Blackmailed Pt. 06

I entered the room and he was sitting in his office chair with his pants around his ankles, receiving a blowjob from a very sexy woman.

"Good to see you Bambi. Would you mind helping me out a little bit?" he asked nicely.

I said nothing and took his hint. I got on my knees right next to the other girl and began licking his balls. After only about 30 seconds of some intense ball sucking, Carl blew his load into the other girl's mouth.

"Thanks Jill," he said.

"Thank you," Jill said with a sultry smile as she stood up and walked out of the room.

Carl stood up and pulled up his pants and began talking. "Thanks a lot Bambi, and I'm glad you came," he said.

"Well I love cock and I need money," I said matter-of-factly.

"The world needs more girls like you Bambi," he said.

"So what did I need to stop by here for?" I asked.

"Well this is sort of our base of operations. I wanted to show you around because we have stuff here that you need for when you go out on calls. I also wanted to introduce you to a few of the girls. We have a tight knit group around here and I'm sure that they will be eager to meet a new friend," Carl said.

Carl began leading me around the place.

"Alright so this is where we keep all of our clothes," he said. "We have all sorts of of specialty outfits. Sometimes clients want a school girl, a maid, a nurse; stuff like that. Those outfits need to stay here when they are not in use, but all the other outfits around here that are just regular clothes, feel free to take those home and wear them around. You need to cultivate your own persona as Bambi and clothing is definitely a huge part of that. We also have a whole bunch of lingerie over there in the corner, and makeup through that door."

"Wow," was all I could say.

I looked at all the new clothes that now were essentially mine. I was overwhelmed at everything, but at the same time very excited.

"So I can just wear any of this stuff?" I asked.

"Yep," he said.

"Some of this stuff looks expensive," I said.

"Some of it is. Some of our clients live a more luxurious lifestyle so it is important that our ladies exhibit that lifestyle," he said.

"I gotcha," I said.

Carl led me into out of the the room and into another lounge-type room. In the lounge there were about 5 ladies sitting around chatting and what not.

"Listen up ladies," Carl said. "This is Bambi. She is our newest girl and I expect all of you to treat her kindly especially because she is not quite like the rest of you. Alright so I'll leave you all to get to know each other for a little bit and then Bambi has to get to work".

Carl left the room and I was stuck standing there in front of 5 other girls, one of which I had aided in giving a blowjob earlier. They all looked amazing, even if some of them were just wearing sweats.

"So what did he mean when he said that you aren't like the rest of us," one of the girls asked.

"Well," I began to speak a little nervously, "I'm not actually a girl".

"You mean you're trans?" the same girl asked.

"No. I'm just a regular guy in women's clothes," I said nervously.

"That's unbelievable," one of the other girls said.

"Thanks," I said blushing.

"Here, come sit down baby," the first girl said.

I obliged and moved over to the sofa where two other girls were sitting.

"Alright so I'm Annie. The girl in the Doctor Who shirt over there is Isabelle. The one with the sweatpants on is Britta. Haley is the redhead and the slut in the mini skirt is Jill."

"I sort of met Jill a little earlier," I said.

"She helped me out with Carl a few minutes ago," Jill said.

"It seems you got the welcome that most of us got," Isabelle said.

"I only licked his balls for a few seconds, that's it," I said.

"Well you still got a little something," Isabelle said.

"How did you get into this anyways?" asked Britta.

"Into what?" I asked.

"Well have you always been a crossdresser?" she asked.

I thought for a second. I had never been called a crossdresser before. Was that what I was? I had no idea.

"Well no, I actually only dressed up for the first this past weekend," I said.

"Shut the fuck up," said Haley.

"It's true," I said.

I then told all of the girls my story from the past weekend starting with the blackmail all the way up to the blowjob I gave to the cop on the way here.

"You did all of that this past weekend?" asked Haley.

"Yeah. I think I had a lot of pent-up sexual energy," I said.

"It certainly sounds like it," Haley said.

"So why did you want to get into this business?" Britta asked.

"Well all of this is so new to me but it feels so right. I really want to try and see how life as Bambi is and that requires money and this job certainly seems like it can help with that".

"You got that right. Are you nervous at all?" Britta asked.

