Vin felt something profound that night… the shudder of reality. He liked Betty, but it had to come out. He did not have a choice. No matter the consequences, he could no longer hide from his truth.
Hey, baby!” Betty sounded excited to hear from him. They had only dated for two months, but the connection was electric from the first moment. She was beautiful, and he was handsome and rugged. “What are you up to tonight?”
“I – I was hoping I could swing by.” Vin’s nerves closed in on his throat.
“Of course, sweetheart. I am just chilling… is everything alright?”
“Yes, I just wanna see you.”
“Cool, babe. Can’t wait to see you and put my arms around those manly arms!”
Betty knew something was up, but it didn’t seem like a friendly visit. What the fuck could Vin be telling her?
A few minutes later, the doorbell croaked. She ushered Vin in with a passionate kiss. He loved her lips and how they made him feel, but he couldn’t let her detour him. “We need to talk, babe.”
“I like you a lot… I… I know it hasn’t been long, but you are amazing. I can’t live like this, though…”
“Like what, Vin? Happy?”
“That’s just it. I am so happy but also completely miserable. I will just say it because I am making it worse by putting it off.”
She looks confused. “And?”
Betty, I am a sissy.”
“What?! What the fuck! You talking about some fucked up fetish shit?”
“It’s not like that for me, baby. It’s who I am.”
“Get out! No, get the fuck out! You fucked up piece of shit!”
Vin leaves, and Betty cries herself to sleep. She thought something special about this one, and he lied to her. She wanted a man… a real man. Then, an idea bubbles up into her consciousness and settles there.
A few nights later, she called him, and he answered. “You really wanna be a sissy?”
“It is what I am.”
“Okay, I am down. Let’s try it out.”
He felt his heart skip a beat. “Oh! My God, Betty! Are you serious?”
“Yes! Fuck you, but yes! Bring your worthless ass over here.”
He couldn’t believe it. He raced over to her house with anticipation. He should have known when she locked the door behind him. She held his gaze, and the smack on the face came out of nowhere. “That’s for lying to me, loser!” She screamed. “Now go to the bathroom, put this on.” She handed him a stainless steel chastity cage.
He took it, and she could tell he was shocked. “Oh! We have a guest coming over tonight, so you might wanna wash your tiny penis!”
The cage slid on, locked it, dressed, and backed out. Betty was in the kitchen finishing dinner. “You will eat before Durk and me. I have prepared your food in those bowls on the floor.”
Vin looked disgusted. “It looks like dog food.”
“That’s because it is dog food and fresh water, loser bitch.” She has a prepared meal and sits it on the table with two place settings. A bottle of wine is already chilling.
Vin gets down on all fours and begins feeding from the bowls.
The doorbell rings, and she motions Vin to get it.
“You must be the piece of shit I heard about.” The muscular beast of a man with tattoos and piercings stepped into the house.
“You must be Durk!”
“Daddy Durk to you, my new little sissy boy!” He winked and pinched Vin’s cheeks… but hard… and it hurt.
“I see you have been introduced to your new play toy, Daddy!”
“Yes, he is going to be fun to fuck with… for sure. Looks like he might have a nice ass!” Durk retorted. He and Betty started laughing.
“E – E – Excuse me?” Why was Durk looking at his ass and giving him those eyes? Vin was confused.
Neither answered; they just kept laughing. Dinner was served without Vin. He was forced to sit at Betty’s feet as she and Durk threw food at him, hurling degrading insults.
“Okay, sissy boy! Dinner is over… go into the bedroom and get naked, but leave the cage on. You are going to be the dessert for us!
Vin is putting the pieces together, and he needs to do better. He does as he is told. Betty comes in a few minutes later dressed in a latex dominatrix outfit. She has a nasty-looking whip and what appears to be restraints.
“I… I don’t know about all this, Betty!”
“You said you wanted to be a sissy, you little fucking piece of shit! You are going to be a sissy!”
It bewildered him as she put on the neck-to-wrist restraints. Then, the pie hole gagged with a chain stopper to shut Vin up if he got too mouthy. Last, she outfits him with a pair of girls’ panties, sets up a ring-light tripod with a camera, and leaves the room.
She is gone for what seems to Vin like an eternity. He then hears the rustle of feet. Durk and Betty appear in the doorway.
“Oh! He is perfect. So fucking hot! Yes!” Durk is excited. Vin can tell it excited him more than just his voice. He is nude, and his massive cock is throbbing.
“Sorry… not sorry for leaving you for a bit, bitch boy! Durk here needs to last – so I fed him some Viagra. Had to let that shit kick in!” They both laughed.
Vin notices Durk is covered in tattoos as he walks over to him. “Down on your knees, my sissy bitch! Ya little fuck toy!” Durk pushes his head with one hand, and his leg sweeps him. Vin hits the carpet hard and falls into Durk’s thigh. “Look! He can’t wait to get started!” More laughing.
Vin doesn’t notice, but Betty has already started the video: “Welcome to the first session with our little boy girl, Vanessa. She is so excited to be a sissy, and you are the first to see it!”
On that cue, Durk takes Vanessa’s head and pushes his cock through the pie-hole gag. Vanessa gets her first taste of dick, and she isn’t sure how she feels about it. He pulls in deeper and deeper – in and out!
“Fuck, Vanessa! You are so good at this! Are you sure this is your first time?”
“Turn him over before you cum, Durk! I want you in his asshole!” She hears Betty say, “I want our new girl, Vanessa, to get the full spectrum of Daddy!”
Durk pulls out of the pie hole and throws Venessa onto the bed. She squirms and screams, “No! No! No! This is not what I want! I don’t want to be a sissy!”
Before she can say another word, Betty has the stopper in her pre-cum and saliva-filled mouth. Betty smacks her in the face. “You are going to be a fucking sissy, you little cunt! Now take it like a good girl!”
Durk mounts Vanessa and, without hesitation, pushes it deep into her asshole. Even with the stopper, they can hear Vanessa’s grunts and groans. “I think you are a lovely little sissy, Vanessa!” Durk exclaims. He is breathing heavily, enjoying the sex and the potential rape exhilaration!
“Oh fuck, Vanessa… I am about to cum, bitch! Where shall I put it?”
“All over his fucking little face!” Betty cries!
Durk pulls out hard, turns Vanessa over, crawls up to his face, and lets loose on him. Cum shoots into her eyes and down her nose. She can’t see anything, and the pain is deep from her ass getting rawhide.
Vanessa is humiliated and unsure how she feels about the war she just survived, but she also loves the new name.