His Final Birthday Present 1
An extreme masochist gets a present for their 18th birthday--their final birthday
This is a commissioned piece. If you'd like to get some work done from me, please consider checking out my Linktree.
The young man had never been happier in his life. It was his 18th birthday, and his girlfriend’s, too, and the two of them exchanged gifts that morning. He eagerly tears into the package, throwing off the lid to show off the surprise inside.
He lifts the garments, revealing a schoolgirl outfit. He stares at his girlfriend with a shocked expression and cannot even form words.
She nods. “That’s right. It’s a birthday gift for both of us. I got you exactly what you asked for.”
Tearing up, the young man wraps his arms around her, nuzzling her tightly as tears stream down his cheeks.
It’s not long before both of them are in the bedroom. His eyes are closed as she slips the leggings on him and gets the skirt just right. He puckers his lips when she applies the lipstick and giggles as the eyeliner goes on.
“You look beautiful, babe,” his girlfriend says, giving him a light peck on the cheek. “Just what my subby little ‘girlfriend’ always needed. Go ahead, open up.”
He flutters his eyes open, and before him stands a version of him he had always dreamed up, a femboy—dressed up just like a Japanese schoolgirl. “I… it’s beautiful,” he says, sniffling.
She rubs his shoulders and leans in, kissing him on the forehead, “And for my masochistic little freak, I got the other part ready, too. Meet me at the ranch later today. Keep the outfit on, my wonderful little sissy.”
* * *
It had been the most challenging day of his life, the wait burning through his very being. His dick, only covered with a pair of panties, shows through his skirt, raising the thing up as he sits on the bus heading to the ranch. He can feel everyone’s eyes on him, making him blush.
But what makes him blush harder is that this is the last time any of these people will ever see him–or rather, her!.
Her girlfriend greets her at the gate, looking mighty fine in her overalls and rancher hat. She tips her hat back and whistles. “Well, well, ain’t you a purdy thing?” she says. “Got you a meeting with Silver Breeze, just like you requested. He’s waitin’ for you right over there,” she says, motioning to the stables.
The birthday girl’s heart flutters, and she gulps, passing by her girlfriend. “I guess… this is goodbye,” says the sissy, her lips quivering.
“Yeah… well, I gotta get ya ready for ‘im,” she says. “So not just yet.”
Squealing, the birthday girl rushes off to the stable. When she peers in, she sees a frame complete with the ropes to tie her down.
The birthday girl’s girlfriend grabs her by the shoulder and latches her to the cushioned seat, ropes binding around her body, her ankles spread on either side of the seat, her wrists chained.
“Well, that’ll do it. Happy trails, pardner,” she says, giving the birthday girl a slap on the butt before she tears the sissy’s panties off, leaving them dangling, ready.
The birthday girl’s asshole quivers in anticipation as she hears something clopping in the shadows.
“So,” says a gruff voice once they are alone, “This is what she sent me.”
“Y-you’re Silver Breeze, right?”
“Name’s always stuck,” says the voice, snorting. “Though nowadays, it’s more fittin’ than ever. Heh, nice tits ya got there.”
“Y-yeah, the breast forms really make me look the part.”
“I can tell you really like being the helpless gal.”
“So, so helpless,” she sighs, her dick twitching.
“I gotta warn you,” says Silver Breeze. I’m over three inches in diameter. I don’t think that asshole of yours can take it, girlie.”
She bites his lip, trying to get a good look at the one who will wreck him. “I don’t care,” she says. “I want you to go until I burst! F-for real!.”
“So that’s how it is,” says Silver Breeze. “You ain’t the first to want a send-off by me. Now, do you want it quick?”
“Gods no. Make it last as long as possible!”
“You’re a sick bitch. I like that,” he says. “Alright then… I hope you’re ready.”
Suddenly, a massive weight falls upon her, her partner’s large body putting pressure upon her back and her ass. That gigantic cock presses against her asshole, and with a mighty thrust, Silver Breeze gets himself inside.
Pain rushes through the birthday girl’s mind, sending sparks and stares into her eyes.
The thrusts begin slow. They’re there mainly to get him going, spread her out, and make room. There’s no need for lubrication because the birthday girl’s walls provide it for them.
“Nnnfh… you’re so fuckin’ tight. Must be a virgin! What a sick fuck you are, comin’ to me!”
At this point, the sissy can no longer respond. Her voice cries out only in pain and pleasure, changing based on how deep and how fast her partner takes him.