Trapped! Ch. 03

I awoke with a start. I could tell that sunlight was streaming in through the blinds but everything was otherwise a blurry mess. The pupil enlarging contact lenses that made my eyes adorably doll-like had dried out overnight and were stuck to my eyeballs. I closed my eyes and gently pressed two painted fingertips against the smoky eyeshadow on my eyelids to try to move the lenses back into alignment.

As the grogginess faded, the events of last night came flooding back to me. Oh fuck. Oh my fucking god. I successfully passed myself off as an attractive girl, and had then been fucked in the ass by my sexy neighbor. Suddenly, I was keenly aware of Damian's massive morning wood firmly trapped between my thighs, as well as my own aroused clit lying on top of it. My ass throbbed with a dull ache from the abuse it took last night, and I could feel dried, crusty cum—both Damian's and my own—all around my asshole and crotch. Other than a black lace push-up bra and a matching lace thong that did nothing to contain my little secret, I was completely naked. My skirt must have come off somehow in my sleep.

I had passed scrutiny last night, and Damian thought that he had fucked yet another slutty girl, but I had no idea what I looked like after a night of lovemaking. The light snoring coming from behind me could end at any moment, and I had to make sure that when that happened I was already gone. I considered immediately bailing, but I still had to make sure that I looked presentable in case I ran into anybody in the apartment hallway or elevator.

Very slowly, I began to inch toward the side of the bed while gently removing Damian's large hand from my breast. As I did so, his erect cock slid along the underside of my clit, then the underside of my balls, and then briefly caressed my used asshole. At that brief touch, electricity ran down my spine. The immense pleasure that cock brought to me was still fresh on my mind, and my body reacted accordingly. I wanted his cock again. My thoughts raced. Fuck, if I looked good...maybe I could get away with a morning quickie? It was unnecessarily risky, but just thinking about getting fucked by Damian again caused a bead of pre-cum to leak out of my clit.

Finally extricating myself from the bed, I tiptoed to the bathroom on painted toenails and quietly closed the door, examining myself in the wall-to-wall mirror.

I was a fucking mess. My wig was crooked, I was missing a hoop earring, my makeup was a smeared disaster from the deep-throating I had been doing, you could see the Nu-bras under my push-up bra, and my girl-cock was obscenely tenting the little triangle of lace in the front of my thong. Fuck. If I wanted to fuck Damian again, I had to fix all of this, and soon.

Suddenly, I remembered the leggy brunette that Damian had been dating. I had seen her around the apartment complex enough to recognize that she had been living with him. I hadn't seen her around in a week but...

Digging through the bathroom cabinets, I was rewarded when I finally found a baby pink travel toiletries bag. Jackpot. Opening it, I was shocked when expensive YSL, Chanel, and Dior makeup tumbled out onto the countertop. Classy girl!

I quickly washed my face as best as I could without makeup remover, begrudging every second the running water splashed and potentially woke Damian up.

With shaking hands I applied concealer over some problem areas, followed by a thin layer of foundation. Eyes next. A seductive cat-eye and midnight black smoky eyeshadow was a bit much for day-time but I only knew how to do sexy nighttime looks. After some mascara, brow shadow, blush, and setting powder, I was ready for the crowning touch. I slowly twisted the tube of blood red YSL lipstick, then applied a generous coat over my pouting lips.

I brushed the thick brown waves of my wig out with my fingers before twisting them up onto my head and tying them off into a stylish, casual bun with a scrunchie I found in the bag. I admired my handiwork in the mirror. If you ignored the funny business going on with my breasts and the very unfeminine cock in my thong, I looked like a striking, classy escort about to go out on a date with a rich client. I made a mental note to spend more money on makeup going forward—it really made a difference.

But even as I ran my hands over my body and lusted after the posing, sexy slut in the mirror, I realized that I had overlooked one big problem: the rest of my clothes were by the doorway where Damian has ripped them off of me last night. And there was no way that I would be fooling anybody in my current clothes.

On the other side of the door, I could hear the bed creak as Damian stirred. Fuck! I desperately scanned around the small bathroom for something that would help me out of my latest predicament. Plunger...towels...laundry basket! Praying desperately, I dashed over to it and began digging through the large pile of clothes.

