Why wouldnt he?

“Mmph~” I moaned. I didn’t mind at all. In fact, the prospect of pleasuring another man just made me even hornier. The gas station bell rang as Jackson walked in, already rock hard. The man’s dark eyes fell to me — on my knees pleasuring Bryson. It was humiliating — but in the best way. “Well, well…” Jackson chuckled, circling the counter. “You were right — what I pretty little whore you have here.” Bryson groaned. “She’s a good slut for sure.” The man yanked my hair, pulling my head back. “Ah!” I yelped, the cock slipping from my mouth as I panted like a dog. Strings of saliva fell down my throat and mouth as I gasped for air — my lungs refusing to fill with air. Bryson leaned down, gripping the roots of my hair as he stared at my sweaty, filthy, red face. “You’d be happy to please Jackson as well, won’t you?” I whimpered, eyes shifting to Jackson who stood just behind Bryson. The man’s big hands groped at his bulge — about to break free from his pants as he stared at me with sheer lust. “Y-yes!” I cried out. “I need both of you. I’m your little fuck toy to use however you want!” Both men smirked. Bryson stood again, his cock dripping. “Good sissy. Now get to work on my cock and balls.” I eagerly returned my attention to Bryson's glistening cock. My tongue lapped at the base before trailing up the thick shaft. I planted wet kisses along the length, savoring his musky taste. Reaching his swollen balls, I nuzzled against them, inhaling deeply. As I worshipped Bryson's manhood, I felt Jackson's presence behind me. His rough hands roamed over my body, exploring every curve. He unhooked my bra, letting it fall away. Calloused fingers pinched and rolled my sensitive nipples. I moaned around Bryson's balls as I sucked one into my mouth. The heavy orb rested on my tongue as I gently massaged it. My hand stroked Bryson's filthy, wet shaft while my tongue lashed against his hairy sack. The scent of his musk filled my lungs with each labored breath — it was intoxicating. Jackson's hands slid lower, groping my ass through the lacy panties. He spanked me hard, making me yelp. My cock strained painfully against the delicate fabric as Jackson kneaded my cheeks. I switched to Bryson's other testicle, slurping noisily as I pleasured him. Above me, he groaned in approval. "That's it, suck those balls like a good little whore." Jackson held my waist, pulling my ass back as I rose into doggy position — my ass wiggling in the air. Jackson hooked his fingers in the waistband of my panties, slowly peeling them down to the middle of my thighs. Cool air hit my exposed ass as he bared me completely. I whimpered as my aching cock sprang free. "Look at this tight little hole," Jackson growled. His thumb rubbed teasing circles around my virgin pucker. I pushed back instinctively, craving more stimulation. “Fuck, her pussy is so tight.” Jackson groaned, pushing the tip of his thumb into my tight ass. I yelped against Bryson’s hairy balls, my mind reeling as my virgin ring gripped his thumb. “If her ass is anywhere near as good as her mouth, you cum in no time.” Bryson praised. I whimpered wildly running my hand up and down his filthy shaft. Spit lathered his shaft and dripped off his balls as I licked them wildly. My back arched as I looked back, spit rolling off my pink lip as lipstick smeared across my lip. I pleaded, eye shadow leaving trails down my cheeks as I pushed back against Jackson’s thumb. “P-please~ Fuck me!” I whimpered like a complete whore. Jackson chuckled darkly as he withdrew his thumb. "Oh, I'll fuck you alright. But first, let me give you a taste of what's to come." I heard the unmistakable sound of a zipper being lowered. Moments later, something hot and thick slapped against my ass cheeks. I gasped around Bryson's balls as I felt Jackson's massive cock nestling between my crack. "Mmm, look at that pretty little ass," Jackson growled. He gripped his shaft, slowly dragging it up and down my cleft. I whimpered, pushing back against him. His cock felt enormous, even bigger than Bryson's. The thick shaft pulsed against my sensitive skin as he teased me mercilessly. Jackson's cock was a work of art. The head was bulbous and angry red, already leaking copious amounts of pre-cum. Prominent veins snaked along the shaft, which had to be at least 9 inches long. But it was the girth that truly took my breath away - it was as thick as my wrist. He rubbed his cock head against my quivering boy pussy, smearing pre-cum around the tight ring of muscle. I moaned like a slut, my own cock leaking steadily onto the floor below. Jackson spanked my ass hard, making me yelp. "Patience, slut. I'm going to enjoy this tight little pussy." He continued grinding against me, his