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Chapter 37 by sir oppenheimer sir oppenheimer

Keep watching and fingering yourself? Or make your escape and play ignorant later? Maybe something else?

Keep watching

You're not sure how bad it would be if your roommate caught you peeping on her intimate moments, but it probably wouldn't be that bad. Hell, she might get more turned on by watching. On the other hand, if her boy saw you it would probably be bad for you. You're sure someone in his position would want to keep it a secret, though you bet Emily could keep him calm about it since you'll have to meet him eventually to hand over the key. You still don't know what she was thinking when she loaned it to you. You don't know the first thing about keyholding. Even when you stumbled across chastity pics in the past, you could only empathize with the guys actually wearing the things. You're brought back out of your thoughts when you hear the vibrator stop suddenly. "God... no one eats ass like you, pet." Emily compliments her ****. Shit, were you so lost in thoughts that you missed her big orgasm? It's too quiet now for you to try to escape, all you can do is pull your head back into the entryway and pray that she isn't finished yet.

You hear someone climb off the bed and land on the floor, your heart pounding in anticipation of being caught. However, instead of footsteps heading toward you, you only hear the sound of rummaging. You know that's the same sound as when Emily left you tied up and looked for her specific toy. Wait, which toy was it?

"Found it!" Emily calls out victoriously. You hear her climb back on the bed. You breathe out a sigh of relief, then poke your head out just far enough to once again watch the pair. Your roommate is back on the boy, this time straddling his stomach. You try not to gasp when you see that Emily is holding her strap on. The same huge, black, strap on you enjoyed barely a day ago. The only question is who is going to be fucking who here.

You don't have time to guess before the mistress starts to explain. "Remember how I told you I used this on my new ****? Remember how much your little dick leaked as I gave you every little detail? About how tight her ass was? About how confidently she could ride it? About how explosive her orgasm was?" As Emily recounts your Friday exploits, she is slowly stroking the shaft on the strap on and you are slowly rubbing your clit at the same speed, still trying to reach your own climax. You notice now is the first you're able to see the boy's face, and you try to see if you recognize him. You don't think you've seen him around on campus yet. You guess he must have shown up just after you left this morning for the two of them to discuss everything. After all, you've been with Emily almost the whole time since you arrived yourself.

"Finally," Emily finishes, "I bet you remember that I told you how much I enjoyed watching her small tits bounce up and down with each thrust, as she begged for more until I finally let her cum." She's exaggerating a bit, you think. You don't remember begging her to cum, right? Anyway, it seems like she's about to announce her plan.

Who will be fucking who?

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