Trapped! Pt. 01

Soon after Jessica squealed and began grinding Jenny's face into her pussy. "Good girls." She sighed. "You can leave now." She told me. "I need to reward my pussy cat. And you haven't earned the right to watch."

With a sullen nod I began to dress myself as Jessica began walking Jenny around the room on her lead. Occasionally tugging on her tail plug, causing Jenny to yelp in pleasure. I left them just as Jessica started to root around in her bag of tricks.

--8--

I made my way awkwardly towards my car. My raging hard-on was making it difficult to take proper strides, only made worse by the fact that couple (A prostitute and I presumed her customer) had seen me come out of the room. And they'd watched me make my walk of shame with a pair of wide grins. I could guess that everybody knew who rented room 1-20, and what sort of things went on in there.

As I passed Jimmy's office Aisha stepped in my way. "If I could charge for staring you'd be broke." She laughed. I just mumbled something under my breath.

"Speak up sissy boy."

I blushed at the name. "I'm sorry for staring. And I'm not a sissy." I assured her.

She laughed again. "You're Hectors newest piece of meat. If you ain't a sissy yet you will be soon." The prophecy sent shivers down my spine, and through my already raging member. "So before you like sucking dick too much. How about you take me round the corner. Special price, 50 for a quick blow an' go."

I had no idea if that was a good price, but the way Aisha licked her lips at me definitely made it seem like a good deal. And to say I was horny was an understatement. I nodded.

She grabbed my hand as quickly as she could manage and dragged me round the corner to the ally way, behind a dumpster. We were completely hidden from the road and any prying eyes. She snapped her fingers at me as I fumbled with my wallet. Eventually I pulled the money free and she snatched it from me, stuffing it inside her bra.

She got to work quickly, dropping to her haunches and yanking down my shorts. Soon her wet mouth was running up and down my short length. The tip of her tongue drove me wild with little flicks and prods. One hand massaged my balls and the other rubbed my ass, pulling me into her. Suddenly I knew what Jessica had meant by cock worship. Jenny had done nothing like this to me, just sucked and bobbed. Aisha lavished my dick with attention. Not a single part of me went untouched by her lips and tongue. Needless to say I didn't last long at all, I grunted a wordless warning as I unloaded my package. Not a single drop touched the floor, all of it went down her throat.

"You taste amazing." She told me as she stood up. There was a brief moment of silence as I regained my composure and she looked me over. "I taste better." She said, almost off hand.

I looked over at her. "How much?" I asked warily.

She leaned up against the wall next to me. "Nothing. If you make me cum."

Hesitantly, I lowered myself down in front of her. Slowly, she pulled up her skirt with one hand, and lowered her panties with the other. Revealing a long, semi-hard, black cock.

For a moment I was speechless. I marvelled at it's length, 6 inches long and nearly 3 thick, and only half hard. A drop of pre-cum sparkled in the light on it's fat tip. My hand raised itself to Aisha's thigh as I leaned in closer. The soft jumps it made as it got stiffer hypnotised me and I forgot where I was.

"Hector was right." I snapped out of my reverie. "You are a sissy slut. Especially for a black cock."

I didn't take my eyes off her she-dick as I stood up and turned away. I tried to stop myself looking over my shoulder as I ran from the alleyway, but I still tripped and almost fell as I sped towards my car.

--8--

The next day at school was not easy. And it wasn't Jenny or Jessica who occupied my mind. It was a single image that kept playing through my brain. That of a woman revealing the largest black cock I'd even seen in my life (not that I'd seen any in person before). In the first half of the day my teaching suffered deeply, and that shame spurred me on to do better in the second half. My last period was free, so I used it to get some marking done in my office.

Towards the end of the hour my door opened, revealing Jessica and Jenny in there cheerleader outfits. I shocked even myself when I managed to act professional and say. "Hello girls how can I help you?"

"Can we talk to you in private?" Asked Jenny sheepishly.

"Of course. Feel free to close the door if you want."

They stepped into my dimly lit office, Jessica locked the door behind her as Jenny pulled down her friends skirt. I choked on air as I saw what Jessica was wearing.

A six inch, black, strap-on vibrator.

"Aisha told us you might like to suck on something a little bigger." She tittered. "Something a little darker."

"You talked to Aisha?" I managed to sputter out, staring at Jessica's fake member.