heavy balls slapping rhythmically against my taint. More pre-cum oozed from his slit, thoroughly coating my crack. The lewd squelching sounds filled the air as he rutted against me. I moaned as Bryson shoved his cock into my panting mouth. I gagged as the slick shaft filled my cheeks. I sucked deeply, tasting all of him as my eyes rolled back. I was lost in a haze of pleasure and desperation. My hips rocked back and forth, caught between Bryson's cock in my mouth and Jackson's monster pressed against my ass. I needed more. I needed to be filled, used, claimed by these two men. “MMMMPH!” I gagged, the euphoria filling me as Jackson held my asscheeks spread. The tip of his cock pressed against my virgin hole — which spread for him. As my head bobbed up and down on Bryson’s thick manhood, I felt a hot glob of saliva landing right on my asshole. I whimpered, sucking deep as Jackson rubbed his tip on my spit covered ass. “Gotta get this boy pussy nice and wet. It’ll take a hard pounding.” He chuckled. Bryson smirked, grabbing my hair as he thrust his cock into my throat. My jaw ached and each thrust made me gag. Spit ran down my chin and mascara tears rode down my cheeks as both men had their way with me. I was nothing more than their little fuck-toy — their sissy slut to do with as they pleased. And I loved it. Jackson gripped my hips tightly and began to push forward. I felt an intense pressure as the bulbous head of his cock stretched my virgin hole. The burning sensation was almost unbearable. I whimpered around Bryson's shaft, tears streaming down my face. "Fuck, this sissy pussy is tight," Jackson growled. He continued pressing forward relentlessly. "Relax and take it like a good little whore." I tried to breathe through the pain as my ass slowly opened up for him. Inch by agonizing inch, his massive cock **** its way inside me. The stretch was incredible –- I felt like I was being split in two. "That's it, take that big cock," Bryson encouraged, still fucking my throat. "Your sissy hole was made for this." Finally, after what felt like an eternity, Jackson bottomed out. His hips pressed flush against my ass as his cock throbbed deep inside me. I'd never felt so full in my life. "God damn, you're tight," Jackson groaned. "This pussy's gripping me like a vice." He held still for a moment, letting me adjust to his girth. The initial pain began to fade, replaced by an intense fullness. I moaned wantonly around Bryson's cock, overwhelmed by the new sensations. Slowly, Jackson began to move. He pulled back until just the tip remained inside, then pushed forward again. The drag of his thick shaft against my inner walls sent sparks of pleasure through me. “MMMMPH~” I cried out, gagging on Bryson’s cock as spit splattered out of my lips. "Listen to those slutty moans," Bryson taunted. "You love having that pussy stuffed full of cock, don't you?" I could only whimper in response as both men used me. Jackson's pace increased, his hips slapping against my ass with each thrust. The pain gave way to mind-blowing pleasure as he pounded me. "Take it, you dirty sissy bitch," Jackson growled. "This is what you were made for –- being a fuck hole for real men." Each neuron in my head exploded with pleasure as they both thrust their hard cocks into my tight, wet holes. Jackson's thick shaft dragged across my prostate with each stroke. Waves of intense pleasure washed over me. I was lost in a haze of ecstasy, reduced to nothing but a moaning, quivering mess. "Look at you, taking it like a champ," Bryson praised. "Such a good little cocksucker and anal slut." Bryson pulled his cock out of my lips — thick globs dripped down as I tossed my head back and wailed. “OHH YES YES YES!” I cried out, not caring as to what a filthy whore I sounded like. “FUCK ME! FUCK MY FILTHY BOY PUSSY!” Bryson groaned, his hand furiously stroking his sopping cock as he watched me getting fucked from behind. Each slam of Jackson’s hips against my round cheek caused a dirty slapping sound to ring in the air. Bryson grunted, holding the tip of his cock right up to my face as he furiously jerked his filthy shaft. “Open wide, slut. Time to paint you in some real make-up.” My eyes crossed as I panted, head tilted back and tongue draped. Ready to take it all like a good girl. Bryson's face contorted in pleasure as he stroked himself furiously. With a guttural groan, thick ropes of cum erupted from his cock. “FUCK! TAKE IT, WHORE!” The first blast hit my cheek with surprising ****, splattering across my face. More spurts followed in quick succession, painting my dirty face in creamy white. Hot cum dripped down my nose and chin as Bryson emptied his heavy balls onto me. He aimed his pulsing cock, ensuring every inch