Day 1

I asked Heather how she had her own apartment and she giggled and said she didn’t, of course. Her “roommate” was actually her mom who was gone on a business trip for the week She then told me, “Enough questions. Let’s get going. Let’s go have some fun.” She took me by the hand and led me out into the living room.

“I’ll warn you now. There are some things I’ve always wanted to do to a guy that I plan to try out on you,” she stated without elaboration.

She had me lean over the side of the couch, still naked. She went into her bedroom and got a blouse which she rolled up and wrapped around my eyes like a blindfold. She told me to stay put and walked away. A few minutes later I felt a cool liquid – baby oil? - being applied to my penis. Her hand enveloped my cock and began slowly moving up and down. I squirmed a bit and she placed her hand on my back to steady me without making a comment and continued stroking. After a few minutes, she stopped for a moment and I heard her moving behind me. A moment later I felt a pressure at my asshole and jerked. She spoke sharply and said “Stay still!” and pressed down on my back again. I settled down and the pressure resumed. Something greasy and plastic was slowly pushed into me. A few seconds later the mystery was solved when it began vibrating. I had never had anything in my ass before and was startled but it didn’t hurt like I would have expected. It had been well lubricated and left me with a full sensation, but not uncomfortable. She left it in and resumed the stroking. “There now, isn’t that nice?” she cooed. As she masturbated me, my hips started moving slightly with the rhythm. She then started moving the vibrator in and out with her other hand, never fully removing it before pushing it back in.

I was getting close to orgasm and started to moan slightly. Heather heard it and said “Don’t come yet! We aren’t done yet.” Then I heard a voice from across the room say “That looks cute in his butt.”

I reached up to the blindfold and lifted it a bit to see a girl standing in the doorway. She looked to be about Heather’s age (actually, she was a year younger at 15) and wearing cut off jean shorts and a t-shirt with a rainbow and unicorn on it. She wasn’t as developed as Heather but was still pretty. She was much skinnier than Heather and had nearly black hair as opposed to Heather’s dirty blond.

Heather stopped her motions and slapped my ass hard. “I didn’t tell you that you could remove the blindfold! But since you did, meet my sister Cara.”

Cara walked over and I started to get up for which I received another slap (which rather stung) and was soundly pushed back down by Heather from behind. After I stopped moving, Heather resumed her ministrations both on my cock and the vibrator.

Cara moved behind me. “It seems to fit him well,” she said with a smirk.

“Go get me a glass from the kitchen, Cara,” Heather said. Cara went and did as she was told while Heather continued rubbing me. By this time I was starting to shake all over and Heather said again “You do NOT have permission to cum – you better hold it.”

Cara returned with the glass and Heather told her “Place it there.”

“Please, I can’t hold it anymore,” I pleaded.

“No, not yet,” Heather stated flatly.

Her command didn’t work and I started cumming violently with the vibrator plunged firmly in my ass. I felt the glass touch my cock as it spasmed – Cara was catching the cum in the glass apparently. Heather stopped moving the vibrator and turned it off, still leaving it stuck inside me. She kept milking me with her other hand as I came spurt after spurt. Finally, spent, I relaxed a bit forward onto the couch.

“Wow, that’s cool,” Cara said, eyeing my load in the glass.

The vibrator slid soundlessly out of my ass and Heather’s hands moved off me. “Go put that in the fridge,” Heather told Cara. Cara raised an eyebrow at that but went and did it. Heather leaned over next to my face, still pressed against the couch.

“I told you not to come yet. You’ll need to be punished for that. I assure you that we will work on your self-control this week.” Heather’s tone was quite ominous.

“Go and clean yourself up in the bathroom,” she said.

I got up and started to head that way when she grabbed my arm and stopped me. She looked down at my crotch for a moment and spoke again.

“In the drawer, there are some disposable razors. I want all the hair off that thing” she said, pointing at my cock. “It’s going to be exposed a lot here this week and I don’t want that ugly hair blocking my view. I expect it to be as smooth as a baby’s when you’re done.”

I opened my mouth the speak, but Heather stared me down and stated: “I assure you that arguing will result in even harsher punishment.” All the while, Cara stood off to the side watching our exchange and she snickered at the last comment.

“I’m going shopping to pick up some supplies for more fun. Cara is in charge of you. Any order she gives is to be considered an order from me directly. Don’t let me hear a bad report when I get back.” And with that, she picked up her keys and left.

I just stood there silent, still in shock when Cara spoke up. “You heard my sister, go clean up.” She paused for a second before adding “ Come back up when you’re done so I can make sure you do a good job.”

I went into the bathroom and got in the shower. I scrubbed myself clean and focused on my ass trying to get all the lubricant out of it. After toweling off, I searched the drawers and found the razors Heather mentioned. I had never shaved myself before and it took me a long time. The razors looked cheap and I was sure a slip would REALLY hurt. Cara stuck her head in half-way through and just looked for a minute before leaving again without speaking. I rinsed off the excess hairs and went back out into the living room. I had been handling myself the whole time while shaving and it had made me hard again.

Cara was sitting on the couch watching TV, and she looked up as I reentered the room. “Come over here so I can check you.”

I walked over as asked and stood in front of her.

She tapped the inside of my thigh to indicate I should spread my legs apart. Her hand cupped my sack and stroked it lightly. It sent a small shiver up my spine. She rubbed all over my crotch and grabbed the base of my dick in a surprisingly firm grip. “Geez, do you always go around hard like this everywhere?”

I replied no, only when I was aroused.

“Sure seems like that’s all the time. We need to work on that like my sister said.”

I didn’t know what that meant, but found out soon enough. She directed me to kneel on the floor in the living room and wait with my back to her. She went into the kitchen and I heard her looking for something. A minute later, she returned and knelt in front of me. She was carrying a red plastic flyswatter.

“From now on, you need to keep that thing small unless we tell you otherwise or handle you ourselves. Your dick pointing at me all the time is very rude, you know,” she stated.

“Spread your knees apart” she directed. I just stared at the swatter. I didn’t like where this was going and knelt there frozen.

“Don’t make me ask twice” she threatened, waving the swatter in the air. “And don’t you dare move.” I spread my legs further apart.

She flicked the swatter up lightly, striking my ball sack. I grunted and sucked in my breath hard. My vision quivered and I closed my eyes. I opened them back up after a moment and saw her staring at my dick. It took me a second to realize she wanted to see if it had shrunk any. Apparently not, because a second later she flicked up again.

“Please, stop!” I begged, voice cracking.

“I’m sorry I have to do this, but you need to learn control. Look, it’s starting to get smaller already” she said. Her voice sounded apologetic, but her actions said otherwise.

Flick again and again. I bit my lip to keep from screaming out. My stomach was turning violently. Just then, she reached out and caressed the side of my face. She spoke in a soothing voice.

“There, there. It’s over now. It got nice and small, like it should be,” she said. I looked down and saw that she was, indeed, right. I was quite tiny.

“You’ll be good from now on, right?”, she asked.

I nodded vigorously, but didn’t speak.