I arrived at the roach motel, paying the cabbie for the ride after getting out of the vehicle. The motel was quiet with not a single soul outside of their rooms. Probably asleep or preoccupied with other vices until the sun decided to come up in the morning. I ascended the stairs towards the room the mysterious man on the phone told me to go to.
I knocked on the door, making sure that I wasn’t seen by anyone else. I saw the curtains flash for a moment before the door opened. An older and very lanky man stared at me with a smirk.
“So,” the lanky man said, “you’re the boi toy Daddy sent me. You’re a little late, but I’m a patient man. Come on in and take a seat.”
The lanky man was dressed in a dirty white tank top and dark blue boxers. His bald spot glistened in the seedy motel room light, and a few teeth were missing from his smirk. I took a seat on the bed, my muscles tense in fear as to what I was going to have to do for this guy.
“Unless your Daddy didn’t tell you, I’ve paid for a blow job. But first, let me see that cock between your legs sissy boi.” He licked his lips and stared at my crotch.
Reaching into my shorts, I pulled my flaccid cock out and let it lay on my thigh. Realizing that he wanted to see me hard, I closed my eyes and imagined the many ex girlfriends I had in the past to stroke myself to full length.
“Damn sissy! A 9 incher? What a waste on you,” he told me as I heard him drop his boxers to the floor. “Now, I’m gonna let you keep those eyes closed, but you better stroke yourself while I fuck those sweet lips of yours.”
He grabbed my arms and pulled me to the floor, putting me in a kneeling position. I was forced to stroke as his cock entered my mouth. I was forced to stroke as he thrusted in and out of my mouth with his below average cock.
“I would kill to have a cock like yours, but instead I was born with this,” he said as his cock danced across my tongue. “And cunts like you think they can go without using their hung cocks just because of their own preferences! You cunts make me sick! Keep stroking sissy boi!”
I stroked off as he talked about how life wasn’t fair, about how he should have been born with a monster cock and that he wouldn’t be face fucking sissies in roach motels if he had been born endowed. Eventually he erupted in my mouth, however perhaps that word was too generous. In fact it was a spurt of cum, but to him it was an eruption.
I, sadly, shot ropes of cum onto the floor as he berated me over and over again. The orgasm was drowned out by the sorrow I felt for having to perform such an act for this putrid man.
“Your Daddy needs to break you in a little bit more. Good thing he made me pay in a gift this time. Top drawer, sissy. Get to it.’
I got up from the floor and discovered the gift purchased for me by the lanky man: a pink chastity cage that was bedazzled with glittery rhinestones. “What is this for,” I asked.
“For that cock of yours. If you’re not gonna use it, then there’s no point in letting it get hard sissy. Put it on and hand me the key.”
He stared at me with a burning rage behind his eyes, a rage that could burn me to ashes. I slowly but surely put my cock into the cage, bemoaning the experience as I was perpetually stuck at a length of an inch and half. Upon locking myself, I handed him the key.
The lanky man immediately kicked me out into the cold, dark night. He had gotten what he wanted, and I had lost so much in such a short amount of time. My phone started to ring, and that’s when I knew my night wasn’t over yet. I took the phone out of my pocket, answered the call, and sadly said “hello Daddy.”
~end of part 2~
Source: reddit.com/r/Erotica/comments/jift8x/a_changing_man_pt_2_sissy
Very hot! Definitely looking forward to part 3.