With dismay, I dug through several pairs of socks, Damian's musky boxer briefs, some damp gym clothes, t-shirts, more boxer briefs...and there it was. Like manna from heaven, at the very bottom of the laundry pile was a sexy, black off-shoulder skater mini-dress. It was silky soft and would accentuate my slim build while the sharply flared skater skirt would conceal my boyish hips. It was sexy, stylish, and most importantly, perfect for me.

Squealing with girlish pleasure, I grabbed it out of the laundry basket. As I did, a crumpled pair of black bikini-cut panties that had been bunched up with the dress fell out. With excited, shaking hands, I picked them up and examined them. Sure enough, a thick layer of cum and vaginal fluid had crusted up over the gusset. Damian must have fucked his ex somewhere outside and came inside her, and it had leaked all over her panties. The musky, raw scent of her pussy and Damian's cum drove me mindless with lust. Without thinking, I brought the panties up to my face and began licking the dried mess while rapidly stroking my clit with my other hand. I imagined that I was Damian's hot brunette girlfriend after getting fucked in public and holding in his cum. I didn't last five seconds before spurting violently onto the bathroom floor.

Oh shit. I reached for the toilet paper, then paused. Waste not want not. Crouching on the floor, I lapped up the damning evidence that I wasn't really a girl, and swallowed every last drop. Rising up, I pulled on the tight black panties, automatically tucking my now-shrinking girl-cock back.

Abruptly, an idea came to me. I grinned and adjusted my clit and balls so that they were instead in the front of my panties. Anyone looking from the front would see a very unsightly bulge, but from the back all they would see would be a thick, feminine ass.

I then hastily stepped into the dress and pulled it on, savoring the sensation of the smooth material running up over my legs, crotch, and body. I was a few inches taller than Damian's ex, so the sexy dress, already designed to be revealing, was almost obscenely short on me. Half of my bubbly ass hung out under the loose skirt. The dress otherwise fully covered my bust area, and the tight tube sleeves emphasized the slimness of my arms. My sharp, exposed collarbones drew attention to the delicate choker around my neck.

I was back in business. From head to toe, I looked like a classy, ready-to-fuck escort. Even though I had just cum, I felt another stirring in my panties when I looked at my reflection. What a difference name brand makeup and clothing made! I could see why girls spent so much now. I looked, if it were possible, even more convincing than I did last night, and exponentially sluttier. I unclipped my sole hoop earring and left it on Damian's bathroom counter to mark my territory against any other sluts.

Opening the bathroom door, my heart began to race again as I realized that I would have to deceive Damian all over again. I stepped out to see Damian still lying in bed, playing with his phone. Either on purpose or accidentally, the sheets had been cast aside so that his massive cock was exposed. It was no longer erect, his morning wood having worn off, but my eyes were nonetheless glued to its size and I started salivating again. I shook my head to clear it. Get your shit together, girl!

He looked up, and his eyes widened. I could feel him look me up and down with lust. Despite all the sluts he undoubtedly took home, I doubted that any of them had ever woke up early to doll themselves up look like a fuck toy. I saw the recognition dawn in his eyes as he realized that I was wearing his ex-girlfriend's clubbing dress. He licked his lips. The idea seemed to excite him.

"Good morning," he said, voice thick with lust. "Can I make you breakfast?"

I was hungry, but breakfast was the last thing on my mind.

"Sure!" I giggled, pouting and pressing a slim finger to my lips. "I was thinking, sausage?"

He growled like a tiger, jumping out of bed. I squealed and dashed into the living room. In the daylight, I realized that his tidy bachelor pad included a granite kitchen island that was next to the curtain glass windows. It had a fantastic view of the city below.

I quickly glided to the countertop, causing my dress to swirl around my thighs and giving the pursuing Damian a good view of my bubble butt and his ex's panties. On my tiptoes, I lay sensually face down on the island with my ass thrust out over the edge of the counter, ready for Damian to fuck me like the bitch in heat that I was.

In this position, my naughty secret was firmly pressed between the cold granite and my belly, and Damian would see only a smooth, pert, panty-clad butt with my dress sultrily hiked up to my waist.

Turning my head around and making eye contact with Damian right as he walked up to the island, I slowly lowered the back of my panties with both hands and pulled my ass cheeks apart, exposing my shaved, pink hole, but nothing underneath it.

"Daddy's little girl wants her sausage now." I said in my best girl voice.

I guess even the experienced Damian was shocked as the whorish sight before him.

"Are those...Tessa's panties?" So her name was Tessa.