"A little bit. I mean I've been with guys and I love it so I figure it must be pretty easy and fun," I said.

"Well just a little advice. Treat it like a job," Haley said. "As enjoyable as sex can be, it's best to get in there and just try and get that cum as quickly as possible. Your time is money and the longer you take to get that load, the more money you're leaving on the table".

"I disagree," said Isabelle. "Yeah the money is important in this line of work but enjoying all of the dick that we get is part of the reason I do this. Even if I leave a little bit of money on the table, my time is well spent when I'm getting fucked real good".

"Well whatever you decide to do, make sure that you are happy with it," Jill said.

As if he was waiting outside of the room waiting for the conversation come to a natural conclusion, Carl came walking into the room.

"You ready Bambi?" he asked

"Yep," I said as I stood up.

"Good luck," all of the girls said in unison.

"Thanks," I said.

"We can talk tomorrow," Isabelle said.

As I followed Carl I couldn't help but think of how much I liked all of the girls, especially Isabelle.

Carl led me back into the room with all of the clothes and things.

"Alright Bambi, you're makeup and hair look great but we need something a little more sophisticated, clothing wise," he said.

I wasted no time in picking out a gorgeous, knee length cocktail dress that would look absolutely amazing on me.

"Go ahead and put it on," Carl said.

I obeyed and began to strip. I got down to my lingerie when Carl became interested.

"You look great, but would you mind putting on some lingerie that is a little sexier? These guys like for you to look like Victoria's Secret model," he said.

"Yeah of course!" I said.

I walked over to where all of the lingerie was and began searching for something sexy that one of those Angels would wear.

"What about this?" I asked as I held up a lingerie set to Carl.

"That would be perfect," he said.

It was nothing special but god was it sexy. It was a simple black bra and panty set but the design on the bra and panties were extremely lacy and sexy compared to what I was wearing. There was also a garter belt which would make a nice addition to the set. I quickly stripped and put on my new lingerie set. I quickly searched around and found the stockings I needed to complete the look.

I had put on the lingerie and it was now time for the dress. I stepped into it, pulled it up and put my arms through the holes. It had a zipper in the back and Carl was kind enough to give me a hand.

"Thanks," I said.

"Anything for my beautiful girl," he said.

----------------------------------------------------------------

I was sitting in the lobby of the hotel. I was super nervous to meet a stranger. What if he was weird? What if he wasn't good looking? I was in a whole new world, one where I didn't know what was going to happen next. Granted that had pretty much been the whole past weekend but this felt different.

I had a luggage bag that held a few different outfits for the other men I would have to see that night, makeup, and lingerie.

I was sitting in a chair with one leg across the other, tapping my foot nervously when a man approached. He was handsome and wearing a suit. By my estimate he must have been about mid 40s but he didn't really look it.

"Excuse me, but are you Bambi?" he asked.

"Yes, are you Michael?" I asked back.

"Yes, follow me," he said assertively.

I wasted no time and stood up to follow him, pulling my bag behind me. I followed him for a short time until we arrived at the elevator and we both stepped in. The ride was silent as we both stood there staring at the elevator door.

The elevator stopped and the door opened. I followed Michael again until we arrived at the door to his room and wasting no time, he opened the door allowing me to enter.

"You can put your bag in the bathroom then come back out here," he said.

I did what he said and emerged from the restroom. Michael was laying on the bed, no longer wearing his shoes or his jacket.I stood at the end of the bed, unsure of what to do or what came next.

"Show me your lingerie," he said.

I knew that I wasn't going to be able to get down to my lingerie by myself due to the zipper on the back of the dress.

"Umm, can you get the zipper?" I asked nervously.

Michael nodded and I approached him. I turned around and held my hair out of the way as he pulled the zipper down. With the dress now unzipped I turned around to face Michael and I let the dress fall to the floor, showing him the lingerie I had underneath.

"Very nice," he said.

I was nervous and unsure of what to do. I knew what I wanted though, I wanted to begin my job. I was craving cock and I knew that he had what I wanted. I began getting a little more courage and decided to make a move.

I sat down beside him on the bed and began to rub around his crotch area.

"Stop," he said commandingly.

I stopped immediately pulling my hand back to my body.

