The Year: 2020

"I'm sorry." Chris moaned out seductively with that effeminate voice I'd heard through the walls so many times before. "I'm so drunk. I need it."

"What?" I asked, still in disbelief. I was even more confused now because he sounded like more of a woman than I'd ever heard before.

"I haven't had dick in months." He moaned. "Please, give it to me."

There was an odd long awkward pause of silence and tension that filled the air; I dropped my hand and looked at Chris as he sat there submissively on the edge of the couch slowly wiggling his round ass in my direction. It took me a minute to realize it but he had quite a nice ass, for such a small, feminine, petite guy his ass was tight and toned but still had quite a bit of fat to it-more than the upper half of his body which was scrawny. I was almost in a trance.

"Please." He moaned again breaking my concentration.

I snapped out of it and looked down to see my cock was rock hard in my pants. His ass was so nice and I could feel my deprived sexual appetite swelling beneath my skin; he was so smooth and had strategically covered his cock and balls from being visible.

He reached back with both hands and spread his cheek exposing his hole for me to see very clearly; it was the most perfect hole I'd ever laid my eyes on.. Soft, pink, smooth.. It almost really did look like a woman sitting there waiting for my cock.

"Come on. Pretend I'm just another girl." He moaned.

..And that was it for me.

Even if I had considered it for the last minute or so, I was completely taken out of it.

"No." I said sternly.

I flipped the switch and turned the light off so that I couldn't see his ass anymore. I walked over and very gently and friendly picked him up from the bed; he pulled the leggings up over his ass and around his waist.

"Come on." I told him, "I'll help you to your room."

More than anything I just felt bad for him. He was clearly going through a serious identity and sexuality crisis and just wanted to feel some sort of a physical connection with someone and I couldn't give it to him.

"Please, just let me see it." He moaned as I walked him to his room. "I could give you head."

Chris' hand lunged for my cock and he grabbed it through my briefs. He let out a sigh of relief in sexual ecstasy as he felt the girth and how stiff it was; his hands were so tiny, I'd never realized it until I had one wrapped around my cock. It was small that it made my cock feel even bigger than it actually was.

"Come on. Stop that." I pushed his hand away.

"Can I see it?" He asked again, as I opened his bedroom door and laid him on the bed.

"No." I said, sternly again putting my foot down. "Now go to bed."

As I turned to walk away his hand lunged forward again and latched onto my cock. His grip felt so nice and my cock was so starved for sex that I started to give in.

"Seriously, let it go." I told him, in a last ditch effort to get him to stop.

Before I knew it his little fingers had made their way down my shaft and through the hole in my briefs. He fumbled around until my erect cock fell through; he grabbed it with two hands now and cupped it between them and moaned like a woman.

"It's so warm." He said pulling me closer to the edge of the bed.

"Alright, you saw it. Now that's enough." I told him, looking up at the ceiling trying not to look down at him while fighting the urge to jam my cock down his throat.

I glanced down and he still had his hood on but I could see still the shimmer of his big brown eyes as he stared at my cock... Which was fully erect. He moved forward a bit bringing his face towards my cock and I could feel the warmth of his breath on my cock; I looked down and started to shove him away when I saw an entire bottle of vodka, empty on the nightstand beside his bed. Before I knew it his mouth was wide open and his cupped hands were guiding my cock into his mouth; his lips wrapped around the head of my cock and my entire body shivered. My eyes twitched and rolled into the back of my head; I felt like my body was being drained of its blood and I could have fallen to the floor right then and there.

"Oh.. fuck." I moaned, trying to regain control of my body.

I moaned not out of pleasure but almost out of fear.. It was like the first time anyone had touched my cock all over again and I was afraid of just how good his mouth felt; I was stuck like a deer gazing into the headlights of an oncoming car. He gently suckled the head of my cock and I allowed it for a bit longer than I care to admit; so many things were racing through my mind.

"I could just let him do it." I thought.

"He's so drunk, he probably won't remember." I told myself.

"What are you doing?" Came glaring through all the other thoughts.

I pushed him away and left his room quickly.