"Strange priorities." Giggled Jessica. "Yes, me and Aisha share a mutual friend." I didn't need to be told who that was. "And she told me how much you clearly like a thick, long, black, cock." She punctuated every word by waving her toy at me. I couldn't help but follow the movements with my eyes. "She told me how much you need to get a full face fucking."

My body nodded for me. And Jenny laughed behind her hand. "He really is a cock hungry slut isn't he?"

"Not yet he's not." Jessica assured her. "He will be tonight. This is just a teaser for him."

She pulled up her skirt, hiding the object of my fascination. I could feel my own disappointment written on my face.

"Don't worry." She said soothingly. "When you're properly trained, we're going to be having so much fun in this office."

The two of them turned to leave. "And Hector says he's your first real cock. So no going to Aisha before Saturday." Warned Jessica before opening the door and leaving, arm in arm with Jenny.

As a final goodbye, Jessica turned to me with a small smile and said. "Please don't mess this up. I think I really do like you."

I couldn't help but return her smile with my own.

--8--

I arrived early to the motel and sat in my car, on the verge of tears. Confusion smothered me like a pillow. I had always been so sure I was straight, not very successful, but straight. I'd never thought about touching a dick before let alone sucking one. But in a few short days my life had gotten itself turned upside down. And the worst was, I'm not sure I wanted this journey to end. At this stage in my life it would have been almost easy to just up sticks and leave. Go across the country to another town or city and they'd probably never find me. I would have to get a low paid, grunt job. But I would be better than this, sexual exploitation.

Wouldn't it?

I got our of the car, and headed for room 1-20.

As I passed Jimmy's office Aisha was there. She just licked her lips at me, and pulled up her skirt. Showing off her impressive womanhood.

"You'll be gargling my dick soon sissy!" She called after me.

I burned red as the rest of the hookers laughed openly at me.

I didn't wait to knock this time. And I was opening the door almost before I heard Jessica call. "Come in!"

The scene that presented me was almost a familiar sight now. Jenny in her pussy cat 'costume' and Jessica in her cheerleader uniform, sans skirt, wearing a long black dick. Sat on the edge of the bed.

"So you made it passed Aisha?"

I nodded sheepishly and began to strip.

"Eager little slut aren't you." Tittered Jessica.

In a way I think I was eager. I would never have been able to admit it then but I needed to suck a dick. Even a fake one. All day the craving had been driving me mad, only made worse by Jessica's little visit earlier on.

As I stood in the middle of the room, burning with shame, I saw Jenny crawl up behind me. Jessica beaconed me closer with a finger and a took a step forward.

"No!" She scolded. "Crawl. Like a slut." She ordered.

I could feel our relationship shifting underneath my feet. Whereas before she had been a comforting teacher, or guide. Now she seemed to know she could control me completely. I wasn't her fellow slut any more. I was her plaything, clay, to be moulded into a slut for her 'daddy'. I was beginning to see how this all worked. We were all Hectors toys, but she was the queen bitch. And she had clearly decided I wasn't strong enough to be her partner in crime. A part of me railed against that fact. But another, bigger, part was thinking about wrapping my lips around her plastic dick like the bitch I clearly was.

So I crawled on all fours. And took her length in my mouth without needing to be told, encouraged, or bribed. It was the final part of the change between me and Jessica.

"That's it you fucking sissy! Suck it like a whore!"

My head bobbed down on her dildo for a moment before I felt a hand take a firm grip of my hair and pull, hard. Dragging my head back. I was face to face with Jessica. She scowled at me. Keeping a firm eye contact.

"Suck! It! Properly!"

I gaped at her, confused. Jessica slapped me. Reddening my cheek.

"Take is all!"

I heard a soft moan behind me. Jenny was clearly enjoying the show.

"What do you mean?" I asked. To my eternal shame. I was ashamed. I was ashamed of clearly disappointing Jessica like this.

Jessica slapped me again, harder. "I want you to take every inch of this in your slut mouth!"

I did my best to nod in her iron grip before she thrust my head down again, onto her dick. I did my best to take the whole thing in. But I couldn't. The tip hit the back of my mouth and I couldn't help but gag. I suddenly realised I couldn't breath and I struggled to escape from the cock blocking my air.

Jessica pulled me off and looked down at me. "Breath through your nose. We're not stopping till you get it all in."

Another hard facial slap heralded a return to her crotch. I followed her advice, but even being able to breath didn't help. I coughed on her strap-on, coating it in saliva. But the last 2 inches evaded me.