"You will not touch me until I tell you to," he said. "Now stand up, bend over and show me your ass".

I obeyed, almost scared of what he would do if I didn't listen. I stood up and bent over with my ass close to Michael's face. He began touching and caressing me with his hands. My ass was like a crystal ball, with Michael trying to caress a premonition out of it.

He felt my ass for quite a few minutes and then commanded me, "Sit on the edge of the bed".

I once again obeyed his command promptly, sitting on the edge of the bed, pulling my legs tight together to be a little bit ladylike.

I was now growing increasingly more turned on. The touching and the caressing and the anticipation was starting to really make the situation that much more exciting.

Michael was now all of a sudden standing right in front of me. This was it, I was about to see his cock, we were finally about to get this underway and I needed it. I needed his cock badly. Michael wasn't having it yet.

Rather than unbuckling his belt and commanding me to suck his cock, he got on his knees and continued his torture of me.

He began gently feeling my legs through my stockings. He started around my shin and began slowly working his way up my legs. My legs were still crossed and Michael commanded, "Open your legs".

I obeyed, spreading my legs wide like a girl masturbating. Michael was still working his way up my legs and reached my thighs. His hands on my thighs was enough to drive me crazy and my horniness reached an entirely different level. Michael then started kissing my legs through the stockings sending me into quite a fit.

I began moaning as the mixture of the feelings Michael was inducing and the overall horniness I was feeling reached a boiling point and I tilted my head back.

"Mmmmm... Mmmmmmm... Mmmmmm," the moans kept escaping my mouth.

I looked down for a moment to see Michael furiously kissing my thighs. I couldn't help but notice the wet spot that was forming in my panties from where my clitty was leaking. I reached down to feel the wet spot and could feel the tip of my clitty through my panties. With the leaking precum now on my finger, I moved the finger up to my mouth and began sucking on it, wishing it was the erect penis of Michael.

After moments of sucking on my own finger, Michael lifted his head from my thigh and instructed me, "Lay back".

I once again obeyed, now laying completely on the bed without my legs hanging over the edge. Michael had moved up and was now on his knees on the bed. I looked up at Michael and saw an unmistakable bulge in his pants.

Michael returned to kissing my body, but rather than kissing my thighs he was now kissing my stomach. Luckily as a boy I had been pretty body conscious and I had a very flat stomach. Michael licked and kissed my stomach, all the meanwhile he was still gently feeling my legs through my stockings.

It didn't take long before Michael was moving up my body, slowly making his way towards my face.

My head was tilted back still moaning, and in desperate need of cock. I was getting lost in the moment as Michael's kisses began to explore my neck. I then felt the bulge that I had seen moments ago on my thigh.

I began squirming in order to start gently stroking his cock with my thigh and I was also just so horny that I could not maintain a still position.

Michael's kisses continued and he began slowly moving up my cheek. I was eagerly waiting for his mouth to meet mine, I needed it. Just as his mouth was about to meet mine, he stopped.

Michael stopped his kissing and licking of my body and stood up on the hotel room floor.

I was shocked. I needed him so badly, why did he stop?

He composed himself for a moment. "Get on your knees," he said.

This was it. It was about fucking time that I finally got to see the beautiful cock of the man that had been such a tease and I needed it more than anything else I had ever needed.

"I said get on your knees," Michael said.

I had evidently been lost in my own mind after he told me the first time. This time I immediately crawled off the bed and got on my knees right in front of him.

"Undo my belt," he said.

I obeyed and struggled to undo his belt because my hands were shaking so much. I finally got his belt undone.

"Pull down my pants and underwear," he commanded.

I did as he said and his cock sprung from his underwear. The cock that I was met with was gorgeous. It was 7.5 inches and was quite thick. It wasn't that it was the biggest or thickest dick that I had seen but it was by far the prettiest. It was so perfect the way it stood there waiting to be sucked.

"Kiss it, but don't suck it," Michael instructed.

I did as instructed and kissed the head of his cock quite a few times and then began working up and down and I even kissed his balls a little bit.

After kissing it for a few moments I heard Michael begin to moan a little bit.

"Suck my cock like the whore you are," he commanded.

I was a little taken aback by the harshness of his words but I was also a bit turned on by the way he spoke to me. I was a whore.

