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Chapter 14
by Testytesterton
Do you break Sam? Or bend Samantha?
Make Samantha your girlfriend.
You break the kiss with Samantha, a thin strand of spittle following your lip before breaking and landing on your chin. You see a **** look in her eyes, and then throwing caution and dignity to the wind, she laps it off your chin, licking her lips. It's then you decide to make her your sissy girlfriend instead of broken bottom bitch...
"Oh Samantha, I am so KISS glad you are going to be my SMOOCH sissy girlfriend. We are going to have so much SHHLP fun together and I promise SLURP I will make you so happy." Samantha is grinding against you now, clearly way past **** and regret and diving face first into the deep end of the sissy spiral...
"Mmm KISS, Barbie, and here I SMOOCH thought I'd lure you into my SHLLP sissy fantasies. Who knew you'd be even SLURP sexier than me?" Samantha smiles as she breaks the kiss, slurping the strand of spit up greedily, and falling to her knees to start making out with your cock. You feel her tongue swirl swiftly around your shaft and her pretty, plump lips form a soft seal as she sucks the precum from your throbbing prick, and slides down deeper, giving you doe eyes the entire time.
"Yesssss, suck my cock, you sexy, sissy slut! If you do a really good job, I might even fuck you afterwards as a reward." That's all the encouragement Samantha needs, now forcing herself deeper on your cock, gagging and drooling and looking up into your eyes submissively and hopefully for signs of approval. You ruffle her hair gently and she coos around your cock.
You feel Samanta's soft hands slide around to squeeze your full but firm cheeks and you feel your cock throb harder, as if she is pumping pure pleasure from inside your ass out to your cock and sucking it right to the surface. When she slips a dainty digit inside your sissy cunt, you feel the floodgates unleash, washing every inch of you in ecstatic bliss. You explode in her mouth and she struggles to take your huge load in her mouth, much of it spilling onto her chin and spurting onto her blushing cheeks as you continue to spurt after pulling out.
"Mmmmm now a good sissy girlfriend knows to share her sticky rewards..." you purr and pull her into a deep, wet, creamy kiss. You know from experience the best way to overcome any feelings of confusion or regret from swallowing your first sticky load is to share it with another sissy and get right to work on earning another. It appears to be working on you both, as her moans go from hesitant to hungry and yours go from uncertain to unleashed.
You don't want her to think about the massive leap into the sissy spiral she has taken and you don't want to think about being the one that pushed her into the deep end. But as your tongues explore each others mouths and tastes and your hands explore each others bodies and moans, you stop thinking entirely in favor of animal instinct and feral feelings.
"Please, Barbie, please fuck me! I've been curious for far too long! I've been craving it ever since you opened the door! Please fuck me and make me your sissy girlfriend!" You smile lovingly and lead her by the hand to your bed. Feeling less predatory and more protective. You wonder fleetingly if you will feel so attached to every sissy you tease, toy with, and turn out, or if Samantha is special?
You lie her down on the bed, draping yourself over her beautiful, trembling body. You plant soft, sucking kisses on her earlobe, lips, and neck as you RIP open another pair of tights to expose her virgin hole. You feel her shudder as she instinctively wraps her legs around your waist and you whisper sticky sweet nothings in her ear..."God you look so beautiful...you're going to look even more beautiful getting fucked...I'm going to take it slow...open you up ever so gently...turn that ass into a sissy pussy...and make you cum harder and more often than you ever dreamed possible..."
Samantha whimpers and fills her silken tights with sissy spurts the moment she feels your cockhead pressed against her virgin hole. You smile down at her, knowing first hand how drastically different everything will be once she gets fucked for the first time. You only wish you had your first time to do over again. You wonder if you would have been more open knowing then what you know now, but a nagging whisper tells you that you never would have believed until the truth was fucked into you. You silence the whisper and Samantha's needy whimper with one slow, smooth push inside her.
"That's my sweet girl, we've got Mr. Hard Hat in, now we've just got to lay the tracks." Samantha giggles at the stupidity of your euphemisms, but it helps get her pained panting under control. You stroke her throbbing clit slowly, wanting her to focus on the pleasure, but not blow before she's grown accustomed to your girth. "There you go, deep breaths, my darling, the choo choo's coming in real sloooooow."