I couldn't stop thinking about how good Chris' mouth felt when I'd returned to my room; I laid down to go to sleep but couldn't get the thought out of my mind. My cock wouldn't go down and I was still rock solid. I quickly rubbed one out and tried to fall asleep but my hand didn't satisfy me.. Not after it had felt the warmth of a wet soft mouth again after so many months. Something had been unlocked within me and I needed.. more. I rubbed out two more loads before finally falling asleep. The next morning when I woke up Chris was still asleep or just locked away in hiding in his bedroom; my mind had eased and all the tension from the night before had subsided. I made my mind up right then and there to forget about it and move on; I'd never mention it so long as he never did either.

Later on in the night I received a text from Chris in attempt to break the ice:

"Sorry about last night. I had a little too much to drink."

"It's alright, I know how it can be sometimes." I told him.

"Sorry if this is weird but.. You have a really nice cock." He told me.

I ignored it.

"I know you don't like boys.. But we could work something out." He texted a few hours later.

I feared that he might have had another bottle in his room and was drinking away his sorrows. I was afraid of what I might walk into this time around; I was afraid of how persuasive Chris had been the night before and how much he'd gotten out of me. I started to think, "what could we work out, exactly?" I kept thinking about that smooth white ass and how I'd never noticed his feminine figure; how the thickness of his thighs were folding over the waistband of those tight leggings and how small his hands were.

God, what was I even thinking?

The night rolled on and I was still awake around 4 AM; I was in the middle of a movie and started to overhear some very loud moaning coming from the living room and before I even got out of bed, I already knew what I was in for if I were to investigate the noise. My gut was telling me to turn the volume up louder on my television but my cock was screaming for me to check it out.

"Fuck it." I said to myself after ten minutes or so of fighting off my curiosity. "Let's see what he's up to."

Like the night before, all the lights were off except for a strip of LED lights we had in the living room which were illuminating a dark red light under the frame of my bedroom door. I slowly cracked opened the door just enough to peek out and down the hallway and it was dimly lit by the LED lights, there were a couple candles lit and I could see quick flashes of light every now and again from the television.. Right in the center of the room was Chris, on his knees.

Only this time he didn't look like Chris.. He wasn't wearing a hoodie and his hair had been nicely straightened and it looked much longer than I'd ever seen it, almost as if he had pressed on extensions. I could only make out the silhouette of his body but he didn't appear to be wearing any clothes and I would have sworn I could make out large mounds of flesh.. Like breasts, on his chest.. But that couldn't be? I decided to investigate a bit further and slyly slipped out of my room and into the hall; I pressed my back against the wall in the hallway and quietly tiptoed to the end so that I could fully look into the living room.. I still couldn't make out much of anything but I could see that Chris' mouth was wide open; he had his tongue sticking straight out, similar to when you go to the doctor and they make you say "Ahh" before shoving that wooden stick down your throat.

I pressed my forehead against the wall, closed my eyes, and took a deep breath. My cock was stiff as a board between my legs and I glanced back around the corner at Chris, who had saliva dripping from the tip of his tongue and oozing down his neck and onto his chest.. Which did indeed have two normal sized female breasts attached to it, covered by a black lace bra.

"I can hear you." Chris shouted in a whisper.

I froze like a deer in the headlights again; I had been caught.

"Come on in." He whispered in that feminine tone.

My legs started to move involuntarily until I was standing behind the couch looking down at my roommate on his knees, mouth wide open, tongue sticking straight out; behind him he had some straight throat fucking pornography playing on the TV. He had on a dark red shade of lipstick and his eyes were covered by a blindfold. He had a garter belt that was hugging his waist and hips tights along with a black lace thong to match the bra; he had sheer lace stockings attached to the garter belt that were accentuating his thighs that were thick enough to match his bubble butt.

"Stick it in." He whispered.

I stood silently.

"Come on." He moaned, like a woman again. "At least sit down."

"What..." I stumbled over my words. "What do you want to do?"

"Just drop your shorts and walk forward. I'll take care of the rest." He moaned.

"I.. I.." I staggered.

"At least have a seat." He said. "Just relax and watch some TV. You don't have to do anything else."

The idea excited me, I couldn't lie. I could literally just take a few steps, sit down, and watch porn.. Like any other night, only this time I wouldn't have to worry about my hand getting the job done. I could just sit back and magically cum, I don't even have to look down. I was torn and my mind was going a hundred miles a minute trying to make a decision when finally, I shouted:

"Fuck it. I'm going to bed."