"Yeah, and her dress. But I look better than she does in both. And I bet she doesn't let you fuck her in the ass."

At this, Damian made a sound in his throat, thick with lust, and knelt, putting his warm hands over mine and spreading my cheeks even further apart. As he buried his face into my ass, I felt his hot, probing tongue in my sphincter. I gave a feminine moan. If he wondered why there was so much of his cum around my anus when he supposedly fucked my "pussy" last night, he kept it to himself. I felt his expert tongue move around inside me, sending waves of pleasure throughout my body, and loosening me up in preparation for the violent onslaught that was about to occur.

I closed my eyes and lost myself in the incredibly feminine sensation of being eaten out, and I lost track of time. Over and over his tongue swirled around my anus and I squirmed and writhed. Suddenly, he stopped, and I gave a small girly whine when the pleasure abruptly stopped. I heard him stand up, and in my peripheral vision a muscular arm grabbed a decanter of olive oil. I heard him pour it onto his massive rod, then I felt the oil drizzle onto my eager, waiting hole. I shivered both at the strange feeling and in anticipation of what was about to happen.

I heard wet stroking sounds behind me as Damian lubed up his entire cock. I once again grabbed my oily butt cheeks and spread them apart as far as I could, clenching my eyes and gritting my teeth. I felt a familiar and firm pressure against my sphincter as Damian pressed his dick into my ass-pussy. Like last night, it felt like it was going to split me apart and I moaned in a mixture of pleasure and pain. Fortunately, the olive oil served as a far better lubricant than just Damian's saliva, and his cockhead soon slipped inside me with a soft pop.

"You're so fucking gorgeous, and your ass is so fucking tight," he groaned. In that moment I felt like such a horny girl, and the words came to me automatically.

"Fuck me, baby." I panted. "Fuck me like Tessa would never let you."

Damian's grip tightened around my thin waist at this taboo mention of his ex-girlfriend. I suddenly realized that Tessa and I had similar figures, similar hair, and now, with me dressed in her used panties and dress, being fucked from behind, Damian was probably having flashbacks of his ex. This aroused me even further, knowing that I was competing with an actual girl in sex appeal, dressed in her clothes and fucking her ex-boyfriend.

Whatever was going through Damian's head, it caused his cock to stiffen inside my tight ass. He began thrusting his hips, causing his meat to plunge deeper into my bowels. Every thrust took me off my painted toes, momentarily suspending me in the air on his cock.

As Damian picked up the pace, using his body weight and the strength of his muscular hips to repeatedly drive his cock into my tight butt, he grabbed both of my wrists in one massive hand, pinning them against the small of my back. I struggled pitifully against his iron grip, and he viciously slapped my ass cheek with his other hand.

"Bad girl," he panted, causing my little clit to twitch underneath me.

This was getting bad! Even as the pleasure of being fucked doggy-style by a massive cock rolled over my body, I realized that I was in a very precarious position. Last night when I rode him reverse cowgirl, I was in control. Now—too late—I realized that I was completely at the mercy of this large, strong man and his enormous cock. Just a few inches away from the meat that was sliding in and out of me, was my secret, now oozing pre-cum as Damian began hitting my prostate again. The risk of the entire situation somehow aroused me even more, and when he spanked me again I yelped girlishly in pleasure.

As Damian's molten beast slammed in and out of my ass-pussy, it demolished my manhood and replaced it with feminine ecstasy. This perfect man was transforming a boy into a cock-starved slut and he didn't even know it. He thought he just got lucky with a hot, slutty girl who had just moved in, unaware that it was a boy he occasionally ran into at the gym. This thought was too much for me, and I felt myself cumming into Tessa's panties. In the heat and pleasure of the moment, I didn't notice that I wasn't even hard.

But Damian, bless his stamina, wasn't even close to being done. For what seemed like hours, he continued to pound my ass-pussy with violent abandon. All I could hear were his grunts and the loud smacking of his hips against my ass. I noted detachedly that pedestrians on the street below would occasionally look up, do a double take, and stare at me. A few grabbed their friends and pointed. A particularly attractive brunette covered her mouth in shock before storming off. From their point of view, in the high-rise above them, a sluttily made-up girl was against a kitchen counter, legs spread apart, getting viciously fucked doggy-style with her arms pinned behind her by the hunk looming behind her. Little did they—or the man fucking me—know, that the attractive but slutty "girl" was just a boy who lived in the building. Still limp, I orgasmed again, shuddering uncontrollably.

