me!" I couldn't resist squeezing harder, causing him to wince in pain as I dragged him to the bed.
"Go lay on the bed, Brandi." I laughed, shoving him onto the mattress and easily restrained his left wrist. Smugly, I taunted the tied up loser; "aww, such a helpless, weak little diapered baby. Can't even stop a girl from beating you up!" I used the handcuffs to secure his right wrist next. "Tsk, tsk," I shook my head; "you should have behaved like a good little girl…"
I pulled Brandi into a seated position by on the bed by his hair. "Make yourself comfortable, loser. This is going to be a long night," I taunted as I settled in next to him, resting my head on his chest. Grabbing my phone, I saw three messages from Heather.
"Hmm, let's see…" I said, scrolling through the texts on my phone. I playfully ruffled his hair and continued, "Looks like Mommy is having a great time with Daddy Connor. She's sharing all the juicy details with me. But don't worry, I'll save them for story time later." I sat up and laughed at one text in particular. "Make sure Brandi is punished severely if she cums.
Brandon side-eyed me nervously from behind his pacifier gag, clearly clueless as to why I was cracking up. "Relax, sissy," I sneered as I loomed over his powerless frame. "You'll figure it out soon enough! Heather specifically asked me to tell you that she and Daddy Conner love you." I could see the bewilderment in his gaze; "my bad," I chuckled while rechecking the message. "They love tormenting you. Whoops, guess that's a little different…"
I whispered gently into Brandi’s ear as I peered down at the helpless and terrified loser. "Listen up, sissy. Keep those eyes locked on Ms. Lyndsey and all my beauty. Don’t let your mind wander. I want you fully focused on your gorgeous cuckysitter…" With a flirty wink, I bent down and placed the lingerie and vibrator on his lap. "Would you mind holding these for me, sweetie?" I asked with a mischievous tone.
My hands glided down my chest as I gave Brandon a sexy gaze, raising one eyebrow and letting out a quiet sigh. God I was going to tease him until those blue balls exploded! "You know what, maybe I need to change my outfit. What do you say, Brandi?" I began unbuttoning my jeans, slowly sliding them down and swaying my hips. I paused as I hooked my thumbs into the hem of my shirt.
I locked eyes with Brandon and slowly started to lift my shirt. "Normally, I wouldn't feel comfortable stripping for a man," I quipped, tossing my shirt aside. "But you're not a man, are you? You're a pathetic little sissy." I flirtatiously twirled the shirt around my finger as I advanced towards him, still staring him deep in the eyes. "A silly little sissy with a locked up clit," I chuckled, letting the shirt fall to the ground.
Brandon squirmed in his cage, his desperate eyes couldn't seem to look away from the sight of me slowly undressing. "Aw, does Baby Brandi want to make cummies?" I teased, laughing at his obvious arousal. I slipped out of my jeans, revealing my black thong and giving him a good look at my ass. Spinning around, I could practically feel Brandon's poor clitty throbbing in its cage. "Does your little dick hurt, Baby Brandi? It must be so tough being denied your sissy squirties," I said, relishing in his humiliation.
I casually slipped off my bra and let it fall to the floor, making sure to keep one arm across my chest, just to deny him even that for the moment. Brandon's eyes bulged as he watched me, and I couldn't resist teasing him a bit more. "Oh baby, this is just the beginning. You just go ahead enjoy it…while you can," I taunted, strutting over to him and grinding my tits against his face. "Don't worry, there's plenty more where this came from," I whispered seductively in his ear as I turned around and showed off my ass. Slowly, I teased him as I slid my thong down, slipping it down my legs. “Aren’t they pretty?” I asked sweetly, holding up the black thong in front of Brandon. He nodded, unsure of what was happening now.
"Got a present for ya, loser!" I purred, holding it closer his face with a smirk. "Just breathe it in, babe," I cooed making sure to slide the panties over his nose and face, enjoying the way he shuddered at the scent of me. "Not used to being so close to pussy anymore, are ya?" I teased, my body pressed against his as I circled around him. "Now, are you ready for what's next, sweetie? I can't wait to see you squirm."
I began swaying my hips as I straddled his lap now. My fingers traced along his inner thighs, causing him to moan in frustration. Pressing my body against his, I could feel him trembling underneath me. "You're enjoying this, ain't ya?" I teased, pulling away once again. His gaze never left mine. "You're just a helpless sissy, even with your little dick locked up you still crave me, huh? It must be so frustrating!"
I strutted around, my hands playfully pressed against his chest as I got closer and closer. “It must be so hard for you sissy. It’s probably been months since Mommy drained those little sissy balls…” Each little sway of my hips elicited a muffled moan from his stuffed mouth. The way his cheeks turned pink and his eyes widened only made me want to push him further. “Poor Baby Brandi is never going to cum again, is he?” I leaned in and placed my lips against his neck, feeling his skin run hot as I kissed and licked him.
"Looks like it's time for the main event," I purred, stepping back and picking up the lingerie strewn on the floor. I stood over his body, looking down at him with a smile. "You must have loved watching me undress earlier, little sissy. But I have a feeling you'll enjoy seeing me get dressed even more!"
Turning around, I shot a flirty look over my shoulder and gave my back a nice arch, showing off my ass. I could practically feel his eyes on me as I reached down and grabbed hold of my delicate, black g-string. With a cute little sway of my hips, I leisurely pulled it up my legs, feeling the soft fabric against my skin. "Mmm," I moaned; "imagine being the lucky guy that gets to take this off of me…"
I was feeling myself in that moment, I looked killer. I stood up tall giving him the full view of my naked bod. Poor sissy was mesmerized. I purred, "looks like you're getting the VIP view, huh?" I couldn't resist throwing a little wink and booty shake; "wait til I turn around… I said, spinning to face him, finally showing him my tits up close.
