“Look at you, bitch. You’re pathetic. You’re not a man, but you’re not a woman. You’re just a little sissy bitch.” Leah leaned in close to his and spit on him, causing him to flinch and shut his eyes.
Leah regained her posture and started pumping the strap-on into my sissy’s asshole. Despite everything that had just happened, his little cock was still as hard as it could get inside the cage. Leah pulled out, then slammed back in. Every time she thrust in, I watched her boobs shake up and down, while the flesh of Tim’s calves and ass jiggled.
I couldn’t take it anymore. My own cock was about to burst out of my pants. I motioned for Leah to move Tim a little bit, and turned him so that now his head was hanging over the edge of the bed. I was still holding his hands while Leah held his legs up. I held onto both of Tim’s wrists with one hand and used my free hand to remove my pants. Tim had his head hanging over the side of the bed, with his eyes closed.
Without warning, I shoved my freed cock onto his lips. At this point, I couldn’t see his facial reaction, but I could feel him thrashing his head around, underneath my cock.
“Open wide and take that cock like the sissy bitch you are!” Leah ordered. She started squeezing his balls again.
Tim did value his balls, so he did as she told.
“If Aaron feels any teeth, then I swear I will rip your balls off, bitch!” Leah yelled at him. I grinned. Leah was definitely enjoying this.
My cock was also very satisfied. My roommate’s warm and wet mouth surrounded my rock-hard member. I groaned in pleasure. I pushed my cock further, and my tip hit the back of his throat. That didn’t stop me, though. There was still about a quarter of my cock exposed to the cold air.
I thrust my hips forward. I nearly came just from that. The top of Tim’s throat clenched around my sensitive tip. I felt choking, but I didn’t care. I could feel some slight scratching on the top of my cock from Tim’s teeth. I warned him about that, and I could tell that Leah was tightening her grip. My little sissy learned that he could wrap his lips around his teeth to avoid any more trouble. I pulled my cock out of his mouth, but before he could finish taking a deep breath, I thrust it in again. Once again, there was more choking and groaning.
This was a real sight. Just a few days ago, Tim was a sexist, arrogant asshole of a roommate. Now, he was lying in his bed, being penetrated from his asshole and his mouth.
I started thrusting at the rate that Leah was, and we got into a rhythm. We both slammed in deep at the same time, then pulled out. We slammed in deep again, and pulled out. We repeated this process, while Tim was unable to do anything but lie there and take the punishment. As I was getting close to cumming, I saw a glob of pre-cum ooze out of Tim’s little cock and out of the cage, landing on his flat belly. Leah saw this, too, and started thrusting faster.
“Oh, fuck, I’m getting close…” I groaned. I pulled my cock out of my sissy’s mouth and started to jack off. Before Tim could react, I shot my load all over his face. My several thick ropes of cum covered his nose, eyes, cheeks, and lips. I could see that Tim did close his mouth, but I didn’t care. My goal was to humiliate the hell out of him, and that definitely worked.
Leah also pulled the strap-on out of Tim’s asshole. She let go of his legs, and they just dropped onto the bed. I pushed my sissy onto the bed so his head was no longer hanging off the side.
“P-please… I have to cum… just take this cage off of me so I can cum…” I loved hearing my sissy beg. But I didn’t plan on doing anything he asked of me.
“Pathetic,” Leah spat. She wasn’t angry anymore, but she that didn’t mean she was ready to let things go. Leah grabbed Tim by the throat. She slapped him on the face, which caused some of my cum to go flying. I found that rather amusing.
“I’m going to make sure that you never do something like that again. I heard your apology, but I don’t really feel like that was enough,” Leah’s hand was now covered in my cum, so she just smeared it on Tim’s belly, mixing it with the small puddle of Tim’s pre-cum that had formed. “I’m probably going to have to spend some more time with you to make sure that you really meant what you said.”
With that, Leah walked away from Tim and started to get dressed and pack her things away. She was pretty fierce.
My roommate lay on his bed, cock twitching in the cage. He didn’t try to get himself off this time, but I could tell he was debating it. He kept having to blink cum out of his eyes that dripped in, which I found funny. “Well, you really messed with the wrong girl, kid,” I scolded.
Leah left the room. I heard her open the door to our apartment. It slammed shut behind her, leaving me and my roommate together. I turned around for a moment, then looked back to see that Tim was staring at me. He immediately turned away, face reddening.
I put my clothes back on. Tim was lying on the bed, silently sobbing. I realized that night had already fallen. What a crazy 24 hours it had been.
This was going to be a lot of fun.
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