Chapters tagged anal sex

by aika092

Chapter 4

"Okay, here it comes. Slowly does it." You push your finger into Cassie's butthole as she holds her face down and ass up in front of you. For both of you, it is your first experience of any anal play. The internet had suggested warming up to anal sex with a beginner butt plug,...

by aika092

Chapter 6

"You want me to WHAT?" Cassie looks aghast. _Good! Just say no, just say no!_ You decide to drive home the insanity of your February request with a full-on sadistic monologue. "Starting today, you would need to follow a strict anal cleaning routine. Your Anal Only porn w...

by aika092

Chapter 9

"There's more, isn't there." Sometimes it's like Cassie is a mind-reader. Thank the stars she hasn't been able to realize you're being blackmailed, or you'd have broken a rule and this would all have been for nothing. "Yes." You admit. "But this next fantasy of mine is real...

by aika092

Chapter 10

Now that you've started this game, you find that you can't bring yourself to stop. You go as deep and as hard as you can, going above and beyond the instructions you've received to really treat her like an object, and her asshole like a fleshlight. Cassie's endeavors to be sil...