Sissy wants pussy

“I want to fuck you!” He says, a sudden stroke of courage.

“Hahaha! Little sissy thinks he deserves pussy does he? Why do you think that?” You say, finding him standing up for himself hilarious.

“I…I still have the tapes! I could report you still!” He says, shrinking back from you.

“Alright! How about this! You do what I say and I’ll agree. Or you don’t cooperate, I get taken away, and your left with just your hand. Up to you sissy. Is it worth degrading yourself to feel my tight, teen pussy?” You say, continuing to use your dominant tone. He shrinks back further, but starts to think about your proposal.

“I’ll agree! I’ve always wanted to fuck a student, but especially you Milly! It’s been fun watching you grow up!” He says, making you want to throw up, at his mention of thinking about you.

“Then bend over your desk for me sissy! I’m gonna show you how to fuck first!” You say, taking your cock out. He doesn’t even hesitate, and bends over for you.” Good boy! Pay attention, and you might learn a thing or two!” You say, before sinking into his puckered hole. As you finish stuffing him, you grab hold of his tiny cock. You barely stop yourself from laughing, when you find his cock is to small for your hand. You have to resort to stroking him off with three fingers. You roughly pound into him, taking great pleasure in it. You can tell it’s horrible for him, but that just makes you go faster. His little thing spurts as your fingers keep stroking him, further discomforting him. He squirts three or four times, by the time you burst inside his bowels. You pull out, and he drops to his knees. He looks quite pathetic with ass gapping, and leaking your cum.” I guess it’s time you feel my pussy then.” You say, your afterglow putting you in a good mood.

“Im already tapped out, I can’t.” He pants, pointing to his flaccid boy dick.

“That can be easily fixed.” You say, feeling charitable. You pull off your dress, and pull him to your breast. You allow him to drink your breastmilk, making him hard almost right away. After you let him drink a few mouthfuls, you push him back on his ass.” Just sit back, and enjoy your mistress’s pussy!” You say, before hopping on his tiny thing. Your a little surprised you actually feel it, but then again your quite tight. Before you can even start moving, you feel him shoot into you.” Poor little sissy! Can’t resist cumming in me can you? Don’t worry, I’ll ride you until you can’t go any more!” You say, before starting to ride his boy cock. Despite cumming, your breastmilk keeps him throbbing hard inside you. You feel him shoot into every few thrusts, but you continue regardless. Although his loads are quite small, with his repeated ejaculations, your pussy starts getting full with his sissy cum.

“I don’t think I can last much longer!” He says, moaning as you continue to milk him.

“Don’t worry my little sissy! Cum in me! Give me all of your worthless seed!” You say, making him cum again. True to his word, he only lasts another two minutes before finally going soft. You pull of him, and your pussy leaks with his worthless sissy cum on the floor. You quickly hop up onto his desk.” Eat your cum out of me! I want my pussy clean for my fiancé!” You say, spreading your legs to him. It takes him a minute to catch his breath, but he does as you ask. Although his cock is useless, his tongue is quite good. You moan as he eats his own cum from you. Your moans seem to encourage him, making him work harder. Your on the edge as he tries to pull away, so you push his face back into your muff. He gets the idea and continues, making you squirt all over his face.” Fuck! Your cock might be useless, but your mouth truly aims to please! I’ll be back to help milk you, so be a good boy and stay out of trouble!” You say, enjoying your afterglow.

“Yes mistress!” He responds, seeming much more willing to listen, after getting what he wanted.