Chapters tagged roleplay

Emma's daddy fulfills his promise by filling her with cum by olly

Chapter 19

Emma's daddy empties his seed inside of his daughter's pussy - it is the single worst thing he's ever done but also the absolute most exciting. His load is thick and creamy and far more voluminous than anything he's ever shot into Emma's mother. He moans loudly - half in ecstasy...

36 Likes

10,017 Views

Have Emma role-play as her best friend Sophia by olly

Chapter 12

When you're fucking Emma later that week you find yourself fantasizing about her best friend Sophia. This is not unusual, you often think about fucking Emma's friends - especially her closest friends Sophia and Isabella. It's hard not to want to fuck girls who wear yoga pants aro...

85 Likes

41,897 Views

The next night Emma dresses up like Sophia! by olly

Chapter 13

The next evening, as you're preparing yourself for bed, which recently has been a prolonged sexual exploit of some kind, Emma walks out of the bathroom wearing a wig that you realize matches Sophia's hear. You also recognize the dress as one of Sophia's favorites. You get almost...

72 Likes

36,081 Views

Taste "Sophia's" pussy by olly

Chapter 14

You lightly push your fake-Sophia back on the bed and direct her to move back so you can take your place between her legs. The room is dark enough that you really can't see too clearly the face of the woman in front of you - you see Sophia's hair though, which makes the fantasy...

56 Likes

34,364 Views

You take "Sophia" from behind by olly

Chapter 15

"Get on your hands and knees, Sophia," you order and she quickly obeys. You both know that from behind it's very easy to give into the fantasy and believe that you really are fucking Sophia. You get off not only on imagining fucking Sophia, but also that Emma can get off knowing...

67 Likes

33,599 Views

Sarah wants Mason to roleplay as you! by olly

Chapter 55

After they get into the dark bedroom, Sarah tells her husband what she's been thinking about. "I was thinking we could pretend that you're {first\_name}," Sarah says as she begins to unbutton Mason's shirt. "What?! You want me to be {first\_name}?!" Mason says stunned. "It's j...

24 Likes

7,812 Views

"Yes, slut, suck my huge cock!" Mason tells his wife by olly

Chapter 56

"Yes, slut, suck my huge cock!" Mason tells his wife finally. Sarah smiles, knowing she won, and gets down on her knees. "Oh my god, {first\_name}," she says as the pretends to marvel at the size of her husband's cock. She looks just like a girl acting in a porn, feigning amazem...

25 Likes

7,864 Views

Mason fucks his wife still roleplaying as you by olly

Chapter 57

Finally Sarah pushes herself off of her husband's cock so that she can catch her breath. "Don't cum yet, {first\_name}. I need you to fuck me first. It's been so long since I had a good fucking." Sarah then bends over the bed so that her husband can take her from behind. "Yes, f...

25 Likes

7,718 Views

Sarah and Mason have more adventures involving you by olly

Chapter 58

You've quickly become a critical part of Sarah and Mason sex life. Over the following weeks, you come over for more threesomes, during which invariably Sarah gives you the vast majority of attention and Mason gets your sloppy seconds. Mason gets more comfortable with his role in...

23 Likes

7,596 Views

Take Sophia on a trip as your girlfriend by olly

Chapter 27

You have to go on a work trip for a few days to a conference and you don't want to go without fucking for three days nor do you want to deal with breaking in a new slut. Emma is busy with work, so you decide to have Sophia take off a few days from work to join you. You tell her t...

57 Likes

27,515 Views