I turned and quickly started to walk back to my room until I heard the echo of the foot steps behind me; Chris was now standing about 3 or 4 inches taller than usual because he was wearing a pair of high heels. I stopped and looked out of my peripheral vision behind me as he approached. I couldn't believe what I was seeing; Chris had on a black silk night robe over top of the lingerie he was wearing and with his eyes still covered, he walked right up to me, reached around my body, grabbed my cock with one hand and turned me towards him.

"Fuck." I moaned under my breath.

My heart raced and my cock throbbed so hard that it leaked a bit of pre-cum all over Chris' hand; I glanced down before closing my eyes and his finger nails were covered with a dark red paint to match his lip stick. I started to shiver and I could feel a cold bead of sweat drip down my lower back; a cold chill ran through my entire body and I could feel the goosebumps swell up on my arms.

"Relax." Chris whispered as he leaned in closer to my ear. I could feel the warmth of his breath on my neck. "Just breathe. I'll take care of the rest."

My body would not stop shivering and I started to feel very light headed and fuzzy as he turned and walked me back to the couch. I tried my hardest to let go of any doubt I had with each step towards the couch; I looked up towards the ceiling so hard I felt like my eyes would roll into the back of my head but I couldn't help but to keep looking down as his hips swayed side to side and I could see that perfectly plump ass jiggling beneath the silk of the robe.

"Have a seat." Chris said as he firmly planted his hands on my pecs and guided me down on to the cushion.

I took a deep breath that felt like it was my first breath in the last five minutes and the blood started to circulate throughout my body; my face got warm and flushed with blood and my hands felt a bit numb. The excitement, anxiety, and fear that I felt-my body was so confused; it felt like I was about to lose my virginity again.

"I can't do thi-" I started to speak but was quickly cut off by a finger on my lips.

"Shhh.. You aren't doing anything." He whispered as he slid down my body until he was on his knees in front of me.

I closed my eyes and took a deep breath before submitting to his words; I kicked back and averted my eyes to the television.

"My God." Chris moaned, his warm breath on the head of my cock.

He slid his hand down the shaft and held it tightly at the base suppressing all the blood that had built up until it was completely swollen and the veins were bursting with blood; my cock had never felt bigger, tighter, or more erect. He pressed his nose against the underside of the head and took a deep breath, smelling his way down the shaft to the balls. He stuck his tongue out and let allowed the saliva that had been building up drip from the tip and onto my balls; he let the balls get nice and wet before he pressed his tongue gently against the sack and lapped up all the spit as he ran his tongue all the way up to the head of my cock.

It felt like someone had taken a feather and was gently dragging it along my cock. He spent several minutes worshiping it; softly rubbing it, kissing it, teasing it with his spit until he finally opened his lips and wrapped them around the head as he had the night before; my legs started to quiver and I involuntarily let out a soft moan that I tried to cover up with a cough.

"Just let me please you." He whispered. "Forget who I am-My name is Crystal and I'm just a girl who wants to make you feel good."

"Okay." I whispered back to 'her.'

'She' slipped her lips around the tip again only this time she didn't stop there.. She slid my cock slowly down her throat and I could feel the underside of my cock as it was massaged by her tongue until it was pushing on the back of her throat and before I knew it, it was fully submerged down her esophagus and her nose was pressed against the pubic mound above my cock.

"Oh..my.. God." My quivering lips managed to shake out.

Crystal kept her nose pressed against my body with my cock down her throat; she opened her mouth even wider and stuck her tongue out to massage my balls while taking a few short breaths. She then started to swallow and flex her throat while her tongue was still pressed against my balls with my cock fully submerged in her throat. She then began to pull back as if she was going to take my cock out of her mouth but just as she got to the tip, she gently suckled it back down until it was gone again and continued to flex her throat.

The gentle throat fucking and massaging of my cock mixed in with the pornography was too much for my desperately started cock and lasted for about five to ten minutes.

"I'm about to.." I stuttered. "I'm going to.. If you keep doing that."

And without question, she kept going.

