Roommate to Sissy

Disclaimer/Author's Note" As always, this is totally fictional. Please leave comments and feedback, I appreciate them greatly and would like to know whether people are enjoying it or whether it's bad.

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I sat there on the couch silently. I wasn't sure what I could say and honestly, I'd been so caught off guard by Amy's initial response. I'd been caught red-handed holding her panties and taking a big sniff. Quite hard to claim I was doing anything else when I had a raging hard-on. Instead of screaming at me and calling the cops she'd acted excited and now here we were, sitting in the living room. I was just waiting for her to talk, but she'd been silent since she marched me out here. She kept looking at me with this big smile on her face, she was clearly enjoying herself which only made me more confused. After a minute or two that felt like hours to me, Amy stood up and stepped in front of me, still clutching the lacy blue thong I'd been caught with.

"So couldn't help yourself, could you?" she asked me with a very flat, serious voice.

"I swear, it's just one time, It'll never happen again Amy, I'm so sorry," I pleaded, hoping not to lose my housing. Amy frowned as she looked at me before responding.

"No lying," she said sternly. She put a finger on my chest, "If this is going to work, if you're going to continue to stay here, there can't be any lying going forward. That's the first rule. Do you accept this?"

I nodded quickly, "Of course, I'm so sorry, it was just a momentary lapse of judgment, I..." Amy then cut me off.

"Enough excuses," she said, dropping the panties on my lap. "You were horny and you got a little handsy, I can't blame you. It's not exactly like I haven't been teasing you since you moved in."

Her admission was like a little light flickering in my head. I hadn't just been imagining her flirty behavior. Maybe I'd just been overthinking it and she was trying to give me a green light. I admit it'd been a while since my last girlfriend and I'd never been the best at reading signs, so maybe it was just me being oblivious.

"As I said, we need to set some rules going forward," Amy began. "The first is no lying. The second is probably the most important and that rule is, what I say goes." She looked at me, waiting for a response.

I thought for a moment about how lucky I was right now. If I was being fully honest with myself, I'd always been a bit submissive and I did like a woman who took charge. If I'd stumbled into a situation where I got this sweet housing set up and a hot, bossy girlfriend, well I would consider myself incredibly lucky.

"That's fine with me," I replied. "It's your house, you make the rules."

"Good boy," she said, her voice softening to the usual more playful tone. "I'll tell you more of the rules as we go. For now, though, it's time to see how well you follow my directions." Amy started to unbutton her blouse revealing her cleavage and eventually the silky bra she was wearing. "Strip for me," she said.

I couldn't possibly have moved faster if I tried. I fumbled with the button on my pants and basically ripped my shirt off, stripping down to nothing. It'd been a while since I'd been naked around another person. I figure under normal circumstances I might have been a little hesitant, but I was running on adrenaline right now, reveling in the fantasy I was living. By the time I finished Amy was standing in front of me in nothing but her bra and panties, a matching set of silky black. She'd kept her heels on which I have to admit made her look that much better. She grinned at me and stepped toward me. My cock was already excited and hard before she gently ran the tip of her nails along it, sending a shiver up my spine.

"Well now, it seems like you're having a good time, aren't you?' she asked, teasing the tip of my cock with her fingers.

I nodded and moaned out, "Yes."

"Good, there's that honesty we need for this to work," She said, removing her hand from my cock. She stepped to my side and grabbed something from the couch. She then held her lacy blue thong back up in front of my face. "Now to see if you follow my directions obediently, put this on."

She held the thong gently, just barely holding one strap. It took me a moment to realize what she'd just asked me to do. Noticing my hesitance, Amy spoke again. "Is there a problem? You said you'd do what I told you to, I told you to put these on, simple enough."

I'd never thought much about this sort of thing. It's not that I had an issue with it, I'd just always been a simple guy as far as what I looked at, hot girls in lingerie or naked, nothing too out there. At the same time though, I was so turned on I was highly suggestible and wanted to do what she said. So I slipped the thong on. It felt a little weird, but I wouldn't say it was uncomfortable. My cock was protruding from the front, still hard. I was surprised by how well it fit me, but then again I was a pretty scrawny guy and Amy had such a magnificently big ass, that I should have realized the thong would fit.

"Step forward so I can get a good look," Amy said. She put a hand on my ass and squeezed, pushing me toward the coffee table. "Now bend over, someone needs their punishment for being naughty. I think a few spanks will do."