Jessica pulled me up. "Open your mouth."

I obliged, my jaw was already slack from her abuse of my mouth. She pulled my head back and spat at me. Her saliva coated my bottom lip, hot and wet.

She slapped me again. My cheek was burning. But my cock was harder than it had ever been. I didn't know why this abuse was affecting me so much, but I couldn't deny that it was.

Her other hand took a hold of my long hair. She had complete control of my head now, and locked my gaze with hers."What are you?" She asked. I Hesitated for a moment. She pulled me down once again.

I gagged and sputtered on her fake dick. It wasn't even that thick but it seemed to stretch my mouth open as she fucked my mouth.

After a handful of quick thrusts I was let up for relief.

"What are you?" She asked again. Before spitting on me again.

I mumbled my answer.

"What! Are! You!"

"I'm a slut." I answered, burning with shame.

"Yes you are." She confirmed with a sly grin. "What kind of slut?"

"I'm a slut for cock." She nodded as I continued, un-prompted. "I'm a slut for hard dick in my mouth." I admitted. Almost feeling the weight lift off my shoulders.

"Prove it." She demanded. "BEG to have your face FUCKED!"

I knew deep inside this was the final moment for me. And it brought to mind a quote I never understood before this moment; 'The avalanche has started, it is too late for the pebbles to vote.'

"Please fuck my face mistress. I want to gag on your hard cock."

I thought she was rough before. This was another level.

She stood up off the bed and pulled me up with her. My face was directly level with her strap-on dick and she did fuck my face. Thrust after thrust. I still couldn't take it all. I wretched and choked, long strings of my spit were coating her hard dildo.

She levered my head around with her grip on my hair. And soon found the position she was looking for. When the tip of her dick entered my throat for the first time I almost came.

"That's it you fucking sissy bitch!" She cried. "Take it like a whore! You are such a dirty slut!"

I was in a haze of abused pleasure when I felt her pull out of me. With a grip like iron she pulled me up and onto the bed onto my back. My head was hanging over the end of the bed and I could see Jenny furiously masturbating, a slack jawed expression on her face. Then Jessica's strap-on came into my view.

"I'm going to fuck your face like you fucked me." She promised. And she did.

I was at just the right angle. My mouth and throat was full of my own lubricating saliva. She fucked my mouth almost as hard as I had fucked her in this room not 2 days ago. And at every turn she reminded me who was really the one in charge in this relationship.

"Take it you whore!"

"You love getting face fucked don't you slut!"

"Like the sissy you are!"

"You! Are! My! Bitch!"

It felt amazing.

I don't know how long it lasted but eventually she did stop abusing my throat. I could only lay there as she removed her strap-on, and pulled Jenny's face into her soaking pussy. It took less than a minute for Jessica to get off on her pet's face. The sound of Jessica moaning her friends name reminded me of my own solid dick.

But when I reached for it Jessica slapped my face once again.

"No!" She scolded. "From now on you're only allowed to cum from your pussy."

My face must have betrayed my confusion because she elaborated.

"Sissy sluts like you have a pleasure hole at both ends." She told me as I felt a pair of hands pull my legs up and apart. "A mouth and a sissy pussy."

As the words left her lips I felt Jenny's soft, warm tongue probe my anal entrance. It felt so good. The pleasure was a wave that lazily made it's way up my body, but no less intense for it. And no sooner than it had started, the tongue left.

"But I'm not allowed to train you anally." Sighed Jessica. "I got to pick your mouth or your ass. I think I chose wisely."

I could only lay there as the two girls cleaned themselves up and put on their clothes again. It wasn't long, but it felt like an age. Me laying on that bed feeling a mixture of dread and curiosity at what was coming next for me.

Just before she left Jessica turned to me. "Be here at 12 tomorrow. We need to get you ready for daddy's dick."

Part 4: A Sissy Made

I didn't eat Saturday morning. I've never had much of an appetite in the mornings but that day was even worse than usual. I quickly realised it was nerves. But what disturbed me was why I was nervous. It wasn't the fact that I was going to be fucked by another man, it was the idea I might be bad at it. Something had been awoken in me and I wasn't sure I didn't like it.