"Here is cums!!" I shouted, throwing my arms back up into the air and onto the back of the couch thrusting my hips forward.

Crystal slammed her throat down on my cock and held it there while flexing it as I shot rope after rope straight down her esophagus and into her stomach; my legs were seizing and my hips were bucking up and down from the cushion of the couch. I reached down with one hand and placed it behind her head and held her in place as my climax came to an end; I looked down at Crystal.. My roommate, who was still blindfolded. We would have been making eye contact had she not been blinded still; her hair was a mess and her make-up was smeared and dripping down her face, the remnants of my cum and her spit was spilling out of the corners of her mouth and onto my shaft and balls as she softly suckled the head to get the "after-shocks" of cum left over.

"How was that?" She whispered, with a smile on her face.

"Uhh..uhh..Uhh-MAZING." I couldn't contain myself. "But uh.. I uhh.. Have to go to bed."

I stood up and grabbed my shorts from the floor beside her and ran off into my bedroom locking the door behind.

I laid down but I wasn't tired; I was wide awake. I was ecstatic but embarrassed. I felt a natural high; a sexual high but also disgusted. I was above all else, completely and utterly confused. I needed some rest.. But I think I wanted more.

The next morning I woke up with morning wood harder than ever before; my cock had stayed rock solid and fully erect all throughout the night. It throbbed so hard that it hurt; last night was just a warm-up, a tease, dipping my toes into the pool... My cock was hungry for more. Crystal had serviced my cock harder, better, and with more care than any woman could have ever dreamed of doing. I wanted it right then and there-in broad daylight, in my king sized bed, as soon as I'd woken up.

But as my sexual lust began to subside, my mind started to think about the situation I was now involved in. My roommate who was a gay man that liked to dress up as a woman had just sucked my cock like there was no tomorrow; the downside? We still had to live with each other and Crystal wasn't a full time resident! The more I thought about this the more my cock started to go limp; I felt so embarrassed. Was I gay? Was Chris going to assume I was gay? Would he tell anyone? I assumed the answer to that question was no, considering he seemed to keep his sex life quite private but you can never be sure!

Again, I felt sick to my stomach; I didn't want to move-didn't want to leave the room much less my bed!

Suddenly, a knock on my door.

"Hey, you up?" Chris asked through the door.

I hesitated and pretended I was still sleeping and didn't hear him.

About ten minutes later, I got a text:

"Wake up, sleepy. I made you breakfast."

Again, I ignored it.

...And again, another knock at the door.

"Good morning.." A soft and sultry voice whispered through the door. "I've made you breakfast."

My cock rose to attention as soon as it heard those words leave those luscious lips. I panicked.. But quietly tip-toed over to the door and turned the lock. The click of unlocking the door was loud enough to catch Crystal's attention and I raced back to bed; a few minutes later the door slowly creaked open and in stepped Crystal, completely dressed up and wearing a white night robe this time. She quietly entered the room and carefully walked a tray of food over to the night stand behind my bed; I opened my eyes just enough to peak out and get a good look at her.

"I'll just leave this here, since you're still 'asleep." She laughed. "But while I'm here.."

With my eyes bolted shut at this point to try and convey that I was actually still asleep I listened to the footsteps and the banging of her heels as she walked to the foot of the bed; I felt the cover lift from the mattress ever so gently and a head slip through the opening. Crystal slowly crawled under the covers and onto my bed until I could feel the heat of her warm body against my legs and her breath on my cock.

"Someone must be worn out from last night." She whispered to herself, twirling her fingers around the head and down the shaft of my stiff cock.

She took the head into her mouth and gently sucked the tip; it was at this point that I feigned "waking up."

"Hm?" I mumbled. "What.. Is.. Who..?"

"Shhh..." Crystal whispered. "Lay back and enjoy your breakfast."

Holy shit.

I reached over and grabbed the tray of food and began munching down the pancakes and eggs Crystal had prepared for me... All while she slowly massaged my cock with her mouth. It was much less intense than the night before this was less about lust; this one was much more caring and sensual. Her mouth felt like a woman's dripping wet vagina as she slowly pushed it in and out of her throat; never too tight or too hard. Just slow pleasure; it felt like a woman slowly riding your cock until it was milked of every last drop.