This part I saw coming, from the second this started to turn sexual, I thought there was a chance of this. I'd never been spanked, so I wasn't sure whether I'd enjoy it or not. I bent forward like I was told, placing my hands on the coffee table to brace myself and trying to relax for what was about to happen. That's when Amy surprised me a bit. She slid behind me and used her legs to spread mine open a little more, widening my stance. She ran her hands over my back, letting her fingernails tease my skin as she got down to my now thonged ass. I felt her hands leave my skin for a second and I tensed, expecting the spank. Instead, She pressed herself against me, her crotch against my ass, grinding against me.

Amy growled a little and thrust against me twice, "God you do have such a nice little ass. It's just begging for all sorts of wonderful things."

Then came the spanking, one swift sack across my ass followed by another on the opposite cheek. I couldn't help but let out a little moan. I was enjoying it. Maybe I was just so turned on and desperate that I'd enjoy anything she did to me, but I was absolutely enjoying it. She smacked my ass again and I moaned a little louder.

"You like it don't you, moaning like a little slut," Amy said. She grabbed me by the hips and thrust into me a few more times. "Tell me you like it, come on, rule one is honesty!"

She was getting louder as she went, a few more thrusts, a few more spanks, I could feel my ass getting red, but I didn't care. My heart was beating like crazy, and my cock was straining against the thong I was wearing, leaking precum onto the coffee table.

"I like it," I mumbled out, ashamed but turned on. I could feel my face burning with embarrassment.

Then Amy stopped for a second before I felt her hand reach down, her fingers running along my ass until she reached below. I felt her fingernails touch my balls. I shuddered as her fingernail ran up the shaft of my cock. She stroked it vigorously for a few seconds, giving me the brief hope that I was about to come. Instead, she stopped as quickly as she started. My whole body yearned for a release as I waited for what Amy would do next.

"Stand back up," She ordered.

I stood up and turned around to see her bra dropping as she undid the clasp at the back. I'd imagined her breasts so many times, but my imagination did not do her justice. Her breasts were full and at attention, excited and exposed. Then her hands went lower and she slid her panties off. I stared dumbstruck as she finished getting naked. I already knew it, but Amy was far more attractive than any woman I'd ever been with. Seeing her like this was the first time I ever understood the people who called a woman a goddess. Her naked body was something to be worshiped.

Amy stepped back and sat on the couch, spreading her legs wide. I saw her bare pussy and I think I started drooling. I stared down at her perfectly shaved pussy and my mind was gone. She slid her fingers down and parted the lips, one finger gently sliding in between. She touched herself, a few quick flicks of her finger against her clit. Then she slipped her finger inside, moaning with pleasure before putting it out and holding her finger up.

"Come on," she beckoned, "Have a taste."

I kneeled and took her finger in my mouth, eagerly tasting it. My head swam with so many horny thoughts, I wanted so many different things at this moment, I couldn't figure out what I wanted, what I wanted to say, or anything else for that matter. Fortunately for me, I wasn't the one in charge.

"Good," Amy purred, "Now the next rule is that if you're going to be staying here, you're going to have to please me as often as I want. Whenever I need it, however, I need it, I snap my fingers and you're here, understood?"

"Yes, of course," I replied eagerly.

"That's what I want to hear, though you may think I'm being bossy, you'll get used to it. I have a very high libido and I'm going to need you to take care of me constantly. I hope your jaw is ready for quite the regular workout," she said.

Then Amy grabbed the back of my head and pulled me down and in, putting my head right at her pussy.

"Now be a good boy and lick me to a few orgasms," She said before pulling me in that last inch.

I did exactly as I was told. I began to lick. Amy kept the pressure on the back of my head, making sure I was pressed right up against her until I felt her legs move up and rest on my shoulders as she leaned back on the couch. The smell, the pheromones filling my nostrils helped to give me a singular purpose, to calm down my scattered mind and bring me to focus on the task at hand and nothing else. I tried not to go too fast, though that required a lot of focus. If I let my body choose I would have gone as fast as my heart was beating. Instead, I took my time, gauging the pace based on how Amy was moaning and crying out.

I ate her pussy as long as I could, as long as my jaw and lungs could manage, coming up for air as little as possible. Eventually, though I had to stop, my tongue tiring out on me. I pulled back, panting with a slack jaw, trying just to catch my breath again. My heart was beating out of my chest, my cock was throbbing and I knew I'd leaked all over the place, but god I didn't care. This was the most exhilarating experience I'd had.

After a minute Amy sat up, a big smile on her lips. "Well, well, I found a good one. You actually know how to eat pussy. I'm so glad I don't have to teach you that from scratch."

