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Besties 10 (Story)

This was originally written as a continuation of a story by @wittlesissyb4by called Besties. Check out all their fantastic stories on Tumblr and SubscribeStar.

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I couldn't help but let out a laugh as I watched Brandon wriggle and writhe under the Hitachi, each vibration bringing him to another climax. "So, how many times is that now, sissy?" I teased, flicking off the Hitachi and grinning at the large puddle of cum in his diaper.

"Well, well, well, Brandi, that's quite the puddle of looser go, huh?" I teased, tapping my phone screen. "And it looks like Heather has really turned into a hottie pornstar, huh? What a shame for you, honey. I mean, with skills like that, how could any man resist?" As I spoke, I lightly traced my fingers along his sensitive skin, loving the moans coming from him. "Oops," I chuckled, sticking my tongue out playfully. "I guess you don't really have much say in the matter, do you?"

Our fun was cut short when the phone in my perfectly manicured hand started ringing. Without even checking, I knew who it was. And judging by the fear in Brandi's eyes, she knew it too. "Hey girl!" I answered in my most cheerful voice. "How's date night going?" I put the phone on speaker to give Brandi just a little more to cry about. "So, give me all the juicy details," I laughed eagerly.

"Mmm, I hope Brandi is listening," Heather said with a giggle on the speakerphone. "This is just incredible, babe! You were totally right, I needed tonight," she laughed, telling me everything. "I arrived at his place and of course, I dropped my coat right at his doorstep. He tossed me onto his couch and fucked me like I had never felt before. It was so hot! He’s got an amazing dick girl! And then we went out for drinks and dancing, and can you believe it, somehow, we ended up going at it for round two in the bathroom! That boy is head over heels for me!"

I was practically dying of laughter. Seeing the look of pain on Brandi’s face as he heard about Heather's wild night, and imagining her moaning like a whore while bent over a bathroom sink, it was wild! "Seriously, girl?!" I exclaimed, unable to believe what I was hearing. "You let him get it on with you in the freaking bathroom?!"

"Let him?!" Heather cackled, "I begged him for it!" We dashed into the bathroom, locked the door, and he ripped my dress right off. His hands were all over me, kissing and licking every damn inch of my body. And when I was ready for him, he threw me onto the sink like a ragdoll! He was yanking my hair and making me watch myself in the mirror! I swear, I was probably screaming so loud that the whole bar could hear me! I had two orgasms before he even finished!"

I gave Brandi's little peepee a flick and sneered at him, asking Heather "More fun than the sissy?" I laughed at him as Heather chimed in, "my fucking vibrators are more fun than that loser. Speaking of which..." Poor Brandon was shaking in his boots, clearly intimidated. "Looks like you two are having a little too much fun without me," Heather chuckled knowingly. "What the hell are you talking about?" I asked, scanning the room for any sign of her coming home early. "Top right of the dresser, behind the teddy bear," she explained with a smile in her voice. I squinted and could barely make out what she was talking about.

"Oh my god, that's fucking hilarious!" I was dying of laughter, "A video camera? In your bedroom? Girl, you are savage!" On the other end of the line, Heather was cracking up too. "Oh yeah, lots of fun home videos for me to make and force Sissy to watch! Of course, plenty of chances to make sure Brandi is being humiliated enough!” I waved at the camera; “Can you believe she was being fussy?” Heather asked, almost indignantly. “Even though you were being so nice and playing with her!" At first, I thought Heather might be mad about my idea of playing games with Brandi, but nope, she's always down for more sissy humiliation. I swear, my best friend is the queen of tormenting this pathetic loser.

I slyly stroked the head of Brandi's dick, finding his most tender spot. I wanted to make sure Heather notifed his squirming. "He's been acting up lately," I hinted, "Do you see? He can't keep still!" Heather snickered, catching onto my plan. "You know," she exclaimed loudly enough for Brandon to hear clearly on the phone, "Maybe he's just hungry..."

"Leave 'Princess Pampers' in the bedroom and go grab her din-din from the fridge," Heather taunted. The excitement in her voice and the fear in Brandon's face were both so obvious. I just knew this was going to be a blast! I pointed to Brandi and gave him a little pat on the head before strolling down the hallway. "Don't you dare move, sweetheart," I said with a smug smile.

I skipped down the hallway, buzzing with excitement. "What exactly am I looking for?" I asked eagerly. Heather just laughed and said, "oh, you'll know it when you see it." I shrugged and opened the fridge door. My eyes widened in delight, and I let out a little squeal. "No way! Girl, what is this?" I pointed to the four identical baby bottles on the top shelf.

"That's what Baby Brandi will be eating for dinner," Heather said, with a vicious laugh on the phone. The bottles were impossible to miss, each one with a hot pink cap shaped like a penis! The toys were at least three inches in length with prominent veins bulging from them. "Holy shit," I exclaimed in disbelief. "These are even bigger than his penis-paci!" Heather was cracking up. "Gotta give her some practice, right?!"