My throat was getting raw—I had been continuously moaning like a girl as Damian impaled me with his co—when Damian increased the pace of his fucking, causing my eyes to roll back into my head. As his fingers painfully dug into my wrists, he gave a primal roar and I could feel my bowels instantly fill with a hot fluid. Both he and I knew that he didn't need to ask for permission this time, not because it was my ass, but because I was his slut, and he could do whatever he pleased. He kept thrusting as ropes and ropes of semen gushed into my ass-pussy. Moaning, I clenched my sphincter, milking him. I wanted every last drop of his seed inside me.

Cock still firmly inside my worn out anus, Damian released my arms and collapsed on top of me in a sweaty heap, nuzzling my exposed back and giving me goosebumps. I raised one arm behind me and around the back of his head, grabbing a handful of his hair. We were both drenched from the frenzied, animalistic sex that had just occurred. I shuddered as waves and waves of pleasure rolled over me—like a girl, I was still orgasming! Damian kissed my neck gently and held me as I rode out my final orgasm, Tessa's panties now a soggy, semen-filled mess.

"That was fucking amazing, babe," he whispered into my ear. I nodded weakly in agreement. I felt his slowly softening cock slide out of my anus, causing a load of cum to dribble out. I quickly clenched my sphincter and pulled up my panties. I wanted to keep the cum inside me as long as possible. It marked me as Damian's girl.

We rested in comfortable bliss for a brief minute, enjoying the feeling of our bodies pressed against each other. But now came the hard part. I was completely worn out, and not in any position to keep up my risky charade. I needed to get home, immediately. I slid out from underneath my handsome neighbor, surreptitiously pulling my dress down to hide the unsightly bulge in the front of my panties, and made a beeline for the door.

"Sorry, totally forgot I had a mani-pedi appointment this morning!" I said nervously, hoping that now that Damian had fucked me well and good, he would want me to leave as much as I did.

"Wait. Hold up," I heard him say behind me. I turned around, heart in my throat. He grabbed my shoulders and kissed me full on the lips. Sensually, our tongues darted in and out of each other's mouths for what felt like an eternity. Finally releasing me, he asked to my smiling face when he would see me again. I gave him my number without hesitation. He tapped his forehead and said he had a good memory. Laughing, I said that if he didn't, it would be his loss.

I was still giggling when I got to the bench by his door and sat down. I picked up my purse, top, and jacket, abandoned in our eagerness the previous night. As I reached for my high-heeled booties, Damian knelt down.

"Allow me." He gently held my small foot, massaging it briefly, before guiding it into the bootie and zipping it up. It felt amazing, and I was somewhat disappointed at how quickly it ended when he finished zipping up my other foot. I knew he was getting a good view up my dress of my cum-drenched panties. If he looked closely, he might even notice an out-of-place bulge. But I was feeling sexy and wanton, so I didn't close my legs.

"Like what you see? It's all yours." I said teasingly.

He smiled and grabbed my thin waist, pulling me up. I instinctively threw my arms around Damian's neck and pressed my body against his. I could feel his hard cock through his basketball shorts against my belly, and it made my knees weak. Over his shoulder, I could see in the wardrobe mirror a sexy slut hanging onto her tall, muscular man on her tiptoes. That slut—me—had that messy just-had-sex aura, but otherwise looked like just another young tart headed home after a night of getting thoroughly fucked. I smiled. Well, that was what happened, after all. Blowing Damian a kiss, I pulled away from him and opened the apartment door.

Standing there was the attractive brunette watching from outside earlier, in a tight-fitting t-shirt and skinny jeans. Tessa. Her large, doe-like eyes widened in shock as she looked me up and down. A moment of silence passed, then her pretty face twisted in rage.

"You fucking slut!"

I stuck out my tongue at her, then strutted off toward the elevators in my heels, hips swaying. I could sense her eyes drilling holes in the back of my head as she assessed my brunette waves, slim figure, and towering high heels. Heart pounding, I hoped she wasn't one of those girls that would run up behind me and try to pull my hair. My wig was only clipped into my hair, and if it came off I'd have to give both her and Damian an explanation that I wasn't quite ready for. I clenched my sphincter as I minced away in my high heels, but I could feel some of Damian's thick semen trickling out of my asshole and down my leg. I hoped she wouldn't notice.