There was a part of me that still railed against the way I was being treated. But a part of me growing in strength wanted to see this through. That part of me wanted to be a cock slut. That part of me wanted to be fucked. That part of me was curious, hungry, for new sexual experiences. They had all been good so far. I couldn't see why the next step wouldn't be just as pleasurable.

The deepest, hidden parts of me were coming to the surface. I could feel it. But I didn't yet know what had begun for me.

I didn't know that day was my last day as a true man.

--8--

The clock was showing 11:55 when I pulled into the motel. I almost rushed to the room this time. A deep resolve had taken over me. I had decided that if this was going to happen I might as well enjoy it as much as possible.

This time I didn't knock. I just burst in without a care for the consequences.

I found Jenny in her usual pussy cat attire, and I began to wonder if she ever wore anything else round here. Also present was Jessica. This time she was dressed in a set of black leather underwear, her hair pulled back into a single long braid. And again she had a her black cock, strap-on hanging between her legs.

I licked my lips, took off my clothes and got onto my knees.

"You are such an eager fuck, slut." She cooed. "Just wait till you taste some cum darling." She stepped over to me. And, almost gently, put her dildo dick into my mouth. "Once you realise how much you love cum you'll be insatiable."

She grabbed my hair again. Gathering up as much as she could with one hand. But the expected face fucking never came. Instead she instructed me.

"Lick the tip."

"Suckle the shaft."

"Don't forget the balls slut."

"Use your hands."

After a few minutes I was truly worshipping her dick. Much like Aisha had done to me.

I looked up at Jessica for her approval. She smiled and said. "You're better than Jenny already."

I heard Jenny give an annoyed huff behind me.

Jessica stroked my face lovingly. "Such an eager little sissy slut.

"You need a girly, sissy name."

I startled. My earlier bravado about abandoning myself to enjoyment was starting to wither.

"So we know what to call you when you're all dressed up slutty."

And at that it failed. I tried to pull away. And to my surprise Jessica let me go. I stood up, took a step back.

"I think you look like a kandi." Mused Jessica. I baulked. I could hear how it was spelt through the air. "Kandi cock slut." She said with finality.

"Jessica, I'm not sure..." I started.

"Kandi. You are going to get fucked today." She told me. "Trust me, being dressed as a slut will help you."

Nothing was said for a few moments. Before I gave a slight nod.

Jessica clapped happily. "Fantastic! I've always wanted to make up a sissy. Quickly, we've only got 2 hours before daddy gets here."

The next 2 hours were a flurry of activity.

My hair was brushed through. Braided into a pair of pig tails. Held together with hot pink ribbon tied into small bows. The look did complement my face, framing it very well.

I was thrust into a shower. All my body hair was removed though a process of shaving, removal cream, and waxing. I was smoother than I'd ever been in my life. I was assured a soothing ointment would stop me going red raw all over. Which did comfort me for reasons I couldn't explain.

Next they dressed me in black lingerie. A bra (padded out with a pair of socks), a garter belt with matching stockings, and a silky, lace thong. Every piece of it accented with small, pink bows. And I would be lying if I said the process didn't excite me. Feeling the silky smooth material encase various parts of my body sent shivers up my spine. Not necessarily of pleasure. But a definite feeling of rightness. Every item was accented with a pink bow.

The longest process was the make up. Which I hesitated about at first. But it took almost no coercion from Jessica to get me to relax and close my eyes. For what felt like hours she padded, brushed, and powered my face. Explaining in detail exactly how she was doing it, and what she was trying to achieve. And finally I was ready to be shown off.

When I saw myself in the mirror I gasped. The person who stood before me, was not me. It was a hot young woman. Dressed in slutty lingerie and wearing some truly slutty make up. Big black lashes. Royal purple eye shadow, with matching lip-stick that I could tell would leave stains on anything my lips touched.

"Now kandi is ready for daddy." Said a visibly smug Jessica.

It took me a few moments to gather my thoughts. But finally I blurted out. "I'm hot!"

"Fucking hot." Clarified Jessica. "You could be in dirty magazines honey."

I had to be pulled away from my own reflection (only now noticing how good my ass looked in a thing and thigh highs) to the bed where Jessica sat me down and gave me a hard look. "Listen Kandi." She began. "Daddy told me to delete the pictures."

My mouth fell open in shock. I was free?

Jessica continued. "We both think you've learned an important lesson about forcing people to suck dick they don't want too. And..." Jessica hesitated for a moment. "I've enjoyed the experience. And I think you have too."