I grabbed one of the bottles and took a closer look. It was covered in a cutesy Disney Princess pattern, with silver glittery writing that caught my eye. I couldn't help but smirk as I saw it said "Daddy's Little Girl" and had a kiss print next to it! "These are just too perfect for your little sissy," I laughed as I talked to Heather. "I mean, we both know how obsessed she is with her Daddy Conner." she chuckled in agreement.

Heather practically jumped through the phone with excitement before I could ask her what was in the bottles. "Can you FaceTime me when you go back upstairs?" she eagerly asked, adding how feeding Brandi was her favorite part. I couldn't help but giggle at her excitement. "Should I warm it up for her first?" I asked. "Oh, no, no!" Heather replied in her sweet mommy voice. "It's better when it's cold. Makes her drink it slower. And that's more fun for us!"

"Okay then..." I chuckled, heading back to the bedroom. Brandi was quite the sight, dressed up in that cute onesie and choking on a penis-shaped pacifier. And let's not forget the vibrator attached to his tiny dick and the cum-filled diaper underneath him. Heather really knows how to break a man. "Time for dinner, Sissykins!" I sang out, connecting with Heather on FaceTime and placing the phone beside the bed.

I let out a wicked laugh as I removed the Hitachi wand from Brandon's sissy stick and pulled him closer to me, forcing his head onto my lap. With my hand covering my mouth in mock surprise, I cooed, "Oh my, look what I’ve got for you! Cuckysitter Lyndsey has your ‘yum yums’!" I pulled out a bottle from behind my back and taunted Brandi with it, pretending to be excited. "Are you hungry, sissy? Of course you are!" I held the bottle above his head, swirling its contents and sneering down at him. Poor sissy looked defeated and broken; she had long given up resisting. But this wasn't about making her submit anymore; it was all about having a little more fun and tormenting her as much as possible.

“Is my sissy girl ready for din-dins?” Heather's voice reached through the FaceTime call as I saw her sitting up in bed, with a sheet strategically wrapped around her chest and her hair in a sexy mess. "Girl, did you just finish round 3?!" I exclaimed in surprise. "Round 4, actually... he finally passed out," Heather replied, raising an eyebrow at me. Smirking, I glanced down at Brandi and teased, "Good luck ever getting her to see you as a real man again, Sissy!" Heather rolled her eyes and confidently reminded Brandi that he would only ever be just a sissy doll for us girls to play with. "What's in the bottle?" I finally asked, dying to be let in on the secret. "Well," Heather laughed, her eyes sparkling with delight. "It's a special formula."

Heather gave me a coy little smile and casually shrugged, "It's really just a liquid-only diet for Brandi. You know, little babies can't handle solid foods. And protein is essential for them to grow into big girls. Oh, and of course it's thick and creamy, but just a little salty..." She showed off a used condom in front of the camera, laughing as Brandon starred up at me in horror and humiliation.

"No freakin' way!" I squealed with excitement, almost leaping off the bed before putting Brandi's head back in my lap. Heather's grin spread across her face, very proud of herself. "She guzzles it all down, like, three times a day!" I was in disbelief, my jaw practically hitting the floor as I gazed down at the humiliated cum drinker in my lap. I turned to Heather with a shocked expression. "You can't be serious," I scoffed. "Oh, I am dead serious, sis," Heather laughed. "This is Conner's cum and that little cum slut drinks it!"

I held the bottle over Brandi's head and laughed. "Big cock, big loads I guess," I teased, swirling the contents of the bottle around again. "Look Brandi, this is what a real man's jizz looks like." Heather continued the humiliation quickly, adding in; "not like your little squrities little girl. Daddy Conner gets to shoot his real man loads inside of me, not sissy Pampers." I leaned my head in close, scolding Brandi through giggles; "You deserve this," I jeered. "You deserve to drink the cum of the man that is fucking your girlfriend. You're not a real man; you're not even an adult. "You're a diaper-wearing sissy little girl."

"Since Brandi's been acting so naughty lately," Heather giggled mischievously, "I have a special surprise for her. Look at how delicious your dinner looks, Sissy!" I dangled the bottle in front of Brandi's face as her ex-girlfriend spoke. "I've had these in the fridge for a week now. And they're extra thick, just for you. It's going to take you forever to suck all of them down!" I grabbed a handful of Sissy's hair and pulled her head back, using my elbow to steady her. "You'll be chugging all of this, Miss Pissy Pampers. All four bottles." BrandI'd eyes widened with fear and his cheeks burned red with embarrassment.

Heather couldn't contain her moans as she watched her sissy be tormented in front of her. "Fuck, Lyndsey, this is so hot. Watching you dominate Brandi really gets me wet," she confessed. I couldn't help but grin, knowing I had an audience. "Well, sissy, looks like you have a new role in life. Misery suits you well, loser. And if your Mommy gets tired of using you for her own amusement, maybe she’ll give you to a real man and you'll be stuck in that pink chastity device for eternity, sucking dick. You're nothing but a living sex toy now, just there to please your mommy."