“Aw, what's wrong, Brandi?” I teased, batting my eyelashes innocently as I ran my fingers over the silky fabric. I could practically feel Brandon drooling over me, but we all know he's locked up tight in that little pink cage. I held up the sexy black bra and smirked down at him, hand on my hip. "I mean, I get it, I'm hot," I joked, "but you can't ogle me like that!" I playfully smacked his crotch, "I better get dressed and out of your reach, you horny little sissy. You don't want to get in trouble, right?" I slipped on the bra and pouted; “aww, poor sissy couldn’t control himself and now he doesn’t get to see any more boobs. How sad for you!”
I got down on my knees, straddling Brandi. His eyes were filled with fear as he looked up at me, trembling ever so slightly. In a low voice, I asked him, "It's been a hot minute since you've been this close to a cute girl, huh?" I gave him a wink and a smirk. "You better pray I don't spill the beans to my man about this. He might be the next one to teach you a lesson!" I couldn't help but giggle as I slowly licked along his earlobe and he whimpered.
"Remember, Brandi, when I shared with you how I used to drive my college boyfriend crazy? Eventually, he stopped letting me tie him up! I pouted and snuggled closer to my sissy, resting my head on his shoulder. I whispered in his ear, my breath teasing him. I moved my thong away from his nose and took out his paci, sliding my tongue around his lips making him moan louder. "No, no," I laughed as he tried to beg. “I don’t want to hear a word…” I quickly shoved the penis gag back into his mouth and secured it with my panties.
"Ugh, he said I was too mean," I said, crossing my arms and mimicking a temper tantrum. "I would tease him for hours, but then of course, I would let his poor pent up cock explode inside me," I began, running my nails teasingly along Brandon's thigh, as he hung onto every word of my story. "But then he had to go and get all sensitive on me, just because I ignored his safe word for a few hours, like three or four times. What a buzzkill!" I exclaimed, looking down at the helpless, bound and gagged sissy with excitement. "But you, my little doll, won't give me that kind of attitude, will you? You're all mine to play with however I want. Even if sometimes I play with my toys a little rough, right? I mean, they are my toys! I'm the one who gets to break them."
Trailing my fingertips along the edges of Brandon's skirt, I made my way to his thighs and the crotch of his diaper. "Poor little Brandi, is your diaper all wet?" I teased, faking sympathy. I lightly explored the outside of his diaper before brushing my fingers against the head of his chastity cage. As my hands continued their journey up his legs, goosebumps formed in their path.
"Do you need a diaper change already?" I teased, watching as his breath quickened with anticipation. I slipped my fingers under the waistband of his diaper and undid the tapes on each side, leaving the diaper still under him. I couldn't resist chuckling at the sight of his little pink micro chastity cage. "Aww, look at your poor caged clitty," I grinned, flicking it lightly. “How pathetic.”
I retrieved the small key from the chain around my neck. I just couldn't resist playing with Brandon. "Hmmm, should I use this cute little key and release you from your cage?" I tease, holding the key in front of his eyes. His anticipation was obvious, and I couldn't help but laugh and dangle the key just out of reach. "But only if you behave, Brandi dear. Can you do that for your evil, yet oh-so-lovable Ms. Lyndsey? I promise it will be worth it."
I reached forward, gently stroking the front of Brandon's face with the key. "Poor sissy sweetie, you don't have a say in the matter, do you?" I cooed. "All I want you to think about is the incredible feeling of the real orgasm you’ll never have again and how badly you want it. No matter how mean I may be, and no matter how much I torment you, just focus on those sissy squirties, got it?"
Deliberately, I unlocked the chastity cage, twisting the key in the tiny padlock toying with Brandon's emotions. I could feel his hips thrusting in the air as he squirmed in his spot. I couldn't resist dragging out the moment, enjoying every second of it. I was living to ruin him. I wanted his mind to melt before the end of the night.
Finally, I unlocked the cage and slid it off, exposing his tiny, shrunken dick. "Oh my god, it's so small!" I giggled, playfully tracing my index finger around the tip. I could feel him squirming with excitement, his arousal was pouring from him. It was time to push just a little more.
“Okay, you little sissy, it's time for your punishment," I purred into his ear. "Close those pretty little eyes and don't you dare open them," I commanded, keeping my finger lightly pressed around his clitty. With a devilish grin, I reached for the wand vibrator I had placed on the bed earlier, flipping it on and feeling the strong vibration travel up my arm. Brandon couldn't help but squirm at the sensation, trying to escape my grasp. But I was ready and grabbed the base of his cock, holding it firmly in place.
I delicately trailed the vibrator along the underside of his shaft, feeling his muscles tense and relax at the sensation. His eyes were filled with desire as he watched me, silently begging for me to stop. I could hear the muffled whimpers behind his gag and see the drops of sweat forming on his forehead as he writhed and squirmed against his restraints. "Oh no, silly sissy," I chuckled, responding to his wordless pleas. "This isn't for your pleasure, it's a punishment. You've been begging to be let out of your cage for so long, and now you're getting exactly what you wanted. Don't even think about cumming though, sissy! Not yet…"
I put the wand right against the tip of his cock, giggling as he writhed under me, feeling every vibration pulsing through him. His muffled screams through the gag only made it more amusing. "Oh honey, did you really think we were gonna take things slow?" I taunted, switching the vibrator to its highest setting. His body contorted and he struggled even more as I traced the toy along his shaft. I could feel his resistance in his tense shoulders, but I just laughed and enjoyed his suffering.
131 notes
·
View notes