A Nighttime Butt-Fucking

The lights were off, so you could only see the outline of her figure standing there. "Sir, where would you like me to sleep?" she asked. You thought that that was another in a serious of odd questions today. "Well, with me Jennifer. I only have the one bed and bedroom in the apartment." Jennifer smiled then climbed into bed. "Thank you sir, I'm honored you want to spend the night with me. I ask as sometimes men have trouble sharing a bed with a woman. If you find that to be the case, I am happy to sleep on the floor next to you." You were no longer were surprised by what she said. You just smiled and kissed her neck.

You were laying on your right side. She climbed in on her right side and moved her body up against yours. Your dick was now rested perfectly between her tight and toned ass cheeks. Even though you were about ready to fall asleep, your dick once again got hard. Jennifer felt it as well. "John, do you wish me to please you before you sleep?" You say yes but you tell her that you don't have the energy to do anything. You figure she'll do something simple that doesn't involve your effort, like blow you or give you a hand job. The problem with that idea was that you were still underestimating your date.

"No worries John, I can pleasure you without you having to move." Jennifer gets up and grabs the lube she brought out of her bag. She pulls the covers off of your lower half and begins lubricating your penis. She then takes the butt plug she brought, lubricates it, and carefully inserts it into her ass. Once it's all the way in she removes it and places it back in her bag.

She gets back into bed again on her side with your dick between her ass cheeks. She reaches behind, grabs your cock, and begins pressing it against her butthole. You'd never had anal sex before. In your half awake state you could already tell you'd like it even better than vaginal sex. As your cock penetrated her ass hole she pressed her butt up against you to ensure it made it all the way in.

Once your penis was fully inside her ass, she started moving her hips back and forth. Her asshole felt incredible. It was even tighter than her pussy! Even better, she was truly doing everything. You hadn't moved an inch since she entered the bedroom. As she impaled herself on your dick, she started making muffled cries of pleasure. She figured you either were trying to or were now fully asleep. She didn't want to wake you. After about a minute she did let our a full volume "yipe". She then whispered that if you were awake she apologized and understood if you were to punish her.

After another minute you couldn't take it anymore. You shot yet another load deep into her ass. As soon as you finished, she asked yet again what to do with your cum. With your last ounce of remaining energy, you responded. "Jennifer, unless I say otherwise, do whatever you'd like." She started to shriek then covered her mouth. "You are so amazing John. Thank you for this gift."

Jennifer started fidgeting with her arms. Soon you saw two fingers emerge from underneath the bed sheets and aim for her mouth. It seems, just like before, that she scooped your semen from her body and was eating it. She let out a muffled "mmmmmm". She then placed her head back on the pillow and fell asleep. Just before you fell asleep as well, you reached your left arm over her body and grabbed her breast. She placed her hand over yours, as if to signify that she approved of you grabbing what was now yours.