"Mmm, don’t stop..." Heather's voice grew deeper as her hands moved underneath the covers. I made a note to myself to research this femdom stuff - maybe Heather would take notice. "Oooh," I murmured silently, formulating wicked ideas to make Heather hot and torment the helpless sissy. "I want to watch Daddy Conner bounce you on his strong knee," I said with an evil smirk. "I want to see that little chastity cage flopping while a real man forces you to bounce in a dirty diaper with a big plug in your sissy bottom! What do you think, babes?" I turned and looked toward my phone. Heather was touching herself, moaning softly, her head thrown back in ecstasy. "I want to see you bounce up and down like a little baby, moaning behind your pacifier while you feel his strong manhood against your sissy pussyâ€¦”

Heather was right on the edge of orgasm. "Oh my god," she gasped, getting hotter. "Make him suffer," she commanded as she watched me grab the pacifier from Brandi's mouth. He resisted, struggling against my grip. "Come on, sissy," I teased. "I know how much you love having a cock in your mouth, but you're just too fussy. You must be hungry," I taunted as I covered his nose and waited for him to gasp for air. And when he did, I forcefully inserted the bottle into his mouth, squeezing it, pressing against his Adam's Apple, forcing him to swallow.

"Open wide," I taunted, "here comes Daddy..." I squeezed the base of the bottle and watched Brandon's eyes bulge. “Aww, sissy, you look hungry!" I could feel him resisting, squirming in my lap and attempting to block the cum flowing from the bottle with his tongue. "Oh no you don't, Brandi," I teased, massaging his throat with my hand. "Proper girls swallow, young lady!" He struggled for a moment longer and then swallowed, realizing he had no other option. "Good girl, you swallow all the jizz like the good little whore you are!"

Heather was moaning her head off, shaking visible. She finally came, all while Brandon was just getting started on that tasty cum. I took the bottle from him and shoved it back in his mouth over and over, making him suck on the cock-shaped tip. "Aww, look at you go," I taunted. "Sucking and swallowing like a pro." Heather, still recovering from her orgasm, licked her lips. "That was amazing!" I playfully winked at her and replied, "Oh, just wait until you get home. You can really show your gratitude there."

"Mmm, show my gratitude, huh?" Heather said with a seductive giggle. "What did you have in mind?" I playfully shrugged, a wicked smile spreading across my face. I squeezed the bottle again, forcing more of the thick liquid into the sissy's mouth. "Let's see how tired you are when you get home," I wink, causing Heather to giggle again. "I would love that. But that poor girl sissy, she'll have no choice but to watch. How terrible for her," Heather said with a mischievous grin. I pulled the bottle away and squeezed it gently, drizzling the cum onto Brandi's face. "Oops!" I laughed mockingly. Then, with a cruel smirk, I smeared the jizz onto his nose and lips. "There we go, now you look like a proper little cum whore, huh?" I taunted. "Now, let it dry on your face like a good girl. Stick your tongue out, sissy. Really work for Daddy's cum. Show me how badly you want it..."

As poor little Brandi tried to keep his long lost dignity, I made him swallow the load of some other dude who was fucking his girl. Heather and I just carried on our conversation like he wasn't even there. "It would be such a pity," I snickered, forcing more cum down his throat. "If Brandi had to watch his hot girlfriend, who won't even touch him, and her gorgeous friend gettin' it on." Heather chimed in, joining in on the teasing. "Maybe we should shower together. Sissy here would have to just stand outside and listen to us."

"Aww," I pouted, "that's no fun. It would be even bitchier if we made him stand in the corner of the shower and watch while we played. Maybe he could even help us soap up and then we can clean each other off." Heather threw her head back and moaned, "Mmm, it has been quite a while since..."

I held up a finger and wiggled my eyebrows playfully. "Shh, babe," I interrupted Heather, "let's not spoil the surprise for the sissy just yet!" Heather laughed. "We really are full of surprises, aren't we?" Heather told me even more about her endless fuck session as I finished feeding Brandi her bottle and then we said our goodbyes. "Maybe you'll find out what else the big girls have been up to," I wink down at her. "She does have a birthday coming up..." Heather teased mysteriously before hanging up.

As sissy laid in my lap, I gently stroked her head. "Oh, poor little thing," I said in my sweet baby talk. "Looks like someone's had too much to drink." I playfully shook the bottle over his face and smeared the excess on his lips. "But that's okay, every cum whore loves a good facial, right?" I placed the sissy back on the bed, rolling him over onto his stomach, and stood up. "Enjoy your little nap, sissy. Mommy will probably need you to clean her up when she gets home from her date with Daddy."

The end…for now.

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