The Transsexual Teacher

"Urgmumg..mm." Greg struggled to accept the thick cock flesh. Ms. Sin steadily used her arms as leverage to pull him lower and gently pressed upward with her hips, so that her cock dug deeper into his asshole.

"Oooh.. that's good, Greg. You've gotta give it to get it. Where has this Greg been hiding all year? Your grades would be a lot better if I had this ass all along." Ms. Sin moaned.

More and more inches disappeared inside Greg. Finally, Greg's butt cheeks sat flush with her thighs. Ms. Sin held him tight, starting to buck up against him, her body humped his. The tight walls of his ass constricted around her cock.

"Bounce up and down. I want you to ride my cock." Her lips kissed his ear and neck.

Greg lifted himself tentatively from her pole, the pain was intense, but so was the pleasure he felt. Being so filled by cock and being so close to Ms. Sin kept his cock rock hard too. He fell back down on her cock. Ms. Sin felt like her dick was in a vice. A pleasure vice.

"That's it, Greg. Keep that up for me."

Greg's ass gave great resistance with each intake of Ms. Sin's cock. She started snapping her hips up, thrusting her cock into his tiny hole.

"Your... cock... it's so big..."

Ms. Sin thrust every last inch into Greg, "Tell me you like it!" She told him.

"I... I like it. I like it! Your big fucking dick is amazing!" The words popped out his mouth.

"Tell me who owns your ass? Tell who owns it!" Ms. Sin thrust up inside him.

"You do... you do Ms. Sin! My ass is yours. Just please don't stop fucking it!"

"Oh Greg. Dear. I'm gonna have to cum soon. Oh baby, come here!" Ms. Sin lifted Greg's aching ass partially off her cock for a moment so that she could turn his body toward her. They embraced tightly, Ms. Sin's tits pressing against his chest.

Her cock slid all the way to the hilt in his ass again. They kissed each other hungrily. Ms. Sin thrust her cock wildly into his hole. Greg's entire body bounced up and down with each thrust like he was riding a pogo stick instead of Ms. Sin's massive piece of meat.