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Chapter 16
by OathkeeperPath
How does It go?
Very well
Sorry about the long wait for the next chapter, IRL hit so I'm releasing my rough drafts. Not sure if I'll come back to finish this story but at least I won't leave you all completely hanging while I deal with real life. The rough drafts will be posting as I have time. Some of it won't mesh as plans changed but its better than waiting 6 months for the next chapter. There will also probably be typos as I'm using an app to transcribe it.
You and Nate decide to explore the box of items you had accidentally received from your ex during the move. As you nervously lead her into your room, you can't help but wonder how she'll react to the contents of the box.
You sit down on the bed together, and Nate reaches out to open the box. As she carefully examines each item, her eyes widen in surprise and curiosity. The box contains goth outfits, lingerie pajamas, lingerie, heels, wigs, makeup, jewelry, and sex toys. All of which you had originally intended to use on Nate, but now the tables have turned, and she's the one who'll be using them on you.
Nate looks at you with a mischievous grin. "Well, Jer, it seems like we have a lot to explore here. I think it's time for us to start our journey of feminization together. And not just for you, but for me as well. We'll be transforming into a beautiful trans-fem lesbian couple, with me as your gentle Dom, guiding you every step of the way."
You feel a mix of excitement and nervousness at the prospect but trust Nate completely. "I'm ready," you say, your voice shaking slightly. "Let's do this together."
Nate begins by helping you pick out a goth outfit. The ensemble includes a black corset that cinches your waist, a short pleated skirt, fishnet stockings, and tall platform boots. The lingerie set she picks for you is a black lace bralette and matching panties. She then patiently guides you through the process of applying makeup, teaching you how to create a smoky eye and apply bold lipstick. She helps you put on a long, wavy purple wig, completing your transformation.
For herself, Nate chooses a seductive black dress with a plunging neckline and a thigh-high slit. She pairs it with strappy stiletto heels, a choker, and dramatic makeup. She looks stunning, embracing her new identity as Natalie.
As the transformation progresses, you both feel a sense of liberation and joy. You look in the mirror and see two beautiful, feminine versions of yourselves staring back. Natalie smiles at your reflections, proud of the journey you've embarked on together.
"Now, Jer," Natalie says, her voice soft and caring. "I think it's time for you to choose a feminine name to go along with your new look."
You think for a moment, trying to find a name that resonates with your newfound identity. "How about 'Jasmine'? I've always liked the name, and it feels right for this new me."
Natalie beams at your choice. "Jasmine it is, then. It's a beautiful name for a beautiful person."
The erotic exploration begins with Natalie introducing you to a variety of sex toys from the box. She selects a small, jeweled butt plug and a bottle of lubricant. Sensing your nervousness, she reassures you with a gentle kiss and a promise to go slow.
As the plug is carefully inserted, you feel a new sensation of fullness and vulnerability. Natalie whispers words of encouragement, creating a sense of trust and intimacy between the two of you.
Next, Natalie dims the lights and turns on an erotic hypnosis audio track, designed to enhance your sensual experience. As the hypnotic voice guides you both into a state of deep relaxation, Natalie begins to caress your body, her touch sending shivers down your spine.
You and Natalie take turns pleasuring each other, exploring new sensations and deepening your connection. The combination of erotic hypnosis and the intimate acts you share brings you both to the brink of ecstasy.
Jasmine and Natalie lie entwined in each other's arms, basking in the afterglow of their passionate exploration. The dimly lit room is filled with the sounds of their heavy breathing and the faint hum of the erotic hypnosis track still playing softly in the background.
Natalie slowly traces her fingers along Jasmine's collarbone, her touch gentle and intimate. She leans in to place a tender kiss on Jasmine's neck, the warmth of her lips sending shivers down Jasmine's spine. "Did you enjoy that, my sweet Jasmine?" Natalie whispers into Jasmine's ear.
"Yes," Jasmine breathes, her voice barely audible. "It was incredible."
Natalie smiles, satisfied with Jasmine's response. She then moves her hand to Jasmine's inner thigh, her fingers teasingly brushing against the delicate lace of Jasmine's panties. "We're not done yet, my darling," Natalie murmurs, her voice husky with desire.
Jasmine's heart races as Natalie gently pushes her onto her back, positioning herself between Jasmine's legs. She reaches for a silky blindfold and secures it around Jasmine's eyes, heightening her sense of touch and anticipation.
With Jasmine's senses now focused solely on touch, Natalie begins to experiment with various toys from the box. She introduces a feather tickler, trailing it across Jasmine's body, the sensation both ticklish and arousing. Jasmine's breath catches as the feather glides over her hardened nipples, the gentle touch teasing her further.
Next, Natalie selects a pair of nipple clamps, attaching them with a slow, deliberate motion. Jasmine gasps at the sudden pressure and pleasure-pain of the clamps, her body arching into the sensation. Natalie watches Jasmine's reactions carefully, ensuring that she is comfortable and enjoying the new experience.
As Jasmine grows more accustomed to the sensation of the clamps, Natalie reaches for a small, sleek vibrator from the box. She gently slides the vibrator along Jasmine's inner thighs, the buzzing sensation causing Jasmine's legs to tremble. Jasmine's breathing quickens, her body responding eagerly to the toy's gentle vibrations.
Slowly and deliberately, Natalie guides the vibrator towards Jasmine's center, teasing her clity. Jasmine moans, the combination of the clamps and the vibrator pushing her closer to the edge of ecstasy. Natalie expertly manipulates the toy, adjusting the settings to bring Jasmine to the brink of climax.
