Chapters tagged chastity

by Seamus97

Chapter 2

Chastity

by Seamus97

Chapter 3

You thought when you met Melissa that you'd have a classic sugar daddy / baby relationship. You'd use the income from your job in finance to pay for the things a college student couldn't afford and in return she'd give you, well, sugar. Instead she kept you blue-balled for sever...

by Seamus97

Chapter 4

"P-please, Princess Melissa" you stammer, all shame gone "Please let me come. I would be so, so, so grateful." You wonder if this is enough and look up at your feminine owner. She doesn't look impressed. "You call that begging, James? I guess you don't really want to come at all...

by Seamus97

Chapter 5

Melissa takes hold of your locked up package in one pretty hand and bends over to look. You stiffen in pain as her touch alone makes your dick try to get hard. Her hair brushes against you and you can smell her gorgeous scent. Prolonging the agony, she looks closely for a few mi...

by Seamus97

Chapter 6

"Okay James, take hold of your dick and start stroking slowly. All the way along from base to tip". "Gooood boy. It's better when you obey me, isn't it? Princess is so good to you, letting you touch yourself like this. Isn't she?" You nod pathetically. Some remaining part of yo...

by Seamus97

Chapter 7

"Ten" "Nine" "Eight" "Seven" "BEG!" You look up at your Princess. Your defeated little male brain registers that she is upset and so you are too. You start to stammer out another plea. "Beg better! God, once again I'm wondering whether you actually want to cum at...

by Seamus97

Chapter 8

Now that you've finally cum, Melissa's spell over you is broken. As the water washes over you you think over how your sure-thing sugar baby tricked you, trapped you and totally humiliated you. All that money you spent on her just to be bullied and degraded. You find it inconceiv...

by Seamus97

Chapter 8

As the water washes over you, you think about Princess Melissa and how kind it was of her to let you cum. The way she pushed your face into her gorgeous ass was so thoughtful and you know you have to thank her for it. Even though you've just cum, your dick stiffens a little at t...

by Seamus97

Chapter 5

Melissa takes hold of your locked up package in one pretty hand and laughs as you stiffen in pain. She knows your dick is struggling to get hard just from her touching you. But her laughter disappears when she discovers something round the lock of your cage. Scratch marks. The s...

by Seamus97

Chapter 6

Grabbing you the ear, she moves and drags you until she's sitting on the couch again and you're draped over her legs. "Bad boys get spanked James. I know that you have trouble taking orders from me when you'd rather be fucking me, but I am in charge here. I make the rules, and y...

by Seamus97

Chapter 7

To your surprise, Melissa appears willing to let you cum. You figure that she must think her spanking was punishment enough. Taking the key from her anklet, she makes you put your hands to your head as she unlocks you. As soon as she does, your dick springs up, as if in salute t...

by Harst

Chapter 3

> The phone number included is not an actual phone number, don’t call it. You are sitting on your bed in your room with a cardboard package on your lap. With the package came a note, and you were reading it in disbelief. “Dear James, You and my daughter are now at that s...

by Harst

Chapter 4

You really like Sam and must admit you have a crush on her. But this? Inspecting the device, you realize it looks pretty severe and can't quite see how it fits. Looking inside the box again, you see that there is folded paper with instructions on assembling it. You start assembli...

by Harst

Chapter 5

Your classes that day go awful. All you can think about is Sam's mom showing up at your house after school. You are in your room doing homework when the doorbell rings. You rush downstairs and open the door and are greeted by the stern face of Sam's mom. Her arms are crossed, and...

by Harst

Chapter 6

You mull it over for a second before you relent. "Yes, Mrs. Johnson." She leans forward and clicks the lock shut. "There you are, all ready to meet my daughter. Pull your pants up." You do as she says and pull up your pants. She gets up from the sofa and sticks a finger in your...

by Harst

Chapter 7

As you and Sam's mom walk through the front door, her mother's voice rings out. "Look who I found outside," she announces. You can hear Sam's light footsteps hurrying down the stairs. As she sees you standing by the door, she exclaims, "James!" Her face lights up, and she starts...

by Harst

Chapter 8

Sam led you by the hand to Mr. Johnson's office, or at least that was where he usually retired after dinner those times he had been home when you were here. She opens the door, and to your shock, the room isn't an office as you thought but a well-furnished dungeon. Sam's mom sits...