I did as instructed and immediately jumped into giving the most furious blowjob of my life. I finally had what Michael had deprived me of for almost 30 minutes. So I attacked that cock, just like the whore he thought that I was.

My head bobbed up and down furiously as I took his cock almost all the way in my throat with each bob of my head.

I was simultaneously stroking his cock with my right hand as I was reaching the horniest level that I ever had.

I continued the blowjob, determined to get my reward because I was not going to be able to rest until I tasted cum.

"Stop," Michael commanded.

I did as he said and his cock was still halfway in my mouth. I looked up at him with my blue eyes as he slid his cock out of my mouth.

"Lay down on the bed with your legs dangling off the edge," he commanded.

I did what he said and as my head laid on the bed I knew what was coming next. He was going to fuck me. If he could fuck me half as good as everything else was up until this point, I knew that this was going to be one amazing fuck.

Michael returned to his knees and moved over toward me. He gently caressed my legs once again but only did so for a moment until he reached my panties. Michael then began to slide my panties off. After he got them down to my thigh, I put my legs together so that he could pull them off of me entirely. He threw them on the ground and grabbed a bottle of what I assumed was lube from underneath the bed.

"Spread your legs," he commanded again.

I spread my legs, putting my feet up in the air. It was when I did this that I noticed I still had my heels on. I remember always being a little bit turned on by girls in porn that had heels on during sex.

My thought was interrupted by a cold finger entering me. Having been in the situation a few times before, I relaxed my muscles and let his finger enter me more freely. It didn't take long before Michael was adding fingers to the mix. After he added two fingers, bringing the total up to three, he pulled them out.

I knew what was next. Michael was about to fuck me.

Michael teased me. He began by just poking me with the tip of his cock and barely allowing it to enter me. He fucked me like this for what seemed like forever, just teasing my pussy to be fucked as moans were oozing out of me.

Michael stopped in order to command me, "Beg for it".

"I need your cock so badly. I need to feel you inside of me, I need it. I fucking need it so bad. I love cock so fucking bad and I need it more than anything else in the world right now. Please fuck me, use me, like the whore that I am. Put your cock inside of me and fuck me right now!" I begged loudly.

"Beg," was Michael's only response.

"OH MY FUCKING GOD! FUCK ME! FUCK ME RIGHT FUCKING NOW! PUT YOUR FUCKING COCK INSIDE OF ME! I FUCKING NEED IT! FUCK ME NOW!" I screamed.

Michael responded by shoving his entire cock all the way inside of me.

"FUCK!" I yelled as he pushed his cock inside of me.

Michael fucked me at an unbelievable pace that would rival even pornstars.

"FUCK, FUCK, FUCK, FUCK!" I yelled as he fucked me with a vigor that I have never felt before.

I must have orgasmed 5 times within the first minute. I was so fucking horny and was being fucked so incredibly well that I could not help but just be overwhelmed by pleasure. I hoped his fucking never stopped.

After a few minutes of his fucking and somewhere around 10 orgasms, my body began to shake uncontrollably. My body was reacting to the most powerful orgasm that I had ever felt. My screams began to reach whole new levels. We would be lucky if everyone on the floor didn't hear us.

"AHHHHHHHHH FUUUUUUUUUUUCKKKKK!!" I screamed as my body continued its uncontrollable shaking.

Michael took this moment to slow his pace as my body began to recover from the orgasm.

"When I pull my dick out of you, get on your knees and open your mouth as fast as possible," Michael commanded.

"Mhmmm," I moaned.

Michael continued his slow fucking for a few moments and then picked up the pace again. His skillful fucking was enough to make me cum 5 more times. He was vehemently fucking me as he began to have an uneven pace.

After a few thrusts at the uneven pace, Michael pulled his cock out of me and responding to his command, I immediately got on my knees and opened wide, with my tongue stuck way out of my mouth.

Michael stroked his cock three times until it erupted with cum. His load shot with tremendous force and hit me square in the forehead. After the first spurt hit my forehead, he aimed his cock toward my mouth and the rest of his load landed right in my waiting mouth. After his cumming subsided I waited for his next his command.

"Show me," Michael said.

I opened my mouth with load sitting on my tongue.

"Swallow," he said.