"Oh my Goooooood, Barbie! I don't know whether I'm gonna cum, cry, or burst out laughing!" She playfully objects, but you feel her inner walls relax around your cock and her clit drool a steady stream of precum. You scoop some on your finger and give her something to suck to take her mind off the pain. You are so focused on making this feel good for her that you ignore every instinct plow this tight pussy until you spurt. Instead, you **** yourself to pause until the resistance lets up so you can sink just a little deeper inside her, and stretch her slowly around your shaft.
"Almost there, Samabanana. You're pussy feels so good, baby, like it was made for my cock." It's not all pillow talk. Her cunt slowly opens around your throbbing prick, forming a slick sheath well lubed by her slobbery spit, but so tight you'd swear it was cast from a mold of your sissy meat. Finally you've filled her balls deep. "Look down, sugar, you've taken all nine inches of my fat sissy cock!"
"Oh fuuuuUUUUuuuuUuuck!" You don't know if it's the filthy talk; the sight of your hips crushed softly against hers, or just her sissy spot quivering around your thick shaft as she involuntarily squeezes down, but she shoots off like a fountain. You catch her sissy spurts in her mouth and share them in a kiss as you slowly pull out. Her pussy walls squeeze down as if trying to suck you back into her and her lips do the same to your tongue. You give her both back in seconds, and a little more forcefully this time...
"Yesss...WHIMPER...yessssss...MOAN please...more AH AH AAAAIEEEE!" You keep feeding Samantha your tongue and your cock, and she takes both with increasing passion and fervor. You feel her squeeze down with all her might everytime you push another sissygasm into her tight cunt, and judging from the squeezes and the sticky spurts coating your soft stomach, she's building up to that brainless bliss bomb you live and long for.
"Cum for me, UNH my cute little AAH cock catcher! Go OOH blissy blank, my MOAN gay giddy gurlfriend! I want to feel you UNH melt into a pretty OOOH pink puddle around my MOAN fat, GRRR fucking OOOOH cock as it fills you with cum! EEEEEEEE"
You flood her with what feels like a gallon of gushy, giddy guilty pleasure. She flops uncontrollably like an euphoric epileptic with plenty of time to contemplate the infinite complexities of the universe in the sweet, sticky second she reaches her sissy Nirvana. You lose your self too, less in brainless bliss, and more in basking in her glorious glow. Even as she cums down, she is basking in the blissful blush of her first epiphany. You wrap around her and softly kiss her jawline, stroking her hair as she falls asleep in your arms.
You are surprised that the nagging whisper doesn't return right away. Instead you hear a softer voice, one you could mistake for your own. She's pleasantly surprised. She was so sure she wanted to tease and torment Samantha and use her for her own selfish pleasure. So did you...but you enjoyed giving her pleasure more than taking it. It's something you decide you should explore further. And with your new sissy girlfriend stirring in your arms, you decide there's no time like the present...
"Oh thank God you're still here. I worried it was just a beautiful dream." You kiss Samantha deeply and feel something else stirring awake. It's going to be a long night, and Mommy will just have to wait for leftovers the next time Samantha cums over. Tonight she's all yours...and you're all hers...
What does the morning bring?
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Becoming a bitch
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Eager, , or . One way or the other you are going to be made the bitch for real men to use.
- Tags
- Sissy, Gay, Crossdressing, Feminization, Hypnosis, Humiliation, Shemale, Transsexual, Chastity, Bdsm, Bondage, Domination, Sadism, Masochism, Schoolgirl, School, Bully, Cuck, Cum, Anal, Oral, Gangbang, Dp, Double penetration, First time, Prostitute, Prison, Porn, Pet, Pet play, Age play, Role play, Mommy, Daddy, Brother, Crush, Romance, Wife, Sph, Spanking, Dreams, Mind control, Nerd, Sold, Dungeon, Bimbo
Updated on Feb 19, 2025
by adventurousTNB
Created on Nov 28, 2019
by Testytesterton
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