She leaned forward, putting a hand under my chin and pulling me toward her. She pulled me in for a kiss. It was forceful and passionate. I'd never been kissed like that and I felt like my heart skipped a beat. She licked my lip before sitting back on the couch with a satisfied moan.

"Mmm... I can taste how you made me come," she took a moment, taking a few deep breaths. "I had a good feeling about you John and you are not disappointing me." Her hands reached toward her nipples, caressing them and rubbing them. Again I just stared, taking in what was going on. I was on sensory overload watching her play with herself. After a few moments of this, she stopped and looked me in the eyes, evaluating what to say next.

"So, expect to do that at least once a day, more likely two times, sometimes maybe more." She looked at me as though she was expecting a response, but I was a little fried and just barely nodded. "Now that doesn't mean you won't have other duties, or that this has any impact on our normal housing arrangement. Don't worry though, You'll get plenty out of this. I have plans for you, big plans."

I should have been worried by how she put that, but I wasn't. I was deliriously horny right now and needed to come. "Please Amy," I begged, "I'll do whatever you want, I just need to come. Please let me come."

Amy licked her lips happily, "That's not enough, you can do better. Come on now, really beg for it."

"Anything, I don't care what you want, I'll do it, just let me come please, I need to come. I have to come. I need a release," I begged. I was kneeling at her feet, kissing her legs as I spoke, just trying to plead with her. Finishing myself off by masturbating later was not going to be good enough at this rate.

"You promise, anything I want if I let you come?" Amy asked hungrily.

"Anything," I said as I kissed her leg again.

"You can't come in my pussy yet, you'll have to work harder to earn that, but I will let you come in my mouth," she replied.

"Thank you," I said as I stood up, positioning myself in front of her.

I reached for my cock but she clapped my hands away. "No touch," she said. "I said I'll let you come, that means I'm going to take care of you."

She pulled the front of the blue thong to the side, freeing my hard, pulsing cock. Amy took the silky panties she'd been wearing off the floor and brought them up to my cock and began stroking. The smooth, silky sensation caused me to sigh and moan, my whole body shaking with how badly I needed the release. She stroked me with the panties, her pace getting faster and faster until she brought her lips to the tip of my cock. She began to lick, her tongue caressing the tip of my cock. Then she began to suck, her hand with the panties moving lower to my balls, massaging them as she sucked and stroked my cock. My cock was throbbing, my heart was beating out of my chest and I could feel myself approaching the finish.

Then Amy went all the way down, deep-throating my cock and I came. My cum began shooting into her mouth, my hips thrusting and a deep grunting moan coming out of my mouth. Amy didn't hesitate or budge as I came, she kept sucking, getting every last drop from my cock. As she pulled back from me she looked up, opening her mouth. I saw the white sticky liquid filling her before she closed her mouth and swallowed, taking it all in one gulp. I shuddered, that image imprinting into my mind for the rest of my life.

In the clarity of having just come, I realized everything that had just happened. The agreements I had just made, how I'd been caught, and how I had just fucked my roommate. I sat down on the couch, trying to catch my breath. I leaned back and took a deep breath, regardless of what came next, what had just happened was an experience I would never forget. I was shaken out of this state by the feeling of Amy's hand on my crotch, pulling the thong I was wearing back into place, covering my cock.

"We have so many fun things ahead of us," She said as she leaned over, giving my cock a kiss through the lacy fabric. "After all, you did promise me whatever I wanted." She sat up and looked at me, taking my total attention. "Which I suppose starts with two things. First off, you'll be wearing panties in my presence from now on. You have such a cute little ass, it just needs some cute panties to go with it."

There was a pause that hung in the air for a moment before I replied. I had to think, but honestly, I was still in such a high from what we'd just done that I willingly agreed. "Ok, whatever you want."

"You'll also be starting yoga with me in the morning, I need to make sure you're in good enough shape to keep up with me," Amy said, grinning.

"Ok, I guess that's not a big deal," I replied. Honestly, a little exercise wouldn't hurt me and I probably did need it to keep pace with her.

"Lastly though, If we're going to do this I need to know that I'm in full control, even when I'm not here." She said, her tone getting serious again. "So that means I need to lock up your cock so I'm the only one who has access to it. We'll have to get you a chastity cage."

My heart skipped a beat. I'd heard about people doing this sort of stuff, but I'd never imagined being in a situation involving any of this. Despite my hesitance, my lust-fueled brain made me reply simply by saying, "Whatever you want."