was covered. Sticky streams clung to my eyelashes and lips. The musky scent of his seed filled my nostrils. “Oooh fuck~” I moaned like a complete slut, licking up the salty goodness. “Give it to me, daddy~” "Fuck yes, take it all you dirty cumslut," Bryson growled. He milked the last drops onto my outstretched tongue. I savored the salty, bitter taste as I swallowed eagerly. Rivulets of cum slid down my neck, coating my collarbones. My face was an absolute mess - streaked with tears, lipstick, and copious amounts of Bryson's thick load. I blinked through the sticky mask, gazing up at him with lust-filled eyes. “Th-thank you… Daddy~” I purred. He chuckled, slapping his cock on my cheeks. “You’re welcome, slut. You’ve been such a good girl.” He gave my cheek a firm slap, making me moan before turning my attention to Jackson. My body shook with each thrust of his cock as he attacked my throbbing boy pussy. Cum and spit dripped off my chin as I tossed my head back, my hands slipping in the puddle of filth that pooled beneath me. “Yes, yes, yes~” I moaned breathlessly, “F-fuck me~” The man roared, nails digging into my waist as he ruined my ass. “Fuck… Ready to be bred like a good sissy?” He grunted, holding his cock inside me. I moaned, my ass milking his throbbing shaft. “Y-yes! Cum in me! Breed my sissy cunt!” His cock throbbed as he held it inside me, about to burst. Slowly, I pushed back, wiggling my sore ass against his hips as I panted — **** for his dirty seed. "Oh fuck, here it comes," Jackson growled. "Take it all, you dirty sissy slut!" With a primal roar, he erupted inside me. The first blast of cum hit my inner walls like a shock wave. Jet after jet of hot seed flooded my insides as Jackson's cock throbbed violently. I could feel every pulse, every spurt as he emptied his heavy balls into my quivering hole. "Ohhh, god!" I cried out, overwhelmed by the sensation. The warmth spread through me as he pumped me full of his thick load. It felt like he would never stop cumming. My ass clenched and spasmed around his shaft, milking out every last drop. Jackson's hips jerked erratically as he rode out his intense orgasm. His fingers dug into my flesh hard enough to bruise as he held me in place. I reveled in the feeling of being so thoroughly claimed and marked as his. The cum oozed out of my tight hole as my walls milked him. God… The hot filth shot so deep. My insides were coated in filthy cum as he drained himself inside of me. With a groan, Jackson pulled his cock out. I gasped — feeling the pressure relieved from my stomach and hips as I collapsed on the dirty floor. I squirmed, feeling the cum oozing past my ruined hole. The cream ran down my thighs as I panted, ruining the panties around my thighs. Both men had claimed me — ruined me. It felt amazing. I was a boy, but I was born to be a sissy girl — used solely for men’s filthy pleasure. Jackson groaned, his cock dripping as he reached down and pulled the panties up my legs. I purred, holding my waist up, allowing him to pull the panties around my waist. The soft fabric was instantly ruined by the spilling cum out of my ass. He chuckled. “So sexy… This little slut was born to be bred.” Bryson nodded in agreement. “Such a good girl indeed.” He leaned down stroking my cheek as he picked up his wife’s bra from the pool of spit and cum on the floor. “Why don’t you get dressed again?” I purred, allowing him to help get the bra back on as I lifted up to my knees. The strap snapped on, holding my chest up as the fabric hugged my sweaty body. The scent of perfume cut through the filthy cum, sweat, and spit in the air like a knife. “Perhaps we can go into town.” Jackson started, reaching around to fondle my chest. I moaned, leaning back against his body as he played with my tits and nipples. “Get this little sissy a pretty dress and some real make-up? Doll him up nice and pretty?” I shivered, thinking about putting on a slutty sundress or miniskirt. Bryson nodded in agreement. “Absolutely. Then all the guys who come by here can have their way with her. How does that sound, whore?” I bit my lip, the blush on my lips as my cock once again strained against the panties. “I… I would love that. I was born to be a sissy~” “That you are. Now get cleaned up. Jackson and I will be right back with a slutty skirt and corset top for you to wear, then I think we’ll have another go at that slutty body of yours.” I giggled, licking my lips. My mind was still a melted mess, and my mouth tasted of creamy cum. The pain in my ass lingered, but it was overshadowed by the sheer ecstasy coursing through my entire spine. These men had broken me and claimed me as their sissy slut — and now I couldn’t ever go back… Not that I would want to.