James Explores Ch. 03: Yes, Daddy!

After a wild 4 years, I've decided to continue this series. Thanks for all the support so far <3

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Memories from Part 2

Daddy walked away and took something else out of the box. He felt something hard press against his boypussy. Another dildo? It slid in easily. James heard something click and the dildo started vibrating.

Daddy's footsteps sounded further and further. The door started to shut.

"Good girl"

Restrained

A gagged and flustered James desperately tries to move his arms. He could still feel Daddy's cum inside him while the dildo droned on.

Now that Daddy had left, the weight of the situation finally hit James. What was this strange man going to do to him? What would James let him do? He needed to find a way out.

James was desperate for release.

Shuffling about, his clitty rubbed against the bed. Rational thought dripped from his mind as another drop of Daddy's cum rolled down his leg.

~

"What's your name?"

"Sissy Jessica"

~

Suddenly the only thing she had on her mind was Daddy's cock. Jessica started humping the bed. She let out a soft moan as she pressed against the sheets. The dildo drove deeper every time she pushed forward. Her focus immediately shifts to this feeling of fullness. She needs it.

It only took a few thrusts before she could feel the pressure build. Her moans grew louder as the pleasure pulsed through her body.

Suddenly, the dildo stops.

Jessica hears the door swing open, still unable to see behind her. She hears footsteps approach her quickly. She desperately thrusts into the bed. So close! She needs to finish!

One... more...

Suddenly the pleasure stops. A strong arm raises her off the bed, effortlessly. She's still humping the air when a loud *smack!* hits her bottom.

Jessica feels one last pulse, but no orgasm. Ruined. She feels the cum dribble down her leg, again.

Daddy scoops up her mess and rubs it all over her face.

"Lesson number 1, slut. Sissies don't deserve to cum"

Daddy removes the gag and pushes the last bit of cum into her mouth. Jessica's lips stay parted, now used to this position.

"Repeat it"

"Sissies don't deserve to cum"

"Good. It's only the start of your training, but sluts like you need to be tamed"

Daddy looks at her, waiting for a response. He spanks her again.

"Oof! Yes, Daddy. Please tame me."

Daddy smiles and walks off. Jessica can't quite see what he's doing.

She flops onto the bed, exhausted and frustrated. The taste of cum still in her mouth. What a mess.

After a few minutes, she hears Daddy approach again. He grabs her now limp penis and secures something to it.

*click*

She feels something press tightly against her cock. It tries to get hard, but it can't.

Daddy releases her from the restraints.

Jessica reaches down and sees that she's been locked into chastity. It's a small, pink cage topped with a cute heart lock. The lock is also attached to a bell, like one would find on some pet collars.

It chimes softly as she moves her locked clitty around.

"Now I'll know if you're trying to be naughty"

Next, Daddy grabs the sissy's neck and secures her collar.

*click*

This time, the collar is locked in place.

Good girl

Jessica is still a bit flustered. Frustrated. Scared. Excited. Safe.

The collar around her neck. Hugging her tightly.

Good girl

Denied

"Get dressed, I'm done playing with you for today"

Daddy leaves the room, leaving the door open.

Jessica sits up on the bed, covered in cum. Her clitty desperately trying to get hard in its cage.

She notices a pile of clothes near the door.

As she gets up, her bell chimes from the sudden movement. Suddenly, Jessica becomes very aware of how gracefully she can walk.

On the pile she finds:

- A white crop top with the words "Daddy's Girl" written in pink

- A short pink skirt

- Chunky pink heels and two small locks that could be secured to them

- A large pink butt plug

She quickly puts on the top, skirt and heels.

The locks don't seem to have any keys nearby?

Jessica feels the lock holding her collar in place.

*click*

Only the plug left...

She doesn't see any lube either. Hmm... She holds the plug up to her mouth and starts to lick it. If only this was Daddy's cock.

Jessica slowly starts pushing the plug in. It feels so big!

"Oooop!"

Jessica moans as the plug passes its widest point, suddenly slipping into her tight hole. The bell on her cage jingles.

Dressed in her new uniform, she waddles down the hall in search of Daddy. She struggles to stay upright in the heels. Every time she takes a step she feels the plug push deeper.

Most of the doors in the hallway are locked.

Jessica spots her ruined panties in the entryway. Daddy had pressed her up against the wall and removed them.

Finally, a door opens. Jessica enters a large study. The walls are lined with books and a large desk dominates the center of the room. Daddy is sitting behind the desk, working on a computer.

He doesn't even look up.

Jessica approaches the desk, trying not to look silly while she stumbles.

She looks at Daddy. Leans forward. Bites her lip. Her eyes are drawn to the large bulge in his pants.

Jessica is desperate for release.

Daddy looks at her, locked into her slutty uniform. The skirt barely hid her cage.

He smiles and gestures down.

Jessica immediately drops to her knees.

"I am going to train you, sissy"

Daddy gets up and stands right in front of her. He pets her head.

"I'm going to train you to be my perfect toy"

He places a finger on her lips, parting them gently.

"I'm going to train you to focus on my pleasure, alone"

His finger slips between her lips, and she starts sucking.

"To obey every command"

He pulls the finger out of her mouth. She looks up at him, longingly. Another gesture down.

Jessica kneels in front of Daddy, with her plug on display. She arches her back to push out her bottom, as if to invite him.

"And you'll beg me for it"

Daddy opens one of the desk drawers and pulls out some cuffs. He locks Jessica's arms and legs together so that she can't move.

Daddy is standing over her.

His hand slowly undoes the button on his pants. The bulge is even more pronounced than before.

He holds takes out his cock and hears a feint bell as Jessica squirms.

"Please Daddy. Please fuck me!"

Jessica watches helplessly as he starts stroking. Instinctively, she opens her mouth sticks out her tongue.

Daddy continues to stroke. She wants it so badly.

"Please Daddy, I need to suck your cock"

He comes closer. Inches away from her lips. She tries to lean forward, but he presses her back.

"Watch."

Jessica looks like she's about to cry, watching Daddy stroke his cock.

He lets out a powerful moan and cums all over her face. She swallows and moans in frustration.

Daddy slaps her face cum covered face with his cock.

"Thank you, Daddy"

Training Jessica was so easy. She wanted this so badly. Now, Daddy was going to use her lust for cock to break her.

"Go home, we'll do the same every day this week"

Daddy unlocks the cuffs.

Jessica had never been so embarrassed and aroused in her life. She struggles to find her feet on the heels as she heads for the door.

James rushes home in the cool night air. The bell on his cage shaking about the entire way.

He closes the door behind him and takes a deep breath.

His phone chimes. The lock screen image has been changed to a picture of him at Daddy's feet.

A message from "Daddy" reads

"In case you get cold feet"

Attached is a video of him putting on the slutty outfit.

Another message. A calendar invite to a tattoo appointment next week.

"See you tomorrow, sissy"