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Chapter 9 by smalldickryder smalldickryder

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New Town New Life

The next morning you drove to the next conference city in a fog, your ass still tender from the night before. You set up the booth on autopilot, shaking hands, smiling for photos, and selling conservative merch like the professional alpha salesman everyone thought you were. By the time the event ended, you were exhausted, legs aching, mind buzzing.

You collapsed onto your hotel bed fully dressed, ready to crash. Your phone rang.Mark’s voice was already loose with ****. “Get your ass down to the bar, shrimp dick. Greg’s here too. Drinks on me.”

You hesitated, but the pull was too strong. Twenty minutes later you were at the hotel bar with Mark and Greg — another vendor, stocky and loud. The three of you got properly drunk, laughing about sales numbers and politics.Mark eventually leaned in with a grin. “Fuck it. Let’s take this upstairs and see if we can get a girl up there with us.”You all went to Mark’s room and started swiping on apps. After nearly an hour of failed attempts and no-shows, Greg stood up, sighing. “This is pointless. I’m heading back.”

Mark stopped him with a wicked smile. “Wait. If one of us is a girl… then it’s not gay, right Greg?”Greg raised an eyebrow. “What the hell are you suggesting?”

Mark pointed straight at you. “We’ve got a beta sissy in our midst. And I believe Ava left an outfit here a few weeks ago that’s just his size.”

Greg burst out laughing. “No fucking way. Let’s see it, beta.”You tried to protest, but the **** and the aching need in your body betrayed you. Before you knew it, they had you stripped down. Mark dug out the outfit a full blonde pigtail wig, a slutty Sailor Moon costume with a tiny pleated skirt, white thigh-high stockings, and a choker.

They dressed you like a doll. When they stepped back, both men were grinning.

“God damn,” Greg laughed. “You actually look like a fuckable little schoolgirl.”

Mark pushed you to your knees. “Time to earn your keep, sissy.”You ended up on all fours on the bed in the ridiculous Sailor Moon outfit, blonde pigtails swinging. Mark and Greg stood on either side of you, cocks out. Mark was slightly larger than Greg both noticeably bigger than your tiny clitty, though still smaller than average.

You sucked them eagerly, going back and forth like a **** whore. You licked their balls, sucked their shafts, and buried your tongue in their assholes while they called you their pretty little cocksucker. The humiliation burned deliciously.“Fuck, our conservative salesman is a natural fag,” Greg groaned, feeding you his cock.

They eventually moved behind you. Mark went first, sliding into your already-sore ass. Then Greg pushed in alongside him. You whimpered loudly as they double-penetrated you, their combined girth stretching you wide. It wasn’t as brutal as Lexi, but the feeling of two cocks fucking your ass at the same time was overwhelming.

They railed you hard, using your hole like a toy while you moaned and drooled into the pillow. Your tiny caged clitty leaked constantly beneath you.You struggled to cum for a long time, but the constant pounding on your prostate finally pushed you over. You spasmed hard, shooting weak spurts into the tiny cage as they laughed and kept fucking you through it.

They both unloaded deep inside your ass, filling you with cum. When they pulled out, you felt it leaking down your thighs.

Mark slapped your ass. “Good girl. Now get the fuck out.”

You stumbled back to your own room, ass full of their loads, still dressed in the Sailor Moon outfit under your jacket. The second the door closed, you pulled out the butt plug Ava had left you, lubed it, and shoved it deep into your cum-filled hole. You turned it to full blast.

Lying on your back, legs spread like a whore, you stroked your tiny red clitty. The vibrations in your ass mixed with the memories of both men using you. You came pathetically hard within minutes, whimpering and shaking as another weak load dribbled out.

You lay there afterward, panting, plugged, and leaking.The alpha salesman was gone.

Only the **** little sissy remained.

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