Jasmine's body quivers as she feels the intensity build. Sensing her impending release, Natalie leans in, her lips grazing Jasmine's ear. "Not yet, my dear Jasmine," she breathes, her voice a seductive whisper. "I want you to hold on just a little bit longer."
Jasmine obeys, her body straining with the effort to resist the powerful urge to climax. Her breathing comes in ragged gasps as Natalie expertly controls the vibrator, prolonging Jasmine's pleasure.
Finally, after what feels like an eternity, Natalie murmurs the words Jasmine has been longing to hear: "Now, Jasmine. You may come for me."
Jasmine's body shudders with the **** of her orgasm, a cry of pleasure escaping her lips as waves of ecstasy crash over her. Natalie holds her tightly, murmuring soft words of praise and encouragement as Jasmine's body trembles from the intensity of her release.
As Jasmine's breathing gradually returns to normal and the aftershocks of her climax fade, Natalie gently removes the blindfold, allowing Jasmine's eyes to adjust to the soft light of the room. She smiles warmly, her eyes full of love and tenderness.
Natalie smiles at Jasmine, a mischievous glint in her eyes. "Before we pass out, I have a couple more things I want to try," she says, retrieving a chastity cage and a vibrating butt plug from the box of toys.
Jasmine watches with a mixture of curiosity and apprehension as Natalie locks the chastity cage around Jasmine's now-flaccid member. "This will ensure that you focus on my pleasure and not your own," Natalie explains with a teasing wink.
Next, Natalie lubes up the vibrating butt plug and gently inserts it into Jasmine's eager opening. Jasmine gasps at the sensation, her body shivering with anticipation. Natalie turns on the vibrations, and Jasmine's eyes widen as she feels the delicious hum deep within her.
"Now, let's get that strap-on secured," Natalie instructs, helping Jasmine fasten it around her hips, the chastity cage and vibrating plug locked securely in place beneath.
Once Jasmine is all set, Natalie positions herself on her hands and knees, presenting her pert backside to Jasmine. "I want you to pleasure me anally, my sweet Jasmine," she purrs. "But don't forget to pay attention to my clity and nipples as well."
Jasmine nods, her cheeks flushed with arousal and determination. She carefully aligns the strap-on with Natalie's tight entrance, and with a gentle push, she penetrates her Dom. Natalie moans softly as Jasmine begins to thrust, slowly at first, but gradually increasing in speed and intensity.
As Jasmine becomes more confident, she reaches around to fondle Natalie's nipples, rolling them between her fingers and tugging gently. Natalie's moans grow louder, her body writhing in pleasure under Jasmine's expert touch.
Jasmine then shifts her focus to Natalie's feminine cock, stroking it in rhythm with her thrusts. Her goal is to bring Natalie to a mind-blowing prostate orgasm, and she knows that the combination of anal penetration and cock stimulation will push her Dom over the edge.
Feeling the pressure building, Natalie gasps, "Jasmine, I'm so close... Don't stop, darling."
Jasmine quickens her pace, plunging deeper into Natalie's tight passage, while simultaneously stroking her cock with fervor. The dual sensations soon become too much for Natalie to handle, and with a cry of ecstasy, she experiences an earth-shattering prostate orgasm.
As Natalie's climax washes over her, Jasmine slows her thrusts, gently easing her Dom back down to reality. She carefully removes the strap-on and the vibrating butt plug, setting them aside before unlocking the chastity cage.
Jasmine gathers Natalie into her arms, holding her close as they come down from the high of their shared experience. Natalie smiles at Jasmine, her eyes shining with pride and affection. "You did wonderfully, Jasmine," she murmurs, pressing a tender kiss to Jasmine's forehead. "I couldn't be happier with the progress we've made tonight."
As they lay there, entwined in each other's arms, Jasmine and Natalie know that they've only just begun their journey of feminization and self-discovery. With a smile they drift off to sleep.
Patreon is still open and linked in my bio If you want to help me out, but there is no telling when I'll be able to write again, with or without it. I'll still be posting the drafts regardless.
With diffrent hypno still on in the background what does Jasmine dream about?
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Sissy RoomMate
Switch Hitter
You are Jeremiah Soulan , You have just moved across the country to finish your degree and due to rising prices you have to get a roommate. You think there might be something off about this roommate but the price is too good for this part of town, you can't really pass it up.
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- rough draft, hurt, comfort, Goth, Slut, femboy, sissy, mtf, monster, tease, Gym, Uniform, panties, slow transformation, cooking, romance, mindbreak, hypno, mind control, Draft, Character ART, nipple, nipples, shemail, shemale, dom, sub, fem, rough, siss, misstress, chasity, percings, cum eating, spitroast, feminization, Bitch, Puppet, strip, club, apron, bride, wife, dreams, hypnosis, Doll, Prison, Pleasure, control, skincare, BAD END, object, robot, ex-girlfriend, Full chapter, sissygasm, gothis, gothic, femization, brain-washing, crossdressing, femdom, toys, mind, mind-control, chastity, Piercing, Tattoos, Vr, Fetish, only fans, truple, polyagomy, good end, good ending, just the begining, training, future femboy, bimbo, tricked, planning, bi, The story so far, tomboy, wispers, of main charater, maledom, edge, edgeing, edging
Updated on Oct 21, 2024
by OathkeeperPath
Created on Apr 18, 2022
by OathkeeperPath
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